Darkhorsesellsusa.com Search Results

$2,260,000

Set along the 18th hole of Mid South, an Arnold Palmer designed course with water views, this true custom built home is one you don't come across often. From the moment you walk in, your eye is pulled straight through the home to the outdoors. Tall ceilings and expansive Pella windows bring in natural light, while bifold doors open to the covered porch, creating a seamless connection between inside and out. The living room sits at the center of it all, anchoring the home with soaring ceilings and an open to above design that carries through to the second floor. The kitchen and dining areas connect effortlessly, with a large island that keeps everything feeling open and connected. The primary suite is on the main level, along with an additional bedroom. Upstairs, three more bedrooms are complemented by a layout that looks down into the main living space, adding both light and dimension. A dedicated study and separate office provide flexibility for work, quiet space, or additional use depending on your needs. Step outside to a covered porch with a wood burning fireplace, overlooking the pool and the 18th hole. The setting feels open and intentional, with the golf course and water always in view and the light changing throughout the day. An exterior half bath adds convenience for anyone enjoying the outdoor space. Downstairs, the basement is set up for flexibility. Gym, bar, game room, and additional living space. A future media room is already framed, along with plenty of storage. The home is wired for a smart system and finished with thoughtful details throughout, including a dedicated dog wash station, along with the added benefit of a 4 car garage. A home where design, setting, and function come together without compromise.

5 Beds ⋅ 7 Baths ⋅ 100564776 MLS

Set along the 18th hole of Mid South, an Arnold Palmer designed course with water views, this true custom built home is one you don't come across often. From the moment you walk in, your eye is pulled straight through the home to the outdoors. Tall ceilings and expansive Pella windows bring in natural light, while bifold doors open to the covered porch, creating a seamless connection between inside and out. The living room sits at the center of it all, anchoring the home with soaring ceilings and an open to above design that carries through to the second floor. The kitchen and dining areas connect effortlessly, with a large island that keeps everything feeling open and connected. The primary suite is on the main level, along with an additional bedroom. Upstairs, three more bedrooms are complemented by a layout that looks down into the main living space, adding both light and dimension. A dedicated study and separate office provide flexibility for work, quiet space, or additional use depending on your needs. Step outside to a covered porch with a wood burning fireplace, overlooking the pool and the 18th hole. The setting feels open and intentional, with the golf course and water always in view and the light changing throughout the day. An exterior half bath adds convenience for anyone enjoying the outdoor space. Downstairs, the basement is set up for flexibility. Gym, bar, game room, and additional living space. A future media room is already framed, along with plenty of storage. The home is wired for a smart system and finished with thoughtful details throughout, including a dedicated dog wash station, along with the added benefit of a 4 car garage. A home where design, setting, and function come together without compromise.

16 Masters Rdg, Southern Pines

Courtesy of Pineland Property Group LLC

Buyer Representative DeLynda Realty, LLC

$2,185,000

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Beds ⋅ 5 Baths ⋅ 10159060 MLS

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Weaver Ct, Southern Pines

Seller Representative VIVID PROPERTY GROUP

Buyer Representative

$2,185,000

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Beds ⋅ 5 Baths ⋅ 100567176 MLS

This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. This property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a cul-de-sac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Weaver Ct, Southern Pines

Courtesy of Vivid Property Group

Buyer Representative Forest Creek Real Estate Group

$2,125,000

James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

4 Beds ⋅ 6 Baths ⋅ 100581549 MLS

James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

180 Valleyfield Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Front Runner Realty Group

$2,080,000

Follow the winding, tree lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see attached document for a complete list of enhancements. Experience lake-side luxury only minutes from downtown Southern Pines.

4 Beds ⋅ 5 Baths ⋅ 10148279 MLS

Follow the winding, tree lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see attached document for a complete list of enhancements. Experience lake-side luxury only minutes from downtown Southern Pines.

177 Cross Country Ln, Southern Pines

Seller Representative Pines Sotheby's International

Buyer Representative

$2,080,000

Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see the attached document for a complete list of enhancements. Experience lakeside luxury in the midst of horse country—where nature, architecture, and timeless design converge in perfect harmony.

4 Beds ⋅ 5 Baths ⋅ 100540752 MLS

Follow the winding, tree-lined driveway to discover a breathtaking lakeside retreat nestled in the heart of Southern Pines horse country. This sprawling mid-century modern estate embodies the perfect blend of architectural elegance, natural beauty, and refined country living. Extensively renovated since 2021, every detail has been thoughtfully curated. Please see the attached document for a complete list of enhancements. Experience lakeside luxury in the midst of horse country—where nature, architecture, and timeless design converge in perfect harmony.

177 Cross Country Ln, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Front Runner Realty Group

$1,770,000

Welcome to 2 Masters Ridge -- where timeless design meets modern luxury in Mid South Club, one of the Sandhills' most coveted gated communities. Perfectly positioned on a spacious .77-acre lot, this all-brick estate offers a rare trifecta seldom found in one property: a quiet cul-de-sac setting, golf-front views of the 18th tee, and a private backyard retreat. With over 7,500 square feet under roof, the home balances grandeur and serenity in equal measure. Inside, 4750 square feet of thoughtfully designed space offers high-quality finishes and a flexible floor plan with 6 bedrooms and 5.5 baths. With over 3,500 square feet on the main level and an additional 1,200 upstairs--including a bonus kitchenette and cleverly concealed retreat--this home is built for both everyday comfort and unforgettable entertaining. The massive covered patio is an entertainer's dream, featuring an outdoor kitchen equipped with an XO grill, sink, and refrigerator--ideal for summer gatherings or quiet evenings at home. Accessible from the master suite's private sitting room, the main laundry room, and the living room, this outdoor space seamlessly connects indoor comfort with open-air luxury. The chef's kitchen is equally impressive, centered around an oversized leathered island and outfitted with a walk-in pantry (complete with a coveted ''Costco door'' to the garage), two dishwashers, and a pot filler--making meal prep a breeze. Every detail was thoughtfully planned, from the spacious 3-car garage and abundant hidden storage to the whole-home generator, fully fenced yard, and encapsulated crawl space. This home truly offers the best of Southern Pines living--classic, modern, and effortlessly functionality. March 13, 2026 home inspection report available to share.

5 Beds ⋅ 6 Baths ⋅ 100557331 MLS

Welcome to 2 Masters Ridge -- where timeless design meets modern luxury in Mid South Club, one of the Sandhills' most coveted gated communities. Perfectly positioned on a spacious .77-acre lot, this all-brick estate offers a rare trifecta seldom found in one property: a quiet cul-de-sac setting, golf-front views of the 18th tee, and a private backyard retreat. With over 7,500 square feet under roof, the home balances grandeur and serenity in equal measure. Inside, 4750 square feet of thoughtfully designed space offers high-quality finishes and a flexible floor plan with 6 bedrooms and 5.5 baths. With over 3,500 square feet on the main level and an additional 1,200 upstairs--including a bonus kitchenette and cleverly concealed retreat--this home is built for both everyday comfort and unforgettable entertaining. The massive covered patio is an entertainer's dream, featuring an outdoor kitchen equipped with an XO grill, sink, and refrigerator--ideal for summer gatherings or quiet evenings at home. Accessible from the master suite's private sitting room, the main laundry room, and the living room, this outdoor space seamlessly connects indoor comfort with open-air luxury. The chef's kitchen is equally impressive, centered around an oversized leathered island and outfitted with a walk-in pantry (complete with a coveted ''Costco door'' to the garage), two dishwashers, and a pot filler--making meal prep a breeze. Every detail was thoughtfully planned, from the spacious 3-car garage and abundant hidden storage to the whole-home generator, fully fenced yard, and encapsulated crawl space. This home truly offers the best of Southern Pines living--classic, modern, and effortlessly functionality. March 13, 2026 home inspection report available to share.

2 Masters Rdg, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$1,735,000

This stunning golf-front home, built in 2024, overlooks the 14th fairway of the Mid South Golf Course and offers the perfect blend of luxury, comfort, and thoughtful design. Featuring 4 bedrooms and 3.5 baths, the home includes a spacious upstairs space ideal for visitors, family entertainment or an additional home office space. The main level boasts a spacious and open floor plan with a gourmet kitchen equipped with premium Wolf, Sub-Zero, and Cove appliances, a custom pantry designed for both function and style, and a wet bar complete with wine refrigerator and drink cooler. The kitchen is further enhanced by a Ruvati 43'' workstation, adding both functionality and modern appeal. The large kitchen window provides exceptional views of the 14th fairway. The inviting living room centers around a natural gas fireplace, creating a warm and elegant gathering space. The dining room allows for large family gatherings to enjoy exquisite views of the garden that blends seamlessly into the natural beauty of the fairway. The primary suite is a true retreat, complete with a spa-like ensuite bath featuring a wet room design. Three additional bedrooms are conveniently located on the main level, along with a full bath and powder room. A large and functional laundry room along with a mud room complete the ground floor. Enjoy outdoor living at its finest with a large porch complete with phantom screens that overlooks the beautifully maintained golf course--perfect for relaxing or entertaining. The oversized 3-car garage is finished with epoxy floors, beadboard detailing, custom golf storage locker spaces, and ceiling fans. Additional premium features include a Generac generator, sealed crawlspace, dual HVAC systems (upstairs and downstairs), spray foam insulation, a climate-controlled locked storage room, and a full irrigation and drip system for the landscaping. This exceptional home offers luxury living in a serene golf course setting--be sure to review the full list of features in the associated documents.

4 Beds ⋅ 4 Baths ⋅ 100566350 MLS

This stunning golf-front home, built in 2024, overlooks the 14th fairway of the Mid South Golf Course and offers the perfect blend of luxury, comfort, and thoughtful design. Featuring 4 bedrooms and 3.5 baths, the home includes a spacious upstairs space ideal for visitors, family entertainment or an additional home office space. The main level boasts a spacious and open floor plan with a gourmet kitchen equipped with premium Wolf, Sub-Zero, and Cove appliances, a custom pantry designed for both function and style, and a wet bar complete with wine refrigerator and drink cooler. The kitchen is further enhanced by a Ruvati 43'' workstation, adding both functionality and modern appeal. The large kitchen window provides exceptional views of the 14th fairway. The inviting living room centers around a natural gas fireplace, creating a warm and elegant gathering space. The dining room allows for large family gatherings to enjoy exquisite views of the garden that blends seamlessly into the natural beauty of the fairway. The primary suite is a true retreat, complete with a spa-like ensuite bath featuring a wet room design. Three additional bedrooms are conveniently located on the main level, along with a full bath and powder room. A large and functional laundry room along with a mud room complete the ground floor. Enjoy outdoor living at its finest with a large porch complete with phantom screens that overlooks the beautifully maintained golf course--perfect for relaxing or entertaining. The oversized 3-car garage is finished with epoxy floors, beadboard detailing, custom golf storage locker spaces, and ceiling fans. Additional premium features include a Generac generator, sealed crawlspace, dual HVAC systems (upstairs and downstairs), spray foam insulation, a climate-controlled locked storage room, and a full irrigation and drip system for the landscaping. This exceptional home offers luxury living in a serene golf course setting--be sure to review the full list of features in the associated documents.

28 Augusta Dr, Southern Pines

Courtesy of The Gentry Team

Buyer Representative Coldwell Banker Advantage-Southern Pines

$1,400,000

This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

4 Beds ⋅ 4 Baths ⋅ 100569607 MLS

This elegant and character-filled home on almost 1.3 acres is nestled in the heart of Historic Weymouth Heights. Winding roads draw you into a peaceful neighborhood with soaring pines & stunning gardens. Designed by Alfred Yeoman, Southern Pines' famed architect from the 1920's, each room is generously proportioned with hardwood flooring throughout. A slate roof and copper gutters stand the test of time. Multiple bricked patios and flagstone terraces provide endless entertaining areas with a lush private back yard. Natural Gas feeds the living and family room fireplaces, hot water heater and wolf Range, & 1 HVAC Unit. Additional Wall Oven, Sub Zero fridge, two Euro drawer freezers, Granite countertops & a charming electric fireplace round out the kitchen. Built-in bookshelves in the living and family rooms allow for plenty of reading pleasure. Outside you will discover a lush lawn and various seating areas from which to relax and enjoy the backyard paradise where you will enjoy curated plantings, a koi pond and a pretty fenced-in vegetable garden. This lovely house exudes elegance, old-world charm and the cozy feeling of home. Don't miss this chance to own a Southern Pines treasure.

130 N Highland Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Coldwell Banker Advantage-Southern Pines

$1,400,000

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

6 Beds ⋅ 7 Baths ⋅ 100561915 MLS

Rare Opportunity to own a piece of history and one of the finest homes in Weymouth Heights Circa 1924. Just steps away from the Weymouth Center & Gardens and Duncraig Manor B&B, this outstanding 6 BR | 6.5 BA residence sits on almost 2 acres. Enduring slate roof and entry, native stone, brick and wood exterior. Circular drive framed by mature landscaping leads to slate walk and stately double-door entrance. Foyer opens to formal living spaces with exceptional millwork and staircase to second level. Formal Living Room with gas fireplace flows to private Study/Office with built-ins and second gas fireplace. Main-level large Primary Suite offers soaking tub, walk-in shower, dual vanities with quartz countertops, Bluetooth fan/light and generous walk-in closet with custom built-ins. Formal Dining Room showcases intricate wood detailing, decorative fireplace, chandelier and ornate corner niches. Just beyond dining room, separate Coffee/Wine Bar with sink & wine cooler serves as dedicated entertaining space, with Powder Room nearby. Timeless Classic Kitchen completely renovated with soft-close cabinetry, granite countertops with island and breakfast bar, natural gas cooktop with pot-filler, double wall ovens, large walk-in pantry and refined lighting. Adjacent Family Room features wood-burning fireplace, built-in bookshelves, French windows and breakfast/informal dining area which looks out onto private brick courtyard. Second Floor of main residence, accessed via foyer staircase, presents three private Guest Suites, each with full bath, including a second Owner's Suite with marble floors & counter and generous dressing room. Connected, fully-renovated two-story Carriage House Apartment includes 2 bedrooms, 2 full baths, full kitchen, living/dining area, private entrance and fenced yard--integrated yet offering flexible use, enabling multi-generational living or rental income. Recently built Pergola offers Covered Parking & Outdoor Living Space. Separate Owner's entry opens into Family Room. Property includes fully fenced side and back yards with ornate iron gates throughout, Original Double Carriage House Doors on Garage, gardens, wired outbuilding with storage, workshop, chicken coop and run. Secondary Circle Drive and gate on N Valley Rd. Established landscape features Camelia, Azalea, Magnolia, Dogwood, Japanese Maple, Rhododendron, Mountain Laurel, Fig, Lady Banks Roses, Crepe Myrtle, Hydrangea, Oak Leaf Hydrangea, Heirloom Roses, Gardenia and more. Notable updates: whole-house water filtration, tankless natural gas water heater, electrical and plumbing improvements, updated lighting and fans, renovated kitchen, primary bath updating, carriage house renovation, decorative gates, front drive, and covered pergolas. Original shutters stored in garage. Allowing showings and accepting backup offers.

110 N Highland Rd, Southern Pines

Courtesy of eXp Realty

Buyer Representative Keller Williams Pinehurst

$1,357,000

Custom-built in 2013, this stunning property is set on more than 2 acres of exquisitely landscaped grounds, ideally located just minutes from Southern Pines shops and dining. From the moment you arrive, the meandering circular driveway creates a grand first impression, while the lush setting--featuring fig and other fruit trees along with beautifully established plantings--sets the tone for what lies ahead. A gated courtyard welcomes you into this truly special home. Inside, the graciously sized living room flows seamlessly to the lanai, where you can take in views of the magnificent backyard or gather around the outdoor fireplace on cool Carolina evenings. Designed with flexibility in mind, the home is currently configured as two bedrooms plus an office. With minimal modification, the office could serve as a third bedroom, or remain a functional workspace or hobby room complete with pull-out shelving and built-in cabinetry for exceptional organization. The kitchen is a chef's delight, thoughtfully designed with a rear door leading to an attached greenhouse--perfect for cultivating fresh herbs year-round. Spacious rooms throughout the home are enhanced by 9' and 10' ceilings, while beautiful wood floors run through the main living areas. Softly curved walls and substantial moldings add warmth, character, and architectural distinction. Guests will appreciate the private attached casita with its own ensuite, offering comfort and privacy. Additional highlights include a beautiful in-ground swimming pool, two-car carport, RV shed, workshop, exterior basement access, and so much more. Meticulously maintained, this exceptional property reflects true pride of ownership and showcases a remarkable blend of thoughtful design, quality craftsmanship, and serene outdoor living. *See attached features list

3 Beds ⋅ 4 Baths ⋅ 100560819 MLS

Custom-built in 2013, this stunning property is set on more than 2 acres of exquisitely landscaped grounds, ideally located just minutes from Southern Pines shops and dining. From the moment you arrive, the meandering circular driveway creates a grand first impression, while the lush setting--featuring fig and other fruit trees along with beautifully established plantings--sets the tone for what lies ahead. A gated courtyard welcomes you into this truly special home. Inside, the graciously sized living room flows seamlessly to the lanai, where you can take in views of the magnificent backyard or gather around the outdoor fireplace on cool Carolina evenings. Designed with flexibility in mind, the home is currently configured as two bedrooms plus an office. With minimal modification, the office could serve as a third bedroom, or remain a functional workspace or hobby room complete with pull-out shelving and built-in cabinetry for exceptional organization. The kitchen is a chef's delight, thoughtfully designed with a rear door leading to an attached greenhouse--perfect for cultivating fresh herbs year-round. Spacious rooms throughout the home are enhanced by 9' and 10' ceilings, while beautiful wood floors run through the main living areas. Softly curved walls and substantial moldings add warmth, character, and architectural distinction. Guests will appreciate the private attached casita with its own ensuite, offering comfort and privacy. Additional highlights include a beautiful in-ground swimming pool, two-car carport, RV shed, workshop, exterior basement access, and so much more. Meticulously maintained, this exceptional property reflects true pride of ownership and showcases a remarkable blend of thoughtful design, quality craftsmanship, and serene outdoor living. *See attached features list

415 Manley Ave, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Front Runner Realty Group

$1,200,000

Welcome to 260 South Ashe Street--where timeless elegance meets modern comfort in the historic downtown district of Southern Pines, North Carolina. This beautifully renovated Dutch Colonial, offers over 3,400 square feet on a spacious 0.36-acre lot, just steps from the local ice cream parlor, library, theatre, boutique shops and dining, Several blocks away are tennis courts and a playground. Within two miles is world class golf at the 18 hole Donald Ross designed Southern Pines Country Club, where memberships are available. Blending 1920s charm with modern upgrades, the home features 4 bedrooms, 3.5 baths, a finished basement, and flexible living spaces throughout. Enjoy two gas fireplaces, one on the lovely screened in porch, a chef's kitchen with updated appliances, and thoughtfully designed outdoor areas including a stone patio, garden, and private, lighted recreation (basketball) court. Smart additions like a tankless water heater, programmable thermostats, Sonos sound, and security system add sustainability and peace of mind. Convenient features include a laundry room as well as a second washer and dryer on the bedroom level. Work from home in the quite, light-filled spacious office. A carriage house and detached two-car garage provide endless possibilities for work, fitness, or creative use. Natural gas supplies heat to combo heat pump, tankless water heater and two fireplaces. Close proximity to Ft. Bragg. A rare opportunity to own a piece of Southern Pines history--this is downtown living at its finest.

4 Beds ⋅ 4 Baths ⋅ 100566173 MLS

Welcome to 260 South Ashe Street--where timeless elegance meets modern comfort in the historic downtown district of Southern Pines, North Carolina. This beautifully renovated Dutch Colonial, offers over 3,400 square feet on a spacious 0.36-acre lot, just steps from the local ice cream parlor, library, theatre, boutique shops and dining, Several blocks away are tennis courts and a playground. Within two miles is world class golf at the 18 hole Donald Ross designed Southern Pines Country Club, where memberships are available. Blending 1920s charm with modern upgrades, the home features 4 bedrooms, 3.5 baths, a finished basement, and flexible living spaces throughout. Enjoy two gas fireplaces, one on the lovely screened in porch, a chef's kitchen with updated appliances, and thoughtfully designed outdoor areas including a stone patio, garden, and private, lighted recreation (basketball) court. Smart additions like a tankless water heater, programmable thermostats, Sonos sound, and security system add sustainability and peace of mind. Convenient features include a laundry room as well as a second washer and dryer on the bedroom level. Work from home in the quite, light-filled spacious office. A carriage house and detached two-car garage provide endless possibilities for work, fitness, or creative use. Natural gas supplies heat to combo heat pump, tankless water heater and two fireplaces. Close proximity to Ft. Bragg. A rare opportunity to own a piece of Southern Pines history--this is downtown living at its finest.

260 S Ashe St, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Keller Williams Pinehurst

$1,150,000

Lovely 4 bedroom home on 2+ acres centrally located. This thoughtfully designed property has ample space for entertaining with formal and informal dining, two living areas on the first floor, and multiple outdoor spaces. Walls of windows bring natural light in throughout the home. The first floor has two full suites, with the primary having 2 closets and separate vanities. 2 car garage is attached by a breezeway. Lots of room to expand on the spacious lot for future pool and pool house if desired. Upstairs are 2 bedrooms with Jack & Jill bath. Plus spacious living area, finished storage area and walk-in attic storage. This is a property you don't want to miss. Other noteworthy features include well for irrigation and no city taxes despite being perfectly located just off Midland Rd.

4 Beds ⋅ 4 Baths ⋅ 100588726 MLS

Lovely 4 bedroom home on 2+ acres centrally located. This thoughtfully designed property has ample space for entertaining with formal and informal dining, two living areas on the first floor, and multiple outdoor spaces. Walls of windows bring natural light in throughout the home. The first floor has two full suites, with the primary having 2 closets and separate vanities. 2 car garage is attached by a breezeway. Lots of room to expand on the spacious lot for future pool and pool house if desired. Upstairs are 2 bedrooms with Jack & Jill bath. Plus spacious living area, finished storage area and walk-in attic storage. This is a property you don't want to miss. Other noteworthy features include well for irrigation and no city taxes despite being perfectly located just off Midland Rd.

160 Rountree Ln, Southern Pines

Courtesy of Heart of the Pines Realty

Buyer Representative Coldwell Banker Advantage-Southern Pines

$1,150,000

Great location in Southern Pines, walking distance to retail, restaurants, banks, post office and more! Roof replaced in 2020 Parking lot paved and relined in 2019. Recent building inspection done and miscellaneous items completed. There is a high security room inside the building. There is currently a lease in place, however, per the owner it can be amended. Will discuss further with serious buyers.

100553482 MLS

Great location in Southern Pines, walking distance to retail, restaurants, banks, post office and more! Roof replaced in 2020 Parking lot paved and relined in 2019. Recent building inspection done and miscellaneous items completed. There is a high security room inside the building. There is currently a lease in place, however, per the owner it can be amended. Will discuss further with serious buyers.

285 W New York Ave, Southern Pines

Courtesy of Seagle & Associates

Buyer Representative Taproot Realty Group LLC

$1,114,000

Located in the gated golf community of Mid South Club. This chic 3 bedroom, 31/2 bath home is stunning from the street and feels like you stepped into a magazine once inside. As you enter the barrel ceiling foyer, you immediately note the soaring ceilings on the main level, three sets of French doors leading from living room to the patio overlooking the 13th fairway of the golf course. There is a gas fireplace and built-in bookcases which invite guests to linger or to join others on the rear patio to reflect on your golf game. Formal dining room with French doors out to front porch/patio allow for easy flow while entertaining. Master bedroom with tray ceiling, en suite with double vanities, walk in shower and separate tub, and door to rear patio. There is also a study/office with coffered ceiling on the main level. A huge kitchen for the chef and enough room for friends and family to hang out is something to treasure. Abundant cabinets, double stainless steel sink, vegetable sink, six burner gas stove, built-in wine storage, granite countertops and counter seating are notables. The kitchen leads the way to a screened porch and gardens. The house is flooded with natural light. It's easy to see why this custom built home was named ''Home of the Year'' in 2003 by Moore County Builders. Ever dream of a place to escape, to read, meditate or just to be ''alone''? Upstairs is a guest room called ''The Cabin''. So tranquil. There are two guest rooms on the second level, both with full bathrooms and walk in closets, along with a bonus room. The walk in attic storage is a surprise....don't miss it! Landscaping is mature and lush, and the garden is lovely. There is a 21/2 car garage with golf cart parking and storage. There is availability of Al-Fresco dining on the front patio/porch, rear patio or on the screened porch. This is a home of uncompromising quality. The golf cart is negotiable. This is a deed restricted property. * Foyer mirror, Living Room mirror and Master Bedroom mirror do not stay. Termite Bond: Bug Out, HVAC service: Air Specialities, Cable: Spectrum

3 Beds ⋅ 4 Baths ⋅ 100584719 MLS

Located in the gated golf community of Mid South Club. This chic 3 bedroom, 31/2 bath home is stunning from the street and feels like you stepped into a magazine once inside. As you enter the barrel ceiling foyer, you immediately note the soaring ceilings on the main level, three sets of French doors leading from living room to the patio overlooking the 13th fairway of the golf course. There is a gas fireplace and built-in bookcases which invite guests to linger or to join others on the rear patio to reflect on your golf game. Formal dining room with French doors out to front porch/patio allow for easy flow while entertaining. Master bedroom with tray ceiling, en suite with double vanities, walk in shower and separate tub, and door to rear patio. There is also a study/office with coffered ceiling on the main level. A huge kitchen for the chef and enough room for friends and family to hang out is something to treasure. Abundant cabinets, double stainless steel sink, vegetable sink, six burner gas stove, built-in wine storage, granite countertops and counter seating are notables. The kitchen leads the way to a screened porch and gardens. The house is flooded with natural light. It's easy to see why this custom built home was named ''Home of the Year'' in 2003 by Moore County Builders. Ever dream of a place to escape, to read, meditate or just to be ''alone''? Upstairs is a guest room called ''The Cabin''. So tranquil. There are two guest rooms on the second level, both with full bathrooms and walk in closets, along with a bonus room. The walk in attic storage is a surprise....don't miss it! Landscaping is mature and lush, and the garden is lovely. There is a 21/2 car garage with golf cart parking and storage. There is availability of Al-Fresco dining on the front patio/porch, rear patio or on the screened porch. This is a home of uncompromising quality. The golf cart is negotiable. This is a deed restricted property. * Foyer mirror, Living Room mirror and Master Bedroom mirror do not stay. Termite Bond: Bug Out, HVAC service: Air Specialities, Cable: Spectrum

6 Augusta Dr, Southern Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

Buyer Representative The Gentry Team

$1,100,000

The Maplewood Cottage (2,932 sq ft) is complemented by a fully furnished detached guest house (479 sq ft), creating a property that combines flexible living space, privacy, and the character of Weymouth Heights Historic District within one of Southern Pines' most established residential settings. Thoughtfully updated while preserving the scale and feel of the surrounding neighborhood, the property offers five bedrooms, multiple gathering spaces, and strong connections between indoor and outdoor living. Just off the front entry, a more intimate sitting room creates a welcoming introduction to the home. Beyond the double doors, the main living spaces open into the great room and adjoining Carolina room, where vaulted ceilings, expansive windows, and views of the surrounding landscape create a natural focal point. French doors, exposed brick accents, and strong sight lines throughout the rear living areas reinforce the connection between the interior spaces and the mature pines beyond. The kitchen, dining, and living areas are comfortably integrated to create a functional and inviting central living space. The renovated kitchen balances function and design with stone countertops, ceramic tile backsplash, Bertazzoni gas range, and a large central island that anchors the space naturally. Adjacent to the kitchen, the butler's pantry includes a wet bar along with additional storage and serving space. The primary suite features custom armoire-style storage, fireplace feature wall, and a spacious bath with dual vanity and large walk-in shower. Expansive windows throughout the home bring in soft natural light and reinforce the connection to the surrounding property. Outdoor spaces feel private and well established, with brick patios, garden paths, mature landscaping, and a large fenced backyard that includes a separate white picket enclosed area accented with copper-capped detailing. One patio connects directly to the primary suite and hot tub area, while another extends from the rear living spaces beneath the canopy of mature trees. Above the detached two-car garage, the fully furnished, turn-key guest house extends the functionality of the property, offering a comfortable and well-designed space for visitors or longer-term stays. Complete with a full bath, kitchenette, and open living area, it provides flexibility while maintaining privacy from the main residence. A short distance from downtown Southern Pines and the trails of Weymouth Woods, the property is well positioned for both daily convenience and outdoor recreation. Residents enjoy easy access to Broad Street's locally owned restaurants, shops, and historic downtown character, along with miles of nearby walking trails through protected longleaf pine forest characteristic of the Sandhills region. This 1.68 acre property offers a distinctive combination of privacy, updated living space, guest accommodations, and proximity to both downtown Southern Pines and Weymouth Woods within one of the area's most established neighborhoods.

4 Beds ⋅ 4 Baths ⋅ LP763553 MLS

The Maplewood Cottage (2,932 sq ft) is complemented by a fully furnished detached guest house (479 sq ft), creating a property that combines flexible living space, privacy, and the character of Weymouth Heights Historic District within one of Southern Pines' most established residential settings. Thoughtfully updated while preserving the scale and feel of the surrounding neighborhood, the property offers five bedrooms, multiple gathering spaces, and strong connections between indoor and outdoor living. Just off the front entry, a more intimate sitting room creates a welcoming introduction to the home. Beyond the double doors, the main living spaces open into the great room and adjoining Carolina room, where vaulted ceilings, expansive windows, and views of the surrounding landscape create a natural focal point. French doors, exposed brick accents, and strong sight lines throughout the rear living areas reinforce the connection between the interior spaces and the mature pines beyond. The kitchen, dining, and living areas are comfortably integrated to create a functional and inviting central living space. The renovated kitchen balances function and design with stone countertops, ceramic tile backsplash, Bertazzoni gas range, and a large central island that anchors the space naturally. Adjacent to the kitchen, the butler's pantry includes a wet bar along with additional storage and serving space. The primary suite features custom armoire-style storage, fireplace feature wall, and a spacious bath with dual vanity and large walk-in shower. Expansive windows throughout the home bring in soft natural light and reinforce the connection to the surrounding property. Outdoor spaces feel private and well established, with brick patios, garden paths, mature landscaping, and a large fenced backyard that includes a separate white picket enclosed area accented with copper-capped detailing. One patio connects directly to the primary suite and hot tub area, while another extends from the rear living spaces beneath the canopy of mature trees. Above the detached two-car garage, the fully furnished, turn-key guest house extends the functionality of the property, offering a comfortable and well-designed space for visitors or longer-term stays. Complete with a full bath, kitchenette, and open living area, it provides flexibility while maintaining privacy from the main residence. A short distance from downtown Southern Pines and the trails of Weymouth Woods, the property is well positioned for both daily convenience and outdoor recreation. Residents enjoy easy access to Broad Street's locally owned restaurants, shops, and historic downtown character, along with miles of nearby walking trails through protected longleaf pine forest characteristic of the Sandhills region. This 1.68 acre property offers a distinctive combination of privacy, updated living space, guest accommodations, and proximity to both downtown Southern Pines and Weymouth Woods within one of the area's most established neighborhoods.

305 Maples Rd, Southern Pines

Seller Representative EVERYTHING PINES PARTNERS LLC

Buyer Representative

$1,100,000

The Maplewood Cottage (2,932 sq ft) is complemented by a fully furnished detached guest house (479 sq ft), creating a property that combines flexible living space, privacy, and the character of Weymouth Heights Historic District within one of Southern Pines' most established residential settings. Thoughtfully updated while preserving the scale and feel of the surrounding neighborhood, the property offers five bedrooms, multiple gathering spaces, and strong connections between indoor and outdoor living. Just off the front entry, a more intimate sitting room creates a welcoming introduction to the home. Beyond the double doors, the main living spaces open into the great room and adjoining Carolina room, where vaulted ceilings, expansive windows, and views of the surrounding landscape create a natural focal point. French doors, exposed brick accents, and strong sight lines throughout the rear living areas reinforce the connection between the interior spaces and the mature pines beyond. The kitchen, dining, and living areas are comfortably integrated to create a functional and inviting central living space. The renovated kitchen balances function and design with stone countertops, ceramic tile backsplash, Bertazzoni gas range, and a large central island that anchors the space naturally. Adjacent to the kitchen, the butler's pantry includes a wet bar along with additional storage and serving space. The primary suite features custom armoire-style storage, fireplace feature wall, and a spacious bath with dual vanity and large walk-in shower. Expansive windows throughout the home bring in soft natural light and reinforce the connection to the surrounding property. Outdoor spaces feel private and well established, with brick patios, garden paths, mature landscaping, and a large fenced backyard that includes a separate white picket enclosed area accented with copper-capped detailing. One patio connects directly to the primary suite and hot tub area, while another extends from the rear living spaces beneath the canopy of mature trees. Above the detached two-car garage, the fully furnished, turn-key guest house extends the functionality of the property, offering a comfortable and well-designed space for visitors or longer-term stays. Complete with a full bath, kitchenette, and open living area, it provides flexibility while maintaining privacy from the main residence. A short distance from downtown Southern Pines and the trails of Weymouth Woods, the property is well positioned for both daily convenience and outdoor recreation. Residents enjoy easy access to Broad Street's locally owned restaurants, shops, and historic downtown character, along with miles of nearby walking trails through protected longleaf pine forest characteristic of the Sandhills region. This 1.68 acre property offers a distinctive combination of privacy, updated living space, guest accommodations, and proximity to both downtown Southern Pines and Weymouth Woods within one of the area's most established neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 763553 MLS

The Maplewood Cottage (2,932 sq ft) is complemented by a fully furnished detached guest house (479 sq ft), creating a property that combines flexible living space, privacy, and the character of Weymouth Heights Historic District within one of Southern Pines' most established residential settings. Thoughtfully updated while preserving the scale and feel of the surrounding neighborhood, the property offers five bedrooms, multiple gathering spaces, and strong connections between indoor and outdoor living. Just off the front entry, a more intimate sitting room creates a welcoming introduction to the home. Beyond the double doors, the main living spaces open into the great room and adjoining Carolina room, where vaulted ceilings, expansive windows, and views of the surrounding landscape create a natural focal point. French doors, exposed brick accents, and strong sight lines throughout the rear living areas reinforce the connection between the interior spaces and the mature pines beyond. The kitchen, dining, and living areas are comfortably integrated to create a functional and inviting central living space. The renovated kitchen balances function and design with stone countertops, ceramic tile backsplash, Bertazzoni gas range, and a large central island that anchors the space naturally. Adjacent to the kitchen, the butler's pantry includes a wet bar along with additional storage and serving space. The primary suite features custom armoire-style storage, fireplace feature wall, and a spacious bath with dual vanity and large walk-in shower. Expansive windows throughout the home bring in soft natural light and reinforce the connection to the surrounding property. Outdoor spaces feel private and well established, with brick patios, garden paths, mature landscaping, and a large fenced backyard that includes a separate white picket enclosed area accented with copper-capped detailing. One patio connects directly to the primary suite and hot tub area, while another extends from the rear living spaces beneath the canopy of mature trees. Above the detached two-car garage, the fully furnished, turn-key guest house extends the functionality of the property, offering a comfortable and well-designed space for visitors or longer-term stays. Complete with a full bath, kitchenette, and open living area, it provides flexibility while maintaining privacy from the main residence. A short distance from downtown Southern Pines and the trails of Weymouth Woods, the property is well positioned for both daily convenience and outdoor recreation. Residents enjoy easy access to Broad Street's locally owned restaurants, shops, and historic downtown character, along with miles of nearby walking trails through protected longleaf pine forest characteristic of the Sandhills region. This 1.68 acre property offers a distinctive combination of privacy, updated living space, guest accommodations, and proximity to both downtown Southern Pines and Weymouth Woods within one of the area's most established neighborhoods.

305 Maples Road, Southern Pines

Courtesy of EVERYTHING PINES PARTNERS LLC

Buyer Representative NON MEMBER COMPANY

$1,100,000

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

5 Beds ⋅ 4 Baths ⋅ 100579198 MLS

Originally built in 1952 and thoughtfully expanded and renovated in 2001, Maplewood Cottage seamlessly blends historic character with the comfort, functionality, and spaciousness of modern living. Complemented by a fully furnished detached guest house, the property offers a rare combination of flexible living space, privacy, and timeless appeal within Southern Pines' coveted Weymouth Heights Historic District. The 2001 expansion added 1,562 square feet while extensively re-imagining the original residence, preserving the neighborhood's architectural character while creating a home designed for the way people live today. Set on 1.68 beautifully landscaped acres, the single level residence offers 2,932 square feet with five bedrooms, multiple gathering spaces, and a seamless connection between indoor and outdoor living. Just beyond the front entry, an inviting sitting room gives way to the expansive great room and adjoining Carolina room, where vaulted ceilings, walls of windows, exposed brick accents, and French doors frame views of the surrounding pines and create an effortless connection between the home's principal living spaces. At the heart of the home, the kitchen balances timeless design with everyday functionality, featuring stone countertops, a ceramic tile backsplash, a Bertazzoni gas range, a generous center island, and an adjoining butler's pantry complete with a wet bar, additional storage, and serving space. The primary suite serves as a private retreat with custom armoire style storage, a striking fireplace feature wall, dual vanities, and a spacious walk in shower. Natural light fills the home through expansive windows that continually draw the outdoors inside. Brick patios, winding garden paths, mature landscaping, and a large fenced backyard create multiple destinations for relaxing or entertaining. A separate white picket enclosed garden accented with copper capped fencing adds another layer of charm, while the private hot tub patio extends directly from the primary suite beneath the canopy of mature trees. Above the detached two car garage, the fully furnished 479 square foot guest house offers exceptional flexibility with a kitchenette, full bath, and open living area ideal for guests, multi-generational living, a private office, or income producing opportunities. Located moments from the shops and restaurants of historic downtown Southern Pines and the scenic trails of Weymouth Woods, this exceptional property combines the charm of a historic neighborhood with the comfort and flexibility of a thoughtfully expanded home. Opportunities to own 1.68 acres with a detached guest house, generous living spaces, and this level of privacy within Weymouth Heights are exceptionally rare.

305 Maples Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Pineland Property Group LLC

$1,092,000

Set on 2 private acres just 1 mile from downtown Southern Pines, this beautifully remodeled 1935 brick home offers timeless character, generous space, and a setting that feels quietly set apart. A very large circular drive, mature trees, and a tucked away approach create a gracious sense of arrival and privacy that is increasingly hard to find this close to town. Inside, 3,213 square feet of living space blends classic design with thoughtful updates. Hardwood floors run throughout the home, grounding each room in warmth and continuity. The kitchen is a true highlight, featuring beautiful cabinetry that extends to the ceiling in a soft, neutral tone that feels refined and refreshingly not white. A tiled backsplash, brass faucet, and inviting eat in area create a space that is both functional and welcoming. The home offers multiple living areas, including a family room with a vaulted ceiling that adds volume and architectural interest. 4 wood burning fireplaces are thoughtfully placed throughout the home, bringing warmth, charm, and a sense of tradition that is increasingly rare. A light filled sunroom currently used as an office provides flexible space with peaceful views of the property, ideal for work, reading, or quiet reflection. The primary suite is a retreat of its own, with access to a second story balcony overlooking the grounds. The primary bath features a dual sink vanity, soaking tub, and a tiled shower designed for relaxation. With 4 bedrooms, the home offers flexibility for guests, family, or additional living needs. Outdoors, a deck spanning the entire length of the rear of the home creates an ideal setting for entertaining, dining, or simply enjoying the surrounding landscape. Located minutes from downtown Southern Pines and offering convenient access to Ft Bragg, this home delivers space, privacy, and enduring charm in one of the area's most desirable areas. Classic, welcoming, and thoughtfully updated, schedule your tour today!

4 Beds ⋅ 4 Baths ⋅ 100545078 MLS

Set on 2 private acres just 1 mile from downtown Southern Pines, this beautifully remodeled 1935 brick home offers timeless character, generous space, and a setting that feels quietly set apart. A very large circular drive, mature trees, and a tucked away approach create a gracious sense of arrival and privacy that is increasingly hard to find this close to town. Inside, 3,213 square feet of living space blends classic design with thoughtful updates. Hardwood floors run throughout the home, grounding each room in warmth and continuity. The kitchen is a true highlight, featuring beautiful cabinetry that extends to the ceiling in a soft, neutral tone that feels refined and refreshingly not white. A tiled backsplash, brass faucet, and inviting eat in area create a space that is both functional and welcoming. The home offers multiple living areas, including a family room with a vaulted ceiling that adds volume and architectural interest. 4 wood burning fireplaces are thoughtfully placed throughout the home, bringing warmth, charm, and a sense of tradition that is increasingly rare. A light filled sunroom currently used as an office provides flexible space with peaceful views of the property, ideal for work, reading, or quiet reflection. The primary suite is a retreat of its own, with access to a second story balcony overlooking the grounds. The primary bath features a dual sink vanity, soaking tub, and a tiled shower designed for relaxation. With 4 bedrooms, the home offers flexibility for guests, family, or additional living needs. Outdoors, a deck spanning the entire length of the rear of the home creates an ideal setting for entertaining, dining, or simply enjoying the surrounding landscape. Located minutes from downtown Southern Pines and offering convenient access to Ft Bragg, this home delivers space, privacy, and enduring charm in one of the area's most desirable areas. Classic, welcoming, and thoughtfully updated, schedule your tour today!

225 Hill Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Fore Properties

$1,075,000

Tucked away on a beautifully landscaped and private almost 1-acre lot in one of Southern Pines' most desirable neighborhoods, this stunning all-brick 1955 ranch perfectly blends timeless mid-century modern design with thoughtful modern updates. Surrounded by mature pines and just minutes from downtown Southern Pines, this property offers a rare combination of character, space, and resort-style outdoor living. Inside, you'll find light-filled living spaces, clean architectural lines, and an effortlessly stylish aesthetic throughout. The spacious layout includes a walk-out lower level featuring a large recreation room, full bathroom, additional bedroom, and laundry area, ideal for guests, multigenerational living, a home gym, or flexible bonus space. Step outside to your own private retreat complete with an inground pool, fenced backyard, sauna, screened porch, and multiple outdoor entertaining areas all designed to take full advantage of the serene setting. A gated driveway adds both privacy and curb appeal to this truly one-of-a-kind Southern Pines property.

4 Beds ⋅ 4 Baths ⋅ 100572642 MLS

Tucked away on a beautifully landscaped and private almost 1-acre lot in one of Southern Pines' most desirable neighborhoods, this stunning all-brick 1955 ranch perfectly blends timeless mid-century modern design with thoughtful modern updates. Surrounded by mature pines and just minutes from downtown Southern Pines, this property offers a rare combination of character, space, and resort-style outdoor living. Inside, you'll find light-filled living spaces, clean architectural lines, and an effortlessly stylish aesthetic throughout. The spacious layout includes a walk-out lower level featuring a large recreation room, full bathroom, additional bedroom, and laundry area, ideal for guests, multigenerational living, a home gym, or flexible bonus space. Step outside to your own private retreat complete with an inground pool, fenced backyard, sauna, screened porch, and multiple outdoor entertaining areas all designed to take full advantage of the serene setting. A gated driveway adds both privacy and curb appeal to this truly one-of-a-kind Southern Pines property.

565 S Valley Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Everything Pines Partners LLC

$1,045,000

Nestled amongst the pines, magnolias and hollies, welcome to your executive custom built home located on 1.61 acres in Acadia. An exclusive enclave of only three homes, Acadia is located in one of the most desirable areas of Pinehurst. Built by award-winning developer and builder, F. Calvin Riddle, Jr. who has preserved the beauty and history of the property. As you enter the home you will notice the grandeur of the vaulted ceilings in the great room, kitchen and primary bedroom. Your eye may be drawn directly through the great room out to the expansive screened in porch's soaring fireplace or over to the kitchen's designer cabinets and high end appliances. The primary living area spans just over 3,000 square feet and encompasses 4 bedrooms and 3.5 bathrooms on the main level. The home features natural gas heating, Rinnai tankless gas water heater, GE 30'' gas range, and gas logs in the great room fireplace. Above the spacious three car garage, you will find an additional flex space with full bathroom and closet spanning over 500 square feet perfect for a 5th bedroom, entertainment space or possibly a home gym or office. Professionally landscaped yard with irrigation system on separate meter, will add to the abundant and rich plant and bird life that already exists. Acadia offers privacy yet a convenient location to access Pinehurst, Southern Pines, Fayetteville and the US Highway 1 corridor for access to the NC Carolina Core. Acadia is located just minutes from The Village of Pinehurst and Pinehurst Country Club which is an anchor site for the 2035, 2041 and 2047 Men's US Open on Course #2 and the 2029 Back to Back Men's and Women's US Open on Course #2. Estimated completion date 12/31/2025. Potential for buyer to add PCC transferable charter membership if desired, please contact listing agent for more information.

5 Beds ⋅ 5 Baths ⋅ 100497404 MLS

Nestled amongst the pines, magnolias and hollies, welcome to your executive custom built home located on 1.61 acres in Acadia. An exclusive enclave of only three homes, Acadia is located in one of the most desirable areas of Pinehurst. Built by award-winning developer and builder, F. Calvin Riddle, Jr. who has preserved the beauty and history of the property. As you enter the home you will notice the grandeur of the vaulted ceilings in the great room, kitchen and primary bedroom. Your eye may be drawn directly through the great room out to the expansive screened in porch's soaring fireplace or over to the kitchen's designer cabinets and high end appliances. The primary living area spans just over 3,000 square feet and encompasses 4 bedrooms and 3.5 bathrooms on the main level. The home features natural gas heating, Rinnai tankless gas water heater, GE 30'' gas range, and gas logs in the great room fireplace. Above the spacious three car garage, you will find an additional flex space with full bathroom and closet spanning over 500 square feet perfect for a 5th bedroom, entertainment space or possibly a home gym or office. Professionally landscaped yard with irrigation system on separate meter, will add to the abundant and rich plant and bird life that already exists. Acadia offers privacy yet a convenient location to access Pinehurst, Southern Pines, Fayetteville and the US Highway 1 corridor for access to the NC Carolina Core. Acadia is located just minutes from The Village of Pinehurst and Pinehurst Country Club which is an anchor site for the 2035, 2041 and 2047 Men's US Open on Course #2 and the 2029 Back to Back Men's and Women's US Open on Course #2. Estimated completion date 12/31/2025. Potential for buyer to add PCC transferable charter membership if desired, please contact listing agent for more information.

2148 Midland Rd, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative A Non Member

$970,000

Updated 4-5BR Colonial with saltwater pool in desirable James Creek subdivision in Southern Pines, NC. The location is ideally close to Fort Bragg, downtown, Weymouth Woods Nature Preserve, schools and support facilities. This well-maintained 3,700 SF home has a 1st floor master suite with updated ensuite with walk-in shower and soaking tub. The 2nd floor has 2 full baths with new granite sinks (2025). The main level has 9 ft smooth ceilings, formal and informal living areas, oak floors, screened porch, gas log fireplace w/semi-open floor plan. The kitchen has all newer appliances, cabinetry and granite counters with soft-close drawers, a 5-burner gas range, and walk-in pantry. Built-ins on the main level and 2nd floor. All new windows in 2021, roof is 13 years old with extra-heavy shingles, most all light fixtures have been replaced as well as can lights added. Plantation shutters, new septic system in 2021 (fiberglass tank), outdoor brick fireplace with gas logs, irrigation system with 5 zones, heat pumps are 8 and 9 years old. The pool liner is 9 years old, pool pump is 4 years old, encapsulated crawlspace with dehumidifier, ample floored attic storage, 2 newer exterior doors, garage door has been replaced along with garage door opener and operates via Wi-Fi. Newer Trex back deck, gas line to grill and outdoor fireplace. BugOut termite warranty. Whole-house water cut-off. All bedrooms are spacious with walk-in closets. Pool table conveys, and 2 large wall mount TV's convey (purchased 2024). Garden benches and large pots in yard convey. Bose speakers in house lviing area and pool side convey. Crown molding in many rooms, security system with Ring doorbell and cameras, fenced yard. Beautifully landscaped with plants that bloom throughout the year. 4 outdoor solar area lights installed 2025, 500 gallon propane tank installed 2025, 28 KW Kohler generator installed 2025. Entire interior of home painted in 2025. All appliances convey. Showings begin March 3rd.

4 Beds ⋅ 4 Baths ⋅ 100553398 MLS

Updated 4-5BR Colonial with saltwater pool in desirable James Creek subdivision in Southern Pines, NC. The location is ideally close to Fort Bragg, downtown, Weymouth Woods Nature Preserve, schools and support facilities. This well-maintained 3,700 SF home has a 1st floor master suite with updated ensuite with walk-in shower and soaking tub. The 2nd floor has 2 full baths with new granite sinks (2025). The main level has 9 ft smooth ceilings, formal and informal living areas, oak floors, screened porch, gas log fireplace w/semi-open floor plan. The kitchen has all newer appliances, cabinetry and granite counters with soft-close drawers, a 5-burner gas range, and walk-in pantry. Built-ins on the main level and 2nd floor. All new windows in 2021, roof is 13 years old with extra-heavy shingles, most all light fixtures have been replaced as well as can lights added. Plantation shutters, new septic system in 2021 (fiberglass tank), outdoor brick fireplace with gas logs, irrigation system with 5 zones, heat pumps are 8 and 9 years old. The pool liner is 9 years old, pool pump is 4 years old, encapsulated crawlspace with dehumidifier, ample floored attic storage, 2 newer exterior doors, garage door has been replaced along with garage door opener and operates via Wi-Fi. Newer Trex back deck, gas line to grill and outdoor fireplace. BugOut termite warranty. Whole-house water cut-off. All bedrooms are spacious with walk-in closets. Pool table conveys, and 2 large wall mount TV's convey (purchased 2024). Garden benches and large pots in yard convey. Bose speakers in house lviing area and pool side convey. Crown molding in many rooms, security system with Ring doorbell and cameras, fenced yard. Beautifully landscaped with plants that bloom throughout the year. 4 outdoor solar area lights installed 2025, 500 gallon propane tank installed 2025, 28 KW Kohler generator installed 2025. Entire interior of home painted in 2025. All appliances convey. Showings begin March 3rd.

113 James Creek Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Old Glory Realty LLC

$910,000

Stunning golf-front estate home in Mid South Club with what could be the most exquisite outdoor entertaining space in the neighborhood. Beautifully designed floor plan with 3 bedrooms and 2 1/2 baths on the main floor. Bonus room upstairs. Office with 2-sided fireplace and access to a private patio that shares the fireplace. Formal dining room and open kitchen and living area with lovely window-filled breakfast nook. All the rooms have lots of windows and natural light. The owners suite has a large sitting area, a large custom closet and separate vanities. Tiled shower and whirlpool tub. The outdoor space is expansive and includes an outdoor kitchen, complete with a covered pergola area with bar seating, Viking refrigerator, gas grill and sink. In addition to the private patio off the office, there is a rear covered porch with several seating areas and ceiling fans plus 2 patios overlooking the 14th tee box and views of the 13th fairway. Gorgeous views yet there is still so much privacy thanks to the many beautiful plantings and gardens throughout the yard. Upstairs is a bonus room with Juliet balcony and separate HVAC, plus walk-in attic storage. Membership to Mid-Tal is available.

3 Beds ⋅ 3 Baths ⋅ 100538590 MLS

Stunning golf-front estate home in Mid South Club with what could be the most exquisite outdoor entertaining space in the neighborhood. Beautifully designed floor plan with 3 bedrooms and 2 1/2 baths on the main floor. Bonus room upstairs. Office with 2-sided fireplace and access to a private patio that shares the fireplace. Formal dining room and open kitchen and living area with lovely window-filled breakfast nook. All the rooms have lots of windows and natural light. The owners suite has a large sitting area, a large custom closet and separate vanities. Tiled shower and whirlpool tub. The outdoor space is expansive and includes an outdoor kitchen, complete with a covered pergola area with bar seating, Viking refrigerator, gas grill and sink. In addition to the private patio off the office, there is a rear covered porch with several seating areas and ceiling fans plus 2 patios overlooking the 14th tee box and views of the 13th fairway. Gorgeous views yet there is still so much privacy thanks to the many beautiful plantings and gardens throughout the yard. Upstairs is a bonus room with Juliet balcony and separate HVAC, plus walk-in attic storage. Membership to Mid-Tal is available.

18 Augusta Dr, Southern Pines

Courtesy of Heart of the Pines Realty

Buyer Representative Better Homes and Gardens Real Estate Lifestyle Property Partners

$900,000

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

4 Beds ⋅ 3 Baths ⋅ 100566933 MLS

Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

240 Maples Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Pineland Property Group LLC

$899,000

No HOA | Corner Lot | Privacy Fence | Large Detached Garage | Motivated Seller Custom-built home by Platypus Construction in Southern Pines conveniently located near McDeeds Creek Elementary and just minutes from Pine Needles and Mid Pines Golf Clubs. This Craftsman-inspired home features an open floor plan with vaulted ceilings, hardwood flooring, custom built-ins, and modern farmhouse details throughout. The kitchen is designed for cooking and entertaining with quartz countertops, GE Café appliances, a 36'' dual-fuel range, and a hidden walk-in pantry. The main-level primary suite includes two oversized walk-in closets. Upstairs offers two additional bedrooms, both with walk-in closets, plus a bathroom with dual vanities. Outdoor features include Zeon Zoysia sod with irrigation, a bluestone driveway with cobblestone edging, and a covered porch that opens to a patio with café lighting--perfect for relaxing or entertaining. The detached 3-car garage/workshop offers approximately 1,200 sq ft with epoxy floors, oversized insulated doors, hot and cold water hookups, a floor drain, and a golf cart entry. An additional unfinished 600 sq ft space above the garage provides flexible potential for a gym, office, studio, or extra storage.

3 Beds ⋅ 3 Baths ⋅ 100559782 MLS

No HOA | Corner Lot | Privacy Fence | Large Detached Garage | Motivated Seller Custom-built home by Platypus Construction in Southern Pines conveniently located near McDeeds Creek Elementary and just minutes from Pine Needles and Mid Pines Golf Clubs. This Craftsman-inspired home features an open floor plan with vaulted ceilings, hardwood flooring, custom built-ins, and modern farmhouse details throughout. The kitchen is designed for cooking and entertaining with quartz countertops, GE Café appliances, a 36'' dual-fuel range, and a hidden walk-in pantry. The main-level primary suite includes two oversized walk-in closets. Upstairs offers two additional bedrooms, both with walk-in closets, plus a bathroom with dual vanities. Outdoor features include Zeon Zoysia sod with irrigation, a bluestone driveway with cobblestone edging, and a covered porch that opens to a patio with café lighting--perfect for relaxing or entertaining. The detached 3-car garage/workshop offers approximately 1,200 sq ft with epoxy floors, oversized insulated doors, hot and cold water hookups, a floor drain, and a golf cart entry. An additional unfinished 600 sq ft space above the garage provides flexible potential for a gym, office, studio, or extra storage.

175 Longleaf Rd, Southern Pines

Courtesy of ONNIT Realty Group

Buyer Representative Coldwell Banker Advantage-Southern Pines

$887,500

Built in 2017, this beautifully maintained 3-bedroom, 2.5-bath home offers exceptional golf course living with picturesque views of the 11th hole of the Mid South Palmer Course. Thoughtfully designed with quality finishes and a functional layout, the home features hardwood flooring throughout the main living areas and a welcoming living room centered around a cozy fireplace. The well-appointed kitchen boasts granite countertops, stainless steel appliances, a gas cooktop, a double oven, and a bright breakfast nook overlooking the backyard. There is a spacious laundry room equipped with abundant cabinetry and a sink for added convenience. The primary suite is a relaxing sanctuary featuring a spa-inspired en-suite bath with tile flooring, a walk-in shower, a freestanding soaking tub, and a spacious walk-in closet. Completing the main level are two additional bedrooms and full bath, providing comfortable accommodations for family and guests. Upstairs, a generously sized bonus room provides exceptional flexibility to suit your lifestyle, whether envisioned as a media room, fitness studio, home office, or craft space. Step outside to enjoy the tranquil golf course setting from the screened porch or the Trex deck, ideal for morning coffee, outdoor dining, or simply taking in the beautiful views of the course. There is also a lovely 17' x 17' stone walled patio in the back, perfect as an outdoor grilling area. Combining modern comfort, quality craftsmanship, and an outstanding golf-front location, this home is ready to welcome its next owner. Transferable Mid South-Talamore membership available.

3 Beds ⋅ 3 Baths ⋅ 100589394 MLS

Built in 2017, this beautifully maintained 3-bedroom, 2.5-bath home offers exceptional golf course living with picturesque views of the 11th hole of the Mid South Palmer Course. Thoughtfully designed with quality finishes and a functional layout, the home features hardwood flooring throughout the main living areas and a welcoming living room centered around a cozy fireplace. The well-appointed kitchen boasts granite countertops, stainless steel appliances, a gas cooktop, a double oven, and a bright breakfast nook overlooking the backyard. There is a spacious laundry room equipped with abundant cabinetry and a sink for added convenience. The primary suite is a relaxing sanctuary featuring a spa-inspired en-suite bath with tile flooring, a walk-in shower, a freestanding soaking tub, and a spacious walk-in closet. Completing the main level are two additional bedrooms and full bath, providing comfortable accommodations for family and guests. Upstairs, a generously sized bonus room provides exceptional flexibility to suit your lifestyle, whether envisioned as a media room, fitness studio, home office, or craft space. Step outside to enjoy the tranquil golf course setting from the screened porch or the Trex deck, ideal for morning coffee, outdoor dining, or simply taking in the beautiful views of the course. There is also a lovely 17' x 17' stone walled patio in the back, perfect as an outdoor grilling area. Combining modern comfort, quality craftsmanship, and an outstanding golf-front location, this home is ready to welcome its next owner. Transferable Mid South-Talamore membership available.

14 Plantation Dr, Southern Pines

Courtesy of The Gentry Team

Buyer Representative Carolina Property Sales

$875,000

A rare blend of architectural craftsmanship, resort-style outdoor living, and premier golf-front positioning in Talamore Country Club! Stunning custom brick golf-front residence in the prestigious Talamore Country Club, thoughtfully designed to maximize panoramic fairway views from both the upper balcony and the lower covered patio. The elevated terrace features a retractable Sunsetter awning, while the ground-level outdoor living space is enhanced by Phantom remote-controlled screens -- creating a seamless blend of indoor and outdoor living in every season. The main level showcases rich hickory hardwood flooring throughout, elegant tray ceilings, and a refined smart-home experience with integrated sound system, security system, and remote-controlled custom window treatments. The chef-inspired kitchen boasts quartz countertops and a Frigidaire Gallery gas range, flowing effortlessly into the open living and dining areas. This level offers three generously sized bedrooms including the master, and two beautifully appointed baths. The walk-out finished lower level expands the home's versatility with two additional bedrooms, a full bath, spacious living room, and a well-equipped kitchenette -- ideal for guests, extended family, or private retreat living. One of the lower-level bedrooms spans approximately 600 square feet, making it equally suited as a media room, private studio, fitness suite, home office, or luxury guest retreat. A covered patio extends the living space outdoors with serene golf course views. Situated on a quiet, dead-end cul-de-sac with a new roof, oversized gutters and gutter guards in 2024, this exceptional residence delivers privacy, sophistication, and the ultimate Talamore lifestyle.

5 Beds ⋅ 3 Baths ⋅ 100553493 MLS

A rare blend of architectural craftsmanship, resort-style outdoor living, and premier golf-front positioning in Talamore Country Club! Stunning custom brick golf-front residence in the prestigious Talamore Country Club, thoughtfully designed to maximize panoramic fairway views from both the upper balcony and the lower covered patio. The elevated terrace features a retractable Sunsetter awning, while the ground-level outdoor living space is enhanced by Phantom remote-controlled screens -- creating a seamless blend of indoor and outdoor living in every season. The main level showcases rich hickory hardwood flooring throughout, elegant tray ceilings, and a refined smart-home experience with integrated sound system, security system, and remote-controlled custom window treatments. The chef-inspired kitchen boasts quartz countertops and a Frigidaire Gallery gas range, flowing effortlessly into the open living and dining areas. This level offers three generously sized bedrooms including the master, and two beautifully appointed baths. The walk-out finished lower level expands the home's versatility with two additional bedrooms, a full bath, spacious living room, and a well-equipped kitchenette -- ideal for guests, extended family, or private retreat living. One of the lower-level bedrooms spans approximately 600 square feet, making it equally suited as a media room, private studio, fitness suite, home office, or luxury guest retreat. A covered patio extends the living space outdoors with serene golf course views. Situated on a quiet, dead-end cul-de-sac with a new roof, oversized gutters and gutter guards in 2024, this exceptional residence delivers privacy, sophistication, and the ultimate Talamore lifestyle.

22 Glen Devon Dr, Southern Pines

Courtesy of eXp Realty

Buyer Representative Pines Sotheby's International Realty

$867,500

Step into the charm and history of the Artist's Cottage, a unique English country-style home tucked away in the heart of historic Southern Pines. Known to locals as the former residence of renowned artist,writer,and illustrator Glen Rounds, this one-of-a-kind property offers a rare blend of character, artistry, and architectural distinction. Originally built in 1928 and purchased by Rounds in 1959, the home was designed by A.B. Yeomans, a Chicago-based landscape architect. Constructed with terra cotta tile, stucco walls, and a shake roof, the home exudes timeless craftsmanship. Inside, a sunken living room welcomes you into a warm and inviting space that flows effortlessly into the dining area and kitchen. The home is rich with detail—knotty pine floors and countertops fashioned from rescued basement beams lend true authenticity, while an arched brick pantry entrance—once the original front entry—adds to the home's storied past. A unique layout sets this property apart. Just off the kitchen and down a half flight of stairs, brick archways lead through a window-lined hallway to the primary wing. Once a separate guest cottage and Glen Rounds' studio, this serene suite features a brick floor, tongue-and-groove paneling, and a cozy fireplace. French doors open to a beautifully tiered brick-walled garden, perfect for quiet mornings. While the rooms are modest in size, each one is thoughtfully designed with character and charm, favoring an unconventional layout that feels both functional and full of personality. The location is exceptional: just a short walk to downtown Southern Pines for shopping, dining, and community events, yet nestled far enough to offer privacy and tranquility. Upstairs features 3 more bedrooms and 2 full bathrooms with a charming office overlooking the property. With Picasso-esque line drawings gracing its exterior, this cottage stands as one of the most distinctive homes in the area-a true reflection of the artist who once called it home.

4 Beds ⋅ 4 Baths ⋅ 100505949 MLS

Step into the charm and history of the Artist's Cottage, a unique English country-style home tucked away in the heart of historic Southern Pines. Known to locals as the former residence of renowned artist,writer,and illustrator Glen Rounds, this one-of-a-kind property offers a rare blend of character, artistry, and architectural distinction. Originally built in 1928 and purchased by Rounds in 1959, the home was designed by A.B. Yeomans, a Chicago-based landscape architect. Constructed with terra cotta tile, stucco walls, and a shake roof, the home exudes timeless craftsmanship. Inside, a sunken living room welcomes you into a warm and inviting space that flows effortlessly into the dining area and kitchen. The home is rich with detail—knotty pine floors and countertops fashioned from rescued basement beams lend true authenticity, while an arched brick pantry entrance—once the original front entry—adds to the home's storied past. A unique layout sets this property apart. Just off the kitchen and down a half flight of stairs, brick archways lead through a window-lined hallway to the primary wing. Once a separate guest cottage and Glen Rounds' studio, this serene suite features a brick floor, tongue-and-groove paneling, and a cozy fireplace. French doors open to a beautifully tiered brick-walled garden, perfect for quiet mornings. While the rooms are modest in size, each one is thoughtfully designed with character and charm, favoring an unconventional layout that feels both functional and full of personality. The location is exceptional: just a short walk to downtown Southern Pines for shopping, dining, and community events, yet nestled far enough to offer privacy and tranquility. Upstairs features 3 more bedrooms and 2 full bathrooms with a charming office overlooking the property. With Picasso-esque line drawings gracing its exterior, this cottage stands as one of the most distinctive homes in the area-a true reflection of the artist who once called it home.

100 S Ridge St, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Everything Pines Partners LLC

$865,000

Fabulous Pinehurst Home in private location which is minutes to Pinehurst Country Club, shopping, dining, golfing, medical clinics, hospital, close drive to RDU airport, Ft Bragg, etc. Home has three stories of open spaces with beautiful views of the wooded .93 acre lot studded with beautiful landscaping. Oversized windows and outdoor seating areas open to a sparkling in-ground concrete pool with enclosed privacy fence. Home was custom designed and built by Goneau Construction Design Development in 2005. Home was built to maximize natural light and outdoor views, open space throughout. The upstairs bonus/loft room easily provides a private working office or activity room, the main floor includes open spaces with a formal dining room with primary bedroom and two guest rooms, kitchen custom cabinetry upscaled with two pantries, with a nice bar area between kitchen and living room. Bright, spacious and artfully designed living space is truly special. Ground floor level space or in-law/kids suite, has large family room with full kitchen, bar area, includes one bedroom, exercise/bonus room, 1-1/2 bathrooms, includes spacious utility/hobby room, with under house storage area, and outside access to pool including all equipment, with covered porch and patio. Pinehurst Country Club Charter membership available with buyers paying transfer fee within 60 days after closing. Pinehurst Country Club Charter membership available after closing with buyer to pay transfer fee within 60 days after closing. Convenience location minutes from Pinehurst, Southern Pines, Fayetteville, Raleigh airport. Also shopping, dining, medical facilities so close.

4 Beds ⋅ 5 Baths ⋅ 100525465 MLS

Fabulous Pinehurst Home in private location which is minutes to Pinehurst Country Club, shopping, dining, golfing, medical clinics, hospital, close drive to RDU airport, Ft Bragg, etc. Home has three stories of open spaces with beautiful views of the wooded .93 acre lot studded with beautiful landscaping. Oversized windows and outdoor seating areas open to a sparkling in-ground concrete pool with enclosed privacy fence. Home was custom designed and built by Goneau Construction Design Development in 2005. Home was built to maximize natural light and outdoor views, open space throughout. The upstairs bonus/loft room easily provides a private working office or activity room, the main floor includes open spaces with a formal dining room with primary bedroom and two guest rooms, kitchen custom cabinetry upscaled with two pantries, with a nice bar area between kitchen and living room. Bright, spacious and artfully designed living space is truly special. Ground floor level space or in-law/kids suite, has large family room with full kitchen, bar area, includes one bedroom, exercise/bonus room, 1-1/2 bathrooms, includes spacious utility/hobby room, with under house storage area, and outside access to pool including all equipment, with covered porch and patio. Pinehurst Country Club Charter membership available with buyers paying transfer fee within 60 days after closing. Pinehurst Country Club Charter membership available after closing with buyer to pay transfer fee within 60 days after closing. Convenience location minutes from Pinehurst, Southern Pines, Fayetteville, Raleigh airport. Also shopping, dining, medical facilities so close.

125 Williams Rd, Southern Pines

Courtesy of Cathy Breeden Realty

Buyer Representative A Non Member

$839,000

You've been waiting now here it is. Latest new construction now available in Saddlebrooke at Longleaf. Lovely home with 4 BRs and 3 Baths .... 2 on main level and 2 on 2nd. 2800 sq ft + unfinished space with room to expand. Open Kitchen with adjoining Living Area and Keeping Room. Formal Dining. 3 Car (Tandem) Garage, Screen Porch, fully landscaped and irrigated yard. Much, much more, Natural gas available, tankless hot water and sealed crawlspace. Please Note: Real Estate taxes based on pre-construction values. Occasional airport noises. Some modifications may have been made from base plan.

4 Beds ⋅ 3 Baths ⋅ 100552829 MLS

You've been waiting now here it is. Latest new construction now available in Saddlebrooke at Longleaf. Lovely home with 4 BRs and 3 Baths .... 2 on main level and 2 on 2nd. 2800 sq ft + unfinished space with room to expand. Open Kitchen with adjoining Living Area and Keeping Room. Formal Dining. 3 Car (Tandem) Garage, Screen Porch, fully landscaped and irrigated yard. Much, much more, Natural gas available, tankless hot water and sealed crawlspace. Please Note: Real Estate taxes based on pre-construction values. Occasional airport noises. Some modifications may have been made from base plan.

521 Pommel Ln, Southern Pines

Courtesy of Fore Properties

Buyer Representative Spoat Jackson & Browne, LLC