Welcome home to this exceptional custom-built residence offering the perfect blend of luxury, comfort, and functionality. Situated on a large, fully fenced lot with mature landscaping, this thoughtfully designed 4-bedroom home features an outstanding split-bedroom floor plan with spacious living areas and high-end finishes throughout. The private upstairs bedroom includes its own en suite bathroom, making it an ideal guest suite, home office, or multi-generational living space. Every bedroom is generously sized, and the primary suite overlooks the breathtaking backyard water feature, creating a peaceful retreat to begin and end your day. The heart of the home is the impressive custom kitchen, complete with abundant custom cabinetry, an enormous center island, and plenty of workspace for cooking, entertaining, and gathering with family and friends. Additional features include a whole-house generator for peace of mind, a spacious 3-car garage equipped with a split HVAC system, and an exceptional floor plan designed for everyday living. Step outside to your own private oasis. The backyard showcases a stunning pond with beautiful oversized fountain vases, a relaxing fire pit, and lush mature landscaping that surrounds the property. The entire yard is fully fenced, and the seller has an excellent professional who currently maintains the pond, making it easy to keep this beautiful feature looking its best. Located in a fantastic neighborhood, this home offers an easy commute to Fort Bragg and is just minutes from the shops, restaurants, and charm of downtown Southern Pines. This one-of-a-kind property combines timeless design, outstanding amenities, and an unbeatable location--don't miss the opportunity to make it yours!

497 Clearfield Ln E, Southern Pines

Courtesy of Realty World Properties of the Pines

$2,999,000

5 Beds ⋅ 7 Baths ⋅ 100588228 MLS

In the heart of Southern Pines Horse Country, just around the corner from downtown Southern Pines and offering direct access to the treasured Walthour-Moss Foundation, 765 Yadkin Road presents a rare 5.21-acre estate with a fully reimagined main residence, private 2-bedroom, 2-bath guest house, pool, equestrian amenities, four-bay storage building, RV garage, and exceptional garage/workshop space. The personal residence of the owners of Latitude Builders, one of the area's premier custom builders, this property reflects the craftsmanship, detail, and finish one would expect from a builder's own home. The main residence is an architectural showpiece, where soaring cathedral ceilings, custom millwork, Australian Cypress hardwood flooring with inlay details, designer lighting, and beautiful natural light create a refined yet inviting atmosphere. The chef's kitchen blends beauty and function with Taj Mahal quartzite countertops, custom cabinetry, hidden pantry, Sub-Zero refrigeration, Wolf dual-fuel range, and gas cooking. The private primary suite is beautifully color-drenched, creating a rich and intimate retreat with a spa-inspired marble bath, statement soaking tub, and dual closets. Designed for both everyday comfort and effortless entertaining, the home offers multiple living spaces, a formal dining room, dedicated office, expansive laundry room, lower-level family room, kitchenette/bar, fitness room, pool bath with changing area, and generous storage. Outdoor living is equally impressive, with a pool overlooking mature landscaping, a rear deck, fire pit, built-in gas grill, raised garden beds with irrigation, and peaceful acreage designed to be enjoyed. The private 2-bedroom, 2-bath guest house features a full kitchen, living room, private deck, and its own two-car garage. Additional garage and workspace areas include an oil pad, office space, and half bath, creating a uniquely functional setup for vehicle storage, workshop use, or hands-on automotive projects. Additional features include a four-bay storage building, RV garage, paddocks, tack room, run-in shed, whole-house generator, whole-house water filtration system, two wells, irrigation, mature landscaping, and horse-friendly grounds. With details and amenities too numerous to capture fully, this is a property that must be experienced in person; a truly rare Horse Country offering just minutes from the shops, restaurants, and charm of downtown Southern Pines.

765 Yadkin Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

$1,130,000

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

$1,385,000

4 Beds ⋅ 4 Baths ⋅ 100586562 MLS

Sprawling, golf-front estate home in the gated community of Mid South Club. This home has been lovingly cared for by its original owner. Designed with entertaining in mind, you'll find a wonderful layout perfect for hosting. Entering into the grand foyer, there are soaring ceilings and extensive mouldings throughout this home. The main floor has an oversized owners suite with an adjoining sitting room, two custom closets and a well appointed bath complete with heated floor. Two other bedrooms on the main floor share a Jack & Jill bath. There is a formal dining room plus a breakfast nook in the kitchen. Walls of windows across the back of the home to take in the views of the 14th fairway. In addition to the more formal living room space that accesses the enclosed Carolina Room, this home also has a keeping room off the kitchen complete with gas fireplace. A large patio spans the rear of the home, perfect for sunset watching and visiting with friends. There is also a half bath on the main level, plus a spacious laundry room. Upstairs you'll find a cozy living room with wet bar, beverage fridge, mini-fridge, full guest suite, tons of storage areas and a room perfect for a home office, crafting or kids play area. Whole house Generac Generator. All appliances to convey as well as gas grill. Natural Gas is available, but owner currently uses a 450 gallon buried propane tank. Schedule a private tour of this home to see all it has to offer its new owners.

38 E Augusta Ln, Southern Pines

Courtesy of Heart of the Pines Realty

$885,000

5 Beds ⋅ 3 Baths ⋅ 100586296 MLS

Perfectly positioned along the 8th hole and 5th tee of Longleaf Country Club, this beautiful cottage-style home offers scenic golf course views, a spacious floor plan, and exceptional indoor and outdoor living. A welcoming covered front porch leads into the foyer, where a formal dining room provides an elegant space for entertaining. The light-filled great room features a natural gas fireplace, custom built-in shelving, and expansive windows that bring in abundant natural light while showcasing the golf course setting. The well-appointed kitchen is designed for both everyday living and hosting family and friends, offering maple cabinetry, granite countertops, a pantry, breakfast bar, and sunny breakfast nook. The main-level owner's suite is a relaxing retreat with a spacious walk-in closet, double vanity, soaking tub, and separate walk-in shower. Two additional generously sized bedrooms, a full guest bath, and a functional mudroom with extensive cabinetry, countertop workspace, and storage complete the main level. The fully finished walkout basement expands the living space with two additional bedrooms, a full bathroom, and a large family room, ideal for guests, multi-generational living, or recreation. Outdoor living is equally impressive, featuring a spacious open-air deck overlooking the golf course with stairs leading to a covered patio below, accessible directly from the walkout basement. This home also has an integrated whole-house speaker system offering high-quality audio throughout the main living spaces as well as a six-zone irrigation system that helps keep the lawn beautifully maintained year-round. With its flexible floor plan, quality finishes, and prime golf course location, this exceptional home offers the perfect combination of comfort, functionality, and lifestyle.

112 Steeplechase Way, Southern Pines

Courtesy of The Gentry Team

$2,150,000

5 Beds ⋅ 4 Baths ⋅ LP764290 MLS

For Video Tour copy link to browser: https://drive.google.com/file/d/12-t5LcopymK23Ugsf2JfQ-hBmAp24ja-/view?ts=6a200068Welcome to 125 Belfair Court, an exceptional custom-built residence with over 5,700 square feet of space overlooking the renowned Arnold Palmer-designed golf course with views of the 5th, 6th, and 7th holes in the prestigious Mid South community of Southern Pines. Perfectly positioned on nearly an acre, this three-level luxury home blends timeless architectural elegance, thoughtful design, and resort-caliber amenities with a breathtaking golf course views.From the moment you enter the foyer, the home sets a tone of sophistication and comfort. Soaring 16-foot ceilings, expansive windows, and an open floor plan create a bright and inviting interior designed for both everyday living and grand entertaining. The main living area is anchored by a beautiful fireplace, offering warmth and ambiance while natural light frames the manicured fairways beyond.At the heart of the home is a beautifully appointed kitchen designed for gathering. A generous size island serves as the centerpiece for cooking, conversation and connections. The seamless flow between the kitchen, dining, and living areas makes this home ideal for intimate dinners, family celebrations, and elegant entertaining.The private upper level primary suite is a true sanctuary, offering commanding views of the golf course and surrounding landscape. This luxurious retreat features an adjoining sitting room for relaxing; a beverage station for making morning coffee or a glass of wine for quiet evenings on your private balcony overlooking the fairways. With a touch of a button the motorized remote-control window shades offer effortless light control and privacy. The spa-inspired primary bath offers an expansive layout with a walk-in shower, luxurious air jetted tub with gentle streams of warm air that surround the body for a calming, full body massage experience, perfect for unwinding at the end of the day, and refined finishes that create a peaceful escape that adds a true resort style touch to the primary suite.The resort inspired terrace level is designed for elevated entertaining and relaxed luxury, offering an expansive lounge area, kitchenette, private guest accommodations, and effortless access to the heated in-ground pool and jacuzzi. This beautifully finished level creates the perfect setting for poolside gatherings, or quiet evenings that flow seamlessly from indoors to the outdoor retreat.Designed for modern luxury and convenience, the home features geothermal HVAC, a whole-house generator, Tesla EV charger, integrated inside/outside audio and intercom system, wired internet on every floor with WiFi boosters, and a comprehensive exterior 360-degree security system with cameras and smart monitoring. A three-car garage provides ample space for vehicles, storage, and lifestyle needs.The Mid South Community is more than a golf community! It is a private retreat. Mid South represents the best of golf course living; privacy, prestige, natural beauty, and a lifestyle centered around relaxation, recreation, and connection. It is a place where quiet mornings overlook pristine greens, afternoons are spent enjoying world class golf and club amenities, and evenings unfold with the understated sophistication that makes Southern Pines one of North Carolina's most desirable destinations. 25 Belfair Court is more than a home — it is an invitation to live with grace, comfort, and an unwavering connection to the beauty of Southern Pines.

125 Belfair Ct, Southern Pines

Seller Representative ONYX REALTY, LLC.

$2,150,000

5 Beds ⋅ 4 Baths ⋅ 764290 MLS

For Video Tour copy link to browser: https://drive.google.com/file/d/12-t5LcopymK23Ugsf2JfQ-hBmAp24ja-/view?ts=6a200068 Welcome to 125 Belfair Court, an exceptional custom-built residence with over 5,700 square feet of space overlooking the renowned Arnold Palmer-designed golf course with views of the 5th, 6th, and 7th holes in the prestigious Mid South community of Southern Pines. Perfectly positioned on nearly an acre, this three-level luxury home blends timeless architectural elegance, thoughtful design, and resort-caliber amenities with a breathtaking golf course views. From the moment you enter the foyer, the home sets a tone of sophistication and comfort. Soaring 16-foot ceilings, expansive windows, and an open floor plan create a bright and inviting interior designed for both everyday living and grand entertaining. The main living area is anchored by a beautiful fireplace, offering warmth and ambiance while natural light frames the manicured fairways beyond. At the heart of the home is a beautifully appointed kitchen designed for gathering. A generous size island serves as the centerpiece for cooking, conversation and connections. The seamless flow between the kitchen, dining, and living areas makes this home ideal for intimate dinners, family celebrations, and elegant entertaining. The private upper level primary suite is a true sanctuary, offering commanding views of the golf course and surrounding landscape. This luxurious retreat features an adjoining sitting room for relaxing; a beverage station for making morning coffee or a glass of wine for quiet evenings on your private balcony overlooking the fairways. With a touch of a button the motorized remote-control window shades offer effortless light control and privacy. The spa-inspired primary bath offers an expansive layout with a walk-in shower, luxurious air jetted tub with gentle streams of warm air that surround the body for a calming, full body massage experience, perfect for unwinding at the end of the day, and refined finishes that create a peaceful escape that adds a true resort style touch to the primary suite. The resort inspired terrace level is designed for elevated entertaining and relaxed luxury, offering an expansive lounge area, kitchenette, private guest accommodations, and effortless access to the heated in-ground pool and jacuzzi. This beautifully finished level creates the perfect setting for poolside gatherings, or quiet evenings that flow seamlessly from indoors to the outdoor retreat. Designed for modern luxury and convenience, the home features geothermal HVAC, a whole-house generator, Tesla EV charger, integrated inside/outside audio and intercom system, wired internet on every floor with WiFi boosters, and a comprehensive exterior 360-degree security system with cameras and smart monitoring. A three-car garage provides ample space for vehicles, storage, and lifestyle needs. The Mid South Community is more than a golf community! It is a private retreat. Mid South represents the best of golf course living; privacy, prestige, natural beauty, and a lifestyle centered around relaxation, recreation, and connection. It is a place where quiet mornings overlook pristine greens, afternoons are spent enjoying world class golf and club amenities, and evenings unfold with the understated sophistication that makes Southern Pines one of North Carolina's most desirable destinations. 25 Belfair Court is more than a home — it is an invitation to live with grace, comfort, and an unwavering connection to the beauty of Southern Pines.

125 Belfair Court, Southern Pines

Courtesy of ONYX REALTY, LLC.

$1,145,000

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

$1,145,000

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

$476,000

3 Beds ⋅ 3 Baths ⋅ 100416712 MLS ⋅ Longleaf CC BLDG.

Stunning and immaculate golf front Longleaf condo! This is an end unit with a carport!! Spectacular views of multiple golf holes and the Bottlebrush (par 3). Wonderful floor plan with lots of windows, hardwood floors, soaring ceilings and a cozy natural gas fireplace in the living room! Access to the low maintenance rear deck from living room. Main level includes a lovely 2 story entrance foyer, LR, DR, kitchen w/ breakfast nook, Primary Bedroom/bath as well as a second bedroom, full bath and laundry. Upstairs is a guest bedroom, full bath and flex room that can be used as a 4th bedroom for company. You will absolutely love the additional storage this home has to offer (2 attic spaces as well as a large conditioned walk-in closet) Owners installed quartz countertops in 2017 along with a new microwave, new refrigerator and new stove. Nat. gas water heater was installed in 2017. Additional upgrades include a whole house Kohler Generator, dehumidifier in the crawl space and American Home Sheild Warranty. Property will convey with all appliances including the washer and dryer!! No yardwork!! HOA maintains the landscaping, common areas, structure and road amongst other items. Owner is responsible for windows, doors and deck. (Check HOA docs) Truely a ''Lock and Leave'' property allowing you more time to do the things you love. Longleaf Family Golf Club includes a 18 hole golf course, par 3, practice facility (Bottlebrush), swimming pool, pickleball, croquet and clubhouse. If interested inquire at the club. Membership is optional and would be at buyers expense. Longleaf is located off of Midland Rd. and a short drive to downtown Pinehurst or Southern Pines. It is convenient to shopping, restaurants, medical facilities and short commute to Raleigh and Ft. Liberty.

150 Starland Ln, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Rhodes and Co LLC

$685,000

3 Beds ⋅ 4 Baths ⋅ 100403818 MLS

Stately and Sprawling, Waterfront Home in Highland Trails! Drive up to the home on a brick driveway to a 3 stall garage! Walkway leads to covered front porch and into the foyer and to the Living Room where you'll find a gas logs fireplace, built-in shelving, skylights and beautiful French door access to the Carolina room that provides a great dining space! A entertainers kitchen where you can enjoy ample counter space, breakfast bar built into a massive island with gas cooktop, double wall oven and custom cabinetry! Owners Suite with large bay window, and a lavish bathroom with hexagonal soaking tub and walk-in steam shower, and heated floors. 2 other bedrooms, one with its own private screened porch, a bonus room with closet space, and 2 full baths completed the main home! Off from the Garage you can enjoy a massive man cave space! Guest house connected to garage where you can find a possible bedroom space, wet bar area, sitting space and large loft space accessible by a beautiful spiral staircase! This home is nestled on a beautiful waterfront property - three lots combined for a total of 2.26+- acres! This home is a true one-of-a-kind gem!

503 S Glenwood Trl, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Keller Williams Pinehurst

$597,695

4 Beds ⋅ 3 Baths ⋅ 100437990 MLS

This super energy efficient, Green Built home has a HERS rating of 48. This saves you an estimated $1,690 on your energy bill each year. If you're looking for a unique opportunity to build your dream home with custom-level finishes, look no further than 339 Braden Rd. Located at the cusp of downtown and horse country, Braden Place at Edgemoore Heights offers the perfect balance between all that downtown offers and slower country living. With Homes by Dickerson's white glove service, you can rest assured that the building process will be stress-free and enjoyable. Their team of experts will guide you through each step of the process. The Clark Floor plan is a stunning 4-bedroom, 3 bathroom house that comes with all the amenities you need to live a comfortable life. With 2,130 square feet of living space, you'll have plenty of room to spread out and make your own. The primary bedroom is situated upstairs along with 2 other guest bedrooms, giving you maximum privacy and comfort. The Primary Bedroom has an en suite bathroom, with a separate commode room, and a walk-in closet. The 4th bedroom downstairs could also double as a study or office. You'll love spending time outside on the 2 covered porches and patio, enjoying the fresh air and the beautiful views. This house sits on just shy of a quarter acre, giving you plenty of room to enjoy the outdoors and create your own private oasis. And with a detached 2-car garage, you'll have plenty of space to store your cars, bikes, etc.

339 Braden Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative DeSell & Co Realty Group

$1,145,000

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

$645,750

5 Beds ⋅ 3 Baths ⋅ 100574859 MLS

OPEN HOUSE CANCELED DUE TO PENDING CONTRACT!!! SUMMER MOVE-IN READY and beautifully maintained by its original owner! This exceptional home has been freshly painted throughout in modern neutral tones, with all carpets professionally cleaned and the exterior recently soft-washed, making it truly move-in ready. The thoughtfully designed floor plan offers a first-floor guest suite or home office, an open-concept kitchen featuring granite countertops, a Butler's Pantry, stainless steel appliances, Bosch dishwasher, double ovens, upgraded natural gas cooktop, luxury wide-plank LVP flooring, and a whole-house water filtration system. The spacious great room includes surround sound connectivity, making it perfect for entertaining and everyday living. Additional highlights include: Formal dining room with coffered ceilings and wainscoting Two-car garage with built-in shelving and workbench Emergency power subpanel with power cord and 3kW generator Screened porch overlooking a fully fenced backyard Private natural area backdrop for added tranquility. Upstairs, you'll find a generous media loft, three spacious secondary bedrooms, two full baths, and an enormous primary suite featuring dual vanities, a walk-in shower, soaking tub, oversized walk-in closet, and conveniently located laundry room. For added peace of mind, a pre-listing home inspection has already been completed, and all recommended repairs have been addressed. Community Amenities: Resort-Style Swimming Pool with Expansive Sunning Deck Splash Pad Clubhouse Fitness Center Playground Lighted Sidewalks for Evening Strolls Conveniently located between Southern Pines and the Village of Pinehurst with an easy commute to Fort Bragg, this home offers the lifestyle today's buyers are searching for. Schedule your private showing today and discover why so many families love calling Arboretum home! Preferred Lender is Justin Price Motto Mortgage- 919-895-1769

170 Broom Sedge Ln, Southern Pines

Courtesy of Carolina Property Sales

Buyer Representative Meese Property Group, LLC

$2,495,000

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. The crown jewel of Mid South, 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 culdesac 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

$346,500

3 Beds ⋅ 3 Baths ⋅ LP736688 MLS

Welcome to The Ivy Plan from Legacy Home Construction, Inc in Dowtown-ish Southern Pines! This cozy cottage home will be move-in ready by April 16th 2025!! Up to $3,000 Lender Credit offered with Rita Hairston at CrossCountry Mortgage! Covered porch leads into Great Room with gas logs fireplace. LVP throughout main level! Kitchen with Granite Counters, Large Center Island, Stainless Steel Appliances. Formal Dining Area. Half Bath and Laundry room complete main floor. All bedrooms upstairs! Owners Suite with walk-in closet, double sink vanity, walk-in shower. 2 large bedrooms and full guest bath. Coach house out back!

665 W Iowa Ave, Southern Pines

Seller Representative EVERYTHING PINES PARTNERS LLC

Buyer Representative

$179,405

3 Beds ⋅ 2 Baths ⋅ 10006836 MLS

Contract terminated by Buyer. No fault of the Seller. All repair work completed by 2/19/24 to include septic. Discover this charming, renovated manufactured home, perfectly situated on a private 0.6+ acre lot. Surrounded by woods and not within city limits, it offers a peaceful retreat. The house features new flooring, paint, appliances, and a deck. The kitchen is a highlight with butcher block countertops, stainless steel sink, and appliances. Lovely primary suite with double vanity, shower and corner garden tub. Updates to guest bath with tile shower surround,. Enjoy scenic drives past beautiful horse farms, embodying the essence of Southern Pines horse country. Ideal as a starter home or investment property, this home combines privacy, comfort, and convenience in a delightful setting.

550 Old Mail Rd, Southern Pines

Seller Representative Front Runner Realty Group

Buyer Representative

$665,000

4 Beds ⋅ 3 Baths ⋅ LP761430 MLS

Discover the perfect blend of space, charm, and convenience in this sought-after Southern Pines home, just a 10-minute walk to vibrant downtown. This rare three-story property offers over 2,800 square feet of living space on a fully fenced 0.51-acre lot, with a pre-listing inspection already completed for added peace of mind.The main living areas feature four bedrooms and three bathrooms, with a functional layout that includes two bedrooms and two full baths on the main level, plus two additional bedrooms and a full bath upstairs.The semi-finished walkout basement adds exceptional flexibility, offering three bonus rooms currently used as a guest room, media room, and additional living space, creating an ideal opportunity for a future apartment or private retreat with a little imagination.Thoughtful details throughout include plantation shutters, a carport with electricity, a charming tree house, and a cozy fire pit, perfectly capturing the relaxed lifestyle Moore County is known for.

440 Kensington Rd, Southern Pines

Seller Representative PINELAND PROPERTY GROUP, LLC.

Buyer Representative

$585,000

5 Beds ⋅ 4 Baths ⋅ 10102349 MLS

This beautifully maintained 5-bedroom, 4-bathroom home is the only active listing in Moore County offering this level of space, layout, and location—perfect for multigenerational living, hosting guests, or anyone needing flexible space for work or family. Tucked in a quiet cul-de-sac just 0.25 miles from Weymouth Woods Nature Preserve, it offers a rare combination of privacy and convenience—minutes to downtown Southern Pines, Aberdeen, and Fort Bragg, with no HOA, Southern Pines utilities, and a whole-house generator. The open layout features 9-foot ceilings, a spacious primary suite, a private guest bedroom with full bath on the main floor, and a large mudroom/laundry off the garage. The main living area includes expansive windows, a gas fireplace, dining room, eat-in kitchen, cozy sitting area, and a built-in bar with extra storage and two mini-fridges. Upstairs offers three more bedrooms, two full baths, ample storage, and a walk-in attic. The fenced, dog-friendly backyard is ideal for grilling and relaxing, with mature trees, a hydroseeded lawn, extended deck, grilling patio, and plenty of room for a pool—the lot extends beyond the fence on the back left side. This home checks every box—quiet setting, amazing layout, and minutes to everything—all with Weymouth Woods just across the street for peaceful walks with family, friends, and pets.

102 Tar Kiln Pl, Southern Pines

Seller Representative VIVID PROPERTY GROUP

Buyer Representative

$1,100,000

4 Beds ⋅ 6 Baths ⋅ 10061183 MLS

Welcome home to this 4 bedroom, 4 full and 2 half bathroom home situated on 5.77 acres! A stunning ranch with a finished basement offers plenty of storage space and entertaining options. Main floor features a spacious great room with two fireplaces and beamed ceiling, living room, laundry, powder room, and office space! Stunning kitchen offers stainless steel appliances incuding gas cooktop, island, and tons of cabinet space. Three main level bedrooms and three full bathrooms include the primary with spa-like bathroom room with gorgeous secluded and serene views and tons of built-in shelving, plus the second bedroom offers a private ensuite. Two more fireplaces in the basement and a bar making this ideal for hosting parties and guests. The detached guest house, over 900 additional SF, provides privacy for guests or ideal for in-law suite, or second primary suite (fourth bedroom) and a full bath, and offers formal living area with fireplace and kitchen! Barn with chicken coop, move-in ready- just bring your horses!

2454 N May St, Southern Pines

Seller Representative Redfin Corporation

Buyer Representative

$406,000

3 Beds ⋅ 2 Baths ⋅ LP739480 MLS

Open House Fri 3/7 3-6PM. Discover the perfect blend of charm and modern convenience in this updated 3 bedroom, 2 bathroom home located just minutes from all the shops, restaurants, and breweries of downtown Southern Pines. The open-concept living area flows seamlessly into the eat-in kitchen, which boasts stainless steel appliances, granite countertops, stylish fixtures, and a large island—ideal for entertaining.The primary suite features a private en-suite bathroom complete with stunning copper fixtures and a walk-in tiled shower. Two additional generously sized bedrooms share a beautifully appointed guest bathroom with a tub/shower combo.Enjoy outdoor living in the privately enclosed backyard, perfect for relaxation or gatherings, with privacy fencing for added seclusion. Additional highlights include fresh paint throughout, a one-car attached garage, and a storage shed for extra convenience.Don’t miss out on this move-in-ready home in a prime location. Schedule your showing today!

320 W Delaware Ave, Southern Pines

Seller Representative KELLER WILLIAMS REALTY (PINEHURST)

Buyer Representative

$665,000

4 Beds ⋅ 3 Baths ⋅ 761430 MLS

Discover the perfect blend of space, charm, and convenience in this sought-after Southern Pines home, just a 10-minute walk to vibrant downtown. This rare three-story property offers over 2,800 square feet of living space on a fully fenced 0.51-acre lot, with a pre-listing inspection already completed for added peace of mind. The main living areas feature four bedrooms and three bathrooms, with a functional layout that includes two bedrooms and two full baths on the main level, plus two additional bedrooms and a full bath upstairs. The semi-finished walkout basement adds exceptional flexibility, offering three bonus rooms currently used as a guest room, media room, and additional living space, creating an ideal opportunity for a future apartment or private retreat with a little imagination. Thoughtful details throughout include plantation shutters, a carport with electricity, a charming tree house, and a cozy fire pit, perfectly capturing the relaxed lifestyle Moore County is known for.

440 Kensington Road, Southern Pines

Courtesy of PINELAND PROPERTY GROUP, LLC.

Buyer Representative Non Member Office

$2,495,000

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. The crown jewel of Mid South, 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 culdesac 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

$580,000

5 Beds ⋅ 3 Baths ⋅ 100566109 MLS

The home you've been picturing in your head; actually exists. You know the one. A storybook cottage with a covered front porch wide enough to hold a couple of rocking chairs, a good book, and the kind of slow Saturday morning your family deserves. White oak floors that glow in the afternoon light. A kitchen with custom cabinetry built to last. A neighborhood where the sidewalks are lit and the pool is waiting. There's a reason real estate agents talk about the holy trinity of location, condition, and price. Finding all three in one home is rare. At 2400 square feet of space 380 Manning Square doesn't just check those boxes. It frames them, hangs them on the wall, and invites you in for sweet tea. Your mornings start differently here. Picture this: the coffee is brewing, the air still holds that cool, pine scented quiet of a Carolina morning, and you step out onto your large covered front porch with a mug in hand. There's nowhere you have to be yet. This isn't just a porch. It's the reason you bought the house. It's where your kids will do homework, where you'll wave hello to neighbors, where autumn evenings become something worth remembering. Almost 400 square feet of yours to decide. Above the garage, cooled and completely separate from the rest of the home, sits one of the most versatile spaces you'll ever own. A teenage hangout where the noise stays contained. A guest suite that feels like a private retreat. A home office where you can close the door and actually think. Flex space is the great luxury of modern life. The room that becomes exactly what your family needs it to be, right now and five years from now. Step outside. The Sandhills are yours. Right next door, the greenway trail system opens up an entire world. Morning runs, afternoon bike rides with the kids, evening strolls with the dog. Walk to Pinecrest High School. Drive minutes to the world-class golf courses of Pinehurst and Southern Pines. Walker's Station isn't just a neighborhood. It's a front row seat to one of the most coveted lifestyles in North Carolina. Moore County where the fairways are legendary and the pace of life is exactly what your family has been searching for.

380 Manning Sq, Southern Pines

Courtesy of Love Pines Realty

Buyer Representative RE/MAX Southern Coast

$552,000

4 Beds ⋅ 3 Baths ⋅ 100565790 MLS

Charming golf front townhome in the Meadows Cottages at Longleaf Country Club offering a convenient and easy lifestyle. This beautifully appointed home is ideal as a lock and leave retreat or full-time residence, featuring a great kitchen that flows seamlessly into inviting living spaces perfect for entertaining. Vaulted ceilings and a sunlit Carolina room create a bright, airy feel throughout. Enjoy peaceful golf course views from the private deck, ideal for morning coffee or evening gatherings. Additional highlights include a whole house generator, new HVAC, Anderson door in back with retractable screen, and convenient guest parking just across the street. Ideally located just minutes from downtown Southern Pines and the Village of Pinehurst, this home blends comfort, style, and convenience.

513 Cottage Ln, Southern Pines

Courtesy of The Gentry Team

Buyer Representative Colony Partners

$650,000

4 Beds ⋅ 4 Baths ⋅ 100564324 MLS

Welcome home to 980 W Hedgelawn Way--where modern style meets everyday comfort with a little extra flair. Built in 2023, this meticulously kept, turn key, 4-bedroom, 3.5-bath home offers over 2,900 square feet that feels both fresh and functional. From the moment you step inside, you will notice the elevated touches--durable LVP flooring, stylish finishes, and a layout that just flows. The kitchen is truly the heart of the home, featuring a massive island, with a gorgeous porcelain farm house sink, that makes both cooking and cleaning feel a little more luxurious. You will love the gas stove, with a sleek retractable vent hood. Add in smart upgrades like fan timers and a dual-zone heating and air system, and you have got comfort dialed in year-round. Hosting guests? You're covered with a private guest en suite, giving visitors their own comfortable retreat. And outside--this one's special; a fully fenced in yard, with the backyard gate that leads directly to the Weymouth Woods trails. This upgrade makes it incredibly easy to step out for a walk, run, or peaceful nature escape anytime. Plus, the Weymouth trailhead is just up the street! This backyard also features already built garden beds, perfect for anyone ready to grow their own herbs, flowers, or vegetables from day one! Additional perks you will love: Hardie siding for durability and curb appeal, Owned propane tank, The garage floor is professionally epoxied and flaked. Garage storage racks already installed for easy organization, Doggy door has been installed for your furry friend, Location? It doesn't get much better. You're perfectly positioned for an easy commute to Southern Pines, Pinehurst, and Fort Bragg--close to everything, yet tucked into a peaceful setting. This like new home is equal parts stylish, practical, and fun--ready for you to move in and make it your own!

980 W Hedgelawn Way, Southern Pines

Courtesy of Pineland Property Group LLC

Buyer Representative Keller Williams Pinehurst

$660,000

3 Beds ⋅ 2 Baths ⋅ 100562973 MLS

Welcome Home to 332 Magnolia Circle with its Southern charm and rocking chair front porch! This home is spacious and light-filled and gives an aura of happiness as soon as you walk in the front door. Gleaming hardwood floors, walls of windows with custom-made shutters, and golf course views are just a few special things. The Kitchen has Stainless appliances, gorgeous green granite counters, and a double pantry as well as a Breakfast Nook in the Bay window. Off the Kitchen is a Laundry Room complete with a utility sink. A split bedroom plan boasts a serene and spacious Ensuite Master Bedroom and Bath on one side, and two guest bedrooms and bath on the other side. The third bedroom doesn't have a closet and has been used as flex/office space. The Master Bedroom is huge and has windows on two sides as well as a door onto the deck. There's a large walk-in master closet which opens into the bedroom and also the bathroom. The Bathroom has a jetted tub, beautiful tiled shower, large vanity with double sinks, and a linen closet. Outdoors, you can relax and watch golf from your screened porch, or your deck -- your choice! The 2 car garage has double doors, is a good size, and has pull down stairs to the attic. Charmingly, there is a lovely covered walk-way from the house to the side garage door. 332 Magnolia Circle has been well loved and beautifully maintained; it offers a whole house generator as well as an encapsulated crawlspace. Come for a visit and see how special this home is and all it has to offer!!

332 Magnolia Cir, Southern Pines

Courtesy of Everything Pines Partners LLC

$1,400,000

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

$635,000

2 Beds ⋅ 3 Baths ⋅ 100554971 MLS

'Like New' in Mid-South Club. Gently lived in and located on a quiet cul-de-sac street just a short distance to the golf course, swimming pool, tennis and Mid-South Clubhouse. This beautiful cottage style home as a low maintenance exterior, wonderful open concept floor plan and yard maintenance by provided by the HOA. Lovely front porch and rear screen porch making the outdoors even more enjoyable. Rear yard is fenced & is one of just a few in Eagle Point Cottages allowing a fence! The living room has a natural gas fireplace with stone surround and mantle. Lovely transom windows give light but privacy at the same time. Access to screen porch overlooking private backyard! Awesome ''cooks'' kitchen with lots of cabinetry, quartz countertops and soft close cabinets! You'll love the center island, gas cooktop, wall oven, built in microwave, glass tile backsplash, undercounter lighting and stainless appliances. Stunning Master bedroom suite with extended sitting area and lovely master bath. Convenient walk-in closet from ensuite bath connects to the laundry room. On the opposite side of the house is a private guest bedroom & full bath. Upstairs is a large bonus area which could be a 3rd bedroom, extra den, work out area...you name it. 2 large closets and a full bath. Additional attic storage is accessible thru a full walk door. Termite coverage with Home Team Defense. Natural Gas community. This is a gated golf community with fantastic amenities! Mid Tal Golf membership is required for this property. Several levels to choose from (Social to Full) golf. Membership includes golf at Mid-South, Talamore and playing privileges at the newly acquired & renovated Legacy golf course. Beautiful clubhouses with members activities, swimming and tennis/pickle ball. Buyer pays applicable transfer fee and dues. Mid-South is conveniently close to shopping, schools, medical and area amenities.

145 Holly Springs Ct, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Coldwell Banker Advantage-Southern Pines

$1,945,000

4 Beds ⋅ 4 Baths ⋅ 100552362 MLS

Twin Spires Farm represents the pinnacle of equestrian living, offering a rare blend of high-end luxury and robust agricultural utility in the heart of North Carolina's Horse Country. Nestled within the prestigious Hunting Hills and close vicinity to the 4,000 acre Walthour-Moss Foundation lands and the 500 acre Weymouth Preserve. This estate is engineered for the buyer who views the land not just as a backdrop, but as a lifestyle and a vocation. The property's professional infrastructure is anchored by an exceptional eight-stall center-aisle barn, featuring matted 12'x12' stalls, a wash and grooming stall with heat lamps, hot and cold water, a dedicated wash rack and a central vacuum system. For the buyer focused on the operational side of the land, the expansive 1,800-square-foot loft provides massive capacity for hay and equipment storage, while the detached Carriage House adds a two-car garage with a built-in workshop, perfect for managing estate projects, machinery, and daily maintenance. The residence itself is a testament to superior craftsmanship and architectural longevity. The open floor plan is defined by soaring 20'+ foot vaulted ceilings, exposed beams, and a gourmet Woodmode kitchen upgraded with commercial-grade Monogram appliances and a copper farmhouse sink, serving as the perfect retreat after a day on the farm. The layout is thoughtfully designed for multi-generational use, offering two large suites on the main level, two guest bedrooms on the upper level, including a dedicated office space. A separate, beautifully appointed one-bedroom apartment above the Carriage House. Additionally, with 500 square feet of unfinished attic space, there is significant potential to expand the living area to suit a growing operation or personal needs.Outdoor living at Twin Spires Farm is equally intentional, featuring a flagstone terraced pool area, an outdoor fireplace, and a fire pit that overlooks the irrigated, meticulously landscaped grounds. This seamless transition between the luxury of the home and the functionality of the pastures allows for year-round enjoyment of the estate's natural beauty. Whether you are hacking out directly to the nearby preserves, tending to horses in the professional-grade facility, or utilizing the dedicated workshop for your next project, this estate provides the privacy, scale, and specialized facilities necessary to cultivate a premier working farm. Situated just minutes from the world-class amenities of Southern Pines and the legendary golf of Pinehurst, Twin Spires Farm is a sophisticated sanctuary for those who demand excellence from both their home and their land.

185 Old Dewberry Ln, Southern Pines

Courtesy of Better Homes and Gardens Real Estate Lifestyle Property Partners

Buyer Representative Pines Sotheby's International Realty

$515,000

5 Beds ⋅ 4 Baths ⋅ 100551573 MLS

This custom mid-century home feels special the moment you arrive. The sidewalk entrance draws you in like a hidden oasis, and once inside, the character really shines—exposed wood beams, a sunken living room, and thoughtful details that give the home a warm, lived-in feel. The pull-down dry bar in the living room is a fun throwback that's perfect for hosting, and the two fireplaces add comfort and charm. Every space feels intentional, with custom features throughout that make this home anything but ordinary. With five bedrooms, there's room to spread out and make it your own. Two are full primary suites, including one with a private entrance that works perfectly as an in-law suite, guest space, or something more flexible. Outside, the partially covered patio is made for gathering, complete with a built-in pizza grill that feels like part of the home itself. A screened porch adds another place to relax and unwind. This is a house designed for real life—full of personality, space, and timeless style.

280 Midland Rd, Southern Pines

Courtesy of Realty World Properties of the Pines

Buyer Representative Pines Sotheby's International Realty

$665,000

4 Beds ⋅ 3 Baths ⋅ 100545309 MLS

Discover the perfect blend of space, charm, and convenience in this sought-after Southern Pines home, just a 10-minute walk to vibrant downtown. This rare three-story property offers over 2,800 square feet of living space on a fully fenced 0.51-acre lot, with a pre-listing inspection already completed for added peace of mind. The main living areas feature four bedrooms and three bathrooms, with a functional layout that includes two bedrooms and two full baths on the main level, plus two additional bedrooms and a full bath upstairs. The semi-finished walkout basement adds exceptional flexibility, offering three bonus rooms currently used as a guest room, media room, and additional living space, creating an ideal opportunity for a future apartment or private retreat with a little imagination. Thoughtful details throughout include plantation shutters, a carport with electricity, a charming tree house, and a cozy fire pit, perfectly capturing the relaxed lifestyle Moore County is known for.

440 Kensington Rd, Southern Pines

Courtesy of Pineland Property Group LLC

Buyer Representative Non Member Office

$735,000

3 Beds ⋅ 4 Baths ⋅ 100543684 MLS

Golf Front in Talamore! This gorgeous custom-built brick home welcomes you with a circular driveway leading to its entrance of mature landscaping Designed with exceptional attention to detail, the main level living ranch layout features a spacious bonus room above the garage. The main floor includes a gracious foyer, a separate dining room, a living room with a double-sided natural gas fireplace the from living room to kitchen, a breakfast nook, laundry room, three bedrooms, and three full baths. The kitchen offers beautiful maple cabinets, solid-surface countertops, under-cabinet lighting, a stylish backsplash, and a gas cooktop with downdraft. Thoughtfully designed, it also features a fold-out pantry, stainless steel appliances, and a built-in desk. The master suite includes two walk-in closets and an ensuite bath that offers double sinks, a jetted tub, a large walk-in shower, and a separate water closet. Spacious guest bedrooms provide large closet space, and both accompanying baths include walk-in showers, with one bedroom featuring an ensuite layout. Upstairs, the bright and inviting bonus room includes built-ins, a full bath, and a large conditioned storage area. This area also holds the mechanical room. Outside, overlooking the course, a rear covered porch with stamped concrete flooring and ceiling fans provides the perfect space for outdoor dining, entertaining, or enjoying a quiet morning coffee. The garage features 8' double doors, a sealed floor, built-in cabinets, a laundry sink, a gas wall heater, and a storage closet. Additional features include a sealed crawlspace, a whole-house humidifier, and a natural gas tankless water heater. Membership options available with Talamore and MidSouth

26 Talamore Dr, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Nexthome In The Pines

$1,405,000

2 Beds ⋅ 2 Baths ⋅ 100540262 MLS

Step into the timeless charm of Southern Pines horse country with this quintessential 1950s 'Shellbark Cottage''—once part of the historic Firleigh Estate, a landmark of the area's rich equestrian heritage. Nestled on approximately ten beautifully maintained acres, the property offers a rare combination of privacy, convenience, and history in one of the Sandhills' most desirable settings. With dual access from both Tremont Street and Firleigh Road, it provides effortless entry for residents and guests alike. The charming two-bedroom, two-bath cottage features fresh paint and a compact, efficient layout—perfect as a cozy full-time residence, weekend retreat, or guest house while you build your dream home on one of the lovely elevated sites the property offers. Equestrians will be immediately drawn to the exceptional four-stall shed-row barn, built with the utmost quality and attention to detail. The barn boasts high ceilings, stall mats, and excellent ventilation for horse comfort and safety, along with a beautifully finished tack room, bathroom, and wash stall. The feed/laundry room includes a washer and dryer, adding convenience for daily care. Above, an expansive loft area provides abundant storage for hay, equipment, or future expansion. The property is organized into four generous, established pastures, and one smaller paddock, each fenced and well-maintained, with two run-in sheds offering shade and shelter. From this location, you can hack through neighboring farms via established trails and bridle paths, or easily cross Youngs Road to access over 2,500 acres of the Walthour-Moss Foundation—a premier equestrian preserve offering endless riding opportunities. Lovingly cared for by its current owner for many years, this property embodies the best of Southern Pines' horse country living—a serene setting, rich history, and exceptional equestrian amenities ready to welcome its next steward.

225 Tremont St, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Empire Realty & Design, LLC

$585,000

4 Beds ⋅ 4 Baths ⋅ 100535166 MLS

Welcome to your dream home in the sought-after Arboretum neighborhood of Southern Pines! This very well kept four-bedroom, three-and-a-half bath patio home offers a perfect blend of comfort and elegance, along with access to fantastic community amenities. This home is also powered by a whole house generator, and you'll never have to worry about your tank running out because this neighborhood has natural gas. Upon entering, you'll be greeted by beautiful engineered hardwood floors throughout the living area, highlighted by a vaulted ceiling in the spacious living room. The primary bedroom is conveniently located on the main floor and features a large walk-in closet, an ensuite bath featuring a tiled shower, a relaxing garden tub and dual sinks-perfect for unwinding after a long day. Two additional guest rooms are also located downstairs, accompanied by a full bath and a half bath for added convenience. The heart of the home includes a formal dining room and a well appointed eat-in kitchen, ideal for family gatherings. A practical mudroom adds functionality to you daily routine allowing you a place to store all of your coats and shoes upon entering from the garage. Upstairs you will find a versatile bonus room which serves as a fourth bedroom with its own walk-in closet and full bath. Step outside to enjoy your private fenced-in backyard, surrounded by mature landscaping and featuring a concrete patio area, perfect for BBQ's and relaxing evenings. As a resident of Arboretum, you'll enjoy exclusive access to the community pool and clubhouse, which can be rented out for private parties making it an ideal space for celebrations and gatherings. The sidewalks throughout the community encourage an active lifestyle and they are great for a morning stroll or jog. Make your appointment today!

111 S Bracken Fern Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Redfin Corporation

$780,000

3 Beds ⋅ 3 Baths ⋅ 100468451 MLS

Location! Water Front and Golf View!! This lovely 3 bdr/3 bth home was completed in 2019 and was one of the premier sites for the Eagle Point Cottage in Mid South Club. The current owners added many additional features to make this a spectacular showcase: EZE Breeze Screen Porch enclosure, motorized blinds in the master bdr. sitting area, living & dining rm & rear windows on porch, surround sound, outdoor kitchen & security system. Portable Cameras are excluded Open concept floor plan on the main level featuring a spacious kitchen island, farm sink, upgraded appliances, 4 burner gas cooktop w/ stainless & glass hood, quartz countertops, under cabinet lighting, beautiful tiled backsplash, 42'' upper cabinets, lots of drawers and storage. Living room features a natural gas fireplace with stone accents and mount for TV. The screen porch is just off the dining and living room and is a wonderful spot capturing the gorgeous views of the pond and 18th hole! EZE Breeze enclosure gives you the flexibility for the season. The first floor master with sitting room is exquisite! Remote operated motorized blinds and access to the patio make this a spectacular setting. The master bath features double sinks and zero entry tiled shower, separate water closet and two large walk-in closets! Downstairs features a guest bedroom with full bath. Upstairs is a private 3rd bedroom, bath and large flex space/bonus room. Great for an extra den, TV or hobby room. Talk about storage! This plan features a large, walk in floored attic storage accessible from the flex space. Eagle Point Cottages is tucked away in the heart of Mid South. It is village home community therefore offering yard maintenance under a separate association. Mid Tal Golf Membership. Two Premier courses (Palmer and Jones), phenomenal club house, pool, tennis and NO Wait membership! Mid South is conveniently located off Midland Rd and close to downtown Southern Pines, Pinehurst and area

185 Holly Springs Ct, Southern Pines

Courtesy of Talamore Properties, INC.

Buyer Representative Coldwell Banker Advantage-Southern Pines

$585,000

4 Beds ⋅ 3 Baths ⋅ 100378659 MLS

This super energy efficient, Green Built home has a HERS rating of 52. This saves you an estimated $1,820 on your energy bill each year. If you're looking for a unique opportunity to build your dream home with custom-level finishes, look no further than 327 Braden Rd. Located at the cusp of downtown and horse country, Braden Place at Edgemoore Heights offers the perfect balance between all that downtown offers and slower country living. With Homes by Dickerson's white glove service, you can rest assured that the building process will be stress-free and enjoyable. Their team of experts will guide you through each step of the process. The Clark Floor plan is a stunning 4-bedroom, 3 bathroom house that comes with all the amenities you need to live a comfortable life. With 2,130 square feet of living space, you'll have plenty of room to spread out and make your own. The primary bedroom is situated upstairs along with 2 other guest bedrooms, giving you maximum privacy and comfort. The Primary Bedroom has an en suite bathroom, with a separate commode room, and a walk-in closet. One of the guest bedrooms upstairs is massive, over 20 ft wide and could easily be a rec room or enjoyed as huge bedroom. The 4th bedroom downstairs could also double as a study or office. You'll love spending time outside on the 2 covered porches and patio, enjoying the fresh air and the beautiful views. This house sits on just shy of a quarter acre, giving you plenty of room to enjoy the outdoors and create your own private oasis. And with a detached 2-car garage, you'll have plenty of space to store your cars, bikes, etc.

327 Braden Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Premier Real Estate of the Sandhills LLC

$675,000

4 Beds ⋅ 3 Baths ⋅ 100424278 MLS

Interest Rate Buy Down Available up to $25,000 paid for by the builder if using the preferred lender! Additionally, this new construction home is an energy rated, Green built home! Based on the average of the completed homes so far, expected annual energy savings is over $1,700/year. Welcome to the pièce de resistance of Braden Place, 343 Braden Rd. Nestled on the corner of Braden Rd and Sheldon Rd, this home offers views of the horse farms, as far as the eye can see. With 3 covered porches and a jaw dropping second floor balcony, to say you'll have ample outdoor living space is an understatement. If you're looking for a unique opportunity to have a new build with custom-level finishes, look no further than Braden Place at Edgemoore Heights. Located at the cusp of downtown and horse country, offers the perfect balance between all that downtown offers and slower country living. With Homes by Dickerson's longstanding reputation for energy efficient, high-quality builds, we introduce: The Walsh Floor plan is a stunning 4-bedroom, 3 bathroom house that comes with all the amenities you need to live a comfortable life. With 2,292 square feet of living space, you'll have plenty of room to spread out and make your own. The primary bedroom is situated upstairs along with 2 other guest bedrooms, giving you maximum privacy and comfort. All 3 upstairs bedrooms have access to the second floor balcony. In addition to the beautiful interior, the Walsh Floor plan also includes a detached two-car garage. Brushed Concrete Driveway, walkways, and patio. Home is on Natural Gas. Appliances are energy star rated and the crawl space is conditioned!

343 Braden Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Meese Property Group, LLC

$599,000

3 Beds ⋅ 2 Baths ⋅ 100393701 MLS

Does your wishlist for a charming home in The Land of the Pines include a fantastic golf course view all while having privacy and land? Then this is the home for you! This UNIQUE and RARE property on roughly 1 ACRE in Longleaf CC is truly a hidden gem! Upon arriving at the house, the long shaded driveway offers great privacy for the home. While outside you'll enjoy spanning golf front views of the 14th hole, water views of a pond on the course plus easy access to the greenway trail system that starts right at the mailbox and leads to Reservoir Park. Inside you'll find spacious rooms and soaring 12ft & 10ft ceilings throughout. This home flows nicely and is great for entertaining. There is a formal dining room open to the living room, a large kitchen with lots of working counter space, a pantry and eat in nook. Additional living space is found in the family room off the kitchen with built-ins and a fireplace - the perfect space to relax. The Owner's Suite offers access to a Carolina room. 2 guest bedrooms across the house share a hall bathroom. Back outside, the rear deck is perfect for hosting, grilling or enjoying your morning coffee as you watch the golfers come through. It also features an automated retractable awning to provide shade during the hot summer months. To the side of the house you'll find a fenced in area and along with a private gazebo with water and electric, the perfect serenity spot for relaxing at the end of a long day. The two car garage features a Tesla electric car charger, a sink and lots of storage. A workshop is located underneath the house that's accessible from the outside. Excellent location! You'll feel like you're miles away from town but in reality, you're close to it all! Don't miss seeing it yourself - schedule your showing today!

128 Belmont Ct, Southern Pines

Courtesy of Premier Real Estate of the Sandhills LLC

Buyer Representative Sandhill Realty

$950,000

3 Beds ⋅ 3 Baths ⋅ 100457686 MLS

Step back in time in this exquisite 2-story turn of the century home located within easy walking distance to downtown. This one-of-a-kind residence offers easy access to restaurants, coffee shops, parks and much more. This delightful property is perfectly situated on the edge of Weymouth and bordering the Campbell House with privacy galore. The home boasts hardwood floors, stunning woodwork and classic trim, all retaining its historic charm. Large Pella Architect windows throughout the home provide ample natural light. Features downstairs offer a very open floorplan with beautiful foyer, living room, kitchen, dining room, solarium, media room, bath and screened porch. Upstairs you will find two guest bedrooms and bathroom, owner's suite located in the historic sleeping porch with windows galore PLUS a sitting area. The owner's bathroom features an updated bath and walk in shower. Now we venture outside to an English Garden that is breathtaking and indescribable! You must see this in person to appreciate. The landscaping has been architect designed with all new fencing and English gates, yard grading to level, water drip irrigation, lighting, all new brick, tree removal, just to name a few of the numerous renovations. This serenity yard is perfect for relaxation and entertaining and includes a ''She Shed'' with unlimited possibilities plus a carport designed for personal enjoyment or continued entertainment. This meticulously maintained home blends modern updates with historic charm in a prime location. Don't miss out on this opportunity. View today!

435 E New Hampshire Ave, Southern Pines

Courtesy of Mary M. Wilson-Wittenstrom

Buyer Representative Coldwell Banker Advantage-Southern Pines

$575,000

3 Beds ⋅ 3 Baths ⋅ 100401066 MLS

Welcome to 15 Planation Drive...located on one of Mid South's largest lots! Beautifully built with many upgrades including a new roof and two new AC units in 2017, a large three car garage, engineered hardwood floors throughout the main level, and soaring living room ceilings. This house is an entertainer's dream! Formal living area which has most recently been used as a bar area as well as a ''Gathering Room'' off of the kitchen provides great space for informal parties. The Owner's suite is on the main level and features a walk in shower, double vanity and huge walk-in closet. There is also an office on the main floor. Upstairs offers a guest bedroom and a huge bonus room or 3rd bedroom.... which would make an amazing media room, playroom or guest suite. There is also a large unfinished attic space that could easily be finished for a 4th bedroom....or simply used as GREAT storage! Outdoors...the very private back yard features a newly extended patio making your outdoor space even larger! Don't miss 15 Plantation Drive!

15 Plantation Dr, Southern Pines

Courtesy of McDevitt Town & Country Properties

Buyer Representative McDevitt Town & Country Properties

$707,000

4 Beds ⋅ 3 Baths ⋅ 100512654 MLS

Welcome to 359 N Leak Street—a beautifully crafted home built by the highly regarded local builder, Pineland Homes & Remodeling. Ideally located just a short stroll from the shops, restaurants, and charm of downtown Southern Pines, this home offers the perfect blend of comfort, craftsmanship, and convenience. Inside, you'll find a thoughtful floor plan with both the primary suite and a guest suite on the main level—an ideal setup for hosting guests or creating a flexible living space. Soaring 10-foot ceilings on the main floor create a bright, airy feel, while 9-foot ceilings upstairs continue the sense of spaciousness. Solid 3/4'' hardwood floors flow throughout the main living areas, with tile in the bathrooms and laundry room. The heart of the home is the gorgeous kitchen and living area, complete with quartz countertops, a farmhouse sink, and a natural gas range. The primary suite is a true retreat, featuring a spacious walk-in closet and a charming attached office with a shiplap ceiling. The en suite bath includes a large tiled shower and a smart connection to the laundry room for added ease. Upstairs, you'll find two generous bedrooms with a shared Jack and Jill bath. Custom-designed metal handrails on the staircase and front porch add a stylish, handcrafted touch throughout the home. Step outside to enjoy the low-maintenance exterior, with Hardie board siding, a durable metal roof, and fresh paint inside and out. The fenced backyard is designed for effortless enjoyment, with turf grass, beautiful year-round plantings, and a covered entertaining area that's perfect for relaxing or gathering with friends. Behind the detached two-car garage—a rare find in this location—you'll also find a chicken coop and animal run, adding even more charm and functionality. To top it all off, the home includes a full-house natural gas generator that automatically powers the entire property, offering peace of mind. This home is a RARE find and truly has it all!

359 N Leak St, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Re/Max Prime Properties

$1,379,000

6 Beds ⋅ 7 Baths ⋅ 100486892 MLS

Nestled on 14.7 breathtaking acres near James Creek and the Weymouth Nature Preserve, Indian Springs is a remarkable estate that seamlessly blends history, architectural significance, and modern comfort. Designed by renowned architects Austin & Faulk and featured in a 1965 issue of Architectural Digest, this iconic residence has been a cherished family home, lovingly maintained and thoughtfully updated to preserve its grandeur while enhancing its livability. The nearly 6,000 sq. ft. main residence boasts five bedrooms and six-and-a-half baths, offering an elegant yet inviting layout. Sun-drenched living spaces with soaring ceilings and expansive windows bring the beauty of the surrounding landscape indoors, creating a warm and serene ambiance. The sellers have made notable improvements, including brand-new windows and exterior doors throughout, ensuring efficiency and comfort while maintaining the home's architectural integrity. Beyond the main house, the property features a 432 sq. ft. guest cottage with a private bedroom and bath—perfect for visitors or additional living quarters. An USTA-sized tennis court provides a private sporting retreat. With recent zoning changes allowing horses, this property now offers limitless potential for equestrian enthusiasts. Every aspect of this estate has been meticulously preserved, from its original landscape plans to its unique drainage system, ensuring that Indian Springs continues to stand as a testament to timeless design and craftsmanship. Located just moments from Southern Pines' vibrant downtown, equestrian amenities, and championship golf courses, this rare offering is a once-in-a-lifetime opportunity to own a historic and beloved family estate in the heart of North Carolina's Sandhills.

1645 E Indiana Ave, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Front Runner Realty Group

$455,000

3 Beds ⋅ 2 Baths ⋅ 100499323 MLS

Nestled in the heart of charming downtown Southern Pines, this quintessential cottage offers an idyllic lifestyle within easy strolling distance of the area's finest shops, dining, and entertainment. Adding significant value to this property is the fully furnished, detached income-producing ADU. This separate unit offers a fantastic opportunity for rental income. Step inside the main house and be greeted with wood floors throughout the main living spaces. The spacious living room serves as a warm and inviting hub, featuring a classic wood-burning fireplace perfect for cozy evenings. The updated kitchen boasts ample storage, granite countertops and stainless steel appliances. Adjacent to the living room, discover a charming Carolina room perfectly suited for a home office or versatile flex space. Ascend the stairs where the wood floors continue into the primary bedroom and comfortable guest bedroom. The primary bathroom was recently remodeled offering modern touches. This downtown cottage, complete with a valuable and currently income-producing unit, presents a rare opportunity to embrace the quintessential Southern Pines experience, offering both convenience, charm, and financial potential in an unbeatable location.

325 E Vermont Ave, Southern Pines

Courtesy of Nexthome In The Pines

Buyer Representative Keller Williams Pinehurst

$750,000

5 Beds ⋅ 4 Baths ⋅ 100500424 MLS

*SELLER NOW OFFERING TO PAY CLUB TRANSFER FEE UP TO $6500 AND GIVE A $10,000 USE AS YOU CHOOSE INCENTIVE* What was once the builder's model home can now be yours! If you are looking for a lot of space in a wonderful community and might enjoy gorgeous golf course & water views, then you clicked on the right listing! This 5bedroom, 4 full bath home has it all! With almost 3600 sq feet of very livable space, 104 Plantation Drive overlooks the 3rd green and the 4th fairway of Midsouth Club's , Arnold Palmer designed, award winning golf course. The home has plenty of space and an extraordinary amount storage, including a 3rd floor unfinished space ! There is a breakfast area in the gourmet kitchen which is open to a spacious living room. The room at the front of the home could make a perfect home office or play room. The guest bedroom and bath are on the main level with the primary and other bedrooms upstairs. The primary bath is amazing with separate vanities, a tub and a shower as well as separate linen closet and toilet area. Home has natural gas for fireplace, water heater and stove. Enjoy a cozy fire in the fireplace or sit out in the sunroom and enjoy the view. There is even an outdoor fireplace ! The bar in the sunroom was custom built and can convey. Ceiling fans in every room. Shelving in game room can also convey. Owners planted peach trees in the side yard that should give you fruit this summer! Property is deed restricted so membership is mandatory. Donna Earnhardt at Mid-Tal membership can give you details on those fees. Membership allows you to use the swimming pool, club house and golf facilities at both Midsouth /Talamore. Conveniently located within minutes of downtown Southern Pines and the village of Pinehurst, Midsouth is a desirable subdivision with close proximity to Ft. Bragg. POA dues include cable and internet as well as gated security, private road maintenance and street lights. Owners just paid for termite bond- good thru April 202

104 Plantation Dr, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Pineland Property Group LLC

$730,000

4 Beds ⋅ 3 Baths ⋅ 100454390 MLS

$10K SELLER CONCESSIONS to use for RATE BUY DOWN or CLOSING COSTS + $5k preferred lender credit! Welcome to dream Home + ADU/Cottage in the heart of Southern Pines, NC! This beautifully maintained property offers the perfect blend of modern and classic charm. The main house features 4 spacious bedrooms, 2.5 bathrooms while the cottage has an additional bedroom and full bathroom! Upon entering the main home, the gorgeous wood floors, high ceilings, and open staircase create a beautifully crafted open concept area that draws people together. On the main level, you will also find a formal dining room, laundry room, and the master bedroom. The master en suite is a standout with its stylish checkered black and white flooring, creating a chic and timeless look. Head outside to the expansive back deck and enjoy company while grilling out and enjoying a cold one! Home and ADU CAN come furnished including a garage gym. With tasteful decor, the main house is move-in ready, ensuring a seamless transition to your new home. Adding to the property's allure is a brand-new accessory dwelling unit (ADU), completed in 2023 and equipped with top-of-the-line features. This ADU includes a full bath, laundry, kitchen, and a cozy dining area, providing all the comforts of home. Fully furnished and thoughtfully designed, it is ready for immediate occupancy, making it perfect for rental income or guest accommodations. Nestled in the picturesque town of Southern Pines, known for its charming downtown, local eateries, boutiques, and proximity to world-class golf courses, this property offers versatile living options ideal for multi-generational families. Schedule a viewing today and experience the best of Southern Pines living!

4056 Youngs Rd, Southern Pines

Courtesy of Everything Pines Partners Sanford

Buyer Representative Everything Pines Partners LLC

$320,320

3 Beds ⋅ 3 Baths ⋅ 100481554 MLS

Welcome to The Ivy Plan from Legacy Home Construction, Inc in Dowtown-ish Southern Pines! This cozy cottage home will be move-in ready by April 16th 2025!! Up to $3,000 Lender Credit offered with Rita Hairston at CrossCountry Mortgage! Covered porch leads into Great Room with gas logs fireplace. LVP throughout main level! Kitchen with Granite Counters, Large Center Island, Stainless Steel Appliances. Formal Dining Area. Half Bath and Laundry room complete main floor. All bedrooms upstairs! Owners Suite with walk-in closet, double sink vanity, walk-in shower. 2 large bedrooms and full guest bath. Coach house out back!

665 W Iowa Ave, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Frank and Tracy Murphy, LLC

$589,000

4 Beds ⋅ 3 Baths ⋅ 100428917 MLS ⋅ Longleaf CC BLDG.

Stunning Meadows Cottage in Longleaf!! Current owner has taken this condo to the next level with exquisite renovations and upgrades over the last few years including: *Wood Flooring * Paint/wallpaper *Quartz kitchen countertops, natural stone/marble backsplash & stainless appliances *Tile flooring in laundry *Master bath vanity, gorgeous new double sink countertops, new tile flooring and tiled walk-in shower * Updates in both guest bathrooms to include beautiful tiled walk-in showers w/frameless shower doors * Whole house Generac Generator *Upgraded various light fixtures & ceiling fans throughout plus a security system! You will love the various ceiling heights, interesting architectural design and abundance of windows bringing the outside in! The spacious sunroom gives you additional area for entertaining and access to an outdoor deck that overlooks the pond! Wonderful space for grilling out & enjoying the outdoors. This condo has Natural Gas!!! Spacious master bedroom & bath are on the main level as well as an additional bedroom and full bath. (Bdr #2 is currently a den) The upstairs loft overlooks the main level creating a great space w/ a view! 2 bedrooms upstairs share a full bath. There is an extra finished room off the 4th bdr which is heated/cooled. Great office, work out room or conditioned storage! Lock & Leave property...More time to enjoy the things you love without the hassle of yard work!! Longleaf is a golf course community w/an 18 hole golf course, 6 hole short course called the ''Bottle Brush, driving range, 10K sf putting green and phenomenal practice/training center. The Clubhouse is a happening place with a pro shop, The Heartwood Grill & Greens for dining, large outdoor fire pit, swimming pool, pickleball and activities for all to enjoy. Membership is optional. Longleaf is convenient to both the downtown areas of Pinehurst and Southern Pines. Minutes shopping, restaurants, medical facilities & area amenities!!

504 Cottage Ln, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Keller Williams Pinehurst

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 100472966 MLS

This stunning golf front home in the gated community of Mid South club can be yours! This 4 bedroom home has a gorgeous view of the 18th tee box. With a long driveway and cul-de-sac location, this home sits perched up on .61 acres and has amazing vistas down towards the clubhouse. Built in 2013, you will find that the 3300+ sq feet are extremely user friendly with a large open living space and kitchen, excellent for gathering with family and friends or entertaining groups. There is an office conveniently off of the living room, the generously sized primary suite and bath are on the main level as well as a guest suite with its own private bath. Behind the chef's dream of a kitchen is a half bath, a laundry room with a utility sink and extra storage and a huge walk in pantry with a wine chiller. The hardwood flooring and crown molding follow you throughout the home and compliment the built in shelving, coffered ceilings and other upscale touches. The primary bedroom has 2 generous walk in closets, a large walk in shower and separate vanities. The view is really the show stopper in the living room, and the vented gas fireplace adds a cozy touch. The kitchen is home to a massive island with Cambria Quartz counters, a gas cooktop, and both under and over cabinet lighting. Off of the kitchen is a great screened porch with outdoor kitchen. The whole house generator will give you extra peace of mind. Upstairs is home to tons of storage space as well as 2 more bedrooms and a flex space at the top of the stairs. There is a walk in crawl space which could hold a golf cart and then the rest of the crawl space has a new dehumidifier and sealed foundation vents. Owners have a membership to Mid-Tal Golf Club which can be transferred to the buyer at closing with a one time transfer fee and annual dues based on level of membership. Please call Midsouth Club membership office for details. The POA for the neighborhood includes cable and internet in addition to the gated security

7 Wake Forest Ct, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative Nexthome In The Pines

$570,000

4 Beds ⋅ 4 Baths ⋅ 100400119 MLS

Located in the Cottages of the sought after Arboretum neighborhood is this 4 bedroom, 3.5 bath with bonus suite that includes full bath and large walk-in closet. This open floor plan features many upgrades which include whole house generator, wood shelved closets in primary and one guest bedroom, plantation shutters and high end light fixtures. Very energy efficient, electric bills are extremely reasonable even in the warmest months. Recent updates in landscaping include new shrubbery and privacy trees in fenced in back yard. Back deck was just stained a month ago and there is a three sided enclosed back patio which opens up to the deck area for a wonderful outdoor living area. Amenities include a pool, clubhouse and gym area available to all residents in the community.

320 N Bracken Fern Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Living on The Bliss Realty

View All Southern Pines NC Homes with Guest House Listings

Homes with Guest House in Southern Pines, NC

Southern Pines, NC Market Snapshot

Next Steps in Southern Pines, NC