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Welcome to Middleton Place, where timeless charm, generous living spaces, and a wonderful sense of privacy come together in this beautifully cared-for all-brick home. Offering more than 2,300 square feet, this spacious two-bedroom, two-bathroom home is ideally located just minutes from all that Southern Pines and Pinehurst have to offer. One of the features that truly sets this home apart is the screened-in porch, a perfect spot to relax and enjoy the peaceful surroundings. Just beyond, a gorgeous brick patio and courtyard lead to a large, private backyard, creating an inviting setting for outdoor entertaining, gardening, or simply enjoying the Carolina seasons. Inside, the home offers an incredible amount of space and flexibility. A large living room and family room combination provides plenty of room for gathering and entertaining, while the formal dining room is complemented by a casual dining area just off the kitchen. Both bedrooms are generously sized and feature en-suite baths, and the charming foyer adds a warm and welcoming first impression. In addition to the home's 2,300+ square feet, approximately 265 square feet of additional space includes an office and laundry room conveniently accessible from the garage. Lovingly maintained and filled with timeless character, this Middleton Place home is ready for its next owner to bring their own style and vision. With spacious interiors, multiple living and dining areas, beautiful outdoor spaces, and a location convenient to both Southern Pines and Pinehurst, this is a home with remarkable potential and flexibility. Come see for yourself!

2 Beds ⋅ 2 Baths ⋅ 100606624 MLS

Welcome to Middleton Place, where timeless charm, generous living spaces, and a wonderful sense of privacy come together in this beautifully cared-for all-brick home. Offering more than 2,300 square feet, this spacious two-bedroom, two-bathroom home is ideally located just minutes from all that Southern Pines and Pinehurst have to offer. One of the features that truly sets this home apart is the screened-in porch, a perfect spot to relax and enjoy the peaceful surroundings. Just beyond, a gorgeous brick patio and courtyard lead to a large, private backyard, creating an inviting setting for outdoor entertaining, gardening, or simply enjoying the Carolina seasons. Inside, the home offers an incredible amount of space and flexibility. A large living room and family room combination provides plenty of room for gathering and entertaining, while the formal dining room is complemented by a casual dining area just off the kitchen. Both bedrooms are generously sized and feature en-suite baths, and the charming foyer adds a warm and welcoming first impression. In addition to the home's 2,300+ square feet, approximately 265 square feet of additional space includes an office and laundry room conveniently accessible from the garage. Lovingly maintained and filled with timeless character, this Middleton Place home is ready for its next owner to bring their own style and vision. With spacious interiors, multiple living and dining areas, beautiful outdoor spaces, and a location convenient to both Southern Pines and Pinehurst, this is a home with remarkable potential and flexibility. Come see for yourself!

51 King St, Southern Pines

Courtesy of Keller Williams Pinehurst

$3,150,000

Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location only 5 minutes from Pinehurst and Southern Pines. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony.

4 Beds ⋅ 4 Baths ⋅ 100606510 MLS

Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location only 5 minutes from Pinehurst and Southern Pines. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony.

1680 Midland Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

$775,000

Enjoy expansive golf and water views from the cul-de-sac point of Eagle Point Cottages within gated Mid South Club. Positioned along the 9th fairway and overlooking the 9th hole, this 3-bedroom, 3-bath home on .49 acres offers a setting well suited for a second home, full-time residence, or those looking to simplify without giving up space for guests. The floor plan supports comfortable main-level living with a first-floor primary suite, guest bedroom and full bath. The primary suite includes an adjoining study or sitting area, while the screened porch provides a front-row seat to the golf course and water views beyond. Upstairs, a private guest suite offers separation for visitors, along with convenient walk-in storage above the two-car garage. The kitchen features a large center island designed for gathering, and natural gas serves the range, water heater, and fireplace. Eagle Point Cottages offers the ease of a lock-and-leave lifestyle within one of Southern Pines' established gated golf communities, with convenient access to charming downtown Southern Pines and picturesque Pinehurst, along with shopping, dining, healthcare, and the area's many golf courses. A Mid South Club membership is attached to the property deed. Details of membership categories, transfer requirements, fees, dues, and privileges should be verified directly with Mid South Club.

3 Beds ⋅ 3 Baths ⋅ 100601511 MLS

Enjoy expansive golf and water views from the cul-de-sac point of Eagle Point Cottages within gated Mid South Club. Positioned along the 9th fairway and overlooking the 9th hole, this 3-bedroom, 3-bath home on .49 acres offers a setting well suited for a second home, full-time residence, or those looking to simplify without giving up space for guests. The floor plan supports comfortable main-level living with a first-floor primary suite, guest bedroom and full bath. The primary suite includes an adjoining study or sitting area, while the screened porch provides a front-row seat to the golf course and water views beyond. Upstairs, a private guest suite offers separation for visitors, along with convenient walk-in storage above the two-car garage. The kitchen features a large center island designed for gathering, and natural gas serves the range, water heater, and fireplace. Eagle Point Cottages offers the ease of a lock-and-leave lifestyle within one of Southern Pines' established gated golf communities, with convenient access to charming downtown Southern Pines and picturesque Pinehurst, along with shopping, dining, healthcare, and the area's many golf courses. A Mid South Club membership is attached to the property deed. Details of membership categories, transfer requirements, fees, dues, and privileges should be verified directly with Mid South Club.

216 Holly Springs Ct, Southern Pines

Courtesy of Berkshire Hathaway HS Pinehurst Realty Group/PH

$250,000

Seller is accepting back up offers! Fixer Upper-Handyman Special-Diamond in the Rough on 1.67 acres in popular Highland Trails in Southern Pines, NC. 3BR/2.5BA home with vaulted great room, 800 SF pool house/guest cottage (with bath), screened porch, large carport, and old inground pool. Great layout and open floor plan with island/bar in kitchen, masonry fireplace, built-ins and more. Perfect for a flipper, investor or owner occupant who wants a truly customizable home. Due to the extensive work needed, this home will not qualify for most types of financing.

3 Beds ⋅ 3 Baths ⋅ 100606212 MLS

Seller is accepting back up offers! Fixer Upper-Handyman Special-Diamond in the Rough on 1.67 acres in popular Highland Trails in Southern Pines, NC. 3BR/2.5BA home with vaulted great room, 800 SF pool house/guest cottage (with bath), screened porch, large carport, and old inground pool. Great layout and open floor plan with island/bar in kitchen, masonry fireplace, built-ins and more. Perfect for a flipper, investor or owner occupant who wants a truly customizable home. Due to the extensive work needed, this home will not qualify for most types of financing.

101 Haldane Dr, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$399,000

Huge opportunity in James Creek! This house needs a lot of love but has potential. *photo AI enhanced to remove rain

4 Beds ⋅ 4 Baths ⋅ 100606176 MLS

Huge opportunity in James Creek! This house needs a lot of love but has potential. *photo AI enhanced to remove rain

225 Mitchell Rd, Southern Pines

Courtesy of Compass Carolinas LLC

Buyer Representative Keller Williams Pinehurst

$425,000

Set among mature trees in Southern Pines' desirable Highland Trails neighborhood, this two-story home offers 3 bedrooms, 2½ baths and approximately 1,850 square feet of living space. The main level provides room to spread out, with a family room, a separate den and a formal dining room all with High-quality vinyl flooring throughout adds elegance and durability.. The upgraded kitchen features granite countertops and stainless steel appliances, while the living area a wood-burning fireplace adds warmth and homeliness. Upstairs, the primary suite offers a private bath. Two additional bedrooms share a second updated full bathroom, providing a comfortable layout with all three bedrooms on the same level. Thoughtful updates throughout the home include added attic insulation, an encapsulated crawl space, and updated appliances for comfort and energy efficiency. The kitchen and bathrooms have been renovated. Together, these updates add everyday comfort and function while preserving the home's established character. In the back yard, the spacious deck offers a relaxing place to enjoy the quiet wooded setting under mature oaks. A full two-car garage completes this home. Enjoy a Southern Pines address without Southern Pines town taxes. Located in Highland Trails, this home offers convenient access to the shops, restaurants and services of Southern Pines and Aberdeen, as well as Fort Bragg.

3 Beds ⋅ 3 Baths ⋅ 100606156 MLS

Set among mature trees in Southern Pines' desirable Highland Trails neighborhood, this two-story home offers 3 bedrooms, 2½ baths and approximately 1,850 square feet of living space. The main level provides room to spread out, with a family room, a separate den and a formal dining room all with High-quality vinyl flooring throughout adds elegance and durability.. The upgraded kitchen features granite countertops and stainless steel appliances, while the living area a wood-burning fireplace adds warmth and homeliness. Upstairs, the primary suite offers a private bath. Two additional bedrooms share a second updated full bathroom, providing a comfortable layout with all three bedrooms on the same level. Thoughtful updates throughout the home include added attic insulation, an encapsulated crawl space, and updated appliances for comfort and energy efficiency. The kitchen and bathrooms have been renovated. Together, these updates add everyday comfort and function while preserving the home's established character. In the back yard, the spacious deck offers a relaxing place to enjoy the quiet wooded setting under mature oaks. A full two-car garage completes this home. Enjoy a Southern Pines address without Southern Pines town taxes. Located in Highland Trails, this home offers convenient access to the shops, restaurants and services of Southern Pines and Aberdeen, as well as Fort Bragg.

110 Stornoway Dr, Southern Pines

Courtesy of Carolina Summit Group, LLC

10 Village In The Woods Cir, Southern Pines

$325,000

Welcome to this beautiful home in the sought after community of Village in the Woods! The home features separate sleeping areas for the primary and secondary. The primary bedroom is huge and features a separate vanity from the bathroom, large windows, and dual closets, while the secondary bedrooms offer ample space for relaxation and comfort. The 80's style kitchen offers original charm of the home while also being updated and well kept. A gorgeous sunroom offers wonderful flex space for enjoying the great outdoors without going outside! Relax in the oversized living room with a cozy fireplace! This home has it all!

4 Beds ⋅ 3 Baths ⋅ 10193864 MLS

Welcome to this beautiful home in the sought after community of Village in the Woods! The home features separate sleeping areas for the primary and secondary. The primary bedroom is huge and features a separate vanity from the bathroom, large windows, and dual closets, while the secondary bedrooms offer ample space for relaxation and comfort. The 80's style kitchen offers original charm of the home while also being updated and well kept. A gorgeous sunroom offers wonderful flex space for enjoying the great outdoors without going outside! Relax in the oversized living room with a cozy fireplace! This home has it all!

10 Village In The Woods Cir, Southern Pines

Seller Representative Mark Spain Real Estate

$434,900

Beautiful golf-front views, abundant natural light and a wonderfully flexible floor plan define this end-unit condo in Meadow Villas at Longleaf Country Club. Offering 3 bedrooms, 3 full baths plus a separate flex room that provides additional space for overnight guests, a home office or den, this spacious home overlooks the 16th fairway and enjoys a peaceful setting beneath mature trees. Hardwood floors flow through the main living areas, where soaring ceilings and an impressive wall of windows immediately draw your attention to the golf course beyond. French doors open to the rear deck, extending the living space outdoors, while the adjoining dining area features a charming bay of windows with built-in seating. The bright kitchen offers generous cabinetry, casual dining space and an open connection to the main living areas. The main-level primary suite enjoys its own golf-course view, vaulted ceiling, two closets and a spacious bath with double vanity, jetted tub and separate shower. A second bedroom, full bath and laundry are also conveniently located on the main level. Upstairs, the third bedroom and full bath are joined by the separate flex room, creating an especially useful area for guests, an office, den or additional retreat. Generous storage provides even more functionality. Outside, the rear deck offers a wonderful place to relax and take in the expansive fairway views. An attached carport and additional exterior storage add everyday convenience. Ideally located between Pinehurst and Southern Pines with easy access to golf, shopping, dining and area amenities, 176 Starland Lane offers the space and flexibility to enjoy as a primary residence, second home or Sandhills getaway.

3 Beds ⋅ 3 Baths ⋅ 100604844 MLS ⋅ Longleaf CC BLDG.

Beautiful golf-front views, abundant natural light and a wonderfully flexible floor plan define this end-unit condo in Meadow Villas at Longleaf Country Club. Offering 3 bedrooms, 3 full baths plus a separate flex room that provides additional space for overnight guests, a home office or den, this spacious home overlooks the 16th fairway and enjoys a peaceful setting beneath mature trees. Hardwood floors flow through the main living areas, where soaring ceilings and an impressive wall of windows immediately draw your attention to the golf course beyond. French doors open to the rear deck, extending the living space outdoors, while the adjoining dining area features a charming bay of windows with built-in seating. The bright kitchen offers generous cabinetry, casual dining space and an open connection to the main living areas. The main-level primary suite enjoys its own golf-course view, vaulted ceiling, two closets and a spacious bath with double vanity, jetted tub and separate shower. A second bedroom, full bath and laundry are also conveniently located on the main level. Upstairs, the third bedroom and full bath are joined by the separate flex room, creating an especially useful area for guests, an office, den or additional retreat. Generous storage provides even more functionality. Outside, the rear deck offers a wonderful place to relax and take in the expansive fairway views. An attached carport and additional exterior storage add everyday convenience. Ideally located between Pinehurst and Southern Pines with easy access to golf, shopping, dining and area amenities, 176 Starland Lane offers the space and flexibility to enjoy as a primary residence, second home or Sandhills getaway.

176 Starland Ln, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

$299,000

Charming Southern Pines gem full of character and timeless appeal! This 3 bedroom, bonus room, and 1.5 bath home offers a wonderful opportunity to enjoy classic charm with plenty of space to make it your own. Situated on a generous 0.44-acre lot, the property offers room to relax, entertain, garden, or simply enjoy the outdoors. One of the highlights is the inviting screened in back porch, perfect for morning coffee, afternoon relaxation, or gathering with friends and family. Built in 1965, this home is filled with personality and charm you simply can't recreate. And the location is hard to beat--just minutes from downtown Southern Pines, where you'll find local shops, restaurants, coffee shops, and all the charm this beloved community has to offer. If you're looking for a home with character, outdoor space, and a fantastic location, this one is ready to welcome you home!

3 Beds ⋅ 2 Baths ⋅ 100604782 MLS

Charming Southern Pines gem full of character and timeless appeal! This 3 bedroom, bonus room, and 1.5 bath home offers a wonderful opportunity to enjoy classic charm with plenty of space to make it your own. Situated on a generous 0.44-acre lot, the property offers room to relax, entertain, garden, or simply enjoy the outdoors. One of the highlights is the inviting screened in back porch, perfect for morning coffee, afternoon relaxation, or gathering with friends and family. Built in 1965, this home is filled with personality and charm you simply can't recreate. And the location is hard to beat--just minutes from downtown Southern Pines, where you'll find local shops, restaurants, coffee shops, and all the charm this beloved community has to offer. If you're looking for a home with character, outdoor space, and a fantastic location, this one is ready to welcome you home!

1610 E Indiana Ave, Southern Pines

Courtesy of eXp Realty

$339,900

Welcome to 625 Redwood Drive, a beautifully updated 3-bedroom, 2-bath home in Knollwood Village & Fairways, a 55+ age-restricted community designed around an active and enjoyable Southern Pines lifestyle. Inside, the updated kitchen and baths bring a fresh, modern feel, while the home's outdoor spaces truly set it apart. An oversized screened porch provides a wonderful place to relax or entertain, with direct access to the patio and views overlooking the golf course. At the front of the home, a charming courtyard creates another inviting space for morning coffee, al fresco dining, or an evening gathering with friends. Life in Knollwood Village & Fairways offers plenty to enjoy, with golf, a community pool, and social activities creating opportunities to stay active and connected, $185/month fee. And when it's time to venture out, downtown Southern Pines is just minutes away, with its restaurants, shops, galleries, and local activities. The charming Village of Pinehurst is also only a short drive away. Conveniently located near shopping, healthcare, and everyday necessities, 625 Redwood Drive combines comfortable living, beautiful outdoor spaces, and the best of the Sandhills lifestyle. Come see why this could be the perfect place to call home.

3 Beds ⋅ 2 Baths ⋅ 100604723 MLS

Welcome to 625 Redwood Drive, a beautifully updated 3-bedroom, 2-bath home in Knollwood Village & Fairways, a 55+ age-restricted community designed around an active and enjoyable Southern Pines lifestyle. Inside, the updated kitchen and baths bring a fresh, modern feel, while the home's outdoor spaces truly set it apart. An oversized screened porch provides a wonderful place to relax or entertain, with direct access to the patio and views overlooking the golf course. At the front of the home, a charming courtyard creates another inviting space for morning coffee, al fresco dining, or an evening gathering with friends. Life in Knollwood Village & Fairways offers plenty to enjoy, with golf, a community pool, and social activities creating opportunities to stay active and connected, $185/month fee. And when it's time to venture out, downtown Southern Pines is just minutes away, with its restaurants, shops, galleries, and local activities. The charming Village of Pinehurst is also only a short drive away. Conveniently located near shopping, healthcare, and everyday necessities, 625 Redwood Drive combines comfortable living, beautiful outdoor spaces, and the best of the Sandhills lifestyle. Come see why this could be the perfect place to call home.

625 Redwood Dr, Southern Pines

Courtesy of Pinehurst Area Realty

$476,090

New construction home on over half an acre lot, close to downtown Southern Pines with no HOA & 3 car garage!! This 4 bedroom + play/media room, Janville plan, is a thoughtfully designed 2-story single-family home sitting slightly uphill and tucked back in the mature trees off the conveniently located E. Indiana Ave - a great location with easy access to some of Moore County's most popular spots along with easy access to Ft. Bragg & Camp Mackall. Step inside from the welcoming front porch and you're greeted by an open-concept main level that features the primary suite on the first floor. The kitchen, living room, and dining area flow seamlessly with the addition of a door slider opening onto the large covered patio, creating the perfect backdrop for everyday living and memorable moments with friends and family. The gorgeous kitchen features a large island that serves as secondary eating space. A dual pantry, dedicated drop zone, downstairs coat closet, and additional storage to keep life organized and clutter-free. The first-floor Owner's Suite is a standout feature! It offers a peaceful retreat complete with a trey ceiling, spacious walk-in closet, and a private bath with a walk-in shower. With the primary suite thoughtfully placed on the main level, homeowners enjoy comfort, convenience, and effortless livability. Upstairs, offers incredible flexibility. Three generously sized bedrooms each include large closets, and they share a full bathroom with plenty of space for busy mornings. A versatile bonus room adds even more possibilities -- use it as a media or play room, office, or home gym. *Pictures are Builder Plan Representative Photos & Virtually Staged - Some Features May Vary! Don't forget to ask about our Current Builder Incentives!

4 Beds ⋅ 3 Baths ⋅ 100604716 MLS

New construction home on over half an acre lot, close to downtown Southern Pines with no HOA & 3 car garage!! This 4 bedroom + play/media room, Janville plan, is a thoughtfully designed 2-story single-family home sitting slightly uphill and tucked back in the mature trees off the conveniently located E. Indiana Ave - a great location with easy access to some of Moore County's most popular spots along with easy access to Ft. Bragg & Camp Mackall. Step inside from the welcoming front porch and you're greeted by an open-concept main level that features the primary suite on the first floor. The kitchen, living room, and dining area flow seamlessly with the addition of a door slider opening onto the large covered patio, creating the perfect backdrop for everyday living and memorable moments with friends and family. The gorgeous kitchen features a large island that serves as secondary eating space. A dual pantry, dedicated drop zone, downstairs coat closet, and additional storage to keep life organized and clutter-free. The first-floor Owner's Suite is a standout feature! It offers a peaceful retreat complete with a trey ceiling, spacious walk-in closet, and a private bath with a walk-in shower. With the primary suite thoughtfully placed on the main level, homeowners enjoy comfort, convenience, and effortless livability. Upstairs, offers incredible flexibility. Three generously sized bedrooms each include large closets, and they share a full bathroom with plenty of space for busy mornings. A versatile bonus room adds even more possibilities -- use it as a media or play room, office, or home gym. *Pictures are Builder Plan Representative Photos & Virtually Staged - Some Features May Vary! Don't forget to ask about our Current Builder Incentives!

1826 E Indiana Ave, Southern Pines

Courtesy of Ascot Realty Inc.

$491,335

New Construction under $500k near Downtown Southern Pines, NC on half-acre lots w/ NO HOA - SAY WHAT??!! These homes offer a rare opportunity to own new construction in Southern Pines on a large homesite within one of the area's most established and desirable locations. Homeowners can also enjoy no HOA! These new homes in Southern Pines provide both space and convenience. The Livingston is a new construction two-story single-family home designed to adapt to every chapter of life. With 2,340 square feet of thoughtfully designed living space, this versatile 4-bedroom floor plan features all bedrooms upstairs, a spacious loft, and a flex room on the main level. For those who need additional space, the Livingston offers long-term flexibility for growing households, multi-generational living, or evolving lifestyle needs. The main level showcases an open-concept layout where the kitchen, dining area, and living room flow seamlessly together -- creating a natural gathering space for everyday living and entertaining. The kitchen island anchors the home, overlooking both the dining space and living room, with easy access to the outdoor patio for effortless indoor-to-outdoor living. Whether hosting guests or enjoying a quiet evening at home, this layout is designed for connection. A first-floor flex room provides the perfect space for a home office, playroom, home gym, or whatever your life calls for! Upstairs, the private owner's suite includes a spacious bedroom, walk-in closet, and well-appointed bath. Three additional bedrooms and a centrally located loft offer extra living space for movie nights, homework stations, or a secondary family room. The Livingston includes a 2-car side load garage. This home is designed with functionality, flexibility, and long-term livability in mind, the Livingston is the epitome of a home that grows with you -- delivering the space, flow, and adaptability modern families are searching for in a new construction home. Don't forget to ask about our current Builder Incentives!

4 Beds ⋅ 3 Baths ⋅ 100604549 MLS

New Construction under $500k near Downtown Southern Pines, NC on half-acre lots w/ NO HOA - SAY WHAT??!! These homes offer a rare opportunity to own new construction in Southern Pines on a large homesite within one of the area's most established and desirable locations. Homeowners can also enjoy no HOA! These new homes in Southern Pines provide both space and convenience. The Livingston is a new construction two-story single-family home designed to adapt to every chapter of life. With 2,340 square feet of thoughtfully designed living space, this versatile 4-bedroom floor plan features all bedrooms upstairs, a spacious loft, and a flex room on the main level. For those who need additional space, the Livingston offers long-term flexibility for growing households, multi-generational living, or evolving lifestyle needs. The main level showcases an open-concept layout where the kitchen, dining area, and living room flow seamlessly together -- creating a natural gathering space for everyday living and entertaining. The kitchen island anchors the home, overlooking both the dining space and living room, with easy access to the outdoor patio for effortless indoor-to-outdoor living. Whether hosting guests or enjoying a quiet evening at home, this layout is designed for connection. A first-floor flex room provides the perfect space for a home office, playroom, home gym, or whatever your life calls for! Upstairs, the private owner's suite includes a spacious bedroom, walk-in closet, and well-appointed bath. Three additional bedrooms and a centrally located loft offer extra living space for movie nights, homework stations, or a secondary family room. The Livingston includes a 2-car side load garage. This home is designed with functionality, flexibility, and long-term livability in mind, the Livingston is the epitome of a home that grows with you -- delivering the space, flow, and adaptability modern families are searching for in a new construction home. Don't forget to ask about our current Builder Incentives!

1822 E Indiana Ave, Southern Pines

Courtesy of Ascot Realty Inc.

$799,000

Right house in right location. New construction in Longleaf CC. Centrally located between Pinehurst and Southern Pines. 2700 ft with Primary and 2nd BR/Flex on main floor. 2 additional BRs on 2nd floor with large bath and massive unfinished walk-in storage that could be converted to additional living space. Open Living/Dining area with upgraded kitchen and true hardwood floors. Home offers screen porch with adjacent patio, 2 car garage with utility sink, prewired for EV charger, Sealed crawl space, Natural gas with tankless hot water, gas FP, and gas cooking. Fully landscaped and sodded lawn with irrigation. Easy access to Southern Pines trail system. Please note: Present taxes based on pre-construction values. Occasional airport related noises. Builder reserves the right for some modifications to base plan.

4 Beds ⋅ 3 Baths ⋅ 100604435 MLS

Right house in right location. New construction in Longleaf CC. Centrally located between Pinehurst and Southern Pines. 2700 ft with Primary and 2nd BR/Flex on main floor. 2 additional BRs on 2nd floor with large bath and massive unfinished walk-in storage that could be converted to additional living space. Open Living/Dining area with upgraded kitchen and true hardwood floors. Home offers screen porch with adjacent patio, 2 car garage with utility sink, prewired for EV charger, Sealed crawl space, Natural gas with tankless hot water, gas FP, and gas cooking. Fully landscaped and sodded lawn with irrigation. Easy access to Southern Pines trail system. Please note: Present taxes based on pre-construction values. Occasional airport related noises. Builder reserves the right for some modifications to base plan.

525 Pommel Ln, Southern Pines

Courtesy of Fore Properties

$579,000

Discover the charm and elegance of this stunning 4-bedroom, 3-full-bath cottage, nestled in The Cottages at Midland in the prestigious Talamore Golf Club. This property seamlessly blends comfort with luxury, showcasing exquisite details throughout. As you enter, you're greeted by the warmth of coffered ceilings that add a sophisticated touch to the living areas. The inviting living room features built-in cabinetry with a beautiful stacked stone fireplace which leads into a light filled Carolina room perfect for relaxing. This thoughtfully designed home offers three spacious bedrooms on the main level, ensuring convenience and accessibility. Upstairs, you'll find a private bedroom suite complete with a full bath, ideal for guests or as a serene retreat over the two-car garage. The heart of the home is the gourmet kitchen, equipped with a stunning island that serves as both a functional workspace and a gathering spot. Gorgeous cabinets with convenient pull-outs and elegant granite countertops enhance the culinary experience, making it a dream for any home chef. The dining area off of the kitchen with trey ceilings is the perfect spot for gathering and hosting guests. Plus, the home is hooked up to natural gas, providing efficient and reliable energy for cooking and heating. Retreat to the luxurious primary bedroom, featuring not just one, but two generous double walk-in closets for ample storage and organization. The attached primary bathroom is a true sanctuary, featuring double sinks, a beautifully tiled walk-in shower, and a separate water closet for added privacy and convenience. With its exceptional details and prime location, this cottage offers a lifestyle of comfort and elegance in Talamore Golf Club. This move-in ready Cottages at Midland home is ideal if you're looking for a mostly one level living property. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ 100604428 MLS

Discover the charm and elegance of this stunning 4-bedroom, 3-full-bath cottage, nestled in The Cottages at Midland in the prestigious Talamore Golf Club. This property seamlessly blends comfort with luxury, showcasing exquisite details throughout. As you enter, you're greeted by the warmth of coffered ceilings that add a sophisticated touch to the living areas. The inviting living room features built-in cabinetry with a beautiful stacked stone fireplace which leads into a light filled Carolina room perfect for relaxing. This thoughtfully designed home offers three spacious bedrooms on the main level, ensuring convenience and accessibility. Upstairs, you'll find a private bedroom suite complete with a full bath, ideal for guests or as a serene retreat over the two-car garage. The heart of the home is the gourmet kitchen, equipped with a stunning island that serves as both a functional workspace and a gathering spot. Gorgeous cabinets with convenient pull-outs and elegant granite countertops enhance the culinary experience, making it a dream for any home chef. The dining area off of the kitchen with trey ceilings is the perfect spot for gathering and hosting guests. Plus, the home is hooked up to natural gas, providing efficient and reliable energy for cooking and heating. Retreat to the luxurious primary bedroom, featuring not just one, but two generous double walk-in closets for ample storage and organization. The attached primary bathroom is a true sanctuary, featuring double sinks, a beautifully tiled walk-in shower, and a separate water closet for added privacy and convenience. With its exceptional details and prime location, this cottage offers a lifestyle of comfort and elegance in Talamore Golf Club. This move-in ready Cottages at Midland home is ideal if you're looking for a mostly one level living property. Schedule your showing today!

246 Luss Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

$214,998

Golf Course Views in Longleaf Club Cottages! Enjoy the best of Southern Pines living in this charming upstairs condo, offering 2 bedrooms, 2 full bathrooms, and a private balcony overlooking the golf course. The bright and inviting main living area features an abundance of windows, filling the space with beautiful natural light, while a gas fireplace creates a warm and welcoming atmosphere. The spacious primary suite boasts a vaulted ceiling and a private bathroom complete with a jetted tub and walk-in shower. Whether you're looking for a full-time residence, a weekend getaway, or a golf retreat, this condo offers comfort, convenience, and scenic views in a desirable Southern Pines location. Just minutes from Pinehurst and its renowned golf courses, shopping, dining, and entertainment, this is an opportunity to enjoy the best of the Sandhills lifestyle.

2 Beds ⋅ 2 Baths ⋅ 100604367 MLS ⋅ Longleaf CC BLDG.

Golf Course Views in Longleaf Club Cottages! Enjoy the best of Southern Pines living in this charming upstairs condo, offering 2 bedrooms, 2 full bathrooms, and a private balcony overlooking the golf course. The bright and inviting main living area features an abundance of windows, filling the space with beautiful natural light, while a gas fireplace creates a warm and welcoming atmosphere. The spacious primary suite boasts a vaulted ceiling and a private bathroom complete with a jetted tub and walk-in shower. Whether you're looking for a full-time residence, a weekend getaway, or a golf retreat, this condo offers comfort, convenience, and scenic views in a desirable Southern Pines location. Just minutes from Pinehurst and its renowned golf courses, shopping, dining, and entertainment, this is an opportunity to enjoy the best of the Sandhills lifestyle.

28 N Knoll Rd, Southern Pines

Courtesy of Everything Pines Partners LLC

$595,000

Welcome to 380 Sheldon Road, a beautifully appointed home in The Cottages on May in Southern Pines. Thoughtful details and modern conveniences can be found throughout this 3-bedroom, 2.5-bath home, beginning with an inviting covered front porch and a bright, open interior. The main living area offers an easy flow between the living, dining, and kitchen spaces, with a gas fireplace adding warmth and character. The kitchen features a large island, pantry, and plenty of space for both everyday living and entertaining. The main-level primary suite includes a walk-in closet, dual vanities, spacious shower, and access to a private deck. Upstairs, additional bedrooms and flexible living space provide plenty of options for a home office, guest space, or bonus room. Outside, enjoy multiple spaces designed to take advantage of the home's setting, including the welcoming front porch and private rear deck. Additional features include a whole-home generator, water filtration system, rain collection system, irrigation, tankless water heater, and one-car garage. Located in The Cottages on May, the property also offers access to neighborhood amenities including a clubhouse and community pool, all while being conveniently situated near the shops, dining, recreation, and charm of Southern Pines.

4 Beds ⋅ 3 Baths ⋅ 100604269 MLS

Welcome to 380 Sheldon Road, a beautifully appointed home in The Cottages on May in Southern Pines. Thoughtful details and modern conveniences can be found throughout this 3-bedroom, 2.5-bath home, beginning with an inviting covered front porch and a bright, open interior. The main living area offers an easy flow between the living, dining, and kitchen spaces, with a gas fireplace adding warmth and character. The kitchen features a large island, pantry, and plenty of space for both everyday living and entertaining. The main-level primary suite includes a walk-in closet, dual vanities, spacious shower, and access to a private deck. Upstairs, additional bedrooms and flexible living space provide plenty of options for a home office, guest space, or bonus room. Outside, enjoy multiple spaces designed to take advantage of the home's setting, including the welcoming front porch and private rear deck. Additional features include a whole-home generator, water filtration system, rain collection system, irrigation, tankless water heater, and one-car garage. Located in The Cottages on May, the property also offers access to neighborhood amenities including a clubhouse and community pool, all while being conveniently situated near the shops, dining, recreation, and charm of Southern Pines.

380 Sheldon Rd, Southern Pines

Courtesy of Carolina Property Sales

$505,000

Charming cottage-style home in The Arboretum of Southern Pines, ideally situated on a corner lot directly across from the community's beautiful pool complex. With a spacious and thoughtfully designed layout, this home offers four bedrooms plus a bonus room, providing plenty of flexibility for everyday living, guests, or a home office. The main-level living area features an inviting open-concept kitchen, dining, and living space, anchored by a cozy gas fireplace. The kitchen features staggered cabinets, granite countertops, USB outlet, under-cabinet lighting, a walk-in pantry, and a Stainless Appliance Package including a French Door Fridge. A bedroom suite on the main level offers a comfortable retreat for guests or convenient one-level living. Upstairs, the primary suite provides a private escape with an expansive WIC and en suite with dual vanities and walk-in tiled shower. Two additional bedrooms, a full bathroom, laundry room, and a versatile bonus room complete the upstairs. Enjoy outdoor living from the covered rear porch and fenced in back yard, perfect for relaxing or entertaining. With its desirable Southern Pines location, corner-lot setting, and flexible floor plan, this home offers the charm and comfort of cottage-style living in a sought-after community.

4 Beds ⋅ 3 Baths ⋅ 100603975 MLS

Charming cottage-style home in The Arboretum of Southern Pines, ideally situated on a corner lot directly across from the community's beautiful pool complex. With a spacious and thoughtfully designed layout, this home offers four bedrooms plus a bonus room, providing plenty of flexibility for everyday living, guests, or a home office. The main-level living area features an inviting open-concept kitchen, dining, and living space, anchored by a cozy gas fireplace. The kitchen features staggered cabinets, granite countertops, USB outlet, under-cabinet lighting, a walk-in pantry, and a Stainless Appliance Package including a French Door Fridge. A bedroom suite on the main level offers a comfortable retreat for guests or convenient one-level living. Upstairs, the primary suite provides a private escape with an expansive WIC and en suite with dual vanities and walk-in tiled shower. Two additional bedrooms, a full bathroom, laundry room, and a versatile bonus room complete the upstairs. Enjoy outdoor living from the covered rear porch and fenced in back yard, perfect for relaxing or entertaining. With its desirable Southern Pines location, corner-lot setting, and flexible floor plan, this home offers the charm and comfort of cottage-style living in a sought-after community.

105 N Bracken Fern Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative A Non Member

$210,000

1.7 acres of residential land in Southern Pines city limits with approximately 400' of road frontage ideally located on S Ft Bragg Rd. Note that 2.5 acres are available for sale adjacent to this tract. This property has the ability to be divided into 3 lots if desired, and is currently staked out for 3. Alternatively, divide into 2 lots, or simply keep it the way it is for one home! The wooded land slopes towards the road, corners have been marked. Minutes from both downtown Southern Pines, downtown Aberdeen, and a short walk to the Pixie Moss trail in Weymouth Woods. An easy 35 minute commute to Bragg via Ft Bragg Rd and Manchester Rd! School districts are Southern Pines Elementary, Southern Middle and Pinecrest High. Zoned RS-2. Located just north of Elk Rd, on left hand side. No address has been assigned to property. Please note that well/septic requires a waiver from the Town of Southern Pines, and a fire hydrant is required whether well/septic is used, or if public utilities are brought in. The previous buyer did a multitude of research which is available upon request.

100603866 MLS

1.7 acres of residential land in Southern Pines city limits with approximately 400' of road frontage ideally located on S Ft Bragg Rd. Note that 2.5 acres are available for sale adjacent to this tract. This property has the ability to be divided into 3 lots if desired, and is currently staked out for 3. Alternatively, divide into 2 lots, or simply keep it the way it is for one home! The wooded land slopes towards the road, corners have been marked. Minutes from both downtown Southern Pines, downtown Aberdeen, and a short walk to the Pixie Moss trail in Weymouth Woods. An easy 35 minute commute to Bragg via Ft Bragg Rd and Manchester Rd! School districts are Southern Pines Elementary, Southern Middle and Pinecrest High. Zoned RS-2. Located just north of Elk Rd, on left hand side. No address has been assigned to property. Please note that well/septic requires a waiver from the Town of Southern Pines, and a fire hydrant is required whether well/septic is used, or if public utilities are brought in. The previous buyer did a multitude of research which is available upon request.

S Fort Bragg Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

$299,000

A rare opportunity to own a beautiful new construction home at an exceptional price! Finding a brand-new home with this combination of quality, convenience, and value is becoming increasingly difficult, making this property one you won't want to overlook. Thoughtfully designed with a comfortable and functional floor plan, this home offers the ease of modern living with spacious rooms, an inviting layout, and plenty of flexibility for everyday life and entertaining. Beautiful LVP flooring flows throughout the home, providing a stylish look with easy maintenance, while granite countertops add a polished touch to the kitchen and create a welcoming space for cooking, gathering, and entertaining. Best of all, you're just minutes from downtown, putting shopping, restaurants, entertainment, local events, and everyday conveniences right at your fingertips. Whether you're searching for your first home, a low-maintenance property, or simply want the peace of mind and appeal that comes with new construction, this home delivers an incredible opportunity to enjoy modern living in a convenient location--all at a price that is truly hard to find in today's market. New construction, great floor plan, desirable finishes, convenient location, and outstanding value--this is an opportunity worth seeing!

3 Beds ⋅ 3 Baths ⋅ 100603827 MLS

A rare opportunity to own a beautiful new construction home at an exceptional price! Finding a brand-new home with this combination of quality, convenience, and value is becoming increasingly difficult, making this property one you won't want to overlook. Thoughtfully designed with a comfortable and functional floor plan, this home offers the ease of modern living with spacious rooms, an inviting layout, and plenty of flexibility for everyday life and entertaining. Beautiful LVP flooring flows throughout the home, providing a stylish look with easy maintenance, while granite countertops add a polished touch to the kitchen and create a welcoming space for cooking, gathering, and entertaining. Best of all, you're just minutes from downtown, putting shopping, restaurants, entertainment, local events, and everyday conveniences right at your fingertips. Whether you're searching for your first home, a low-maintenance property, or simply want the peace of mind and appeal that comes with new construction, this home delivers an incredible opportunity to enjoy modern living in a convenient location--all at a price that is truly hard to find in today's market. New construction, great floor plan, desirable finishes, convenient location, and outstanding value--this is an opportunity worth seeing!

595 S Glover St, Southern Pines

Courtesy of Realty World Properties of the Pines

$400,000

Beautifully renovated golf front condo at Talamore available for sale. Enjoy a birds eye view of Talamore's 9th green. Spacious 2-bedroom, 2-bath unfurnished condo with cathedral ceiling in living room and 9' throughout. Quartz countertops, shaker style cabinetry and all new stainless appliances. Stack style washer and dryer for space saving.. Great upper unit for those looking for a permanent maintenance free home, 2nd home or investment property. Talamore offers an onsite management program for those interested. Mid Tal Golf membership required with privileges at the newly acquired Legacy course. Membership options available. Three courses to play, three beautiful clubhouses, two swimming pools and pickleball court available. Ask about our VIP golf program for those interested in renting their condo. Enjoy this wonderfully maintained condo complex located in the beautiful golf community of Talamore just off Midland Rd. Close to the downtown areas of Southern Pines and Pinehurst with just an hour commute to Cary/Raleigh and short distance to Fayetteville. Minutes from restaurants, shopping and other area amenities!!

2 Beds ⋅ 2 Baths ⋅ 100596970 MLS ⋅ Talamore BLDG.

Beautifully renovated golf front condo at Talamore available for sale. Enjoy a birds eye view of Talamore's 9th green. Spacious 2-bedroom, 2-bath unfurnished condo with cathedral ceiling in living room and 9' throughout. Quartz countertops, shaker style cabinetry and all new stainless appliances. Stack style washer and dryer for space saving.. Great upper unit for those looking for a permanent maintenance free home, 2nd home or investment property. Talamore offers an onsite management program for those interested. Mid Tal Golf membership required with privileges at the newly acquired Legacy course. Membership options available. Three courses to play, three beautiful clubhouses, two swimming pools and pickleball court available. Ask about our VIP golf program for those interested in renting their condo. Enjoy this wonderfully maintained condo complex located in the beautiful golf community of Talamore just off Midland Rd. Close to the downtown areas of Southern Pines and Pinehurst with just an hour commute to Cary/Raleigh and short distance to Fayetteville. Minutes from restaurants, shopping and other area amenities!!

1121 Sandmoore Dr, Southern Pines

Courtesy of Talamore Properties, INC.

Buyer Representative Talamore Properties, INC.

$500,000

Welcome to 300 Midlothian Drive, where space, privacy, and Southern Pines lifestyle come together in one inviting setting. Tucked into an established neighborhood just minutes from downtown Southern Pines, this home sits on an oversized, level, private lot with a circular drive an increasingly rare combination of convenience and breathing room. Inside, the kitchen and baths have just the right amount of thoughtful updating to make everyday living easy, while leaving plenty of room for you to bring your own style and vision. The generous lot offers room to garden, play, entertain, add outdoor living spaces, or simply enjoy the privacy that comes with having a little more land. And then there's Southern Pines. Sidewalks lead to charming boutiques, locally owned restaurants, coffee shops, galleries, and community events throughout the year. With an attractive commute to Fort Bragg and Raleigh, this is a location that makes both work and weekends feel a little easier. If you've been looking for a Southern Pines home with a large lot, established neighborhood, convenient location, and room to make it your own, this one is worth a closer look.

3 Beds ⋅ 2 Baths ⋅ 100603670 MLS

Welcome to 300 Midlothian Drive, where space, privacy, and Southern Pines lifestyle come together in one inviting setting. Tucked into an established neighborhood just minutes from downtown Southern Pines, this home sits on an oversized, level, private lot with a circular drive an increasingly rare combination of convenience and breathing room. Inside, the kitchen and baths have just the right amount of thoughtful updating to make everyday living easy, while leaving plenty of room for you to bring your own style and vision. The generous lot offers room to garden, play, entertain, add outdoor living spaces, or simply enjoy the privacy that comes with having a little more land. And then there's Southern Pines. Sidewalks lead to charming boutiques, locally owned restaurants, coffee shops, galleries, and community events throughout the year. With an attractive commute to Fort Bragg and Raleigh, this is a location that makes both work and weekends feel a little easier. If you've been looking for a Southern Pines home with a large lot, established neighborhood, convenient location, and room to make it your own, this one is worth a closer look.

300 Midlothian Dr, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

$550,000

Small-town charm meets peaceful, private living at 101 Boyd Lane. Tucked into the mature surroundings of the desirable Highland Trails neighborhood, this nearly 3,200-square-foot home sits on a private 1.34-acre corner lot, just minutes from the heart of Southern Pines. Step inside and you'll quickly see how easily this home adapts to everyday life. The living and family rooms offer space to gather or spread out, with a wood-burning fireplace bringing warmth and character to the heart of the home. Mornings can begin at the breakfast bar, dinners can linger around the table in the formal dining area, and the sunroom offers a quiet place to slow down while looking out over the backyard. A generous flex space with a wet bar invites game nights, celebrations, or relaxed evenings with friends. One of the home's most unique features is a more private section with its own exterior entrance and mini-split system. With a bedroom, full bathroom, and office space together in one area, it creates a comfortable retreat for guests, a convenient work-from-home setup, or simply a little extra separation when you need it. Newer windows in the kitchen, dining room, and flex space bring in abundant natural light along the way. Outside, the property feels like an extension of the home. The expanded concrete patio is ready for seasonal dinners, weekend grilling, and evenings gathered around the fire. Beyond it, fruit trees and established garden beds bring a touch of backyard homesteading, while the chicken coop, additional fencing, and open lawn make the most of the generous acreage. There is space here to garden, play, entertain, or simply enjoy the privacy of your own backyard. Life at 101 Boyd Lane feels tucked away without feeling far away. Downtown Southern Pines, Weymouth Woods, local restaurants and shops, parks, and golf are all within easy reach, offering a peaceful place to call home with the character and small-town charm that make Southern Pines so special.

4 Beds ⋅ 3 Baths ⋅ 100603555 MLS

Small-town charm meets peaceful, private living at 101 Boyd Lane. Tucked into the mature surroundings of the desirable Highland Trails neighborhood, this nearly 3,200-square-foot home sits on a private 1.34-acre corner lot, just minutes from the heart of Southern Pines. Step inside and you'll quickly see how easily this home adapts to everyday life. The living and family rooms offer space to gather or spread out, with a wood-burning fireplace bringing warmth and character to the heart of the home. Mornings can begin at the breakfast bar, dinners can linger around the table in the formal dining area, and the sunroom offers a quiet place to slow down while looking out over the backyard. A generous flex space with a wet bar invites game nights, celebrations, or relaxed evenings with friends. One of the home's most unique features is a more private section with its own exterior entrance and mini-split system. With a bedroom, full bathroom, and office space together in one area, it creates a comfortable retreat for guests, a convenient work-from-home setup, or simply a little extra separation when you need it. Newer windows in the kitchen, dining room, and flex space bring in abundant natural light along the way. Outside, the property feels like an extension of the home. The expanded concrete patio is ready for seasonal dinners, weekend grilling, and evenings gathered around the fire. Beyond it, fruit trees and established garden beds bring a touch of backyard homesteading, while the chicken coop, additional fencing, and open lawn make the most of the generous acreage. There is space here to garden, play, entertain, or simply enjoy the privacy of your own backyard. Life at 101 Boyd Lane feels tucked away without feeling far away. Downtown Southern Pines, Weymouth Woods, local restaurants and shops, parks, and golf are all within easy reach, offering a peaceful place to call home with the character and small-town charm that make Southern Pines so special.

101 Boyd Ln, Southern Pines

Courtesy of Everything Pines Partners LLC

$520,000

Welcome to 103 Steeplechase Way, a beautifully maintained custom brick ranch in the desirable Longleaf neighborhood of Southern Pines. Offering 2,500+ square feet of thoughtfully designed, one-level living, this inviting 3-bedroom, 2.5-bath home combines classic character with meaningful updates and an exceptionally comfortable floor plan. Freshly painted throughout, the home showcases beautiful Bruce hardwood flooring, slate flooring, plantation shutters, cathedral ceilings and skylights that fill the main living spaces with natural light. The updated kitchen features attractive cabinetry, granite countertops, a designer tile backsplash and stainless-steel appliances, including a high-end Wolf gas range. The living and dining areas provide an elegant setting for entertaining, while the adjoining family room offers a warm and inviting gathering space with custom built-ins and a distinctive two-sided fireplace shared with the living room--an architectural feature that gives both spaces wonderful character. The spacious primary suite includes a well-appointed bath and two generous walk-in closets. Two additional bedrooms provide flexibility for guests, a home office, library, hobbies or other personal spaces. Outside, mature landscaping surrounds the home and creates a peaceful backyard setting with a brick patio ideal for morning coffee, gardening or outdoor entertaining. An attached two-car garage offers generous parking and storage, with a new garage door installed in 2026. Recent improvements include a new heat pump installed in 2024 and a roof replacement in 2018, providing valuable peace of mind for the next owner. Ideally situated in Longleaf, the home is just minutes from downtown Southern Pines, with convenient access to local shopping, dining, recreation and entertainment. With its classic brick construction, spacious one-level floor plan, beautiful hardwood floors, distinctive architectural details and thoughtful updates, 103 Steeplechase Way offers a wonderful opportunity to enjoy the best of Southern Pines living.

3 Beds ⋅ 3 Baths ⋅ 100603425 MLS

Welcome to 103 Steeplechase Way, a beautifully maintained custom brick ranch in the desirable Longleaf neighborhood of Southern Pines. Offering 2,500+ square feet of thoughtfully designed, one-level living, this inviting 3-bedroom, 2.5-bath home combines classic character with meaningful updates and an exceptionally comfortable floor plan. Freshly painted throughout, the home showcases beautiful Bruce hardwood flooring, slate flooring, plantation shutters, cathedral ceilings and skylights that fill the main living spaces with natural light. The updated kitchen features attractive cabinetry, granite countertops, a designer tile backsplash and stainless-steel appliances, including a high-end Wolf gas range. The living and dining areas provide an elegant setting for entertaining, while the adjoining family room offers a warm and inviting gathering space with custom built-ins and a distinctive two-sided fireplace shared with the living room--an architectural feature that gives both spaces wonderful character. The spacious primary suite includes a well-appointed bath and two generous walk-in closets. Two additional bedrooms provide flexibility for guests, a home office, library, hobbies or other personal spaces. Outside, mature landscaping surrounds the home and creates a peaceful backyard setting with a brick patio ideal for morning coffee, gardening or outdoor entertaining. An attached two-car garage offers generous parking and storage, with a new garage door installed in 2026. Recent improvements include a new heat pump installed in 2024 and a roof replacement in 2018, providing valuable peace of mind for the next owner. Ideally situated in Longleaf, the home is just minutes from downtown Southern Pines, with convenient access to local shopping, dining, recreation and entertainment. With its classic brick construction, spacious one-level floor plan, beautiful hardwood floors, distinctive architectural details and thoughtful updates, 103 Steeplechase Way offers a wonderful opportunity to enjoy the best of Southern Pines living.

103 Steeplechase Way, Southern Pines

Courtesy of Redfin Corporation

$659,000

A refined Southern Pines retreat with space, privacy, and effortless modern living is what you'll find at 1659 E Indiana. Built in 2020 this exceptionally well maintained four-bedroom, three and a half bathroom home sits on a beautiful large one acre lot. From the moment you arrive the property feels secluded and private while still offering a convenient location tucked away along E Indiana. Inside you're greeted by a thoughtfully designed home with plenty of space for everyday living and entertaining. Above the large two car garage is a spacious bonus room with its own private bath, and closet-ideal for guests, a home office, or additional living space. The basement offers ample storage or flex space, and a half bath. Every detail has been cared for, allowing the next owner to simply move in and enjoy. Whether you're relaxing at home or enjoying the large lot with a fenced in backyard, this property delivers space, and privacy without giving up the convenience of being close to everything you need. For those seeking a newer, beautifully maintained home with room to breathe and a private setting in Southern Pines, 1659 E Indiana offers an exceptional opportunity. Schedule your showing today! (*Seller is a licensed agent)

4 Beds ⋅ 4 Baths ⋅ 100602790 MLS

A refined Southern Pines retreat with space, privacy, and effortless modern living is what you'll find at 1659 E Indiana. Built in 2020 this exceptionally well maintained four-bedroom, three and a half bathroom home sits on a beautiful large one acre lot. From the moment you arrive the property feels secluded and private while still offering a convenient location tucked away along E Indiana. Inside you're greeted by a thoughtfully designed home with plenty of space for everyday living and entertaining. Above the large two car garage is a spacious bonus room with its own private bath, and closet-ideal for guests, a home office, or additional living space. The basement offers ample storage or flex space, and a half bath. Every detail has been cared for, allowing the next owner to simply move in and enjoy. Whether you're relaxing at home or enjoying the large lot with a fenced in backyard, this property delivers space, and privacy without giving up the convenience of being close to everything you need. For those seeking a newer, beautifully maintained home with room to breathe and a private setting in Southern Pines, 1659 E Indiana offers an exceptional opportunity. Schedule your showing today! (*Seller is a licensed agent)

1659 E Indiana Ave, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative A Non Member

$385,000

Unbeatable location meets thoughtful updates in this one-owner gem! Just steps from downtown Southern Pines and even closer to Red's Corner, this home puts you at the heart of it all, with Southern Pines Golf Course less than 5 minutes away, too. Inside, every bedroom enjoys its own en-suite bath for maximum privacy and convenience. The kitchen shines with stainless steel appliances, a new stainless faucet, and new under-cabinet lighting. A ceramic tile foyer offers a polished first impression, and new carpet adds a fresh feel throughout. Major systems are covered with a 2025 HVAC and a new 50-gallon water heater; move-in-ready peace of mind. Parking is a breeze with 2 dedicated spaces plus a third for guests. Don't miss this rare opportunity!

3 Beds ⋅ 4 Baths ⋅ 100602734 MLS

Unbeatable location meets thoughtful updates in this one-owner gem! Just steps from downtown Southern Pines and even closer to Red's Corner, this home puts you at the heart of it all, with Southern Pines Golf Course less than 5 minutes away, too. Inside, every bedroom enjoys its own en-suite bath for maximum privacy and convenience. The kitchen shines with stainless steel appliances, a new stainless faucet, and new under-cabinet lighting. A ceramic tile foyer offers a polished first impression, and new carpet adds a fresh feel throughout. Major systems are covered with a 2025 HVAC and a new 50-gallon water heater; move-in-ready peace of mind. Parking is a breeze with 2 dedicated spaces plus a third for guests. Don't miss this rare opportunity!

35 Elk Ridge Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

$340,000

3 Beds ⋅ 3 Baths ⋅ 100602211 MLS

540 W Connecticut Ave, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

Buyer Representative LPT Realty

$660,000

Welcome to one of Southern Pines' most desirable new residential communities! Ideally located on the edge of Horse Country and just minutes from downtown, this beautifully maintained 2023-built Energy Star Qualified Home with a HERS 48 rating offers the perfect blend of privacy, convenience, and country living. Set among established landscaping with wonderful neighbors and an abundance of opportunities for leisurely walks, this inviting property provides a peaceful retreat while keeping you close to everything Southern Pines has to offer. Equestrian enthusiasts may even have the opportunity to find boarding for a horse directly across the street! From the welcoming front porch, step inside to a bright, open-concept floor plan filled with natural light. The spacious kitchen flows seamlessly into the living and dining areas, while the dining room opens to an expansive, partially covered back deck--ideal for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. A secondary deck provides convenient access to the two-car garage and backyard. The first floor includes a full bath and a fourth bedroom, currently used as a comfortable home office. Upstairs, you'll find a spacious laundry room, two guest bedrooms, and a generous primary suite featuring a walk-in closet and beautifully appointed bath with a tile d walk-in shower, double vanity, and water closet. Outside, the thoughtfully landscaped backyard provides both beauty and privacy, with a firepit, built-in irrigation system, and clever under-deck storage adding to the home's functionality and appeal. Home comes with transferable termite bond. The seller has made numerous thoughtful upgrades to the home, detailed separately, making this move-in-ready property an exceptional opportunity in Southern Pines.

4 Beds ⋅ 3 Baths ⋅ 100602185 MLS

Welcome to one of Southern Pines' most desirable new residential communities! Ideally located on the edge of Horse Country and just minutes from downtown, this beautifully maintained 2023-built Energy Star Qualified Home with a HERS 48 rating offers the perfect blend of privacy, convenience, and country living. Set among established landscaping with wonderful neighbors and an abundance of opportunities for leisurely walks, this inviting property provides a peaceful retreat while keeping you close to everything Southern Pines has to offer. Equestrian enthusiasts may even have the opportunity to find boarding for a horse directly across the street! From the welcoming front porch, step inside to a bright, open-concept floor plan filled with natural light. The spacious kitchen flows seamlessly into the living and dining areas, while the dining room opens to an expansive, partially covered back deck--ideal for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. A secondary deck provides convenient access to the two-car garage and backyard. The first floor includes a full bath and a fourth bedroom, currently used as a comfortable home office. Upstairs, you'll find a spacious laundry room, two guest bedrooms, and a generous primary suite featuring a walk-in closet and beautifully appointed bath with a tile d walk-in shower, double vanity, and water closet. Outside, the thoughtfully landscaped backyard provides both beauty and privacy, with a firepit, built-in irrigation system, and clever under-deck storage adding to the home's functionality and appeal. Home comes with transferable termite bond. The seller has made numerous thoughtful upgrades to the home, detailed separately, making this move-in-ready property an exceptional opportunity in Southern Pines.

339 Braden Rd, Southern Pines

Courtesy of DeSell & Co Realty Group

$387,500

Great location on the corner of Midland Road and Pennsylvania Avenue across from the Knollwood Golf Course. Easy access to the Hospital, Highway 1, Fort Bragg etc. This single level ranch has many updates at an exceptional price. New flooring in the main areas and hardwood flooring under the carpet of 3 of the 4 bedrooms. Addition of large master bedroom and master bath with separate entrance would be perfect for a mother-in-law suite, home gym or golf rental. Living room is light and bright and has adjacent sun room with access to screened porch. Kitchen is open to eating space with additional access to screened porch. Large utility room with shelves for pantry. New windows in bedrooms and pool room. Separate storage building could be used for workshop or potting shed. Nearly 1/2 acre. Close to schools and shopping.

4 Beds ⋅ 3 Baths ⋅ 100601780 MLS

Great location on the corner of Midland Road and Pennsylvania Avenue across from the Knollwood Golf Course. Easy access to the Hospital, Highway 1, Fort Bragg etc. This single level ranch has many updates at an exceptional price. New flooring in the main areas and hardwood flooring under the carpet of 3 of the 4 bedrooms. Addition of large master bedroom and master bath with separate entrance would be perfect for a mother-in-law suite, home gym or golf rental. Living room is light and bright and has adjacent sun room with access to screened porch. Kitchen is open to eating space with additional access to screened porch. Large utility room with shelves for pantry. New windows in bedrooms and pool room. Separate storage building could be used for workshop or potting shed. Nearly 1/2 acre. Close to schools and shopping.

1360 Midland Rd, Southern Pines

Courtesy of Lin Hutaff's Pinehurst Realty Group

Buyer Representative Pineland Property Group LLC

$395,000

Built in 2024, this 3-bedroom, 2.5-bath home offers a fresh, modern feel with an open and inviting floor plan designed for everyday living and entertaining. The main living area flows seamlessly from the spacious kitchen and dining area into the living room, where a cozy fireplace creates a natural gathering place. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a large island with bar seating. Upstairs, you'll find all three bedrooms, including a spacious primary suite, along with additional flexible living space. Outside, the fully fenced backyard is a standout, offering plenty of room to relax, play or entertain. Gather around the custom firepit area, enjoy evenings under the covered back patio, or take advantage of the generous lawn space. A two-car garage adds even more everyday convenience. Located in Shaw's Landing with convenient access to Southern Pines and surrounding Moore County amenities

3 Beds ⋅ 3 Baths ⋅ LP768751 MLS

Built in 2024, this 3-bedroom, 2.5-bath home offers a fresh, modern feel with an open and inviting floor plan designed for everyday living and entertaining. The main living area flows seamlessly from the spacious kitchen and dining area into the living room, where a cozy fireplace creates a natural gathering place. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a large island with bar seating. Upstairs, you'll find all three bedrooms, including a spacious primary suite, along with additional flexible living space. Outside, the fully fenced backyard is a standout, offering plenty of room to relax, play or entertain. Gather around the custom firepit area, enjoy evenings under the covered back patio, or take advantage of the generous lawn space. A two-car garage adds even more everyday convenience. Located in Shaw's Landing with convenient access to Southern Pines and surrounding Moore County amenities

433 Kendall Dr, Southern Pines

Seller Representative MEESE PROPERTY GROUP

Buyer Representative

$395,000

Built in 2024, this 3-bedroom, 2.5-bath home offers a fresh, modern feel with an open and inviting floor plan designed for everyday living and entertaining. The main living area flows seamlessly from the spacious kitchen and dining area into the living room, where a cozy fireplace creates a natural gathering place. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a large island with bar seating. Upstairs, you'll find all three bedrooms, including a spacious primary suite, along with additional flexible living space. Outside, the fully fenced backyard is a standout, offering plenty of room to relax, play or entertain. Gather around the custom firepit area, enjoy evenings under the covered back patio, or take advantage of the generous lawn space. A two-car garage adds even more everyday convenience. Located in Shaw's Landing with convenient access to Southern Pines and surrounding Moore County amenities

3 Beds ⋅ 3 Baths ⋅ 768751 MLS

Built in 2024, this 3-bedroom, 2.5-bath home offers a fresh, modern feel with an open and inviting floor plan designed for everyday living and entertaining. The main living area flows seamlessly from the spacious kitchen and dining area into the living room, where a cozy fireplace creates a natural gathering place. The kitchen features granite countertops, stainless steel appliances, ample cabinetry and a large island with bar seating. Upstairs, you'll find all three bedrooms, including a spacious primary suite, along with additional flexible living space. Outside, the fully fenced backyard is a standout, offering plenty of room to relax, play or entertain. Gather around the custom firepit area, enjoy evenings under the covered back patio, or take advantage of the generous lawn space. A two-car garage adds even more everyday convenience. Located in Shaw's Landing with convenient access to Southern Pines and surrounding Moore County amenities

433 Kendall Drive, Southern Pines

Courtesy of MEESE PROPERTY GROUP

Buyer Representative Non Member Office

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