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Step back in time without sacrificing comfort. This lovingly maintained 1935 gem, in the downtown Southern Pines area, radiates the kind of character and charm that simply not built today. From the moment you arrive, the sweeping circular gravel driveway and brick-paved motor court set the tone for something truly special. Inside, rich original hardwood floors, which are in excellent condition, anchor most rooms, while intricate woodwork details tell the story of a bygone era of craftsmanship. A soaring great room ceiling, with hand hewn beams, add a bit of visual flair. Both bedrooms offer the luxury of private ensuite full bathrooms, which have been partially updated -- a rare and thoughtful feature that blends vintage appeal with modern convenience. The partially finished basement offers room for additional sleeping accommodations, or a rec room space. There is a large floored attic with convenient built in ladder for easy access to all your storage space! Step outside to enjoy not one, but two exceptional outdoor living spaces: a generous open front patio perfect for morning coffee and neighborly conversation, and a large covered rear patio ideal for entertaining year-round. The beautifully landscaped grounds, further enhanced by charming brick walkways leading to convenient storage sheds, and a large rear parking area round out the property's impressive functionality. Move-in ready and meticulously cared for over the decades, this is a one-of-a-kind property that offers timeless elegance just minutes from the shops, dining, and charm of downtown Southern Pines. Homes like this don't come along often -- don't miss your chance to own a true piece of local history.

2 Beds ⋅ 3 Baths ⋅ 100563232 MLS

Step back in time without sacrificing comfort. This lovingly maintained 1935 gem, in the downtown Southern Pines area, radiates the kind of character and charm that simply not built today. From the moment you arrive, the sweeping circular gravel driveway and brick-paved motor court set the tone for something truly special. Inside, rich original hardwood floors, which are in excellent condition, anchor most rooms, while intricate woodwork details tell the story of a bygone era of craftsmanship. A soaring great room ceiling, with hand hewn beams, add a bit of visual flair. Both bedrooms offer the luxury of private ensuite full bathrooms, which have been partially updated -- a rare and thoughtful feature that blends vintage appeal with modern convenience. The partially finished basement offers room for additional sleeping accommodations, or a rec room space. There is a large floored attic with convenient built in ladder for easy access to all your storage space! Step outside to enjoy not one, but two exceptional outdoor living spaces: a generous open front patio perfect for morning coffee and neighborly conversation, and a large covered rear patio ideal for entertaining year-round. The beautifully landscaped grounds, further enhanced by charming brick walkways leading to convenient storage sheds, and a large rear parking area round out the property's impressive functionality. Move-in ready and meticulously cared for over the decades, this is a one-of-a-kind property that offers timeless elegance just minutes from the shops, dining, and charm of downtown Southern Pines. Homes like this don't come along often -- don't miss your chance to own a true piece of local history.

535 E Morganton Rd, Southern Pines

$530,000

Welcome to this beautifully maintained home in The Cottages at Midland, where comfort, style, and low-maintenance living come together perfectly. Tucked away on a quiet cul-de-sac, this thoughtfully designed home offers 3 bedrooms, 3 full bathrooms, and a versatile flex room currently used as an office that could easily serve as a fourth bedroom, hobby room, or guest space. From the moment you step inside, you'll appreciate the bright, open floor plan and quality finishes throughout. Engineered hardwood floors flow through the main living areas, creating a warm and cohesive feel, while plantation shutters add timeless character and charm. The spacious living room opens seamlessly to the dining area and kitchen, making the home ideal for both everyday living and entertaining. The kitchen is a standout feature, offering beautiful quartz countertops, ample cabinetry, and generous workspace for cooking, gathering, and hosting family and friends. The main-level primary suite provides a peaceful retreat with a large walk-in closet and a well-appointed ensuite bath. Also on the main floor are an additional bedroom and full bathroom, along with the flexible office space that can easily adapt to your needs. Upstairs, guests or family members will enjoy a private suite complete with a spacious bedroom, full bathroom, and large walk-in closet, offering comfort and privacy for everyone. Step outside to the screened porch and enjoy your morning coffee or evening unwind while overlooking the fully fenced backyard. Pine straw landscaping in the back keeps maintenance to a minimum, while the professionally landscaped front yard creates welcoming curb appeal. Conveniently located just minutes from Pinehurst and Southern Pines, with easy access to shopping, dining, healthcare, and world-renowned golf, this move-in-ready home offers the perfect combination of flexibility, thoughtful upgrades, and easy living.

4 Beds ⋅ 3 Baths ⋅ 100579303 MLS

Welcome to this beautifully maintained home in The Cottages at Midland, where comfort, style, and low-maintenance living come together perfectly. Tucked away on a quiet cul-de-sac, this thoughtfully designed home offers 3 bedrooms, 3 full bathrooms, and a versatile flex room currently used as an office that could easily serve as a fourth bedroom, hobby room, or guest space. From the moment you step inside, you'll appreciate the bright, open floor plan and quality finishes throughout. Engineered hardwood floors flow through the main living areas, creating a warm and cohesive feel, while plantation shutters add timeless character and charm. The spacious living room opens seamlessly to the dining area and kitchen, making the home ideal for both everyday living and entertaining. The kitchen is a standout feature, offering beautiful quartz countertops, ample cabinetry, and generous workspace for cooking, gathering, and hosting family and friends. The main-level primary suite provides a peaceful retreat with a large walk-in closet and a well-appointed ensuite bath. Also on the main floor are an additional bedroom and full bathroom, along with the flexible office space that can easily adapt to your needs. Upstairs, guests or family members will enjoy a private suite complete with a spacious bedroom, full bathroom, and large walk-in closet, offering comfort and privacy for everyone. Step outside to the screened porch and enjoy your morning coffee or evening unwind while overlooking the fully fenced backyard. Pine straw landscaping in the back keeps maintenance to a minimum, while the professionally landscaped front yard creates welcoming curb appeal. Conveniently located just minutes from Pinehurst and Southern Pines, with easy access to shopping, dining, healthcare, and world-renowned golf, this move-in-ready home offers the perfect combination of flexibility, thoughtful upgrades, and easy living.

255 Luss Ln, Southern Pines

$765,000

Tastefully updated and set on a truly exceptional 3-acre homesite in the Southern Pines ETJ, this property is defined by its breathtaking setting. The land itself is the showstopper; gently nestled among mature trees, offering a rare sense of privacy, natural beauty, and tranquility that's increasingly hard to find. As you approach, the home reveals itself through the trees, creating a striking first impression, complemented by a sweeping circular driveway and side-loading garage. The grounds feel like a private retreat; expansive, peaceful, and beautifully landscaped, with dappled sunlight filtering through the canopy. Whether you envision a future pool, garden, or simply room to roam, the setting offers endless possibilities while maintaining an estate-like feel. Despite its secluded ambiance, the location is remarkably convenient; just five minutes from the heart of downtown Southern Pines, where you'll find charming shops, dining, and everyday amenities. This unique combination of accessibility and serenity makes the property truly special. Inside, the home features a classic, traditional floor plan enhanced by thoughtful updates, including a renovated kitchen and bathrooms. A welcoming foyer leads to a formal dining room, while the updated kitchen opens to a cozy keeping room with a fireplace. From here, step out to the screened porch and take in the peaceful surroundings. The main level includes a spacious primary suite along with a guest bedroom and bathroom, offering convenient first-floor living. Upstairs, you'll find an additional bedroom, bathroom and a versatile bonus room, (optional 4TH BEDROOM) ideal for a home office, playroom, or media space. A walk-in attic provides abundant storage or the opportunity to finish for extra square footage. Additional highlights include a separate storage area off the garage, perfectly suited for a home gym, workshop, or hobby space. This is a rare opportunity to own a property where the land truly stands out--offering privacy, natural beauty, a peaceful setting and a lifestyle that feels worlds away, yet close to everything!

3 Beds ⋅ 3 Baths ⋅ 100568452 MLS

Tastefully updated and set on a truly exceptional 3-acre homesite in the Southern Pines ETJ, this property is defined by its breathtaking setting. The land itself is the showstopper; gently nestled among mature trees, offering a rare sense of privacy, natural beauty, and tranquility that's increasingly hard to find. As you approach, the home reveals itself through the trees, creating a striking first impression, complemented by a sweeping circular driveway and side-loading garage. The grounds feel like a private retreat; expansive, peaceful, and beautifully landscaped, with dappled sunlight filtering through the canopy. Whether you envision a future pool, garden, or simply room to roam, the setting offers endless possibilities while maintaining an estate-like feel. Despite its secluded ambiance, the location is remarkably convenient; just five minutes from the heart of downtown Southern Pines, where you'll find charming shops, dining, and everyday amenities. This unique combination of accessibility and serenity makes the property truly special. Inside, the home features a classic, traditional floor plan enhanced by thoughtful updates, including a renovated kitchen and bathrooms. A welcoming foyer leads to a formal dining room, while the updated kitchen opens to a cozy keeping room with a fireplace. From here, step out to the screened porch and take in the peaceful surroundings. The main level includes a spacious primary suite along with a guest bedroom and bathroom, offering convenient first-floor living. Upstairs, you'll find an additional bedroom, bathroom and a versatile bonus room, (optional 4TH BEDROOM) ideal for a home office, playroom, or media space. A walk-in attic provides abundant storage or the opportunity to finish for extra square footage. Additional highlights include a separate storage area off the garage, perfectly suited for a home gym, workshop, or hobby space. This is a rare opportunity to own a property where the land truly stands out--offering privacy, natural beauty, a peaceful setting and a lifestyle that feels worlds away, yet close to everything!

141 Bridgewater Dr, Southern Pines

$280,000

Charming brick home on a double corner lot just blocks from the heart of downtown Southern Pines! Conveniently located near local shopping, dining, parks, and entertainment, this inviting property blends character, functionality, and location. Inside, you'll find a bright and welcoming living space with an easy flow into the dining area and updated kitchen featuring white cabinetry, subway tile backsplash, and stainless steel appliances. The home offers 3 bedrooms and 2 full bathrooms, with the third bedroom not containing a closet -- making it a perfect space for a guest suite, home office, den, or flex room to fit your needs. Outside, enjoy a fenced backyard with deck and fire pit area, ideal for relaxing or entertaining, along with mature trees that provide added privacy and charm. An assumable 2.875% VA loan offers an incredible opportunity for qualified VA buyers. Whether you're looking for a primary residence, investment opportunity, or downtown retreat, this Southern Pines gem is full of possibilities.

3 Beds ⋅ 2 Baths ⋅ 100572084 MLS

Charming brick home on a double corner lot just blocks from the heart of downtown Southern Pines! Conveniently located near local shopping, dining, parks, and entertainment, this inviting property blends character, functionality, and location. Inside, you'll find a bright and welcoming living space with an easy flow into the dining area and updated kitchen featuring white cabinetry, subway tile backsplash, and stainless steel appliances. The home offers 3 bedrooms and 2 full bathrooms, with the third bedroom not containing a closet -- making it a perfect space for a guest suite, home office, den, or flex room to fit your needs. Outside, enjoy a fenced backyard with deck and fire pit area, ideal for relaxing or entertaining, along with mature trees that provide added privacy and charm. An assumable 2.875% VA loan offers an incredible opportunity for qualified VA buyers. Whether you're looking for a primary residence, investment opportunity, or downtown retreat, this Southern Pines gem is full of possibilities.

580 W Maine Ave, Southern Pines

$412,500

Charming single-level brick ranch in the desirable Knollwood community! Ideally located within walking distance of downtown Southern Pines, this well-maintained home offers convenient access to local shops, restaurants, and entertainment. Thoughtfully updated throughout, improvements include fresh interior and exterior paint, beautiful quartz kitchen countertops, a new stove and refrigerator, under-cabinet lighting, updated bathroom vanities, and new tile flooring in the bathrooms. (A complete list of updates is available in the associated documents section.) The functional floor plan provides comfortable living and an easy flow between spaces. Outside, you'll find a spacious carport and a convenient storage building, offering additional room for tools, hobbies, or seasonal items. This move-in-ready home combines classic charm with modern updates in a prime Southern Pines location. **Home is being sold furnished**

3 Beds ⋅ 2 Baths ⋅ 100581340 MLS

Charming single-level brick ranch in the desirable Knollwood community! Ideally located within walking distance of downtown Southern Pines, this well-maintained home offers convenient access to local shops, restaurants, and entertainment. Thoughtfully updated throughout, improvements include fresh interior and exterior paint, beautiful quartz kitchen countertops, a new stove and refrigerator, under-cabinet lighting, updated bathroom vanities, and new tile flooring in the bathrooms. (A complete list of updates is available in the associated documents section.) The functional floor plan provides comfortable living and an easy flow between spaces. Outside, you'll find a spacious carport and a convenient storage building, offering additional room for tools, hobbies, or seasonal items. This move-in-ready home combines classic charm with modern updates in a prime Southern Pines location. **Home is being sold furnished**

197 Midland Rd, Southern Pines

$370,000

Opportunity awaits! This home is being sold AS-IS and is priced to reflect the renovations it requires. Featuring a functional floor plan, the property offers an excellent opportunity for a complete transformation, both inside and out. Ideal for investors, contractors, or buyers looking to take on a renovation project, this home is ready for someone with vision to restore it to its full potential.

5 Beds ⋅ 3 Baths ⋅ 100585213 MLS

Opportunity awaits! This home is being sold AS-IS and is priced to reflect the renovations it requires. Featuring a functional floor plan, the property offers an excellent opportunity for a complete transformation, both inside and out. Ideal for investors, contractors, or buyers looking to take on a renovation project, this home is ready for someone with vision to restore it to its full potential.

130 Cliff Rd, Southern Pines

$395,000

Move right in! Open Floorplan with tall ceilings and wonderful windows to allow the natural light to fill the rooms with sunshine. Lots of upgrades and end unit with carport and storage closets. First floor foyer opens to long views of windows and outside vistas. Master bedroom and second bedroom/office on the first floor. Situated on a large pond (water currently drained and not yet repaired - no finish date available). First floor deck and lower level deck provide outdoor enjoyment for morning coffee or afternoon cocktails. Upstairs is the 3rd bedroom/bath, loft area and walk in storage for Christmas decorations, luggage etc. The lower level has second family room, 4th bedroom and bath, plus deck. Longleaf Country Club, home of U.S. Kids Golf, is perfectly situated between Pinehurst, NC and Southern Pines, NC. Just over a mile to the College, Library, Shopping etc. Easy drive to Fort Bragg. Floorplan including lower level will be online within the week. Call Longleaf CC for membership options. Longleaf CC membership NOT INCLUDED IN PURCHASE PRICE.

4 Beds ⋅ 4 Baths ⋅ 100563299 MLS ⋅ Longleaf CC BLDG.

Move right in! Open Floorplan with tall ceilings and wonderful windows to allow the natural light to fill the rooms with sunshine. Lots of upgrades and end unit with carport and storage closets. First floor foyer opens to long views of windows and outside vistas. Master bedroom and second bedroom/office on the first floor. Situated on a large pond (water currently drained and not yet repaired - no finish date available). First floor deck and lower level deck provide outdoor enjoyment for morning coffee or afternoon cocktails. Upstairs is the 3rd bedroom/bath, loft area and walk in storage for Christmas decorations, luggage etc. The lower level has second family room, 4th bedroom and bath, plus deck. Longleaf Country Club, home of U.S. Kids Golf, is perfectly situated between Pinehurst, NC and Southern Pines, NC. Just over a mile to the College, Library, Shopping etc. Easy drive to Fort Bragg. Floorplan including lower level will be online within the week. Call Longleaf CC for membership options. Longleaf CC membership NOT INCLUDED IN PURCHASE PRICE.

179 N Knoll Rd, Southern Pines

$899,000

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

3 Beds ⋅ 3 Baths ⋅ 100559782 MLS

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

175 Longleaf Rd, Southern Pines

$521,000

**8,000 Seller concession** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

3 Beds ⋅ 4 Baths ⋅ 100551525 MLS

**8,000 Seller concession** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

102 Lexington Ln, Southern Pines

$640,000

Price reduced and now with a grilling patio! Rare offering of new construction on the 2nd fairway and green of Longleaf golf course, now home to US Kids Golf. This beautiful, well-designed home is now complete! 2,400 SF 4BR/3.5BA with open-concept floor plan; eat-in kitchen with bar/island and pantry; great room with gas log fireplace and built-ins; screened porch overlooking golf course; luxurious master suite with soaking tub, walk-in tiled shower, private lavatory, and solid shelving in closets. White oak wood floors in all main living areas and the master bedroom. Three bedrooms on the main level with a spacious 4th bedroom/bonus room and bath on the second floor. Sink in the laundry room. The entrance driveway is shared with the neighbor. HOA dues of $617 per year help with common area maintenance within the Longleaf Country Club neighborhood. Fireplace mantel can be painted or stained to buyers' color choice. Note that a 10x10 grilling patio will be constructed soon!

4 Beds ⋅ 4 Baths ⋅ 100549868 MLS

Price reduced and now with a grilling patio! Rare offering of new construction on the 2nd fairway and green of Longleaf golf course, now home to US Kids Golf. This beautiful, well-designed home is now complete! 2,400 SF 4BR/3.5BA with open-concept floor plan; eat-in kitchen with bar/island and pantry; great room with gas log fireplace and built-ins; screened porch overlooking golf course; luxurious master suite with soaking tub, walk-in tiled shower, private lavatory, and solid shelving in closets. White oak wood floors in all main living areas and the master bedroom. Three bedrooms on the main level with a spacious 4th bedroom/bonus room and bath on the second floor. Sink in the laundry room. The entrance driveway is shared with the neighbor. HOA dues of $617 per year help with common area maintenance within the Longleaf Country Club neighborhood. Fireplace mantel can be painted or stained to buyers' color choice. Note that a 10x10 grilling patio will be constructed soon!

132 Hunter Trl, Southern Pines

$760,000

Tucked into the established James Creek community in Southern Pines, this five bedroom plus bonus room home sits on 1.35 acres and offers a rare blend of privacy, flexibility, and everyday livability, set against a backdrop of mature pines and natural landscape that immediately feels like an escape. If you have been searching for homes for sale in Southern Pines NC that offer space, privacy, and a functional layout, this one stands out. From the moment you arrive, the home's classic exterior and inviting front entry set a quiet, welcoming tone. Inside, the foyer opens to light filled spaces with clean lines, detailed trim work, and a layout that balances openness with defined living areas. Just off the entry, a cozy sitting room creates the perfect place to unwind or gather, while the main living area opens up to a spacious, connected flow designed for both everyday living and entertaining. The living room is anchored by a fireplace with custom built ins, creating a natural focal point, while expansive windows bring in soft, filtered light from the surrounding trees. At the heart of the home, the kitchen is both functional and inviting, featuring granite countertops, ample cabinetry, stainless steel appliances, and a large center island with bar seating. It seamlessly connects to a casual dining area framed by windows overlooking the backyard, making it a space that truly lives well day to day. For buyers looking for a move in ready home in Southern Pines with an open concept kitchen and living space, this layout delivers. For more formal gatherings, a dedicated dining room offers a refined setting with timeless details and natural light. The main level primary suite provides a comfortable and private retreat, complete with an en suite bath and easy access to the main living areas, ideal for both convenience and long term flexibility. Homes with a primary suite on the main level in Southern Pines NC are always in demand, and this one offers both function and privacy. Upstairs, additional bedrooms are thoughtfully spaced, offering room for family, guests, or work from home needs. In addition to the five bedrooms, the bonus room provides even more flexibility and features custom built ins, currently used as a playroom but easily adaptable as a media room, office, or additional living space. Outside, the setting truly shines. Set on 1.35 acres and surrounded by mature trees, the property offers a level of privacy that is increasingly hard to find, while still providing usable space to relax, play, or entertain. Thoughtfully designed landscape lighting enhances the exterior in the evening, creating a warm and inviting atmosphere that extends the living experience beyond the interior. Ideally positioned, the home is also walkable to Weymouth Woods Sandhills Nature Preserve, offering easy access to miles of scenic trails and one of the area's most loved outdoor escapes. If you are looking for a home with a private, wooded lot in Southern Pines, this setting is hard to replicate. With a layout that adapts to the way you live, five bedrooms plus a bonus room, custom built ins, and a setting that feels tucked away yet close to everything Southern Pines has to offer, this home delivers a balance of space, comfort, and lifestyle that is hard to replicate

5 Beds ⋅ 3 Baths ⋅ 100569748 MLS

Tucked into the established James Creek community in Southern Pines, this five bedroom plus bonus room home sits on 1.35 acres and offers a rare blend of privacy, flexibility, and everyday livability, set against a backdrop of mature pines and natural landscape that immediately feels like an escape. If you have been searching for homes for sale in Southern Pines NC that offer space, privacy, and a functional layout, this one stands out. From the moment you arrive, the home's classic exterior and inviting front entry set a quiet, welcoming tone. Inside, the foyer opens to light filled spaces with clean lines, detailed trim work, and a layout that balances openness with defined living areas. Just off the entry, a cozy sitting room creates the perfect place to unwind or gather, while the main living area opens up to a spacious, connected flow designed for both everyday living and entertaining. The living room is anchored by a fireplace with custom built ins, creating a natural focal point, while expansive windows bring in soft, filtered light from the surrounding trees. At the heart of the home, the kitchen is both functional and inviting, featuring granite countertops, ample cabinetry, stainless steel appliances, and a large center island with bar seating. It seamlessly connects to a casual dining area framed by windows overlooking the backyard, making it a space that truly lives well day to day. For buyers looking for a move in ready home in Southern Pines with an open concept kitchen and living space, this layout delivers. For more formal gatherings, a dedicated dining room offers a refined setting with timeless details and natural light. The main level primary suite provides a comfortable and private retreat, complete with an en suite bath and easy access to the main living areas, ideal for both convenience and long term flexibility. Homes with a primary suite on the main level in Southern Pines NC are always in demand, and this one offers both function and privacy. Upstairs, additional bedrooms are thoughtfully spaced, offering room for family, guests, or work from home needs. In addition to the five bedrooms, the bonus room provides even more flexibility and features custom built ins, currently used as a playroom but easily adaptable as a media room, office, or additional living space. Outside, the setting truly shines. Set on 1.35 acres and surrounded by mature trees, the property offers a level of privacy that is increasingly hard to find, while still providing usable space to relax, play, or entertain. Thoughtfully designed landscape lighting enhances the exterior in the evening, creating a warm and inviting atmosphere that extends the living experience beyond the interior. Ideally positioned, the home is also walkable to Weymouth Woods Sandhills Nature Preserve, offering easy access to miles of scenic trails and one of the area's most loved outdoor escapes. If you are looking for a home with a private, wooded lot in Southern Pines, this setting is hard to replicate. With a layout that adapts to the way you live, five bedrooms plus a bonus room, custom built ins, and a setting that feels tucked away yet close to everything Southern Pines has to offer, this home delivers a balance of space, comfort, and lifestyle that is hard to replicate

108 James Creek Rd, Southern Pines

$534,000

Distinguished Historic District Residence in the Heart of Southern Pines SELLER HAS EXTENSIVELY UPGRADED HVAC, DUCTWORK AND CRAWLSPACE. Perfectly positioned in the coveted Historic District of Southern Pines, just one and a half blocks from Broad Street, this exceptional residence blends preserved architectural heritage with refined modern comfort. Rich heart pine flooring flows throughout, complemented by magnificent original six-pane interior and exterior doors and extraordinary crown molding, baseboards, and decorative ceilings that showcase rare historic craftsmanship. The flexible floor plan includes a sophisticated third bedroom/office/bar and entertainment room. The spacious primary suite serves as a private retreat featuring a double vanity, expansive walk-in shower, private water closet, generous walk-in closet, and convenient laundry room access. Upstairs, guests will appreciate a well-appointed bedroom with full bath and large walk-in closet. The inviting kitchen features a farmhouse sink, charming breakfast nook, and vaulted ceiling. Outdoors, a fenced rear garden showcases a striking stone chimney fire pit surrounded by a flagstone patio, along with expansive wooden front and rear porches ideal for relaxed Southern living. Additional highlights include beautiful stained glass windows, cellar with vapor barrier for excellent storage, two-car off-street parking, and classic tin roof. A rare opportunity offering historic integrity, architectural detail, and walkable village living in one of Southern Pines' most desirable locations.

3 Beds ⋅ 3 Baths ⋅ 100557660 MLS

Distinguished Historic District Residence in the Heart of Southern Pines SELLER HAS EXTENSIVELY UPGRADED HVAC, DUCTWORK AND CRAWLSPACE. Perfectly positioned in the coveted Historic District of Southern Pines, just one and a half blocks from Broad Street, this exceptional residence blends preserved architectural heritage with refined modern comfort. Rich heart pine flooring flows throughout, complemented by magnificent original six-pane interior and exterior doors and extraordinary crown molding, baseboards, and decorative ceilings that showcase rare historic craftsmanship. The flexible floor plan includes a sophisticated third bedroom/office/bar and entertainment room. The spacious primary suite serves as a private retreat featuring a double vanity, expansive walk-in shower, private water closet, generous walk-in closet, and convenient laundry room access. Upstairs, guests will appreciate a well-appointed bedroom with full bath and large walk-in closet. The inviting kitchen features a farmhouse sink, charming breakfast nook, and vaulted ceiling. Outdoors, a fenced rear garden showcases a striking stone chimney fire pit surrounded by a flagstone patio, along with expansive wooden front and rear porches ideal for relaxed Southern living. Additional highlights include beautiful stained glass windows, cellar with vapor barrier for excellent storage, two-car off-street parking, and classic tin roof. A rare opportunity offering historic integrity, architectural detail, and walkable village living in one of Southern Pines' most desirable locations.

225 E Vermont Ave, Southern Pines

$865,000

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

4 Beds ⋅ 5 Baths ⋅ 100525465 MLS

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

125 Williams Rd, Southern Pines

$350,000

Located in the heart of downtown Southern Pines, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Enjoy easy access to parks, top-rated schools, local restaurants, farmers markets, shops, and the vibrant community events that define Southern Pines--from parades to seasonal festivals. Thoughtfully updated, the home features refinished hardwood floors throughout, a light-filled living space, and a stylish kitchen with quartz countertops, custom soft-close cabinetry, tile backsplash, and a full suite of updated appliances. A dedicated office space provides flexibility for working from home or additional living needs. The bathroom has been tastefully redesigned with a tiled shower, updated flooring, and modern fixtures. Major improvements include a roof (2024) and HVAC system with new ductwork (2024), along with updated electrical, lighting, and interior finishes--offering both style and peace of mind. New front and rear decks provide inviting outdoor spaces to relax and entertain. Situated on a flat, landscaped, and fully fenced lot, the outdoor space offers both privacy and usability--ideal for entertaining, gardening, or simply enjoying the Carolina seasons. A truly special opportunity to own a move-in ready home in one of Southern Pines' most desirable locations.

2 Beds ⋅ 1 Baths ⋅ 100568423 MLS

Located in the heart of downtown Southern Pines, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Enjoy easy access to parks, top-rated schools, local restaurants, farmers markets, shops, and the vibrant community events that define Southern Pines--from parades to seasonal festivals. Thoughtfully updated, the home features refinished hardwood floors throughout, a light-filled living space, and a stylish kitchen with quartz countertops, custom soft-close cabinetry, tile backsplash, and a full suite of updated appliances. A dedicated office space provides flexibility for working from home or additional living needs. The bathroom has been tastefully redesigned with a tiled shower, updated flooring, and modern fixtures. Major improvements include a roof (2024) and HVAC system with new ductwork (2024), along with updated electrical, lighting, and interior finishes--offering both style and peace of mind. New front and rear decks provide inviting outdoor spaces to relax and entertain. Situated on a flat, landscaped, and fully fenced lot, the outdoor space offers both privacy and usability--ideal for entertaining, gardening, or simply enjoying the Carolina seasons. A truly special opportunity to own a move-in ready home in one of Southern Pines' most desirable locations.

465 N Leak St, Southern Pines

$700,000

Located on the 2nd green of Talamore Golf Course in the highly sought-after Talamore community of Southern Pines, this 4-bedroom, 3.5-bath home offers a rare combination of space, functionality, and lifestyle. Positioned on the green, the home is designed to maximize natural light and views, with soaring ceilings and arched windows creating a bright, open interior. Hardwood flooring runs throughout the main living areas, while the living room is anchored by a fireplace and custom built-ins, offering a refined yet comfortable setting for both everyday living and entertaining. The kitchen and breakfast area overlook the golf course and flow seamlessly into the living spaces, creating an easy, livable design. The main-level primary suite provides a private retreat, complete with a spacious bathroom and dual walk-in closets. Just beyond, a private study extends the suite, connected by a built-in desk area and wet bar, creating a flexible space ideal for a home office, lounge, or quiet sitting area. Two additional bedrooms are located on the main level with a shared bathroom, offering a functional layout for guests or family. Upstairs, a private guest suite with a full bath is complemented by both a loft and a bonus room, providing flexible space for additional living, work, or recreation. Set within Talamore, one of Southern Pines' premier golf course communities, this home offers a tranquil setting just minutes from downtown Southern Pines, the Village of Pinehurst, and world-class golf. Membership to Talamore, Mid South Club, and Legacy Lakes is available, offering access to three premier golf courses, clubhouses, pools, tennis, and additional amenities, with multiple membership levels to suit a variety of lifestyles.

4 Beds ⋅ 4 Baths ⋅ 100561950 MLS

Located on the 2nd green of Talamore Golf Course in the highly sought-after Talamore community of Southern Pines, this 4-bedroom, 3.5-bath home offers a rare combination of space, functionality, and lifestyle. Positioned on the green, the home is designed to maximize natural light and views, with soaring ceilings and arched windows creating a bright, open interior. Hardwood flooring runs throughout the main living areas, while the living room is anchored by a fireplace and custom built-ins, offering a refined yet comfortable setting for both everyday living and entertaining. The kitchen and breakfast area overlook the golf course and flow seamlessly into the living spaces, creating an easy, livable design. The main-level primary suite provides a private retreat, complete with a spacious bathroom and dual walk-in closets. Just beyond, a private study extends the suite, connected by a built-in desk area and wet bar, creating a flexible space ideal for a home office, lounge, or quiet sitting area. Two additional bedrooms are located on the main level with a shared bathroom, offering a functional layout for guests or family. Upstairs, a private guest suite with a full bath is complemented by both a loft and a bonus room, providing flexible space for additional living, work, or recreation. Set within Talamore, one of Southern Pines' premier golf course communities, this home offers a tranquil setting just minutes from downtown Southern Pines, the Village of Pinehurst, and world-class golf. Membership to Talamore, Mid South Club, and Legacy Lakes is available, offering access to three premier golf courses, clubhouses, pools, tennis, and additional amenities, with multiple membership levels to suit a variety of lifestyles.

16 Mcnish Rd, Southern Pines

$350,000

Charming brick 3BR/2BA home in the desirable Highland Trails neighborhood of Southern Pines. This well-maintained home features beautiful wood floors, a cozy wood stove, a galley kitchen, a Carolina room, a whole-house generator, and more. Situated on just over half an acre, the property feels privately tucked away among mature trees and lush landscaping. The spacious fenced backyard offers plenty of room for a garden, play set, or outdoor entertaining. Additional highlights include an encapsulated crawl space and a carport. A rare opportunity in a sought-after location with Highland Trails being a voluntary HOA. Conveniently located just minutes from downtown attractions and an easy commute to Fort Bragg. Priced to make you move!

3 Beds ⋅ 2 Baths ⋅ 100576902 MLS

Charming brick 3BR/2BA home in the desirable Highland Trails neighborhood of Southern Pines. This well-maintained home features beautiful wood floors, a cozy wood stove, a galley kitchen, a Carolina room, a whole-house generator, and more. Situated on just over half an acre, the property feels privately tucked away among mature trees and lush landscaping. The spacious fenced backyard offers plenty of room for a garden, play set, or outdoor entertaining. Additional highlights include an encapsulated crawl space and a carport. A rare opportunity in a sought-after location with Highland Trails being a voluntary HOA. Conveniently located just minutes from downtown attractions and an easy commute to Fort Bragg. Priced to make you move!

305 Selkirk Trl, Southern Pines

$325,000

Welcome to 730 W Illinois Avenue, ideally located just minutes from the heart of Southern Pines. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers a bright, open layout filled with natural light, complemented by crisp white cabinetry and stainless steel appliances. The thoughtfully designed floor plan features spacious bedrooms, well-appointed bathrooms, and a large primary suite complete with an oversized walk-in closet. The kitchen is the heart of the home, boasting ample cabinetry and a generous island--perfect for entertaining or everyday living. Step outside to a generously sized, fenced-in backyard--ideal for gatherings, gardening, pets, or simply relaxing in your own private retreat. With convenient access to downtown Southern Pines, you'll be just moments from local shops, dining, parks, and renowned golf courses. Whether you're searching for a primary residence, investment opportunity, or your next home in Moore County, this property offer endless opportunity. **Seller providing a 1 year home warranty, transferable termite bond and is offering $3000 in closings costs with an acceptable offer AND will provide a pre-listing home inspection report.**

3 Beds ⋅ 3 Baths ⋅ LP762191 MLS

Welcome to 730 W Illinois Avenue, ideally located just minutes from the heart of Southern Pines. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers a bright, open layout filled with natural light, complemented by crisp white cabinetry and stainless steel appliances. The thoughtfully designed floor plan features spacious bedrooms, well-appointed bathrooms, and a large primary suite complete with an oversized walk-in closet. The kitchen is the heart of the home, boasting ample cabinetry and a generous island--perfect for entertaining or everyday living. Step outside to a generously sized, fenced-in backyard--ideal for gatherings, gardening, pets, or simply relaxing in your own private retreat. With convenient access to downtown Southern Pines, you'll be just moments from local shops, dining, parks, and renowned golf courses. Whether you're searching for a primary residence, investment opportunity, or your next home in Moore County, this property offer endless opportunity. **Seller providing a 1 year home warranty, transferable termite bond and is offering $3000 in closings costs with an acceptable offer AND will provide a pre-listing home inspection report.**

730 W Illinois Ave, Southern Pines

$325,000

Welcome to 730 W Illinois Avenue, ideally located just minutes from the heart of Southern Pines. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers a bright, open layout filled with natural light, complemented by crisp white cabinetry and stainless steel appliances. The thoughtfully designed floor plan features spacious bedrooms, well-appointed bathrooms, and a large primary suite complete with an oversized walk-in closet. The kitchen is the heart of the home, boasting ample cabinetry and a generous island--perfect for entertaining or everyday living. Step outside to a generously sized, fenced-in backyard--ideal for gatherings, gardening, pets, or simply relaxing in your own private retreat. With convenient access to downtown Southern Pines, you'll be just moments from local shops, dining, parks, and renowned golf courses. Whether you're searching for a primary residence, investment opportunity, or your next home in Moore County, this property offer endless opportunity. **Seller providing a 1 year home warranty, transferable termite bond and is offering $3000 in closings costs with an acceptable offer AND will provide a pre-listing home inspection report.**

3 Beds ⋅ 3 Baths ⋅ 100561733 MLS

Welcome to 730 W Illinois Avenue, ideally located just minutes from the heart of Southern Pines. Built in 2021, this beautifully maintained 3-bedroom, 2.5-bath home offers a bright, open layout filled with natural light, complemented by crisp white cabinetry and stainless steel appliances. The thoughtfully designed floor plan features spacious bedrooms, well-appointed bathrooms, and a large primary suite complete with an oversized walk-in closet. The kitchen is the heart of the home, boasting ample cabinetry and a generous island--perfect for entertaining or everyday living. Step outside to a generously sized, fenced-in backyard--ideal for gatherings, gardening, pets, or simply relaxing in your own private retreat. With convenient access to downtown Southern Pines, you'll be just moments from local shops, dining, parks, and renowned golf courses. Whether you're searching for a primary residence, investment opportunity, or your next home in Moore County, this property offer endless opportunity. **Seller providing a 1 year home warranty, transferable termite bond and is offering $3000 in closings costs with an acceptable offer AND will provide a pre-listing home inspection report.**

730 W Illinois Ave, Southern Pines

$372,000

**$5,000 Builder Concession** Welcome to Shaw Landing, just a stone's throw away from Downtown Southern Pines. This prime location is conveniently located blocks away from all the parks, shops, and restaurants that Southern Pines has to offer and a community swimming pool! Only two opportunities left! Introducing the Camargue single-family home plan. As you step through the front door, you'll be greeted by an inviting, open-concept living room with plenty of natural light. The living room flows seamlessly into a dining area and well-designed kitchen, complete with a wrap-around kitchen peninsula that's perfect for hosting dinner parties with friends and family. The kitchen also boasts a convenient pantry and leads to a generously sized mudroom. The upper level of the Camargue features an owner's suite, complete with a spacious walk-in closet and an en-suite bath that includes a large tiled shower and a double sink. In addition to the owner's suite, the upper level includes a laundry room and linen closet, as well as two additional bedrooms and a bathroom, providing ample space for family and guests. This home is move in ready. Come make Shaws Landing your home today!

3 Beds ⋅ 3 Baths ⋅ 100578452 MLS

**$5,000 Builder Concession** Welcome to Shaw Landing, just a stone's throw away from Downtown Southern Pines. This prime location is conveniently located blocks away from all the parks, shops, and restaurants that Southern Pines has to offer and a community swimming pool! Only two opportunities left! Introducing the Camargue single-family home plan. As you step through the front door, you'll be greeted by an inviting, open-concept living room with plenty of natural light. The living room flows seamlessly into a dining area and well-designed kitchen, complete with a wrap-around kitchen peninsula that's perfect for hosting dinner parties with friends and family. The kitchen also boasts a convenient pantry and leads to a generously sized mudroom. The upper level of the Camargue features an owner's suite, complete with a spacious walk-in closet and an en-suite bath that includes a large tiled shower and a double sink. In addition to the owner's suite, the upper level includes a laundry room and linen closet, as well as two additional bedrooms and a bathroom, providing ample space for family and guests. This home is move in ready. Come make Shaws Landing your home today!

668 Chambers Dr, Southern Pines

$410,000

Completely renovated brick ranch in the heart of downtown Southern Pines. Set on a spacious, flat corner lot just under half an acre, this one-level home offers 3 bedrooms, 2 full bathrooms, a fully fenced backyard, garage, and a bright sunroom that adds flexible living space. The home has undergone a massive renovation with thoughtful updates throughout, including new HVAC and ductwork (2025), new interior and exterior doors and trim (2026), fresh interior paint, exterior wood painting (2026), refinished hardwood floors (2026), new lighting (2026), and updated receptacles (2026). The kitchen features new cabinets, granite countertops, and new appliances (2026). Both bathrooms have been updated with new toilets, new shower/tub shower doors, and refreshed finishes -(2026). Additional improvements include new insulation and vapor barrier in the crawlspace, along with re-insulation in the attic (2026), adding peace of mind behind the scenes. With its classic brick exterior, flat lot, fenced yard, and major system and cosmetic updates already completed, this home is move-in ready while still offering the charm of an established Southern Pines property. Located close to downtown shops, restaurants, parks, and local amenities, 865 N Page Street offers a rare combination of location, renovation, and value in one of Southern Pines' most desirable areas.

3 Beds ⋅ 2 Baths ⋅ 100576126 MLS

Completely renovated brick ranch in the heart of downtown Southern Pines. Set on a spacious, flat corner lot just under half an acre, this one-level home offers 3 bedrooms, 2 full bathrooms, a fully fenced backyard, garage, and a bright sunroom that adds flexible living space. The home has undergone a massive renovation with thoughtful updates throughout, including new HVAC and ductwork (2025), new interior and exterior doors and trim (2026), fresh interior paint, exterior wood painting (2026), refinished hardwood floors (2026), new lighting (2026), and updated receptacles (2026). The kitchen features new cabinets, granite countertops, and new appliances (2026). Both bathrooms have been updated with new toilets, new shower/tub shower doors, and refreshed finishes -(2026). Additional improvements include new insulation and vapor barrier in the crawlspace, along with re-insulation in the attic (2026), adding peace of mind behind the scenes. With its classic brick exterior, flat lot, fenced yard, and major system and cosmetic updates already completed, this home is move-in ready while still offering the charm of an established Southern Pines property. Located close to downtown shops, restaurants, parks, and local amenities, 865 N Page Street offers a rare combination of location, renovation, and value in one of Southern Pines' most desirable areas.

865 N Page St, Southern Pines

$482,500

Welcome to the ultimate cottage retreat located in Longleaf Country Club and ideally situated between the charming villages of Southern Pines and Pinehurst. Medical facilities, shopping and restaurants are all easily accessible. Custom-built in 2004 and meticulously maintained, this exceptional 3-bedroom, 2-bath residence combines timeless elegance, thoughtful design, and low-maintenance living. From the moment you arrive, the home's outstanding curb appeal is evident. A master gardener originally designed the spectacular landscape, which has been lovingly maintained by the current owners. The result is a vibrant outdoor sanctuary where something is always in bloom throughout the summer season. Garden enthusiasts and bird watchers alike will appreciate the peaceful setting and ever-changing natural beauty. Designed to embrace both indoor and outdoor living, the home features a wonderful, screened porch and deck overlooking the lush gardens, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining guests. The lot is larger than most in the neighborhood, with the inclusion of an additional half lot owned by the sellers, providing enhanced privacy and an expansive outdoor environment. Inside, an exceptional floor plan offers seamless flow between the home's living spaces. The kitchen opens effortlessly to the breakfast area, dining room, and living room, creating a bright, open atmosphere ideal for both everyday living and entertaining. The main living areas are thoughtfully designed to gather family and friends, while custom built-ins in the living room add both character and practical storage. The spacious primary suite serves as a private haven, offering generous proportions and tranquil views of the beautifully landscaped backyard gardens. On the opposite side of the home, two guest bedrooms share a full bath, providing privacy and comfort for visitors. One of these rooms is currently configured as a den/home office and features custom built-in shelving, a desk, and additional closet storage, offering flexibility to suit a variety of lifestyles. Every detail of this special property has been carefully considered, resulting in a home that is as functional as it is beautiful. Whether you're seeking a full-time residence, a golf-area getaway, or a peaceful retreat surrounded by nature, this remarkable cottage offers an exceptional opportunity to enjoy the best of North Carolina living!

3 Beds ⋅ 2 Baths ⋅ 100578018 MLS

Welcome to the ultimate cottage retreat located in Longleaf Country Club and ideally situated between the charming villages of Southern Pines and Pinehurst. Medical facilities, shopping and restaurants are all easily accessible. Custom-built in 2004 and meticulously maintained, this exceptional 3-bedroom, 2-bath residence combines timeless elegance, thoughtful design, and low-maintenance living. From the moment you arrive, the home's outstanding curb appeal is evident. A master gardener originally designed the spectacular landscape, which has been lovingly maintained by the current owners. The result is a vibrant outdoor sanctuary where something is always in bloom throughout the summer season. Garden enthusiasts and bird watchers alike will appreciate the peaceful setting and ever-changing natural beauty. Designed to embrace both indoor and outdoor living, the home features a wonderful, screened porch and deck overlooking the lush gardens, creating the perfect setting for morning coffee, afternoon relaxation, or entertaining guests. The lot is larger than most in the neighborhood, with the inclusion of an additional half lot owned by the sellers, providing enhanced privacy and an expansive outdoor environment. Inside, an exceptional floor plan offers seamless flow between the home's living spaces. The kitchen opens effortlessly to the breakfast area, dining room, and living room, creating a bright, open atmosphere ideal for both everyday living and entertaining. The main living areas are thoughtfully designed to gather family and friends, while custom built-ins in the living room add both character and practical storage. The spacious primary suite serves as a private haven, offering generous proportions and tranquil views of the beautifully landscaped backyard gardens. On the opposite side of the home, two guest bedrooms share a full bath, providing privacy and comfort for visitors. One of these rooms is currently configured as a den/home office and features custom built-in shelving, a desk, and additional closet storage, offering flexibility to suit a variety of lifestyles. Every detail of this special property has been carefully considered, resulting in a home that is as functional as it is beautiful. Whether you're seeking a full-time residence, a golf-area getaway, or a peaceful retreat surrounded by nature, this remarkable cottage offers an exceptional opportunity to enjoy the best of North Carolina living!

103 Belmont Ct, Southern Pines

$1,075,000

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

4 Beds ⋅ 4 Baths ⋅ 100572642 MLS

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

565 S Valley Rd, Southern Pines

$385,000

Discover the charm and convenience of downtown Southern Pines in this beautifully updated home offered at a great price. Freshly painted throughout, this property welcomes you with a bright, clean feel and a thoughtfully designed floorplan that flows effortlessly from room to room. The kitchen shines with granite countertops and ample space for cooking and gathering, while the attached garage adds everyday practicality. Step outside to a brand new deck--perfect for entertaining or relaxing--and enjoy the privacy of a fenced backyard complete with a handy storage shed.Inside, the spacious master suite offers a true retreat, featuring a large walk-in closet and room to unwind in comfort. Beyond the home itself, the lifestyle is what truly sets this property apart--just a short walk brings you to local shops, restaurants, parks, and pubs. Whether you're enjoying a morning coffee downtown or an evening out with friends, this location puts everything you love about Southern Pines right at your doorstep.

3 Beds ⋅ 3 Baths ⋅ 100570229 MLS

Discover the charm and convenience of downtown Southern Pines in this beautifully updated home offered at a great price. Freshly painted throughout, this property welcomes you with a bright, clean feel and a thoughtfully designed floorplan that flows effortlessly from room to room. The kitchen shines with granite countertops and ample space for cooking and gathering, while the attached garage adds everyday practicality. Step outside to a brand new deck--perfect for entertaining or relaxing--and enjoy the privacy of a fenced backyard complete with a handy storage shed.Inside, the spacious master suite offers a true retreat, featuring a large walk-in closet and room to unwind in comfort. Beyond the home itself, the lifestyle is what truly sets this property apart--just a short walk brings you to local shops, restaurants, parks, and pubs. Whether you're enjoying a morning coffee downtown or an evening out with friends, this location puts everything you love about Southern Pines right at your doorstep.

520 W Connecticut Ave, Southern Pines

$389,000

This beautiful 4-bedroom, 2.5-bath home offers modern comfort and stylish finishes throughout. Featuring durable luxury vinyl plank (LVP) flooring on the main level, the home combines elegance with easy maintenance. The kitchen is a standout with sleek granite countertops, stainless steel appliances, and an open-concept layout that flows seamlessly into the living and dining areas--perfect for entertaining. The main-level primary suite provides convenience and privacy, complete with ample space and a well-appointed ensuite bath. Relax in the inviting living room with a cozy gas fireplace, creating the ideal space for gatherings or quiet evenings at home. Upstairs, you'll find additional spacious bedrooms ideal for family, guests, or a home office and a full bath. Step outside to enjoy a fully fenced backyard, offering privacy and plenty of room for outdoor activities, pets, or gardening. This home blends functionality and charm, making it a must-see!

4 Beds ⋅ 3 Baths ⋅ 100570014 MLS

This beautiful 4-bedroom, 2.5-bath home offers modern comfort and stylish finishes throughout. Featuring durable luxury vinyl plank (LVP) flooring on the main level, the home combines elegance with easy maintenance. The kitchen is a standout with sleek granite countertops, stainless steel appliances, and an open-concept layout that flows seamlessly into the living and dining areas--perfect for entertaining. The main-level primary suite provides convenience and privacy, complete with ample space and a well-appointed ensuite bath. Relax in the inviting living room with a cozy gas fireplace, creating the ideal space for gatherings or quiet evenings at home. Upstairs, you'll find additional spacious bedrooms ideal for family, guests, or a home office and a full bath. Step outside to enjoy a fully fenced backyard, offering privacy and plenty of room for outdoor activities, pets, or gardening. This home blends functionality and charm, making it a must-see!

135 Wayland St, Southern Pines

$500,000

Welcome to one of Southern Pines' most versatile and charming addresses. Situated just steps from the heart of downtown, 63 Brownstone puts everything you love about this community within easy walking distance -- boutique shops, local restaurants, coffee spots, and weekend farmers markets are practically at your front door. The smart, well-thought-out floor plan makes this home a natural fit, whether you're a growing family or a group of roommates looking for space and privacy. Flexible living areas provide room to spread out without stepping on each other, while the layout flows naturally for everyday life and entertaining alike. Step outside and you'll immediately understand why the porch is the star of the show. Whether you're sipping your morning coffee, hosting friends on a summer evening, or simply unwinding after a long day, this space delivers the outdoor living experience that the Sandhills region was made for -- bugs out, breeze in. The garage offers valuable bonus storage, keeping life organized and clutter-free. And for those connected to Fort Bragg, the commute couldn't be more convenient -- you're close enough that the drive feels like a non-event. And when the weekend calls for a change of scenery, the legendary Village of Pinehurst is just 15 minutes away. Southern Pines is one of North Carolina's most beloved small towns, and this home gives you a front-row seat to everything that makes it special. Don't miss your chance to make this one home.

3 Beds ⋅ 4 Baths ⋅ 100577457 MLS

Welcome to one of Southern Pines' most versatile and charming addresses. Situated just steps from the heart of downtown, 63 Brownstone puts everything you love about this community within easy walking distance -- boutique shops, local restaurants, coffee spots, and weekend farmers markets are practically at your front door. The smart, well-thought-out floor plan makes this home a natural fit, whether you're a growing family or a group of roommates looking for space and privacy. Flexible living areas provide room to spread out without stepping on each other, while the layout flows naturally for everyday life and entertaining alike. Step outside and you'll immediately understand why the porch is the star of the show. Whether you're sipping your morning coffee, hosting friends on a summer evening, or simply unwinding after a long day, this space delivers the outdoor living experience that the Sandhills region was made for -- bugs out, breeze in. The garage offers valuable bonus storage, keeping life organized and clutter-free. And for those connected to Fort Bragg, the commute couldn't be more convenient -- you're close enough that the drive feels like a non-event. And when the weekend calls for a change of scenery, the legendary Village of Pinehurst is just 15 minutes away. Southern Pines is one of North Carolina's most beloved small towns, and this home gives you a front-row seat to everything that makes it special. Don't miss your chance to make this one home.

63 Brownstone Ln, Southern Pines

$567,000

Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

3 Beds ⋅ 2 Baths ⋅ LP763104 MLS

Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

745 N May St, Southern Pines

$324,000

Excellent two bedroom/two bath townhome in Knollwood Village,a desirable55+age restricted community in Southern Pines. Large sunroom with walls of windows,formal dining room,stainless steel appliances,and lots of kitchen cabinets.Laundry room with washer and dryer included.Close to downtown shopping.Club membership transfer fee of $4000 with required monthly dues of $155 (single) and $185 (couple).

2 Beds ⋅ 2 Baths ⋅ 100574336 MLS

Excellent two bedroom/two bath townhome in Knollwood Village,a desirable55+age restricted community in Southern Pines. Large sunroom with walls of windows,formal dining room,stainless steel appliances,and lots of kitchen cabinets.Laundry room with washer and dryer included.Close to downtown shopping.Club membership transfer fee of $4000 with required monthly dues of $155 (single) and $185 (couple).

644 Redwood Dr, Southern Pines

$567,000

Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

3 Beds ⋅ 2 Baths ⋅ 100561615 MLS

Charming cottage in the heart of downtown Southern Pines, complete with a detached apartment and an oversized in-town lot. The main home offers 1,341 square feet with three bedrooms and two full bathrooms, while the separate 664-square-foot apartment features one bedroom and one full bath, ideal for guests, a private retreat, or income-producing potential. Full of classic Southern Pines charm, this inviting property welcomes you with cheerful yellow siding and a timeless white picket fence. Inside, the main cottage features a bright, open living and kitchen area with a breakfast bar, dedicated dining space, and a cozy enclosed front porch that is perfect for morning coffee or relaxing in the evening. The main level includes two guest bedrooms and a full bath with a charming clawfoot tub, while the private primary suite is tucked upstairs with its own full bath. Outside, a spacious patio nestled between the main home and apartment creates the perfect setting for entertaining, complete with a large pergola and fire pit. The detached apartment includes its own kitchen, living area, private bedroom, and full bath, offering excellent flexibility and privacy. Beautiful renovations paired with original character, highlighted by classic brick details and rich wood flooring, create a warm and inviting atmosphere. This one-of-a-kind downtown property is a rare find.

745 N May St, Southern Pines

$599,000

Wouldn't you love to own the model home? You can! Lease back opportunity available in our brand-new community Montrose. Our model has been professionally decorated, has custom paint and trim work, all appliances, irrigation, gorgeous landscaping and is located within steps of the playground, pavilion and putting green. Stunning 4-bedroom, 4-bathroom Beech Model Home. This impressive 3,789 sq ft home features a gourmet kitchen, cozy fireplace, and luxurious spa shower. The thoughtfully designed layout includes a convenient first-floor guest bedroom with full bath, perfect for visitors. The heart of the home showcases an open-concept design connecting the spacious gathering room, dining room, and gourmet kitchen with breakfast area - perfect for entertaining and daily living. Upstairs, discover a versatile loft area, great for movies or board games. The primary suite offers a private sitting room to relax with a book. Dream walk-in closet. Two additional bedrooms and full bath complete the second floor. The crown jewel is the third-floor media room with full bath - your personal entertainment retreat! We have it decorated as a hub for homework or home office. Home is a leaseback, you own the model, we pay rent.

4 Beds ⋅ 4 Baths ⋅ 100585780 MLS

Wouldn't you love to own the model home? You can! Lease back opportunity available in our brand-new community Montrose. Our model has been professionally decorated, has custom paint and trim work, all appliances, irrigation, gorgeous landscaping and is located within steps of the playground, pavilion and putting green. Stunning 4-bedroom, 4-bathroom Beech Model Home. This impressive 3,789 sq ft home features a gourmet kitchen, cozy fireplace, and luxurious spa shower. The thoughtfully designed layout includes a convenient first-floor guest bedroom with full bath, perfect for visitors. The heart of the home showcases an open-concept design connecting the spacious gathering room, dining room, and gourmet kitchen with breakfast area - perfect for entertaining and daily living. Upstairs, discover a versatile loft area, great for movies or board games. The primary suite offers a private sitting room to relax with a book. Dream walk-in closet. Two additional bedrooms and full bath complete the second floor. The crown jewel is the third-floor media room with full bath - your personal entertainment retreat! We have it decorated as a hub for homework or home office. Home is a leaseback, you own the model, we pay rent.

515 Whinfield Pl, Southern Pines

$404,000

Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining, and golf that define the area. Inside, the home blends mid-century inspiration with vibrant contemporary updates. Crisp white walls provide a bright backdrop for rich hickory hardwood flooring that flows throughout the home, while carefully curated pops of color add personality and visual interest at every turn. The kitchen combines function and style with striking lime-green glass tile, sleek white quartz countertops, warm walnut veneer cabinetry, and Bosch stainless steel appliances, including an induction cook top, built-in convection oven, and a versatile microwave that converts to a second convection oven. Just beyond, a Sputnik-style chandelier defines the dining area and complements the home's modern aesthetic. The spacious living room is filled with natural light from large bay windows, offering peaceful views of the surrounding landscape and creating a welcoming space for everyday living and entertaining. The primary suite enjoys serene views of the wooded backyard and includes an updated bath featuring a blue mosaic tile walk-in shower, floating vanity, and contemporary finishes. Two additional bedrooms are bright and airy, with large casement windows that bring in natural light and views of the surrounding pines. The guest bath continues the home's distinctive design approach with vibrant orange glass tile, penny-round flooring, and a floating vanity that adds both function and character. Outside, mature longleaf pines create a peaceful backdrop where wildlife is a regular part of daily life. Woodpeckers, bluebirds, cardinals, deer, and even the occasional eagle can often be spotted from the property, reinforcing the connection to the surrounding landscape. Combining architectural character, thoughtful updates, and a setting that is increasingly difficult to find, this Highland Trails home offers a distinctive ownership opportunity in one of Southern Pines' most established neighborhoods.

3 Beds ⋅ 3 Baths ⋅ 100581304 MLS

Situated on a private .83-acre lot backing to undeveloped wooded land, this thoughtfully renovated 1970s ranch offers a rare combination of privacy, character, and modern design in Southern Pines' established Highland Trails neighborhood. Surrounded by mature pines and natural Sandhills beauty, the property feels connected to its setting while remaining convenient to the amenities, shops, dining, and golf that define the area. Inside, the home blends mid-century inspiration with vibrant contemporary updates. Crisp white walls provide a bright backdrop for rich hickory hardwood flooring that flows throughout the home, while carefully curated pops of color add personality and visual interest at every turn. The kitchen combines function and style with striking lime-green glass tile, sleek white quartz countertops, warm walnut veneer cabinetry, and Bosch stainless steel appliances, including an induction cook top, built-in convection oven, and a versatile microwave that converts to a second convection oven. Just beyond, a Sputnik-style chandelier defines the dining area and complements the home's modern aesthetic. The spacious living room is filled with natural light from large bay windows, offering peaceful views of the surrounding landscape and creating a welcoming space for everyday living and entertaining. The primary suite enjoys serene views of the wooded backyard and includes an updated bath featuring a blue mosaic tile walk-in shower, floating vanity, and contemporary finishes. Two additional bedrooms are bright and airy, with large casement windows that bring in natural light and views of the surrounding pines. The guest bath continues the home's distinctive design approach with vibrant orange glass tile, penny-round flooring, and a floating vanity that adds both function and character. Outside, mature longleaf pines create a peaceful backdrop where wildlife is a regular part of daily life. Woodpeckers, bluebirds, cardinals, deer, and even the occasional eagle can often be spotted from the property, reinforcing the connection to the surrounding landscape. Combining architectural character, thoughtful updates, and a setting that is increasingly difficult to find, this Highland Trails home offers a distinctive ownership opportunity in one of Southern Pines' most established neighborhoods.

228 Heather Ln, Southern Pines

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