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Tucked at the end of a quiet cul-de-sac inside Mid South Club, this 4-bedroom, 2.5-bath home offers a thoughtful layout, timeless finishes, and space that lives well day to day. The main level is filled with natural light and detailed trim work throughout. A standout dining room with coffered ceiling, wainscoting, and accent wall sets the tone, while the living room with fireplace flows easily into the kitchen and breakfast area, creating a layout that feels connected . The kitchen balances style and function with white shaker cabinetry, granite countertops, subway tile backsplash, under-cabinet lighting, stainless steel appliances, a gas range with double oven, and a built-in window seat breakfast nook. A mudroom with built-in bench and hooks adds everyday practicality right where you need it. Upstairs, the primary suite features a tray ceiling, natural light, and an ensuite bath with dual vanities and a clean, timeless feel. Three additional bedrooms offer flexibility for guests, office space, or growing needs. A screened porch and fire pit set the tone for a private backyard built for both relaxing and entertaining. The unfinished third floor offers immediate storage and long-term potential for additional living space. Don't miss the opportunity to make this home yours, schedule a showing today!

4 Beds ⋅ 3 Baths ⋅ 100567475 MLS

Tucked at the end of a quiet cul-de-sac inside Mid South Club, this 4-bedroom, 2.5-bath home offers a thoughtful layout, timeless finishes, and space that lives well day to day. The main level is filled with natural light and detailed trim work throughout. A standout dining room with coffered ceiling, wainscoting, and accent wall sets the tone, while the living room with fireplace flows easily into the kitchen and breakfast area, creating a layout that feels connected . The kitchen balances style and function with white shaker cabinetry, granite countertops, subway tile backsplash, under-cabinet lighting, stainless steel appliances, a gas range with double oven, and a built-in window seat breakfast nook. A mudroom with built-in bench and hooks adds everyday practicality right where you need it. Upstairs, the primary suite features a tray ceiling, natural light, and an ensuite bath with dual vanities and a clean, timeless feel. Three additional bedrooms offer flexibility for guests, office space, or growing needs. A screened porch and fire pit set the tone for a private backyard built for both relaxing and entertaining. The unfinished third floor offers immediate storage and long-term potential for additional living space. Don't miss the opportunity to make this home yours, schedule a showing today!

232 Claret Ct, Southern Pines

$395,000

Discover the perfect combination of space, comfort, and location in this beautiful brick home just a few blocks from Downtown Southern Pines. Nestled on a quiet street in a desirable neighborhood, this home offers room for everyone with a flexible floor plan and plenty of indoor and outdoor living space. Priced more than $10,000 below appraised value, in its current condition, this home offers exceptional value and an opportunity to remodel the home to your specifications and budget. The home is being sold ''as is''. The main level features four bedrooms and two full bathrooms, along with a spacious living room, dining room, and family room. Whether you're hosting family gatherings or enjoying a quiet evening at home, you'll appreciate the multiple living areas designed for everyday comfort. An oversized two-car garage provides plenty of room for vehicles, storage, and hobbies. The full basement offers incredible additional space and endless possibilities. Here you'll find a huge recreation room perfect for a game room, home theater, fitness area, or playroom. The lower level also includes a craft room or workshop and a private office that could easily serve as a fifth bedroom, and a full bathroom, making it ideal for guests, working from home, or multi-generational living. Step outside to enjoy the private backyard featuring a large deck and attractive slate patio. These outdoor spaces are perfect for grilling, entertaining, gardening, or simply relaxing in a peaceful setting. Location is one of this home's greatest features. Just minutes from Downtown Southern Pines, you'll enjoy convenient access to locally owned restaurants, coffee shops, breweries, boutique shopping, parks, and community events. Golf courses, schools, grocery stores, and healthcare facilities are all nearby. Schedule your private showing today! Seller owns the lot BEHIND the house. They will sell with a first right of refusal to the buyer of the house, PID # 00032636, asking $150,000.

4 Beds ⋅ 3 Baths ⋅ 100581119 MLS

Discover the perfect combination of space, comfort, and location in this beautiful brick home just a few blocks from Downtown Southern Pines. Nestled on a quiet street in a desirable neighborhood, this home offers room for everyone with a flexible floor plan and plenty of indoor and outdoor living space. Priced more than $10,000 below appraised value, in its current condition, this home offers exceptional value and an opportunity to remodel the home to your specifications and budget. The home is being sold ''as is''. The main level features four bedrooms and two full bathrooms, along with a spacious living room, dining room, and family room. Whether you're hosting family gatherings or enjoying a quiet evening at home, you'll appreciate the multiple living areas designed for everyday comfort. An oversized two-car garage provides plenty of room for vehicles, storage, and hobbies. The full basement offers incredible additional space and endless possibilities. Here you'll find a huge recreation room perfect for a game room, home theater, fitness area, or playroom. The lower level also includes a craft room or workshop and a private office that could easily serve as a fifth bedroom, and a full bathroom, making it ideal for guests, working from home, or multi-generational living. Step outside to enjoy the private backyard featuring a large deck and attractive slate patio. These outdoor spaces are perfect for grilling, entertaining, gardening, or simply relaxing in a peaceful setting. Location is one of this home's greatest features. Just minutes from Downtown Southern Pines, you'll enjoy convenient access to locally owned restaurants, coffee shops, breweries, boutique shopping, parks, and community events. Golf courses, schools, grocery stores, and healthcare facilities are all nearby. Schedule your private showing today! Seller owns the lot BEHIND the house. They will sell with a first right of refusal to the buyer of the house, PID # 00032636, asking $150,000.

325 Lupin Pl, Southern Pines

$2,125,000

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

4 Beds ⋅ 6 Baths ⋅ 100581549 MLS

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

180 Valleyfield Ln, Southern Pines

$300,000

Welcome home to this beautifully, freshly painted, cleaned and well-maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all.Inside, you’ll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings.The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery — an ideal place to unwind.Schedule your showing today — this one won’t last long!

3 Beds ⋅ 3 Baths ⋅ LP756892 MLS

Welcome home to this beautifully, freshly painted, cleaned and well-maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all.Inside, you’ll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings.The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery — an ideal place to unwind.Schedule your showing today — this one won’t last long!

22 Cypress Cir, Southern Pines

$300,000

Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all. Inside, you'll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings. The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery -- an ideal place to unwind. Schedule your showing today -- this one won't last long!

3 Beds ⋅ 3 Baths ⋅ 10147068 MLS

Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all. Inside, you'll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings. The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery -- an ideal place to unwind. Schedule your showing today -- this one won't last long!

22 Cypress Cir, Southern Pines

$300,000

Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all. Inside, you'll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings. The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery -- an ideal place to unwind. Schedule your showing today -- this one won't last long!

3 Beds ⋅ 3 Baths ⋅ 100555137 MLS

Welcome home to this beautifully freshly painted, cleaned & well maintained 3-bedroom, 2.5-bath townhouse offering comfort, style, and convenience. With an easy commute to Ft. Bragg and just minutes from the shops and restaurants of Downtown Southern Pines, plus close proximity to the Village of Pinehurst, this location truly has it all. Inside, you'll find an open-concept living area featuring vaulted ceilings and a custom wooden accent wall that adds warmth and character. The kitchen includes stainless steel appliances, granite countertops, a breakfast bar, and an eat-in space perfect for gatherings. The spacious primary suite features hardwood floors and a private en-suite bath. Step outside to the covered back patio overlooking peaceful natural greenery -- an ideal place to unwind. Schedule your showing today -- this one won't last long!

22 Cypress Cir, Southern Pines

$1,150,000

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

4 Beds ⋅ 4 Baths ⋅ 100588726 MLS

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

160 Rountree Ln, Southern Pines

$700,000

$15,000 BUILDER INCENTIVE!!!! Introducing the ''Alexis'' plan, offering approximately 2,896 heated square feet with a detached garage and thoughtfully designed indoor and outdoor living spaces . Located in the quaint Magnolia on Knoll subdivision, this new construction home blends timeless architecture with carefully curated finishes. The main level features a private office, spacious great room, and an open dining area centered around a fireplace with floating mantle detail . The kitchen is designed with both function and style in mind, complete with a cooktop, hood insert, wall oven and microwave, farmhouse sink, pot filler, and a generous island ideal for gathering . A walk-in pantry, laundry room, and well-placed storage enhance everyday practicality. The primary suite is located on the first floor and offers a freestanding tub, tiled shower, dual vanities, and a spacious walk-in closet . Upstairs, you'll find three additional bedrooms, a loft area, and flexible unfinished space for storage or future expansion . Exterior details reflect classic Southern charm with full front board and batten siding, lap siding on the sides and rear, wood shutters, and a stainable wood gable pediment . Enjoy both front and rear covered porches featuring tongue and groove ceilings, perfect for relaxing year-round . The detached garage adds convenience while maintaining architectural character. Interior finishes include LVP flooring, tiled wet areas, floating vanities, wood shelving in closets, white oak stair treads, and carefully selected lighting and hardware for a warm, cohesive feel . A rare opportunity to own a thoughtfully designed new build in one of Southern Pines' most charming communities.

4 Beds ⋅ 4 Baths ⋅ 100556759 MLS

$15,000 BUILDER INCENTIVE!!!! Introducing the ''Alexis'' plan, offering approximately 2,896 heated square feet with a detached garage and thoughtfully designed indoor and outdoor living spaces . Located in the quaint Magnolia on Knoll subdivision, this new construction home blends timeless architecture with carefully curated finishes. The main level features a private office, spacious great room, and an open dining area centered around a fireplace with floating mantle detail . The kitchen is designed with both function and style in mind, complete with a cooktop, hood insert, wall oven and microwave, farmhouse sink, pot filler, and a generous island ideal for gathering . A walk-in pantry, laundry room, and well-placed storage enhance everyday practicality. The primary suite is located on the first floor and offers a freestanding tub, tiled shower, dual vanities, and a spacious walk-in closet . Upstairs, you'll find three additional bedrooms, a loft area, and flexible unfinished space for storage or future expansion . Exterior details reflect classic Southern charm with full front board and batten siding, lap siding on the sides and rear, wood shutters, and a stainable wood gable pediment . Enjoy both front and rear covered porches featuring tongue and groove ceilings, perfect for relaxing year-round . The detached garage adds convenience while maintaining architectural character. Interior finishes include LVP flooring, tiled wet areas, floating vanities, wood shelving in closets, white oak stair treads, and carefully selected lighting and hardware for a warm, cohesive feel . A rare opportunity to own a thoughtfully designed new build in one of Southern Pines' most charming communities.

535 Vintage Ln, Southern Pines

$440,000

Welcome to 340 Clearfield Lane in Southern Pines, a move-in-ready cottage-style home offering 4 bedrooms with potential for a 5th bedroom, 3.5 bathrooms, and 2,778 square feet of flexible living space on a generous 0.54-acre lot. Designed for comfortable family living and effortless entertaining, this home features a highly desirable finished walk-out basement that serves as an ideal guest suite, multigenerational living space, home office, recreation area, or potential fifth bedroom. The fenced backyard provides privacy and room to play, while the screened porch and freshly painted deck create inviting spaces to enjoy the wooded surroundings year-round. Extensively updated, this home offers peace of mind with a new roof (2026), fresh interior paint throughout (2026), refinished deck paint (2026), new flooring throughout including hardwood floors on the main and upper levels, luxury vinyl plank flooring in the basement (2025), a new dishwasher (2025), and washer and dryer (2024). The thoughtful layout supports today's lifestyle needs, whether you're working from home, hosting gatherings, or accommodating a growing family. An attached one-car garage and abundant additional parking provide convenience for residents and guests alike. Located in an established, walkable, family-friendly neighborhood, you'll enjoy easy access to downtown Southern Pines and the convenience of walking to Sandhurst Park. Combining charm, space, updates, and location, this home offers exceptional value in one of Southern Pines' most desirable settings.

4 Beds ⋅ 4 Baths ⋅ 100582801 MLS

Welcome to 340 Clearfield Lane in Southern Pines, a move-in-ready cottage-style home offering 4 bedrooms with potential for a 5th bedroom, 3.5 bathrooms, and 2,778 square feet of flexible living space on a generous 0.54-acre lot. Designed for comfortable family living and effortless entertaining, this home features a highly desirable finished walk-out basement that serves as an ideal guest suite, multigenerational living space, home office, recreation area, or potential fifth bedroom. The fenced backyard provides privacy and room to play, while the screened porch and freshly painted deck create inviting spaces to enjoy the wooded surroundings year-round. Extensively updated, this home offers peace of mind with a new roof (2026), fresh interior paint throughout (2026), refinished deck paint (2026), new flooring throughout including hardwood floors on the main and upper levels, luxury vinyl plank flooring in the basement (2025), a new dishwasher (2025), and washer and dryer (2024). The thoughtful layout supports today's lifestyle needs, whether you're working from home, hosting gatherings, or accommodating a growing family. An attached one-car garage and abundant additional parking provide convenience for residents and guests alike. Located in an established, walkable, family-friendly neighborhood, you'll enjoy easy access to downtown Southern Pines and the convenience of walking to Sandhurst Park. Combining charm, space, updates, and location, this home offers exceptional value in one of Southern Pines' most desirable settings.

340 Clearfield Ln, Southern Pines

$365,000

Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home offers approximately 2,000 square feet and sits on over half an acre with a fully fenced backyard.Inside, you will find original hardwood floors that add character throughout much of the home, with minimal carpeting and fresh paint that gives it a clean, move-in ready feel. The layout offers comfortable living space with room to make it your own.Step outside and you have even more to work with. The deck creates a great spot to relax or entertain, while the two story garage and workshop provide flexibility for storage, hobbies, or workspace needs. There is also an additional shed behind the structure for even more storage.With a larger lot, functional outdoor space, and a home that blends original character with fresh updates, this property offers a solid opportunity in the Southern Pines area.**Sellers are offering a negotiable upgrade credit**

3 Beds ⋅ 2 Baths ⋅ LP762006 MLS

Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home offers approximately 2,000 square feet and sits on over half an acre with a fully fenced backyard.Inside, you will find original hardwood floors that add character throughout much of the home, with minimal carpeting and fresh paint that gives it a clean, move-in ready feel. The layout offers comfortable living space with room to make it your own.Step outside and you have even more to work with. The deck creates a great spot to relax or entertain, while the two story garage and workshop provide flexibility for storage, hobbies, or workspace needs. There is also an additional shed behind the structure for even more storage.With a larger lot, functional outdoor space, and a home that blends original character with fresh updates, this property offers a solid opportunity in the Southern Pines area.**Sellers are offering a negotiable upgrade credit**

1171 Fort Bragg Rd, Southern Pines

$365,000

Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home offers approximately 2,000 square feet and sits on over half an acre with a fully fenced backyard. Inside, you will find original hardwood floors that add character throughout much of the home, with minimal carpeting and fresh paint that gives it a clean, move-in ready feel. The layout offers comfortable living space with room to make it your own. Step outside and you have even more to work with. The deck creates a great spot to relax or entertain, while the two story garage and workshop provide flexibility for storage, hobbies, or workspace needs. There is also an additional shed behind the structure for even more storage. With a larger lot, functional outdoor space, and a home that blends original character with fresh updates, this property offers a solid opportunity in the Southern Pines area.

3 Beds ⋅ 2 Baths ⋅ 100572105 MLS

Welcome to 1171 N Fort Bragg Road in Southern Pines, NC. This 3 bedroom, 2 bathroom home offers approximately 2,000 square feet and sits on over half an acre with a fully fenced backyard. Inside, you will find original hardwood floors that add character throughout much of the home, with minimal carpeting and fresh paint that gives it a clean, move-in ready feel. The layout offers comfortable living space with room to make it your own. Step outside and you have even more to work with. The deck creates a great spot to relax or entertain, while the two story garage and workshop provide flexibility for storage, hobbies, or workspace needs. There is also an additional shed behind the structure for even more storage. With a larger lot, functional outdoor space, and a home that blends original character with fresh updates, this property offers a solid opportunity in the Southern Pines area.

1171 N Fort Bragg Rd, Southern Pines

$415,000

*Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!*

5 Beds ⋅ 3 Baths ⋅ 100574397 MLS

*Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!*

140 One Down St, Southern Pines

$230,000

Completely Furnished Golf Front Condo!1 This turnkey condo is available immediately. All furnishings are included as well as dishes, linens etc. Shows like a designer inspired model- This is a one level unit on the top floor for spectacular views. Strategically located both to downtown Southern Pines and Horse country

2 Beds ⋅ 2 Baths ⋅ 100557793 MLS ⋅ Hyland Hills BLDG.

Completely Furnished Golf Front Condo!1 This turnkey condo is available immediately. All furnishings are included as well as dishes, linens etc. Shows like a designer inspired model- This is a one level unit on the top floor for spectacular views. Strategically located both to downtown Southern Pines and Horse country

704 Dover St, Southern Pines

$228,000

Charming Southern Pines home in a fabulous location between downtown and Pinehurst Medical Campus. Just a few blocks from the Pool Park! Hardwood floors, single story. Perfect starter home. Updates include Sewer line replaced 2/25 from house to street. Water heater 2/25, updated HVAC and roof.

3 Beds ⋅ 1 Baths ⋅ 100586585 MLS

Charming Southern Pines home in a fabulous location between downtown and Pinehurst Medical Campus. Just a few blocks from the Pool Park! Hardwood floors, single story. Perfect starter home. Updates include Sewer line replaced 2/25 from house to street. Water heater 2/25, updated HVAC and roof.

700 S Hardin St, Southern Pines

101 E Rhode Island Ave Unit M, Southern Pines

$280,000

Rare opportunity to own a residence in the Broad Street Trails community within the historic district of downtown Southern Pines. This two bedroom and two bathroom townhome offers an ideal location with low maintenance. Some highlighted features include arched doorway, wood, tile and carpeted flooring, dining area, ceiling fans, washer and dryer, back patio with storage closet and a master suite that includes walk-in closet and shower. Come take a look!

2 Beds ⋅ 2 Baths ⋅ 100586318 MLS

Rare opportunity to own a residence in the Broad Street Trails community within the historic district of downtown Southern Pines. This two bedroom and two bathroom townhome offers an ideal location with low maintenance. Some highlighted features include arched doorway, wood, tile and carpeted flooring, dining area, ceiling fans, washer and dryer, back patio with storage closet and a master suite that includes walk-in closet and shower. Come take a look!

101 E Rhode Island Ave Unit M, Southern Pines

$683,000

Welcome to 174 Holly Springs Court, located in the sought-after Eagle Point Cottages within the prestigious, gated Mid South Club--where effortless living meets scenic golf course surroundings. This beautifully appointed 3-bedroom, 3-bath cottage offers the perfect blend of comfort, privacy, and low-maintenance living. Ideally positioned to capture peaceful views, this home is perfect for a true ''lock-and-leave'' lifestyle, with HOA-maintained landscaping allowing you to enjoy your time without the burden of upkeep. Inside, the open-concept design is both functional and inviting. The gourmet kitchen serves as the heart of the home, featuring a large quartz center island, double ovens, and a gas range & fireplace connected directly to the Dixie Gas Pipeline--eliminating the need for propane tanks and troublesome refueling. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or everyday living. Elegant French doors lead to a versatile office or den with custom shelving and workspace, while the thoughtfully designed split-bedroom floor plan ensures privacy for guests. The spacious primary suite is a true retreat, complete with a comfortable sitting area, direct access to the private patio, and a spa-inspired bathroom featuring a tiled walk-in shower and dual vanities. A convenient drop zone just off the garage adds functionality and organization to your daily routine. Step outside to a generous patio space, offering a private setting perfect for relaxing or entertaining. Additional Highlights: Custom Closets by Design in the primary suite and office. Updated lighting fixtures with dimmer switches. New ceiling fans. Generator plug with upgraded electrical panel. Instant hot water system in primary bath. Updated sink and InSinkerator. Living room TV conveys. Ring security cameras convey. Golf cart available for purchase. Experience refined, low-maintenance, resort-style living at its finest.

3 Beds ⋅ 3 Baths ⋅ 100565854 MLS

Welcome to 174 Holly Springs Court, located in the sought-after Eagle Point Cottages within the prestigious, gated Mid South Club--where effortless living meets scenic golf course surroundings. This beautifully appointed 3-bedroom, 3-bath cottage offers the perfect blend of comfort, privacy, and low-maintenance living. Ideally positioned to capture peaceful views, this home is perfect for a true ''lock-and-leave'' lifestyle, with HOA-maintained landscaping allowing you to enjoy your time without the burden of upkeep. Inside, the open-concept design is both functional and inviting. The gourmet kitchen serves as the heart of the home, featuring a large quartz center island, double ovens, and a gas range & fireplace connected directly to the Dixie Gas Pipeline--eliminating the need for propane tanks and troublesome refueling. The kitchen flows seamlessly into the living and dining areas, creating an ideal space for entertaining or everyday living. Elegant French doors lead to a versatile office or den with custom shelving and workspace, while the thoughtfully designed split-bedroom floor plan ensures privacy for guests. The spacious primary suite is a true retreat, complete with a comfortable sitting area, direct access to the private patio, and a spa-inspired bathroom featuring a tiled walk-in shower and dual vanities. A convenient drop zone just off the garage adds functionality and organization to your daily routine. Step outside to a generous patio space, offering a private setting perfect for relaxing or entertaining. Additional Highlights: Custom Closets by Design in the primary suite and office. Updated lighting fixtures with dimmer switches. New ceiling fans. Generator plug with upgraded electrical panel. Instant hot water system in primary bath. Updated sink and InSinkerator. Living room TV conveys. Ring security cameras convey. Golf cart available for purchase. Experience refined, low-maintenance, resort-style living at its finest.

174 Holly Springs Ct, Southern Pines

2125 Creswell Dr Unit 2125, Southern Pines

$315,000

Talamore Villa 2 bdr 2bth Condo!! New HVAC 6/26. Totally furnished and move in ready!! Single level condo with entry level access & a wonderful floor plan. This condo features a split bedroom arrangement, equipped kitchen, laundry room w/stack washer and dryer. Two spacious bedrooms, 2 bathrooms (walk-in in shower in master) Living room, Dining room and Kitchen. Fully furnished! Great for a buyer that is interested in a second home, investment or primary living. Ceilings are 9' height and the windows are set higher to add in extra light. Covered rear deck, walking distance to clubhouse, golf course, pool and Southern Pines Reservoir Park. The on-site covered pavilion is part of the HOA and features grills, outdoor fireplace. table/chairs and TV. A great area to have cookouts and congregate. Lock and Leave property w/ the HOA taking care of the little things. Talamore Villa HOA maintains the outside of the building, roof, parking lot, landscape maintenance, irrigation, termite bond, master insurance, landline phone, cable and internet amongst other features. Both Golf and Social membership options are available for those interested in a Mid Tal Golf Membership. On site management opportunities for those interested in renting their properties. Conveniently located off Midland Rd. within close proximity to the downtown areas of Southern Pines and Pinehurst. Close to shopping, restaurants, medical and area amenities.

2 Beds ⋅ 2 Baths ⋅ 100565534 MLS ⋅ Talamore BLDG.

Talamore Villa 2 bdr 2bth Condo!! New HVAC 6/26. Totally furnished and move in ready!! Single level condo with entry level access & a wonderful floor plan. This condo features a split bedroom arrangement, equipped kitchen, laundry room w/stack washer and dryer. Two spacious bedrooms, 2 bathrooms (walk-in in shower in master) Living room, Dining room and Kitchen. Fully furnished! Great for a buyer that is interested in a second home, investment or primary living. Ceilings are 9' height and the windows are set higher to add in extra light. Covered rear deck, walking distance to clubhouse, golf course, pool and Southern Pines Reservoir Park. The on-site covered pavilion is part of the HOA and features grills, outdoor fireplace. table/chairs and TV. A great area to have cookouts and congregate. Lock and Leave property w/ the HOA taking care of the little things. Talamore Villa HOA maintains the outside of the building, roof, parking lot, landscape maintenance, irrigation, termite bond, master insurance, landline phone, cable and internet amongst other features. Both Golf and Social membership options are available for those interested in a Mid Tal Golf Membership. On site management opportunities for those interested in renting their properties. Conveniently located off Midland Rd. within close proximity to the downtown areas of Southern Pines and Pinehurst. Close to shopping, restaurants, medical and area amenities.

2125 Creswell Dr Unit 2125, Southern Pines

$900,000

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

4 Beds ⋅ 3 Baths ⋅ 100566933 MLS

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

240 Maples Rd, Southern Pines

$445,000

Nestled on a quiet cul-de-sac in an established Southern Pines neighborhood, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and convenience. The functional floor plan provides ample space for everyday living and entertaining, while the mature setting offers the privacy and neighborhood feel that buyers are looking for. Conveniently located near shopping, dining, golf, schools, and Fort Bragg, this home provides easy access to everything Moore County has to offer. Recent seller improvements and preventative maintenance provide added peace of mind, making this a great opportunity for buyers seeking a well-cared-for home in a desirable location. An additional highlight is the opportunity for qualified buyers to assume the seller's existing VA loan at an attractive 2.875% interest rate, potentially offering significant savings compared to current market financing. Don't miss your opportunity to own a home in one of Southern Pines' established neighborhoods. Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 100579259 MLS

Nestled on a quiet cul-de-sac in an established Southern Pines neighborhood, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and convenience. The functional floor plan provides ample space for everyday living and entertaining, while the mature setting offers the privacy and neighborhood feel that buyers are looking for. Conveniently located near shopping, dining, golf, schools, and Fort Bragg, this home provides easy access to everything Moore County has to offer. Recent seller improvements and preventative maintenance provide added peace of mind, making this a great opportunity for buyers seeking a well-cared-for home in a desirable location. An additional highlight is the opportunity for qualified buyers to assume the seller's existing VA loan at an attractive 2.875% interest rate, potentially offering significant savings compared to current market financing. Don't miss your opportunity to own a home in one of Southern Pines' established neighborhoods. Schedule your private showing today.

130 Hillwood Ct, Southern Pines

$265,000

Beautifully renovated 4-bedroom, 2-bath home, offering modern updates and a warm, inviting feel throughout. The updated kitchen features quartz countertops, stainless steel appliances, and a farmhouse sink, complemented by LVP flooring and updated lighting throughout. A new HVAC system with a 10-year warranty provides added comfort and peace of mind. The functional layout offers bright, comfortable living spaces ideal for both everyday living and entertaining. Conveniently located just minutes from grocery stores, dining, parks, and shopping, with a short drive to the charming Downtown Southern Pines area. Move-in ready and competitively priced, this home is a fantastic opportunity for buyers seeking style, value, and location.

4 Beds ⋅ 2 Baths ⋅ 10178335 MLS

Beautifully renovated 4-bedroom, 2-bath home, offering modern updates and a warm, inviting feel throughout. The updated kitchen features quartz countertops, stainless steel appliances, and a farmhouse sink, complemented by LVP flooring and updated lighting throughout. A new HVAC system with a 10-year warranty provides added comfort and peace of mind. The functional layout offers bright, comfortable living spaces ideal for both everyday living and entertaining. Conveniently located just minutes from grocery stores, dining, parks, and shopping, with a short drive to the charming Downtown Southern Pines area. Move-in ready and competitively priced, this home is a fantastic opportunity for buyers seeking style, value, and location.

160 Tray St, Southern Pines

$265,000

Stunning Fully Renovated Single-Family Home in Southern Pines – All Reasonable Offers Considered!Fall in love with 160 Tray Street, a beautifully transformed single-family residence offering the ultimate turnkey lifestyle in highly desirable Southern Pines. From the moment you arrive, the quality of this comprehensive, modern renovation shines. Inside, you are greeted by a wonderful, open floor plan that flows effortlessly from room to room, maximizing natural light and providing a spacious yet cozy atmosphere. The gourmet kitchen boasts updated contemporary finishes and ample cabinetry, making it an absolute joy for cooking and entertaining. Both living and restful spaces are meticulously updated with gorgeous new details throughout. The interior opens out to a fantastic outdoor space, highlighted by a large, fully fenced backyard that offers exceptional privacy and safety for pets, play, or hosting summer BBQs. Location is everything! Nestled in a prime pocket of Southern Pines, you are just minutes from the charm of downtown shopping, exquisite local dining, elite golf courses, and pristine parks. Commuters will also appreciate the straightforward access to surrounding military bases and major thoroughfares. With the seller stating that all reasonable offers will be considered, this property represents an unmatched combination of value and luxury in today's market. Don't wait—schedule your showing today and bring us an offer!

4 Beds ⋅ 2 Baths ⋅ LP765046 MLS

Stunning Fully Renovated Single-Family Home in Southern Pines – All Reasonable Offers Considered!Fall in love with 160 Tray Street, a beautifully transformed single-family residence offering the ultimate turnkey lifestyle in highly desirable Southern Pines. From the moment you arrive, the quality of this comprehensive, modern renovation shines. Inside, you are greeted by a wonderful, open floor plan that flows effortlessly from room to room, maximizing natural light and providing a spacious yet cozy atmosphere. The gourmet kitchen boasts updated contemporary finishes and ample cabinetry, making it an absolute joy for cooking and entertaining. Both living and restful spaces are meticulously updated with gorgeous new details throughout. The interior opens out to a fantastic outdoor space, highlighted by a large, fully fenced backyard that offers exceptional privacy and safety for pets, play, or hosting summer BBQs. Location is everything! Nestled in a prime pocket of Southern Pines, you are just minutes from the charm of downtown shopping, exquisite local dining, elite golf courses, and pristine parks. Commuters will also appreciate the straightforward access to surrounding military bases and major thoroughfares. With the seller stating that all reasonable offers will be considered, this property represents an unmatched combination of value and luxury in today's market. Don't wait—schedule your showing today and bring us an offer!

160 Tray St, Southern Pines

$1,100,000

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

4 Beds ⋅ 4 Baths ⋅ LP763553 MLS

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

305 Maples Rd, Southern Pines

$1,100,000

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

5 Beds ⋅ 4 Baths ⋅ 100579198 MLS

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

305 Maples Rd, Southern Pines

735 N Bennett St Unit Unit C, Southern Pines

$260,000

Motivated seller! Check out this charming end-unit townhouse just steps from downtown Southern Pines! This inviting home features a fenced-in backyard with a private shed--perfect for storage, hobbies, or outdoor entertaining. Tucked among the pines, the backyard offers a peaceful, serene retreat. Enjoy easy living with the primary bedroom conveniently located on the main level or you could make it an incredible office/den! Take advantage of a walkable location to shops, dining, and local attractions, along with two designated parking spots. Basic cable and internet are included, and the home offers an easy commute to Ft. Bragg. A rare find combining comfort, charm, and unbeatable location!

3 Beds ⋅ 2 Baths ⋅ 100564762 MLS

Motivated seller! Check out this charming end-unit townhouse just steps from downtown Southern Pines! This inviting home features a fenced-in backyard with a private shed--perfect for storage, hobbies, or outdoor entertaining. Tucked among the pines, the backyard offers a peaceful, serene retreat. Enjoy easy living with the primary bedroom conveniently located on the main level or you could make it an incredible office/den! Take advantage of a walkable location to shops, dining, and local attractions, along with two designated parking spots. Basic cable and internet are included, and the home offers an easy commute to Ft. Bragg. A rare find combining comfort, charm, and unbeatable location!

735 N Bennett St Unit Unit C, Southern Pines

$550,000

Live the golf course lifestyle in this beautifully maintained one-level home overlooking the 7th tee of Longleaf Golf & Family Club. Offering 3 bedrooms, 2 baths, and exceptional craftsmanship throughout, this home combines elegance, comfort, and thoughtful upgrades in one stunning package. From the welcoming front porch to the spacious rear Trek-like deck with a remote-controlled awning, this home was designed to enjoy both indoor and outdoor living. Relax with your morning coffee while taking in peaceful golf course views or entertain guests in the shaded comfort of your private backyard retreat. Inside, soaring 10 to 12-foot ceilings, beautiful crown molding, and real hardwood floors in the living areas create a warm and upscale feel throughout the main living areas. The flexible floorplan features both a formal living room and a comfortable family room with a fireplace, offering plenty of space for gathering or quiet relaxation. The spacious eat in kitchen is equipped with a dual-fuel range and the home is efficiently powered with natural gas, including the water heater, dryer, and furnace. The oversized garage offers excellent storage plus a walk-up attic above for even more space and convenience. The owner's suite is a true retreat with golf course views, a large bath featuring a soaking tub, walk-in shower, dual vanities, and separate his-and-her closets. Additional highlights include a fiber cement exterior, concrete driveway, mature setting, and an unbeatable location close to the amenities of Southern Pines and Pinehurst. Homes with this combination of quality, one-level living, and golf course frontage are hard to find.

3 Beds ⋅ 2 Baths ⋅ LP763461 MLS

Live the golf course lifestyle in this beautifully maintained one-level home overlooking the 7th tee of Longleaf Golf & Family Club. Offering 3 bedrooms, 2 baths, and exceptional craftsmanship throughout, this home combines elegance, comfort, and thoughtful upgrades in one stunning package. From the welcoming front porch to the spacious rear Trek-like deck with a remote-controlled awning, this home was designed to enjoy both indoor and outdoor living. Relax with your morning coffee while taking in peaceful golf course views or entertain guests in the shaded comfort of your private backyard retreat. Inside, soaring 10 to 12-foot ceilings, beautiful crown molding, and real hardwood floors in the living areas create a warm and upscale feel throughout the main living areas. The flexible floorplan features both a formal living room and a comfortable family room with a fireplace, offering plenty of space for gathering or quiet relaxation. The spacious eat in kitchen is equipped with a dual-fuel range and the home is efficiently powered with natural gas, including the water heater, dryer, and furnace. The oversized garage offers excellent storage plus a walk-up attic above for even more space and convenience. The owner's suite is a true retreat with golf course views, a large bath featuring a soaking tub, walk-in shower, dual vanities, and separate his-and-her closets. Additional highlights include a fiber cement exterior, concrete driveway, mature setting, and an unbeatable location close to the amenities of Southern Pines and Pinehurst. Homes with this combination of quality, one-level living, and golf course frontage are hard to find.

140 Steeplechase Way, Southern Pines

$550,000

Live the golf course lifestyle in this beautifully maintained one-level home overlooking the 7th tee of Longleaf Golf & Family Club. Offering 3 bedrooms, 2 baths, and exceptional craftsmanship throughout, this home combines elegance, comfort, and thoughtful upgrades in one stunning package. From the welcoming front porch to the spacious rear Trek-like deck with a remote-controlled awning, this home was designed to enjoy both indoor and outdoor living. Relax with your morning coffee while taking in peaceful golf course views or entertain guests in the shaded comfort of your private backyard retreat. Inside, soaring 10 to 12-foot ceilings, beautiful crown molding, and real hardwood floors in the living areas create a warm and upscale feel throughout the main living areas. The flexible floorplan features both a formal living room and a comfortable family room with a fireplace, offering plenty of space for gathering or quiet relaxation. The spacious eat in kitchen is equipped with a dual-fuel range and the home is efficiently powered with natural gas, including the water heater, dryer, and furnace. The oversized garage offers excellent storage plus a walk-up attic above for even more space and convenience. The owner's suite is a true retreat with golf course views, a large bath featuring a soaking tub, walk-in shower, dual vanities, and separate his-and-her closets. Additional highlights include a fiber cement exterior, concrete driveway, encapsulated crawlspace, mature setting, and an unbeatable location close to the amenities of Southern Pines and Pinehurst. Homes with this combination of quality, one-level living, and golf course frontage are hard to find.

3 Beds ⋅ 2 Baths ⋅ 100575581 MLS

Live the golf course lifestyle in this beautifully maintained one-level home overlooking the 7th tee of Longleaf Golf & Family Club. Offering 3 bedrooms, 2 baths, and exceptional craftsmanship throughout, this home combines elegance, comfort, and thoughtful upgrades in one stunning package. From the welcoming front porch to the spacious rear Trek-like deck with a remote-controlled awning, this home was designed to enjoy both indoor and outdoor living. Relax with your morning coffee while taking in peaceful golf course views or entertain guests in the shaded comfort of your private backyard retreat. Inside, soaring 10 to 12-foot ceilings, beautiful crown molding, and real hardwood floors in the living areas create a warm and upscale feel throughout the main living areas. The flexible floorplan features both a formal living room and a comfortable family room with a fireplace, offering plenty of space for gathering or quiet relaxation. The spacious eat in kitchen is equipped with a dual-fuel range and the home is efficiently powered with natural gas, including the water heater, dryer, and furnace. The oversized garage offers excellent storage plus a walk-up attic above for even more space and convenience. The owner's suite is a true retreat with golf course views, a large bath featuring a soaking tub, walk-in shower, dual vanities, and separate his-and-her closets. Additional highlights include a fiber cement exterior, concrete driveway, encapsulated crawlspace, mature setting, and an unbeatable location close to the amenities of Southern Pines and Pinehurst. Homes with this combination of quality, one-level living, and golf course frontage are hard to find.

140 Steeplechase Way, Southern Pines

$192,500

Charming condominium in peaceful Knollwood Village. Convenient to downtown Southern Pines and the Village of Pinehurst. Lush golf course views of fairway from the balcony overlooking the common area.. Two Bedroom/two bath with living/dining room and adorable kitchen, complete with new built in microwave. Access to swimming pool. Bucolic living in a 55+ community. Great investment opportunity. Currently rented with lease expiring Aug. 1, 2026.

2 Beds ⋅ 2 Baths ⋅ 100578112 MLS ⋅ Knollwood BLDG.

Charming condominium in peaceful Knollwood Village. Convenient to downtown Southern Pines and the Village of Pinehurst. Lush golf course views of fairway from the balcony overlooking the common area.. Two Bedroom/two bath with living/dining room and adorable kitchen, complete with new built in microwave. Access to swimming pool. Bucolic living in a 55+ community. Great investment opportunity. Currently rented with lease expiring Aug. 1, 2026.

333 Driftwood Cir, Southern Pines

$430,000

LOVELY 3 BEDROOM HOME LOCATED ON A SPACIOUS LOT IN THE OLD TOWN SOUTHERN PINES NEIGHBORHOOD. QUICK ACCESS TO SHOPPING VIA MIDLAND RD & US HWY 1. THIS LOVELY HOME HAS THREE NICELY SIZED BEDROOMS & 2 BATHROOMS (ONE ENSUITE) ON THE SECOND LEVEL, TWO BEDROOMS HAVE ACCESS TO THE BALCONY. THE LOWER LEVEL FEATURES A LARGE FAMILY ROOM WITH A HALF BATH & DIRECT ACCESS TO A LARGE PATIO & THE IN-GROUND SWIMMING POOL. THE MAIN LEVEL HAS A LARGE LIVING ROOM WITH A GAS LOG FIREPLACE, A WALL OF WINDOWS BRINGING IN NATURAL LIGHT WITH PRIVACY PROVIDED BY THE MATURE LANDSCAPING. THE DINING ROOM HAS ACCESS TO A PATIO & THE BACKYARD. THE KITCHEN APPLIANCES HAVE BEEN REPLACED RECENTLY & WILL CONVEY. THIS SPACIOUS HOME OFFERS INVITING INTERIOR SPACES AS WELL AS A FULLY FENCED BACKYARD WITH AMENITIES, INCLUDING A MOTORIZED AWNING OVER THE LARGE PATIO FOR ENJOYABLE OUTDOOR LIVING. NOTE: RECENT UPDATES: A NEW POOL PUMP HAS BEEN INSTALLED & A WARRANTY WILL BE INCLUDED IN THE ONE YEAR HOME WARRANTY WITH THE FIRST AMERICAN HOME WARRANTY THE SELLERS WILL PROVIDE AT CLOSING.. ADDITIONALLY, A TRANSFERABLE TERMITE WARRANTY IS NOW PROVIDED BY CANADY'S TO REPLACE THE NON-TRANSFERABLE TERMINEX WARRANTY. MANY 'UNSEEN' IMPROVEMENTS HAVE BEEN COMPLETED INCLUDING THE REPLACEMENT OF THE WATER & SEWER LINES TO THE STREET, GUTTERS INSTALLED ON THE FRONT OF THE HOUSE, A FRENCH DRAIN INSTALLED UNDER THE SIDEWALK NEAR THE FRONT DOOR, A NEW POOL PUMP, & A NEW BACKFLOW PREVENTION DEVISE IS BEING INSTALLED. BRING YOUR PERSONAL TOUCHES FOR THE FUN 'SEEN' UPDATES!

3 Beds ⋅ 3 Baths ⋅ 100561462 MLS

LOVELY 3 BEDROOM HOME LOCATED ON A SPACIOUS LOT IN THE OLD TOWN SOUTHERN PINES NEIGHBORHOOD. QUICK ACCESS TO SHOPPING VIA MIDLAND RD & US HWY 1. THIS LOVELY HOME HAS THREE NICELY SIZED BEDROOMS & 2 BATHROOMS (ONE ENSUITE) ON THE SECOND LEVEL, TWO BEDROOMS HAVE ACCESS TO THE BALCONY. THE LOWER LEVEL FEATURES A LARGE FAMILY ROOM WITH A HALF BATH & DIRECT ACCESS TO A LARGE PATIO & THE IN-GROUND SWIMMING POOL. THE MAIN LEVEL HAS A LARGE LIVING ROOM WITH A GAS LOG FIREPLACE, A WALL OF WINDOWS BRINGING IN NATURAL LIGHT WITH PRIVACY PROVIDED BY THE MATURE LANDSCAPING. THE DINING ROOM HAS ACCESS TO A PATIO & THE BACKYARD. THE KITCHEN APPLIANCES HAVE BEEN REPLACED RECENTLY & WILL CONVEY. THIS SPACIOUS HOME OFFERS INVITING INTERIOR SPACES AS WELL AS A FULLY FENCED BACKYARD WITH AMENITIES, INCLUDING A MOTORIZED AWNING OVER THE LARGE PATIO FOR ENJOYABLE OUTDOOR LIVING. NOTE: RECENT UPDATES: A NEW POOL PUMP HAS BEEN INSTALLED & A WARRANTY WILL BE INCLUDED IN THE ONE YEAR HOME WARRANTY WITH THE FIRST AMERICAN HOME WARRANTY THE SELLERS WILL PROVIDE AT CLOSING.. ADDITIONALLY, A TRANSFERABLE TERMITE WARRANTY IS NOW PROVIDED BY CANADY'S TO REPLACE THE NON-TRANSFERABLE TERMINEX WARRANTY. MANY 'UNSEEN' IMPROVEMENTS HAVE BEEN COMPLETED INCLUDING THE REPLACEMENT OF THE WATER & SEWER LINES TO THE STREET, GUTTERS INSTALLED ON THE FRONT OF THE HOUSE, A FRENCH DRAIN INSTALLED UNDER THE SIDEWALK NEAR THE FRONT DOOR, A NEW POOL PUMP, & A NEW BACKFLOW PREVENTION DEVISE IS BEING INSTALLED. BRING YOUR PERSONAL TOUCHES FOR THE FUN 'SEEN' UPDATES!

957 Sandavis Rd, Southern Pines

$575,000

Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

2 Beds ⋅ 2 Baths ⋅ LP764187 MLS

Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

36 Courtney Pl, Southern Pines

$575,000

Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

2 Beds ⋅ 2 Baths ⋅ 100581023 MLS

Welcome to this beautiful home in sought-after Middleton Place, where timeless architecture meets modern comfort and convenience. Showcasing soaring ceilings, elegant moldings, and a thoughtfully designed floor plan, this residence has been extensively updated with stylish improvements in nearly every room. The spacious layout offers exceptional flexibility, including a beautifully renovated laundry room, a dedicated office space, and custom California Closets that maximize organization and storage. Plantation shutters, abundant natural light, and refined finishes create a warm yet sophisticated atmosphere throughout the home. Enjoy peace of mind with a whole-house generator, epoxy-coated garage floor, maintenance-free gutter guards, and numerous thoughtful upgrades designed for easy living. Step outside to a private enclosed brick patio--perfect for relaxing or entertaining. One of the home's most desirable features is the truly low-maintenance lifestyle provided by the HOA, which includes lawn care, annual exterior power washing and roof cleaning, Spectrum internet, and exterior painting of non-brick surfaces on a regular schedule. Ideally located in the heart of the area, this exceptional property offers the perfect blend of luxury and convenience--just minutes from shopping, dining, golf, medical facilities, and everything that makes the Pinehurst area so desirable.

36 Courtney Pl, Southern Pines

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