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Set in the heart of Southern Pines Horse Country, this exceptional 15.5-acre farm in established Yadkin Run offers the quintessential Sandhills hunt box lifestyle, with extensive equestrian amenities, beautifully maintained grounds, and a flexible home designed for comfortable living. Just shy of 2,500 square feet, the home features two private bedroom suites along with multiple flex spaces ideal for offices, homeschooling, guests, hobbies, or additional living areas. The current owners have thoughtfully utilized the floor plan as a split-suite arrangement with separate living and office spaces, while the 4-bedroom septic system provides additional flexibility for future bedroom use. Numerous recent improvements make this property truly move-in ready, including a pre-listing inspection with necessary repairs completed, a beautifully renovated primary bath with secondary laundry area, refinished hardwood floors, fresh interior paint, and a new kitchen range. A whole-house generator provides added peace of mind. For the equestrian, the property offers an impressive array of amenities. Multiple large and smaller paddocks, several with well-ventilated run-in sheds, surround the farm, along with a lighted grass riding area conveniently separated from the pastures. The well-equipped 4-stall center-aisle barn features in-and-out stalls opening to rear paddocks, a covered hot/cold wash rack, tack room with laundry and bath, and feed room. A detached garage/workshop adds even more functionality with a spacious run-in and stall area, room to expand, and generous overhangs for farm equipment and storage. A heated and cooled detached building near the main barn offers excellent storage or could be transformed into a private gym, studio, or hobby space. A separate cottage, originally used as an office, provides yet another flexible space. Yadkin Run residents enjoy common riding areas, bridle trails, and two outdoor grass arenas--one dedicated to dressage and one to jumping. From the property, riders can make a short hack to the main section of Walthour-Moss Foundation, with miles of renowned sandy trails, water crossings, bridges, ponds, and hunt fencing for endless equestrian enjoyment. The Property is equipped with a 1,000-gallon propane tank and two wells, including one well over 500 feet deep that supplies the entire property with treated and softened water. Six Nelson heated waterers serve the pastures, with an additional five heated waterers in the stalls. The arena features energy-efficient LED lighting, providing exceptionally bright, daylight-like illumination while keeping power consumption very low. With its combination of location, land, thoughtful improvements, and exceptional equestrian infrastructure, this is a rare opportunity to enjoy the best of the Sandhills horse country lifestyle.

2 Beds ⋅ 3 Baths ⋅ 100608839 MLS

Set in the heart of Southern Pines Horse Country, this exceptional 15.5-acre farm in established Yadkin Run offers the quintessential Sandhills hunt box lifestyle, with extensive equestrian amenities, beautifully maintained grounds, and a flexible home designed for comfortable living. Just shy of 2,500 square feet, the home features two private bedroom suites along with multiple flex spaces ideal for offices, homeschooling, guests, hobbies, or additional living areas. The current owners have thoughtfully utilized the floor plan as a split-suite arrangement with separate living and office spaces, while the 4-bedroom septic system provides additional flexibility for future bedroom use. Numerous recent improvements make this property truly move-in ready, including a pre-listing inspection with necessary repairs completed, a beautifully renovated primary bath with secondary laundry area, refinished hardwood floors, fresh interior paint, and a new kitchen range. A whole-house generator provides added peace of mind. For the equestrian, the property offers an impressive array of amenities. Multiple large and smaller paddocks, several with well-ventilated run-in sheds, surround the farm, along with a lighted grass riding area conveniently separated from the pastures. The well-equipped 4-stall center-aisle barn features in-and-out stalls opening to rear paddocks, a covered hot/cold wash rack, tack room with laundry and bath, and feed room. A detached garage/workshop adds even more functionality with a spacious run-in and stall area, room to expand, and generous overhangs for farm equipment and storage. A heated and cooled detached building near the main barn offers excellent storage or could be transformed into a private gym, studio, or hobby space. A separate cottage, originally used as an office, provides yet another flexible space. Yadkin Run residents enjoy common riding areas, bridle trails, and two outdoor grass arenas--one dedicated to dressage and one to jumping. From the property, riders can make a short hack to the main section of Walthour-Moss Foundation, with miles of renowned sandy trails, water crossings, bridges, ponds, and hunt fencing for endless equestrian enjoyment. The Property is equipped with a 1,000-gallon propane tank and two wells, including one well over 500 feet deep that supplies the entire property with treated and softened water. Six Nelson heated waterers serve the pastures, with an additional five heated waterers in the stalls. The arena features energy-efficient LED lighting, providing exceptionally bright, daylight-like illumination while keeping power consumption very low. With its combination of location, land, thoughtful improvements, and exceptional equestrian infrastructure, this is a rare opportunity to enjoy the best of the Sandhills horse country lifestyle.

496 Yadkin Run Ln, Southern Pines

Listing courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP. Contact:

$700,000

Prime location for sale with 1.32 +/- acres near corner of W Morganton Rd and S Henley St in a high retail development area. Property is located less than 2 miles from Southern Pines Village, Pinecrest Plaza, Morganton Park South and US-1. Currently zoned FRR and property will need to go through rezoning process if any commercial application is envisioned. Located in Southern Pines ETJ.

100608550 MLS

Prime location for sale with 1.32 +/- acres near corner of W Morganton Rd and S Henley St in a high retail development area. Property is located less than 2 miles from Southern Pines Village, Pinecrest Plaza, Morganton Park South and US-1. Currently zoned FRR and property will need to go through rezoning process if any commercial application is envisioned. Located in Southern Pines ETJ.

704 W Morganton Rd, Southern Pines

Listing courtesy of Carolina Summit Group, LLC. Contact:

$530,000

Freshly painted & Move-in Ready! Nearly new - built in 2020 - This 3-bedroom, 3-bath home with a bonus room sits on a corner lot in The Cottages on May, just outside downtown Southern Pines. Its vaulted ceilings, abundant natural light, and a gas-log fireplace create a welcoming place to gather or settle in for a quiet evening. The gourmet kitchen has a luxurious feel and features quartz countertops, a large center island, abundant prep space, and seating that keeps the conversation going. You won't find any carpet and a tankless water heater adds everyday convenience for those long hot showers! The gorgeous main-level primary suite is a relaxing retreat, complete with a large walk-in shower and a Japanese soaking tub made for those ''Calgon, take me away'' days. A second bedroom and full bath downstairs offer flexibility, while the laundry room/mudroom is a handy spot to drop bags and kick off shoes. Upstairs, a third bedroom, full bath, and separate bonus room open up the possibilities!! Create a guest getaway, home office, movie room, workout space, or maybe a hangout with room to spread out - your vision can come alive! The fully fenced backyard is ready for more than a quick trip outside. Enjoy coffee on the covered rear porch, dinner on the newly added stone patio, or an evening under the stars, with HOA-included lawn care keeping weekend upkeep to a minimum. The insulated detached garage adds space for storage, hobbies, or a workshop. The neighborhood pool and clubhouse are a short walk away, with a playground and streets to explore on foot or by bike. Head downtown for coffee, shopping, or dinner, explore the trails at nearby Weymouth Woods, or enjoy the surrounding horse country. Convenient access to Fort Bragg rounds out the location. This is the one you've been searching for!

3 Beds ⋅ 3 Baths ⋅ 100608523 MLS

Freshly painted & Move-in Ready! Nearly new - built in 2020 - This 3-bedroom, 3-bath home with a bonus room sits on a corner lot in The Cottages on May, just outside downtown Southern Pines. Its vaulted ceilings, abundant natural light, and a gas-log fireplace create a welcoming place to gather or settle in for a quiet evening. The gourmet kitchen has a luxurious feel and features quartz countertops, a large center island, abundant prep space, and seating that keeps the conversation going. You won't find any carpet and a tankless water heater adds everyday convenience for those long hot showers! The gorgeous main-level primary suite is a relaxing retreat, complete with a large walk-in shower and a Japanese soaking tub made for those ''Calgon, take me away'' days. A second bedroom and full bath downstairs offer flexibility, while the laundry room/mudroom is a handy spot to drop bags and kick off shoes. Upstairs, a third bedroom, full bath, and separate bonus room open up the possibilities!! Create a guest getaway, home office, movie room, workout space, or maybe a hangout with room to spread out - your vision can come alive! The fully fenced backyard is ready for more than a quick trip outside. Enjoy coffee on the covered rear porch, dinner on the newly added stone patio, or an evening under the stars, with HOA-included lawn care keeping weekend upkeep to a minimum. The insulated detached garage adds space for storage, hobbies, or a workshop. The neighborhood pool and clubhouse are a short walk away, with a playground and streets to explore on foot or by bike. Head downtown for coffee, shopping, or dinner, explore the trails at nearby Weymouth Woods, or enjoy the surrounding horse country. Convenient access to Fort Bragg rounds out the location. This is the one you've been searching for!

323 Blantons St, Southern Pines

Listing courtesy of LPT Realty. Contact:

$725,000

Enjoy one-level living in this well-maintained, move in ready three bedroom, two-and-a-half-bath home in the sought after Longleaf Golf & Family Club community. Take in panoramic views of the 14th fairway from the Carolina room, back deck, and main living areas. The desirable split bedroom floor plan provides privacy for both you and your guests. The spacious primary suite is a lovely retreat with a generous walk-in closet. The bathroom has an oversized shower with double sinks with plenty of room for comfort. The open concept living in this home is perfect for entertaining and hosting friends and family, where expansive windows showcase the sweeping golf course scenery. The Carolina room offers a front row seat to watch the many junior golf events hosted in your backyard. A charming, casual dining nook just off the kitchen offers another inviting spot to enjoy coffee, conversation and views throughout the day. The kitchen is stunning and the perfect focal point for gathering with GE Cafe appliances, a large island for additional seating and storage. Gleaming white cabinetry throughout and sleek countertops work together to make this area the heart of the home. With its incredible golf-course views, comfortable layout, and exceptional location, this home is ready to welcome you.

3 Beds ⋅ 3 Baths ⋅ 100608422 MLS

Enjoy one-level living in this well-maintained, move in ready three bedroom, two-and-a-half-bath home in the sought after Longleaf Golf & Family Club community. Take in panoramic views of the 14th fairway from the Carolina room, back deck, and main living areas. The desirable split bedroom floor plan provides privacy for both you and your guests. The spacious primary suite is a lovely retreat with a generous walk-in closet. The bathroom has an oversized shower with double sinks with plenty of room for comfort. The open concept living in this home is perfect for entertaining and hosting friends and family, where expansive windows showcase the sweeping golf course scenery. The Carolina room offers a front row seat to watch the many junior golf events hosted in your backyard. A charming, casual dining nook just off the kitchen offers another inviting spot to enjoy coffee, conversation and views throughout the day. The kitchen is stunning and the perfect focal point for gathering with GE Cafe appliances, a large island for additional seating and storage. Gleaming white cabinetry throughout and sleek countertops work together to make this area the heart of the home. With its incredible golf-course views, comfortable layout, and exceptional location, this home is ready to welcome you.

25 Steeplechase Way, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$588,900

Located within the desirable Longleaf Country Club subdivision in Southern Pines, North Carolina, this stunning property perfectly balances open floor plan, functional main-level spaces, and golf course views.

4 Beds ⋅ 3 Baths ⋅ 100608389 MLS ⋅ Longleaf CC BLDG.

Located within the desirable Longleaf Country Club subdivision in Southern Pines, North Carolina, this stunning property perfectly balances open floor plan, functional main-level spaces, and golf course views.

519 Cottage Ln, Southern Pines

Listing courtesy of Forest Creek Real Estate Group. Contact:

$325,000

Investors welcome!! One of the few remaining new construction Bradford Village townhouses in Downtown Southern Pines. This 3 bedrooms and 2.5 bathrooms townhome is perfect for someone who desires the proximity of downtown life without the responsibilities of typical home maintenance -like cutting grass...Who has time for that? And wouldn't you rather spend it doing something fun?? You're steps away from Memorial Park w/ skateboarding, tennis, pickleball, basketball, soccer- all the outdoor rec things for ya...And while I'm not promoting unsafe alcohol intake, I would also like to point out that these townhomes are located in what would be a short uber ride or brisk walk (or not so brisk but slow and steady) from some of the infamous downtown, late-night bars and restaurants and phenomenal coffee shops & breakfast joints to dull the hangovers and start the mornings off before a quick run in one of the parks or getting your cardio in by shopping for your next cute outfit at one of the many boutiques & salons! With LVP in main areas and bathrooms, carpet on stairs and bedrooms, a laundry space for both washer & dryer this home is cute and functional. Lovely all in one kitchen, living-room w/ electric fireplace and eating area with glass door to private patio at the rear of the property with convenient access to Memorial Park right outside your door, provides all your recreational activities at your fingertips! Perfect location and size for buyers looking to live in the downtown Souther Pines area with minimal exterior maintenance, or for those looking for a second home with rental ability. Stop in and check them out while your downtown enjoying some shopping, relaxing and enjoying some local music, food and drinks at Red's Corner(0.2 miles), or just strolling the streets of our area - you'll love living here!

3 Beds ⋅ 3 Baths ⋅ 100608135 MLS

Investors welcome!! One of the few remaining new construction Bradford Village townhouses in Downtown Southern Pines. This 3 bedrooms and 2.5 bathrooms townhome is perfect for someone who desires the proximity of downtown life without the responsibilities of typical home maintenance -like cutting grass...Who has time for that? And wouldn't you rather spend it doing something fun?? You're steps away from Memorial Park w/ skateboarding, tennis, pickleball, basketball, soccer- all the outdoor rec things for ya...And while I'm not promoting unsafe alcohol intake, I would also like to point out that these townhomes are located in what would be a short uber ride or brisk walk (or not so brisk but slow and steady) from some of the infamous downtown, late-night bars and restaurants and phenomenal coffee shops & breakfast joints to dull the hangovers and start the mornings off before a quick run in one of the parks or getting your cardio in by shopping for your next cute outfit at one of the many boutiques & salons! With LVP in main areas and bathrooms, carpet on stairs and bedrooms, a laundry space for both washer & dryer this home is cute and functional. Lovely all in one kitchen, living-room w/ electric fireplace and eating area with glass door to private patio at the rear of the property with convenient access to Memorial Park right outside your door, provides all your recreational activities at your fingertips! Perfect location and size for buyers looking to live in the downtown Souther Pines area with minimal exterior maintenance, or for those looking for a second home with rental ability. Stop in and check them out while your downtown enjoying some shopping, relaxing and enjoying some local music, food and drinks at Red's Corner(0.2 miles), or just strolling the streets of our area - you'll love living here!

247 Townhome Ln, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$539,000

$10,000 USE-AS-YOU-CHOOSE BUILDER INCENTIVE! Apply it toward CLOSING COSTS, RATE BUY-DOWN OR UPGRADES! Welcome to the NEWEST FLOOR PLAN from Superior Homes of the Sandhills! Introducing the ''Beaufort,'' thoughtfully designed for TRUE SINGLE-LEVEL LIVING with 4 bedrooms, 3 full bathrooms and an open-concept layout connecting the kitchen, dining and vaulted living room. One of the true showstoppers is the impressive HIS & HER CLOSET setup in the primary suite, including an approximately 12' x 12' closet located just off the primary bathroom with plenty of room for clothing, storage and even an optional center island. Situated on a private 1/2-acre interior lot within the Hyland Hills Golf Community, this property offers the rare combination of NO HOA and NO CITY TAXES! Enjoy being just a short golf-cart ride to Hyland Hills Golf Club and Driving Range, while still having quick and convenient access to Southern Pines and US Highway 1. 4 BEDROOMS + 3 FULL BATHS + SINGLE-LEVEL LIVING + 1/2 ACRE + NO HOA + NO CITY TAXES + $10,000 BUILDER INCENTIVE!

4 Beds ⋅ 3 Baths ⋅ 100607736 MLS

$10,000 USE-AS-YOU-CHOOSE BUILDER INCENTIVE! Apply it toward CLOSING COSTS, RATE BUY-DOWN OR UPGRADES! Welcome to the NEWEST FLOOR PLAN from Superior Homes of the Sandhills! Introducing the ''Beaufort,'' thoughtfully designed for TRUE SINGLE-LEVEL LIVING with 4 bedrooms, 3 full bathrooms and an open-concept layout connecting the kitchen, dining and vaulted living room. One of the true showstoppers is the impressive HIS & HER CLOSET setup in the primary suite, including an approximately 12' x 12' closet located just off the primary bathroom with plenty of room for clothing, storage and even an optional center island. Situated on a private 1/2-acre interior lot within the Hyland Hills Golf Community, this property offers the rare combination of NO HOA and NO CITY TAXES! Enjoy being just a short golf-cart ride to Hyland Hills Golf Club and Driving Range, while still having quick and convenient access to Southern Pines and US Highway 1. 4 BEDROOMS + 3 FULL BATHS + SINGLE-LEVEL LIVING + 1/2 ACRE + NO HOA + NO CITY TAXES + $10,000 BUILDER INCENTIVE!

120 Drumar Ct, Southern Pines

Listing courtesy of Carolina Property Sales. Contact:

$1,195,000

Gracefully positioned along the 10th fairway of the Arnold Palmer-designed golf course within the highly desirable gated community of Mid-South Club, 34 Plantation Drive offers an exceptional combination of quality, comfort, and timeless design. Built by highly regarded Masters Properties, this beautifully crafted home is designed for effortless everyday living and entertaining. Framed by spectacular golf course views and beautiful landscaping, the home features an inviting open-concept kitchen with double islands, double ovens, generous cabinetry, and a seamless connection to the main living spaces. The beautifully designed floor plan offers an effortless flow, with spacious living and gathering areas and private bedroom suites ideal for a growing family or overnight guests. A generous flex room with full bath offers endless possibilities, while an expansive walk-in storage area provides exceptional space for holiday and seasonal décor, with the potential for future expansion. There is also an oversized 2-car garage! From the quality of construction and finishes to the exceptional floor plan and picturesque golf course setting, every detail of this exquisite home reflects exceptional craftsmanship and enduring quality. Do not miss seeing this beautifully appointed home offering refined, comfortable living in one of the area's most desirable golf communities.

4 Beds ⋅ 4 Baths ⋅ 100607718 MLS

Gracefully positioned along the 10th fairway of the Arnold Palmer-designed golf course within the highly desirable gated community of Mid-South Club, 34 Plantation Drive offers an exceptional combination of quality, comfort, and timeless design. Built by highly regarded Masters Properties, this beautifully crafted home is designed for effortless everyday living and entertaining. Framed by spectacular golf course views and beautiful landscaping, the home features an inviting open-concept kitchen with double islands, double ovens, generous cabinetry, and a seamless connection to the main living spaces. The beautifully designed floor plan offers an effortless flow, with spacious living and gathering areas and private bedroom suites ideal for a growing family or overnight guests. A generous flex room with full bath offers endless possibilities, while an expansive walk-in storage area provides exceptional space for holiday and seasonal décor, with the potential for future expansion. There is also an oversized 2-car garage! From the quality of construction and finishes to the exceptional floor plan and picturesque golf course setting, every detail of this exquisite home reflects exceptional craftsmanship and enduring quality. Do not miss seeing this beautifully appointed home offering refined, comfortable living in one of the area's most desirable golf communities.

34 Plantation Dr, Southern Pines

Listing courtesy of The Gentry Team. Contact:

$600,000

Enjoy effortless golf-course living in this beautifully situated 3-bedroom, 3-bath condo, perfectly positioned along the 9th fairway of the Arnold Palmer Signature golf course. Offering a blend of comfort, privacy, and resort-style living, this spacious home is ideal as a full-time residence or a second home. The open and inviting floor plan provides plenty of room to relax and entertain, with generous living spaces, well-appointed bedrooms, and three full bathrooms for added convenience. Large windows and an outdoor living space featuring a natural gas firepit take full advantage of the picturesque golf-course views, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Recent improvements to this beautiful home include new flooring in 2023, dishwasher in 2023, garbage disposal in 2025, water heater in 2025, Recirculating pump for hot water added in 2021 and new HVAC system in 2020. The monthly dues include the use of the Camden Villas private clubhouse which features an entertainment room with pool table, kitchen and fitness room plus a large patio perfect for grilling out. The very comprehensive dues include master insurance, professional management/accounting, landscaping, irrigation, termite bond, exterior building maintenance, gutter cleaning, exterior painting, power washing and roof repairs or replacement! The Mid South POA dues include security, front gate, road maintenance, internet and cable TV. Residents can enjoy the security and tranquility of a gated community along with easy access to golf, recreation, dining, and nearby amenities. Whether you're an avid golfer or simply appreciate beautiful surroundings and a relaxed lifestyle, this condo offers an exceptional opportunity to enjoy it all. A transferable Mid-Tal membership gives access to Mid South Club, Talamore Golf Club and Legacy Lakes Golf Club. Wonderful amenities include clubhouses, swimming pools, tennis courts and premier golf courses. Buyer to pay prevailing costs. Come experience the views, comfort, and carefree golf-front ''Lock It and Leave It'' lifestyle this wonderful condo has to offer!

3 Beds ⋅ 3 Baths ⋅ 100607319 MLS ⋅ Mid South Club BLDG.

Enjoy effortless golf-course living in this beautifully situated 3-bedroom, 3-bath condo, perfectly positioned along the 9th fairway of the Arnold Palmer Signature golf course. Offering a blend of comfort, privacy, and resort-style living, this spacious home is ideal as a full-time residence or a second home. The open and inviting floor plan provides plenty of room to relax and entertain, with generous living spaces, well-appointed bedrooms, and three full bathrooms for added convenience. Large windows and an outdoor living space featuring a natural gas firepit take full advantage of the picturesque golf-course views, creating a peaceful setting to enjoy your morning coffee or unwind at the end of the day. Recent improvements to this beautiful home include new flooring in 2023, dishwasher in 2023, garbage disposal in 2025, water heater in 2025, Recirculating pump for hot water added in 2021 and new HVAC system in 2020. The monthly dues include the use of the Camden Villas private clubhouse which features an entertainment room with pool table, kitchen and fitness room plus a large patio perfect for grilling out. The very comprehensive dues include master insurance, professional management/accounting, landscaping, irrigation, termite bond, exterior building maintenance, gutter cleaning, exterior painting, power washing and roof repairs or replacement! The Mid South POA dues include security, front gate, road maintenance, internet and cable TV. Residents can enjoy the security and tranquility of a gated community along with easy access to golf, recreation, dining, and nearby amenities. Whether you're an avid golfer or simply appreciate beautiful surroundings and a relaxed lifestyle, this condo offers an exceptional opportunity to enjoy it all. A transferable Mid-Tal membership gives access to Mid South Club, Talamore Golf Club and Legacy Lakes Golf Club. Wonderful amenities include clubhouses, swimming pools, tennis courts and premier golf courses. Buyer to pay prevailing costs. Come experience the views, comfort, and carefree golf-front ''Lock It and Leave It'' lifestyle this wonderful condo has to offer!

125 W Chelsea Ct, Southern Pines

Listing courtesy of Mary M. Wilson-Wittenstrom. Contact:

$199,000

Investors looking to flip or add to your portfolio - great northern Southern Pines location - easy access to RT 1 , set in a quiet neighborhood on a cul de sac street. Some renovations have been started much more is needed. Being sold as is. no inspections have been done 2 bedroom septic permit in documents.

2 Beds ⋅ 3 Baths ⋅ 100607122 MLS

Investors looking to flip or add to your portfolio - great northern Southern Pines location - easy access to RT 1 , set in a quiet neighborhood on a cul de sac street. Some renovations have been started much more is needed. Being sold as is. no inspections have been done 2 bedroom septic permit in documents.

212 Skyline Manor Rd, Southern Pines

Listing courtesy of Nexthome In The Pines. Contact:

$900,000

An exceptional 18-acre offering in the heart of Southern Pines's desirable horse country. Privately situated yet conveniently located near downtown Southern Pines and Pinehurst, this rare property presents an extraordinary opportunity to create a legacy estate tailored to your vision. Gently rolling terrain, open clearings, mature trees, and peaceful woodland views provide a beautiful setting for a custom residence, refined homestead, private farm, or equestrian retreat. Imagine thoughtfully designed gardens, paddocks, barns, riding trails, or simply a quiet escape with room to breathe. Calloway Place offers the space, flexibility, and natural beauty to bring that vision to life. Surrounded by the privacy, acreage, and equestrian heritage that make this area so sought after, the property offers exceptional lifestyle appeal and long-term potential...all within easy reach of shopping, dining, championship golf, and the charm of Southern Pines and Pinehurst. Calloway Place is a rare opportunity to secure 18 beautiful acres and create something truly special in one of Moore County's most coveted settings.

100606951 MLS

An exceptional 18-acre offering in the heart of Southern Pines's desirable horse country. Privately situated yet conveniently located near downtown Southern Pines and Pinehurst, this rare property presents an extraordinary opportunity to create a legacy estate tailored to your vision. Gently rolling terrain, open clearings, mature trees, and peaceful woodland views provide a beautiful setting for a custom residence, refined homestead, private farm, or equestrian retreat. Imagine thoughtfully designed gardens, paddocks, barns, riding trails, or simply a quiet escape with room to breathe. Calloway Place offers the space, flexibility, and natural beauty to bring that vision to life. Surrounded by the privacy, acreage, and equestrian heritage that make this area so sought after, the property offers exceptional lifestyle appeal and long-term potential...all within easy reach of shopping, dining, championship golf, and the charm of Southern Pines and Pinehurst. Calloway Place is a rare opportunity to secure 18 beautiful acres and create something truly special in one of Moore County's most coveted settings.

Tbd Calloway Pl, Southern Pines

Listing courtesy of Pines Sotheby's International Realty. Contact:

$1,375,000

Built in 1925 and tucked behind mature landscaping on nearly two private acres in historic Weymouth Heights, 140 Arbutus Road is the kind of Southern Pines home that simply cannot be recreated. Set well back from the street behind a sweeping circular gravel drive, this 4,491-square-foot estate feels remarkably secluded, yet sits just minutes from downtown Southern Pines. Weymouth Heights was conceived more than a century ago around its natural landscape, with winding roads, generous wooded homesites and a sense of privacy that remains one of the neighborhood's defining characteristics. 140 Arbutus is a beautiful reflection of that history, with original hardwood floors, masonry fireplaces, gracious proportions and architectural details collected over a century of living. The welcoming foyer introduces the home's gracious scale and timeless character, with a natural flow into the formal dining room and main living spaces. The living room centers around a double-sided gas-log fireplace, while built-in bookcases line the passage into a richly paneled mahogany study overlooking the pool. On the opposite side of the fireplace, an extraordinary sunroom is wrapped in casement windows beneath a glass ceiling, creating one of the home's most memorable spaces. At the heart of the home, the kitchen pairs warmth and character with function, featuring granite countertops, open wood shelving, a six-burner gas range, antique butcher-block island and wet bar. A mudroom connects the kitchen to a dedicated laundry room with sink, while an additional first-floor room, currently used as an office, includes an en-suite half bath. Upstairs, the primary suite has a character entirely its own, with a masonry fireplace and marble surround, walk-in closet and light-filled sitting room. French doors open directly onto the second-story covered porch spanning the front of the home. Two additional bedrooms share a Jack-and-Jill bath with walk-in shower. Above the garages, another bedroom with built-in bookcases offers access to a full bath and a walk-in cedar closet, creating wonderful flexibility for guests, an office or additional living space. Outside, the property becomes its own private retreat. Mature landscaping screens the pool and grounds from neighboring homes, while herringbone brick and stone patios create a series of intimate outdoor spaces. A stone terrace wraps around a small decorative pond just beyond the glass-enclosed sunroom, and landscape lighting carries throughout the property. The grounds are fully fenced in both the front and rear, and a Kohler whole-house generator adds peace of mind. There are homes with history, and then there are homes where you can still feel it. Nearly two acres of privacy, a pool, 4,491 square feet and a century of character, all in one of Southern Pines' most storied neighborhoods and only minutes from the restaurants, shops and charm of downtown. 140 Arbutus Road is unmistakably one of them.

4 Beds ⋅ 4 Baths ⋅ 100606736 MLS

Built in 1925 and tucked behind mature landscaping on nearly two private acres in historic Weymouth Heights, 140 Arbutus Road is the kind of Southern Pines home that simply cannot be recreated. Set well back from the street behind a sweeping circular gravel drive, this 4,491-square-foot estate feels remarkably secluded, yet sits just minutes from downtown Southern Pines. Weymouth Heights was conceived more than a century ago around its natural landscape, with winding roads, generous wooded homesites and a sense of privacy that remains one of the neighborhood's defining characteristics. 140 Arbutus is a beautiful reflection of that history, with original hardwood floors, masonry fireplaces, gracious proportions and architectural details collected over a century of living. The welcoming foyer introduces the home's gracious scale and timeless character, with a natural flow into the formal dining room and main living spaces. The living room centers around a double-sided gas-log fireplace, while built-in bookcases line the passage into a richly paneled mahogany study overlooking the pool. On the opposite side of the fireplace, an extraordinary sunroom is wrapped in casement windows beneath a glass ceiling, creating one of the home's most memorable spaces. At the heart of the home, the kitchen pairs warmth and character with function, featuring granite countertops, open wood shelving, a six-burner gas range, antique butcher-block island and wet bar. A mudroom connects the kitchen to a dedicated laundry room with sink, while an additional first-floor room, currently used as an office, includes an en-suite half bath. Upstairs, the primary suite has a character entirely its own, with a masonry fireplace and marble surround, walk-in closet and light-filled sitting room. French doors open directly onto the second-story covered porch spanning the front of the home. Two additional bedrooms share a Jack-and-Jill bath with walk-in shower. Above the garages, another bedroom with built-in bookcases offers access to a full bath and a walk-in cedar closet, creating wonderful flexibility for guests, an office or additional living space. Outside, the property becomes its own private retreat. Mature landscaping screens the pool and grounds from neighboring homes, while herringbone brick and stone patios create a series of intimate outdoor spaces. A stone terrace wraps around a small decorative pond just beyond the glass-enclosed sunroom, and landscape lighting carries throughout the property. The grounds are fully fenced in both the front and rear, and a Kohler whole-house generator adds peace of mind. There are homes with history, and then there are homes where you can still feel it. Nearly two acres of privacy, a pool, 4,491 square feet and a century of character, all in one of Southern Pines' most storied neighborhoods and only minutes from the restaurants, shops and charm of downtown. 140 Arbutus Road is unmistakably one of them.

140 Arbutus Rd, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$434,900

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

3 Beds ⋅ 3 Baths ⋅ 770001 MLS

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

176 Starland Lane, Southern Pines

Listing courtesy of COLDWELL BANKER ADVANTAGE #3-SOUTHERN PINES. Contact:

$535,000

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

2 Beds ⋅ 2 Baths ⋅ 100606624 MLS

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

51 King St, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$3,150,000

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

4 Beds ⋅ 4 Baths ⋅ 100606510 MLS

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

1680 Midland Rd, Southern Pines

Listing courtesy of Pines Sotheby's International Realty. Contact:

$399,000

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

4 Beds ⋅ 4 Baths ⋅ 100606176 MLS

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

225 Mitchell Rd, Southern Pines

Listing courtesy of Compass Carolinas LLC. Contact:

$425,000

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

3 Beds ⋅ 3 Baths ⋅ 100606156 MLS

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

110 Stornoway Dr, Southern Pines

Listing courtesy of Carolina Summit Group, LLC. Contact:

$329,000

Welcome home to a beautifully maintained property where thoughtful upgrades and easy living come together. LVP flooring flows throughout, complemented by stylish accent walls and upgrades that give the home a fresh, finished feel. The functional floor plan keeps all bedrooms upstairs for added privacy, along with a conveniently located laundry room that makes everyday life that much easier. This home has been meticulously cared for and is truly move-in ready.Step outside and you'll find a fully fenced backyard with a vinyl privacy fence and a beautifully landscaped fire pit area that's already set up for crisp fall evenings! 🍂🔥 Even better, the seller is leaving the fire pit and chairs, so all you need to do is move in and enjoy. With a great location close to shopping, dining, everyday conveniences, and downtown Southern Pines, this home offers the perfect combination of comfort, privacy, and convenience.

3 Beds ⋅ 3 Baths ⋅ 100606093 MLS

Welcome home to a beautifully maintained property where thoughtful upgrades and easy living come together. LVP flooring flows throughout, complemented by stylish accent walls and upgrades that give the home a fresh, finished feel. The functional floor plan keeps all bedrooms upstairs for added privacy, along with a conveniently located laundry room that makes everyday life that much easier. This home has been meticulously cared for and is truly move-in ready.Step outside and you'll find a fully fenced backyard with a vinyl privacy fence and a beautifully landscaped fire pit area that's already set up for crisp fall evenings! 🍂🔥 Even better, the seller is leaving the fire pit and chairs, so all you need to do is move in and enjoy. With a great location close to shopping, dining, everyday conveniences, and downtown Southern Pines, this home offers the perfect combination of comfort, privacy, and convenience.

855 S Henley St, Southern Pines

Listing courtesy of Realty World Properties of the Pines. Contact:

$449,000

Location, Location, Location! This charming cottage is ideally situated within walking distance of downtown Southern Pines. A quaint front porch welcomes you into this delightful piece of history, filled with character and inviting spaces. The main level features a formal dining room and a spacious kitchen with wonderful natural light and plenty of room for an eat-in area or cozy second sitting space. The downstairs primary suite offers a walk-through closet and a spacious primary bathroom. Upstairs, you'll find two additional bedrooms, a versatile landing area, storage closet, and a full bathroom. Step outside and enjoy entertaining or relaxing on the massive deck overlooking the large backyard, complete with a firepit and adorable storage shed. With its character, space, and unbeatable location, this Southern Pines gem is one you won't want to miss!

3 Beds ⋅ 2 Baths ⋅ 100605472 MLS

Location, Location, Location! This charming cottage is ideally situated within walking distance of downtown Southern Pines. A quaint front porch welcomes you into this delightful piece of history, filled with character and inviting spaces. The main level features a formal dining room and a spacious kitchen with wonderful natural light and plenty of room for an eat-in area or cozy second sitting space. The downstairs primary suite offers a walk-through closet and a spacious primary bathroom. Upstairs, you'll find two additional bedrooms, a versatile landing area, storage closet, and a full bathroom. Step outside and enjoy entertaining or relaxing on the massive deck overlooking the large backyard, complete with a firepit and adorable storage shed. With its character, space, and unbeatable location, this Southern Pines gem is one you won't want to miss!

390 W Connecticut Ave, Southern Pines

Listing courtesy of Merit Real Estate Services. Contact:

$434,900

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

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

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

176 Starland Ln, Southern Pines

Listing courtesy of Coldwell Banker Advantage-Southern Pines. Contact:

$299,000

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

3 Beds ⋅ 2 Baths ⋅ 100604782 MLS

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

1610 E Indiana Ave, Southern Pines

Listing courtesy of eXp Realty. Contact:

$339,900

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

3 Beds ⋅ 2 Baths ⋅ 100604723 MLS

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

625 Redwood Dr, Southern Pines

Listing courtesy of Pinehurst Area Realty. Contact:

$476,090

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

4 Beds ⋅ 3 Baths ⋅ 100604716 MLS

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

1826 E Indiana Ave, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$517,000

Assumable 4.25% VA loan. Located in the desirable Arboretum subdivision, this lovely 3-bedroom, 2.5-bath home offers a welcoming open floor plan with spacious living areas and abundant natural light. Beautiful bright kitchen with stainless steel appliances, generous cabinetry and a pantry. The vaulted ceiling in the living room creates an airy, inviting atmosphere, while beautiful wood flooring flows throughout the main living areas and bedrooms. The spacious owner's suite features a generously sized private bath complete with a walk-in shower and relaxing soaking tub along with a large walk-in closet. Upstairs, a finished bonus room with closet storage provides flexible space for a home office, media room, playroom, or guest area. Step outside to enjoy the back patio and fenced backyard, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. Freshly painted inside and out. Conveniently located near the association swinging pool, shopping, dining, Fort Bragg, and surrounding amenities, this home offers both comfort and convenience.

4 Beds ⋅ 3 Baths ⋅ 100604619 MLS

Assumable 4.25% VA loan. Located in the desirable Arboretum subdivision, this lovely 3-bedroom, 2.5-bath home offers a welcoming open floor plan with spacious living areas and abundant natural light. Beautiful bright kitchen with stainless steel appliances, generous cabinetry and a pantry. The vaulted ceiling in the living room creates an airy, inviting atmosphere, while beautiful wood flooring flows throughout the main living areas and bedrooms. The spacious owner's suite features a generously sized private bath complete with a walk-in shower and relaxing soaking tub along with a large walk-in closet. Upstairs, a finished bonus room with closet storage provides flexible space for a home office, media room, playroom, or guest area. Step outside to enjoy the back patio and fenced backyard, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. Freshly painted inside and out. Conveniently located near the association swinging pool, shopping, dining, Fort Bragg, and surrounding amenities, this home offers both comfort and convenience.

112 S Bracken Fern Ln, Southern Pines

Listing courtesy of Rhodes and Co LLC. Contact:

$491,335

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

4 Beds ⋅ 3 Baths ⋅ 100604549 MLS

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

1822 E Indiana Ave, Southern Pines

Listing courtesy of Ascot Realty Inc.. Contact:

$799,000

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

4 Beds ⋅ 3 Baths ⋅ 100604435 MLS

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

525 Pommel Ln, Southern Pines

Listing courtesy of Fore Properties. Contact:

$579,000

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

4 Beds ⋅ 3 Baths ⋅ 100604428 MLS

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

246 Luss Ln, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$214,998

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

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

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

28 N Knoll Rd, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$309,000

Southern Pines Living at Its Best with a 2.75% ASSUMABLE VA mortgage!!!! Move right into this beautifully maintained 3 bedroom, 2.5 bath townhouse offering the ease of main-level living with a spacious primary suite conveniently located on the first floor. Warm hardwood floors, and fresh interior paint gives the whole home a crisp, move-in-ready feel. The primary suite offers direct access to the deck and features a custom closet with exceptional organization and storage. The kitchen is ready to go with a brand-new oven and dishwasher, making everyday cooking and entertaining a breeze. Upstairs, two additional bedrooms offer flexible space -- perfect for guests, a home office, or whatever fits your lifestyle. Step outside to your freshly painted deck -- the perfect spot to sip your morning coffee or unwind with an evening beverage while overlooking mature trees and the community pool, just steps away. There's also an oversized walk-in crawl space -- a rare find, offering ample room for all your seasonal items and more. This low-maintenance townhouse sits in the desirable Cypress Creek HOA community, where the HOA covers much of the exterior upkeep -- making it a fantastic option for owner-occupants and investors alike looking to grow their portfolio with minimal hassle. Just minutes from downtown Southern Pines, you'll enjoy easy access to local restaurants, shopping, golf, and nightlife, plus a quick commute to Fort Bragg-- ideal for military families and commuters alike.

3 Beds ⋅ 3 Baths ⋅ 100604298 MLS

Southern Pines Living at Its Best with a 2.75% ASSUMABLE VA mortgage!!!! Move right into this beautifully maintained 3 bedroom, 2.5 bath townhouse offering the ease of main-level living with a spacious primary suite conveniently located on the first floor. Warm hardwood floors, and fresh interior paint gives the whole home a crisp, move-in-ready feel. The primary suite offers direct access to the deck and features a custom closet with exceptional organization and storage. The kitchen is ready to go with a brand-new oven and dishwasher, making everyday cooking and entertaining a breeze. Upstairs, two additional bedrooms offer flexible space -- perfect for guests, a home office, or whatever fits your lifestyle. Step outside to your freshly painted deck -- the perfect spot to sip your morning coffee or unwind with an evening beverage while overlooking mature trees and the community pool, just steps away. There's also an oversized walk-in crawl space -- a rare find, offering ample room for all your seasonal items and more. This low-maintenance townhouse sits in the desirable Cypress Creek HOA community, where the HOA covers much of the exterior upkeep -- making it a fantastic option for owner-occupants and investors alike looking to grow their portfolio with minimal hassle. Just minutes from downtown Southern Pines, you'll enjoy easy access to local restaurants, shopping, golf, and nightlife, plus a quick commute to Fort Bragg-- ideal for military families and commuters alike.

107 Cypress Cir, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$595,000

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

4 Beds ⋅ 3 Baths ⋅ 100604269 MLS

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

380 Sheldon Rd, Southern Pines

Listing courtesy of Carolina Property Sales. Contact:

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