$1,375,000 Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines. 4 Beds ⋅ 4 Baths ⋅ 765723 MLS Set on 3.21 private acres in Weymouth Heights, this 1924 estate offers architectural character, established gardens, and a detached guest cottage in one of Southern Pines' most treasured neighborhoods. Historic brick fencing lines portions of the drive, while mature pines, hardwoods, evergreens, and more than 300 flowering azaleas create a setting that has evolved beautifully over generations, just moments from downtown Southern Pines and Weymouth Woods. The 4-bedroom main residence blends thoughtful updates with original character, featuring hardwood floors, extensive mill work, custom built-ins, and four working fireplaces. Large windows frame views of the surrounding grounds, while multiple gathering spaces--including a spacious Great Room, dedicated office, and light-filled Carolina Room--provide flexibility for everyday living and entertaining. The kitchen is appointed with custom Rutt cherry cabinetry, Sub-Zero refrigeration, Dacor double ovens, a five-burner gas cook top, generous workspace, and abundant storage. The main-level primary suite offers a spacious bath, walk-in closet, fireplace, and direct connection to the Carolina Room and outdoor living spaces. Outside, flagstone walkways, stone terraces, expansive lawn areas, and a brick fireplace courtyard create inviting spaces to enjoy the property's exceptional landscape. A detached 659-square-foot guest cottage with a bedroom, full bath, living area, and fireplace provides additional flexibility for guests, extended family, or a private workspace. A rare opportunity to own a significant Weymouth Heights property with privacy, character, and convenience in the heart of Southern Pines. 285 N Bethesda Road NE, Southern Pines
$1,290,000 Discover the epitome of sophisticated living at 260 Clearfield Lane in desirable Southern Pines. Currently under construction with an anticipated Summer 2026 completion, this stunning new build offers a unique window of opportunity for buyers to customize finishes and select upgrades to create their true dream home. Boasting a handsome exterior with stone accents, this residence is designed for both grand entertaining and comfortable daily living. Step inside to an airy main level featuring 9' ceilings and a dramatic, vaulted open-plan living and dining area anchored by a cozy fireplace. The heart of the home is the ''modern organic'' inspired kitchen, a masterclass in design featuring a blend of off-white and warm wood cabinetry, an expansive central island, a farmhouse sink, and a custom hood over a 48'' gas range. Entertaining is effortless with an incredible support system: A stunning color-drenched Butler's Pantry, offers a second farmhouse sink, cabinetry, microwave, beverage refrigerator, and French doors opening directly to the screened-in porch and deck/grill area. Additionally, a massive walk-in pantry provides open shelving, cubbies, and a dedicated desk area. The main floor Primary Suite is a true sanctuary, featuring an expansive layout, a freestanding tub, a walk-in tiled shower, separate walnut vanities, and a large custom walk-in closet. A versatile main-floor guest suite with a private tiled shower is perfect for visitors or a dedicated home office. A powder room and functional laundry/mudroom complete the interior first level. The oversized three-car garage also features a budbench drop zone and washing station. The second floor is designed for family flexibility, offering three additional bedrooms, a secondary family living room, upstairs laundry, and access to extensive storage. There is a large ensuite as well as a Jack & Jill Bath. The expansive lower level features 10'' ceilings and provides the ultimate recreation space with a kitchenette, a powder room, a large rec room & a private media/games room. The basement also includes vast unfinished space already laid out for two additional future bedrooms (or flex rooms) and a hall bath, offering massive potential for growth. Don't miss the chance to make 260 Clearfield Lane uniquely yours. Contact us today to discuss customization options! 5 Beds ⋅ 7 Baths ⋅ 764981 MLS Discover the epitome of sophisticated living at 260 Clearfield Lane in desirable Southern Pines. Currently under construction with an anticipated Summer 2026 completion, this stunning new build offers a unique window of opportunity for buyers to customize finishes and select upgrades to create their true dream home. Boasting a handsome exterior with stone accents, this residence is designed for both grand entertaining and comfortable daily living. Step inside to an airy main level featuring 9' ceilings and a dramatic, vaulted open-plan living and dining area anchored by a cozy fireplace. The heart of the home is the ''modern organic'' inspired kitchen, a masterclass in design featuring a blend of off-white and warm wood cabinetry, an expansive central island, a farmhouse sink, and a custom hood over a 48'' gas range. Entertaining is effortless with an incredible support system: A stunning color-drenched Butler's Pantry, offers a second farmhouse sink, cabinetry, microwave, beverage refrigerator, and French doors opening directly to the screened-in porch and deck/grill area. Additionally, a massive walk-in pantry provides open shelving, cubbies, and a dedicated desk area. The main floor Primary Suite is a true sanctuary, featuring an expansive layout, a freestanding tub, a walk-in tiled shower, separate walnut vanities, and a large custom walk-in closet. A versatile main-floor guest suite with a private tiled shower is perfect for visitors or a dedicated home office. A powder room and functional laundry/mudroom complete the interior first level. The oversized three-car garage also features a budbench drop zone and washing station. The second floor is designed for family flexibility, offering three additional bedrooms, a secondary family living room, upstairs laundry, and access to extensive storage. There is a large ensuite as well as a Jack & Jill Bath. The expansive lower level features 10'' ceilings and provides the ultimate recreation space with a kitchenette, a powder room, a large rec room & a private media/games room. The basement also includes vast unfinished space already laid out for two additional future bedrooms (or flex rooms) and a hall bath, offering massive potential for growth. Don't miss the chance to make 260 Clearfield Lane uniquely yours. Contact us today to discuss customization options! 260 Clearfield Lane, Southern Pines
$537,900 Look no further! This charming cottage-style home perfectly blends timeless character with modern convenience. Relax on the inviting front porch before stepping inside to an open floor plan designed for comfortable everyday living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a beautiful designer backsplash, pantry, a pot filler, stainless steel appliances, including a gas stove, and plenty of workspace. The spacious living room is centered around a cozy fireplace, creating the perfect gathering space. Upstairs, the primary suite offers a private retreat with its own balcony and a custom closet organization system designed for optimal storage. Throughout the home, you’ll find luxury vinyl plank flooring and no carpet. One secondary bedroom features custom built-in desks and shelving, making it ideal for a home office or study space. Additional highlights include a functional mudroom complete with a dog wash station, an oversized detached garage equipped with its own heating and cooling unit, and a fenced backyard with a patio that’s perfect for entertaining, grilling, or simply relaxing outdoors. Offering 3 bedrooms and 2.5 bathrooms, this beautifully designed home is nestled in a highly desired community featuring a neighborhood pool, clubhouse, and playground. Combining timeless cottage charm, upscale finishes, and thoughtful upgrades throughout, this move-in-ready home is one you won’t want to miss! Preferred lender: Mutual Mortgage Joe Spell (910) 964-1348 ZERO loan fees on VA loans 3 Beds ⋅ 3 Baths ⋅ 765308 MLS Look no further! This charming cottage-style home perfectly blends timeless character with modern convenience. Relax on the inviting front porch before stepping inside to an open floor plan designed for comfortable everyday living and effortless entertaining. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a beautiful designer backsplash, pantry, a pot filler, stainless steel appliances, including a gas stove, and plenty of workspace. The spacious living room is centered around a cozy fireplace, creating the perfect gathering space. Upstairs, the primary suite offers a private retreat with its own balcony and a custom closet organization system designed for optimal storage. Throughout the home, you’ll find luxury vinyl plank flooring and no carpet. One secondary bedroom features custom built-in desks and shelving, making it ideal for a home office or study space. Additional highlights include a functional mudroom complete with a dog wash station, an oversized detached garage equipped with its own heating and cooling unit, and a fenced backyard with a patio that’s perfect for entertaining, grilling, or simply relaxing outdoors. Offering 3 bedrooms and 2.5 bathrooms, this beautifully designed home is nestled in a highly desired community featuring a neighborhood pool, clubhouse, and playground. Combining timeless cottage charm, upscale finishes, and thoughtful upgrades throughout, this move-in-ready home is one you won’t want to miss! Preferred lender: Mutual Mortgage Joe Spell (910) 964-1348 ZERO loan fees on VA loans 261 Springwood Way, Southern Pines
$780,000 A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations. 4 Beds ⋅ 3 Baths ⋅ 764169 MLS A rare gem nestled in the heart of downtown Southern Pines, this gorgeous home which is listed on the National Historic Registry, offers the perfect blend of charm, privacy and walkable downtown living. Just steps from local boutiques, restaurants, coffee shops, and everything downtown has to offer, you'll love the convenience of being able to walk almost everywhere. Inside, High Ceilings, Original hardwood floors, Three Fireplaces, Four spacious Bedrooms, 2.5 bathrooms, and a screened in porch showcase the character and craftsmanship of a bygone era. Step outside to discover a truly one-of-a-kind private backyard, a retreat in downtown Southern Pines that's ideal for entertaining, gardening, or simply relaxing beneath the Carolina pines. More than just a home, this is a chance to own a piece of Southern Pines history and enjoy one of the area's most sought after locations. 360 S Ashe Street, Southern Pines
$1,075,000 Located inside the gates of Mid South Club, this well-crafted all-brick home offers a comfortable and refined lifestyle with thoughtful details throughout. Natural light fills the home, highlighting rich wood flooring, plantation shutters, detailed trim work, and updated lighting that add warmth and character to each space. A two-story foyer creates a welcoming entrance, while the layout is designed to function well for both everyday living and entertaining. The kitchen combines style and practicality with granite countertops, stainless steel appliances, a wet bar with wine refrigerator, and custom details that give the space personality without overwhelming it. The open flow of the home makes it easy to gather with family and guests alike. The primary suite provides a private retreat with a spacious bathroom that includes a soaking tub, tiled walk-in shower, and clean, timeless finishes. Upstairs, skylights bring natural light into the bonus room and bathroom, adding brightness and architectural character to the upper level. Outside, the fully fenced backyard is designed for both relaxation and entertaining, featuring an expansive stone patio and custom fire pit area ideal for enjoying evenings outdoors. Set along the Arnold Palmer-designed golf course, Mid South Club is known for its gated setting, mature landscaping, and convenient location near downtown Southern Pines. Whether you are looking for golf course living, quality construction, or a home with timeless style and functional spaces, this property offers all three. 4 Beds ⋅ 4 Baths ⋅ 763124 MLS Located inside the gates of Mid South Club, this well-crafted all-brick home offers a comfortable and refined lifestyle with thoughtful details throughout. Natural light fills the home, highlighting rich wood flooring, plantation shutters, detailed trim work, and updated lighting that add warmth and character to each space. A two-story foyer creates a welcoming entrance, while the layout is designed to function well for both everyday living and entertaining. The kitchen combines style and practicality with granite countertops, stainless steel appliances, a wet bar with wine refrigerator, and custom details that give the space personality without overwhelming it. The open flow of the home makes it easy to gather with family and guests alike. The primary suite provides a private retreat with a spacious bathroom that includes a soaking tub, tiled walk-in shower, and clean, timeless finishes. Upstairs, skylights bring natural light into the bonus room and bathroom, adding brightness and architectural character to the upper level. Outside, the fully fenced backyard is designed for both relaxation and entertaining, featuring an expansive stone patio and custom fire pit area ideal for enjoying evenings outdoors. Set along the Arnold Palmer-designed golf course, Mid South Club is known for its gated setting, mature landscaping, and convenient location near downtown Southern Pines. Whether you are looking for golf course living, quality construction, or a home with timeless style and functional spaces, this property offers all three. 216 Plantation Drive, Southern Pines
$595,000 Tucked within the private, gated community of Mid South Club, this beautifully appointed Camden Villas residence blends timeless elegance with effortless comfort. The sought-after Canterbury floor plan offers an open, airy layout enhanced by soaring cathedral ceilings, rich hardwood flooring, recessed lighting, and thoughtfully designed living spaces throughout. A sunlit flex room wrapped in windows and a refined study with dramatic arched detailing provide ideal spaces for relaxing or working from home. At the heart of the home, the stunning kitchen showcases dark-stained custom cabinetry with glass display accents, under-cabinet lighting, granite countertops, decorative tile backsplash, stainless steel appliances, a breakfast bar, skylight, and tile flooring -- all opening seamlessly to the main living and dining areas. The inviting living room is anchored by a beautiful gas fireplace with elegant tile surround and custom millwork accents. The spacious primary suite features cathedral ceilings, a walk-in closet, and a luxurious bath complete with dual vanities, granite finishes, and a beautifully tiled walk-in shower. A private guest suite on the main level and an expansive upstairs bonus room with its own full bath provide exceptional flexibility for guests or additional living space. Outdoor living is equally impressive with a charming brick patio, stone wall accents, and a natural gas fire pit overlooking the beautifully landscaped grounds. Ideally situated just across from the Camden Villas clubhouse with fitness center and gathering spaces, this move-in-ready home also offers a transferable membership to Mid South Club and Talamore Golf Resort for an exceptional lifestyle experience. 3 Beds ⋅ 3 Baths ⋅ 762976 MLS Tucked within the private, gated community of Mid South Club, this beautifully appointed Camden Villas residence blends timeless elegance with effortless comfort. The sought-after Canterbury floor plan offers an open, airy layout enhanced by soaring cathedral ceilings, rich hardwood flooring, recessed lighting, and thoughtfully designed living spaces throughout. A sunlit flex room wrapped in windows and a refined study with dramatic arched detailing provide ideal spaces for relaxing or working from home. At the heart of the home, the stunning kitchen showcases dark-stained custom cabinetry with glass display accents, under-cabinet lighting, granite countertops, decorative tile backsplash, stainless steel appliances, a breakfast bar, skylight, and tile flooring -- all opening seamlessly to the main living and dining areas. The inviting living room is anchored by a beautiful gas fireplace with elegant tile surround and custom millwork accents. The spacious primary suite features cathedral ceilings, a walk-in closet, and a luxurious bath complete with dual vanities, granite finishes, and a beautifully tiled walk-in shower. A private guest suite on the main level and an expansive upstairs bonus room with its own full bath provide exceptional flexibility for guests or additional living space. Outdoor living is equally impressive with a charming brick patio, stone wall accents, and a natural gas fire pit overlooking the beautifully landscaped grounds. Ideally situated just across from the Camden Villas clubhouse with fitness center and gathering spaces, this move-in-ready home also offers a transferable membership to Mid South Club and Talamore Golf Resort for an exceptional lifestyle experience. 107 W Chelsea Court, Southern Pines
$474,900 Check out this eye pleasing renovation! Convenient to downtown Southern Pines, Fort Bragg, and Weymouth Woods/Sandhurst Park. Tons of new features: roof, windows, flooring, paint, back door, fixtures, kitchen, and the bathrooms! Lot of modern unique fixtures through out with tons of recessed lighting too. Wood stained beams in the house and outside too. Beautiful wood grain LVP flooring, granite counters, SS appliances, pantry, breakfast nook, bay window, and subway tile backsplash in the new kitchen! Attractive vanities in the 2 1/2 bathrooms. Owner's suite comes with two sinks in the vanity and a WIC. Wood burning fireplace in the living room. Side entry two car garage. Screened in porch overlooks the fenced in back yard with a brick patio and storage shed. You have to see this house in person to really appreciate it! 3 Beds ⋅ 3 Baths ⋅ 759395 MLS Check out this eye pleasing renovation! Convenient to downtown Southern Pines, Fort Bragg, and Weymouth Woods/Sandhurst Park. Tons of new features: roof, windows, flooring, paint, back door, fixtures, kitchen, and the bathrooms! Lot of modern unique fixtures through out with tons of recessed lighting too. Wood stained beams in the house and outside too. Beautiful wood grain LVP flooring, granite counters, SS appliances, pantry, breakfast nook, bay window, and subway tile backsplash in the new kitchen! Attractive vanities in the 2 1/2 bathrooms. Owner's suite comes with two sinks in the vanity and a WIC. Wood burning fireplace in the living room. Side entry two car garage. Screened in porch overlooks the fenced in back yard with a brick patio and storage shed. You have to see this house in person to really appreciate it! 312 Edinboro Drive, Southern Pines
$445,000 Experience the ultimate retreat in this beautiful, charming home located in the quiet and peaceful Southern Pines. This home offers 3 bedrooms and 2.5 bathrooms. A den, a family room where you can enjoy a family movie on weekends or a rainy day, it also offers an upgraded kitchen where you can enjoy cooking meals with top-of-the-line stainless steel appliances, and beautiful hardwood floors throughout the home. Also, enjoy the back patio where you can gather on summer nights or for family and friends gatherings. In the formal dining room, you can enjoy the view of wildlife and peaceful scenery on a cold day. Don't overthink it, make it your home today and start enjoying the life you deserve! 3 Beds ⋅ 3 Baths ⋅ 757297 MLS Experience the ultimate retreat in this beautiful, charming home located in the quiet and peaceful Southern Pines. This home offers 3 bedrooms and 2.5 bathrooms. A den, a family room where you can enjoy a family movie on weekends or a rainy day, it also offers an upgraded kitchen where you can enjoy cooking meals with top-of-the-line stainless steel appliances, and beautiful hardwood floors throughout the home. Also, enjoy the back patio where you can gather on summer nights or for family and friends gatherings. In the formal dining room, you can enjoy the view of wildlife and peaceful scenery on a cold day. Don't overthink it, make it your home today and start enjoying the life you deserve! 110 Stornoway Drive, Southern Pines
$349,995 Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers over 2,000 sq ft of single-level living with a bonus flex space that could be converted into a 3rd bedroom or office. Updates include new flooring throughout the main living spaces and a newer roof, providing true move-in readiness. The open floor plan features a brick fireplace, built-ins, and a bright Carolina room overlooking a private patio with mature landscaping. Enjoy the amenities and lifestyle Knollwood Village is known for, including access to golf and pool facilities through Knollwood/Midland Country Club. Conveniently located near downtown Southern Pines, Pinehurst, and US-1! 2 Beds ⋅ 2 Baths ⋅ 756197 MLS Beautiful townhome in the desirable Knollwood Village! This 2-bedroom, 2-bath home offers over 2,000 sq ft of single-level living with a bonus flex space that could be converted into a 3rd bedroom or office. Updates include new flooring throughout the main living spaces and a newer roof, providing true move-in readiness. The open floor plan features a brick fireplace, built-ins, and a bright Carolina room overlooking a private patio with mature landscaping. Enjoy the amenities and lifestyle Knollwood Village is known for, including access to golf and pool facilities through Knollwood/Midland Country Club. Conveniently located near downtown Southern Pines, Pinehurst, and US-1! 642 Redwood Drive, Southern Pines