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$645,000
100588662 MLS
Charming Southern Pines ranch home with completely remodeled interior. Prime Southern Pines location walkable to downtown shops, dining, and parks, this inviting home offers classic appeal, and cozy spaces. Beautifully updated, this 3 bedroom, 3 bathroom ranch home offers impressive open concept living. Bedroom sizes, with multiple walk in closets and more than ample storage will certainly impress. The chef's kitchen has an abundance of cabinetry, quartz countertops, oversized island and Kitchen Aid appliances. Peaceful setting, with back deck, large yard including carport, storage shed and 0.06ac adjacent lot conveying with the sale.

420 S Ashe St, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$669,000
4 Beds ⋅ 4 Baths ⋅ 100587334 MLS
Custom farmhouse by Pandich Construction Company, built in 2024 and just minutes from downtown Southern Pines. This thoughtfully designed home features a covered front porch, circular driveway, fully fenced backyard, and an open-concept layout with luxury plank flooring throughout the main living areas. The vaulted living room showcases exposed wood beams, custom built-ins, and a brick fireplace. The kitchen offers a gas range, stainless steel appliances, oversized granite island, and a custom walk-in pantry with built-in wood shelving. The main-level primary suite features a spacious custom closet and an ensuite bath with dual granite vanities and a tiled walk-in shower with dual shower heads. The rear deck has been transformed into a beautiful three-season sunroom with finished flooring, electricity, ceiling fan, and Eze-Breeze windows that open fully or convert to screened panels--perfect for enjoying peaceful views of the backyard and local wildlife. Upstairs you'll find a spacious loft, three additional bedrooms, including one with a private ensuite bath, plus another full bath. An encapsulated crawlspace with dehumidifier adds peace of mind. Conveniently located near FirstHealth, Pinehurst, Aberdeen, and Fort Liberty, this custom home offers quality craftsmanship, thoughtful upgrades, and an exceptional Southern Pines location.

1750 E Indiana Ave, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$354,900
3 Beds ⋅ 3 Baths ⋅ 765607 MLS
Like-new 3-bed, 2.5-bath, cozy, move-in-ready home with a double-car garage, plus $12,000 in buyer concession to use towards your closing costs. Enjoy a newly paved driveway, fully fenced yard, and a brand-new 10' x 10' shed. The modern kitchen features a sleek touch-screen refrigerator. Conveniently located near favorite Southern activities and approximately 35 minutes to Fort Bragg. This house is a must-see! Schedule your private showing today.

935 W Illinois Avenue, Southern Pines

Listing courtesy of HRP REALTY LLC. Contact:

$324,000
3 Beds ⋅ 3 Baths ⋅ 100586732 MLS
Step into modern comfort with this beautifully maintained 2022 home featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage. Conveniently located minutes from Southern Pines shopping, dining, schools, and entertainment. The open-concept main level features a spacious living room that flows seamlessly into the dining area and kitchen. The eat-in kitchen offers stainless steel appliances, granite countertops, ample cabinet space and a pantry for additional storage. Upstairs, you'll find all three bedrooms, including a comfortable primary suite, along with the convenience of a second-floor laundry area. Outside, enjoy a large rear deck overlooking the fully fenced backyard. Enjoy the freedom of no HOA. Schedule your showing today!

645 S Gaines St, Southern Pines

Listing courtesy of Everything Pines Partners Sanford. Contact:

$537,900
3 Beds ⋅ 3 Baths ⋅ 100586306 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!

261 Springwood Way, Southern Pines

Listing courtesy of Keller Williams Realty-Fayetteville. Contact:

$324,000
3 Beds ⋅ 3 Baths ⋅ 100585668 MLS
Move-in ready and just minutes from downtown Southern Pines, this nearly new home offers one of the best values in today's market with upgrades and home maintenance already completed, giving it's next owners true peace of mind. The sellers have gone above and beyond to prepare this home for its next owners, including a professional deep clean, completed power washing, recently serviced A/C with new coils, minor repairs throughout, and newly added custom built-ins that elevate both style and functionality. Inside, you'll find intentional updates and warm natural light pouring through the home each evening. The spacious primary suite offers plenty of room for a sitting area or cozy reading nook, along with a massive walk-in closet and a spa-like bath complete with a bidet. The kitchen features a hanging rack for additional storage and character, while the garage is fully outfitted with storage shelving, a workbench, and a Tesla charger -- ready for hobbies, organization, and modern living. Step outside to enjoy the fully fenced, oversized backyard -- an ideal space for pets, play, entertaining, or simply relaxing in privacy. Additional highlights include new Ripple Fiber internet availability, a current termite bond with Bug Out, and recent pest treatment completed June 24, 2026. To make the transition even easier, newer washer/dryer (2025) also convey! Truly move in ready. Located just 3 minutes from downtown Southern Pines, you'll love the convenience of nearby coffee shops, parks, local dining, and the quick drive to Target & BJs, all while being only about 40 minutes to Fort Bragg. This is the kind of home buyers hope to find -- updated, cared for, and truly ready from day one.

745 W Illinois Ave, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 764441 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area’s most sought-after neighborhoods.

145 Highland Road, Southern Pines

Listing courtesy of RE/MAX SOUTHERN PROPERTIES LLC.. Contact:

$699,000
5 Beds ⋅ 4 Baths ⋅ 100582154 MLS
Located just a short distance from downtown Southern Pines, this 1925 home presents a rare opportunity to restore a piece of local history in the highly desirable Weymouth Heights community. The property has been partially demoed and is ready for renovation, offering a blank canvas for investors, builders, or buyers with a vision. The kitchen has been stripped down to the rough finish stage, with all cabinets and appliances removed, allowing you to design and customize the space to your preferences. While the home is currently in poor condition and requires extensive renovation, its character, location, and potential make it a standout opportunity. Enjoy the charm and convenience of downtown Southern Pines, with its unique shops, restaurants, parks, and outdoor recreation just minutes away. Bring this historic home back to its former beauty and create something truly special in one of the area's most sought-after neighborhoods.

145 Highland Rd, Southern Pines

Listing courtesy of RE/MAX Southern Properties. Contact:

$730,000
4 Beds ⋅ 3 Baths ⋅ 100581732 MLS
A hidden gem tucked away in the beautiful establish estate neighborhood of Knollwood Heights. This traditional home offers formal & informal living spaces & lovely outdoor spaces to enjoy throughout the year. An oversized lot with mature plantings offers privacy yet minimal upkeep. The primary bedroom suite is located on the main level of the home. Please see the attached addendum for a list of the 'seen' & 'unseen' improvements which reveal a home maintained & updated over the years. Note: only the gas logs & grill are attached to the natural gas line.

335 Swoope Dr, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$780,000
4 Beds ⋅ 3 Baths ⋅ 100580757 MLS
A rare historic downtown Southern Pines home with genuine soul, thoughtful updates, and a story. A contributing structure within the National Register-listed Southern Pines Historic District, this circa-1915 home offers the rare combination of historic craftsmanship, thoughtful updates, generous storage, and walkable downtown living in the heart of Southern Pines. The National Register continuation sheet lists 360 S. Ashe St. as a contributing structure and specifically notes the screened porch, French doors, sash windows, rear additions, and central corbelled-cap chimney. Lovingly cared for and updated over the years as both a real home and an artist's studio, the home retains the warmth and craftsmanship that make older Southern Pines homes so special -- original hardwood floors, high ceilings, three fireplaces, French doors, built-ins, oversized windows, and architectural details that simply cannot be replicated in newer construction. This is not a neglected historic house waiting to be rescued; it is a soulful, livable home with original details still intact. For added buyer confidence, a professional pre-listing appraisal was completed on June 9, 2026 and valued the property at $781,000. The home's history adds another layer of charm. Local historians have connected the property to Dr. Ernest Poate, a physician, psychiatrist, and mystery novelist who wrote under the pen name Arthur Mallory -- a fitting 1930s chapter for a home in a town long loved by doctors, writers, artists, and creative professionals. That same creative spirit continues today in a house that has been home to an award-winning photographer for the past 20 years and has served as both a private residence and a place of inspiration. Inside, the home offers four spacious bedrooms, 2.5 bathrooms, and flexible living spaces with abundant built-in storage throughout. One of the most memorable features is the large banquette beside a dramatic wall of leaded-glass windows that open to the screened porch; an ideal spot for morning coffee, reading, casual dining, or gathering with friends. French doors connect the main living areas to the porch, while additional French doors from the primary suite open directly to the backyard, creating a graceful indoor-outdoor flow rarely found in historic downtown homes. The primary suite features a fireplace and large infinity tub, while the second main bath offers a classic clawfoot tub -- blending comfort, charm, and timeless Southern Pines style. Outside, the property reveals one of its most special features: a private and peaceful fenced backyard retreat in the middle of downtown. A picket-fenced front garden creates storybook curb appeal, while the backyard offers mature trees, garden space, and room to entertain, relax, or enjoy time with pets beneath the Carolina pines. As downtown living becomes increasingly dense, this property stands out for its sense of space - a setting that feels tucked away and serene while still being just a block from restaurants, coffee shops, Gulley's Garden Center, and downtown shops, with parks and the Sunrise Theater just a little farther beyond. A large basement provides valuable storage space not included in the heated square footage, adding practical flexibility that is especially rare in a historic home. More than just a house, this is a lovingly cared-for piece of Southern Pines history -- a warm, creative, and deeply livable home with original soul, thoughtful updates, rare outdoor space, and a story that belongs to the town itself.

360 S Ashe St, Southern Pines

Listing courtesy of NorthGroup. Contact:

$445,000
3 Beds ⋅ 3 Baths ⋅ 100579259 MLS
Nestled on a quiet cul-de-sac in an established Southern Pines neighborhood, this charming 3-bedroom, 2.5-bath home offers the perfect combination of comfort, character, and convenience. The functional floor plan provides ample space for everyday living and entertaining, while the mature setting offers the privacy and neighborhood feel that buyers are looking for. Conveniently located near shopping, dining, golf, schools, and Fort Bragg, this home provides easy access to everything Moore County has to offer. Recent seller improvements and preventative maintenance provide added peace of mind, making this a great opportunity for buyers seeking a well-cared-for home in a desirable location. An additional highlight is the opportunity for qualified buyers to assume the seller's existing VA loan at an attractive 2.875% interest rate, potentially offering significant savings compared to current market financing. Don't miss your opportunity to own a home in one of Southern Pines' established neighborhoods. Schedule your private showing today.

130 Hillwood Ct, Southern Pines

Listing courtesy of Carolina Property Sales. Contact:

$599,999
4 Beds ⋅ 3 Baths ⋅ 100578174 MLS
Located in the highly sought-after Arboretum community in Southern Pines, this beautiful home offers the perfect blend of space, functionality, and peaceful surroundings. Known for its tree-lined sidewalks, neighborhood amenities, and convenient location, The Arboretum remains one of the area's most desirable places to call home. Designed with everyday living in mind, the thoughtfully planned home features an open-concept kitchen and family room, creating the ideal gathering space for family and friends. The kitchen is appointed with white cabinetry, granite countertops, a center island, double wall ovens, and a spacious eat-in dining area. A formal dining room, additional flex room, and a first-floor office with adjacent bath provide flexibility for today's lifestyle. Upstairs, the spacious primary suite offers a tray ceiling and a well-appointed bath with dual vanities, soaking tub, separate shower, walk-in closet and private water closet. Three additional bedrooms, a large bonus room, full bath, and conveniently located laundry complete the second level. The generously sized backyard backs to a wooded area, creating a quiet, private outdoor setting. Residents of The Arboretum enjoy exceptional amenities including a clubhouse, pool, fitness center, playground, sidewalks, and streetlights, all just minutes from downtown Southern Pines, Pinehurst, Aberdeen, and an easy commute to Fort Bragg.

180 Wiregrass Ln, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$390,000
3 Beds ⋅ 3 Baths ⋅ 100577086 MLS
$20,000 price improvement!!! Move in Ready, 3BR, 2 &1/2 bath neatly maintained Townhome in Hunters Ridge subdivision in Downtown Southern Pines! Enjoy an open-concept design, offering a perfect blend of comfort and style. The cathedral living room boasts soaring ceilings and a cozy gas fireplace, creating an inviting atmosphere for relaxing and entertaining. The custom kitchen is a chef's dream, equipped with a large prep island and breakfast bar, stainless steel appliances, and beautiful granite countertops. Hardwood floors adorn the foyer, living room, kitchen, and half bath on the main level, adding warmth and elegance to all the common living spaces. Enjoy tiled showers and baths throughout, complemented by an efficient tankless water heater for endless hot water. The walk-in attic provides ample storage space, while a separate loft or media room offers versatile living options. The main level master suite features a spacious walk-in closet, double sinks, a tiled shower, and a garden tub--perfect for unwinding after a busy day. The fenced rear yard provides privacy and a safe space for outdoor activities. Enjoy grilling and dawning on exterior concrete patio. Large one vehicle garage fitslarger trucks and works beautifully for a gym. There's also an additional parking space around the corner from the town home. Don't miss this very spacious town home with plenty of room for all your storage and privacy for entertaining. Located with easy access to Fort Bragg via Connecticut Avenue, this home is within walking distance to downtown shops, parks, and restaurants. Comfortable, convenient, and stylish--this townhome is ready to welcome you home!

195 Pinebranch Ct, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$350,000
3 Beds ⋅ 2 Baths ⋅ 100576902 MLS
Charming brick 3BR/2BA home in the desirable Highland Trails neighborhood of Southern Pines. This well-maintained home features beautiful wood floors, a cozy wood stove, a galley kitchen, a Carolina room, a whole-house generator, and more. Situated on just over half an acre, the property feels privately tucked away among mature trees and lush landscaping. The spacious fenced backyard offers plenty of room for a garden, play set, or outdoor entertaining. Additional highlights include an encapsulated crawl space and a carport. A rare opportunity in a sought-after location with Highland Trails being a voluntary HOA. Conveniently located just minutes from downtown attractions and an easy commute to Fort Bragg. Priced to make you move!

305 Selkirk Trl, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$415,000
3 Beds ⋅ 2 Baths ⋅ 100576126 MLS
Completely renovated brick ranch in the heart of downtown Southern Pines. Set on a spacious, flat corner lot just under half an acre, this one-level home offers 3 bedrooms, 2 full bathrooms, a fully fenced backyard, garage, and a bright sunroom that adds flexible living space. The home has undergone a massive renovation with thoughtful updates throughout, including new HVAC and ductwork (2025), new interior and exterior doors and trim (2026), fresh interior paint, exterior wood painting (2026), refinished hardwood floors (2026), new lighting (2026), and updated receptacles (2026). The kitchen features new cabinets, granite countertops, and new appliances (2026). Both bathrooms have been updated with new toilets, new shower/tub shower doors, and refreshed finishes -(2026). Additional improvements include new insulation and vapor barrier in the crawlspace, along with re-insulation in the attic (2026), adding peace of mind behind the scenes. With its classic brick exterior, flat lot, fenced yard, and major system and cosmetic updates already completed, this home is move-in ready while still offering the charm of an established Southern Pines property. Located close to downtown shops, restaurants, parks, and local amenities, 865 N Page Street offers a rare combination of location, renovation, and value in one of Southern Pines' most desirable areas.

865 N Page St, Southern Pines

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

$1,560,000
4 Beds ⋅ 5 Baths ⋅ 100575295 MLS
Nestled on two private acres along prestigious Midland Road, this storybook 1928 white brick English Cottage offers a rare blend of timeless charm, nature, and thoughtful modern updates. Surrounded by mature dogwoods, blooming azaleas, perennial gardens, and trellised vines, the setting feels secluded and serene while remaining convenient to all Southern Pines has to offer. Located in the sought-after Knollwood neighborhood, known for its stately homes, large lots, and close proximity to Pine Needles, Mid Pines, and Knollwood golf courses, this home also carries a unique piece of local history as it was originally built for the son of famed Oakmont designer Henry Fownes. Inside, curated designer finishes and European influences create warmth and character throughout. Features include imported Portuguese tile, European light fixtures, Carrara Mist quartz countertops, and a Fulgor Milano 5-burner gas range. Original details such as marble flooring imported from England, hand-hewn beams, deep moldings, and hardwood floors blend beautifully with stylish additions made over the years. Offering close to 4,000 square feet with an additional 1,400 square feet of unheated living areas, the home provides an impressive amount of flexible space while still feeling inviting and comfortable. The outdoor spaces are equally impressive with a heated 40-foot in-ground pool, expansive patio areas, pool house with half bath, workshop space, and multiple private courtyards designed for relaxing or entertaining. The spacious primary suite features dual walk-in closets, a window seat with built-in storage, heated bubble tub, walk-in shower, and a stunning handmade beveled glass window. Just blocks from Whitehall Nature Preserve, this one-of-a-kind property offers privacy, history, character, and a lifestyle rarely found in Southern Pines

1335 Midland Rd, Southern Pines

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

$535,500
3 Beds ⋅ 4 Baths ⋅ 100574416 MLS
Welcome to 80 Station Ave, a charming condo nestled in the highly desirable Walker Station neighborhood. Perfectly positioned for convenience, this home puts you right in the heart of Moore County, situated beautifully between Southern Pines, Pinehurst, and Whispering Pines. From the moment you arrive, you will love the fantastic curb appeal, highlighted by durable hardi-plank siding and two covered porches that exude classic Southern-style outdoor living. Step inside to find an inviting interior adorned with beautiful heart-of-pine flooring and elegant crown molding throughout the main living spaces. The kitchen is a true highlight, featuring stainless steel appliances and a natural gas range that is absolutely perfect for bringing out your inner chef. The gorgeous pine flooring extends into the well-appointed primary suite, which boasts a spacious walk-in closet complete with custom built-ins for ample storage. Upstairs, you will find two additional comfortable bedrooms and two full bathrooms, alongside a spacious bonus room that offers the ultimate flexibility for a home office or media room.

80 Station Ave, Southern Pines

Listing courtesy of Nexthome In The Pines. Contact:

$425,000
5 Beds ⋅ 3 Baths ⋅ 100574397 MLS
*Recent updates include a new deck, new water heater and laundry box, fresh paint, new counter tops in the kitchen, and the crawlspace cleared out with plastic.* Welcome to 140 One Down Street, where style, space, and flexibility come together in one incredible property. This expansive home offers over 2,800 square feet in the main house, and 300 plus square feet in the guest suite, complete with brand-new flooring, modern kitchen cabinets, and high-end Café appliances that elevate everyday living. Step outside to your private backyard oasis featuring a sparkling freshwater pool, a spacious deck for entertaining, and a covered area perfect for relaxing in the shade. Whether you're hosting guests or enjoying a quiet evening, this outdoor space delivers, and fenced too! Inside the main home, you'll find five bedrooms and three full bathrooms, thoughtfully designed to suit a variety of lifestyles. But that's not all, this property also offers a one bedroom, one bath guest suite. Ideal for multigenerational living, hosting guests, or generating rental income with a private setup that offers both comfort and privacy. Situated just minutes from downtown Southern Pines, 140 One Down Street is a rare opportunity to own a home that checks every box. Come see it for yourself! *Guest house is separate and can be rented out so perfect for income producing opportunity! Detached garage has hookups to turn into a separate full living space!*

140 One Down St, Southern Pines

Listing courtesy of Keller Williams Pinehurst. Contact:

$525,000
5 Beds ⋅ 2 Baths ⋅ 100574105 MLS
Extensively renovated home with a private in-ground pool, sunroom, finished basement and fenced backyard just minutes from Downtown Southern Pines. This move-in ready home offers the perfect combination of comfort, space, and entertainment. This home is filled with natural light and features a beautifully updated kitchen, modern finishes throughout, and flexible living areas ideal for today's lifestyle. Step outside to your own private backyard retreat with a sparkling in-ground pool, spacious fenced yard, and plenty of room for relaxing or entertaining family and friends. The finished basement provides additional living space perfect for a media room, home office, gym, or playroom. Conveniently located just minutes from Downtown Southern Pines, shopping, restaurants, golf courses, and everything the area has to offer, this home is a rare opportunity for buyers looking for a truly move-in ready property with exceptional outdoor living.

4084 Youngs Rd, Southern Pines

Listing courtesy of Compass Carolinas LLC. Contact:

$512,000
3 Beds ⋅ 3 Baths ⋅ 100573231 MLS
Huge In-Ground Pool! Beautiful home in the desirable Sandhurst South neighborhood of Southern Pines, conveniently located near Fort Bragg gates and minutes from downtown. This spacious home offers 3 bedrooms plus a bonus room. Features include multiple living areas, an updated kitchen, formal dining, hardwood floors, granite countertops, and a primary suite with a tiled walk-in shower. Enjoy a private fenced backyard with a new custom in-ground saltwater pool, tanning ledge, diving board, and large deck--perfect for entertaining.

215 Canterbury Rd, Southern Pines

Listing courtesy of Maison Realty Group. Contact:

$699,000
4 Beds ⋅ 4 Baths ⋅ 100570792 MLS
Welcome to this stunning 4-bedroom, 3.5-bath home in Southern Pines, built in 2020. As you step inside, you're greeted by a bright, open layout with high ceilings, creating a sense of elegance. The Carolina room offers a serene retreat, and a gas fireplace inside adds cozy charm. Relax on the front porch with your morning coffee, or entertain in the spacious backyard, which features its own fireplace for cozy evenings. The luxurious master bath boasts a standalone tub, offering a spa-like escape. Above the garage, a finished suite with its own bathroom and closet awaits, while the basement offers extra storage and a half bath. The two-car garage fits an SUV or truck, and the home is conveniently located near parks, schools, and the charm of Southern Pines' downtown. Don't miss out on this perfect blend of comfort and style!

1659 E Indiana Ave, Southern Pines

Listing courtesy of eXp Realty. Contact:

$365,500
2 Beds ⋅ 1 Baths ⋅ 100568423 MLS
Located in the heart of downtown Southern Pines, this beautifully renovated home offers the perfect blend of charm, comfort, and convenience. Enjoy easy access to parks, top-rated schools, local restaurants, farmers markets, shops, and the vibrant community events that define Southern Pines--from parades to seasonal festivals. Thoughtfully updated, the home features refinished hardwood floors throughout, a light-filled living space, and a stylish kitchen with quartz countertops, custom soft-close cabinetry, tile backsplash, and a full suite of updated appliances. A dedicated office space provides flexibility for working from home or additional living needs. The bathroom has been tastefully redesigned with a tiled shower, updated flooring, and modern fixtures. Major improvements include a roof (2024) and HVAC system with new ductwork (2024), along with updated electrical, lighting, and interior finishes--offering both style and peace of mind. New front and rear decks provide inviting outdoor spaces to relax and entertain. Situated on a flat, landscaped, and fully fenced lot, the outdoor space offers both privacy and usability--ideal for entertaining, gardening, or simply enjoying the Carolina seasons. A truly special opportunity to own a move-in ready home in one of Southern Pines' most desirable locations.

465 N Leak St, Southern Pines

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

$2,495,000
4 Beds ⋅ 5 Baths ⋅ 100567176 MLS
This is the one you have been searching for, an architectural masterpiece that redefines the very concept of a luxury estate. The crown jewel of Mid South, this property offers a level of curated sophistication and raw natural beauty that is simply irreplaceable; it is an ultra exclusive retreat where every line and every view has been engineered to take your breath away. The estate presence is immediate as you pull into the circular driveway, a private peninsula tucked at the end of a culdesac where the warm glow of gas lights on the front porch welcomes you home. Step through the grand entrance into a main level of over 3,000 square feet where soaring 12 foot coffered ceilings and rich 9 inch hardwoods meet vast windows that frame the landscape. The home is so flooded with natural light you will rarely need to turn the lights on, allowing the outdoors to serve as your primary decor. The kitchen serves as a culinary masterpiece featuring Thermador appliances, a hidden scullery, and an additional walk in pantry so every possession has its own dedicated place. A custom dumbwaiter serves the home, ensuring seamless service between levels for streamlined entertaining. The main living area flows beautifully from the kitchen into the family room and then directly out to the definitive highlight of the property, The Observatory. This unique circular, screened in retreat with integrated heaters and invisible cable railings suspends you above the landscape, providing a 250 degree panoramic sweep that looks down and out over the 16th tee and the shimmering water views. The main floor features a primary suite with dual walk in closets and a direct connection to the private laundry center. A sophisticated guest bedroom is tucked away to ensure total seclusion for your visitors. Descend to the basement walkout level entertainment hub where you will find a second full kitchen and the ultimate connoisseur's retreat: a temperature controlled wine cellar behind stunning glass arched doors, meticulously designed to house 648 bottles of your finest collection. This level features two additional bedrooms, both with attached full bathrooms, and a game room alongside a media area. The walkout level also features a premier fitness studio with a panoramic view of the golf course for serene morning workouts. Step out to your private oasis featuring a heated saltwater pool with a tanning ledge, a therapeutic hot tub, and a professional outdoor kitchen designed for grand scale hosting. The experience is anchored by over 1,200 square feet of garage space featuring extra large doors specifically designed for large vehicles and electric vehicle charging. This technical powerhouse is further protected by a whole home Generac generator, ensuring the estate remains fully operational in any conditions. Living in Mid South Club provides more than a home; it grants access to a world class lifestyle defined by a premier clubhouse and a vibrant social calendar. Residents enjoy the ultimate golf cart friendly community with access to championship courses and resort style amenities including tennis and swimming. This legacy entertaining estate offers a front row seat to the finest sunrise and sunset in the Sandhills.

4 Weaver Ct, Southern Pines

Listing courtesy of Vivid Property Group. Contact:

$949,000
4 Beds ⋅ 3 Baths ⋅ 100566933 MLS
Builder's personal home, with saltwater pool, on over an acre of land in the highly desirable Weymouth Heights area of Southern Pines! This beautifully renovated MidCentury Modern home boasts over 3,200 sq feet of space surrounded by mature trees and landscaping for a private feel. Upon entering this home, the first thing you notice is the abundance of windows and natural light flooding each space. This 4 bedroom 3 bath home has been almost completely renovated in the last few years, boasting a brand new chef's kitchen, fully renovated master bedroom and on-suite, new HVAC (2022), updated plumbing fixtures and electrical, a new tankless water heater, and new LVP flooring and fresh paint throughout! The exterior of this home has been freshly painted, the large salt water pool has a new liner and salt cell, and the landscaping has been updated with limestone tile surrounding the outdoor pool oasis. While the main level of this home has 3 bedrooms and 2 baths, the fully finished walk-out basement holds an additional bedroom, bath, kitchenette, and even has it's own driveway, entrance and address, if needed for a Mother-in-Law suite! Two outdoor storage sheds, plus additional pool storage, provide ample space for tools, yard equipment and bikes. This is a beautiful home in a wonderful area of town, truly a must see!

240 Maples Rd, Southern Pines

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

$279,000
3 Beds ⋅ 2 Baths ⋅ 100564762 MLS
Motivated seller! Check out this charming end-unit townhouse just steps from downtown Southern Pines! This inviting home features a fenced-in backyard with a private shed--perfect for storage, hobbies, or outdoor entertaining. Tucked among the pines, the backyard offers a peaceful, serene retreat. Enjoy easy living with the primary bedroom conveniently located on the main level or you could make it an incredible office/den! Take advantage of a walkable location to shops, dining, and local attractions, along with two designated parking spots. Basic cable and internet are included, and the home offers an easy commute to Ft. Bragg. A rare find combining comfort, charm, and unbeatable location!

735 N Bennett St Unit Unit C, Southern Pines

Listing courtesy of Everything Pines Partners LLC. Contact:

$739,000
4 Beds ⋅ 3 Baths ⋅ 100564728 MLS
Lovely ''cottage'' in Saddlebrooke Close to shopping, restaurants, the College, and Medical Facilities. 4 bedrooms with Primary BR on the main floor. Open upgraded kitchen with GE appliances and natural gas available with large island and ''formal'' dining room. Primary bedroom has beautiful ceramic shower and a soaking tub. True hardwood flooring on main floor. Yard is fully sodded and landscaped with irrigation and fenced rear yard. Tankless gas hot water and garage wired for EV charger. ''Sealed Crawlspace'' Please note: Seller may alter base plans on site. Property taxes based on pre-construction values. Some occasional airport traffic.

613 Jumper Ct, Southern Pines

Listing courtesy of Fore Properties. Contact:

$1,290,000
4 Beds ⋅ 4 Baths ⋅ 100564320 MLS
A rare offering of refined living and elevated design, this extensively renovated Southern Pines residence blends modern luxury with effortless comfort. Thoughtfully reimagined with over $400,000 in improvements, every space has been curated with intention and timeless style. The interior features a complete transformation with wide-plank LVP flooring, custom cabinetry, quartz countertops, and designer finishes throughout. The primary suite offers a spa-inspired bath, complemented by updated plumbing, electrical, and a new roof with warranty. Designed for both living and entertaining, the home showcases custom beams, a porcelain fireplace, Sonos sound system, and designer lighting. Outdoors, enjoy a private resort-style setting with a saltwater pool, spa, slide, brick paver patio, and professionally landscaped grounds. Professionally designed and styled by a local interior designer, this home offers a cohesive, elevated aesthetic. All furnishings are available for purchase, creating a rare turnkey opportunity in Southern Pines.

180 Rountree Ln, Southern Pines

Listing courtesy of Pineland Property Group LLC. Contact:

$499,000
3 Beds ⋅ 2 Baths ⋅ 100563447 MLS
$6,000 Price Improvement! Welcome home to a hidden treasure in the heart of Downtown Southern Pines! The character and vibe of this 1930's cottage says it all from the original hardwood & brick floors to the craftsmanship of the Heart Pine wood-paneled LR walls, built-ins, rustic wood beams and slate roofs! The detached third-bedroom guest cottage offers a full bath, refrigerator & storage with privacy for family and guests. Perfect space for multipurpose use or an in-law suite! The charming main cottage offers 2 spacious BR's, each with walk in closets. A hallway butler's pantry houses kitchen items and other storage needs. Charming dining room overlooks a landscape filled with delightful seasonal colors and sounds! Outdoor living is an absolute treat on the spacious screened porch with quick access to living, dining and kitchen. Relax by the warmth of a natural gas fireplace, surrounded by cozy Heart Pine wood paneled living room walls. New energy efficient windows are found throughout the home! A secret English garden will delight your senses...where snapdragons keep company with ripening tomatoes on the vine. The home's gardens and lawn are beautifully maintained with an irrigation system throughout the landscape. Original brick lattice fencing frame heritage plantings, flowers and flowering shrubs and trees. Raised planting beds with young plants await summer's bountiful harvest. Enjoy an ever changing backdrop of lovely smells, colors and the sounds of nature from an inviting screened porch. A privacy fence surrounds the landscaped yard and detached storage shed, perfect for garden and/or workshop space. A brick lattice wall anchors the newer brick patio and was created to preserve the character of the original brick lattice fencing. Ample parking includes a circle drive and side parking for both the main & guest cottages! Enjoy all the conveniences of living within the vibrant Downtown community where shopping, restaurants and parks are just minutes away! Call for your personal tour of this unique property today! You'll leave with a feeling of home!

370 E Morganton Rd, Southern Pines

Listing courtesy of Sandhill Realty/Aberdeen. Contact:

$499,000
3 Beds ⋅ 2 Baths ⋅ 100563440 MLS
Great location between Pinehurst and Southern Pines! This charming home is nestled in the Longleaf golfing community at the end of a quiet cul-de-sac. The spacious deck overlooks a beautifully landscaped, fenced backyard--perfect for kids or pets. The open floor plan is ideal for entertaining, and the master suite offers two closets and an updated bath. Two additional bedrooms and a bathroom are situated on the opposite side of the house for added privacy. The welcoming kitchen and breakfast room look out onto the deck, while the open living room features built-in cabinets framing the fireplace. Plus, the home is handicap accessible.

30 Steeplechase Ct, Southern Pines

Listing courtesy of Rhodes and Co LLC. Contact:

$474,900
3 Beds ⋅ 3 Baths ⋅ 100562140 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 Dr, Southern Pines

Listing courtesy of Century 21 The Realty Group. Contact:

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