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$547,000
3 Beds 4 Baths 100600005 MLS
Experience townhome living, completely reimagined. Discover a new standard of low-maintenance, lock-and-leave living in the heart of Downtown Southern Pines. Thoughtfully designed to blend modern luxury with the vibrant small-town character of Moore County, this end-unit townhome features an upscale brick exterior and a one-car garage. The First floor offers a guest bedroom with a full ensuite bathroom, direct garage access, keeping everyday living practical and private, and a bright mudroom that leads to your own private backyard. Coming up to the second floor, you'll find an open-concept living room, kitchen, and dining area that form the heart of the home. The living room is elevated by a tray ceiling; the kitchen centers on a large island that doubles as extra seating. A covered balcony off the kitchen offers a distinctive outdoor room for North Carolina seasons and Downtown Southern Pines life. A pantry, coat closet, and half bath complete the level. Two bedrooms occupy the top floor. The second bedroom serves as a dual-primary suite with its own en-suite bath. A conveniently placed laundry room sits along the hall. The primary suite features a tray ceiling, a sitting area suited to a reading nook or desk, a walk-in shower, dual vanities, and a large walk-in closet. This three-bedroom, three-and-one-half-bath townhome is built for modern luxury with everyday convenience in mind. Finishes include quartz countertops, whole-house LVP, a zero-entry shower, and a backyard privacy screen.

120 Lexington Ln, Southern Pines

$520,900
3 Beds 4 Baths 100594079 MLS
**8,000 Seller concession + Fridge and Blinds** Discover the Townhomes on Bennett. Conveniently ocated in the heart of downtown Southern Pines with it's beautiful upscale brick exterior and a 2 car garage. Stepping inside the first floor you'll find a bedroom, full en-suite bathroom, drop zone and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall you will encounter the full size laundry room. Finally arriving in the primary suite with a large walk in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

106 Lexington Ln, Southern Pines

$749,000
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

$517,900
3 Beds 4 Baths 100571616 MLS
**8,000 Seller concession + Fridge and Blinds** Discover the Townhomes on Bennett. Conveniently located in the heart of downtown Southern Pines with its beautiful upscale brick exterior and a 2-car garage. Stepping inside the first floor, you'll find a bedroom, full en-suite bathroom, drop zone, and entry to your garage. Moving to the second floor of the home you can enjoy an open concept living room, kitchen, and dining area. The living room includes upgraded features such as a trey ceiling. The deluxe kitchen includes wall oven, electric cooktop, beautiful quartz countertops and a natural stone backsplash. Off the kitchen is a beautiful covered balcony that is perfect for relaxing or entertaining. Other second floor features include a pantry, coat closet, and half bathroom. As you move to the third floor of this townhome you will find the remaining two bedrooms. The primary bedroom and the second guest bedroom. The second guest bedroom serves as a dual primary suite with an en-suite bathroom. As you move down the hall, you will encounter the laundry room. Finally arriving in the primary suite with a large walk-in closet and primary bathroom. The upscale bathroom is complete with a frameless walk-in shower, and dual vanity sinks. This home has upscale finishes and LVP throughout, Come see all that Townhomes on Bennet has to offer!

104 Lexington Ln, Southern Pines

$789,999
4 Beds 4 Baths 100556307 MLS
$15,000 BUILDER INCENTIVE!!!! Introducing the ''Emma'' floor plan offering 3 bedrooms, 3.5 baths, and approximately 2,629 square feet This modern design showcases clean architectural lines, elevated finishes, and thoughtfully planned living spaces throughout. The main level features an open layout anchored by a dramatic two-story dining room and a spacious great room with a gas fireplace. The kitchen is designed for both everyday living and entertaining, complete with a gas cooktop, wall microwave/oven combo, vented hood, and a wine fridge built into the island. Accordion doors off the main living area open to the covered deck, creating a seamless indoor-outdoor flow. The primary suite is located on the first floor and offers a spa-inspired bath with a freestanding tub, full tile shower, floating vanity, and a generous walk-in closet A mudroom, laundry room, powder room, and additional storage add convenience and functionality. Upstairs, you'll find two additional bedrooms, each with its own private bath, along with a versatile loft space. Accordion doors on the second level open to a covered balcony, extending the living area outdoors. A cable rail banister enhances the open feel and provides a sleek architectural detail overlooking the dining area below. Additional features include a tankless water heater and thoughtfully integrated storage throughout Don't miss this rare opportunity to own a modern, design-forward home in the heart of Southern Pines. . Ask about our Preferred Lender Incentive!

750 N Ashe St, Southern Pines

$523,000
4 Beds 3 Baths 100555495 MLS
New construction Druther Homes in downtown Southern Pines -- with a rare full bath on the main level! Located at 261 N Hale Street, this 4-bedroom, 3-bath Craftsman-style home offers 1,953 square feet of efficient, thoughtfully designed living space just blocks from restaurants, coffee shops, shopping, and local parks. Enjoy true walkability in one of Southern Pines downtown neighborhoods, with quick access to Highway 1 for an easy commute to Fort Bragg, Raleigh, and surrounding areas. Designed for modern living, the open-concept layout centers around a spacious kitchen featuring built-ins, a large island, ample counter space, and a dedicated coffee bar -- perfect for busy mornings or entertaining friends. The full bathroom on the main level adds flexibility for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a relaxing retreat complete with a soaking tub and well-appointed finishes. Two additional bedrooms offer space for work-from-home needs, family living, or visiting guests. Set on a .12-acre lot with a concrete driveway, this move-in-ready home blends Craftsman charm with smart design and low-maintenance living. Downtown Southern Pines living is calling to you!

261 N Hale St, Southern Pines

$577,000
4 Beds 3 Baths 100555492 MLS
Walk to downtown Southern Pines from your brand-new, Craftsman style home by esteemed local builder Druther Homes. Located at 255 N Hale Street in the heart of Southern Pines, this 4-bedroom, 2.5-bath residence offers 2,525 square feet of thoughtfully designed living space just blocks from restaurants, coffee shops, parks, and local boutiques. Enjoy the charm of walkable downtown living while still having quick access to Highway 1 for an easy commute to Raleigh, Fort Bragg, and surrounding areas. Built with the quality and efficiency Druther Homes is known for, this move-in-ready home blends timeless Craftsman architecture with modern luxury finishes. The open-concept main level centers around a spacious kitchen featuring a large island, abundant cabinetry, and a walk-in pantry designed for real life and effortless entertaining. The living room fireplace creates a warm focal point, while a dedicated home office offers flexibility for remote work or study. Upstairs, all four bedrooms provide generous space, including a serene primary suite with a beautiful soaking tub -- the perfect place to unwind at the end of the day. Step outside to the covered back porch, ideal for hosting friends, enjoying North Carolina evenings, or starting your morning with coffee before strolling downtown. Set on a .15-acre lot with a concrete driveway, this home delivers low-maintenance living, quality craftsmanship, and a lifestyle that today's buyers are actively searching for.

255 N Hale St, Southern Pines

$250,000
2 Beds 1 Baths 100550669 MLS
Charming Cottage in the Heart of Southern Pines Welcome to this delightful 2-bedroom, 1-bath cottage located on desirable W Connecticut Avenue, just minutes from downtown Southern Pines. Built in the 1930s, this home offers classic charm paired with a functional layout, making it an excellent opportunity for homeowners, investors, or those looking to downsize. Situated on a spacious lot, the property provides ample outdoor space for gardening, entertaining, or future expansion. The home's cozy interior is filled with natural light and showcases the character of an earlier era, while offering potential for personalization or updates to suit your vision. Enjoy a prime location close to local shops, dining, parks, and all that Southern Pines has to offer. Whether you're seeking a primary residence, rental property, this charming cottage delivers location, character, and potential.

350 W Connecticut Ave, Southern Pines

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