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250 Country Club Cir, Southern Pines
$800,000
4 Beds ⋅ 3 Baths ⋅ 100558457 MLS ⋅ CLOSED Status ⋅ 3,124 SqFt. ⋅ 1949 Year Built
Nostalgic stone cottage retreat in the heart of downtown Southern Pines! This truly special property offers exceptional outdoor living and timeless character on 3/4+AC beautifully fully fenced, well-established lawn filled with mature foliage and a variety of flowering plants that create a private garden retreat. A stunning variety of natural stone surrounds the covered front porch, setting the stage for relaxing or entertaining. Gather around the outdoor masonry fireplace for cozy Carolina evenings. The expansive lawn and gardens provide incredible opportunities for gardening enthusiasts while offering a peaceful sense of seclusion just minutes from downtown shops, dining, and local amenities. Inside, large windows, skylights, and abundant natural light fill the rooms, while recessed lighting adds a modern touch. The family room is accented by a beautiful, stacked stone fireplace, adding warmth and charm. The timeless French Country-inspired kitchen is a chef's delight, featuring granite countertops, custom cabinetry, a natural gas cooktop, and KitchenAid appliances. The home offers 4 bedrooms, including a spacious primary suite addition completed in 2021, with a beautifully renovated primary bath finished in 2022. A 2025 renovation of a spacious outbuilding now features heat and air along with quality built-ins--perfect for a studio or office. A new 2-car carport and stylish coffee bar added in 2026 further enhance the home's thoughtful upgrades. Extensive updates include: • Kitchen renovation with new KitchenAid appliances & custom cabinetry (2021) • New ductwork (2021) • New HVAC (2025) • Exterior painted (2023) • New roof (2023) • Stamped concrete rear patio (2022) • New gutters (2025) **Bonus: Assumable VA loan at an incredible 2.75% interest rate for qualified buyers.** A rare opportunity to own a private cottage retreat with extraordinary gardens just moments from the charm of downtown Southern Pines.

250 Country Club Cir, Southern Pines
460 N May St, Southern Pines
$790,000
5 Beds ⋅ 4 Baths ⋅ 100580821 MLS ⋅ CLOSED Status ⋅ 2,632 SqFt. ⋅ 2024 Year Built
Life in downtown Southern Pines is all about convenience, connection, and charm, and 460 N. May Street places you right in the heart of it. Just moments from local restaurants, coffee shops, boutiques, parks, and community events, this nearly new home offers the rare opportunity to enjoy a walkable downtown lifestyle without sacrificing space. Built just two years ago, this beautifully designed five-bedroom, four-bathroom home offers more than 2,600 square feet of thoughtfully planned living space. Filled with natural light and warm, inviting finishes, the home combines timeless style with the flexibility today's lifestyles demand. The open-concept main living area features engineered hardwood flooring, Visual Comfort lighting, and seamless flow between the living, dining, and kitchen spaces. The kitchen is both beautiful and functional, showcasing white cabinetry, a contrasting wood-tone island, quartz countertops, stainless steel appliances, a gas range with decorative hood, and a generous walk-in pantry. One of the home's most desirable features is its flexible first-floor layout. The spacious primary suite is conveniently located on the main level and includes a walk-in closet customized by Closets by Design along with a well-appointed bath featuring dual vanities, a fully tiled shower, and linen storage. A second bedroom and full bath on the main level offer excellent accommodations for guests, currently staged as an office and provides the flexibility for a guest room, workspace, or multi-generational living arrangement. Upstairs, you'll find 3 additional bedrooms and 2 full bathrooms, including a versatile room currently styled as a moody media space, perfect for movie nights, gaming, or a private retreat. Practical features abound, including a laundry room with built-in cabinetry, folding counter, and storage, an encapsulated crawlspace with commercial-grade dehumidifier, detached garage for additional storage, ample parking along the extended concrete driveway, and a screened porch that invites year-round enjoyment. New sod was installed last year, and a private paver patio behind the garage creates the perfect setting for grilling and outdoor gatherings. In a downtown market where homes with five true bedrooms are exceptionally rare, 460 N. May Street stands apart by offering the space, flexibility, and modern amenities so many buyers are searching for, all in one of Southern Pines' most sought-after locations. This is downtown living at its finest: close to everything, beautifully maintained, and designed for the way you live today.

460 N May St, Southern Pines
180 One Down St, Southern Pines
$608,000
4 Beds ⋅ 3 Baths ⋅ 100553996 MLS ⋅ CLOSED Status ⋅ 2,570 SqFt. ⋅ 1974 Year Built
EASY Commute to FT Bragg, this stunning 4-bedroom, 3-bath home with basement bonus space is situated on over half an acre, offering space, functionality, and refined finishes throughout. The open-concept main living area is designed for both everyday comfort and entertaining, featuring stainless steel appliances, quartz countertops, a large center island, and waterproof Pergo flooring across the primary living spaces. Abundant natural light enhances the seamless flow between the kitchen, dining, and living areas. The spacious primary suite provides a private retreat with dual vanities, a glass-enclosed walk-in shower, and an oversized walk-in closet. Secondary bedrooms are generously sized with ample storage. The fully finished downstairs walk-out level offers exceptional flexibility -- ideal for a separate living quarters, in-law suite, or private guest space. Complete with a kitchenette, full bath, and additional flex room, it can easily function as a family recreation area, home office, gym, or apartment-style setup. Enjoy the privacy of a large lot while still benefiting from a convenient commute to Ft. Bragg and being just minutes from downtown Southern Pines with dining, boutique shopping, and vibrant nightlife. This property delivers the perfect balance of comfort, versatility, and location -- truly a must-see. Many of the furnishings can be sold separately from the sale of the home.

180 One Down St, Southern Pines
440 W Illinois Ave, Southern Pines
$599,000
4 Beds ⋅ 3 Baths ⋅ 100556021 MLS ⋅ CLOSED Status ⋅ 2,264 SqFt. ⋅ 2024 Year Built
Walk to downtown Southern Pines from this 2025-built Druther Homes, move-in ready home tucked on a quiet dead-end street with woods in front and no through traffic. Offering 4 bedrooms, 3 full baths, and 2,264 square feet, this thoughtfully designed traditional home blends modern comfort with high-performance construction. Inside, natural light fills the open-concept layout, anchored by a chef-inspired kitchen with quartz countertops, premium appliances, abundant storage, and soft-close cabinetry. The living area centers around a sleek gas fireplace, creating an inviting space to gather or unwind. A main-level bedroom and full bath offer flexibility for guests, remote work, or multi-generational living. Upstairs, the vaulted primary suite feels like a retreat with its private balcony, spacious walk-in closet, and spa-style bath featuring a soaking tub and tiled shower. A versatile loft provides additional space for a home office, fitness area, or playroom. Built for efficiency and comfort, this home includes spray foam insulation, sealed attic and crawl space, fresh air ventilation, a whole-house dehumidifier, DP50 windows, and a HERS-rated energy performance system -- helping reduce noise transfer and energy costs year-round. Outside, enjoy a fully fenced backyard, rear deck, covered front porch overlooking the woods, and a single-car attached garage. Located just minutes from downtown shops, coffee spots, and Reds Corner, this property offers the walkable lifestyle buyers want with the low-maintenance reliability of new construction.

440 W Illinois Ave, Southern Pines
957 Sandavis Rd, Southern Pines
$430,000
3 Beds ⋅ 3 Baths ⋅ 100561462 MLS ⋅ CLOSED Status ⋅ 2,303 SqFt. ⋅ 1969 Year Built
LOVELY 3 BEDROOM HOME LOCATED ON A SPACIOUS LOT IN THE OLD TOWN SOUTHERN PINES NEIGHBORHOOD. QUICK ACCESS TO SHOPPING VIA MIDLAND RD & US HWY 1. THIS LOVELY HOME HAS THREE NICELY SIZED BEDROOMS & 2 BATHROOMS (ONE ENSUITE) ON THE SECOND LEVEL, TWO BEDROOMS HAVE ACCESS TO THE BALCONY. THE LOWER LEVEL FEATURES A LARGE FAMILY ROOM WITH A HALF BATH & DIRECT ACCESS TO A LARGE PATIO & THE IN-GROUND SWIMMING POOL. THE MAIN LEVEL HAS A LARGE LIVING ROOM WITH A GAS LOG FIREPLACE, A WALL OF WINDOWS BRINGING IN NATURAL LIGHT WITH PRIVACY PROVIDED BY THE MATURE LANDSCAPING. THE DINING ROOM HAS ACCESS TO A PATIO & THE BACKYARD. THE KITCHEN APPLIANCES HAVE BEEN REPLACED RECENTLY & WILL CONVEY. THIS SPACIOUS HOME OFFERS INVITING INTERIOR SPACES AS WELL AS A FULLY FENCED BACKYARD WITH AMENITIES, INCLUDING A MOTORIZED AWNING OVER THE LARGE PATIO FOR ENJOYABLE OUTDOOR LIVING. NOTE: RECENT UPDATES: A NEW POOL PUMP HAS BEEN INSTALLED & A WARRANTY WILL BE INCLUDED IN THE ONE YEAR HOME WARRANTY WITH THE FIRST AMERICAN HOME WARRANTY THE SELLERS WILL PROVIDE AT CLOSING.. ADDITIONALLY, A TRANSFERABLE TERMITE WARRANTY IS NOW PROVIDED BY CANADY'S TO REPLACE THE NON-TRANSFERABLE TERMINEX WARRANTY. MANY 'UNSEEN' IMPROVEMENTS HAVE BEEN COMPLETED INCLUDING THE REPLACEMENT OF THE WATER & SEWER LINES TO THE STREET, GUTTERS INSTALLED ON THE FRONT OF THE HOUSE, A FRENCH DRAIN INSTALLED UNDER THE SIDEWALK NEAR THE FRONT DOOR, A NEW POOL PUMP, & A NEW BACKFLOW PREVENTION DEVISE IS BEING INSTALLED. BRING YOUR PERSONAL TOUCHES FOR THE FUN 'SEEN' UPDATES!

957 Sandavis Rd, Southern Pines
140 One Down St, Southern Pines
$415,000
5 Beds ⋅ 3 Baths ⋅ 100574397 MLS ⋅ CLOSED Status ⋅ 3,192 SqFt. ⋅ 1979 Year Built
*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
650 S May St, Southern Pines
$282,500
3 Beds ⋅ 2 Baths ⋅ 100596057 MLS ⋅ CLOSED Status ⋅ 1,250 SqFt. ⋅ 1960 Year Built
OPPORTUNITY for multi-family development or an OPPORTUNITY for a Single home purchase, with great bones, as a prime candidate for renovation. Along with 680 S. May St., these two homes are priced below tax value and offer the utility of RM-1 Zoning (multifamily). The sellers will not do any repairs. The combined acreage of the two properties is 1.07 acres. This is in the Heart of arguably the best area in Southern Pines. The LOCATION could not be any stronger. The PRICE is as compelling as it gets in today's market.

650 S May St, Southern Pines
680 S May St, Southern Pines
$282,500
3 Beds ⋅ 2 Baths ⋅ 100596051 MLS ⋅ CLOSED Status ⋅ 1,200 SqFt. ⋅ 1959 Year Built
OPPORTUNITY for multi-family development or an OPPORTUNITY for a Single home purchase, with great bones, as a prime candidate for renovation. Along with 650 S. May St., these two homes are priced below tax value and offer the utility of RM-1 Zoning (multifamily). The sellers will not do any repairs. The combined acreage of the two properties is 1.07 acres. This is in the Heart of arguably the best area in Southern Pines. The LOCATION could not be any stronger. The PRICE is as compelling as it gets in today's market.

680 S May St, Southern Pines
252 S Stephens St, Southern Pines
$256,500
3 Beds ⋅ 2 Baths ⋅ 100559042 MLS ⋅ CLOSED Status ⋅ 1,110 SqFt. ⋅ 1979 Year Built
Check out this charming brick ranch home in Southern Pines that has been beautifully updated throughout. Recent upgrades include all new flooring, fresh paint, a completely updated kitchen, and brand-new stainless steel appliances. This 3-bedroom, 2-bath home offers comfortable living with plenty of space inside and out. Enjoy relaxing or entertaining on the large screened-in back patio. The property also features two driveways, two carports for ample parking, and a storage building in the backyard for additional space. Conveniently located and move-in ready, this home is a must-see.

252 S Stephens St, Southern Pines
700 S Hardin St, Southern Pines
$228,000
3 Beds ⋅ 1 Baths ⋅ 100586585 MLS ⋅ CLOSED Status ⋅ 1,010 SqFt. ⋅ 1968 Year Built
Charming Southern Pines home in a fabulous location between downtown and Pinehurst Medical Campus. Just a few blocks from the Pool Park! Hardwood floors, single story. Perfect starter home. Updates include Sewer line replaced 2/25 from house to street. Water heater 2/25, updated HVAC and roof.

700 S Hardin St, Southern Pines
1255 W Illinois Ave, Southern Pines
$159,000
2 Beds ⋅ 1 Baths ⋅ 100570236 MLS ⋅ CLOSED Status ⋅ 794 SqFt. ⋅ 1970 Year Built
This delightful all-brick almost 800 square feet cottage offers the perfect blend of comfort, convenience, and investment potential (like a BnB). Located in a highly sought-after zip code, this property stands out for its exceptional location and curb appeal.. Relaxing and tranquility in the spacious backyard and manicured front lawn. Situated in a popular and desirable neighborhood, ensuring excellent access to local amenities and attractions.Great opportunity to make this ranch home you own. Check out the Ai staged pictures! 2017 new HVAC and Roof

1255 W Illinois Ave, Southern Pines
Tbd Tbd W Indiana Ave, Southern Pines
$40,000
100530700 MLS ⋅ CLOSED Status
Affordable land opportunity in Southern Pines, offering wonderful potential for investment or development in a great location.

Tbd Tbd W Indiana Ave, Southern Pines

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