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$355,000
3 Beds 1 Baths 100591631 MLS ACTIVE Status 2,040 SqFt. 1953 Year Built
Welcome to this beautifully renovated 3-bedroom, 1.5-bath home with an attached two-car garage, perfectly situated on a generous 0.68-acre lot in the heart of Southern Pines. Offering approximately 2,040 square feet of thoughtfully updated living space, this move-in-ready home blends timeless charm with today's modern conveniences. From the moment you step inside, you'll appreciate the spacious, light-filled floor plan featuring luxury vinyl plank flooring throughout, creating a warm and inviting atmosphere that's perfect for both everyday living and entertaining. The beautifully renovated kitchen features brand-new cabinetry and new appliances, while the updated bathrooms provide stylish finishes and modern comfort. Designed with both functionality and flexibility in mind, the unfinished basement offers endless possibilities for additional storage, a workshop, hobby room, fitness space, or future expansion. The attached two-car garage provides ample room for parking and storage, while the detached storage building adds even more space for tools, lawn equipment, recreational gear, or seasonal items. Step outside and enjoy your own private retreat. The expansive backyard offers mature landscaping and plenty of room to garden, entertain guests, play, or simply unwind. Best of all, there's no HOA, giving you the freedom to enjoy your property without additional restrictions. Major recent improvements include a new roof, new HVAC systems, luxury vinyl plank flooring throughout, brand-new kitchen cabinetry, new appliances, and beautifully renovated bathrooms, offering buyers both style and peace of mind for years to come. Conveniently located just minutes from Downtown Southern Pines, the Village of Pinehurst, shopping, dining, parks, world-renowned golf courses, and Fort Bragg, this exceptional property offers the perfect combination of location, space, and value. Homes with this much land, updated living space, and no HOA are a rare find in Southern Pines. Don't miss your opportunity to own this exceptional property--schedule your private showing today!

1009 W New Hampshire Ave, Southern Pines

$1,375,000
4 Beds 4 Baths 100583485 MLS ACTIVE Status 5,232 SqFt. 1924 Year Built
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 Rd, Southern Pines

$780,000
4 Beds 3 Baths 100580757 MLS ACTIVE Status 2,260 SqFt. 1915 Year Built
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

$499,000
3 Beds 2 Baths 100563447 MLS ACTIVE Status 1,590 SqFt. 1935 Year Built
$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

$799,000
4 Beds 3 Baths 100560951 MLS ACTIVE Status 3,391 SqFt. 2021 Year Built
Welcome to this beautiful custom built home within 1 mile of downtown Southern Pines. The homes sits quietly tucked away on almost an acre. It boasts 4/5 bedrooms, 3 full baths, sprawling front porch, screened back porch, 3 car garage, newer LVP flooring on the first floor, and a fenced yard. A few of the custom features added during construction include: tankless water heater, granite counter tops throughout, Samsung appliances, huge walk-in master shower with 3 heads, marble in the master bath, transom windows throughout, adjustable soft lighting throughout, electric fireplace, pantry cabinet, farm sink, glass mosaic backsplash, and upgraded mirrors throughout. There is an optional 5th bedroom with built in shelves on the main floor. Huge walk in attic for storage and plumbing for a mini bar upstairs in place. Back on market due to VA assumption not taking place. bring offers!!!!

165 Riding Ln, Southern Pines

$325,000
3 Beds 2 Baths 100560431 MLS ACTIVE Status 1,520 SqFt. 1973 Year Built
Welcome to 185 Bronwyn Street, a beautifully maintained 3 bedroom 2 bath brick home. This inviting property offers the perfect combination of comfort, charm, and convenience, with easy access to local shops, dining, golf courses, and everything the Pinehurst-Southern Pines-Aberdeen area has to offer. Inside, you'll find a bright and welcoming layout with spacious living areas, abundant natural light, and thoughtful details throughout. The kitchen provides ample space for cooking and gathering, while the adjoining living areas create a comfortable setting for both everyday living and entertaining. The home features well-appointed bedrooms and bathrooms designed for comfort and functionality. Step outside to enjoy a peaceful yard ideal for relaxing, gardening, or hosting friends and family. Whether you're looking for a full-time residence, second home, or investment opportunity, 185 Bronwyn Street offers the lifestyle and location that make the Sandhills so special.

185 Bronwyn St, Southern Pines

$2,600,000
4 Beds 5 Baths 100559343 MLS ACTIVE Status 4,012 SqFt. 1968 Year Built
Never Better Farm boasts all of the amenities of true equestrian living in the heart of Horse Country. The prime location is in close proximity to both the Walthour-Moss Foundation as well as Weymouth Preserve and just a short drive to downtown Southern Pines. Two parcels are being sold, the main home and farm(00040903) at 11.04 acres and vacant land 00040903 at 6.45 acres. After a day of riding in the dressage ring or sailing over the jumps on the lower parcel, enjoy a dip in the pool over looking beautiful pastures and vibrant landscaping. A true working farm, the property is anchored by 2 barns and a detached garage with 4 garage units and covered equipment shelter, perfect for plenty of storage or any farm projects that may need to be done. The barn closest to the home has 4 stalls, a laundry room and a dedicated wash rack. The second barn has 6 stalls and feed storage. Rich in Moore County history, part of the home used to be the property's original peach barn. Now a gorgeous multi-generational home, the property has one bedroom downstairs and 3 upstairs including the primary. Each bedroom has a private bathroom which also makes it exceptional for guests. This home is ideal for entertaining with a large living room featuring 17 foot vaulted ceilings, a wet bar and great indoor/outdoor living leading out to the pool. One of the most unique features of this home is the stunning brick floored tack room that is nestled in the center and leads out to a private grass covered patio. The buyer of this incredible estate will truly enjoy every aspect of this property, life here is ''Never Better.''

230 Old Dewberry Ln, Southern Pines

$749,500
4 Beds 4 Baths 100552733 MLS ACTIVE Status 3,215 SqFt. 1890 Year Built
This beautiful property is back on the market due to no fault of its own. The buyers plans changed! BARGAIN Once priced well over $1 million, now attractively priced at $749,500 and offered with a recently surveyed extra building lot suitable for a duplex! Circa 1890 3-4BR/3.5BA 3,200+SF extensively renovated home on a large lot in the highly desired downtown Southern Pines. This unique home offers numerous options. An additional home can be constructed on this lot, or even a duplex! Perhaps a garage with an apartment above, or it can be used as a single-family home with an in-law suite, or even multi-family (3 units total). The family room upstairs could easily be changed back to a 4th bedroom. The main floor boasts a beautifully updated kitchen with ZLINE appliances, gas cooktop dual fuel range, granite counters, and black walnut trim built-in cabinets. The first floor has a new luxurious master bath with a spacious primary bedroom, solid shelving in the walk-in closet and direct access to the laundry/mudroom. The outdoor living space is amazing with a wraparound porch, 2 screened porches, rear deck and wood fencing. The upstairs includes 2/3 spacious bedrooms (2 full baths), a family room (4th BR) that also includes a kitchenette+ an additional spacious laundry room and beautifully hand-tiled full bath with walk-in shower. The basement is dry and adds lots of storage space, accessible from exterior stairs in rear of house. Note the home has 3 electric meters, 3 water heaters and two heat pumps (first floor unit is <10 yr old). The current owner has spent hundreds of thousands $ to carefully restore this home to its current splendor. Anderson windows 2022, Hardie Plank siding 2022, plumbing and electrical updates 2022-2024, Carolina Basements added additional support to basement 2022. New or newer: fixtures, paint, gutters, kitchen, laundry, baths, flooring, insulation, gas lines, fence, and appliances. Shown by appointment to pre-qualified buyers.

280 W Connecticut Ave, Southern Pines

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