Downtown Homes with Crain's Creek Middle Middle school

Welcome to Downtown Southern Pines, NC—a vibrant and charming subdivision nestled in the heart of Moore County. This delightful area is known for its picturesque tree-lined streets, historic architecture, and a warm sense of community that makes it a perfect place to call home.

Downtown Southern Pines offers a unique blend of small-town charm and modern conveniences. Residents enjoy a variety of local shops, cozy cafes, and gourmet restaurants just a short stroll away. The area is rich in culture, with art galleries and theaters showcasing local talent, making it an ideal spot for those who appreciate the arts.

Families will find that Downtown is not only a beautiful place to live but also a great environment for children. The highly regarded Crain's Creek Middle School serves the area, offering excellent educational opportunities and a strong sense of community involvement. Parents can rest easy knowing their children are receiving a quality education in a nurturing environment.

The homes in Downtown Southern Pines are as diverse as its residents, ranging from charming bungalows to modern townhouses. Each property boasts unique character and is often surrounded by lush gardens and mature trees, providing a tranquil oasis within the hustle and bustle of daily life.

Whether you’re enjoying a leisurely weekend at the local farmers' market or taking in the scenic beauty of the nearby parks, Downtown Southern Pines encapsulates the essence of Southern living. Discover your dream home in this enchanting subdivision and become a part of a community that celebrates life, culture, and connection.

Newest Downtown Homes with Crain's Creek Middle Middle school

$610,000

4 Beds ⋅ 3 Baths ⋅ 100587077 MLS

Welcome to this beautifully crafted home in Downtown Southern Pines, where timeless architecture meets modern design. A welcoming covered front porch opens to a thoughtfully designed interior featuring soaring beamed ceilings, pine flooring, abundant natural light, and quality finishes throughout. The open-concept main level is designed for both everyday living and effortless entertaining. The gourmet kitchen showcases a stunning whitewashed heart pine island with marble countertops, stainless steel appliances, a natural gas range, walk-in pantry, and a built-in laundry area. A spacious dining alcove filled with natural light creates the perfect gathering space, while the inviting living room features a cozy natural gas fireplace. The main-level primary suite is a peaceful retreat with a generous walk-in closet complete with a convenient laundry chute. The spa-inspired bath offers a soaking tub, tiled walk-in shower with rain head, double vanity, and private water closet. A stylish powder room and a drop zone complete the first floor. Upstairs, you will find three additional bedrooms, a dedicated office with glass doors, and a beautifully appointed full bath featuring double vanities and a tiled walk-in shower. A second laundry chute and pull-down attic stairs add everyday convenience. Outside, enjoy low-maintenance living with a detached two-car garage and shared driveway. Ideally located just blocks from the shops, restaurants, breweries, and parks of Downtown Southern Pines, the home is also convenient to the Weymouth Woods Boyd Tract and the Youngs Road equestrian corridor, making it a wonderful choice for walkers, runners, cyclists, and horse enthusiasts alike. Thoughtfully designed, this home offers the perfect blend of character, comfort, and the unbeatable Downtown Southern Pines lifestyle.

170 E Delaware Ave, Southern Pines

$695,000

4 Beds ⋅ 4 Baths ⋅ 100585657 MLS

Nearing completion with an anticipated completion date of August 15th, this beautiful new construction home offers the perfect blend of modern comfort, flexible living space, and an unbeatable Southern Pines location. Just minutes from downtown Southern Pines, enjoy easy access to First Friday events, the Saturday farmers market, local shopping, dining, coffee shops, ice cream, Sunrise Theater, parks, playgrounds, and tennis courts. Inside, the home features tall 10-foot ceilings on the main level, a spacious open layout, 2'' faux wood blinds, and a gourmet kitchen designed for everyday living and entertaining. With 4 generously sized bedrooms and 3.5 bathrooms, this thoughtfully designed floor plan offers plenty of room for guests, work-from-home needs, or additional flex space. A detached garage adds even more versatility and can be used as a home gym, workshop, studio, hobby space, or whatever best fits your lifestyle. This home also includes a 10-year home warranty, offering added peace of mind for the next owner. Thoughtfully designed and nearing the finish line, this is a great opportunity to enjoy new construction living close to everything downtown Southern Pines has to offer. Contact the listing agent for builder incentives and remaining selections still available to be chosen.

785 N May St, Southern Pines

$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

$699,000

3 Beds ⋅ 3 Baths ⋅ 100580234 MLS

Sometimes a property comes along that simply doesn't fit the typical mold--and this is one of them. Built in 2025 with meticulous attention to both design and livability, 455 West New Hampshire represents something increasingly rare in downtown Southern Pines: a genuinely spacious home where you can actually live, gather, and move freely. The main floor opens with intention. Nine-foot ceilings catch the light and create an airy sense of space that belies the downtown location. The kitchen is the heart--grey and nutmeg cabinetry paired with white veined quartz, a substantial island for both cooking and conversation, and an adjoining butler's pantry that speaks to how thoughtfully this home was designed. There's a wine fridge here, overflow cabinets, and room to breathe. The family room and dining area flow together seamlessly, all of it anchored by an electric fireplace with tile surround and mantle. This is a first floor built for a family that actually gathers, or for someone who loves to host. The master suite upstairs is exceptional in both scale and detail--a walk-in closet that functions like a dressing room, a shower that you'll actually look forward to using, and a double vanity that doesn't force compromise. Two additional bedrooms, a laundry room, and a hall bath complete the upper level. And then there's the two-car attached garage. In downtown. This alone changes how you actually live here--no street parking, no weather worries, no compromise. At 2,758 square feet, with a location three blocks from everything downtown has to offer, this home is priced BELOW what the recent market supports. The seller is ready. The showing process is straightforward. This is the kind of value that doesn't stay available long.

455 W New Hampshire Ave, Southern Pines

$880,000

4 Beds ⋅ 2 Baths ⋅ 100578609 MLS

The Town of Southern Pines has confirmed that this corner lot can be split into two additional buildable lots -- a rare, documented opportunity for a family compound, spec build, or income-producing investment in the heart of Downtown Southern Pines, steps from shops and restaurants. The existing home is a well-maintained 1920 Dutch Colonial Revival, thoughtfully expanded by Butler Constructs while preserving its original scale and character. The main floor flows naturally between a living room with vented gas fireplace, separate dining room, spacious family room, and a cook's eat-in kitchen designed by ASID designer Denis McCullough -- featuring eco-friendly countertops and Bosch appliances that remain with the home. A private main-floor office, a newer mud/laundry room, and a full bath complete the 1,431-square-foot ground level. Upstairs, four bedrooms, a bonus office nook, and a full bath offer peaceful, private space true to the home's 1920 character. A sketch is available illustrating the option to add a primary suite. Outside, a fully fenced patio and garden provide an exceptional, private entertaining space, and the oversized detached garage offers real potential as a workshop, gym, or studio, in addition to housing one car. Whether you're drawn to the character of the existing home, the confirmed development upside, or both -- this is a rare combination in Downtown Southern Pines. A recent home inspection is available with all minor repairs completed.

260 N Ridge St, Southern Pines

$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

$500,000

2 Beds ⋅ 3 Baths ⋅ 100563232 MLS

Step back in time without sacrificing comfort. This lovingly maintained 1935 gem, in the downtown Southern Pines area, radiates the kind of character and charm that simply not built today. From the moment you arrive, the sweeping circular gravel driveway and brick-paved motor court set the tone for something truly special. Inside, rich original hardwood floors, which are in excellent condition, anchor most rooms, while intricate woodwork details tell the story of a bygone era of craftsmanship. A soaring great room ceiling, with hand hewn beams, add a bit of visual flair. Both bedrooms offer the luxury of private ensuite full bathrooms, which have been partially updated -- a rare and thoughtful feature that blends vintage appeal with modern convenience. The partially finished basement offers room for additional sleeping accommodations, or a rec room space. There is a large floored attic with convenient built in ladder for easy access to all your storage space! Step outside to enjoy not one, but two exceptional outdoor living spaces: a generous open front patio perfect for morning coffee and neighborly conversation, and a large covered rear patio ideal for entertaining year-round. The beautifully landscaped grounds, further enhanced by charming brick walkways leading to convenient storage sheds, and a large rear parking area round out the property's impressive functionality. Move-in ready and meticulously cared for over the decades, this is a one-of-a-kind property that offers timeless elegance just minutes from the shops, dining, and charm of downtown Southern Pines. Homes like this don't come along often -- don't miss your chance to own a true piece of local history.

535 E Morganton Rd, Southern Pines

$749,500

4 Beds ⋅ 4 Baths ⋅ 100552733 MLS

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

$575,000

5 Beds ⋅ 3 Baths ⋅ 100498847 MLS

Charming Duplex in Prime Southern Pines Location! This versatile duplex offers a fantastic investment opportunity with both side currently under lease. The 268 side is a 2-bedroom, 1-bath unit, with wood floors throughout and a quaint kitchen. The backyard has a fenced area. Additionally, 264 side is a 3-bedroom, 2-bath unit that is move-in ready with stunning updates. Step inside to find a beautifully remodeled kitchen with updated appliances, seamlessly flowing into an open-concept living and dining area. Enjoy the warmth of wood floors throughout, along with a newer roof and HVAC system for added peace of mind. Outside, the units are seperated with a privacy fence providing a private retreat. The 264 side is complete with a storage shed and fire pit area. Located just minutes from downtown Southern Pines, this property offers easy access to local shops, dining, and entertainment. Don't miss this rare opportunity--schedule a showing today! Preferred lender incentive credit towards closing costs !!

264 E Indiana Ave, Southern Pines

Start Your Search

Copyright 2026 NCRMLS. All rights reserved. North Carolina Regional Multiple Listing Service, (NCRMLS), provides content displayed here (“provided content”) on an “as is” basis and makes no representations or warranties regarding the provided content, including, but not limited to those of non-infringement, timeliness, accuracy, or completeness. Individuals and companies using information presented are responsible for verification and validation of information they utilize and present to their customers and clients. NCRMLS will not be liable for any damage or loss resulting from use of the provided content or the products available through Portals, IDX, VOW, and/or Syndication. Recipients of this information shall not resell, redistribute, reproduce, modify, or otherwise copy any portion thereof without the expressed written consent of NCRMLS.