In the heart of Southern Pines Horse Country, just around the corner from downtown Southern Pines and offering direct access to the treasured Walthour-Moss Foundation, 765 Yadkin Road presents a rare 5.21-acre estate with a fully reimagined main residence, private 2-bedroom, 2-bath guest house, pool, equestrian amenities, four-bay storage building, RV garage, and exceptional garage/workshop space. The personal residence of the owners of Latitude Builders, one of the area's premier custom builders, this property reflects the craftsmanship, detail, and finish one would expect from a builder's own home. The main residence is an architectural showpiece, where soaring cathedral ceilings, custom millwork, Australian Cypress hardwood flooring with inlay details, designer lighting, and beautiful natural light create a refined yet inviting atmosphere. The chef's kitchen blends beauty and function with Taj Mahal quartzite countertops, custom cabinetry, hidden pantry, Sub-Zero refrigeration, Wolf dual-fuel range, and gas cooking. The private primary suite is beautifully color-drenched, creating a rich and intimate retreat with a spa-inspired marble bath, statement soaking tub, and dual closets. Designed for both everyday comfort and effortless entertaining, the home offers multiple living spaces, a formal dining room, dedicated office, expansive laundry room, lower-level family room, kitchenette/bar, fitness room, pool bath with changing area, and generous storage. Outdoor living is equally impressive, with a pool overlooking mature landscaping, a rear deck, fire pit, built-in gas grill, raised garden beds with irrigation, and peaceful acreage designed to be enjoyed. The private 2-bedroom, 2-bath guest house features a full kitchen, living room, private deck, and its own two-car garage. Additional garage and workspace areas include an oil pad, office space, and half bath, creating a uniquely functional setup for vehicle storage, workshop use, or hands-on automotive projects. Additional features include a four-bay storage building, RV garage, paddocks, tack room, run-in shed, whole-house generator, whole-house water filtration system, two wells, irrigation, mature landscaping, and horse-friendly grounds. With details and amenities too numerous to capture fully, this is a property that must be experienced in person; a truly rare Horse Country offering just minutes from the shops, restaurants, and charm of downtown Southern Pines.

765 Yadkin Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

$1,820,000

4 Beds ⋅ 6 Baths ⋅ 100406237 MLS

NOW offering $10,000 in Buyer Concessions to be paid at closing towards buyer costs, rate buy downs or improvements! Elegant Equestrian Estate in the heart of Southern Pines Horse Country! The sprawling ranch style home offers character that is absent in newer construction. The home features soaring ceilings, multiple living & dining spaces, a library, space for wine cellar in basement, and an amazing screened in porch with an outdoor kitchen! The primary suite is on the main level and offers an expansive bath, closet area, and a home office. Upstairs you'll find 3 large bedrooms with ensuite baths and ample storage. The home is privately located at the back of the property, down a tree lined drive and surrounded by beautifully manicured lawns and fenced pastures. The 6 stall, center aisle barn offers spacious stalls, a tack room, a feed room, interior wash stall, 'guest quarters' with bath, and large storage bays perfect for equipment or carriages! There are 4 separate paddocks and two outside Run In sheds. There is no shortage of garage space on this farm! The 10 bay detached garage and workshop space is the perfect home for that car collection! Detached storage for RV or horse trailers and equipment is also available. This is a prime spot for an equestrian! The farm has direct access to the main section of the Walthour-Moss Foundation and is just a short hack from the Moore County Hounds Kennels. Downtown Southern Pines is just 1.5 miles away for fine dining, boutique shopping and nightlife! Pre-listing home, termite and septic inspections were completed and a full list of repairs/improvements are available upon request!

921 Yadkin Rd, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

Buyer Representative Better Homes and GardensReal Estate Lifestyle Property Partners/SP

$1,100,000

100421261 MLS

By Appointment only.......Stunning 11.45 fenced acreage ready for you to build out your slice of Horse Heaven. Property includes a 250'x130' arena and a 60' wide covered round pen with fiber GGT-footing, suitable for all types of equestrian uses. Deeded easement along property line for Walthour- Moss Foundation access. Waterlines and hydrants throughout the property are currently on a well shared with 2753 Youngs Rd (MLS 100421306). A new well to be installed by Buyer after closing at Buyers cost. A short term shared well agreement will be drawn up during Due Diligence.

Tbd Tbd Goodwill Rd, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

Buyer Representative Better Homes and GardensReal Estate Lifestyle Property Partners/SP

$1,499,000

6 Beds ⋅ 5 Baths ⋅ 100577823 MLS

Custom Beauty in the Heart of Southern Pines! This stunning Craftsman-style home truly has it all! From the gorgeous mahogany double front doors to the incredible custom finishes throughout. Featuring 6 bedrooms, 4.5 baths, beautiful pine plank floors, granite & marble surfaces, travertine and slate baths, plus a dream kitchen opening to a dramatic two-story family room with exposed beams and a full masonry fireplace. The luxurious primary suite is a true retreat with radiant heated floors, steam shower, air-jet soaking tub for two, and custom espresso cabinetry. Upstairs offers additional bedrooms and bonus space, while thoughtful upgrades include three heat pumps, tankless water heaters, Anderson 400 Series windows, and more. And the location? Absolutely unbeatable -- directly across from the beautiful Weymouth Nature Preserve & Equestrian Trails! A rare combination of craftsmanship, character, and location all wrapped into one extraordinary property.

680 N Bethesda Rd, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

$1,292,000

3 Beds ⋅ 4 Baths ⋅ LP730849 MLS

Nestled off the prestige Young’s Road sits an exquisite 12.75 acre equestrian estate. With English provincial influence the main quarters showcases wide plank hardwood floors and doors sourced from the property, brick floors, and a steep hipped slate roof. The main quarters has a generous master on the main floor with French doors to a private courtyard, the upstairs boasts a large bedroom and full bath overlooking the sunken riding arena. Adjacent to the upstairs bedroom is a large fully appointed apartment with its own private entrance with robust rental history. A large detached two car garage sits tucked away to not obstruct views of the pastures. 5 stall barn with wash rack, feed room, tack room, ample storage above. All 6 mature pastures have water systems and large run in sheds. A picture perfect fully equipped cottage sits in mature landscape adjacent to the barn perfect for a trainer. This mature equestrian estate was perfectly thought out and appointed with seamless design for the equestrian in mind.

222 Goodwill Rd, Southern Pines

Seller Representative EVERYTHING PINES PARTNERS-FAYETTEVILLE

Buyer Representative

$1,415,000

3 Beds ⋅ 4 Baths ⋅ LP743831 MLS

Experience Elevated Living in Southern Pines! Step into a HOME where luxury meets nature. This meticulously designed custom home offers expansive 360° views through floor-to-ceiling windows, immersing you in the serene beauty of Southern Pines. Daily sightings of deer and other wildlife become your routine, providing a tranquil backdrop to your everyday life. Situated in a community renowned for its equestrian culture, this property carries the legacy of its origins as part of a horse farm. The surrounding area boasts a vibrant horse-loving community, reflecting Southern Pines' rich equestrian traditions . Crafted with precision, the home features clean lines and modern aesthetics. The spacious common areas are perfect for entertaining, while the outdoor fireplace on the private back porch offers a cozy retreat for evening relaxation. Whether you're hosting guests or enjoying a quiet night in, the ambiance is both inviting and sophisticated. Designed by the owner, every detail of this home exudes excellence. From the thoughtful layout to the high-quality finishes, it's evident that this residence was built with passion and expertise . In a market where such unique properties are rare, this home stands out as a testament to luxury living intertwined with nature. Don't miss the opportunity to own a piece of Southern Pines' finest real estate.

250 Pine Needles Ln, Southern Pines

Seller Representative LOVE PINES REALTY

Buyer Representative

$399,900

3 Beds ⋅ 2 Baths ⋅ 100572077 MLS

Come on in! Welcome home to this ''like-new'' cottage in Southern Pines on a generous 0.68-acre lot just outside the Highland Trails neighborhood. Perfect for a young family, retiree, or rental investment opportunity, this 3-bedroom, 2-bath home features quartz countertops and an island. The split floor plan includes a luxurious en suite attached to the primary bedroom, along with two sizable guest bedrooms and a guest bath. Relax in your fenced-in backyard on the concrete patio, perfect for grilling, or get your hands dirty in the garden harvesting this year's tomatoes and vegetables. Bring your hens and enjoy collecting fresh eggs each morning from the chicken coop that conveys with the property! Wander through your wooded backyard oasis, or take a short jog over to Weymouth Woods and experience miles of preserved trails and forests just outside your neighborhood. This home is also less than a 30-minute drive to Fort Bragg for active-duty military personnel and just minutes from downtown Southern Pines for boutique shopping, culinary treats, and nightlife. The owners have fully fenced a portion of the backyard and added a Watts Pure water filter and pH balancer to the well. They also added additional sod to the front yard, installed gutters on both the home and detached garage, and upgraded the kitchen with a desirable backsplash that beautifully accents the quartz countertops. The washer and dryer convey, and the property has NO city taxes! This home is also within a 15-minute drive of the world-renowned Pinehurst Resort and the equestrian haven of the Walthour-Moss Foundation. Enjoy economical vacations just 2.5 hours away in the majestic North Carolina mountains or along the beautiful coastal beaches. Book your showing today!

501 Mcneill Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Everything Pines Partners LLC

$2,600,000

4 Beds ⋅ 5 Baths ⋅ 100559343 MLS

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

Courtesy of Keller Williams Pinehurst

$1,405,000

2 Beds ⋅ 2 Baths ⋅ 100540262 MLS

Step into the timeless charm of Southern Pines horse country with this quintessential 1950s 'Shellbark Cottage''—once part of the historic Firleigh Estate, a landmark of the area's rich equestrian heritage. Nestled on approximately ten beautifully maintained acres, the property offers a rare combination of privacy, convenience, and history in one of the Sandhills' most desirable settings. With dual access from both Tremont Street and Firleigh Road, it provides effortless entry for residents and guests alike. The charming two-bedroom, two-bath cottage features fresh paint and a compact, efficient layout—perfect as a cozy full-time residence, weekend retreat, or guest house while you build your dream home on one of the lovely elevated sites the property offers. Equestrians will be immediately drawn to the exceptional four-stall shed-row barn, built with the utmost quality and attention to detail. The barn boasts high ceilings, stall mats, and excellent ventilation for horse comfort and safety, along with a beautifully finished tack room, bathroom, and wash stall. The feed/laundry room includes a washer and dryer, adding convenience for daily care. Above, an expansive loft area provides abundant storage for hay, equipment, or future expansion. The property is organized into four generous, established pastures, and one smaller paddock, each fenced and well-maintained, with two run-in sheds offering shade and shelter. From this location, you can hack through neighboring farms via established trails and bridle paths, or easily cross Youngs Road to access over 2,500 acres of the Walthour-Moss Foundation—a premier equestrian preserve offering endless riding opportunities. Lovingly cared for by its current owner for many years, this property embodies the best of Southern Pines' horse country living—a serene setting, rich history, and exceptional equestrian amenities ready to welcome its next steward.

225 Tremont St, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Empire Realty & Design, LLC

$2,050,000

3 Beds ⋅ 4 Baths ⋅ 100536960 MLS

In and Out Farm - a private equestrian oasis in the heart of Southern Pines Horse Country! Set on 24 acres, this property offers peace, privacy, and a thoughtfully designed, fully functional facility suited to a wide range of equestrian pursuits. The inviting ranch-style home features a split floor plan with vaulted ceilings, warm wood accents, and equestrian-inspired finishes throughout. Built by a horse person, the home showcases custom tile work and a stunning mural of the Moore County Hounds by the late Danila Devins, a beloved local artist. The spacious back deck overlooks the pool and pond, creating the perfect spot for outdoor entertaining or quiet relaxation. The lower level includes a large flex room and full bath, ideal for a home gym or an office. The barn is the centerpiece of the property with 7 stalls, including a double-sized foaling stall, some with turnout access to multiple paddocks. The tack room features a private bath and office, while the upper level includes a 1,400 sqft, 2-bedroom, 2-bath apartment complete with an enclosed porch overlooking the paddocks—perfect for guests, staff, or additional income. Equestrian amenities include a fenced grass riding arena, large paddocks with run-in sheds, and an equipment barn ideal for tractor and trailer storage. The location is unmatched, offering access to the 4,000+ acre Walthour-Moss Foundation, where riders can enjoy miles of scenic trails, bridges, water crossings, and hunt fences for endless hours of riding and training. Whether you're seeking a professional training operation, a boarding facility, or a private estate, In and Out Farm offers it all—combining functionality, beauty, and the best of Southern Pines equestrian living.

207 Bump A Long Ln, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

Buyer Representative Old Glory Realty LLC

$140,000

100534227 MLS

Prime Buildable Lot in the Heart of Downtown Southern Pines. Rare opportunity to own a premium buildable lot in the heart of charming and vibrant, downtown Southern Pines. Perfectly positioned just steps from local boutiques, restaurants, cozy coffee shops, and the iconic Sunrise Theater, this lot offers the best of small-town living with walkable convenience and Southern charm. This flat, cleared parcel is ready for your vision — whether you're dreaming of a custom home or a stylish investment property. Zoned for flexible residential use (buyer to confirm specifics with the town), and surrounded by beautifully restored historic homes and newer builds, the location provides both character and growth potential. Enjoy tree-lined streets, easy access to parks, golf courses, and the Southern Pines Train Station — all while being just a short drive to Fort Bragg, Pinehurst, and area equestrian facilities. With few vacant lots remaining in such a prime location, this is a truly unique opportunity to build your dream home in one of North Carolina's most desirable downtown districts.

785 N May St, Southern Pines

Courtesy of eXp Realty

Buyer Representative Carolina Property Sales

$2,275,000

3 Beds ⋅ 5 Baths ⋅ 100390860 MLS

Discover the epitome of equestrian living on this picturesque 12-acre horse farm nestled in North Carolina's Horse Country, boasting deeded easement access to the renowned Walthour-Moss Foundation. Just 2 miles from the vibrant Downtown Southern Pines, this property offers the perfect blend of tranquility and convenience. Featuring a meticulously designed 7-stall barn, 5 spacious pastures, and a fastidiously remodeled estate, this property caters to both horse and human comfort. The main residence offers 3 bedrooms, 3 baths, and 2 half-baths, while the guest quarters provide an additional bedroom and a private patio for relaxation. Remodeled between 2007 and 2009, every detail reflects a commitment to luxury and functionality, making this estate a haven for discerning equestrian enthusiasts. SEE SPECIAL FEATURES in DOCUMENTS for COMPLETE LIST!

207 Firleigh Rd, Southern Pines

Courtesy of DeSell & Co Realty Group

Buyer Representative Better Homes and GardensReal Estate Lifestyle Property Partners/SP

$2,080,000

3 Beds ⋅ 4 Baths ⋅ 100423641 MLS

This stunning equestrian estate brings an air of old world craftmanship to our modern day. The home was built in 2007 to look like an 18th century European mansion. Every detail has a special story that integrates pieces of family history with old world charm. As you walk through the exquisite handmade front door, you are greeted with a pure silver chandelier and sconces that are family heirlooms. The flooring throughout the home is wide plank and a combination of pine, walnut and oak. The stairs that lead to the second floor are purported to be from Dartmouth College. The fireplace in the family room is an 18th century replica of a Chatsworth House in England. The fireplace in the library boasts 18th century French marble. The hardware on doors and windows are antique, many from the 17th and 18th century. Diamond pain and stained glass windows were reclaimed from historic properties. The spacious primary suite is on the second floor and boasts his and hers closets and large bathroom with soaking tub. The sitting room with a surround of windows, gives you the feeling that you are sitting in the forest enjoying all that nature has to share. The kitchen is a chefs dream with a 6 burner Viking range, large center island and a butler's pantry. The property is just over 10 acres and includes three lush pastures and a 4 stall barn with center aisle. The barn has a one bedroom apartment upstairs and a studio apartment downstairs, perfect for guests or a farm manager. The Walter Moss Foundation and the trails around Weymouth Woods are a short hack. The location of this property is fantastic, offering seclusion in the heart of horse country, while being only a few minutes to all that downtown Southern Pines has to offer. Note. The septic permit for the house was originally submitted for a two bedroom home. This was not changed when a larger home was built. There is a room upstairs that has been used as a third bedroom. See floor plan.

176 Merry Way, Southern Pines

Courtesy of Pines Sotheby's International Realty

Buyer Representative Better Homes and GardensReal Estate Lifestyle Property Partners/SP

$2,635,000

4 Beds ⋅ 5 Baths ⋅ 100531441 MLS

Welcome to 3545 Young's Road, an extraordinary 10-acre equestrian estate located in the heart of Horse Country, directly across from the 4,000-acre Walthour-Moss Foundation. This one-of-a-kind property combines the rustic charm of a historic barn with the comfort and efficiency of a fully renovated modern residence. The main home features reclaimed barnwood details, exposed beams, polished concrete floors, and custom craftsmanship throughout. A 2021 renovation added a luxurious main-level primary suite with steam shower and pool access, a sunroom with gas fireplace, a fitness room, and extensive system upgrades including new HVAC, plumbing, and electrical. The gourmet kitchen opens to a spacious living area with propane wood stove, and upstairs offers a private secondary owner's suite w/bath & private deck, two additional bedrooms, and shared bath. Equestrian amenities include seven lush paddocks with 3-board fencing, a six-stall center aisle barn with tack room and wash stall, flat open land with arena. The entire property is fenced with electronic gated access. Outdoor living is elevated with a heated Freeform heated saltwater pool, expansive patios, 1 acre fenced yard for pets, professional landscaping, and landscape lighting. Sustainability is built-in with a 25kW solar system, 3 Tesla Powerwalls, whole-home water purification, instant hot water, two 1,000-gallon propane tanks, and a Generac generator—enabling near off-grid living.A renovated two-bedroom guest cottage offers flexible space for guests or rental income(w/separate propane tank). Additional features include a two-car garage, bluestone drive, utility room with second laundry, and fiber optic/Starlink internet availability. This property offers rare character, luxury, and self-sufficiency in a premier Southern Pines location. This property offers the rare combination of luxury, sustainability, equestrian excellence, and architectural character - a true lifestyle estate for the buyer who wants it a

3545 Youngs Rd, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

Buyer Representative Carolina Property Sales

$1,379,000

6 Beds ⋅ 7 Baths ⋅ 100486892 MLS

Nestled on 14.7 breathtaking acres near James Creek and the Weymouth Nature Preserve, Indian Springs is a remarkable estate that seamlessly blends history, architectural significance, and modern comfort. Designed by renowned architects Austin & Faulk and featured in a 1965 issue of Architectural Digest, this iconic residence has been a cherished family home, lovingly maintained and thoughtfully updated to preserve its grandeur while enhancing its livability. The nearly 6,000 sq. ft. main residence boasts five bedrooms and six-and-a-half baths, offering an elegant yet inviting layout. Sun-drenched living spaces with soaring ceilings and expansive windows bring the beauty of the surrounding landscape indoors, creating a warm and serene ambiance. The sellers have made notable improvements, including brand-new windows and exterior doors throughout, ensuring efficiency and comfort while maintaining the home's architectural integrity. Beyond the main house, the property features a 432 sq. ft. guest cottage with a private bedroom and bath—perfect for visitors or additional living quarters. An USTA-sized tennis court provides a private sporting retreat. With recent zoning changes allowing horses, this property now offers limitless potential for equestrian enthusiasts. Every aspect of this estate has been meticulously preserved, from its original landscape plans to its unique drainage system, ensuring that Indian Springs continues to stand as a testament to timeless design and craftsmanship. Located just moments from Southern Pines' vibrant downtown, equestrian amenities, and championship golf courses, this rare offering is a once-in-a-lifetime opportunity to own a historic and beloved family estate in the heart of North Carolina's Sandhills.

1645 E Indiana Ave, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Front Runner Realty Group

$160,000

100515517 MLS

Prime Buildable Lot in the Heart of Downtown Southern Pines. Rare opportunity to own a premium buildable lot in the heart of charming and vibrant, downtown Southern Pines. Perfectly positioned just steps from local boutiques, restaurants, cozy coffee shops, and the iconic Sunrise Theater, this lot offers the best of small-town living with walkable convenience and Southern charm. This flat, cleared parcel is ready for your vision — whether you're dreaming of a custom home, a modern townhome, or a stylish investment property. Zoned for flexible residential use (buyer to confirm specifics with the town), and surrounded by beautifully restored historic homes and newer builds, the location provides both character and growth potential. Enjoy tree-lined streets, easy access to parks, golf courses, and the Southern Pines Train Station — all while being just a short drive to Fort Bragg, Pinehurst, and area equestrian facilities. With few vacant lots remaining in such a prime location, this is a truly unique opportunity to build your dream in one of North Carolina's most desirable downtown districts.

750 N Ashe St, Southern Pines

Courtesy of eXp Realty

Buyer Representative Carolina Summit Group, LLC

$1,561,000

6 Beds ⋅ 7 Baths ⋅ 100508888 MLS

Experience horse country living in this 4,800+ sq ft custom home, nestled on over 11 pristine acres in this highly sought-after location of Southern Pines. Offering a rare blend of tranquility and convenience, this exceptional estate delivers the privacy of a countryside setting while remaining just minutes from town amenities, shopping, dining, and equestrian hubs. This must-see property is ideal for the discerning buyer seeking a one-of-a-kind farmstead. Tucked away behind mature landscaping and garden paths, the residence is beautifully sited to maximize views and serenity. A recently replaced roof and HVAC systems provide peace of mind, while thoughtful updates enhance the comfort and livability of the home. The estate includes a charming 3-stall barn, five fenced pastures, and direct access to miles of scenic riding trails. Both the Walthour-Moss Foundation and Weymouth Woods are accessible, making this an equestrian's dream. Enjoy summer days by the in-ground pool, where the pool liner and decking have been recently replaced, creating an inviting space for entertaining or relaxing. With spacious living areas, unique floor plan, and sweeping views, this home offers a rare opportunity to own a turnkey farm in one of the region's most coveted locations.

470 N Fort Bragg Rd, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Front Runner Realty Group

$725,625

4 Beds ⋅ 3 Baths ⋅ 100421491 MLS

*Update* 10 day Upset bid period began 5/29/2024. High bid that day was $675K. If interested in placing a competing bid please contact Moore County Clerk of Court. Discover a rare 6-acre horse farm within 1 mile of downtown Southern Pines, NC, offering a unique blend of rural tranquility and urban convenience. 6 acres of land ideal for equestrian pursuits or a serene retreat. Prime location, just a short distance from sought-after downtown Southern Pines. Unlock the potential of this property, capitalize on its proximity to downtown Southern Pines, and make it your dream equestrian estate or country haven. Act now and transform this property into the gem it's destined to be!

380 Ox Ridge Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Meese Property Group, LLC

$999,000

100501976 MLS

Introducing Calloway Place, an exceptional 18-acre offering in the heart of Moore County's desirable horse country. Privately positioned yet convenient to Southern Pines, Pinehurst, and Fort Bragg, this rare tract presents an extraordinary opportunity to create a legacy property tailored to your vision. With gently rolling terrain, open clearings, mature timber, and serene woodland views, the land offers a beautiful canvas for a custom estate, refined homestead, private farm, or equestrian retreat. Whether you envision a thoughtfully designed residence, horse farm, gardens, paddocks, barns, riding trails, or a quiet escape with room to breathe, Calloway Place provides the space, setting, and flexibility to bring it to life. Surrounded by the acreage, privacy, and equestrian heritage that make Moore County's horse country so sought after, this property offers both lifestyle appeal and long-term investment potential, all within easy reach of shopping, dining, championship golf, and the charm of nearby Southern Pines and Pinehurst. A rare opportunity to secure 18 acres and create something truly exceptional in one of Moore County's most coveted settings.

Tbd Tbd Calloway Pl, Southern Pines

Courtesy of Pines Sotheby's International Realty

$1,875,000

2 Beds ⋅ 2 Baths ⋅ 100405744 MLS

WELCOME TO FAIR OAK FARM - THE HEART OF SOUTHERN PINES HORSE COUNTRY. A charming gated equestrian Hunt Box on 15 beautiful acres. Enjoy the manicured landscaping, paddocks and equestrian amenities. Explore on horseback for hours through an extensive trail system. The newly renovated 2br/2ba apartment with wood-burning stove, kitchen/living area, office and large covered deck with hot tub overlook your paddocks. The grounds are well managed utilizing extensive engineered drainage & water diversion systems. The fabulous 18-stall barn was converted to 13 stalls (creating several oversized stalls) new roof, wash stall, tack room with laundry and kitchenette, and feed room. Ride year round in the new 80x140 covered arena with lights, kickwall & irrigation. There is also a grass training/jumping field with 20mx60m dressage arena. Ride from the farm to Walthour-Moss Foundation, Hunt Field, Weymouth State Park. There are multiple paddocks with run in sheds and a tractor shed. The owners performed extensive repairs and upgrades to the grounds, barn, apartment and tractor shed. There are several ideal areas on the farm for a new construction custom home. This is THE ideal setting for a private equestrian retreat and is an incredible opportunity as an income-producing training and boarding facilities with an on-site trainer. The quality, functionality, topography, location and beauty of Fair Oak Farm is an ideal setting for peace, tranquility and for living your dream. So close to Southern Pines amenities, veterinary services, shopping, restaurants. Expand your adventure into nearby Pinehurst - with Raleigh/Durham Airport just about 1 hr by car. There are multiple attachments to this MLS with personal property to convey, list of repairs and upgrades, all the features of Fair Oak Farm, trail map and more. Fair Oak Farm is a must-see!

500 Tremont St, Southern Pines

Courtesy of Ivester Jackson Christie's

Buyer Representative A Non Member

$2,150,000

4 Beds ⋅ 4 Baths ⋅ 100524886 MLS

One of the last opportunities of its kind--47+ acres in the heart of Southern Pines Horse Country. This rare farm combines the charm of a mid-century ranch home with direct equestrian amenities, including an attached 6-stall center aisle barn with tack and feed rooms, keeping your horses just steps away. A second 6-stall center aisle barn features a 1BR/1BA guest apartment, perfect for visitors or staff. Expansive pastures, a shared pond, and a short hack to the 4,000+ acre Walthour Moss Foundation make this property a true equestrian haven. The rolling topography and exceptional privacy are preserved under a land conservation agreement with Three Rivers Land Trust, which not only protects the land's natural beauty but also provides valuable tax benefits for farm owners. While the home and facilities are in need of updates, the potential is extraordinary--ready for someone with the vision to create a truly remarkable Southern Pines estate.

292 Bump A Long Ln, Southern Pines

Courtesy of Better Homes and GardensReal Estate Lifestyle Property Partners/SP

$1,415,000

3 Beds ⋅ 4 Baths ⋅ 743831 MLS

Experience Elevated Living in Southern Pines! Step into a HOME where luxury meets nature. This meticulously designed custom home offers expansive 360° views through floor-to-ceiling windows, immersing you in the serene beauty of Southern Pines. Daily sightings of deer and other wildlife become your routine, providing a tranquil backdrop to your everyday life. Situated in a community renowned for its equestrian culture, this property carries the legacy of its origins as part of a horse farm. The surrounding area boasts a vibrant horse-loving community, reflecting Southern Pines' rich equestrian traditions . Crafted with precision, the home features clean lines and modern aesthetics. The spacious common areas are perfect for entertaining, while the outdoor fireplace on the private back porch offers a cozy retreat for evening relaxation. Whether you're hosting guests or enjoying a quiet night in, the ambiance is both inviting and sophisticated. Designed by the owner, every detail of this home exudes excellence. From the thoughtful layout to the high-quality finishes, it's evident that this residence was built with passion and expertise . In a market where such unique properties are rare, this home stands out as a testament to luxury living intertwined with nature. Don't miss the opportunity to own a piece of Southern Pines' finest real estate.

250 Pine Needles Lane, Southern Pines

Courtesy of LOVE PINES REALTY

Buyer Representative LPT REALTY LLC

$1,292,000

3 Beds ⋅ 4 Baths ⋅ 730849 MLS

Nestled off the prestige Young’s Road sits an exquisite 12.75 acre equestrian estate. With English provincial influence the main quarters showcases wide plank hardwood floors and doors sourced from the property, brick floors, and a steep hipped slate roof. The main quarters has a generous master on the main floor with French doors to a private courtyard, the upstairs boasts a large bedroom and full bath overlooking the sunken riding arena. Adjacent to the upstairs bedroom is a large fully appointed apartment with its own private entrance with robust rental history. A large detached two car garage sits tucked away to not obstruct views of the pastures. 5 stall barn with wash rack, feed room, tack room, ample storage above. All 6 mature pastures have water systems and large run in sheds. A picture perfect fully equipped cottage sits in mature landscape adjacent to the barn perfect for a trainer. This mature equestrian estate was perfectly thought out and appointed with seamless design for the equestrian in mind.

222 Goodwill Road, Southern Pines

Courtesy of EVERYTHING PINES PARTNERS-FAYETTEVILLE

Buyer Representative EVERYTHING PINES PARTNERS-FAYETTEVILLE

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