Welcome to Stone Oaks Farm, a remarkable private estate nestled on 6 beautifully landscaped acres in an exceptional location. Majestic old-growth oak trees frame the property, creating a stunning setting of natural beauty, privacy, and timeless elegance. The main residence offers more than 6,000 square feet of thoughtfully designed living space, complemented by an 802 square-foot guest suite above the garage featuring a full bath, steam shower, and sauna--perfect for extended family, guests, or a private retreat. Designed for both grand entertaining and comfortable everyday living, this home features 4 bedrooms and 3.5 baths, including an expansive formal dining room and a chef's kitchen equipped with dual islands, a six-burner Wolf gas cooktop, double ovens, a Sub-Zero refrigerator, and a butler's pantry with sink and additional dishwasher. A substantial 2005 addition introduced an extraordinary family room, private office, guest suite, and expanded primary living spaces. The stunning family room showcases exposed wood beams, hardwood floors, a wood-burning fireplace, and picturesque views of the outdoor entertaining areas. Adjacent to the family room is a sophisticated beverage center complete with a large wine refrigerator and beverage fridge. Beyond, a richly paneled executive library/office with its own fireplace provides the ultimate work-from-home environment. The main level also includes a spacious guest suite with a private bath. Upstairs, the luxurious primary suite offers dual walk-in closets and a spacious bath, while two additional bedrooms share a well-appointed full bath. Also added in 2025 is a beautifully outfitted entertainment and gaming space in the basement level complete with sink and wet bar. An ideal space for watching movies and sporting events. Outside, the estate continues to impress. A circular driveway and gated entrance welcome you to the property, while a three-car garage provides abundant storage. The backyard is designed for entertaining with a built-in grill, fire pit, and multiple outdoor gathering spaces including a beautiful stone koi pond. Beyond the immediate grounds, additional acreage offers unmatched privacy and includes a barn ideal for equipment, recreational vehicles, hobbies, or storage. This portion of the property may be subdivided if the owner so chooses. Completely fenced and meticulously maintained, Stone Oaks Farm presents a rare opportunity to own a private estate where luxury, comfort, and acreage come together in perfect harmony.

1680 Midland Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

$925,000

4 Beds ⋅ 5 Baths ⋅ 100416178 MLS

Beautiful green pastures surround this sprawling, charming home full of character and flanked by symmetric and handsome outbuildings in a totally private setting.This hidden gem, among other horse farms, is close to the new McDeeds Creek Elementary. school or choice of private K-12 school.A short drive to downtown Southern Pines, the Historic Village of Pinehurst, Pinehurst Resort and Country Club, Pine Needles and an award winning health facility including a new 4-story, 120,000 square foot state of the art Cancer Center. Great indoor/outdoor living including a welcoming fountain, circular driveway, slate patio, pergola and separate screened porch with wood burning fireplace.The interior is filled with historic features including original wide-planked heart of pine flooring, exposed beams, vaulted ceiling stone fireplace and stained wood trim. The updated kitchen with farm sink has a gas range, stainless hood and granite counter=tops. Immediately off the foyer the.family room features built in bookshelves with stone fireplace. Four bedrooms (two on main floor) all with en suite baths! The master suite features a sitting area and extra space for a home office! The over 4 acre property has 4 paddocks with creosote board fencing, a two stall barn w/large tack room and grooming/wash area. a 2 car garage with extra room and separate 2 bay carport. Ample storage in the two buildings, This is a dream property, with privacy, tranquil settings, multiple living areas, acreage and multiple outbuildings in a GREAT location! MOTIVATED SELLER.

2764 Camp Easter Rd, Southern Pines

Courtesy of Lin Hutaff's Pinehurst Realty Group

Buyer Representative Maria McBrayer, Broker

$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

$1,575,000

3 Beds ⋅ 3 Baths ⋅ LP730995 MLS

Hobby Horse Farm is a charming gem nestled on Youngs Rd in the heart of Southern Pines Horse Country. This exquisite property features spacious living areas, a large kitchen and dining room, and inviting covered porches that open to a flagstone pool and deck—ideal for entertaining. The saltwater pool includes a hot tub, a diving rock, and a tanning ledge, all set within a beautifully landscaped backyard oasis. For the horses, there's a dedicated haven with expansive pastures providing plenty of shade, along with Run-In Sheds for shelter. The main barn boasts three stalls, a tack room, laundry facilities, a wash stall, and ample hay storage. Additionally, there's an auxiliary barn with two stalls, a separate tack room, and a wash area. Convenient, deeded private road access from Clearwater Creek Lane to barn for all your hay and feed delivery needs. Lush pastures, Run-In sheds, and a fenced riding area complete this turnkey farm. Just across Youngs Rd, the 4000+ acre Walthour Moss Foundation offers multiple access points and miles of sandy trails, hunt fences, bridges, and water crossings, perfect for hours of trail riding. Located approximately 2 miles from downtown Southern Pines and 7 miles from the village of Pinehurst.

3305 Youngs Rd, Southern Pines

Seller Representative BH&G REAL ESTATE - LIFESTYLE PROPERTY PARTNERS

Buyer Representative

$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

$935,000

5 Beds ⋅ 3 Baths ⋅ LP698973 MLS

Peace and tranquility with acres to roam! This rural retreat offers a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and a bathroom complete the first-floor living. Venture upstairs to find two supplementary bedrooms, bath and living room! Find additional square footage in the guest quarters located in the attached 1-car garage with cart space. Bring your horses for the acreage zoned for equine use! This property truly has it all while being just minutes from Southern Pines amenities!

120 St Joseph Rd, Southern Pines

Seller Representative MEESE PROPERTY GROUP

Buyer Representative

$370,000

3 Beds ⋅ 2 Baths ⋅ LP714950 MLS

Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bathroom all-brick ranch nestled on over an acre within the sought-after Highland Trails neighborhood. Meticulously maintained, this property is nestled off the road for privacy, has a gravel circle driveway and a two-story detached barn that opens up a world of possibilities. Recent updates include newly painted walls, a refreshed fireplace, resurfaced cabinets, as well as gleaming refinished wood floors and plush new carpet in the den and dining areas. The mudroom off the kitchen seamlessly connects to the attached one-car garage, while the barn offers endless potential, subject to approval from the town of Southern Pines. This home is a canvas waiting for your personal touches.

202 Boyd Ln, Southern Pines

Seller Representative KELLER WILLIAMS REALTY (PINEHURST)

Buyer Representative

$255,900

2 Beds ⋅ 2 Baths ⋅ LP751573 MLS

Incredible remodel located minutes from historic downtown Southern Pines and convenient to Fort Bragg! On a big corner lot over half an acre. A home inspection was done on the property with the majority of repairs already completed. New features include roof, windows, tankless water heater, heat pump, flooring, fixtures, blinds, paint inside and outside, kitchen, almost all of both bathrooms, septic tank, and barn doors! Delight in the kitchen with quartz counters, SS appliances, LVP flooring, subway tile backsplash, a state of the art sink, and a breakfast bar. Built ins in the dining area. Pretty tiled in shower. Patio with fresh landscaping. Storage shed and garden shed in the back and side yards. The septic tank is permitted for 2 bedrooms, and an improvement permit from 12.3.25 shows how to upgrade to 3 bedrooms. Your future home awaits you!

5368 Niagara Carthage Rd, Southern Pines

Seller Representative CENTURY 21 The Realty Group

Buyer Representative

$538,000

3 Beds ⋅ 3 Baths ⋅ 100571772 MLS

Tucked away in the desirable Highland Trails neighborhood, this property offers privacy, space, and flexibility on an expansive nearly ¾-acre lot. Situated at the end of a quiet dead-end street and backing up to undeveloped wooded land, the setting provides a peaceful retreat while still being conveniently located. The main level features an open-concept living, dining, and kitchen area designed for both everyday living and entertaining. A gas fireplace with warm wood accents serves as a natural focal point, creating an inviting and comfortable gathering space. The primary suite is thoughtfully positioned on the main floor and includes an en suite bath and walk-in closet. On the opposite side of the home, two additional guest bedrooms and a full bath offer privacy and functionality. Downstairs, the finished walk-out basement expands the living space significantly, complete with a full bathroom and endless potential--ideal for a media room, home gym, guest suite, or flex space to fit your needs. The basement opens directly to the large backyard, where you will find an above-ground pool and fire pit area, perfect for enjoying outdoor living right at home. Additional highlights include a permitted 21x24 pole barn with 10' ceilings, concrete floors, and partial insulation. The structure is equipped with its own 200-amp electrical service, built-in heavy-duty workbench and shelving, and a 50-amp RV hookup. A separate driveway provides dedicated access with ample space to accommodate up to a 40' RV, and the building is set up with wireless equipment to extend internet service from the main home--making it ideal for a workshop, hobby space, or flexible utility use. Located across from Weymouth Woods, this home provides easy access to nature and outdoor recreation. With county-only taxes and an optional HOA, this property delivers a rare combination of privacy, convenience, and versatility.

708 N Glenwood Trl, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Keller Williams Pinehurst

$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

$495,000

4 Beds ⋅ 3 Baths ⋅ 100541774 MLS

Discover this charming, fully renovated one-story ranch tucked in the heart of downtown Southern Pines. Fresh, bright, and beautifully updated from top to bottom, this four-bedroom, two-and-a-half-bath home offers approximately 1536 square feet of thoughtfully redesigned living space. Inside, enjoy all-new electrical—including a new underground service—new plumbing supply and waste lines, new plumbing fixtures, new interior and exterior lighting, blown-in attic insulation, and a dedicated laundry room with a stylish barn door. The kitchen shines with brand-new cabinets, premium quartz countertops, a designer granite composite sink, and stainless-steel appliances. New hardwood and tile floors flow throughout, and every bathroom has been fully reimagined with custom tile showers, upgraded cabinetry, and quartz counters. The exterior is just as impressive, featuring new energy-efficient windows and doors, new shutters, gutters, exterior paint, and an encapsulated crawlspace with dehumidifier. Even the HVAC has been upgraded with a new mini-split system servicing the 4th bedroom and gas heat. Step outside to the showstopper of the property—an incredible 16x20 covered back porch with a vaulted wooden ceiling, ceiling fan, recessed lighting, a dedicated outlet for an outdoor TV, and switched accent lighting. It's the perfect place to unwind or entertain, overlooking an oversized lot rarely found in this neighborhood. A firepit area adds even more charm to this inviting outdoor retreat. This home blends modern comfort with classic Southern Pines appeal and sits on a generous lot just moments from downtown shopping, dining, parks, and trails. Don't miss your chance to own this stunning, move-in-ready property in one of the area's most desirable locations.

475 W Maine Ave, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Everything Pines Partners LLC

$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

$255,900

2 Beds ⋅ 2 Baths ⋅ 100535142 MLS

Incredible remodel located minutes from historic downtown Southern Pines and convenient to Fort Bragg! On a big corner lot over half an acre. A home inspection was done on the property with the majority of repairs already completed. These documents were too large to upload in the MLS, so I can email your agent a copy of them. New features include roof, windows, tankless water heater, heat pump, flooring, fixtures, blinds, paint inside and outside, kitchen, almost all of both bathrooms, septic tank, and barn doors! Delight in the kitchen with quartz counters, SS appliances, LVP flooring, subway tile backsplash, a state of the art sink, and a breakfast bar. Built ins in the dining area. Pretty tiled in shower. Patio with fresh landscaping. Storage shed and garden shed in the back and side yards. Addition appears to have been permitted originally, showing both on a 2019 septic tank permit and on tax records. Inside of extra-territorial jurisdiction of Southern Pines. The septic tank is permitted for 2 bedrooms, and an improvement permit from 12.3.25 shows how to upgrade to 3 bedrooms. Your future home awaits you!

5368 Niagara Carthage Rd, Southern Pines

Courtesy of Century 21 The Realty Group

Buyer Representative Keller Williams Pinehurst

$255,900

2 Beds ⋅ 2 Baths ⋅ 751573 MLS

Incredible remodel located minutes from historic downtown Southern Pines and convenient to Fort Bragg! On a big corner lot over half an acre. A home inspection was done on the property with the majority of repairs already completed. New features include roof, windows, tankless water heater, heat pump, flooring, fixtures, blinds, paint inside and outside, kitchen, almost all of both bathrooms, septic tank, and barn doors! Delight in the kitchen with quartz counters, SS appliances, LVP flooring, subway tile backsplash, a state of the art sink, and a breakfast bar. Built ins in the dining area. Pretty tiled in shower. Patio with fresh landscaping. Storage shed and garden shed in the back and side yards. The septic tank is permitted for 2 bedrooms, and an improvement permit from 12.3.25 shows how to upgrade to 3 bedrooms. Your future home awaits you!

5368 Niagara Carthage Road, Southern Pines

Courtesy of CENTURY 21 The Realty Group

Buyer Representative KELLER WILLIAMS REALTY (PINEHURST)

$476,000

3 Beds ⋅ 3 Baths ⋅ 100417159 MLS

Come check out this lovely home in The Cottages on May! With tons of charm and character, you will love so many things about this property! Approx 1330 +/- SF with 3 bedrooms and 2.5 baths, single car detached garage. Open concept layout with a wonderful kitchen that features a gas range, quartz countertops, stainless steel range hood and island! Upstairs master with vaulted ceiling, barn door and en suite bath with double vanity and spacious tile shower! This home is in a wonderful location with direct access to a walking/biking path that leads to downtown Southern Pines. The Cottages on May is a fun community with fantastic amenities such as a community clubhouse, patio and pool, playground and green space and finally an HOA that cares for your yard! Don't miss your chance to enjoy the lifestyle this home offers!

555 Wellers Way, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative McDevitt Town & Country Properties

$2,572,000

3 Beds ⋅ 2 Baths ⋅ 100388862 MLS

Blue Ridge Farm....historic farm in the heart of Southern Pines Horse Country. The classic hunt box style home was custom designed by John Foster Faulk, a prominent architect in Pinehurst in the 1960's. Over the years the current owners have worked with Carl Kessler, licensed in historical renovations, to ensure the historical integrity of the home & finishes. Situated atop a hill, the home & barn offer stunning views of paddocks, pond and riding field. Inside you will find architectural features such as solid 'wormy chestnut' doors, beams, paneling, and trim work throughout the living space, wood and herringbone brick floors, and an expansive brick fireplace. The 5000 sqft unfinished loft space houses the laundry room and multiple storage rooms with ample room to expand the main residence. The Downstairs you will find a 12 stall barn with 1 BR/1BA apartment or groom's quarters. There are double wash stalls, lovely tack and feed rooms, an interior treatment room, laundry facilities, separate office,and ample storage. The stalls are all rubber matted and oversized at 14x14 with custom grills & doors. The auxiliary barn, used by previous owners as the mare and foaling barn, offers 3 stalls two of which flank a viewing room w/ bathroom for foal watching, a workshop, and trailer/equipment storage. At just under 30.5 acres, there are 9 paddocks, multiple run in sheds and a large field for jumping and riding. The 'Walkerboy Eurociser' is an excellent addition to any training program! A full list of special features and a historical overview of the farm are available by request from owners. The detail and architectural features of this property are unmatched and would simply be impossible to recreate or build in today's world. This is truly a once in a lifetime property!

222 Cross Country Ln, Southern Pines

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

Buyer Representative Everything Pines Partners Fayetteville

$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

$370,000

3 Beds ⋅ 2 Baths ⋅ 100411118 MLS

Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bathroom all-brick ranch nestled on over an acre within the sought-after Highland Trails neighborhood. Meticulously maintained, this property is nestled off the road for privacy, has a gravel circle driveway and a two-story detached barn that opens up a world of possibilities. Recent updates include newly painted walls, a refreshed fireplace, resurfaced cabinets, as well as gleaming refinished wood floors and plush new carpet in the den and dining areas. The mudroom off the kitchen seamlessly connects to the attached one-car garage, while the barn offers endless potential, subject to approval from the town of Southern Pines. This home is a canvas waiting for your personal touches.

202 Boyd Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Keller Williams Pinehurst

$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

$1,050,000

4 Beds ⋅ 4 Baths ⋅ 100459930 MLS

THIS FARM IS CONTINGENT ON THE BUYER SELLING THEIR PROPERTY. PLEASE COME SEE THIS AMAZING FARM! One of the few farms available in Southern Pines, May View Farm is located on 10 acres of lush fenced pasture nestled among the pecan trees just minutes to down town Southern Pines. This Legacy built home was constructed in 2020. At almost 2600 square feet the house offers a downstairs primary suite, a secondary room that could be used as an office, formal dining room or another downstairs bedroom complete with it's own bath and lots of open space for you and your family and pets. Upstairs there are two bedrooms and two baths plus a mini office and bonus room....great private space for family or guests. The Great Room flows into the kitchen with its high end finishes and oversized island which is the perfect place to dine and entertain. The vaulted ceiling in the Great Room brings in lots of light and the brick fireplace with ship lap and beamed mantel are a gorgeous focal point of this space. Head out to the screened in and covered porch for morning coffee or a glass of wine as you watch your horses or donkeys graze in the amazing pasture! The barn offers in and outs so your equines can enjoy moving from pasture to pasture. The acreage is very flat and usable for schooling your horses or even add a ring or cross country course...many great places to do that! The first floor also has a spacious laundry and mud room area and outside there is an extra storage building! SO many great features about this newly built farm including: Whole Home Generator, Leaf Filter gutter covers, water and power to the barn and shed, 50 AMP RV/EV charging circuit, whole home water softener and UV filter and tankless hot water heater with temperature control. Bring you and your horses home to May View Farm!

2122 N May St, Southern Pines

Courtesy of McDevitt Town & Country Properties

Buyer Representative Front Runner Realty Group

$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

$1,340,000

5 Beds ⋅ 6 Baths ⋅ 100413434 MLS

Beautiful Southern Pines horse country living awaits at this impressive farm! On over 11 acres of established, fenced pasture you'll find a true retreat! Behind the custom iron gate, down a long recently repaved driveway you'll find this recently remodeled spacious home overflowing with natural light, beautiful high ceilings and rustic, contemporary charm. The home features over 5200 SF of heated living space, 5 bedrooms, 4 full baths and 2 half baths. Hardwood flooring was recently added by the current owners as well as numerous other updates! (List Available). The floor plan is perfect for entertaining and hosting a crowd! If you live here, you will be the favorite hangout! Main floor master suite with spacious walk in closet and large bathroom with tub and shower. Another main floor bedroom with en-suite bath (recently remodeled). The kitchen features new appliances, a large island & plentiful counter space overlooking the pastures in the rear of the home. Stepping outside to the screened in porch, you'll enjoy the privacy this estate offers. A short stroll down to the pool, cabana, half bath and lounge area. The pool area is fully fenced and ready for you to enjoy when the weather warms back up! Back inside the home, the upstairs features a large loft/den area, and 3 bedrooms, 2 full baths (one en-suite). There is a ton of storage at this property! Three car garage with workshop space as well as walk in storage from the upstairs loft area. The barn features a tack room, hay storage area, 3 stall shedrow and charming studio apartment above the barn. The rear of the property features 3 large pastures with run in sheds and a new grass riding arena. This area enjoys wonderful hacking and access to the Walthour Moss Foundation, sandy lanes and beautiful footing year round! Don't miss your chance to enjoy Southern Pines horse country at its finest!

470 N Fort Bragg Rd, Southern Pines

Courtesy of Front Runner Realty Group

Buyer Representative Front Runner Realty Group

$2,900,000

4 Beds ⋅ 5 Baths ⋅ 100413239 MLS

Rare offering of magnificent estate ideally located off Midland Road between Southern Pines and Pinehurst. Stone Oaks Farm is nestled among 100-year-old Oaks on 6 acres with mature and extensive landscape. The 5BR/4.5BA main residence exudes casual elegance with original cottage built in 1929 with extensive remodel/addition completed in 2008. Highlights of the extraordinary home include: 27'x 25' vaulted & beamed great room with oversized wood-burning fireplace w/ gas starter; 700+ bottle wine vault w/bar, Chef's kitchen with double islands, pro series Wolfe gas cooktop, double ovens, pot filler, prep sink, Subzero refrigerator, Butler's pantry with 2nd dishwasher and sink. Spacious main level is ideal for entertaining with formal and informal living areas: bedroom with ensuite bath, wood-paneled study with coffered ceiling and fireplace, 23'x 15' formal dining with fireplace, sitting room with fireplace and sunroom overlooking back yard with stone patios, firepit and fishpond. Guest quarters located over 3 car garage has separate entrance, office + 5th bedroom, steam shower and sauna. Outdoor living areas also include a covered stone porch, private outdoor dining, and elaborate specialty lighting for nighttime enjoyment. The luxurious master suite offers 17 ft vaulted ceiling, his and hers custom closets, and a fireplace. The partially finished 1,100+SF basement has 9 ft ceilings, currently a home gym also great storage or flex space. 3 acre fenced rear yard is ideal for pets, second residence or guest cottage. Sonos speakers in courtyard convey. Newer barn for storage or workshop and ample space for pool and more. Private location with security gate just outside of city limits with natural gas and irrigation well. New roofs, multiple electric heat pumps & one gas heat system, security system, extensive irrigation, home warranty & termite contract. This meticulously maintained & special property will be shown to pre-qualified buyers only. Price is FIRM.

1680 Midland Rd, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Lin Hutaff's Pinehurst Realty Group

$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

$935,000

5 Beds ⋅ 3 Baths ⋅ 100372045 MLS

Peace and tranquility with acres to roam! Look no further for your rural retreat offering a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a tray ceiling, walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and full bath complete the first floor living. Venture upstairs to find two supplementary bedrooms, full bath and secondary living room! More space needed? Find additional square footage in the guest quarters located in the attached 1 car garage with cart space. Bring your horses for the acreage zoned for equine hobby! This property truly has it all while being just minutes from Southern Pines shops, restaurants, parks, and more!

120 St Joseph Rd, Southern Pines

Courtesy of Meese Property Group, LLC

Buyer Representative Front Runner Realty Group

$1,275,000

4 Beds ⋅ 4 Baths ⋅ 100492865 MLS

Welcome to Tops'l Farm! Formerly owned by Master of the Moore County Hounds, Dick Webb and his family and named after his wonderful horse, Tops'l who competed at Madison Square Gardens! The original sign and the hunt master's horn convey with the property! This lovely recently renovated property on just under 10 acres offers a newer kitchen, baths, paint and so much more. This one floor home makes living in horse country a breeze and it backs up to the Walthour Moss Foundation! Just a mile or so to downtown Southern Pines! Large, well maintained paddocks, a three stall run in shed, a new wash stall and a separate two stall main barn with tack room and storage stall make this farm a joy for both you and your horses! The large storage garage offers 12' clearance which makes it perfect for a horse trailer or RV. The roof is new in 2020. With a split bedroom plan, the home makes it easy to entertain and gives your guests plenty of privacy. The ''mud room'' area is large and is perfect for leaving those riding boots in! Just walk across to the barn and hop on your horse! There are approximately 4 acres of wooded land that could be cleared for more pasture. All acreage is completely flat making it perfect to school your horse or even add a riding ring. Such a lovely horse farm with fabulous Southern Pines Horse Country history! Make it YOURS today... come home to Tops'l Farm!! Please see documents for all recent upgrades and features!

933 Yadkin Rd, Southern Pines

Courtesy of McDevitt Town & Country Properties

Buyer Representative Everything Pines Partners LLC

$1,575,000

3 Beds ⋅ 3 Baths ⋅ 100463450 MLS

Hobby Horse Farm is a charming gem nestled on Youngs Rd in the heart of Southern Pines Horse Country. This exquisite property features spacious living areas, a large kitchen and dining room, and inviting covered porches that open to a flagstone pool and deck—ideal for entertaining. The saltwater pool includes a hot tub, a diving rock, and a tanning ledge, all set within a beautifully landscaped backyard oasis. For the horses, there's a dedicated haven with expansive pastures providing plenty of shade, along with Run-In Sheds for shelter. The main barn boasts three stalls, a tack room, laundry facilities, a wash stall, and ample hay storage. Additionally, there's an auxiliary barn with two stalls, a separate tack room, and a wash area. Convenient, deeded private road access from Clearwater Creek Lane to barn for all your hay and feed delivery needs. Lush pastures, Run-In sheds, and a fenced riding area complete this turnkey farm. Just across Youngs Rd, the 4000+ acre Walthour Moss Foundation offers multiple access points and miles of sandy trails, hunt fences, bridges, and water crossings, perfect for hours of trail riding. Located approximately 2 miles from downtown Southern Pines and 7 miles from the village of Pinehurst.

3305 Youngs 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

$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

$1,575,000

3 Beds ⋅ 3 Baths ⋅ 730995 MLS

Hobby Horse Farm is a charming gem nestled on Youngs Rd in the heart of Southern Pines Horse Country. This exquisite property features spacious living areas, a large kitchen and dining room, and inviting covered porches that open to a flagstone pool and deck—ideal for entertaining. The saltwater pool includes a hot tub, a diving rock, and a tanning ledge, all set within a beautifully landscaped backyard oasis. For the horses, there's a dedicated haven with expansive pastures providing plenty of shade, along with Run-In Sheds for shelter. The main barn boasts three stalls, a tack room, laundry facilities, a wash stall, and ample hay storage. Additionally, there's an auxiliary barn with two stalls, a separate tack room, and a wash area. Convenient, deeded private road access from Clearwater Creek Lane to barn for all your hay and feed delivery needs. Lush pastures, Run-In sheds, and a fenced riding area complete this turnkey farm. Just across Youngs Rd, the 4000+ acre Walthour Moss Foundation offers multiple access points and miles of sandy trails, hunt fences, bridges, and water crossings, perfect for hours of trail riding. Located approximately 2 miles from downtown Southern Pines and 7 miles from the village of Pinehurst.

3305 Youngs Road, Southern Pines

Courtesy of BH&G REAL ESTATE - LIFESTYLE PROPERTY PARTNERS

Buyer Representative BH&G REAL ESTATE - LIFESTYLE PROPERTY PARTNERS

$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

$370,000

3 Beds ⋅ 2 Baths ⋅ 714950 MLS

Discover the perfect blend of comfort and potential in this charming 3-bedroom, 2-bathroom all-brick ranch nestled on over an acre within the sought-after Highland Trails neighborhood. Meticulously maintained, this property is nestled off the road for privacy, has a gravel circle driveway and a two-story detached barn that opens up a world of possibilities. Recent updates include newly painted walls, a refreshed fireplace, resurfaced cabinets, as well as gleaming refinished wood floors and plush new carpet in the den and dining areas. The mudroom off the kitchen seamlessly connects to the attached one-car garage, while the barn offers endless potential, subject to approval from the town of Southern Pines. This home is a canvas waiting for your personal touches.

202 Boyd Lane, Southern Pines

Courtesy of KELLER WILLIAMS REALTY (PINEHURST)

Buyer Representative KELLER WILLIAMS REALTY (PINEHURST)

$935,000

5 Beds ⋅ 3 Baths ⋅ 698973 MLS

Peace and tranquility with acres to roam! This rural retreat offers a private pond with covered dock, barn, and pasture with shelter. When it's time to retire after a day of exploring your homestead, step into the expansive home where you are welcomed by a formal dining area and living room with stone fireplace. The well-equipped kitchen offers immense storage, wall oven & microwave, island stove top with range hood, wet bar with beverage refrigerator and eat-in area. The owner's suite features a walk-in closet, ensuite with dual sinks, walk-in shower and garden tub. Need we say more? An additional two bedrooms and a bathroom complete the first-floor living. Venture upstairs to find two supplementary bedrooms, bath and living room! Find additional square footage in the guest quarters located in the attached 1-car garage with cart space. Bring your horses for the acreage zoned for equine use! This property truly has it all while being just minutes from Southern Pines amenities!

120 St Joseph Road, Southern Pines

Courtesy of MEESE PROPERTY GROUP

Buyer Representative NON MEMBER COMPANY

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