Southern Pines, NC · Curated MLS Search

Homes with Equestrian Property in Southern Pines, NC

An editorially curated view of every active homes with equestrian property listing in Southern Pines, NC. Updated in real time from the local MLS, presented without the noise.

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Southern Pines Market — Homes with Equestrian Property Comparison

Live MLS data — citywide vs. Homes with Equestrian Property

Southern Pines
Homes with Equestrian Property
inventory
Active Listings
226
8
Sold (Past 6 Mo.)
260
2
Under Contract
20
0
pricing
Avg. List Price
$636,885
$1,876,000 ↑ 195%
Cost / Sq. Ft.
$250
$447 ↑ 79%
typical home
Living Area
2,509 ft²
4,457 ft² ↑ 78%
Avg. Beds
3.5
3.7
Avg. Baths
3.1
4.1 ↑ 34%
Days on Market
107
37 ↓ 65%

Homes with Equestrian Property in Southern Pines: Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Dark Horse Group's review of MLS data shows 8 active listings for Southern Pines homes with equestrian property. These listings made up about 4% of the 226 active listings in Southern Pines, across every property type. Over the past six months, 2 listings in this search sold. The largest share of these listings was in Horse Country.

Homes with Equestrian Property in Southern Pines, NC, October 20, 2026
MeasureValue
Active listings8
All active listings in Southern Pines, every property type226
Sold, past six months2

Southern Pines subdivisions with the most active homes with equestrian property

  • Horse Country: 6 active

Homes with Equestrian Property in other cities

Market questions

How many Southern Pines homes with equestrian property are for sale?

There were 8 Southern Pines homes with equestrian property for sale as of October 20, 2026, based on Dark Horse Group's review of MLS data.

How do Southern Pines homes with equestrian property stack up against other cities?

As of October 20, 2026, there were 8 Southern Pines homes with equestrian property for sale. In the same search, Sanford had 8 homes with equestrian property for sale, Vass had 8 homes with equestrian property for sale and Wagram had 7 homes with equestrian property for sale.

How many Southern Pines homes with equestrian property sold recently?

2 Southern Pines homes with equestrian property sold in the six months before October 20, 2026.

How do Southern Pines homes with equestrian property compare with all active listings in Southern Pines?

As of October 20, 2026, there were 8 Southern Pines homes with equestrian property for sale, out of 226 active listings in Southern Pines across every property type.

Listing data courtesy of the local Multiple Listing Service.

Next Steps in Southern Pines, NC

View All Southern Pines NC Homes with Equestrian Property Listings

126 Triple Crown Cir, Southern Pines
$519,000
3 Beds ⋅ 2 Baths ⋅ 100609526 MLS
The Longleaf Community nestled off historic Midland Road in Southern Pines, North Carolina is a uniquely charming semi-private club that blends equestrian history with modern golf innovation seamlessly. Built on the scenic 457-acre site of the former Starland Farms horse training estate, the facility honors its past by incorporating original white rail fences and remnants of the old racetrack into the landscape. The 18-hole championship course, originally designed by architect Dan Maples and later refined by Bill Bergin, offers two distinct experiences: the front nine in a wide-open, Scottish links style with gently rolling fairways, and the back nine through heavily tree-lined corridors featuring significant elevation changes. Celebrated by Golf Digest as the ''most playable course in the Sandhills,'' the property acts as a living laboratory for golf, utilizing the data-driven Longleaf Tee System to mathematically tailor the course for all ages and skill levels. Besides its pristine Mini Verde Bermuda greens, the club boasts the world-class U.S. Kids Golf Academy, a rugged six-hole short course named Bottlebrush, and the lively Heartwood Restaurant, creating a vibrant, family-friendly atmosphere that embodies the timeless charm of North Carolina Golf. Peacefully situated on a desirable cul-de-sac, this patio home offers inviting curb appeal, convenient single-story living and access to over 40 public local golf courses! Built in 2000, all the maintenance and updates have been done. With three bedrooms, two bathrooms and 2,262 heated square feet of living space and Carolina Room, this home sits on a natural 0.19-acre lot. The interior features an open, split-bedroom layout with spacious living areas, including formal dining and living rooms with all-natural hardwood flooring. The kitchen is equipped with granite countertops, new stainless-steel appliances, a pantry, under-cabinet lighting, and a touch-activated sink faucet. Adjacent to the kitchen is a large, comfortable den or family room with custom built-ins and a natural gas log fireplace. The heated and cooled Carolina Room offers additional entertaining space and serves as an ideal space for relaxing with a good book and coffee. The master suite offers a nice walk-in closet with a stylish barn door and an en-suite bathroom featuring a Jacuzzi tub, a walk-in shower and a private water closet. Two additional bedrooms include double-door closets, and the hall bathroom has a tub/shower combination. The spacious laundry room contains a storage closet, built-in ironing board, and provides access to an oversized two-car garage with shelving and utility sink. The back deck offers ample space for outdoor furniture, overlooking the fenced backyard with a raised garden bed and stacked stone walkway. The Rainbird irrigation system is housed in the garage. The most recent improvements have been new flooring, fresh paint, new electrical fixtures, new plumbing fixtures, new hardware, fresh landscaping, new crawlspace vapor barrier, new master shower, new ceiling fans, and a deep cleaning. Public pickleball courts are just a few miles away as well as the Southern Pines Greenway Trail for biking and walking, which is directly linked to this neighborhood and leads to the Southern Pines Reservoir Park as well as the recent public project of a bike lane for connecting the greenways. We are around the corner from Sandhills Community College, the Moore County Airport and downtown Pinehurst and Southern Pines artisan local eateries and boutiques. Please wear the booties provided at the front door to protect the new flooring for the new buyers. Please wear booties provided at the front door to protect the new flooring for the new buyers

126 Triple Crown Cir, Southern Pines

Courtesy of Coastal Sands Realty Group

667 Yadkin Rd, Southern Pines
$3,200,000
5 Beds ⋅ 5 Baths ⋅ 100608157 MLS
Set on more than 15 acres bordering the Walthour-Moss Foundation, this distinctive Southern Pines estate offers a rare combination of timeless architecture, privacy and natural beauty. Designed by renowned New York architect William McKnight Bowman, the over 5000 square-foot main residence features a classic slate roof, grand entrance and graciously proportioned living spaces. The home offers five bedrooms and four-and-a-half baths, including a main-level primary suite. The back patio is flanked by a stone water feature that provides a tranquil setting for birdwatching and views of pasture and pond. The separate 2,100-square-foot guest house is ideal for entertaining and recreation. It was originally built as a pool house and has two dressing rooms with showers and a laundry room. The space offers so much more with its expansive great room, spacious kitchen and stone-faced wood-burning fireplace. In addition, there are two bedrooms. This the perfect space to accommodate pool side gatherings, social functions or overnight guests. A separate one bedroom apartment offers additional flexibility for a farm manager or guest accommodation. The beautifully landscaped grounds include fenced pasture, a private pond, a bocce ball court and ample room for a custom barn. An equestrian easement over the property provides direct access to the Foundation. With its architectural character, versatile accommodations and exceptional setting, this is a rare opportunity to own a private estate in the heart of Southern Pines horse country.

667 Yadkin Rd, Southern Pines

Courtesy of Pines Sotheby's International Realty

496 Yadkin Run Ln, Southern Pines
$1,425,000
2 Beds ⋅ 3 Baths ⋅ 100608839 MLS
Set in the heart of Southern Pines Horse Country, this exceptional 15.5-acre farm in established Yadkin Run offers the quintessential Sandhills hunt box lifestyle, with extensive equestrian amenities, beautifully maintained grounds, and a flexible home designed for comfortable living. Just shy of 2,500 square feet, the home features two private bedroom suites along with multiple flex spaces ideal for offices, homeschooling, guests, hobbies, or additional living areas. The current owners have thoughtfully utilized the floor plan as a split-suite arrangement with separate living and office spaces, while the 4-bedroom septic system provides additional flexibility for future bedroom use. Numerous recent improvements make this property truly move-in ready, including a pre-listing inspection with necessary repairs completed, a beautifully renovated primary bath with secondary laundry area, refinished hardwood floors, fresh interior paint, and a new kitchen range. A whole-house generator provides added peace of mind. For the equestrian, the property offers an impressive array of amenities. Multiple large and smaller paddocks, several with well-ventilated run-in sheds, surround the farm, along with a lighted grass riding area conveniently separated from the pastures. The well-equipped 4-stall center-aisle barn features in-and-out stalls opening to rear paddocks, a covered hot/cold wash rack, tack room with laundry and bath, and feed room. A detached garage/workshop adds even more functionality with a spacious run-in and stall area, room to expand, and generous overhangs for farm equipment and storage. A heated and cooled detached building near the main barn offers excellent storage or could be transformed into a private gym, studio, or hobby space. A separate cottage, originally used as an office, provides yet another flexible space. Yadkin Run residents enjoy common riding areas, bridle trails, and two outdoor grass arenas--one dedicated to dressage and one to jumping. From the property, riders can make a short hack to the main section of Walthour-Moss Foundation, with miles of renowned sandy trails, water crossings, bridges, ponds, and hunt fencing for endless equestrian enjoyment. The Property is equipped with a 1,000-gallon propane tank and two wells, including one well over 500 feet deep that supplies the entire property with treated and softened water. Six Nelson heated waterers serve the pastures, with an additional five heated waterers in the stalls. The arena features energy-efficient LED lighting, providing exceptionally bright, daylight-like illumination while keeping power consumption very low. With its combination of location, land, thoughtful improvements, and exceptional equestrian infrastructure, this is a rare opportunity to enjoy the best of the Sandhills horse country lifestyle.

496 Yadkin Run Ln, Southern Pines

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

339 Braden Rd, Southern Pines
$660,000
4 Beds ⋅ 3 Baths ⋅ 100602185 MLS
Welcome to one of Southern Pines' most desirable new residential communities! Ideally located on the edge of Horse Country and just minutes from downtown, this beautifully maintained 2023-built Energy Star Qualified Home with a HERS 48 rating offers the perfect blend of privacy, convenience, and country living. Set among established landscaping with wonderful neighbors and an abundance of opportunities for leisurely walks, this inviting property provides a peaceful retreat while keeping you close to everything Southern Pines has to offer. Equestrian enthusiasts may even have the opportunity to find boarding for a horse directly across the street! From the welcoming front porch, step inside to a bright, open-concept floor plan filled with natural light. The spacious kitchen flows seamlessly into the living and dining areas, while the dining room opens to an expansive, partially covered back deck--ideal for outdoor dining, entertaining, or simply enjoying the tranquil surroundings. A secondary deck provides convenient access to the two-car garage and backyard. The first floor includes a full bath and a fourth bedroom, currently used as a comfortable home office. Upstairs, you'll find a spacious laundry room, two guest bedrooms, and a generous primary suite featuring a walk-in closet and beautifully appointed bath with a tile d walk-in shower, double vanity, and water closet. Outside, the thoughtfully landscaped backyard provides both beauty and privacy, with a firepit, built-in irrigation system, and clever under-deck storage adding to the home's functionality and appeal. Home comes with transferable termite bond. The seller has made numerous thoughtful upgrades to the home, detailed separately, making this move-in-ready property an exceptional opportunity in Southern Pines.

339 Braden Rd, Southern Pines

Courtesy of DeSell & Co Realty Group

509 Cross Country Ln, Southern Pines
$3,300,000
3 Beds ⋅ 5 Baths ⋅ 100598952 MLS
This magnificent 31+ acre equestrian estate is nestled in the highly sought-after Southern Pines Horse Country. Take in the view as you drive through the entrance gates and are greeted by the stunning 4,000+/- sf main residence. This exquisite 3 bedroom/4.5 bath residence offers an exercise room, central vac, large windows for panoramic views, large walk-in closets, gas fireplaces, and many more amenities. The Primary Suite boasts a large sitting area with a gas fireplace and panoramic ceiling-to-floor windows for an amazing view, a Jacuzzi, a large walk-in shower and huge walk-in closet. High-end appliances adorn the kitchen with a 6-burner gas stove, a built-in microwave, a warming drawer, a SubZero refrigerator/freezer with an ice maker, a wine refrigerator, and an island with a prep sink. You will never worry about losing power during a storm with the full-house generator and two 500-gallon connected LP tanks. And as you continue through the property, you will next see the brick 7 stall barn with a two bedroom two bath apartment above. And meandering farther along the drive you approach a 4 stall barn and kennel which are more wonderful perks of this very well planned property. And to top off the grandeur, next you will have a close-up view of the impressive, 75' x 200' covered arena with viewing lounge, kitchen and bathroom. As you make the final bend you approach the 5 bay garage, adjacent to the aerated pond, below. Each barn has automatic waterers, fans, and a fly system. The covered arena has GGT footing supplied by Premier Equestrian ''Big Ass'' fans, lighting and a sprinkler system. This is the quintessential horse farm for the equestrian enthusiast or professional and located a short hack to The Walthour-Moss Foundation or Weymouth Woods. Make an appointment today to see this elegant equestrian estate! See survey & additional Special Features in Documents.

509 Cross Country Ln, Southern Pines

Courtesy of DeSell & Co Realty Group

765 Yadkin Rd, Southern Pines
$2,899,000
5 Beds ⋅ 7 Baths ⋅ 100588228 MLS
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

180 Valleyfield Ln, Southern Pines
$2,125,000
4 Beds ⋅ 6 Baths ⋅ 100581549 MLS
James Creek Farm is one of the most magnificent Luxury Equestrian Estates in the Sandhills and is attractively priced for a quick sale at $2,750,000. 40 tranquil acres of established pastures, woodlands & native plantings, up to 3 miles of private trails once existed, contiguous to Weymouth Woods Nature Preserve State Park trails with easy access to the Walthour Moss Foundation trail system. This is one of several RE zoned properties surrounded by R-30 zoned parcels. Extensive renovations of the 5,000+ SF (5BR's/4+BA's) main house over the years, 14-16 stall barn, 2 guest cottages: 3BR/2BA 1,800 SF on second floor with raised deck and 2BR/1BA with 800+ SF on main level (they share washer and dryer inside attached garage) equipment storage, pool, and old tennis court. Formerly owned by the RJ Reynolds family this property has quite a history. The beauty of the property and landscape are truly extraordinary. Superb English courtyard style barn with hand forged hardware has: 14 (12x12) stalls, 2 additional foaling stalls (12x16), paneled tack room, feed room, washroom, lavatory, wash stall, and 5,000 Sq. Ft. hay loft/storage. 4 paddocks with room for more, run-in shed, shavings bin, water to all pastures. This farm was once used for carriage training with a large ring, cross country trails and hazards. Ample room for all disciplines. The main residence is set up for privacy with both formal and informal living areas and a 48' x 24' vaulted great room with massive wood-burning fireplace that is perfect for entertaining. Both guest cottages have received extensive renovations over the years. A generator serves one wing of the main house and also supplies power for the refrigerator and water heater. Other great features include cedar lined closets, built-ins in closets, double oven, drawer microwave, steam shower, brick floors, oak floors, original great room chandeliers, 30- and 50-amp hookups in equipment/horse trailer storage building. Main house heat pump is approx. 2-3 yo; all FP's have had the dampers replaced, newer flue liners and chimney caps; some windows have been replaced; water heater in guest cottage is approx. 4-5 yo; barn water heater is newer; newer stall floors and rubber mats; lower-level guest cottage has newer heat pump and ducts. No town taxes. Showings to pre-qualified, serious buyers begin on 06-19-26. New photos and drone will be added when available.

180 Valleyfield Ln, Southern Pines

Courtesy of Keller Williams Pinehurst

Buyer Representative Front Runner Realty Group

921 Yadkin Rd, Southern Pines
$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

250 Pine Needles Ln, Southern Pines
$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

501 Mcneill Rd, Southern Pines
$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

225 Tremont St, Southern Pines
$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

207 Bump A Long Ln, Southern Pines
$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

176 Merry Way, Southern Pines
$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

3545 Youngs Rd, Southern Pines
$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

1645 E Indiana Ave, Southern Pines
$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

500 Tremont St, Southern Pines
$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

250 Pine Needles Lane, Southern Pines
$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

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