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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

$1,100,000

5 Beds ⋅ 4 Baths ⋅ 100475690 MLS

Custom golf front home in prestigious MidSouth Club. Located on the 12th green of the Arnold Palmer designed golf course. Picture windows offer golf views from the living and Carolina rooms. 12 foot coffered ceiling in living area. Completely remodeled gourmet kitchen with new dry bar addition. Carolina room opens onto a new Trex Deck. Main level primary bedroom with soaring ceilings and primary bath with soaking tub. Frameless glass walk in shower with steam option. Large walk in closet with separate water closet. There are 2 additional bedrooms with large closets on the main floor with a full bathroom between. Upstairs there are 2 more bedrooms with walk in closets and newly remodeled bathroom. 500 square foot flex room above garage. This home has been extensively improved and upgraded to include a 30 year architectural shingle roof, refinished hardwood floors, new appliances, new HVAC, new tankless water heater, new trex deck, new irrigation, new kitchen and updated bathrooms. Club membership amenities include pool and golf.

2 Augusta Dr, Southern Pines

Courtesy of USRealty.com, LLP

Buyer Representative Pines Sotheby's International Realty

$685,000

3 Beds ⋅ 4 Baths ⋅ 100403818 MLS

Stately and Sprawling, Waterfront Home in Highland Trails! Drive up to the home on a brick driveway to a 3 stall garage! Walkway leads to covered front porch and into the foyer and to the Living Room where you'll find a gas logs fireplace, built-in shelving, skylights and beautiful French door access to the Carolina room that provides a great dining space! A entertainers kitchen where you can enjoy ample counter space, breakfast bar built into a massive island with gas cooktop, double wall oven and custom cabinetry! Owners Suite with large bay window, and a lavish bathroom with hexagonal soaking tub and walk-in steam shower, and heated floors. 2 other bedrooms, one with its own private screened porch, a bonus room with closet space, and 2 full baths completed the main home! Off from the Garage you can enjoy a massive man cave space! Guest house connected to garage where you can find a possible bedroom space, wet bar area, sitting space and large loft space accessible by a beautiful spiral staircase! This home is nestled on a beautiful waterfront property - three lots combined for a total of 2.26+- acres! This home is a true one-of-a-kind gem!

503 S Glenwood Trl, Southern Pines

Courtesy of Everything Pines Partners LLC

Buyer Representative Keller Williams Pinehurst

$1,499,000

6 Beds ⋅ 5 Baths ⋅ 100577823 MLS

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

680 N Bethesda Rd, Southern Pines

Courtesy of Coldwell Banker Advantage-Southern Pines

$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

$1,950,000

4 Beds ⋅ 4 Baths ⋅ 100530575 MLS

PRICED TO SELL! Seller has made an aggressive $100,000 price adjustment to make this dream home yours! Extraordinary and exquisitely furnished golf front home in the prestigious private gated community of the Mid South Club. Unparalleled upgrades were meticulously chosen by the owners. A circle driveway delivers your guests to this beautiful home boasting over 4400 sq ft. The attention to detail begins when you step up on the front porch. Enter the front door to an open floorplan with windows galore! This level features a large living room with a custom stone fireplace by Vierdien to warm you on the cooler days of Fall, a Chef's dream kitchen featuring a 48'' 6 Burners SS gas cooktop and range hood, Cafe appliances, Cambria Quartz countertops, bar area, sitting room, 1/2 bath, office, laundry room plus a huge owner's bedroom, incredible bathroom with a Thermasol steam shower and a large walk-in closet. From downstairs, you can walk out to a private oasis featuring a large trex wood back porch with an outdoor grill and range hood, outdoor TV, a beautiful Latham Fiberglass heated salt water pool with hot tub and waterfall feature. Relax and swim while you overlook the beautiful Arnold Palmer Signature golf course! Venture back inside and upstairs you will find a beautiful loft area and nook for your reading or game playing, 3 more bedrooms and 2 additional bathrooms. Plus a second laundry room and a very spacious bonus/media room. You can access the upper level from either side of the living room. This beautiful home has a 3-car garage with epoxy floors and has back sliding glass doors overlooking the pool, 50 amp car charging station, Generac Whole House Generator, Reverse Osmosis water treatment system, sealed crawlspace with dehumidifier. Hunter Douglas Silhouette window shadings are throughout the home. The home is being offered furnished, with very few exceptions, including a Club Car golf cart, which shall be transferred to the Buyer at no value at Closing.

20 Augusta Dr, Southern Pines

Courtesy of Mary M. Wilson-Wittenstrom

Buyer Representative Berkshire Hathaway HS Pinehurst Realty Group/PH

$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

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Homes with Steam Room in Southern Pines, NC

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