Wintergreen Resort Homes for Sale

Wintergreen Resort Homes for Sale

Welcome to Wintergreen Resort, Virginia—a hidden gem nestled in the heart of the Blue Ridge Mountains. This picturesque destination is not just a haven for outdoor enthusiasts but also a charming community that offers a unique blend of natural beauty and modern living. With its stunning panoramic views, lush forests, and vibrant wildlife, Wintergreen Resort is a year-round paradise, perfect for those seeking a tranquil lifestyle amidst nature’s splendor.

Whether you’re an avid skier, a hiking enthusiast, or simply someone who enjoys the serene ambiance of mountain living, Wintergreen has something for everyone. The resort boasts an array of recreational activities, from skiing and snowboarding in the winter to hiking, golfing, and mountain biking in the warmer months. With over 30 miles of hiking trails and a championship golf course, the opportunities for adventure are endless.

For those looking to make Wintergreen Resort their home, you’ll find a variety of charming homes for sale that cater to diverse tastes and budgets. From cozy cabins with rustic charm to modern chalets with breathtaking views, the real estate offerings in this area are as varied as the landscape itself. Each property provides a unique opportunity to embrace the mountain lifestyle, with easy access to both nature and community amenities.

Imagine waking up to the crisp mountain air, sipping your morning coffee on a sunlit deck, and spending your days exploring the beauty surrounding you. Wintergreen Resort isn’t just a place to live; it’s a lifestyle waiting to be embraced. Come discover your dream home in this enchanting mountain retreat!

Newest Wintergreen Resort Homes for Sale

$529,900
3 Beds ⋅ 3 Baths ⋅ 680506 MLS
Rare opportunity to own a beautifully updated mountain home in an exceptional location along Shamokin Spring! The entire rear boundary follows the bold, picturesque stream, with wonderful views and the soothing sound of rushing water enjoyed from the home and expansive rear deck. The inviting open floor plan features a great room with cathedral ceilings and a dramatic floor-to-ceiling wood-burning stone fireplace, renovated kitchen, and a light-filled dining room surrounded by glass on three sides. The main-level primary suite offers deck access and a newly renovated tile shower. Upstairs are two generously sized bedrooms, including one with a private balcony. The spacious rear deck spans the home and features a newer hot tub overlooking the water, with seasonal golf fairway views beyond. Recent improvements include mostly new furnishings, lighting, fresh paint in all three bedrooms, and newly stained deck and front porch. Close to hiking trails and currently a successful short-term rental, this is a truly special mountain retreat in a rare Shamokin Spring setting.

426 Laurel Springs Dr, Wintergreen Resort
$1,250,000
5 Beds ⋅ 3 Baths ⋅ 680204 MLS
Here is one of the most majestic views at Wintergreen, overlooking a patchwork of fields in the Rockfish Valley far below and layered mountain views as far as the eye can see. This house was built by master builder, Charles Smith of Central VA Builders in Crozet. From the moment you turn onto the gently winding paved driveway, it is obvious every detail was meticulously considered and crafted. The home is located at the far end of the lot and on the edge of a dramatic private bluff. The magnificent design boosts beautiful oak hardwood floors, vaulted ceilings, and an abundance of natural light. The first floor features the 43x24 ft great room, a grand stone gas fireplace, and large windows that showcase the panoramic views. An open kitchen, master suite, guest bedroom and full bath, make for gracious main floor living. The second floor has a comfortable 2nd TV room and quiet living area, and 3 additional guest rooms. The solid low maintenance, Brazilian hardwood (Ipe) deck spans the entire length of the back of the house allowing for maximum enjoyment of the expansive views, day and night. The second, lower deck provides a more intimate space for a picnic, glass of wine, lounge chairs, or future hot tub. Take advantage

78 Timber Ridge Ln, Wintergreen Resort
$725,000
4 Beds ⋅ 3 Baths ⋅ 680140 MLS
Beautifully updated 4BR, 3BA mountain Craftsman offering spectacular year-round southern mountain views that become even more expansive from late fall through early spring. Tucked away in one of Wintergreen's most private settings, this home backs to the George Washington National Forest and sits directly across from the Shamokin Springs Falls Trail. The open floor plan features a dramatic great room with cathedral ceilings, a stunning floor-to-ceiling stone wood-burning fireplace, and walls of glass that bring the mountain views indoors. The great room flows seamlessly into the kitchen and dining area, creating an ideal gathering space. The main level offers two bedrooms and a full bath, while the private upper-level primary suite features a beautifully renovated luxury bath, walk-in closet, private balcony, and mountain views. The lower level includes a spacious family room and fourth bedroom. Extensive multi-level decking, a hot tub, updated bathrooms, new flooring throughout the main level, and turn-key furnishings complete this exceptional mountain retreat.

2129 Laurel Springs Dr, Wintergreen Resort
$2,500
3 Beds ⋅ 3 Baths ⋅ 679619 MLS
Available October 1, 2026 $2,500/Month Minimum Lease Term - One Year Welcome to 1449 Laurel Springs Drive in beautiful Wintergreen Resort, Virginia. This newly constructed mountain home offers approximately 1,660 square feet of thoughtfully designed living space, featuring 3 bedrooms, 2.5 bathrooms, and an attached one-car garage. The floor plan is highlighted by a stunning two-sided fireplace that creates a warm, inviting atmosphere in both the great room and the covered porch - perfect for enjoying every season in the Blue Ridge Mountains. Situated on a private 0.53-acre wooded lot, the property backs directly to the Blue Ridge Parkway and thousands of acres of protected national park land, providing exceptional privacy, scenic beauty, and immediate access to hiking and outdoor recreation. Residents will enjoy convenient access to Wintergreen Resort amenities, including year-round recreational opportunities, dining, golf, skiing, tennis, swimming, hiking, and more (subject to applicable membership or resort access policies). Available for lease beginning October 1, 2026. Monthly rent is $2,500. Experience mountain living at its finest with modern finishes, a peaceful natural setting, easy access to everything

1449 Laurel Springs Dr, Wintergreen Resort
$642,000
5 Beds ⋅ 4 Baths ⋅ 679161 MLS
Beautifully positioned along the 6th hole of Devils Knob Golf Course, this spacious 5-bedroom, 4-bath home offers the perfect blend of privacy, comfort, and year-round enjoyment. Located on a quiet cul-de-sac with easy access to golf, hiking, skiing, tennis, dining, and all that Wintergreen has to offer, it's equally well suited as a primary residence, vacation home, or investment property. The thoughtfully designed floor plan features two generous living areas, two wood-burning fireplaces, and two spacious primary suites, including a private upper-level suite with its own deck. Vaulted ceilings, granite countertops, stainless appliances, and custom cabinetry create warm, inviting spaces throughout. Expansive rear decking overlooks the golf course and provides plenty of space for entertaining or simply enjoying the peaceful setting. Crawlspace encapsulated with dehumidifier. Recently pressure-washed decks, and professionally cleaned windows. Offered tastefully furnished for immediate enjoyment. The adjoining homesite is also owned by the sellers and is available for purchase separately, offering the opportunity for additional privacy or future expansion.

48 Deerberry Ln, Wintergreen Resort
$597,000
4 Beds ⋅ 3 Baths ⋅ 679146 MLS
Renovated mountain retreat with seasonal mountain views located minutes from the slopes & walkable to scenic trails. Perfect for families and groups, this open concept, light-filled home features a cozy fireplace in the living room, bonus family room and screened porch for relaxing after adventure-filled days. Zero stairs to the front door with a primary bedroom/bath on the entry level – a rare find on the mountain! The main level also offers vaulted ceilings and access to the spacious rear deck. The upper level features two additional bedrooms and a full bath. Lower level with family room, 2nd primary bedroom/bath and a second large deck. This home offers plenty of space to spread out or come together. All of this plus fiber internet and EV Charger!! The home is ideal for those looking to enjoy the dining, shopping, hiking, skiing and swimming options on the mountain, as well as amenities along Nelson 151, and Ravens Roost park is only steps away.

93 Valley View Ln, Wintergreen Resort
$670,000
3 Beds ⋅ 3 Baths ⋅ 678962 MLS
Custom-built and truly one of a kind, this exceptional golf-front mountain home is ideally situated on a beautifully landscaped, private lot along prestigious Devil's Knob Loop. Lovingly maintained by its original owners & never rented, this distinctive residence showcases stunning custom stonework throughout and offers the perfect combination of craftsmanship, comfort, & mountain charm. Designed for both relaxation & entertaining, multiple exterior decks create inviting outdoor living spaces surrounded by mature landscaping, walking trails, & beautiful stone accents. Unwind in the private sauna, rinse off in the exterior shower after a day on the trails or slopes, or take advantage of the existing plumbing for a future hot tub. Inside, you'll find spacious, thoughtfully designed living areas w/ abundant storage throughout, central heating & AC and a versatile bonus room above the primary suite—ideal as a home office, reading nook, or additional sleeping space for children. A dedicated workshop off the rear deck provides valuable space for hobbies, outdoor gear, or projects. The kitchen has been refreshed with new appliances in 2024, while a new roof was installed in 2025. A $10K flooring allowance & home warranty included!

377 Devils Knob Loop, Wintergreen Resort
$549,999
3 Beds ⋅ 3 Baths ⋅ 678821 MLS
Nestled on a peaceful and private wooded homesite, this custom Craftsman-style mountain retreat blends beautifully with its natural surroundings, including several dramatic rock formations that create a truly special setting. Built in 2007 and lovingly maintained, the home offers a thoughtful floor plan designed for comfortable mountain living. The open-concept main level features cathedral ceilings in the great room, a beautiful stone fireplace with gas logs, and seamless flow into the kitchen and dining areas. The well-appointed kitchen offers granite countertops, maple cabinetry, and a gas range, making it ideal for both everyday living and entertaining. The main-level primary suite provides convenience and privacy, complete with a walk-in closet and a luxurious bathroom featuring a stunning tiled shower. Upstairs, you'll find two generously sized guest bedrooms and a beautifully finished full bath. Additional features include durable HardiePlank siding, central heat and air conditioning, and quality craftsmanship throughout. Offered fully furnished and move-in ready, this charming mountain home is located just a short distance from hiking trails and outdoor recreation. A wonderful mountain gem ready to be enjoyed from day one.

1300 Blue Ridge Dr, Wintergreen Resort
$549,500
4 Beds ⋅ 2 Baths ⋅ 678617 MLS
There is truly nothing else like this at Wintergreen—an authentic circa 1801 log cabin, originally built in Madison County and reconstructed in 2000 by renowned builder Lewis Ramsey and his son, Luke. Featured in Historic Preservation Magazine for his craftsmanship, Ramsey used hand-hewn chestnut, poplar, and oak logs that reflect early Virginia building traditions. The kitchen, a historic structure of similar age moved from Nelson County, blends beautifully with the cabin. Master stonemason Jimmy Arrington created the striking dry-stack fireplaces, while the standing-seam copper roof by Harold Conley & Sons and reclaimed heart-pine floors on the main and upper levels add exceptional warmth and character. Highlights include four fireplaces (two gas, two wood-burning), cathedral ceilings in the kitchen and dining area, new LVT flooring on the lower level, new granite kitchen counters, level driveway, and multiple outdoor living spaces. Privately set among dramatic rock formations near the ski shuttle and hiking trails, this is a true historic treasure and a remarkable rental opportunity.

20 Buckhorn Ln, Wintergreen Resort
$365,000
2 Beds ⋅ 2 Baths ⋅ 678251 MLS
The ultimate little Wintergreen cottage located in Black Rock Village, just a short walk to the main lodge. Efficient layout with 2 bd & 2 bath, open floor plan w/ wood burning FP in LR. Several updates including new heat pump, new flooring, kitchen counters, hot tub & shed. Level driveway with only two step entry. Not currently a rental but in the past did average $21k annual gross revenue. Vacant and easy to show.

25 Hickorynut Rd, Wintergreen Resort
$474,500
4 Beds ⋅ 3 Baths ⋅ 678333 MLS
Charming mountain retreat overlooking the 5th fairway of Devils Knob Golf Course, tucked away at the end of a quiet cul-de-sac and within walking distance of Chestnut Springs Pool Park and nearby hiking trails. Offered fully furnished and turnkey, this home features a thoughtfully designed floor plan ideal for larger families, shared ownership, or rental use, with two bedrooms and a full bath on both the main and upper levels, plus a convenient half bath on the main level for guests. The open-concept living area is highlighted by soaring cathedral ceilings, a striking stone wood-burning fireplace, and seamless flow between the great room, dining area, and kitchen. Each bedroom offers two closets, allowing owners to reserve one for personal belongings if using the home as a rental. A loft overlooking the living area provides flexible space for a home office, reading nook, or game area. Relax on the screened porch or spacious rear deck overlooking the golf course. Freshly painted front porch and deck complete this inviting mountain getaway, ready to enjoy from day one.

20 Blue Ridge Ct, Wintergreen Resort
$489,000
3 Beds ⋅ 3 Baths ⋅ 677731 MLS
Perched at the end of a quiet cul-de-sac in Wintergreen Resort, this beautifully updated mountain cottage offers the ideal balance of privacy, comfort, and walkable access. Seasonal mountain views and a peaceful wooded setting create the feeling of a true retreat, while skiing, hiking, dining, and year-round resort amenities remain just minutes away. Sold fully turn-key, the home is ready for immediate enjoyment as a personal getaway or continued success as a short-term rental. Inside, warm and inviting spaces are designed for relaxing after a day outdoors, while the gas fireplace and newer hot tub make cozy mountain evenings unforgettable. The fenced area, spacious deck, and ample off-street parking add to the home’s easy livability. Extensive updates since 2020 include a renovated kitchen and bathrooms, new roof, tankless water heater, complete chimney rebuild, paved driveway, interior and exterior paint, upstairs carpet, encapsulated crawlspace with dehumidifier, rebuilt exterior stairs, stained deck, and more. A rare move-in ready Wintergreen cottage that combines charm, updates, privacy, and convenience in one exceptional package.

138 Oak Ln, Wintergreen Resort
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