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$1,190,000
5 Beds ⋅ 6 Baths ⋅ 681542 MLS
Don't miss this beautiful Lindal Cedar home at Wintergreen! Many upgrades at this well built home including 4 ensuite bedrooms, main floor master with heated bathroom floors, granite and quartz kitchen counters, 2 car plus attached garage and 6 inch thick exterior walls. Open layout with gourmet kitchen has new stainless appliances ( 2025) Double oven, new dishwasher and warming drawer. New HVAC (2025) dual fuel heating system, central air throughout and two efficient tankless water heaters. Paved level driveway, fenced dog walk, lower level recreation room, office and 5th bedroom. Also includes large walkin cedar closet second refrigerator and freezer. Plenty of storage, 2 car (plus garage with polyaspartic sealed garage floor. Large decks, sunroom and lovely native landscaping.

9 Ladyslipper Ln, Wintergreen Resort

$1,050,000
4 Beds ⋅ 4 Baths ⋅ 680959 MLS
A striking golf-front home where thoughtful design, beautiful views & effortless mountain living come together. This impeccably maintained 3,648 sq ft residence enjoys a rare setting overlooking both the 10th green & 11th tee/fairway. A dramatic A-frame wall of glass fills the open great room with natural light & frames the golf views beyond. Designed for easy main-level living with step-free entry, a generous primary suite with gas fireplace & spa-like bath, private office, mudroom/laundry & spacious kitchen with maple cabinetry, granite counters, stainless appliances & gas range. An expansive deck spans the rear of the home, creating wonderful indoor/outdoor living. The lower level is equally inviting with a 2nd primary suite, family room, 2 additional bedrooms & full bath. Beautifully landscaped, HardiPlank exterior & numerous major upgrades in the last 4–5 years. Turnkey furnished, near ski shuttle & hiking trails. Sophisticated, spacious & truly move-in ready.

76 Laurel Springs Dr, Wintergreen Resort

$619,000
6 Beds ⋅ 2 Baths ⋅ 679580 MLS
Charming A-frame chalet offering beautiful seasonal mountain and sunrise views, just a short walk to the ski slopes, the heart of the village, restaurants, shopping, and several hiking trails. Designed to comfortably accommodate two families, this unique home features two separate living levels, each with its own kitchen, living room, dining area, three bedrooms, and full bath. An oversized loft overlooking the great room creates a fun game and recreation space. The main level features a stone wood-burning fireplace, soaring ceilings, and expansive windows that bring the outdoors in. The impressive great room chandelier originally hung in the historic Freemason Abbey in Norfolk, built in 1873. Recent updates include new interior and exterior paint, new Trex decks with stainless steel cable railings, all new furnishings and TVs, two mini-split systems, renovated bathrooms, updated lighting, and more. Offered turnkey furnished and currently a successful short-term rental. Sellers are offering a $12,000 credit toward repaving the driveway. A wonderful mountain retreat or investment opportunity.

456 Black Rock Dr, Wintergreen Resort

$599,000
5 Beds ⋅ 4 Baths ⋅ 676279 MLS
This charming mountain house is back on market due to buyers remorse. It has been a successful rental and family vacation spot for the current owners, averaging $30K gross annually. This home features only two steps to enter, Brazilian soap stone counter tops in the kitchen and Travertine stone floors throughout, vaulted ceilings, wood burning FP, and natural wood accents. Spacious layout w/ 5 bd, 4 bth, a LR & Den on separate levels and two large porches to enjoy the Blue Ridge. Recent updates include all new interior paint, new water heater, hot tub, and chimney & flu cleaning. Super well maintained and tastefully furnished and professionally decorated. Located a short distance to Chestnut Springs pool, Shamokin Springs Nature Preserve and hiking trails. Conveys fully furnished and ready to enjoy.

952 Blue Ridge Dr, Wintergreen Resort

$585,000
3 Beds ⋅ 3 Baths ⋅ 681076 MLS
This energy-efficient, SIPs style home is deftly designed and constructed to make maintaining and owning a mountain getaway effortless. The layout features a large open great room with vaulted ceiling and plenty of windows to take in the outdoors. With three bedrooms and a bonus space at the loft, there's room for an office, reading nook, exercise area, or fourth sleeping space. Located just a short 1/3 mile walk to the Tyro ski slope, you'll be on snow and skiing in 5 minutes! Recent upgrades include hot tub with deck expansion, fire pit, gravel driveway, landscaping, new tankless water heater, new LVP flooring in the bedrooms, new light fixtures, and interior paint. As a short term rental, the property brought in nearly $70K in rental income in 2025.

27 Pedlars End, Wintergreen Resort

$574,000
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. Sale includes adjoining lot 4 (not currently combined, separate WPOA fee).

48 Deerberry Ln, Wintergreen Resort

$549,000
3 Beds ⋅ 3 Baths ⋅ 681786 MLS
Nestled among the peaceful woods of Wintergreen Mountain Resort, this impeccably maintained and tastefully updated 3-bedroom, 2.5-bath home offers an inviting mountain retreat designed for year-round enjoyment. Thoughtful improvements include a remodeled kitchen, replacement of the Qest plumbing throughout the home, a newer propane furnace and heat pump, updated deck surface and railings, pellet stove and chimney liner, and a brand new roof. The home features central heating and air conditioning, a highly desirable paved circular driveway, and a fenced backyard. Conveniently located near scenic hiking trails and waterfalls, resort amenities, and great dining options, this beautifully cared-for home makes it easy to enjoy the mountain and everything Wintergreen has to offer in every season.

72 Forest Dr N, Wintergreen Resort

$514,500
4 Beds ⋅ 2 Baths ⋅ 678617 MLS
If you have been searching for a mountain home with soul, this is it. Tucked among towering hardwoods and dramatic natural rock formations, this one-of-a-kind 4 BR mountain retreat offers exceptional character, privacy and a setting that feels worlds away. At 2,367 sq ft, there is plenty of room for family and guests, with multiple gathering spaces and four fireplaces adding warmth and atmosphere throughout. The home's remarkable story begins with an authentic circa-1801 Virginia log structure, carefully reconstructed here in 2000 by Lewis and Luke Ramsey. Hand-hewn chestnut, poplar and oak logs, reclaimed heart-pine floors, beautiful stonework by Jimmy Arrington and a standing-seam copper roof showcase craftsmanship rarely found today. An updated kitchen with granite counters adds modern convenience while preserving the home's historic character. Whether envisioned as a personal mountain getaway or a distinctive vacation rental, this is the kind of property guests will remember. The beautiful wooded setting and impressive boulders surrounding the home make it even more special. An adjoining homesite is also available separately, offering the opportunity for additional privacy or future possibilities.

20 Buckhorn Ln, Wintergreen Resort

$139,900
1 Beds ⋅ 1 Baths ⋅ 681391 MLS
Located just steps from the slopes and the cozy Mountain Inn, 216 Timbers is an attractive, sharply decorated studio in the heart of Wintergreen Resort. Right now the mountain is about to burst with fall color, crisp air rolling in and the Blue Ridge putting on its best show from the private deck. Close on it before ski season hits and you'll already be settled in to enjoy the very best of the season. Rated "Platinum" on the Wintergreen Resort Rental Program — a designation reserved for properties that are well-maintained and furnished to a high standard — this condo features luxury vinyl plank flooring, granite counters and a private deck. The water heater was installed in 2020 and the A/C in 2019. Bookings extend well beyond ski season, making this a strong rental ($17,600/yr avg gross income 2022–2025). It also makes a great personal getaway — unwind on the deck after exploring Nelson 151's wineries and breweries, especially with fall colors in full swing. Fast internet via Nelson Cable makes telework a breeze!

216 Timbers Condos, Wintergreen Resort