Refine Search
Map
Sort by
$469,000
4 Beds ⋅ 2 Baths ⋅ 679952 MLS
Discover the charm of mountain living in this inviting A-frame chalet, ideally located just a two-minute walk from the ski slopes. Enjoy quick access to several hiking trails, an easy stroll to two breathtaking overlooks, and convenient walking access to the heart of the ski village with its restaurants, shopping, and year-round amenities. Offered turn-key furnished, this inviting retreat is ready to enjoy from day one. The interior has been freshly painted, creating a bright and welcoming atmosphere. The open-concept great room, dining area, and kitchen make the home live much larger than its footprint, while the thoughtfully designed entry mudroom is perfect for mountain living—an ideal place to leave wet ski boots, hiking gear, and outdoor equipment. Relax on the spacious deck surrounded by a private wooded setting in the summer, with seasonal mountain and sunset views in the winter. Central heat and air conditioning provide year-round comfort, making this an excellent choice for personal enjoyment, a vacation getaway, or a rental investment.

23 Blackrock Cir, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$22,900
679633 MLS
Enjoy the perfect blend of privacy, natural beauty, and convenience with this attractive homesite in Wintergreen, VA. The property offers an almost level building site, making it ideal for a variety of mountain home designs. One side of the lot is bordered by a stunning natural rock formation that creates a beautiful backdrop while providing a natural buffer from the neighboring property. The rear of the homesite adjoins open space, offering a peaceful wooded setting during the summer months and the potential for seasonal long-range mountain views from a thoughtfully designed two-story home. Chestnut Springs Pool Park, with its community pool and recreational area, is just 0.2 miles away. Nearby hiking trails are easily accessible, and Devils Knob is only a short drive away, offering golf, tennis, pickleball, and dining at the Devils Grill. Whether you're planning your future mountain getaway or looking for a well-priced investment opportunity, this homesite offers a wonderful setting to enjoy everything Wintergreen has to offer.

383 Timber Camp Dr, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$59,000
679511 MLS
Wonderful level lot that backs up to the national forest giving you extended privacy and protection for miles. This lot would be the perfect location for your mountain retreat.

1331 Laurel Springs Rd, Wintergreen Resort

Listing courtesy of RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE. Contact:

$244,000
2 Beds ⋅ 2 Baths ⋅ 679285 MLS
Tucked into the trees at Wintergreen, this 2BR/2BA ground-floor, walk-out end unit offers easy living with minimal steps from parking. Walking distance to the slopes, the Mountain Inn, and Black Rock Market, it's in a great location. The great room centers on a wood-burning fireplace beneath a warm wood-beamed ceiling, with a wall of windows and a sliding door opening to a private patio surrounded by wooded, seasonal mountain views. The kitchen features granite counters and a breakfast bar open to the living space, ideal for entertaining or quiet mornings with coffee. The primary suite includes a private bath and ample closet space, while the second bedroom offers flexibility for guests, family, or a home office. In-unit stacked laundry and generous foyer storage add everyday convenience. Laurelwood is the only condo association at Wintergreen with its own private pool, and the association even provides firewood for the fireplace. HOA includes area maintenance, road maintenance, snow removal, security, and more. A true low-maintenance mountain retreat.

730 Laurelwood Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$269,000
2 Beds ⋅ 3 Baths ⋅ 679254 MLS
Spacious end-unit townhome in the heart of Wintergreen Resort, situated on the largest lot in Westwood and offering two dedicated parking spaces. Enjoy exceptional outdoor living with extensive stone patios with a perfect spot for a hot tub, a spacious deck, and a covered front porch. Inside, the inviting living room features a sunken conversation area centered around a wood-burning fireplace, while the open layout flows easily into the dining area. A convenient half bath completes the main level. Upstairs, the primary suite features a walk-in closet, cedar-lined closet, and ensuite bath with double vanities and a whirlpool tub. An additional guest bedroom and full bath provide comfortable accommodations for family and friends. The fully finished walk-out lower level offers flexible additional living space. Located near the ski shuttle stop and just a scenic walk to hiking trails, the Nature Foundation, and Wintergarden Spa & Aquatics Center. Ideal as a full-time residence, mountain getaway, or rental opportunity! HOA covers roof replacement, exterior painting, landscaping, and snow removal. See it today!

12 Ivy Glen Ln, Wintergreen Resort

Listing courtesy of REAL BROKER LLC. Contact:

$52,500
679178 MLS
A great building lot with rock outcroppings and close to all amenities at Devils Knob. This is a lot wioth an easy walk to wirther the Appalachian Trail or all the facicities or amenities of the Devils Knob Village such as restaurants, tennis and pickleball, golf, the Spa and exercize facilites, pools, etc.

41 Hickory Spring Rd, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of NEST REALTY GROUP. Contact:

$699,500
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

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$495,000
2 Beds ⋅ 2 Baths ⋅ 678972 MLS
This cozy and bright view condo is a gem. It is nicely updated and super clean, with newer LVP floors, a walk-in shower, updated kitchen countertops, and stainless steel appliances most of the heavy lifting is complete. Featuring convenient ground-level entry with covered parking. Well located within the resort with easy access to the amenities. The Nature Foundation at Wintergreen sits barely a mile away, inviting you onto trails alive with wildflowers and crisp mountain air across all four seasons. Adventure waits just beyond your door. The scenic Virginia 151 corridor tempts with wineries and breweries, while the legendary Blue Ridge Parkway rolls out one of America's most celebrated drives. Outdoor lovers will never run short on options. Come see all that the Blue Ridge Mountains have to offer.

1826 High Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$325,000
1 Beds ⋅ 1 Baths ⋅ 678894 MLS
Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge beyond, this ground-floor end unit at The Cliffs offers something genuinely special: direct access to a secluded outdoor space while your upstairs neighbors are limited to their balconies — ideal for four-season living, your pet, and morning coffee with that glorious mountain view. The 2022 renovation was total and uncompromising: luxury vinyl tile, quartz countertops and backsplash, white soft-close cabinetry, Samsung smart appliances, wood-burning fireplace with new porcelain hearth and glass doors, fully retiled bath, and smart home features throughout — Ecobee thermostat, Yale lock, and Ring doorbell. Every detail considered, nothing overlooked. Convenient to Devils Knob Golf, Wintergarden Spa, Fire & Frost, and the Highlands Ski Lift. Strong rental potential in a sought-after resort community, or keep it entirely to yourself. Fully furnished and move-in ready. Ask your agent for the complete improvement list.

1501 Cliffs Condos, Wintergreen Resort

Listing courtesy of MOUNTAIN AREA NEST REALTY. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$499,500
2 Beds ⋅ 2 Baths ⋅ 678600 MLS
Set high on Wintergreen's coveted ridgeline, this tastefully renovated two-bedroom, two-bathroom condo combines refined comfort with a setting nature lovers adore. Housed in arguably the nicest building on the ridge, it arrives fully furnished with quality pieces, plus a new heating and cooling system, a walk-in shower, and convenient elevator access—so settling in takes little more than unpacking a suitcase. Both bedrooms offer restful retreats, while the bright living areas welcome leisurely mountain mornings and unhurried evenings. The surroundings steal the show. The Nature Foundation at Wintergreen sits just minutes away, ideal for trails, wildlife watching, and seasonal programs throughout the year. Adventure seekers will appreciate easy access to Skyline Drive, the Virginia 151 corridor, and the legendary Blue Ridge Parkway—three of the most scenic routes in the country—along with the welcoming Devils Backbone Basecamp nearby. Come see all that Wintergreen, VA and the Blue Ridge Mountains have to offer.

1943 High Ridge Pl, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE. Contact:

$245,000
2 Beds ⋅ 2 Baths ⋅ 678382 MLS
Enjoy four-season mountain living in this 2-bedroom, 2-bath Stone Ridge condominium at Wintergreen Resort. Whether you're seeking a weekend retreat, investment property, or full-time mountain home, this inviting condo offers comfort, convenience, and easy access to everything the resort has to offer. Step inside to find a bright, open living area perfect for relaxing after a day on the slopes, hiking trails, or golf course. Walk to the Nature Foundation, Devil's Knob Golf & Tennis and the WinterGarden Aquatics & Fitness Center. Laminate floors throughout with updated full size washer/dryer, water heater. Features granite fireplace surround and wood burning fireplace.

2074 Stone Rdg, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$499,500
4 Beds ⋅ 3 Baths ⋅ 678333 MLS
Charming mountain retreat ideally situated on the 5th fairway of Devils Knob Golf Course, offering a private setting at the end of a short cul-de-sac and within easy walking distance of Chestnut Springs Pool Park and nearby hiking trails. This turnkey home features a welcoming open-concept floor plan with cathedral ceilings, a striking stone wood-burning fireplace, and a seamless flow between the great room, dining area, and kitchen—perfect for gathering with family and friends. The thoughtfully designed layout is ideal for two-family ownership, with two comfortable bedrooms and a full bath on the main level, mirrored by two additional bedrooms and a full bath upstairs. Each of the four bedrooms offers exceptional storage with two closets, allowing owners to reserve one for personal belongings if using the home as a rental. A cozy loft overlooking the living area provides flexible space for a home office, game area, or relaxing reading nook. Enjoy the outdoors from the screened porch or the generous rear deck overlooking the golf course. The deck and front porch have been freshly painted, enhancing the home's appeal and readiness for immediate enjoyment. Offered fully furnished and turnkey.

20 Blue Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$214,000
1 Beds ⋅ 1 Baths ⋅ 678219 MLS
Welcome to the heart of Wintergreen Resort! Turnkey, high-performing, proven short-term rental opportunity. This sought-after Laurelwood condominium comfortably sleeps six guests and is ideally positioned for year-round enjoyment and strong rental demand. Laurelwood is the only condominium complex within Wintergreen Resort to offer a private pool and access to two additional resort pools. Enjoy the convenience of being just a short walk to ski slopes, restaurants, shopping, and resort amenities. Whether you're seeking a vacation retreat, income-producing investment, or both, this property offers an exceptional combination of location, amenities, and proven rental appeal. Walk right out your back deck to trails, skiing, or sunbathing enjoying all that mountain living can offer.

792 Laurelwood Condos, Wintergreen Resort

Listing courtesy of JASON MITCHELL REAL ESTATE. Contact:

$3,100,000
7 Beds ⋅ 10 Baths ⋅ 678190 MLS
Welcome to one of the most impressive homes at Wintergreen, with expansive views of the mountain village, ski slopes and the beautiful Blue Ridge mountains. Perfect for entertaining with a soaring great room, open floorplan and a well designed kitchen featuring double refrigerators and double dishwashers. There are seven substantial bedrooms and all have attached full bathrooms. The oversized den includes a modern wet bar. Enjoy the expansive decking and soak in the stars while relaxing in the hot tub. The current owners installed new flooring throughout, updated the kitchen, all 8 full baths and both half baths, painted and generally modernized this class chalet. This is truly one of the premier properties at Wintergreen.

20 Knob Hill Pl, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$589,000
4 Beds ⋅ 4 Baths ⋅ 678191 MLS
21 Trillium Close is one of the nicest townhouses at Wintergreen with a great central location. It is completely and tastefully updated with new flooring, a fully renovated kitchen, high quality bathrooms, a gas fireplace and newer furniture throughout. The location can't be beat for accessibility to the Wintergreen Nature Foundation, Highlands ski lift and other resort amenities. Explore the Blue Ridge Parkway, hiking, the Nelson 151 Trail, resort amenities and all that the mountains have to offer.

21 Trillium Close, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$249,500
2 Beds ⋅ 2 Baths ⋅ 677861 MLS
Welcome to your mountain retreat in one of Virginia's most cherished resort communities. This two-bedroom, two-bathroom condo offers comfortable living space surrounded by the stunning Blue Ridge Mountains. The thoughtfully designed layout balances cozy charm with practical functionality. A bright, airy kitchen makes cooking a pleasure, and both bedrooms provide restful retreats, while two full bathrooms ensure everyday convenience for residents and guests. The owner installed new HVAC system and dishwasher in 2024, and new decking in 2025. The location truly elevates this property. The Nature Foundation at Wintergreen is just moments away, offering trails, nature programs, and a deep connection to the Appalachian landscape. . Resort living here means year-round access to skiing, golf, spa services, dining, and swimming. Beyond the community, the Virginia 151 corridor features award-winning wineries, breweries, and cideries, while the iconic Blue Ridge Parkway delivers one of America's most scenic drives. Whether you are looking for a full-time mountain home, a weekend getaway, or rental potential, this condo delivers on every front. Schedule your private showing today and discover mountain living at its finest.

473 Three Ridges Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$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

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$469,900
3 Beds ⋅ 3 Baths ⋅ 677526 MLS
Bright and welcoming 3-bedroom, 3-bath end-unit condo offers the perfect blend of comfort, convenience, and mountain charm. Enjoy easy, one-level living with no stairs and elevator access right from the parking area. The entire interior has just been painted and is immaculate—never used as a rental and is truly move-in ready. Newer windows throughout. An open floor plan features a cozy wood-burning fireplace and a wall of windows that frame gorgeous sunrises and mountain views, while filling the space with natural light. Two primary suites each have their own private bath, while the third bedroom sits beside a full hallway bath—ideal for guests or a third suite. Step outside onto the new composite deck to relax and take in the views. This condo is right on the ski shuttle route, making it super convenient to skiers who also want to enjoy ridge line views while at Wintergreen! Offered turn-key furnished. Pack your bags and move right in! A rare find with zero stairs, easy access, and stunning views—mountain living made simple! Don't miss this one!

1817 High Ridge Ct, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$407,000
2 Beds ⋅ 2 Baths ⋅ 677518 MLS
This beautifully updated 2-bedroom, 2-bath condo offers comfort, style, and convenience in one of the resort's most desirable associations. Step inside to find a bright, open floor plan enhanced by luxury vinyl plank flooring, providing both modern elegance and easy maintenance throughout. HVAC is from 2020 and water heater from 2024. The spacious living room is perfect for relaxing or entertaining, with plenty of natural light. The well-appointed kitchen features ample cabinetry, great counter space. Enjoy all the benefits of condo life, including low-maintenance living, resort amenities, and a fantastic location close to Devils Knob Golf & Tennis and the WinterGarden Aquatics & Fitness Center.

1707 High Rdg, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$599,000
4 Beds ⋅ 3 Baths ⋅ 677472 MLS
Welcome to your mountain escape in the heart of Wintergreen Resort! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and four-season adventure. Offered turnkey with a solid rental history. Whether you're looking for a full-time residence, weekend getaway, or investment property, this home delivers mountain living at its best. Highlights include spacious open-concept living area with vaulted ceilings, stone fireplace perfect for cozy winter evenings, kitchen with granite countertops & stainless steel appliances. Hardwood floors and abundant natural light throughout. Lower level family room is being used partially as a 4th bedroom.

280 Fawn Ridge Dr, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$495,000
4 Beds ⋅ 4 Baths ⋅ 677064 MLS
Beautiful 4-bedroom, 3.5-bath mountain retreat located in the highly desirable Westwood section of Wintergreen Resort. This spacious townhome offers approximately 1,840 square feet of comfortable living space with exceptional privacy and no units above or below. Recent updates include renovated kitchen countertops, new luxury vinyl plank flooring throughout the main level and bathrooms, new second-floor carpeting, updated lighting fixtures, and newer appliances including dishwasher, stove, refrigerator, washer, and dryer. The inviting family room features a wood-burning fireplace with custom built-in shelving, creating the perfect mountain getaway atmosphere. Additional features include a separate dining area, central air conditioning, two-car garage, and ample storage.Offered fully furnished and turnkey, the home includes furniture, appliances, kitchenware, electronics, and big-screen TV — ideal for immediate personal enjoyment or continued short-term rental use. Strong Airbnb rental history offers excellent investment potential. Conveniently located near the golf course, Wintergarden Spa, hiking trails, skiing, tennis, and the Nature Foundation, this property provides year-round access to the best of resort living.

17 Ivy Glen Ln, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact:

$370,000
2 Beds ⋅ 2 Baths ⋅ 677402 MLS
Wake up to breathtaking ridgeline sunrises and experience true ski-front living from this rare top-floor end-unit Highlands condo in Wintergreen Resort. With extra windows, exceptional privacy, and panoramic mountain views, this beautifully updated 2BR/2BA retreat captures the magic of mountain living in every season. Never rented and thoughtfully maintained, the condo is offered fully furnished and move-in ready, featuring two fully renovated bathrooms (2025), HVAC (2019), washer/dryer (2024), and a new roof (2025). The light-filled living space was designed for relaxing and gathering, complete with a wood-burning fireplace, 73” TV, and professionally installed theater sound system for cozy evenings after a day on the slopes. Step onto the updated private deck to soak in the endless views, or walk just steps to direct ski access for effortless days on the mountain. Walk to Fire & Frost, spa, fitness, golf, and tennis. The Highlands Leisure Trail places dining, shops, and year-round amenities all within easy reach. Rarely do views, privacy, updates, and location come together so effortlessly in one of Wintergreen’s most sought-after settings.

1418 Highlands Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$259,000
2 Beds ⋅ 2 Baths ⋅ 677216 MLS
Beautifully renovated and tastefully decorated 2BR, 2BA condo in the desirable Laurelwood neighborhood at Wintergreen Resort. This one-level villa offers a bright and inviting open floor plan with the kitchen flowing seamlessly into the dining and living areas, centered around a stunning stone wood-burning fireplace. The spacious primary suite features an attached private bath, while the second bedroom and full bath provide comfortable accommodations for family and guests. Step outside onto the deck and enjoy the peaceful wooded setting and refreshing mountain air. Laurelwood is conveniently located in the heart of Wintergreen Resort village, next to The Market and within a short walk of skiing, hiking trails, restaurants, shopping, and resort amenities. Laurelwood is also the only condo neighborhood at Wintergreen with its own private outdoor swimming pool. Offered turn-key furnished, this move-in-ready mountain retreat is ideal as a weekend getaway.

762 Laurelwood Condos, Wintergreen Resort

Listing courtesy of PEAK REALTY VIRGINIA, LLC. Contact:

$579,000
4 Beds ⋅ 4 Baths ⋅ 676949 MLS
Nestled high near the top of Wintergreen Resort, this unique Wintergreen property that offers a perfect blend of luxury and comfort, ideal for year-round living, short term rentals or a weekend getaway. Unlike others this property has a detached garage with a driveway and pull off area. Surrounded by breathtaking mountain views and lush, natural beauty, this home features an open-concept living space filled with natural light, creating an inviting atmosphere for family gatherings or entertaining guests. The spacious living room, with its cozy fireplace and large windows, seamlessly connects to a well-appointed kitchen complete with modern appliances and ample counter space. Enjoy meals in the adjacent dining area or step outside to the expansive deck, perfect for al fresco dining or simply soaking in the serene surroundings. With four generously-sized bedrooms, including a master suite with an en-suite bathroom, this home provides plenty of space for family and friends. Located just minutes from skiing, hiking, brewery's, wineries, Route 151 festivities and all the recreational activities that Wintergreen Resort has to offer, this property is a true paradise

67 Forest Dr S, Wintergreen Resort

Listing courtesy of RE/MAX NEW HORIZONS. Contact:

$215,000
676860 MLS
These combined lots (C & D) offer one of the most unique opportunities for privacy, views, seclusion and location at Wintergreen. The two home sites have underground water & sewer, high speed internet, electricity and telephone. The lots are at the end of Laurel Springs drive and are located at the top of Shamokin Falls with great view potential down thru the Gorge. There can never be a house built which would invade privacy or block the view. The entire site is protected by dedicated open space. Look at aerial shots on the listing.

2242 Laurel Springs Dr, Wintergreen Resort

Listing courtesy of WINTERGREEN REALTY, LLC. Contact: