Wintergreen Resort real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Wintergreen Resort real estate agent to arrange a tour today!
Nestled in the heart of Wintergreen Resort, this charming 2-bedroom, 2-bathroom condo offers 1,126 square feet of living space. Features a gas fireplace, large balcony, an open-concept living area that creates a warm and inviting atmosphere. The well-appointed kitchen and spacious bedrooms provide ample space for relaxation and entertaining. Recent updates include new LVP floors, new washer/dryer, new pottery barn sofa, upgraded foam mattresses, new kitchen appliances and a new Arhaus table. This condo is ideally situated overlooking the 18th fairway of DK golf course. Whether you're looking for a weekend getaway or a permanent residence, this property offers the perfect blend of comfort and convenience. Conveniently located in the heart of Devils Knob Village.,Granite Counter,Painted Cabinets,Fireplace in Living Room
Nestled in the heart of Wintergreen Resort, this charming 2-bedroom, 2-bathroom condo offers 1,126 square feet of living space. Features a gas fireplace, large balcony, an open-concept living area that creates a warm and inviting atmosphere. The well-appointed kitchen and spacious bedrooms provide ample space for relaxation and entertaining. Recent updates include new LVP floors, new washer/dryer, new pottery barn sofa, upgraded foam mattresses, new kitchen appliances and a new Arhaus table. This condo is ideally situated overlooking the 18th fairway of DK golf course. Whether you're looking for a weekend getaway or a permanent residence, this property offers the perfect blend of comfort and convenience. Conveniently located in the heart of Devils Knob Village.
The blend of modern architecture and a cozy mountain cabin is not often seen at Wintergreen Resort, with the exception of 40 East Elkwood Drive! The southern facing perspective allows you to collect natural light through the large windows and skylight. This also makes the back deck the perfect place to spend your time while enjoying the seasonal Blue Ridge views all day long! The following major components were addressed less than 10 years ago: windows, addition of fiber cement siding, back deck, crawl space, and roof! These are big ticket items that you can benefit from for years to come. Two bedrooms and one bathroom are located on each side of the home brought together by the centrally located living room and kitchen. In case your four-legged friends need a bath, there is an elevated pet tub to get them squeaky clean again! Wintergreen Mountain Village is right up the road and this home makes a perfect anchor for all of your mountain adventures!,Tile Counter,Wood Cabinets
This is a rare end unit Laurelwood top 2 floors with the additional side living space which is currently in use as a 3rd bedroom. Nice view into the Black Rock Village and adjacent nature area. Laurelwood is within easy walking distance to skiing and the restaurants, market and other amenities of Black Rock Village. Floorplan available on request.,Fireplace in Living Room
A rare find. This 4 bedroon, 4 bath, top floors condominium has it all: elevator access, incredible views and great location. All baths have recently been remodeled, new tv's added, decks redone, paint and flooring. With its size and view, this condominium compares to multi-million dollar homes which are built to enjoy the view. Elevator access is a huge plus.
This well maintained slope-side condo offers the ultimate convenience?step right out your door and onto the slopes! Located in the heart of Center Village with a dedicated parking. You're just a short walk to all the action, including restaurants, shopping, and a vibrant array of events like music and art festivals. Whether you're looking for a cozy retreat for your family or an excellent rental investment, this property is ready for enjoyment. Beyond skiing, the area boasts easy access to hiking, biking, and countless other outdoor adventures. Don?t miss this opportunity to own a prime piece of mountain living!,Formica Counter,Painted Cabinets,Fireplace in Living Room
Welcome to this delightful mountain home, featuring a spacious open floor plan that invites comfort and convenience. The one-level layout features a great room with cathedral ceilings and a stone fireplace, and it is open towards the kitchen and the dining area. The primary suite down the hallway is spacious and features a good-sized walk-in closet. The rear deck offers a hot tub for relaxation after skiing, while the covered front porch provides ample seating to enjoy the fresh mountain air during the beautiful spring, summer, and fall days. This home is centrally located to enjoy many Resort amenities. The ski shuttle bus stop is a three-minute walk away, and access to a Wintergreen hiking trail leading to the Appalachian Trail is conveniently walkable. The Nature Foundation and the Wintergarden Spa & Aquatics Center are both within walking distance of this home. The property's charm, along with its central location, makes it a popular rental. The home is being sold fully furnished and move-in ready.,Granite Counter,Oak Cabinets,Fireplace in Great Room
Stunning top floor, end unit, two bedroom/ two bath condo offering some of the best mountain, valley, sunrise and ski villlage views you could get from a Wintergreen property. The interior of this villa has been completely and gorgeously renovated in the last 4 years. Some of the highlights include beautiufl 3/4" White Oak flooring throughouth the condo (the flooring came from Appalachian Woods Mill in the Shenandoah Valley), completely remodelled kitchen with quartzite countertops, renovated baths, no more popcorn ceiling, new HVAC and water heater and much more. The property conveys with all the beautiful funishings and a fully equipped kitchen. There is a large trex and stainess steel cables deck off of the living room. The primary suite is on the second floor and offers a great space and privacy. Large attick storage off of the primary bathroom. For a top floor condo, this property has a very easy access with minimum stairs from the parking area. The condo has a very strong rental. Per the owners, the gross rental revenue for the last two years was: 2024- $49,522.50 and 2023- $53,660.75. Located across from Fire & Frost Bake House and at a short walk to the Wintergarden Spa, and Devils Knob Sports Center.,Granite Counter,Wood Cabinets,Fireplace in Living Room
This well maintained slope-side condo offers the ultimate convenienceâ??step right out your door and onto the slopes! Located in the heart of Center Village with a dedicated parking. You're just a short walk to all the action, including restaurants, shopping, and a vibrant array of events like music and art festivals. Whether you're looking for a cozy retreat for your family or an excellent rental investment, this property is ready for enjoyment. Beyond skiing, the area boasts easy access to hiking, biking, and countless other outdoor adventures. Donâ??t miss this opportunity to own a prime piece of mountain living!
Stunning top floor, end unit, two bedroom/ two bath condo offering some of the best mountain, valley, sunrise and ski villlage views you could get from a Wintergreen property. The interior of this villa has been completely and gorgeously renovated in the last 4 years. Some of the highlights include beautiufl 3/4" White Oak flooring throughouth the condo (the flooring came from Appalachian Woods Mill in the Shenandoah Valley), completely remodelled kitchen with quartzite countertops, renovated baths, no more popcorn ceiling, new HVAC and water heater and much more. The property conveys with all the beautiful funishings and a fully equipped kitchen. There is a large trex and stainess steel cables deck off of the living room. The primary suite is on the second floor and offers a great space and privacy. Large attick storage off of the primary bathroom. For a top floor condo, this property has a very easy access with minimum stairs from the parking area. The condo has a very strong rental. Per the owners, the gross rental revenue for the last two years was: 2024- $49,522.50 and 2023- $53,660.75. Located across from Fire & Frost Bake House and at a short walk to the Wintergarden Spa, and Devils Knob Sports Center.
In terms of ski in ski out properties, you will not find a better situated property than 235 Timbers. One can ski directly to the porch of the property from the beginning to the end of ski season. 235 Timbers enjoys a panoramic view of the Blue Ridge Mountains and is only a minutes walk to the Mountain Inn. It is not currently in a rental program but could potentially be a fantastic rental.
In terms of ski in ski out properties, you will not find a better situated property than 235 Timbers. One can ski directly to the porch of the property from the beginning to the end of ski season. 235 Timbers enjoys a panoramic view of the Blue Ridge Mountains and is only a minutes walk to the Mountain Inn. It is not currently in a rental program but could potentially be a fantastic rental.
This two bedroom, two bath villa offers some of the best views and location for a view condo at Wintergreen. Enjoy breathtaking panoramic mountain, valley, ski village and surnrise views all year round. Being an end unit, and located on the left side of the building, this condo offers some of the most dramatic and unobstructed mountain and valley views you can enjoy at Wintergreen. Here, your view from the living room, dining and kitchen will not be obstructed by other condo buildings or sections of the same building, like you would find is the case in other locations in Vistas and even Cliffs neighobrhood. The primary suite offers more windows, due to this being an end unit.And the floor plan is larger. The property has minium steps from the parking to the condo entry door. This trully is a unique and somewhat rare location and property. The floor plan is bight and open with a large kitchen that is open to both the dining area and the living room. A wall of glass in the living room and the dining area allows you to enjoy the magestic views from inside your villa. There is a great size deck to spend endless hours on a beaitufl Spring, Summer or Fall day. The whole interior was just repainted. The condo conveys furnished.,Formica Counter,Oak Cabinets,Fireplace in Living Room
This charming mountain getaway is cozied into the hillside in a serene setting among ferns and forested views. The expansive deck has new outdoor furniture and plenty of space for outdoor dining as well. Enjoyed as a four bedroom property, the bonus room can be a sleeping space, kids gaming area, gear room/ski locker, media room. Two spacious bedrooms on the main level and top level can each be primary suites, have room for sitting areas/desks, and access to decks. This layout provides plenty of opportunity for both gathering space and room to spread out on three levels. With the sleeper sofa in the basement family room and the four bedrooms, this house currently sleeps nine, or ten with a rollaway bed. The family room in the basement has a wood stove connection for an additional fireplace feature/heat source if desired. A WPOA green belt leads to the golf course and Wintergreen Nature Foundation. Roof, windows, and kitchen have been updated or replaced. HVAC systems serviced and new heat pump system in July 2024. Make this Devils Knob mountain house yours!,Granite Counter,Fireplace in Family Room,Fireplace in Living Room
Beautiful 1BR, 2 BA villa in the newest condo building at Wintergreen. Only 4 years old! Most other condos at Wintergreen are 25+ years old! There is great value in this almost-new construction. When the owners worked with the builder, they had him upgrade some of the interior finishes, like soft close kitchen cabinets, wall tile in the master bathroom, nice LVT flooring, beautiful wood paneling around the fireplace with electronics cables concealed behind it, barn door on the master bath, fireplace blower, steps from the deck to the back yard with a gate, and much more. I've attached the complete list with special features under the Documents section. Additional upgrades in the last year include granite countertops in the kitchen, painted cabinets with new hardware, and new light fixtures. The condo interior was just painted. There is a good-sized crawlspace with a private door and space under the deck that could be used for additional storage. Very easy access from parking to the condo entry door. The condo has not been rented in the last year but used to be a very successful rental prior to that and could again generate a steady rental revenue.,Granite Counter,Painted Cabinets,Fireplace in Living Room
Step into the Wintergreen Lifestyle with a nicely maintained one bedroom, one bath condominium home. Bountiful light through the sliders and windows. Bedroom has volume ceilings and plenty of room. Sleep guests on the sleeper sofa in the Great Room. Relax by the fireplace on those chilly nights this winter and anticipate those cool summer evenings on the large patio. Partial winter views showcase the twinkling lights in the Shenandoah Valley. Great location as you can walk to the Wintergarden Spa, Nature Foundation and the Devils Knob Club. Easy access to the Wintergreen Trail System. Condo Association dues are $1,200 per quarter and WPOA is $2,170 annually for 2025.,Formica Counter,Wood Cabinets,Fireplace in Great Room
Step into the Wintergreen Lifestyle with a nicely maintained one bedroom, one bath condominium home. Bountiful light through the sliders and windows. Bedroom has volume ceilings and plenty of room. Sleep guests on the sleeper sofa in the Great Room. Relax by the fireplace on those chilly nights this winter and anticipate those cool summer evenings on the large patio. Partial winter views showcase the twinkling lights in the Shenandoah Valley. Great location as you can walk to the Wintergarden Spa, Nature Foundation and the Devils Knob Club. Easy access to the Wintergreen Trail System. Condo Association dues are $1,200 per quarter and WPOA is $2,170 annually for 2025.
This two bedroom, two bath villa offers some of the best views and location for a view condo at Wintergreen. Enjoy breathtaking panoramic mountain, valley, ski village and surnrise views all year round. Being an end unit, and located on the left side of the building, this condo offers some of the most dramatic and unobstructed mountain and valley views you can enjoy at Wintergreen. Here, your view from the living room, dining and kitchen will not be obstructed by other condo buildings or sections of the same building, like you would find is the case in other locations in Vistas and even Cliffs neighobrhood. The primary suite offers more windows, due to this being an end unit.And the floor plan is larger. The property has minium steps from the parking to the condo entry door. This trully is a unique and somewhat rare location and property. The floor plan is bight and open with a large kitchen that is open to both the dining area and the living room. A wall of glass in the living room and the dining area allows you to enjoy the magestic views from inside your villa. There is a great size deck to spend endless hours on a beaitufl Spring, Summer or Fall day. The whole interior was just repainted. The condo conveys furnished.
Beautiful 1BR, 2 BA villa in the newest condo building at Wintergreen. Only 4 years old! Most other condos at Wintergreen are 25+ years old! There is great value in this almost-new construction. When the owners worked with the builder, they had him upgrade some of the interior finishes, like soft close kitchen cabinets, wall tile in the master bathroom, nice LVT flooring, beautiful wood paneling around the fireplace with electronics cables concealed behind it, barn door on the master bath, fireplace blower, steps from the deck to the back yard with a gate, and much more. I've attached the complete list with special features under the Documents section. Additional upgrades in the last year include granite countertops in the kitchen, painted cabinets with new hardware, and new light fixtures. The condo interior was just painted. There is a good-sized crawlspace with a private door and space under the deck that could be used for additional storage. Very easy access from parking to the condo entry door. The condo has not been rented in the last year but used to be a very successful rental prior to that and could again generate a steady rental revenue.
Just in time to join the Winter Festivities! ONLY A FEW STEPS away to exit the building and you are directly at the Slopes and ready to start your skiing adventure for the day! Located in the Mountain Village, where all of the activities happen, this cozy, tastefully decorated, condo awaits its new owners This turnkey condo offers LVP Flooring, Updated Bathroom & Kitchenette! Freshly painted with Updated Lighting! The current owner used this unit for her "time away" treasure, however, if you are looking for an investment, this "Platinum Level" unit enjoyed a rental history prior to owner purchasing the property..2021-$13700, 2022-$20,820, 2023-$15,000. Spacious Deck for you and your family to enjoy your favorite beverage at the end of a busy, fun-filled day!,Oak Cabinets
Just in time to join the Winter Festivities! ONLY A FEW STEPS away to exit the building and you are directly at the Slopes and ready to start your skiing adventure for the day! Located in the Mountain Village, where all of the activities happen, this cozy, tastefully decorated, condo awaits its new owners This turnkey condo offers LVP Flooring, Updated Bathroom & Kitchenette! Freshly painted with Updated Lighting! The current owner used this unit for her "time away" treasure, however, if you are looking for an investment, this "Platinum Level" unit enjoyed a rental history prior to owner purchasing the property..2021-$13700, 2022-$20,820, 2023-$15,000. Spacious Deck for you and your family to enjoy your favorite beverage at the end of a busy, fun-filled day!
This charming 2-bedroom, 2-bathroom condo is a winter enthusiast's dream, located within a picturesque ski resort. Enjoy breathtaking sunrise views that perfectly complement your morning coffee. The unit has been completely updated, boasting modern finishes throughout and is in move-in-ready condition. Whether you're seeking a cozy retreat or a base for adventure, this property offers both comfort and convenience in a stunning winter wonderland setting.,Granite Counter,Wood Cabinets,Fireplace in Living Room
This charming 2-bedroom, 2-bathroom condo is a winter enthusiast's dream, located within a picturesque ski resort. Enjoy breathtaking sunrise views that perfectly complement your morning coffee. The unit has been completely updated, boasting modern finishes throughout and is in move-in-ready condition. Whether you're seeking a cozy retreat or a base for adventure, this property offers both comfort and convenience in a stunning winter wonderland setting.
This sweet little cottage is perched on the hillside with winter mountain and slope views! There is wall of doors and windows for seeing all the skiing action down on Tyro and a huge wraparound deck for enjoying the other three seasons of the year! The greatroom is open yet cozy with a cathedral ceiling and hardwood floors. Great spot to hang out and warm up by the "gas" woodstove. There is also a spacious dining area that opens onto the deck and the views are beautiful! The kichen is small but close to all the living areas. On the bottom level there are three comfy bedrooms and a full bath. The second full bath is on the mid level when you come in the front door. Ski season is in full swing so it's perfect timing to come and see this charming little bungalow!,Granite Counter,Wood Cabinets
Nice generous lot along the tee on hole # 13 of Devils Knob Golf Course. The topography of this property would be perfect for a two story home where you have the main living areas on the second floor so you can maximize the exposure and views towards the golf fairway. Some seasonal mountain and Shenandoah Valley views may be possible upon construction. Very central location off of Devils Knob Loop and at a convenient walk to the Devils Knob Overlook, the ski shuttle bus stop and several hiking trails. The adjoining lot 7 is also offered for sale and the combination of lot 7 and lot 8 is offered as a separate listing at $135,000 (total of 0.81ac between the two lots). It is fairly easy to combine the two properties you pay only one annual HOA fee.
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