Courtesy: Wintergreen Realty, Llc
434-361-0500
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.
Courtesy: Wintergreen Realty, Llc
434-361-0500
Enjoy beautiful mountain, sunset, and Shenandoah Valley views from this spacious five-bedroom, four-and-a-half-bath townhouse at Wintergreen Resort. The views stretch nearly 180 degrees and become even more dramatic from early November through early May when the leaves are off the trees. The open-concept kitchen, dining, and living area is perfect for entertaining and relaxation, featuring a wood-burning fireplace and access to a deck overlooking the mountains. The thoughtful layout includes two primary suites, each with a walk-in closet and private ensuite bath—one suite even offers its own balcony to enjoy the scenery.Ideally located near all upper-mountain amenities including the Spa & Fitness Center, Devils Knob Golf Course, tennis facilities, fine dining, and the Fire & Frost Bakehouse. Conveys turn-key furnished and ready for immediate enjoyment—whether as a full-time home, vacation retreat, or rental investment.
Courtesy: WINTERGREEN REALTY, LLC
434-361-0500
An attractive top floor, end unit condo with a convenient walking distance to the ski slopes and just in time for the upcoming ski season. 2 BR, 2 BA featuring 1.5 story floor plan with a good size bonus room off of the living room used as an overflow sleeping area. Many owners use these bonus rooms for additional sleeping or office space. It could be a great storage space. Top floor location allows for privacy from neighbors, high ceilings in the living room and more natural light. Wood burning fireplace in the living room with firewood and chimney sweep provided by the condo HOA. Condo conveys furnished. Minimum stairs from the parking to the condo door. The Laurelwood community has its own private outdoor swimming pool and is a short walk to the The Market. There is also a short walk to the Mountain Inn where you will find shopping, restaurants, a cafe and a comfortable lobby.
Courtesy: EPIQUE REALTY
Peaceful, private property in beautiful Wintergreen Resort! Fabulous opportunity for your own 3 bedroom, 3 FULL bath retreat including a 2 car attached garage with additional ample parking in the large drive! Enjoy the fantastic foliage from the sunroom while sipping your morning coffee. From the floor to ceiling cathedral windows, it feels like you're bringing the outside, inside! Don't let this one slip away! Schedule your showing today. **PLEASE, do not pull in driveway without an appointment or being accompanied by an agent. **
If you're looking for a sweet spot overlooking the golf course, this top floor Tanners Ridge getaway is for you! Inside this tastefully renovated and decorated 2 br/2 ba condo with vaulted ceilings, enjoy attractive laminate wood flooring throughout, along with updated kitchen and laundry appliances. Granite counters in the kitchen and bathrooms; the primary bedroom has its own private bathroom. A cozy fireplace in the great room is the perfect spot to lounge and relax after a day on the slopes (the condo association provides the firewood). Open up the sliding glass door to the deck and let in the cool mountain air. Fabulously fast fiber internet from Firefly for telework and streaming. Sold furnished and ready for you and your guests to enjoy!,Granite Counter,Fireplace in Great Room
Welcome to this incredibly renovated and upgraded 4 level townhouse in Trillium Close. No stone has been left unturned - high end finishes abound! Enter the main floor where this entire level has heated floors. Cozy living room with wood burning fireplace and gorgeous surround - with firewood included by the HOA! - that flows nicely to wooded back deck facing a golf hole. High end kitchen with fantastic cabinet space and full height quartz backsplash. The second level has a huge primary bedroom with walk-in closet and upgraded bathroom plus secondary bedroom, hall bath, and two linen closets. The top floor continues with two more nice size bedrooms with a bath between. The lower level comprises of an entertainment room with its own mini split plus a mud room to store the golf clubs and skis. Large two car garage with professionally epoxied floors has great storage and opens to a parking pad for two more cars. Fantastic mountain location in close proximity to the Devils Knob Complex with spa, aquatics, fitness, and restaurants. Easy drive out of Wintergreen to the 151 brewery and winery trail!
Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains. Large sliders invite the outside in, creating a seamless connection with the stunning landscape that changes with each season. Nature enthusiasts will appreciate being just steps from The Nature Foundation at Wintergreen, where hiking trails and educational programs await. Outdoor adventures continue with easy access to the renowned Blue Ridge Parkway and Skyline Drive, offering world-class scenic drives and countless photo opportunities. After a day of exploration, unwind at nearby Devils Backbone Camp or hit the slopes at Wintergreen Resort's premier skiing facilities. This four-season playground delivers endless recreation possibilities from golf and tennis in summer to snowboarding and tubing in winter.,Formica Counter,Painted Cabinets,Fireplace in Living Room
Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attractive and sharply decorated studio in the heart of Wintergreen Resort. Rated "Platinum" on the Wintergreen Resort Rental program ? a designation only assigned to 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 was installed in 2019. This is a great rental with bookings that extend well beyond ski season ($18,600/yr avg gross income 2022-2024). You can also use it as your own personal getaway, a place to relax and unwind after a day of exploring Nelson 151 wineries and breweries. Fast internet via Nelson Cable makes telework a breeze!,Granite Counter,Wood Cabinets
Wonderfully located totally renovated two bedroom, two bath condo on Devils Knob Golf Course. Everything has been done for you and it is in move in condition. Condo has been extremely well maintained and never been rented by current owners. Condo is not only on the Golf Course but is conveniently located in walking distance to the pool and Spa. Unit is a must see. Renovations were well done with Kraftmaid cabinets, stainless appliances , quartz counter tops and the list goes on!
Top floor 2 bed/2 bath Tanners Ridge condo! Fresh paint top to bottom. Incredible vaulted ceilings in the living room with wood trim accents and wood burning fireplace (and the association provides firewood) provide mountain chalet vibe. Efficient floor plan with balcony overlooking the golf course provides for a nice getaway on the mountain. Fantastic mountain location in close proximity to the Devils Knob Complex with spa, aquatics, fitness, and restaurants. Easy drive out of Wintergreen to the 151 brewery and winery trail!,Formica Counter,Wood Cabinets,Fireplace in Living Room
A rarity among mountain condos?this view condo has zero steps to the front door, and it has covered parking. This ground level condo has a large deck and an easy walkout to the grass which is wonderful to have the extra space for pets, kids, etc. The High Ridge Court decks were recently replaced. There are many upgrades over the last few years?nearly all new appliances, renovated kitchen with new countertops and backsplash, new lighting, new LVP flooring, new hardware in the bathrooms, some new furniture. High Ridge Court is in a great location to walk across the street to the golf course or the walking path to the Clubhouse. From this part of the ridge, there?s a view to the Shenandoah Valley, while this condo looks out over the Rockfish Valley. This turnkey property is currently a rental through Wintergreen Resort, making it easy to continue renting if a new owner prefers. Note: as of late August, the living room couches have been replaced with a gray Italian leather sectional sofa (looks fantastic!); all personal property conveys at this turn-key property.,Granite Counter,Wood Cabinets,Fireplace in Living Room
Beautiful turn-key condo just in time for your mountain getaway at Wintergreen! This 1 bedroom 2 full bath condo features LVP flooring throughout, granite countertops, and is fully furnished and ready to enjoy. Spend cool mornings with coffee around the gas fireplace, and end warm summer evenings relaxing on the covered patio. Located just minutes from the Wintergreen Spa & Fitness Center, the Nature Foundation, and the Devils Knob Golf Course & sports center. Dining options nearby include Fire & Frost, Devils Knob Grill, The Edge, The Copper Mine, and The Market at Wintergreen Resort.,Granite Counter,Painted Cabinets,Wood Cabinets,Fireplace in Living Room
Incredible mountain retreat nestled in the heart of Wintergreen Resort. This luxurious 6-bedroom home is a true gem, surrounded by the rugged peaks and dense forest of the Blue Ridge Mountains, offering breathtaking panoramic vistas. This expansive property seamlessly blends elegance with the natural beauty of its surroundings. The entry-level features a bright and airy great room with soaring floor-to-ceiling windows, filling the space with natural light and framing spectacular mountain views. The open-concept design connects the cozy LR with a FP, a dining area, and a stylish chef's kitchen. The primary suite on this level offers a spa-like bath. The lower-level features 4 BRs (3 with adjoining BAs), along with a family room with kitchenette. The finished basement adds a game room, a BR, a full BA, and a relaxing sauna. Step outside to entertain guests, dine al fresco, or soak in the serene atmosphere. A mountainside firepit adds a perfect touch for evenings under the stars. Experience the best of Wintergreen living with luxury amenities and endless opportunities for outdoor adventure. Whether you're looking for a primary residence, vacation home or investment property, this offers an unparalleled mountain living experience.,Granite Counter,Wood Cabinets,Fireplace in Great Room
Courtesy: COMPASS-CHARLOTTESVILLE
434-268-4968
Top floor 2 bed/2 bath Tanners Ridge condo! Fresh paint top to bottom. Incredible vaulted ceilings in the living room with wood trim accents and wood burning fireplace (and the association provides firewood) provide mountain chalet vibe. Efficient floor plan with balcony overlooking the golf course provides for a nice getaway on the mountain. Fantastic mountain location in close proximity to the Devils Knob Complex with spa, aquatics, fitness, and restaurants. Easy drive out of Wintergreen to the 151 brewery and winery trail!
Courtesy: MOUNTAIN AREA NEST REALTY
434-361-2440
Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attractive and sharply decorated studio in the heart of Wintergreen Resort. Rated Platinum on the Wintergreen Resort Rental program – a designation only assigned to 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 was installed in 2019. This is a great rental with bookings that extend well beyond ski season ($18,600/yr avg gross income 2022-2024). You can also use it as your own personal getaway, a place to relax and unwind after a day of exploring Nelson 151 wineries and breweries. Fast internet via Nelson Cable makes telework a breeze!
Courtesy: WINTERGREEN REALTY, LLC
434-361-0500
Discover mountain tranquility in this charming 2-bedroom, 2-bathroom condo nestled in the heart of Wintergreen Resort. This cozy retreat offers the perfect balance of comfort and adventure. The open concept living area creates a welcoming space for gathering with friends and family. Wake up to breathtaking panoramic views that showcase the natural beauty of Virginia's Blue Ridge Mountains. Large sliders invite the outside in, creating a seamless connection with the stunning landscape that changes with each season. Nature enthusiasts will appreciate being just steps from The Nature Foundation at Wintergreen, where hiking trails and educational programs await. Outdoor adventures continue with easy access to the renowned Blue Ridge Parkway and Skyline Drive, offering world-class scenic drives and countless photo opportunities. After a day of exploration, unwind at nearby Devils Backbone Camp or hit the slopes at Wintergreen Resort's premier skiing facilities. This four-season playground delivers endless recreation possibilities from golf and tennis in summer to snowboarding and tubing in winter.
Easy access to the slopes, ski check-in, market, restaurants, shops, and entertainment, this newly renovated end unit offers a cozy, private retreat year-round. Enjoy hiking over 30 miles of trails, a ninja warrior course, zip lining, tubing, volleyball, kayaking, or ski-in/ski-out access. Perfect for a weekend or week-long getaway! The condo features hardwood floors, comfortable bedding, a fully equipped kitchen, and two convertible sofas for extra sleeping space. A wood-burning fireplace adds extra warmth, with wood included! The owner has put in over $20k in renovations. It is currently listed on Airbnb and grossed over $21k in 2024.,Fireplace in Living Room
This is one of those rare opportunities to have everything you have been hoping to find! Walk right in with NO STEPS into the most spacious two bedroom condominium Wintergreen has to offer and enjoy spectacular year round views of the Blue Ridge Mountains , Rockfish Valley and winter views of the ski slopes. This one level floor plan offers carefree living, gracious space for entertaining and oversized wraparound deck for outdoor dining, relaxing and enjoying the views by day and stars by night! Tastefully furnished and upgraded with luxury vinyl floors, lighting and granite in kitchen it?s turnkey ready! High Ridge Place is Wintergreen?s finest and this one is waiting for you!,Granite Counter
This is the opportunity you've been waiting for! If you've been dreaming of that perfect mountain getaway, now is the time to make your move. Welcome to Inglenook, a beautifully updated mountain cottage at Wintergreen offering seasonal mountain views, and just a short distance from the main village. This cozy, move-in-ready home has been thoughtfully renovated with modern touches. The spacious wraparound decks invite you to enjoy the stunning surroundings outside. On the main level, you'll find two bedrooms and a full bath. The living area is both airy and inviting - featuring soaring ceilings and gleaming hardwood floors. A private primary suite awaits upstairs, while the terrace-level rec room/den and half bath offer endless possibilities for additional living space or entertainment areas. A charming spiral staircase tucked in the corner maximizes usable space across all three levels. Perfect for families and gatherings, and backing to WPOA open space, this gem offers a true mountain retreat, blending comfort and charm in a serene and private setting.,Wood Cabinets,Fireplace in Living Room
Here's a classic contemporary chalet you can enjoy year round at Wintergreen! With its convenient location to the slopes, this 3br/1.5ba getaway on Chestnut Ln has lovely seasonal mountain views and a large deck for entertaining. Inside, the warm wood paneling rises to a vaulted ceiling with a cozy den in the loft. The main level features an open concept kitchen/living/dining area, as well as 3 bedrooms and 1.5 bathrooms, both of which have been renovated. This home is ready for its last phase of updates and will make a great getaway!,Formica Counter,Wood Cabinets
Step into a beautifully transformed contemporary condo where heated floors throughout create ultimate comfort. Located in one of the most sought-after mountain destinations, this fully renovated 1-bed, 1-bath gem offers everything you need for year-round enjoyment?whether you?re seeking the perfect weekend escape or an investment property. Relax after a day of outdoor adventure with the luxury of heated tile floors, providing warmth and comfort during colder months. A stunning centerpiece in the kitchen, this unique bar invites you to sit back and enjoy the beauty of natural wood craftsmanship. Featuring sleek granite countertops, modern updated appliances, and an open layout?perfect for both casual meals and entertaining. Unwind in the custom bathroom with its impressive floor-to-ceiling tile work, offering a true spa-like experience in the comfort of your home. Stay cozy all year with an efficient heat pump and bi-polar air purifier, plus enjoy the ease of smart home features that make living here both convenient and comfortable. Whether it's skiing in the winter, hiking in the summer, or biking in the fall, this prime location offers endless outdoor activities right outside your door. Schedule a showing today!,Granite Counter,Fireplace in Family Room
BRAND NEW ROOF INSTALLED JUNE 2025!!This mountain home is presently producing income and also serves as second home getaway for the owners. This craftsman style 3 bedroom home has a 4th room that can also be used as a bedroom. No steps to the front door, a main level primary bedroom and a wonderful kitchen highlight the main living area, along with a wood burning fireplace. Extras include a full size backup generator, an electric car recharging station, conditioned crawl space with lots of storage.,Granite Counter,Wood Cabinets,Fireplace in Living Room
Highly Desirable TOP FLOOR END UNIT Highlands Condo with Panoramic Views! Best value on the ridge line! This beautifully furnished 2-bed, 2-bath Highlands condo offers the perfect blend of luxury, privacy, and convenience. A rare top-floor end unit, it boasts additional windows, flooding the space with natural light and enhancing the sense of openness. Take in sweeping, unobstructed views and breathtaking sunrises from your private, updated deck. Enjoy effortless ski access with no parking concerns?simply step outside and onto the slopes. The Highlands Leisure Trail offers a scenic walk to the Mountain Inn, dining, and shops. Year-round amenities, including the spa, pool, fitness center, golf, tennis, pickle ball, and Fire & Frost, are all within easy reach. Inside, the spacious living area is designed for comfort, featuring a wood-burning fireplace, a 73" TV, and a professionally installed theater sound system?perfect for cozy nights in. Offered fully furnished, this condo is truly move-in ready?ideal as a weekend getaway or a year-round retreat. Brand new roofs on all Highlands buildings installed April 2025. Opportunities to own a never-rented top floor end unit condo in Highlands are exceedingly rare. Don?t miss this one!,Granite Counter,Wood Cabinets,Fireplace in Living Room
Updated 2 Bedroom, 2 Bath condo located within a short walk to the ski slopes and the Mountain Inn Lodge. This is a first floor unit, great for owners with pets. The kitchen was updated about a year ago to an open concept and modern look with new cabinets, countertops, and flooring. The whole unit was freshly painted and new carpets were added to the bed rooms The entire unit was previously renovated including the bathrooms several years earlier. The unit includes two Ski closets. Three Ridges offers some of the lowest condo HOA fees at wintergreen. Some of the services included Firewood, maintenance and landscaping of the common areas, a master insurance policy, annual chimney sweep, snowplowing, dumpster and monthly maintenance checks. This unit is owned by a Licensed Virginia Realtor.,Fireplace in Living Room
Set your sights high and reach for your dream of peaceful mountaintop living. These are the Vistas you don't want to miss! Enjoy the ideal altitude for spectacular views of the Blue Ridge mountain peaks, Lake Monacan, the moon and the stars. Located directly across from Virginia's highest golf course, and facing the valley below on the slope side, this condo offers more than 1200 square feet of lovingly updated space. Freshly painted throughout, its renovated kitchen showcases new quartz countertops and tile backsplash. The newly remodeled master bathroom boasts custom tile work and walk-in shower with glass panel. The main living area and both bedrooms have new luxury flooring in honey mead tones. Endless activities at Wintergreen Resort include world-class golf, tennis and skiing. Amenities include great restaurants, hiking, pickle ball, and an updated fitness center. Award winning breweries and wineries are a short distance away. At the end of the day's activities, enjoy relaxing in the comfort of a Vistas condo. This unit's balcony is a great spot to star gaze in the evening and sip morning coffee during sunrise. See the difference ownership at 1584 Vistas can make for you, and bring your offers early!
Information is provided by Charlottesville Area Association of Realtors®. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interestedin purchasing. Copyright © 2026 Charlottesville Area Association of Realtors®. All rights reserved.
Wintergreen Resort is located in Virginia. Wintergreen Resort, Virginia has a population of 858.
The median household income in Wintergreen Resort, Virginia is $71,502. The median household income for the surrounding county is $67,707 compared to the national median of $69,021. The median age of people living in Wintergreen Resort is 40.3 years.
The average high temperature in July is 87.3 degrees, with an average low temperature in January of 24.5 degrees. The average rainfall is approximately 43 inches per year, with 14 inches of snow per year.
