Wintergreen Resort, VA Homes for Sale with AC

Perched at the highest elevation in Wintergreen Resort, this stunning A-Frame Lindal Cedar home offers sweeping 180-degree views of the Shenandoah Valley and Blue Ridge Mountains. From breathtaking winter sunsets to a prime vantage of the 14th fairway, the setting is nothing short of spectacular. The spacious 5-bedroom layout includes two primary suites?one conveniently located on the main level.

Dima Holmes WINTERGREEN REALTY, LLC

Beautiful craftsman-style home built by renowned local builder Duncan Macfarlane of Macfarlane Homes. Constructed with SIPs (Structural Insulated Panels), this green-build offers excellent energy efficiency, sound insulation, and durability. The spacious floor plan features a large primary suite on the main level, with four guest bedrooms and a generous family room upstairs. An attached two-car

Dima Holmes WINTERGREEN REALTY, LLC

This three bedroom/three bath condo, in the center of three major Wintergreen amenities, is the very closest condo on the mountain to walk to the Devils Knob Clubhouse! Imagine being able to easily jaunt down to both golf and tennis, as well as up to the aquatics center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the most incredible places to dine in the area, and

Kate Farley WINTERGREEN REALTY, LLC

This home is absolutely pristine! Walk just a few steps from your driveway to the trail leading right out to the Tyro slope. New remote controlled gas log insert, radon mitigation system, security system, new gutters & guards and PVC band board around deck. Featuring a large deck and with views across to the Ridge with swings located below in a beautifully landscaped area. Driveway is paved with

Wayne Flood WINTERGREEN REALTY, LLC

There's no disputing that the Overlook condos have the best location on the mountain for views and access, and this one is the perfect example of why. Stunning mountain & valley view's year-round, only 6 steps into the unit, and tastefully updated. Recent updates include; new carpeting, new HVAC/Heat Pump, and a renovated master bath. This unit's layout is efficient and comfortable which make

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Enjoy modern mountain luxury living at "Chalet on the Green," an exceptionally renovated 3 br/2 ba condo in Fairway Woods overlooking Devils Knob golf course. Drenched with custom decorator touches such as a space-saving dining banquette, grasscloth wall accents in dining area and the first bedroom, and mid century modern lighting accenting the vaulted ceiling. Large Pella windows brighten up the

Yvette Stafford MOUNTAIN AREA NEST REALTY

This is a fantastic ski chalet with a great location. It is just yards from the Eagles Swoop slope and a few minutes walk to the Mountain Village. Cozy, charming, and warm, the owners have spared no expense with extensive renovations and the appropriate maintenance. Architect Robin Meyer designed and managed the project with Tectonics II completing the work. They added a mudroom/entrance, 2

Ben Holmes WINTERGREEN REALTY, LLC

Experience the pinnacle of alpine elegance at 1421 Highlands, a top-floor sanctuary within Wintergreen Resort, VA. This 2-bedroom, 2-bathroom condo, fully furnished and turn-key ready, offers a lifestyle of luxury with stunning views of the Blue Ridge Mountains and direct ski slope access.The expansive windows of the updated living room frame the ever-changing vistas of the slopes, providing a

Marc Neufcourt Fathom Realty

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.

Ben Holmes WINTERGREEN REALTY, LLC

Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One of only 2 units in Diamond Hill with this unique spacious 1400 sq ft 2 level layout. Current owners have had both master bathrooms upgraded with custom tile work in showers, added closet space, replaced both water heaters, and had custom built in bunk beds in each master suite. This condo is perfect for two

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

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

Kate Farley WINTERGREEN REALTY, LLC

This is a 1st level, slope-side "ski in ski out" condo. 203 Timbers studio is located in the heart of it all! Steps away from Skiing, Dining & all the Resort Mountain Lodge has to offer. Being sold tastefully decorated & furnished. Features hard wood flooring, granite counters and a private deck with mountain views. Great as a "turn Key" investment or personal getaway, place to relax, unwind and

Brent Wooten Long & Foster Real Estate Inc.

This mid-century modern mountain cottage is one of the first Deck House homes ever built at Wintergreen Resort, offering a unique blend of architectural character and mountain charm. Known for their quality construction, Deck House homes feature rich natural wood finishes, abundant windows for passive solar warmth, and an airy, light-filled layout. Enjoy one-level living with heart pine ceilings,

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

880 Devils Knob Loop is a stunning mountain estate where luxury and livability converge in the heart of Wintergreen Resort. This 6-bedroom, 5 full and 3 half-bath home blends timeless architecture with thoughtful updates, including Ipe hardwood decking, sleek glass railings, and top-tier Viking and Sub-Zero appliances. The vaulted great room, anchored by a dramatic stone fireplace, flows

Jeff Mattie CORE REAL ESTATE PARTNERS LLC

Beautiful 1BR/1BA end-unit condo in the sought-after Highlands neighborhood. Enjoy a bright, open one-level floor plan with extra windows and natural light throughout. A unique Romeo & Juliet balcony opens from the dining area, and the spacious deck offers stunning views of the Blue Ridge Mountains, ski slopes, and unforgettable sunrises. Located directly across from the Wintergarden Spa &

Dima Holmes WINTERGREEN REALTY, LLC

Charming and light-filled 2-bedroom, 2.5-bath townhouse at Wintergreen Resort, offering 1,460 sq ft of comfortable living space. The main level features an open floor plan with the kitchen flowing into the dining and living areas. A cozy sunken conversation area surrounds the wood-burning fireplace?perfect for relaxing after a day on the slopes or trails. Upstairs, the spacious primary suite

Dima Holmes WINTERGREEN REALTY, LLC

Welcome to 1545 Cliffs—your mountain-view retreat! This beautifully maintained home offers sweeping views of the surrounding mountains and is currently operating as a successful short-term rental, providing immediate income potential for investors or second-home buyers. Inside, you'll find an updated kitchen with modern finishes, complemented by durable and stylish vinyl plank flooring

Nicole Artis Modern Move Agency, LLC

More Pictures coming soon. Nestled high near the top of Wintergreen Resort, this stunning 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

STEVEN MARTIN RE/MAX NEW HORIZONS

Beautifully updated and decorated 2BR/2BA top-floor end unit condo at Wintergreen Resort! Enjoy breathtaking mountain, valley, and sunrise views from this bright, private retreat. Located right on the Highlands ski slope and just steps from the Wintergarden Spa & Aquatics Center, this condo offers unmatched convenience. Walk to Fire & Frost, the Nature Foundation, and scenic hiking trails. The

Dima Holmes WINTERGREEN REALTY, LLC

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

IVY HAINES NEST REALTY GROUP

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

Michael Gaffney COMPASS-CHARLOTTESVILLE

This is a centrally located Wintergreen home with a strong rental history. The current owners have invested a substantial amount of money on interior upgrades with a major overhaul of the kitchen, almost all new windows/doors and new vapor barrier in the crawlspaces. The open floorplan is great for entertaining, and the four ample bedrooms offer plenty of room for guests. The parking area and

Ben Holmes WINTERGREEN REALTY, LLC

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. Spread across three levels, this expansive property seamlessly blends elegance with the natural beauty of its surroundings. The entry-level features a bright and

Robert Dawson BHHS Dawson Ford Garbee

Three words come to mind when describing this lovely chalet: Peace, then Quiet, & finally Quality. It is a place where one would go to unwind and recapture the tranquility of being in the forest in one of the most special places on Earth. This mountain chalet is at the end of a very quiet cul de sac not too far from the major facilities of Devils Knob It borders open space, the head waters of

Tim Merrick WINTERGREEN REALTY, LLC

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

Pamela Lang McKeithen MOUNTAIN AREA NEST REALTY

Welcome to your dream mountain retreat! This newly renovated condo, nestled within the picturesque Wintergreen Resort, offers the perfect blend of elegance and comfort. Located directly on the prestigious golf course and within a block away from the spa and Devil's Knob Grill, this property provides an unparalleled lifestyle for those seeking relaxation and recreation.

CATALINA SAN GIORGIO FOUR SEASONS REALTY 1

With beautiful Shenandoah Valley views and a convenient location this Wintergreen property provides superior value and features. The Devils Knob complex, Aquatics and Fitness Center and Fire and Frost Pizza are all just a short walk away. Minimal stairs to the property and a walk out deck that is perfect for dog owners. Recent updates include new HVAC, LVP, fully renovated primary bathroom with

Ben Holmes WINTERGREEN REALTY, LLC

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

Yvette Stafford MOUNTAIN AREA NEST REALTY

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

STEVE MARIANELLA WINTERGREEN REALTY, LLC

This is a super clean property with a great location. Just a five minute walk from the slopes and the resort village. Close to the Laurelwood pool with hiking trails in your backyard. It features a recently updated kitchen, bath and living spaces with modern finishes throughout, while still maintaining that mountain charm. Wintergreen is the perfect retreat and jumping off point for your Blue

Ben Holmes WINTERGREEN REALTY, LLC

Spacious 3 bedroom condo located in the heart of Devils Knob Village overlooking the 18th green of DK golf course. Ground floor unit features convenient access to large patio and backyard which is perfect for pet owners. All one level living offers convenient and comfortable living in this updated unit. Updates include; new flooring, new LED lighting, new kitchen counters & appliances, all new

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

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.

K.T. LYNN WINTERGREEN REALTY, LLC

Welcome to your dream slopeside retreat at Wintergreen! This luxurious and spacious home is a true gem, nestled right on the ski slope with breathtaking views that will leave you in awe. With room to accommodate all your family and friends, this home boasts not just one, but two master suites and a total of 5 bedrooms, all adorned with high-end finishes that exude luxury at every corner. Step

Michelle Doherty RLAH @properties

This dramatic view condo is high on the Wintergreen ridge and well above the tree line. The decor and materials are complete with rustic wood tones, granite, and luxury vinyl plank throughout for durability and an authentic mountain feel. Handsome furniture conveys to complete your mountain getaway. The wide open, expansive floor plan is a popular layout amongst these view condos and increases

Kate Farley WINTERGREEN REALTY, LLC