Wintergreen, VA Homes for Sale under $500,000

You will not be disappointed with this Stunning, Updated Condo! Easy access via long flat landing, followed by another short flight to unit! This impeccably decorated 2 bedroom, 2 bath unit, has been thoughtfully designed to keep you in the moment of your Mountain Getaway! Updated Kitchen, Appliances and Baths with Granite Countertop, Luxury Vinyl Plank Floors, Beautiful Interior Doors, and

Sherry Millard LONG & FOSTER - CHARLOTTESVILLE

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

LISA FLOOD PEAK REALTY VIRGINIA, LLC

Just Wow! Coveted top floor end, 2 bedroom, 2 bath. This home has convenient ingress/egress with no steps from the parking area to the building and only 1/2 flight of stairs to the front door! Location rules as you are just steps away from the Devils Knob Country Club, Wintergarden Spa and Fire and Frost restaurant. Resort Amenities, Food and Drink and cool spring/summer breezes await. Relax on

Robert Craig WINTERGREEN REALTY, LLC

This ground floor 3-bedroom condo is in the center of three major Wintergreen amenities, and an easy walk to The Spa, Devils Knob Clubhouse, and Fire & Frost! EV charging station is right outside as well! Imagine being able to easily dash down to both golf and tennis, as well as up to the aquatic's center/gym/spa/pool/hot tubs! The covered terrace at the Devils Grill is one of the best places to

Tim Merrick WINTERGREEN REALTY, LLC

This condominium is centrally located and has been lovingly maintained. It is near the private Laurelwood pool and the Wintergreen market. The straight-in entry makes access very comfortable for all ages. It is walkable to the ski slopes, restaurants, and all of the amenities of Black Rock Village. An ideal location for family and friends to enjoy the Wintergreen lifestyle. There are cathedral

K.T. LYNN WINTERGREEN REALTY, LLC

Tucked into one of Wintergreen’s most convenient locations, this fully furnished 2BR/2BA Three Ridges condo offers the ultimate “park and walk” mountain lifestyle. Located on the bottom floor for easy access and minimal stairs, you’re just a short stroll to the slopes, Mountain Inn, restaurants, shops, and year-round resort amenities. Whether you’re heading out for a ski day, grabbing dinner, or

LISA FLOOD PEAK REALTY VIRGINIA, LLC

This home's common-sense floor plan lends itself to carefree living. Enjoy the Wintergreen lifestyle in this efficient one-level home in the trees above a large conditioned crawl space. While the plan is efficient, there are lots of windows and a wall of glass to bring in light and to allow the enjoyment of nature. The generous deck provides areas for outdoor living and entertaining. Shamokin

K.T. LYNN WINTERGREEN REALTY, LLC

This is your chance to own a charming, updated mountain retreat just minutes from the heart of Wintergreen. Inglenook is a thoughtfully renovated cottage offering seasonal mountain views, a private setting backing to WPOA open space, and outdoor living areas designed to enjoy the natural surroundings. The main level features two bedrooms and a full bath, along with an airy, light-filled living

LISA FLOOD PEAK REALTY VIRGINIA, LLC

Beautifully renovated top-floor condo at Wintergreen Resort, with nearly all upgrades completed within the last five years. Offered fully furnished and turnkey with upscale furniture, high-end finishes, and tasteful décor throughout. The stunning kitchen features quartz countertops, driftwood cabinetry, stainless steel appliances, and an open layout ideal for entertaining. Beautiful hardwood

Dima Holmes PEAK REALTY VIRGINIA, LLC

Come see this ground level slope side condo located on the Diamond Hill Ski Slope (Wintergreen Resort). This unit features a sliding door to patio that is literally on the mountain overlooking the Blue Ridge. This unit also features an open floor plan that has a bed, spacious living room, fireplace, kitchen, pantry, bathroom, and comes fully furnished! Included with this home comes 2 additional

James Bauslaugh ROCKWISE REALTY LLC

Rare top-floor 2BR Stone Ridge condo at Wintergreen Resort featuring wide views of the 18th fairway and green along with beautiful seasonal mountain views and stunning sunsets. The top-floor location offers a more distinctive floor plan than mid-level units, with tray ceilings in the living room and peaked ceilings in the bedrooms, creating a more spacious and inviting feel. As an end unit, the

Dima Holmes PEAK REALTY VIRGINIA, LLC

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 PEAK REALTY VIRGINIA, LLC

Check out this rare 3 bedroom 3 bath condo along Wintergreen's "view" ridge! Relax in your very own mountain getaway and enjoy year round views of the mountains, valley, slopes and golf course all at once. One level living and an elevator to the third level make this home livable for anyone looking to avoid steps to climb. Central air and heat, wood burning fireplace, covered parking below, and a

STEVE MARIANELLA WINTERGREEN REALTY, LLC

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

LISA FLOOD PEAK REALTY VIRGINIA, LLC

Enjoy yourself at this 2 bed, 2 bath condo with gorgeous views in Wintergreen! This home presents itself with beautiful views, open floor plan and many upgrades. They say a picture is worth a thousand words, come see for yourself. Owner is a licensed agent in the Commonwealth of Virginia.

KRISTEL HARRIS EXP REALTY LLC - STAFFORD

Don't delay in seeing this one. This is one of the rarest condominiums at Wintergreen, NO STAIRS, and easy entry. Located near the spa and golf club, Tanners Ridge is also an easy walk to Wintergreen's nature trails, the Nature Center, and the Appalachian Trail. The interior design is very efficient with an open kitchen, living area with a wood-burning fireplace, and two bedrooms and baths on a

K.T. LYNN WINTERGREEN REALTY, LLC

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

Dima Holmes PEAK REALTY VIRGINIA, LLC

This updated condo is located in the desirable upper-level section in the Laurelwood complex. This is the closest LW building to all that the center village has to offer. This location offers wonderful seasonal views and a short walk to Black Rock Market, Center Village, and the ski slopes. The unit has been thoughtfully updated over the years, featuring: New appliances and kitchen counters,

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Charming slope-side condo featuring stunning slope and valley views with true ski-in/ski-out access. Ideally located in the heart of Center Village, just steps from restaurants, shops, and all the resort amenities. Thoughtful updates over the years include granite countertops, stainless steel appliances, washer and dryer, patio slider, and a beautiful stone fireplace hearth—plus a new HVAC system

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

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

Wayne Flood PEAK REALTY VIRGINIA, LLC

4 Trillium Lane sits at one of the highest vantage points in the Trillium development, offering direct views of the golf course. The property is within easy walking distance of the Wingarden Spa and Fire & Frost restaurant, making it a convenient base for enjoying Wintergreen's core amenities. For buyers prioritizing space, it offers some of the best square footage per dollar in the development.

Paul Hess NEST REALTY GROUP

This beautifully updated and spacious 4BR, tri–level, Townhome is just steps from the Wintergarden Spa & Fitness Center and close to golf, tennis, skiing, and the Nature Foundation. An ideal retreat for rental potential or for hosting two families with ease. Enjoy the privacy and spacious feel of a detached home—without the upkeep. As part of a well managed association, this townhome offers low

Michael Woolard RE/MAX REALTY SPECIALISTS-CHARLOTTESVILLE

Discover your perfect mountain retreat in this inviting 2-bedroom, 2-bathroom condo located in the desirable Laurelwood community at Wintergreen Resort. Bright and open, this condo offers a comfortable living space with a welcoming living area, well-appointed kitchen, ideal for relaxing or entertaining after a day on the slopes or exploring the scenic Blue Ridge Mountains. Both bedrooms provide

Wayne Flood PEAK REALTY VIRGINIA, LLC

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

STEVE MARIANELLA WINTERGREEN REALTY, LLC

Ski front condo with lovely Blue Ridge Mountain views! Located a short walk from the Mountain Inn and all it has to offer (restaurants, shopping, coffee shop, and more!). Sit on your deck and enjoy front row seats to the fireworks on July 4th. A great unit located at the heart of Wintergreen Resort for year round enjoyment.

CHASTITY MORGAN MOUNTAIN AREA NEST REALTY

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

LISA FLOOD PEAK REALTY VIRGINIA, LLC

Sitting on the new deck on a perfect fall afternoon, quiet and peaceful come to mind, then location. This refurbished house is close to great hiking & trout fishing and yet a short drive to cideries, breweries and wineries of the Rockfish Valley. Wintergreen Resort is only about 8-miles away and Stoney Creek is even closer. This fully furnished house is priced well below most of the three bedroom

Tim Merrick WINTERGREEN REALTY, LLC