Wintergreen, VA Homes for Sale under $500,000

Located in a quieter section of Wintergreen this charming mountain property is at a convenient walk to the Appalachian Trail as well as several hikes from the Wintergreen trail system. The lot is gentrly sloping with a level, park-like front yard and a detached garage that has been converted into a studio. The home itself has a very attractive floor plan with many windows throghout to enjoy the

Dima Holmes WINTERGREEN REALTY, LLC

Highly Desirable TOP FLOOR END UNIT Highlands Condo with Panoramic Views and Direct Ski Access! This beautifully furnished 2-bed, 2-bath Highlands condo offers the perfect blend of luxury, privacy, and convenience. Both bathrooms were just gorgeously renovated from floor to ceiling ($26k+). HVAC-2019, washer/dryer-2024, new roof-2025. A rare top-floor end unit, it boasts additional windows,

LISA FLOOD WINTERGREEN REALTY, LLC

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 WINTERGREEN REALTY, LLC

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 WINTERGREEN REALTY, LLC

Stunning views, Stunning location and Stunning renovations. Don't miss out on this updated home located on the "Ridge" Spacious and bright along with 2 decks that bring the outdoors in. Just steps to the superb amenities of golf, tennis and pickleball at the Devils Knob Club. Catch a workout at the Wintergarden Spa or a bite to eat at Devils Grill or Fire and Frost. Gaze over the ski resort and

Robert Craig WINTERGREEN REALTY, LLC

Welcome to 1710 High Ridge Condo at Wintergreen Resort! This inviting 2-bedroom, 2-bath condo offers the perfect mountain retreat in the heart of Wintergreen Resort. The open living and dining area creates a warm, welcoming space to relax after a day on the slopes, golf course, or hiking trails. Both bedrooms are generously sized, with two full bathrooms providing privacy and ease for family and

Wayne Flood 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

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

Fabulous 2 bedroom hard to find end unit in Overlook. Being sold mostly furnished.

RANDY THOMPSON THOMPSON REAL ESTATE COMPANY

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

LISA FLOOD WINTERGREEN REALTY, LLC