MLS Listings for Sale in Wintergreen, VA

69 homes

Sort:

Recommended

ABOUT THIS HOME
MLS Listings for Sale in Wintergreen, VA
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. Sol

$239,500

2 beds2 baths852 sq ft

2209 Tanners Ridge Condos, Wintergreen Resort, VA 22967

Private bathroom • Cozy fireplace • Vaulted ceilings

ABOUT THIS HOME
MLS Listings for Sale in Wintergreen, VA
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!

$415,000

2 beds2 baths1,340 sq ft

1921 High Ridge Pl Condos, Wintergreen Resort, VA 22967

Granite in kitchen • Year round views • Luxury vinyl floors

ABOUT THIS HOME
MLS Listings for Sale in Wintergreen, VA
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.

$673,000

3 beds2.5 baths2,556 sq ft

102 Devils Knob Loop, Wintergreen Resort, VA 22967

Mountain home • Craftsman style • 0.35 acre lot

ABOUT THIS HOME
MLS Listings for Sale in Wintergreen, VA
Make the discovery - This property is the ideal location if you are looking to be close to the activities near the Mountain Inn and the head of the ski slopes but still want the privacy of a quiet neighborhood. It is situated at the intersection of White Oak Drive and White Oak Lane providing entrance opportunities from either road.

$59,900

— beds— baths— sq ft

24 White Oak Ln, Wintergreen, VA 22967

0.56 acre lot • Community pool • Listed 11 days

ABOUT THIS HOME
MLS Listings for Sale in Wintergreen, VA
This gorgeous mountaintop golf front homesite on the 3rd green of Devils Knob provides you the opportunity to build your dream home in a location rarely available. With the prudent positioning of a home, the expansive view will include overlooking the green and looking back up the entire golf hole. A meandering drive to the rear of the property would locate a home away from the road and would overlook the green. Another advantage to being here is that just across Blue Ridge Dr. and around the corner is the Chestnut Springs Park, with picnic facilities and the property owner swimming pool. Located in the mountain village and convenient to all resort amenities including, golf, tennis, dining,

$69,000

— beds— baths— sq ft

1025 Chestnut Springs Lot #4 Blue Ridge Dr, Wintergreen Resort, VA 22967

Meandering drive • Expansive view • 0.45 acre lot

Property at TBD 20 Winter Wren Ln, Wintergreen Resort, VA 22967

$39,000

— beds— baths— sq ft

TBD 20 Winter Wren Ln, Wintergreen Resort, VA 22967

Property at 270 Timber Camp Lot 46 Dr, Roseland, VA 22967

$48,000

— beds— baths— sq ft

270 Timber Camp Lot 46 Dr, Roseland, VA 22967

Property at 88 7 Deerberry Ln, Wintergreen Resort, VA 22967

$44,900

— beds— baths— sq ft

88 7 Deerberry Ln, Wintergreen Resort, VA 22967

Property at 12 Dripping Rock Ln, Wintergreen Resort, VA 22967

$36,900

— beds— baths— sq ft

12 Dripping Rock Ln, Wintergreen Resort, VA 22967

Property at 62 Split Rock Trl, Wintergreen Resort, VA 22967

$39,980

— beds— baths— sq ft

62 Split Rock Trl, Wintergreen Resort, VA 22967

Property at 95 Hanging Rock Ln, Wintergreen, VA 22967

$55,000

— beds— baths— sq ft

95 Hanging Rock Ln, Wintergreen, VA 22967

Property at 116 East Catoctin Dr, Wintergreen Resort, VA 22967

$49,500

— beds— baths— sq ft

116 East Catoctin Dr, Wintergreen Resort, VA 22967

Property at 186 Hemlock Dr, Roseland, VA 22967

$249,000

— beds— baths— sq ft

186 Hemlock Dr, Roseland, VA 22967

Property at 862 Shamokin Springs Trl, Wintergreen Resort, VA 22967

$39,000

— beds— baths— sq ft

862 Shamokin Springs Trl, Wintergreen Resort, VA 22967

Property at 25 Stony Cove Ln, Roseland, VA 22967

$28,000

— beds— baths— sq ft

25 Stony Cove Ln, Roseland, VA 22967

Property at 37 Coopers Vantage, Roseland, VA 22967

$49,000

— beds— baths— sq ft

37 Coopers Vantage, Roseland, VA 22967

Property at 91 Shamokin Springs Trl, Wintergreen, VA 22958

$79,000

— beds— baths— sq ft

91 Shamokin Springs Trl, Wintergreen, VA 22958

Property at 82 Pedlars Edge Dr, Roseland, VA 22967

$55,000

— beds— baths— sq ft

82 Pedlars Edge Dr, Roseland, VA 22967

Property at 7 & 23 Lots 52 & 53 Wolftrap Ln, Wintergreen Resort, VA 22967

$199,500

— beds— baths— sq ft

7 & 23 Lots 52 & 53 Wolftrap Ln, Wintergreen Resort, VA 22967

Property at 00 108 Blackrock Cir, Wintergreen Resort, VA 22967

$89,987

— beds— baths— sq ft

00 108 Blackrock Cir, Wintergreen Resort, VA 22967

Property at 107 33 Chestnut Ln, Wintergreen Resort, VA 22967

$34,500

— beds— baths— sq ft

107 33 Chestnut Ln, Wintergreen Resort, VA 22967

Property at 11 22 Fairway Oaks Ln, Wintergreen, VA 22958

$41,500

— beds— baths— sq ft

11 22 Fairway Oaks Ln, Wintergreen, VA 22958

Property at 421 17 Blackrock Dr, Wintergreen Resort, VA 22967

$49,900

— beds— baths— sq ft

421 17 Blackrock Dr, Wintergreen Resort, VA 22967

Property at 340 Chestnut Pl, Roseland, VA 22967

$150,000

— beds— baths— sq ft

340 Chestnut Pl, Roseland, VA 22967

Property at 32 32 Chestnut Ln, Wintergreen, VA 22958

$35,000

— beds— baths— sq ft

32 32 Chestnut Ln, Wintergreen, VA 22958

Property at 355 Devils Knob Loop, Wintergreen, VA 22958

$59,000

— beds— baths— sq ft

355 Devils Knob Loop, Wintergreen, VA 22958

Property at TBD 155 Chestnut Springs Shamokin Springs Trl, Roseland, VA 22967

$49,900

— beds— baths— sq ft

TBD 155 Chestnut Springs Shamokin Springs Trl, Roseland, VA 22967

Property at 150 Shamokin Springs Trl, Roseland, VA 22967

$29,500

— beds— baths— sq ft

150 Shamokin Springs Trl, Roseland, VA 22967

Viewing page 2 of 2

MLS Listings for Sale in Wintergreen

There are currently 69 mls listings for sale in Wintergreen at a median listing price of $407K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Wintergreen stay on the market for 52 days. This map is refreshed with the newest listings in Wintergreen every 15 minutes.

In the past month, 21 homes have been sold in Wintergreen. In addition to houses in Wintergreen, there were also 42 condos, 2 townhouses, and 0 multi-family units for sale in Wintergreen last month. Find your dream home in Wintergreen using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Wintergreen are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Wintergreen. Our Wintergreen real estate stats and trends will give you more information about home buying and selling trends in Wintergreen. If you're looking to sell your home in the Wintergreen area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Wintergreen with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Wintergreen, VA

Nearby Cities

Zip Codes

Nearby Cities with MLS Listings

More to explore in Wintergreen, VA

Featured
Bedroom

How to buy a house in Wintergreen, VA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Virginia

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.