Real Estate Investment Properties for Sale in Wintergreen Resort, VA

Looking for investment property in Wintergreen Resort, VA with high ROI ?

Explore a variety of short-term homes & houses in Wintergreen Resort, VA. Invest wisely with VRBO & Wintergreen Resort, VA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Wintergreen Resort, VA

Search for Single Family Residential for Sale in Wintergreen Resort, Virginia. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 6 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12 POWDERHORN LN WINTERGREEN RESORT, VA Open House Saturday 10/18 10:00-12:00 This Lovely corner lot home with great rock croppi...	4 beds \| 3 baths \| 2,200 sq.ft.	$689,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 2.62% Airbnb Rental Income: $3505 Traditional Rental Income: $2883 Airbnb ROI: 2.38% Traditional ROI: 2.62%
134 SQUIRREL TREE LN WINTERGREEN RESORT, VA Location offers excellent access, ski in ski out, close to hiking trails, wonderful year-r...	3 beds \| 3 baths \| 1,421 sq.ft.	$699,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 1.56% Airbnb Rental Income: $2963 Traditional Rental Income: $2257 Airbnb ROI: 1.6% Traditional ROI: 1.56%
127 BLACKROCK CIR WINTERGREEN RESORT, VA This mid-century modern mountain cottage is one of the first Deck House homes ever built a...	3 beds \| 2 baths \| 1,464 sq.ft.	$549,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.39% Airbnb Rental Income: $2963 Traditional Rental Income: $2224 Airbnb ROI: 2.5% Traditional ROI: 2.39%
30 CEDAR DR WINTERGREEN RESORT, VA Spend an afternoon relaxing on the covered wraparound porch or an evening by the fire of t...	3 beds \| 3 baths \| 1,752 sq.ft.	$559,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 2.25% Airbnb Rental Income: $2963 Traditional Rental Income: $2249 Airbnb ROI: 2.31% Traditional ROI: 2.25%
27 VEERY LN WINTERGREEN RESORT, VA Open House Saturday 10/18/25 at 10:00-12:00 Located on the golf course at Wintergreen Reso...	4 beds \| 3 baths \| 2,098 sq.ft.	$625,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.61% Airbnb Rental Income: $3505 Traditional Rental Income: $2677 Airbnb ROI: 2.71% Traditional ROI: 2.61%
84 WEST ELKWOOD DR WINTERGREEN RESORT, VA Location, price and great condition should have this cozy Wintergreen cabin at the top of ...	3 beds \| 2 baths \| 1,365 sq.ft.	$399,000	Airbnb cash on cash: 3.87% Traditional cash on cash: 3.46% Airbnb Rental Income: $2963 Traditional Rental Income: $2129 Airbnb ROI: 3.87% Traditional ROI: 3.46%

Your search for investment property begins and ends here

Single Family Homes for Sale in Wintergreen Resort, VA

12 POWDERHORN LN

WINTERGREEN RESORT, VA

4 beds | 3 baths | 2,200 sq.ft.

$689,000

Airbnb cash on cash: 2.38%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $3505

Traditional Rental Income: $2883

Airbnb ROI: 2.38%

Traditional ROI: 2.62%

134 SQUIRREL TREE LN

WINTERGREEN RESORT, VA

3 beds | 3 baths | 1,421 sq.ft.

$699,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 1.56%

Airbnb Rental Income: $2963

Traditional Rental Income: $2257

Airbnb ROI: 1.6%

Traditional ROI: 1.56%

127 BLACKROCK CIR

WINTERGREEN RESORT, VA

3 beds | 2 baths | 1,464 sq.ft.

$549,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $2963

Traditional Rental Income: $2224

Airbnb ROI: 2.5%

Traditional ROI: 2.39%

30 CEDAR DR

WINTERGREEN RESORT, VA

3 beds | 3 baths | 1,752 sq.ft.

$559,000

Airbnb cash on cash: 2.31%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $2963

Traditional Rental Income: $2249

Airbnb ROI: 2.31%

Traditional ROI: 2.25%

27 VEERY LN

WINTERGREEN RESORT, VA

4 beds | 3 baths | 2,098 sq.ft.

$625,000

Airbnb cash on cash: 2.71%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $3505

Traditional Rental Income: $2677

Airbnb ROI: 2.71%

Traditional ROI: 2.61%

84 WEST ELKWOOD DR

WINTERGREEN RESORT, VA

3 beds | 2 baths | 1,365 sq.ft.

$399,000

Airbnb cash on cash: 3.87%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $2963

Traditional Rental Income: $2129

Airbnb ROI: 3.87%

Traditional ROI: 3.46%

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.