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.

Investment Property for Sale in Wintergreen Resort, VA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
163 MOUNTAIN INN CONDOS WINTERGREEN RESORT, VA ""Capture the Essence of Wintergreen by securing one of the finest condos at WTG's Mountai...	1 beds \| 1 baths \| N/A	$229,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 1.89% Airbnb Rental Income: $775 Traditional Rental Income: $1142 Airbnb ROI: -1.27% Traditional ROI: 1.89%
2028 STONE RIDGE CONDOS WINTERGREEN RESORT, VA Beautiful turn-key condo ready to rent or enjoy at Wintergreen! This 1 bedroom 2 full bath...	1 beds \| 2 baths \| 765 sq.ft.	$165,000	Airbnb cash on cash: -2.37% Traditional cash on cash: 5.52% Airbnb Rental Income: $775 Traditional Rental Income: $1700 Airbnb ROI: -2.37% Traditional ROI: 5.52%
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.	$639,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.9% Airbnb Rental Income: $1334 Traditional Rental Income: $2883 Airbnb ROI: -0.39% Traditional ROI: 2.9%
1921 HIGH RIDGE PL CONDOS WINTERGREEN RESORT, VA This is one of those rare opportunities to have everything you have been hoping to find! W...	2 beds \| 2 baths \| 1,340 sq.ft.	$415,000	Airbnb cash on cash: -2.95% Traditional cash on cash: 0.58% Airbnb Rental Income: $503 Traditional Rental Income: $1604 Airbnb ROI: -2.95% Traditional ROI: 0.58%
2229 TANNERS RIDGE CONDOS WINTERGREEN RESORT, VA Come enjoy the quiet and beauty of Wintergreen and the Blue Ridge Mountains while staying ...	2 beds \| 2 baths \| 812 sq.ft.	$235,000	Airbnb cash on cash: -2.75% Traditional cash on cash: 3.35% Airbnb Rental Income: $503 Traditional Rental Income: $1587 Airbnb ROI: -2.75% Traditional ROI: 3.35%
234 TIMBERS CONDOS WINTERGREEN RESORT, VA A perfect getaway and a minute walk to the ski front and all of Wintergreens activities at...	1 beds \| 1 baths \| 405 sq.ft.	$139,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 3.3% Airbnb Rental Income: $775 Traditional Rental Income: $1052 Airbnb ROI: -1.17% Traditional ROI: 3.3%
29 TRILLIUM CLOSE #A29 WINTERGREEN RESORT, VA Spacious and well-located Trillium townhouse in Devils Knob Village! Space, affordability,...	4 beds \| 4 baths \| 2,412 sq.ft.	$420,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 5.23% Airbnb Rental Income: $1334 Traditional Rental Income: $3219 Airbnb ROI: -0.61% Traditional ROI: 5.23%
962 DIAMOND HILL CONDOS WINTERGREEN RESORT, VA Rare two bedroom 2.5 bath, condo featuring ski-in ski-out slope access that sleeps 8. One ...	2 beds \| 3 baths \| 1,443 sq.ft.	$469,000	Airbnb cash on cash: -2.39% Traditional cash on cash: 1.84% Airbnb Rental Income: $503 Traditional Rental Income: $2089 Airbnb ROI: -2.39% Traditional ROI: 1.84%
216 TIMBERS CONDOS WINTERGREEN RESORT, VA Located just steps away to the slopes and the cozy Mountain Inn, 216 Timbers is an attract...	1 beds \| 1 baths \| 405 sq.ft.	$149,900	Airbnb cash on cash: -1.14% Traditional cash on cash: 3.93% Airbnb Rental Income: $775 Traditional Rental Income: $1184 Airbnb ROI: -1.14% Traditional ROI: 3.93%
2209 TANNERS RIDGE CONDOS WINTERGREEN RESORT, VA If you're looking for a sweet spot overlooking the golf course, this top floor Tanners Rid...	2 beds \| 2 baths \| 852 sq.ft.	$239,500	Airbnb cash on cash: -2.75% Traditional cash on cash: 3.14% Airbnb Rental Income: $503 Traditional Rental Income: $1563 Airbnb ROI: -2.75% Traditional ROI: 3.14%
2226 TANNERS RIDGE CONDOS #2226 WINTERGREEN RESORT, VA Wonderfully located totally renovated two bedroom, two bath condo on Devils Knob Golf Cour...	2 beds \| 2 baths \| 812 sq.ft.	$214,500	Airbnb cash on cash: -0.86% Traditional cash on cash: 5.32% Airbnb Rental Income: $503 Traditional Rental Income: $1485 Airbnb ROI: -0.86% Traditional ROI: 5.32%
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: -0.04% Traditional cash on cash: 2.25% Airbnb Rental Income: $1493 Traditional Rental Income: $2249 Airbnb ROI: -0.04% Traditional ROI: 2.25%
3234 NORTH RIDGE CONDOS WINTERGREEN RESORT, VA You are going to love this well-maintained 3 br/3 ba condo with ground floor walkout in No...	3 beds \| 3 baths \| 1,432 sq.ft.	$349,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 3.25% Airbnb Rental Income: $1493 Traditional Rental Income: $2263 Airbnb ROI: -0.43% Traditional ROI: 3.25%
240 TIMBERS CONDOS WINTERGREEN RESORT, VA Rare opportunity to own a ground floor, end unit, true 1 bedroom, with a fully updated kit...	1 beds \| 1 baths \| 660 sq.ft.	$164,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 4.04% Airbnb Rental Income: $775 Traditional Rental Income: $1286 Airbnb ROI: -1.23% Traditional ROI: 4.04%
27 VEERY LN WINTERGREEN RESORT, VA Located on the golf course at Wintergreen Resort, this stunning 4-bedroom home offers hard...	4 beds \| 3 baths \| 2,098 sq.ft.	$599,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.77% Airbnb Rental Income: $1334 Traditional Rental Income: $2677 Airbnb ROI: -0.37% Traditional ROI: 2.77%
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: 0.59% Traditional cash on cash: 3.46% Airbnb Rental Income: $1493 Traditional Rental Income: $2129 Airbnb ROI: 0.59% Traditional ROI: 3.46%
1421 HIGHLANDS CONDOS WINTERGREEN RESORT, VA This top-floor, end-unit condo offers stunning year-round mountain views and convenient ac...	2 beds \| 2 baths \| 1,134 sq.ft.	$375,000	Airbnb cash on cash: -2.82% Traditional cash on cash: 1.73% Airbnb Rental Income: $503 Traditional Rental Income: $1834 Airbnb ROI: -2.82% Traditional ROI: 1.73%
1933 HIGH RIDGE PL CONDOS WINTERGREEN RESORT, VA This condo enjoys one of the most spectacular locations at Wintergreen â not only perche...	2 beds \| 2 baths \| 1,136 sq.ft.	$429,000	Airbnb cash on cash: -2.89% Traditional cash on cash: 1.29% Airbnb Rental Income: $503 Traditional Rental Income: $1909 Airbnb ROI: -2.89% Traditional ROI: 1.29%
800 LAURELWOOD CONDOS WINTERGREEN RESORT, VA Just in time for ski season this beautifully updated 1 bedroom condo in the sought-after L...	1 beds \| 1 baths \| 648 sq.ft.	$159,000	Airbnb cash on cash: -2.24% Traditional cash on cash: 3.3% Airbnb Rental Income: $775 Traditional Rental Income: $1297 Airbnb ROI: -2.24% Traditional ROI: 3.3%
293 WHITE OAK DR WINTERGREEN RESORT, VA Once you enter this stunning mountain home you will know why you waited so long for the pe...	5 beds \| 5 baths \| 3,826 sq.ft.	$1,525,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.8% Airbnb Rental Income: $1874 Traditional Rental Income: $4619 Airbnb ROI: -0.49% Traditional ROI: 1.8%

Real Estate investment in Wintergreen-resort, VA

There are 20 properties for sale in the city of Wintergreen Resort . The median list price in Wintergreen Resort is $362,000 and the average price per square foot is $270. In December 2025, the average monthly cash on cash return in Wintergreen Resort is 3.00%. The average monthly rental income in Wintergreen Resort is $1,681.

Wintergreen-resort, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 20 investment properties available for sale in Wintergreen-resort.

In 2025, the best neighborhood to buy investment property is WINTERGREEN RESORT.

The ROI for Long-Term is higher than the Short-Term in Wintergreen-resort with average rental income of $1,681.

Your search for investment property begins and ends here

Investment Property for Sale in Wintergreen Resort, VA

163 MOUNTAIN INN CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | N/A

$229,000

Airbnb cash on cash: -1.27%

Traditional cash on cash: 1.89%

Airbnb Rental Income: $775

Traditional Rental Income: $1142

Airbnb ROI: -1.27%

Traditional ROI: 1.89%

2028 STONE RIDGE CONDOS

WINTERGREEN RESORT, VA

1 beds | 2 baths | 765 sq.ft.

$165,000

Airbnb cash on cash: -2.37%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $775

Traditional Rental Income: $1700

Airbnb ROI: -2.37%

Traditional ROI: 5.52%

12 POWDERHORN LN

WINTERGREEN RESORT, VA

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

$639,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $1334

Traditional Rental Income: $2883

Airbnb ROI: -0.39%

Traditional ROI: 2.9%

1921 HIGH RIDGE PL CONDOS

WINTERGREEN RESORT, VA

2 beds | 2 baths | 1,340 sq.ft.

$415,000

Airbnb cash on cash: -2.95%

Traditional cash on cash: 0.58%

Airbnb Rental Income: $503

Traditional Rental Income: $1604

Airbnb ROI: -2.95%

Traditional ROI: 0.58%

2229 TANNERS RIDGE CONDOS

WINTERGREEN RESORT, VA

2 beds | 2 baths | 812 sq.ft.

$235,000

Airbnb cash on cash: -2.75%

Traditional cash on cash: 3.35%

Airbnb Rental Income: $503

Traditional Rental Income: $1587

Airbnb ROI: -2.75%

Traditional ROI: 3.35%

234 TIMBERS CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | 405 sq.ft.

$139,000

Airbnb cash on cash: -1.17%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $775

Traditional Rental Income: $1052

Airbnb ROI: -1.17%

Traditional ROI: 3.3%

29 TRILLIUM CLOSE #A29

WINTERGREEN RESORT, VA

4 beds | 4 baths | 2,412 sq.ft.

$420,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 5.23%

Airbnb Rental Income: $1334

Traditional Rental Income: $3219

Airbnb ROI: -0.61%

Traditional ROI: 5.23%

962 DIAMOND HILL CONDOS

WINTERGREEN RESORT, VA

2 beds | 3 baths | 1,443 sq.ft.

$469,000

Airbnb cash on cash: -2.39%

Traditional cash on cash: 1.84%

Airbnb Rental Income: $503

Traditional Rental Income: $2089

Airbnb ROI: -2.39%