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
24 Trillium Close WINTERGREEN RESORT, VA This beautifully updated and spacious 4BR, tri-level, Townhome is just steps from the Wint...	4 beds \| 3 baths \| 2,263 sq.ft.	$329,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 5.61% Airbnb Rental Income: $1726 Traditional Rental Income: $2973 Airbnb ROI: 0.35% Traditional ROI: 5.61%
1717 High Ridge Condos WINTERGREEN RESORT, VA Enjoy yourself at this 2 bed, 2 bath condo with gorgeous views in Wintergreen! This home p...	2 beds \| 2 baths \| 1,237 sq.ft.	$425,000	Airbnb cash on cash: -1.48% Traditional cash on cash: 1.16% Airbnb Rental Income: $1028 Traditional Rental Income: $1730 Airbnb ROI: -1.48% Traditional ROI: 1.16%
93 Valley View Ln WINTERGREEN RESORT, VA Renovated mountain retreat with seasonal mountain views located minutes from the slopes & ...	4 beds \| 3 baths \| 1,694 sq.ft.	$597,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.34% Airbnb Rental Income: $1726 Traditional Rental Income: $2374 Airbnb ROI: 0.32% Traditional ROI: 2.34%
12 Powderhorn Ln WINTERGREEN RESORT, VA Best Value at Wintergreen! This Lovely corner lot home with great rock cropping's in the y...	4 beds \| 3 baths \| 2,200 sq.ft.	$569,500	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.37% Airbnb Rental Income: $1726 Traditional Rental Income: $2883 Airbnb ROI: 0.3% Traditional ROI: 3.37%
1460 LEDGES CONDOS WINTERGREEN RESORT, VA This one is an absolute stunner! Escape to this beautifully maintained and renovated 3br/3...	3 beds \| 3 baths \| 1,430 sq.ft.	$585,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 0.71% Airbnb Rental Income: $1876 Traditional Rental Income: $1974 Airbnb ROI: -0.39% Traditional ROI: 0.71%
1501 Cliffs Condos WINTERGREEN RESORT, VA Perched atop The Ridge with sweeping panoramic views of the Rockfish Valley and Blue Ridge...	1 beds \| 1 baths \| 763 sq.ft.	$325,000	Airbnb cash on cash: -1.93% Traditional cash on cash: 0.61% Airbnb Rental Income: $873 Traditional Rental Income: $1314 Airbnb ROI: -1.93% Traditional ROI: 0.61%
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.	$139,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 4.27% Airbnb Rental Income: $873 Traditional Rental Income: $1184 Airbnb ROI: -0.54% Traditional ROI: 4.27%
67 Forest Dr S WINTERGREEN RESORT, VA Nestled high near the top of Wintergreen Resort, this unique Wintergreen property that off...	4 beds \| 3 baths \| 2,336 sq.ft.	$579,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.67% Airbnb Rental Income: $1726 Traditional Rental Income: $2878 Airbnb ROI: 0.65% Traditional ROI: 3.67%
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.	$574,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 2.8% Airbnb Rental Income: $1726 Traditional Rental Income: $2677 Airbnb ROI: 0.23% Traditional ROI: 2.8%
2247 TANNERS RIDGE WINTERGREEN RESORT, VA You will not be disappointed with this Stunning, Updated Condo! Easy access via long fla...	2 beds \| 2 baths \| N/A	$228,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.15% Airbnb Rental Income: $1028 Traditional Rental Income: $1515 Airbnb ROI: -0.78% Traditional ROI: 3.15%
44 East Catoctin Dr WINTERGREEN RESORT, VA Located on the 13th hole of Devils Knob Golf Course, 44 E Catoctin Drive is a standout amo...	4 beds \| 4 baths \| 2,045 sq.ft.	$499,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 4.22% Airbnb Rental Income: $1726 Traditional Rental Income: $2856 Airbnb ROI: 0.78% Traditional ROI: 4.22%
952 Blue Ridge Dr WINTERGREEN RESORT, VA This charming mountain house is back on market due to buyers remorse. It has been a succes...	5 beds \| 4 baths \| 2,537 sq.ft.	$599,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 3.39% Airbnb Rental Income: $3180 Traditional Rental Income: $3085 Airbnb ROI: 2.27% Traditional ROI: 3.39%
247 Timbers Condos WINTERGREEN RESORT, VA Experience the ultimate mountain lifestyle in this premier ski-front studio at Wintergreen...	1 beds \| 1 baths \| 405 sq.ft.	$155,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.12% Airbnb Rental Income: $873 Traditional Rental Income: $1116 Airbnb ROI: -0.78% Traditional ROI: 3.12%
4 Trillium Pl WINTERGREEN RESORT, VA 4 Trillium Lane sits at one of the highest vantage points in the Trillium development, off...	4 beds \| 3 baths \| 2,263 sq.ft.	$360,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 5.3% Airbnb Rental Income: $1726 Traditional Rental Income: $2629 Airbnb ROI: 1.21% Traditional ROI: 5.3%
25 Hickorynut Rd WINTERGREEN RESORT, VA The ultimate little Wintergreen cottage located in Black Rock Village, just a short walk t...	2 beds \| 2 baths \| 923 sq.ft.	$365,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.78% Airbnb Rental Income: $1028 Traditional Rental Income: $1592 Airbnb ROI: 0.15% Traditional ROI: 2.78%
82 Warrior Run WINTERGREEN RESORT, VA Only the second owner, this architect designed home was built by Wind Jammer Builders with...	3 beds \| 2 baths \| 3,370 sq.ft.	$675,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.95% Airbnb Rental Income: $885 Traditional Rental Income: $2286 Airbnb ROI: -0.81% Traditional ROI: 1.95%
2246 TANNERS RIDGE CONDOS WINTERGREEN RESORT, VA Tucked into the trees at Wintergreen, this 1BR/1BA ground-level condo offers a wooded, pri...	1 beds \| 1 baths \| 615 sq.ft.	$149,000	Airbnb cash on cash: 1.55% Traditional cash on cash: 6.1% Airbnb Rental Income: $873 Traditional Rental Income: $1187 Airbnb ROI: 1.55% Traditional ROI: 6.1%
730 Laurelwood Condos WINTERGREEN RESORT, VA Tucked into the trees at Wintergreen, this 2BR/2BA ground-floor, walk-out end unit offers ...	2 beds \| 2 baths \| 936 sq.ft.	$239,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.9% Airbnb Rental Income: $1028 Traditional Rental Income: $1595 Airbnb ROI: 0.88% Traditional ROI: 4.9%
1505 CLIFFS CONDOS WINTERGREEN RESORT, VA Enjoy sweeping mountain views right out your private patio in this ground-level, walk-out ...	1 beds \| 1 baths \| 763 sq.ft.	$249,900	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.48% Airbnb Rental Income: $873 Traditional Rental Income: $1281 Airbnb ROI: 0.34% Traditional ROI: 3.48%

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

There are 43 investment properties available for sale in Wintergreen-resort.

In 2026, the best neighborhood to buy investment property is WINTERGREEN RESORT.

The ROI for Short-Term is higher than the Long-Term in Wintergreen-resort with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Wintergreen Resort, VA

24 Trillium Close

WINTERGREEN RESORT, VA

4 beds | 3 baths | 2,263 sq.ft.

$329,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $1726

Traditional Rental Income: $2973

Airbnb ROI: 0.35%

Traditional ROI: 5.61%

1717 High Ridge Condos

WINTERGREEN RESORT, VA

2 beds | 2 baths | 1,237 sq.ft.

$425,000

Airbnb cash on cash: -1.48%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $1028

Traditional Rental Income: $1730

Airbnb ROI: -1.48%

Traditional ROI: 1.16%

93 Valley View Ln

WINTERGREEN RESORT, VA

4 beds | 3 baths | 1,694 sq.ft.

$597,000

Airbnb cash on cash: 0.32%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $1726

Traditional Rental Income: $2374

Airbnb ROI: 0.32%

Traditional ROI: 2.34%

12 Powderhorn Ln

WINTERGREEN RESORT, VA

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

$569,500

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $1726

Traditional Rental Income: $2883

Airbnb ROI: 0.3%

Traditional ROI: 3.37%

1460 LEDGES CONDOS

WINTERGREEN RESORT, VA

3 beds | 3 baths | 1,430 sq.ft.

$585,000

Airbnb cash on cash: -0.39%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $1876

Traditional Rental Income: $1974

Airbnb ROI: -0.39%

Traditional ROI: 0.71%

1501 Cliffs Condos

WINTERGREEN RESORT, VA

1 beds | 1 baths | 763 sq.ft.

$325,000

Airbnb cash on cash: -1.93%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $873

Traditional Rental Income: $1314

Airbnb ROI: -1.93%

Traditional ROI: 0.61%

216 Timbers Condos

WINTERGREEN RESORT, VA

1 beds | 1 baths | 405 sq.ft.

$139,900

Airbnb cash on cash: -0.54%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $873

Traditional Rental Income: $1184

Airbnb ROI: -0.54%

Traditional ROI: 4.27%

67 Forest Dr S

WINTERGREEN RESORT, VA

4 beds | 3 baths | 2,336 sq.ft.

$579,000

Airbnb cash on cash: 0.65%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $1726

Traditional Rental Income: $2878

Airbnb ROI: 0.65%