Airbnb Properties for Sale in Wintergreen Resort, VA

Looking for a vacation rental investment in Wintergreen Resort, VA with high ROI ?

Explore a range of newly added short-term rental homes in Wintergreen Resort, VA. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb For Sale in Wintergreen Resort, VA

Q: How to get Wintergreen-resort, VA Airbnb data?

Airbnb data on vacation rentals in Wintergreen-resort, VA is available at Mashvisor. You can access data such as listings, real-time pricing trends, Wintergreen-resort, VA market insights, guest information and booking details, seasonality trends and historical Wintergreen-resort, VA Airbnb performance data .

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
16 CHESTNUT LN WINTERGREEN RESORT, VA Here's a classic contemporary chalet you can enjoy year round at Wintergreen! With its con...	3 beds \| 2 baths \| 1,504 sq.ft.	$385,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 3.76% Airbnb Rental Income: $2963 Traditional Rental Income: $2172 Airbnb ROI: 4.06% Traditional ROI: 3.76%
589 Pedlars Edge Drive WINTERGREEN RESORT, VA Charming 4BR/2.5BA chalet in Wintergreen with a three tier sprawling deck on over a half a...	4 beds \| 3 baths \| 2,300 sq.ft.	$498,500	Airbnb cash on cash: 3.83% Traditional cash on cash: 3.6% Airbnb Rental Income: $3505 Traditional Rental Income: $2626 Airbnb ROI: 3.83% Traditional ROI: 3.6%
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: 5.44% Traditional cash on cash: 3.3% Airbnb Rental Income: $1832 Traditional Rental Income: $1052 Airbnb ROI: 5.44% Traditional ROI: 3.3%
2148 FAIRWAY WOODS WINTERGREEN RESORT, VA Enjoy modern mountain luxury living at "Chalet on the Green," an exceptionally renovated 3...	3 beds \| 2 baths \| 1,419 sq.ft.	$325,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.53% Airbnb Rental Income: $2963 Traditional Rental Income: $1893 Airbnb ROI: 3.8% Traditional ROI: 2.53%
2225 TANNERS RIDGE CONDOS WINTERGREEN RESORT, VA Step into a beautifully transformed contemporary condo where heated floors throughout crea...	1 beds \| 1 baths \| 615 sq.ft.	$182,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 2.59% Airbnb Rental Income: $1832 Traditional Rental Income: $1227 Airbnb ROI: 3.23% Traditional ROI: 2.59%
2061 STONE RIDGE CONDOS #2061 WINTERGREEN RESORT, VA Spacious 3 bedroom condo located in the heart of Devils Knob Village overlooking the 18th ...	3 beds \| 3 baths \| 1,400 sq.ft.	$269,500	Airbnb cash on cash: 5.2% Traditional cash on cash: 4.52% Airbnb Rental Income: $2963 Traditional Rental Income: $2107 Airbnb ROI: 5.2% Traditional ROI: 4.52%
216 TIMBERS CONDOS WINTERGREEN RESORT, VA OPEN HOUSE SATURDAY, JUNE 14 2p-4p â Located just steps away to the slopes and the cozy ...	1 beds \| 1 baths \| 405 sq.ft.	$149,900	Airbnb cash on cash: 5% Traditional cash on cash: 3.93% Airbnb Rental Income: $1832 Traditional Rental Income: $1184 Airbnb ROI: 5% 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: 3.15% Traditional cash on cash: 3.14% Airbnb Rental Income: $2106 Traditional Rental Income: $1563 Airbnb ROI: 3.15% Traditional ROI: 3.14%
203 Timbers WINTERGREEN RESORT, VA This is a 1st level, slope-side ""ski in ski out"" condo. 203 Timbers studio is located in...	1 beds \| 1 baths \| N/A	$158,800	Airbnb cash on cash: 6.79% Traditional cash on cash: 4.73% Airbnb Rental Income: $1832 Traditional Rental Income: $1026 Airbnb ROI: 6.79% Traditional ROI: 4.73%
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%
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.	$225,000	Airbnb cash on cash: 5.65% Traditional cash on cash: 5.27% Airbnb Rental Income: $2106 Traditional Rental Income: $1485 Airbnb ROI: 5.65% Traditional ROI: 5.27%

Vacation Rentals in Wintergreen Resort

There are 11 vacation rental properties available for sale in the city of Wintergreen Resort . The median list price of Airbnb properties available for sale in Wintergreen Resort is $355,000 and the average price per square foot is $273. The cash on cash return on vacation rentals in Wintergreen Resort is 3.00%. The average monthly short term rental income in Wintergreen Resort is $2,106.

Wintergreen Resort, VA Short Term Rentals FAQs for Buyers, Sellers and Investors

There are 11 Airbnb properties available for sale in Wintergreen Resort.

In 2025, the best neighborhood to buy short term rental property is WINTERGREEN RESORT.

In September 2025, the average Airbnb occupancy rate in Wintergreen Resort is 42%.

Airbnb data on vacation rentals in Wintergreen Resort, VA is available at Mashvisor. You can access data such as listings, real-time pricing trends, Wintergreen Resort, VA market insights, guest information and booking details, seasonality trends and historical Wintergreen Resort, VA Airbnb performance data.

Your search for investment property begins and ends here

Airbnb For Sale in Wintergreen Resort, VA

16 CHESTNUT LN

WINTERGREEN RESORT, VA

3 beds | 2 baths | 1,504 sq.ft.

$385,000

Airbnb cash on cash: 4.06%

Traditional cash on cash: 3.76%

Airbnb Rental Income: $2963

Traditional Rental Income: $2172

Airbnb ROI: 4.06%

Traditional ROI: 3.76%

589 Pedlars Edge Drive

WINTERGREEN RESORT, VA

4 beds | 3 baths | 2,300 sq.ft.

$498,500

Airbnb cash on cash: 3.83%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $3505

Traditional Rental Income: $2626

Airbnb ROI: 3.83%

Traditional ROI: 3.6%

234 TIMBERS CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | 405 sq.ft.

$139,000

Airbnb cash on cash: 5.44%

Traditional cash on cash: 3.3%

Airbnb Rental Income: $1832

Traditional Rental Income: $1052

Airbnb ROI: 5.44%

Traditional ROI: 3.3%

2148 FAIRWAY WOODS

WINTERGREEN RESORT, VA

3 beds | 2 baths | 1,419 sq.ft.

$325,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $2963

Traditional Rental Income: $1893

Airbnb ROI: 3.8%

Traditional ROI: 2.53%

2225 TANNERS RIDGE CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | 615 sq.ft.

$182,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $1832

Traditional Rental Income: $1227

Airbnb ROI: 3.23%

Traditional ROI: 2.59%

2061 STONE RIDGE CONDOS #2061

WINTERGREEN RESORT, VA

3 beds | 3 baths | 1,400 sq.ft.

$269,500

Airbnb cash on cash: 5.2%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $2963

Traditional Rental Income: $2107

Airbnb ROI: 5.2%

Traditional ROI: 4.52%

216 TIMBERS CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | 405 sq.ft.

$149,900

Airbnb cash on cash: 5%

Traditional cash on cash: 3.93%

Airbnb Rental Income: $1832

Traditional Rental Income: $1184

Airbnb ROI: 5%

Traditional ROI: 3.93%

2209 TANNERS RIDGE CONDOS

WINTERGREEN RESORT, VA

2 beds | 2 baths | 852 sq.ft.

$239,500

Airbnb cash on cash: 3.15%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $2106

Traditional Rental Income: $1563

Airbnb ROI: 3.15%