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 ""Wintergreen IS having an AMAZING SKI SEASON! Capture the Essence of Wintergreen by secur...	1 beds \| 1 baths \| N/A	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.05% Airbnb Rental Income: $null Traditional Rental Income: $1142 Airbnb ROI: N/A Traditional ROI: 2.05%
274 Laurel Springs Dr WINTERGREEN RESORT, VA Beautiful location along the golf course with golf course and seasonal mountain views! Des...	3 beds \| 3 baths \| 2,304 sq.ft.	$560,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.85% Airbnb Rental Income: $null Traditional Rental Income: $2042 Airbnb ROI: N/A Traditional ROI: 1.85%
781 Devils Knob Loop WINTERGREEN RESORT, VA Wake up on the Mountain. Stroll to the Devils Knob Overlook for INCREDIBLE VIEWS. One of t...	3 beds \| 3 baths \| 2,301 sq.ft.	$689,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $2156 Airbnb ROI: N/A Traditional ROI: 1.14%
2224 Tanners Ridge Condos #2224 WINTERGREEN RESORT, VA Don't miss this nicely appointed, income generating, 2 bedroom / 2 bath Tanners Ridge Con...	2 beds \| 2 baths \| 852 sq.ft.	$217,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.15% Airbnb Rental Income: $null Traditional Rental Income: $1642 Airbnb ROI: N/A Traditional ROI: 5.15%
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.	$584,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.26% Airbnb Rental Income: $null Traditional Rental Income: $2883 Airbnb ROI: N/A Traditional ROI: 3.26%
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.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.15% Airbnb Rental Income: $null Traditional Rental Income: $1604 Airbnb ROI: N/A Traditional ROI: 0.15%
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: N/A Traditional cash on cash: 3.35% Airbnb Rental Income: $null Traditional Rental Income: $1587 Airbnb ROI: N/A Traditional ROI: 3.35%
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.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.33% Airbnb Rental Income: $null Traditional Rental Income: $1227 Airbnb ROI: N/A Traditional ROI: 3.33%
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.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $3219 Airbnb ROI: N/A Traditional ROI: 5.55%
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: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $1184 Airbnb ROI: N/A Traditional ROI: 4.27%
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: N/A Traditional cash on cash: 3.14% Airbnb Rental Income: $null Traditional Rental Income: $1563 Airbnb ROI: N/A Traditional ROI: 3.14%
21 Tyro Ln WINTERGREEN RESORT, VA 21 Tyro Ln, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	3 beds \| 2 baths \| 1,893 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.59% Airbnb Rental Income: $null Traditional Rental Income: $1820 Airbnb ROI: N/A Traditional ROI: 0.59%
2224 Laurel Springs Dr WINTERGREEN RESORT, VA 2224 Laurel Springs Dr, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	4 beds \| 3 baths \| 2,800 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $2393 Airbnb ROI: N/A Traditional ROI: 1.39%
23 Trillium Close WINTERGREEN RESORT, VA 23 Trillium Close, WINTERGREEN RESORT, VA 22967 \| Townhouse	4 beds \| 3 baths \| 2,563 sq.ft.	$580,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $2256 Airbnb ROI: N/A Traditional ROI: 1.32%
34 Warrior Run WINTERGREEN RESORT, VA 34 Warrior Run, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	3 beds \| 3 baths \| 1,884 sq.ft.	$479,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2042 Airbnb ROI: N/A Traditional ROI: 2.06%
7 & 23 Lots 52 & 53 Wolftrap Ln WINTERGREEN RESORT, VA 7 & 23 Lots 52 & 53 Wolftrap Ln, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.15% Airbnb Rental Income: $null Traditional Rental Income: $504 Airbnb ROI: N/A Traditional ROI: -0.15%
472 Three Ridges Condos WINTERGREEN RESORT, VA 472 Three Ridges Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	1 beds \| 1 baths \| 648 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.82% Airbnb Rental Income: $null Traditional Rental Income: $789 Airbnb ROI: N/A Traditional ROI: 0.82%
200 White Oak Dr WINTERGREEN RESORT, VA 200 White Oak Dr, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	3 beds \| 2 baths \| 1,308 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.05% Airbnb Rental Income: $null Traditional Rental Income: $1442 Airbnb ROI: N/A Traditional ROI: 1.05%
1418 Highlands Condos WINTERGREEN RESORT, VA 1418 Highlands Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 1,134 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.49% Airbnb Rental Income: $null Traditional Rental Income: $1642 Airbnb ROI: N/A Traditional ROI: 0.49%
1802 High Ridge Ct Condos WINTERGREEN RESORT, VA 1802 High Ridge Ct Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	3 beds \| 3 baths \| 1,483 sq.ft.	$484,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.45% Airbnb Rental Income: $null Traditional Rental Income: $2042 Airbnb ROI: N/A Traditional ROI: 0.45%
1817 High Ridge Ct Condos WINTERGREEN RESORT, VA 1817 High Ridge Ct Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	3 beds \| 3 baths \| 1,483 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.4% Airbnb Rental Income: $null Traditional Rental Income: $1622 Airbnb ROI: N/A Traditional ROI: -0.4%
731 Laurelwood Condos WINTERGREEN RESORT, VA 731 Laurelwood Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 972 sq.ft.	$258,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.18% Airbnb Rental Income: $null Traditional Rental Income: $1114 Airbnb ROI: N/A Traditional ROI: 0.18%
1707 High Ridge Condos WINTERGREEN RESORT, VA 1707 High Ridge Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 1,237 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.51% Airbnb Rental Income: $null Traditional Rental Income: $1239 Airbnb ROI: N/A Traditional ROI: -0.51%
145 Firtree Dr WINTERGREEN RESORT, VA 145 Firtree Dr, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	3 beds \| 2 baths \| 1,972 sq.ft.	$434,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.74% Airbnb Rental Income: $null Traditional Rental Income: $1748 Airbnb ROI: N/A Traditional ROI: 1.74%
208 Timbers Condos WINTERGREEN RESORT, VA 208 Timbers Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	1 beds \| 1 baths \| 405 sq.ft.	$149,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $1520 Airbnb ROI: N/A Traditional ROI: 5.83%
1641 Overlook Condos WINTERGREEN RESORT, VA 1641 Overlook Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 1,237 sq.ft.	$449,975	Airbnb cash on cash: N/A Traditional cash on cash: 0.27% Airbnb Rental Income: $null Traditional Rental Income: $1642 Airbnb ROI: N/A Traditional ROI: 0.27%
2031 Stone Ridge Condos WINTERGREEN RESORT, VA 2031 Stone Ridge Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	1 beds \| 2 baths \| 765 sq.ft.	$162,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.45% Airbnb Rental Income: $null Traditional Rental Income: $955 Airbnb ROI: N/A Traditional ROI: 2.45%
2025 Stone Ridge Condos WINTERGREEN RESORT, VA 2025 Stone Ridge Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	3 beds \| 3 baths \| 1,400 sq.ft.	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.25% Airbnb Rental Income: $null Traditional Rental Income: $1550 Airbnb ROI: N/A Traditional ROI: 3.25%
3211 North Ridge Condos WINTERGREEN RESORT, VA 3211 North Ridge Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 1,130 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 0% Airbnb Rental Income: $null Traditional Rental Income: $1187 Airbnb ROI: N/A Traditional ROI: 0%
763 Laurelwood Condos #763 WINTERGREEN RESORT, VA 763 Laurelwood Condos #763, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	2 beds \| 2 baths \| 972 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.79% Airbnb Rental Income: $null Traditional Rental Income: $1141 Airbnb ROI: N/A Traditional ROI: 1.79%
63 108 Laurel Ridge Gumtree Rd WINTERGREEN RESORT, VA 63 108 Laurel Ridge Gumtree Rd, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.19% Airbnb Rental Income: $null Traditional Rental Income: $499 Airbnb ROI: N/A Traditional ROI: -0.19%
23 125 Pedlars Edge Subdivision North Rock Tree Ln WINTERGREEN RESORT, VA 23 125 Pedlars Edge Subdivision North Rock Tree Ln, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$59,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $499 Airbnb ROI: N/A Traditional ROI: 2.64%
TBD 20 Winter Wren Ln WINTERGREEN RESORT, VA TBD 20 Winter Wren Ln, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$39,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $505 Airbnb ROI: N/A Traditional ROI: 5.19%
107 33 Chestnut Ln WINTERGREEN RESORT, VA 107 33 Chestnut Ln, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$34,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $505 Airbnb ROI: N/A Traditional ROI: 5.8%
00 108 Blackrock Cir WINTERGREEN RESORT, VA 00 108 Blackrock Cir, WINTERGREEN RESORT, VA 22967 \| Other	N/A beds \| N/A baths \| N/A	$89,987	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $512 Airbnb ROI: N/A Traditional ROI: 1.52%
138 Oak Ln WINTERGREEN RESORT, VA 138 Oak Ln, WINTERGREEN RESORT, VA 22967 \| Single Family Residential	3 beds \| 2 baths \| 1,323 sq.ft.	$489,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.67% Airbnb Rental Income: $null Traditional Rental Income: $1442 Airbnb ROI: N/A Traditional ROI: 0.67%
22 TRILLIUM CLOSE WINTERGREEN RESORT, VA Welcome to your perfect mountain retreat! This 4-bedroom, 3.5 bath, spacious townhome is l...	4 beds \| 4 baths \| 2,263 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $2146 Airbnb ROI: N/A Traditional ROI: 3.13%
474 Three Ridges Condos WINTERGREEN RESORT, VA 474 Three Ridges Condos, WINTERGREEN RESORT, VA 22967 \| Condo/Coop	1 beds \| 1 baths \| 648 sq.ft.	$172,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.32% Airbnb Rental Income: $null Traditional Rental Income: $773 Airbnb ROI: N/A Traditional ROI: 0.32%
775 LAURELWOOD CONDOS #775 WINTERGREEN RESORT, VA Back on market due to buyers failing to gain financing. This updated condo is located in t...	2 beds \| 2 baths \| 972 sq.ft.	$254,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $1635 Airbnb ROI: N/A Traditional ROI: 2.49%
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	$231,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $1642 Airbnb ROI: N/A Traditional ROI: 3.66%

Real Estate investment in Wintergreen-resort, VA

There are 43 properties for sale in the city of Wintergreen Resort . The median list price in Wintergreen Resort is $258,000 and the average price per square foot is $182. In March 2026, the average monthly cash on cash return in Wintergreen Resort is 2.00%. The average monthly rental income in Wintergreen Resort is $1,550.

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

There are 43 investment properties available for sale in 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

163 MOUNTAIN INN CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | N/A

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.05%

Airbnb Rental Income: $null

Traditional Rental Income: $1142

Airbnb ROI: N/A

Traditional ROI: 2.05%

274 Laurel Springs Dr

WINTERGREEN RESORT, VA

3 beds | 3 baths | 2,304 sq.ft.

$560,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2042

Airbnb ROI: N/A

Traditional ROI: 1.85%

781 Devils Knob Loop

WINTERGREEN RESORT, VA

3 beds | 3 baths | 2,301 sq.ft.

$689,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2156

Airbnb ROI: N/A

Traditional ROI: 1.14%

2224 Tanners Ridge Condos #2224

WINTERGREEN RESORT, VA

2 beds | 2 baths | 852 sq.ft.

$217,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1642

Airbnb ROI: N/A

Traditional ROI: 5.15%

12 POWDERHORN LN

WINTERGREEN RESORT, VA

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

$584,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.26%

Airbnb Rental Income: $null

Traditional Rental Income: $2883

Airbnb ROI: N/A

Traditional ROI: 3.26%

1921 HIGH RIDGE PL CONDOS

WINTERGREEN RESORT, VA

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

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1604

Airbnb ROI: N/A

Traditional ROI: 0.15%

2229 TANNERS RIDGE CONDOS

WINTERGREEN RESORT, VA

2 beds | 2 baths | 812 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1587

Airbnb ROI: N/A

Traditional ROI: 3.35%

2225 TANNERS RIDGE CONDOS

WINTERGREEN RESORT, VA

1 beds | 1 baths | 615 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1227

Airbnb ROI: N/A