Real Estate Investment Properties for Sale in Wilmington, VT

Looking for investment property in Wilmington, VT with high ROI ?

Explore a variety of short-term homes & houses in Wilmington, VT. Invest wisely with VRBO & Wilmington, VT 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 Wilmington, VT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
195 Mann Road #12 Wilmington, VT Beautifully positioned along the 11th fairway of the Haystack Golf Course, this contempora...	3 beds \| 4 baths \| 2,814 sq.ft.	$425,000	Airbnb cash on cash: -1.93% Traditional cash on cash: 6.28% Airbnb Rental Income: $1635 Traditional Rental Income: $4443 Airbnb ROI: -1.93% Traditional ROI: 6.28%
28 Lightning Ledge Way Wilmington, VT Private 2004 country chalet in the Chimney Hill community just outside the village of Wilm...	3 beds \| 3 baths \| 1,548 sq.ft.	$465,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 4.4% Airbnb Rental Income: $1635 Traditional Rental Income: $3139 Airbnb ROI: -0.11% Traditional ROI: 4.4%
16 Tenth Lane #40 Wilmington, VT Beautiful 4 bedroom, 3.5 bath townhouse just off the Hermitage Club Golf Course with easy ...	4 beds \| 4 baths \| 1,800 sq.ft.	$450,000	Airbnb cash on cash: -2.58% Traditional cash on cash: 4.02% Airbnb Rental Income: $1798 Traditional Rental Income: $4089 Airbnb ROI: -2.58% Traditional ROI: 4.02%
197 Lake Raponda Road Wilmington, VT This vintage renovated waterfront home is being offered for the second time in 40 years. L...	4 beds \| 3 baths \| 2,420 sq.ft.	$1,697,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 0.62% Airbnb Rental Income: $1798 Traditional Rental Income: $3977 Airbnb ROI: -1.07% Traditional ROI: 0.62%
67 Castle Hill Road Wilmington, VT Rare opportunity to own a meticulously restored 1830s vintage farmhouse, offered completel...	5 beds \| 4 baths \| 3,436 sq.ft.	$747,500	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.45% Airbnb Rental Income: $2502 Traditional Rental Income: $4406 Airbnb ROI: -0.15% Traditional ROI: 3.45%
5 N Main Street Wilmington, VT Located in the heart of downtown Wilmington and just minutes from Mount Snow and Harriman ...	3 beds \| 4 baths \| 4,219 sq.ft.	$725,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 5.27% Airbnb Rental Income: $1635 Traditional Rental Income: $4780 Airbnb ROI: -0.06% Traditional ROI: 5.27%
15 Haymaker Lane #6D Wilmington, VT Beautiful condo on the side of Haystack mountain at the beautiful exclusive Hermitage Club...	2 beds \| 3 baths \| 1,912 sq.ft.	$469,000	Airbnb cash on cash: -2.27% Traditional cash on cash: 3.42% Airbnb Rental Income: $1088 Traditional Rental Income: $3215 Airbnb ROI: -2.27% Traditional ROI: 3.42%
32 Steep Hill Road Wilmington, VT Private Vermont Sanctuary with Spectacular Mountain Views. Tucked away on a quiet dead-end...	5 beds \| 5 baths \| 4,200 sq.ft.	$1,998,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.72% Airbnb Rental Income: $2502 Traditional Rental Income: $6692 Airbnb ROI: -0.87% Traditional ROI: 1.72%
29 First Lane #17 Wilmington, VT Enjoy Green Mountain views from this bright and spacious end-unit townhouse, perfectly sit...	4 beds \| 4 baths \| 2,015 sq.ft.	$437,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 6.37% Airbnb Rental Income: $1798 Traditional Rental Income: $4265 Airbnb ROI: -0.86% Traditional ROI: 6.37%
49 West Road Wilmington, VT Lovely renovated chalet at the bottom of the Chimney Hill community with easy access to tr...	3 beds \| 2 baths \| 1,510 sq.ft.	$425,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.89% Airbnb Rental Income: $1635 Traditional Rental Income: $3065 Airbnb ROI: 0.14% Traditional ROI: 4.89%
216 Ghastly Job Way Wilmington, VT Escape to the beauty of Vermont in this private mountain retreat, ideally situated at the ...	3 beds \| 2 baths \| 1,920 sq.ft.	$460,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.94% Airbnb Rental Income: $1635 Traditional Rental Income: $3208 Airbnb ROI: 0.21% Traditional ROI: 4.94%
29 Stable Road Wilmington, VT The Stable Lodge was built in 1969-1970. Located near Haystack Ski Area and Golf Course a...	2 beds \| N/A baths \| 2,710 sq.ft.	$199,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 9.6% Airbnb Rental Income: $1088 Traditional Rental Income: $2270 Airbnb ROI: 1.38% Traditional ROI: 9.6%
12 Lilla Lane Wilmington, VT Beautiful woodsy contemporary chalet located just down from the Chimney Hill Clubhouse in ...	3 beds \| 2 baths \| 2,003 sq.ft.	$489,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 4.53% Airbnb Rental Income: $1635 Traditional Rental Income: $3196 Airbnb ROI: 0.11% Traditional ROI: 4.53%
1 Frog Hollow Wilmington, VT Charming Rustic Country Saltbox on Lower Chimney Hill Nestled in a convenient Lower Chimne...	3 beds \| 2 baths \| 1,200 sq.ft.	$349,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.44% Airbnb Rental Income: $1635 Traditional Rental Income: $2684 Airbnb ROI: 0.84% Traditional ROI: 5.44%
33 W Main Street Wilmington, VT Unique opportunity to own a commercial building in the heart of downtown Wilmington. This ...	1 beds \| 3 baths \| 2,076 sq.ft.	$459,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 4.56% Airbnb Rental Income: $740 Traditional Rental Income: $2900 Airbnb ROI: -1.19% Traditional ROI: 4.56%

Real Estate investment in Wilmington, VT

There are 16 properties for sale in the city of Wilmington . The median list price in Wilmington is $734,560 and the average price per square foot is $295. In August 2026, the average monthly cash on cash return in Wilmington is 4.00%. The average monthly rental income in Wilmington is $2,684.

Wilmington, VT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 16 investment properties available for sale in Wilmington.

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

The ROI for Long-Term is higher than the Short-Term in Wilmington with average rental income of $2,684.

Your search for investment property begins and ends here

Investment Property for Sale in Wilmington, VT

195 Mann Road #12

Wilmington, VT

3 beds | 4 baths | 2,814 sq.ft.

$425,000

Airbnb cash on cash: -1.93%

Traditional cash on cash: 6.28%

Airbnb Rental Income: $1635

Traditional Rental Income: $4443

Airbnb ROI: -1.93%

Traditional ROI: 6.28%

28 Lightning Ledge Way

Wilmington, VT

3 beds | 3 baths | 1,548 sq.ft.

$465,900

Airbnb cash on cash: -0.11%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $1635

Traditional Rental Income: $3139

Airbnb ROI: -0.11%

Traditional ROI: 4.4%

16 Tenth Lane #40

Wilmington, VT

4 beds | 4 baths | 1,800 sq.ft.

$450,000

Airbnb cash on cash: -2.58%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $1798

Traditional Rental Income: $4089

Airbnb ROI: -2.58%

Traditional ROI: 4.02%

197 Lake Raponda Road

Wilmington, VT

4 beds | 3 baths | 2,420 sq.ft.

$1,697,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $1798

Traditional Rental Income: $3977

Airbnb ROI: -1.07%

Traditional ROI: 0.62%

67 Castle Hill Road

Wilmington, VT

5 beds | 4 baths | 3,436 sq.ft.

$747,500

Airbnb cash on cash: -0.15%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $2502

Traditional Rental Income: $4406

Airbnb ROI: -0.15%

Traditional ROI: 3.45%

5 N Main Street

Wilmington, VT

3 beds | 4 baths | 4,219 sq.ft.

$725,000

Airbnb cash on cash: -0.06%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $1635

Traditional Rental Income: $4780

Airbnb ROI: -0.06%

Traditional ROI: 5.27%

15 Haymaker Lane #6D

Wilmington, VT

2 beds | 3 baths | 1,912 sq.ft.

$469,000

Airbnb cash on cash: -2.27%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $1088

Traditional Rental Income: $3215

Airbnb ROI: -2.27%

Traditional ROI: 3.42%

32 Steep Hill Road

Wilmington, VT

5 beds | 5 baths | 4,200 sq.ft.

$1,998,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 1.72%

Airbnb Rental Income: $2502

Traditional Rental Income: $6692

Airbnb ROI: -0.87%