Real Estate Investment Properties for Sale in Weston, VT

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
198 Piper Hill Road Weston, VT Uplands is a gracious 105-acre hill farm on the south-facing slope of Markham Mountain, lo...	4 beds \| 3 baths \| 3,839 sq.ft.	$1,995,000	Airbnb cash on cash: -2.23% Traditional cash on cash: -0.31% Airbnb Rental Income: $980 Traditional Rental Income: $4181 Airbnb ROI: -2.23% Traditional ROI: -0.31%
29 Markham Lane Weston, VT This delightful 2-bedroom, 1-bath cottage located in the heart of the picturesque village...	2 beds \| 1 baths \| 750 sq.ft.	$299,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 4.02% Airbnb Rental Income: $659 Traditional Rental Income: $1881 Airbnb ROI: -1.38% Traditional ROI: 4.02%
177 Old Tavern Road Weston, VT Renovated in 2024, this timber frame sits on 5.75 pastural acres. This property offers sun...	3 beds \| 4 baths \| 2,913 sq.ft.	$1,325,000	Airbnb cash on cash: -1.73% Traditional cash on cash: 1.63% Airbnb Rental Income: $422 Traditional Rental Income: $4303 Airbnb ROI: -1.73% Traditional ROI: 1.63%
Investment Properties for Sale in Other Cities of Vermont
303 Winding Way Killington , VT Nestled at the top of a quiet dead-end road, this 4-bedroom single-family home sits on a g...	4 beds \| 3 baths \| 1,750 sq.ft.	$569,000	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.99% Airbnb Rental Income: $1535 Traditional Rental Income: $3417 Airbnb ROI: -0.38% Traditional ROI: 3.99%
1329 Newfane Road Wardsboro , VT Nature lovers rejoice! Escape to the charm of rural Vermont with this rustic cottage retre...	3 beds \| 1 baths \| 1,192 sq.ft.	$319,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.32% Airbnb Rental Income: $1374 Traditional Rental Income: $1990 Airbnb ROI: 0.88% Traditional ROI: 4.32%
225 Spectacle Pond Road Brighton , VT Discover year-round lakeside living with this inviting 3-bedroom, 2-bath home on the shore...	2 beds \| 2 baths \| 2,358 sq.ft.	$569,900	Airbnb cash on cash: -1.94% Traditional cash on cash: 3.02% Airbnb Rental Income: $607 Traditional Rental Income: $2959 Airbnb ROI: -1.94% Traditional ROI: 3.02%
15 Bears Den Road Dover , VT A rare opportunity to enjoy the best of both worlds â the privacy of a single-family hom...	3 beds \| 3 baths \| 2,016 sq.ft.	$775,000	Airbnb cash on cash: -1.67% Traditional cash on cash: 1.33% Airbnb Rental Income: $994 Traditional Rental Income: $2804 Airbnb ROI: -1.67% Traditional ROI: 1.33%
12 Hamilton Place Richford , VT Spacious, affordable, move-in ready village home. Detached garage with room for storage. L...	3 beds \| 2 baths \| 1,780 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.94% Airbnb Rental Income: $null Traditional Rental Income: $3127 Airbnb ROI: N/A Traditional ROI: 11.94%
350 Main St Castleton , VT Beautiful 1890 farm house located in a quant college town. Walking distance to Amtrak sta...	N/A beds \| 3 baths \| 2,769 sq.ft.	$450,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.11% Airbnb Rental Income: $549 Traditional Rental Income: $2089 Airbnb ROI: -1.21% Traditional ROI: 3.11%
1576 RIPLEY ROAD Waterbury , VT Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2.5 baths \| 2,305 sq.ft.	$597,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 3.94% Airbnb Rental Income: $2815 Traditional Rental Income: $3543 Airbnb ROI: 1.45% Traditional ROI: 3.94%
1422 Cabot Road Woodbury , VT Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and ...	4 beds \| 2 baths \| 1,530 sq.ft.	$389,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 6.4% Airbnb Rental Income: $1062 Traditional Rental Income: $3162 Airbnb ROI: -0.36% Traditional ROI: 6.4%
1511 West Hill Road Lincoln , VT Fall in love with the great outdoors at this spectacular hill side contemporary home with ...	3 beds \| 3 baths \| 3,036 sq.ft.	$715,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.1% Airbnb Rental Income: $2597 Traditional Rental Income: $3811 Airbnb ROI: 0.34% Traditional ROI: 3.1%

Real Estate investment in Weston, VT

There are 3 properties for sale in the city of Weston . The median list price in Weston is $919,500 and the average price per square foot is $334. In May 2026, the average monthly cash on cash return in Weston is 2.00%. The average monthly rental income in Weston is $4,303.

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

There are 3 investment properties available for sale in Weston.

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

The ROI for Long-Term is higher than the Short-Term in Weston with average rental income of $4,303.

Your search for investment property begins and ends here

Investment Property for Sale in Weston, VT

198 Piper Hill Road

Weston, VT

4 beds | 3 baths | 3,839 sq.ft.

$1,995,000

Airbnb cash on cash: -2.23%

Traditional cash on cash: -0.31%

Airbnb Rental Income: $980

Traditional Rental Income: $4181

Airbnb ROI: -2.23%

Traditional ROI: -0.31%

29 Markham Lane

Weston, VT

2 beds | 1 baths | 750 sq.ft.

$299,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $659

Traditional Rental Income: $1881

Airbnb ROI: -1.38%

Traditional ROI: 4.02%

177 Old Tavern Road

Weston, VT

3 beds | 4 baths | 2,913 sq.ft.

$1,325,000

Airbnb cash on cash: -1.73%

Traditional cash on cash: 1.63%

Airbnb Rental Income: $422

Traditional Rental Income: $4303

Airbnb ROI: -1.73%

Traditional ROI: 1.63%

Investment Properties for Sale in Other Cities of Vermont

Killington , VT

4 beds | 3 baths | 1,750 sq.ft.

$569,000

Airbnb cash on cash: -0.38%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $1535

Traditional Rental Income: $3417

Airbnb ROI: -0.38%

Traditional ROI: 3.99%

Wardsboro , VT

3 beds | 1 baths | 1,192 sq.ft.

$319,900

Airbnb cash on cash: 0.88%

Traditional cash on cash: 4.32%

Airbnb Rental Income: $1374

Traditional Rental Income: $1990

Airbnb ROI: 0.88%

Traditional ROI: 4.32%

Brighton , VT

2 beds | 2 baths | 2,358 sq.ft.

$569,900

Airbnb cash on cash: -1.94%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $607

Traditional Rental Income: $2959

Airbnb ROI: -1.94%

Traditional ROI: 3.02%

Dover , VT

3 beds | 3 baths | 2,016 sq.ft.

$775,000

Airbnb cash on cash: -1.67%

Traditional cash on cash: 1.33%

Airbnb Rental Income: $994

Traditional Rental Income: $2804

Airbnb ROI: -1.67%

Traditional ROI: 1.33%

Richford , VT

3 beds | 2 baths | 1,780 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.94%

Airbnb Rental Income: $null

Traditional Rental Income: $3127

Airbnb ROI: N/A

Traditional ROI: 11.94%

Castleton , VT

N/A beds | 3 baths | 2,769 sq.ft.

$450,000