Real Estate Investment Properties for Sale in Vermont

Looking for investment property in Vermont with high ROI ?

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

Q: Which city in Vermont to invest in for highest ROI on long term rental properties in 2026

In 2026, Derbyis the best city to buy investment properties. Find more investment properties today!

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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%
74 Union Street Windsor, VT Discover space, flexibility, and everyday convenience in this charming 4-bedroom, 2-bath h...	4 beds \| 2 baths \| 2,142 sq.ft.	$329,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 7.78% Airbnb Rental Income: $1304 Traditional Rental Income: $3416 Airbnb ROI: -0.36% Traditional ROI: 7.78%
2066 Hinman Settler Rd Orleans, VT This meticulous property checks off all the boxes!! Whether you are a gentleperson's farm...	4 beds \| 2 baths \| 1,953 sq.ft.	$510,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 5.01% Airbnb Rental Income: $1147 Traditional Rental Income: $3444 Airbnb ROI: -0.6% Traditional ROI: 5.01%
147 East Salem Drive Derby, VT Summer is "soon on us, so don't settle". Renting a cottage lakeside again this year when ...	2 beds \| 1 baths \| 825 sq.ft.	$269,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 5.54% Airbnb Rental Income: $888 Traditional Rental Income: $2029 Airbnb ROI: -0.27% Traditional ROI: 5.54%
414 Goodwin Mountain Lane Westmore, VT Nestled in the heart of Westmore, Vermont, this beautifully-maintained 3-bedroom, 2.5 bath...	3 beds \| 3 baths \| 3,141 sq.ft.	$469,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.12% Airbnb Rental Income: $null Traditional Rental Income: $3773 Airbnb ROI: N/A Traditional ROI: 6.12%
166 Jewett Road West Windsor, VT Stately hilltop home built by Silas Banister c.1800, recently undergone a complete restora...	5 beds \| 5 baths \| 3,212 sq.ft.	$3,350,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.8% Airbnb Rental Income: $null Traditional Rental Income: $6845 Airbnb ROI: N/A Traditional ROI: 0.8%
543 Vulture Mountain Road Stockbridge, VT If youâre looking for peace and serenity in Vermont, this is the home for you. Welcome t...	4 beds \| 4 baths \| 4,048 sq.ft.	$699,000	Airbnb cash on cash: -1% Traditional cash on cash: 5.2% Airbnb Rental Income: $1685 Traditional Rental Income: $5257 Airbnb ROI: -1% Traditional ROI: 5.2%
46A March Road #A Newport City, VT Experience luxury waterfront living in the heart of the Northeast Kingdom at this exceptio...	2 beds \| 4 baths \| 4,500 sq.ft.	$685,000	Airbnb cash on cash: -2.21% Traditional cash on cash: 4.6% Airbnb Rental Income: $1133 Traditional Rental Income: $5107 Airbnb ROI: -2.21% Traditional ROI: 4.6%
160 Depot Street Chester, VT Donât miss this incredible opportunity to own a lovingly maintained turn-key Victorian h...	3 beds \| 1 baths \| 1,327 sq.ft.	$225,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 8.89% Airbnb Rental Income: $867 Traditional Rental Income: $2517 Airbnb ROI: -0.42% Traditional ROI: 8.89%
367 Calendar Brook Road Lyndon, VT Welcome to 367 Calendar Brook Roadâan older farmhouse offering classic charm, newer impr...	4 beds \| 4 baths \| 2,853 sq.ft.	$305,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 9.87% Airbnb Rental Income: $1832 Traditional Rental Income: $3645 Airbnb ROI: 1.83% Traditional ROI: 9.87%
110 Sarahs Way Middlebury, VT Set on just under half an acre in one of Vermont's most beloved college towns, this though...	4 beds \| 2 baths \| 2,032 sq.ft.	$460,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.93% Airbnb Rental Income: $2419 Traditional Rental Income: $3255 Airbnb ROI: 1.62% Traditional ROI: 4.93%
206 Cottage Road Brighton, VT Enjoy the best of Vermont living in every season. With deeded rights to 400 feet of shared...	3 beds \| 3 baths \| 2,624 sq.ft.	$520,000	Airbnb cash on cash: -2.34% Traditional cash on cash: 5.16% Airbnb Rental Income: $292 Traditional Rental Income: $3704 Airbnb ROI: -2.34% Traditional ROI: 5.16%
221 S Main St Cambridge, VT Charming Victorian home with in-law space! A new ramp entry provides easy access to a welc...	3 beds \| 2 baths \| 2,549 sq.ft.	$385,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 6.78% Airbnb Rental Income: $1355 Traditional Rental Income: $3384 Airbnb ROI: 0.01% Traditional ROI: 6.78%
30 Back St Newfane, VT Affording you an easy stroll to the center of historic Newfane, this vintage cape combines...	3 beds \| 3 baths \| 2,307 sq.ft.	$380,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 7.9% Airbnb Rental Income: $1614 Traditional Rental Income: $3644 Airbnb ROI: 0.92% Traditional ROI: 7.9%
29 Mount Pleasant Drive Brandon, VT This beautifully maintained 3-bedroom, 3 bath ranch is both spacious and warm and cozy. Th...	3 beds \| 3 baths \| 2,472 sq.ft.	$499,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 5.44% Airbnb Rental Income: $1045 Traditional Rental Income: $3655 Airbnb ROI: -0.93% Traditional ROI: 5.44%
409 Farrell St #203 South Burlington, VT WelcomeÂ to easy living at City's Edge Modern Condos! Residents enjoy being within strikin...	2 beds \| 1 baths \| 911 sq.ft.	$259,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 3.74% Airbnb Rental Income: $1332 Traditional Rental Income: $2187 Airbnb ROI: -1.44% Traditional ROI: 3.74%
292 Deer Hill Road Whitingham, VT Tucked amongst trees with a great deck. This rural location is not far from great skiing, ...	2 beds \| 2 baths \| 1,150 sq.ft.	$325,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.15% Airbnb Rental Income: $1623 Traditional Rental Income: $2342 Airbnb ROI: 1.29% Traditional ROI: 5.15%
81 Chapin Street Brattleboro, VT Step into an 1880s Victorian re-imagined for the 21st century. Located moments from downt...	3 beds \| 3 baths \| 1,246 sq.ft.	$475,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 4.41% Airbnb Rental Income: $1114 Traditional Rental Income: $2920 Airbnb ROI: -0.5% Traditional ROI: 4.41%
223 Sherwood Square Essex Junction, VT Located in the heart of Essex Junction is this efficient and updated 2 bed, 1 bath condo. ...	2 beds \| 1 baths \| 812 sq.ft.	$239,900	Airbnb cash on cash: -0.77% Traditional cash on cash: 4.2% Airbnb Rental Income: $1221 Traditional Rental Income: $1957 Airbnb ROI: -0.77% Traditional ROI: 4.2%
150 Swift St South Burlington, VT Discover an opportunity with endless potential, a property ready for its next chapter. Sit...	3 beds \| 4 baths \| 1,833 sq.ft.	$849,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 2.55% Airbnb Rental Income: $1259 Traditional Rental Income: $3765 Airbnb ROI: -1.13% Traditional ROI: 2.55%

Real Estate investment in Vermont

There are 1,686 properties available for sale in the state of Vermont. Derby, Bristol and Rutland are the best rental property markets in Vermont. The average median price of properties for sale in these cities are $NaN and the average price per square foot is $0. Their average monthly cash on cash return is 6.33%.

Vermont Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 1,686 investment properties available for sale in Vermont.

In 2026, Derby is the best city to buy investment properties. Find more investment properties today!

In 2026, Derby (7%) and Bristol (7%) has the highest cash on cash return for long term rentals in Vermont.

Your search for investment property begins and ends here

Investment Property for Sale in Vermont

303 Winding Way

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%

1329 Newfane Road

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%

225 Spectacle Pond Road

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%

15 Bears Den Road

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%

12 Hamilton Place

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%

350 Main St

Castleton, VT

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

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

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%