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
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: 0.7% Traditional cash on cash: 5.52% Airbnb Rental Income: $1306 Traditional Rental Income: $2352 Airbnb ROI: 0.7% Traditional ROI: 5.52%
15 Bears Den Road Dover, VT A rare opportunity to enjoy the best of both worlds - the privacy of a single-family home ...	3 beds \| 3 baths \| 2,016 sq.ft.	$775,000	Airbnb cash on cash: -1.1% Traditional cash on cash: 1.33% Airbnb Rental Income: $1491 Traditional Rental Income: $2804 Airbnb ROI: -1.1% Traditional ROI: 1.33%
24 Antler Loop Dover, VT This charming 3-bedroom, 2-bath dutch colonial home sits atop a knoll, overlooking a pictu...	3 beds \| 2 baths \| 1,943 sq.ft.	$450,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.81% Airbnb Rental Income: $1491 Traditional Rental Income: $3189 Airbnb ROI: -0.26% Traditional ROI: 4.81%
350 Main Street Castleton, VT Beautiful 1890 farm house located in a quant college town. Walking distance to Amtrak stat...	N/A beds \| N/A baths \| 2,769 sq.ft.	$450,000	Airbnb cash on cash: -1.4% Traditional cash on cash: 3.11% Airbnb Rental Income: $454 Traditional Rental Income: $2089 Airbnb ROI: -1.4% 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: -0.61% Traditional cash on cash: 3.94% Airbnb Rental Income: $1439 Traditional Rental Income: $3543 Airbnb ROI: -0.61% Traditional ROI: 3.94%
141 Great Hawk Road Rochester, VT Welcome to 141 Great Hawk Road! This home boasts tons of windows, soaring vaulted ceilings...	2 beds \| 2 baths \| 2,358 sq.ft.	$599,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 2.51% Airbnb Rental Income: $1269 Traditional Rental Income: $2936 Airbnb ROI: -1.19% Traditional ROI: 2.51%
2066 Hinman Settler Road Brownington, VT This meticulous property checks off all the boxes!! Whether you are a gentleperson's farme...	4 beds \| 2 baths \| 1,953 sq.ft.	$510,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 5.01% Airbnb Rental Income: $2493 Traditional Rental Income: $3444 Airbnb ROI: 1.75% Traditional ROI: 5.01%
147 E Salem Drive Derby, VT Summer is "soon on us, so don't settle". Renting a cottage lakeside again this year when y...	2 beds \| 1 baths \| 825 sq.ft.	$269,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 5.54% Airbnb Rental Income: $1233 Traditional Rental Income: $2029 Airbnb ROI: 0.86% Traditional ROI: 5.54%
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: -1.03% Traditional cash on cash: 0.8% Airbnb Rental Income: $1630 Traditional Rental Income: $6845 Airbnb ROI: -1.03% 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: -1.11% Traditional cash on cash: 5.2% Airbnb Rental Income: $1600 Traditional Rental Income: $5257 Airbnb ROI: -1.11% Traditional ROI: 5.2%
46A March Road #A Newport City, VT Fabulous Lakefront Townhome on the renowned 30-mile international Lake Memphremagog, offer...	3 beds \| 4 baths \| 4,500 sq.ft.	$685,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 4.6% Airbnb Rental Income: $1536 Traditional Rental Income: $5107 Airbnb ROI: -1.69% Traditional ROI: 4.6%
26 Park Street Brandon, VT Walk to everything from this stately brick beauty! Thoughtfully and completely renovated, ...	4 beds \| 2 baths \| 1,872 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $3483 Airbnb ROI: N/A Traditional ROI: 4.41%
160 Depot Street Chester, VT Don't miss this incredible opportunity to own a lovingly maintained turn-key Victorian hom...	3 beds \| 1 baths \| 1,327 sq.ft.	$225,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 8.89% Airbnb Rental Income: $810 Traditional Rental Income: $2517 Airbnb ROI: -0.64% Traditional ROI: 8.89%
390 Pleasant Valley Road Brattleboro, VT Escape to this beautifully updated home set on 25.9 idyllic acres of forests, meadows and ...	4 beds \| 4 baths \| 4,491 sq.ft.	$1,249,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.46% Airbnb Rental Income: $null Traditional Rental Income: $5293 Airbnb ROI: N/A Traditional ROI: 1.46%
367 Calendar Brook Road Lyndon, VT Situated along Calendar Brook Road and nearby VAST snowmobile trails as well as mountain b...	4 beds \| 4 baths \| 2,853 sq.ft.	$305,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 9.87% Airbnb Rental Income: $1895 Traditional Rental Income: $3645 Airbnb ROI: 2.01% Traditional ROI: 9.87%
30 Back Street Newfane, VT This 1790 historic cape is waiting to reclaim a splendor and idyllic beauty of decades pas...	3 beds \| 3 baths \| 2,307 sq.ft.	$380,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 7.9% Airbnb Rental Income: $2313 Traditional Rental Income: $3644 Airbnb ROI: 2.55% Traditional ROI: 7.9%
29 Mount Pleasant Drive Brandon, VT This beautifully maintained 3-bedroom, 3-bathroom ranch is filled with natural light creat...	3 beds \| 3 baths \| 2,472 sq.ft.	$494,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 5.5% Airbnb Rental Income: $987 Traditional Rental Income: $3655 Airbnb ROI: -1.04% Traditional ROI: 5.5%
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: 0.37% Traditional cash on cash: 5.15% Airbnb Rental Income: $1285 Traditional Rental Income: $2342 Airbnb ROI: 0.37% Traditional ROI: 5.15%
32 Albe Drive Bennington, VT MOVE RIGHT IN AND MAKE YOURSELF AT HOME This beautifully maintained residence is perfect f...	2 beds \| 1 baths \| 2,142 sq.ft.	$279,000	Airbnb cash on cash: 3% Traditional cash on cash: 6.33% Airbnb Rental Income: $1859 Traditional Rental Income: $2237 Airbnb ROI: 3% Traditional ROI: 6.33%
705 Cedar Beach Road Charlotte, VT Nestled in the historic Cedar Beach neighborhood, this rare waterfront retreat offers 300 ...	2 beds \| 2 baths \| 1,158 sq.ft.	$1,499,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.33% Airbnb Rental Income: $1640 Traditional Rental Income: $2654 Airbnb ROI: -1.39% Traditional ROI: -0.33%
111 Central Street Brattleboro, VT This adorable single-level home offers easy living with a functional layout and comfortabl...	3 beds \| 1 baths \| 1,008 sq.ft.	$270,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 4.52% Airbnb Rental Income: $1796 Traditional Rental Income: $1784 Airbnb ROI: 2.65% Traditional ROI: 4.52%
150 Swift Street South Burlington, VT Price Improvement! Discover an opportunity with endless potential, a property ready for it...	3 beds \| 4 baths \| 1,833 sq.ft.	$795,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 2.79% Airbnb Rental Income: $1883 Traditional Rental Income: $3765 Airbnb ROI: -0.43% Traditional ROI: 2.79%

Real Estate investment in Vermont

There are 1,590 properties available for sale in the state of Vermont. Derby, Poultney 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 6.00%.

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

There are 1,590 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 Poultney (6%) 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

1329 Newfane Road

Wardsboro, VT

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

$319,900

Airbnb cash on cash: 0.7%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1306

Traditional Rental Income: $2352

Airbnb ROI: 0.7%

Traditional ROI: 5.52%

15 Bears Den Road

Dover, VT

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

$775,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: 1.33%

Airbnb Rental Income: $1491

Traditional Rental Income: $2804

Airbnb ROI: -1.1%

Traditional ROI: 1.33%

24 Antler Loop

Dover, VT

3 beds | 2 baths | 1,943 sq.ft.

$450,000

Airbnb cash on cash: -0.26%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $1491

Traditional Rental Income: $3189

Airbnb ROI: -0.26%

Traditional ROI: 4.81%

350 Main Street

Castleton, VT

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

$450,000

Airbnb cash on cash: -1.4%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $454

Traditional Rental Income: $2089

Airbnb ROI: -1.4%

Traditional ROI: 3.11%

1576 RIPLEY ROAD

Waterbury, VT

3 beds | 2.5 baths | 2,305 sq.ft.

$597,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1439

Traditional Rental Income: $3543

Airbnb ROI: -0.61%

Traditional ROI: 3.94%

141 Great Hawk Road

Rochester, VT

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

$599,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1269

Traditional Rental Income: $2936

Airbnb ROI: -1.19%

Traditional ROI: 2.51%

2066 Hinman Settler Road

Brownington, VT

4 beds | 2 baths | 1,953 sq.ft.

$510,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 5.01%

Airbnb Rental Income: $2493

Traditional Rental Income: $3444

Airbnb ROI: 1.75%

Traditional ROI: 5.01%

147 E Salem Drive

Derby, VT

2 beds | 1 baths | 825 sq.ft.

$269,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $1233

Traditional Rental Income: $2029

Airbnb ROI: 0.86%