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, Poultneyis 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.	$599,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.75% Airbnb Rental Income: $1963 Traditional Rental Income: $3417 Airbnb ROI: 0.22% Traditional ROI: 3.75%
133 E Mountain Rd #3A1 Killington, VT 2-Bedroom, 2-Bath Unit in Mountain Green â Building 3 Welcome to this inviting 2-bedroom...	2 beds \| 2 baths \| 913 sq.ft.	$238,000	Airbnb cash on cash: -2.86% Traditional cash on cash: 3.48% Airbnb Rental Income: $1259 Traditional Rental Income: $2286 Airbnb ROI: -2.86% Traditional ROI: 3.48%
41 Two Brook Dr Wilmington, VT Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Sn...	4 beds \| 3 baths \| 3,420 sq.ft.	$898,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 5.54% Airbnb Rental Income: $1976 Traditional Rental Income: $6604 Airbnb ROI: -0.62% Traditional ROI: 5.54%
225 Spectacle Pond Rd 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: 0.11% Traditional cash on cash: 3.02% Airbnb Rental Income: $1916 Traditional Rental Income: $2959 Airbnb ROI: 0.11% Traditional ROI: 3.02%
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.	$470,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 4.56% Airbnb Rental Income: $1369 Traditional Rental Income: $3189 Airbnb ROI: -0.52% Traditional ROI: 4.56%
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: 3.66% Traditional cash on cash: 3.94% Airbnb Rental Income: $4294 Traditional Rental Income: $3543 Airbnb ROI: 3.66% Traditional ROI: 3.94%
1422 Cabot Rd Woodbury, VT Country contemporary home features 4 beds,1-1/2 baths. A main level bedroom,half bath and ...	4 beds \| 1 baths \| 1,530 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $3162 Airbnb ROI: N/A Traditional ROI: 6.22%
212 Chelsea Rd Corinth, VT Donât let my history fool youâIâm not the issue. Iâm the opportunity. Iâve been ...	4 beds \| 2 baths \| 2,912 sq.ft.	$465,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $2930 Airbnb ROI: N/A Traditional ROI: 4.58%
160 Depot St 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: 1.98% Traditional cash on cash: 8.89% Airbnb Rental Income: $1480 Traditional Rental Income: $2517 Airbnb ROI: 1.98% Traditional ROI: 8.89%
2924 New Duck Pond Road Sheffield, VT Offered at a time when rural, off-grid properties are closing quickly across the Northeast...	1 beds \| 1 baths \| N/A	$249,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 6.38% Airbnb Rental Income: $828 Traditional Rental Income: $2027 Airbnb ROI: -0.11% Traditional ROI: 6.38%
475 Sunrise Ln Arlington, VT Discover your private retreat on Beautiful Sunrise Lane! Welcome to "Pine Hollow". This co...	4 beds \| 2 baths \| 3,000 sq.ft.	$585,000	Airbnb cash on cash: -2.67% Traditional cash on cash: 4.55% Airbnb Rental Income: $298 Traditional Rental Income: $4006 Airbnb ROI: -2.67% Traditional ROI: 4.55%
292 Deer Hill Rd Whitingham, VT Tucked amongst trees with a great deck. This rural location is not far from great skiing, ...	2 beds \| 1 baths \| 1,150 sq.ft.	$325,000	Airbnb cash on cash: 1.73% Traditional cash on cash: 5.15% Airbnb Rental Income: $1782 Traditional Rental Income: $2342 Airbnb ROI: 1.73% Traditional ROI: 5.15%
5 Tylers Way Swanton, VT Looking for a home with gorgeous pastoral and lake views, Lake Champlain access, room for ...	3 beds \| 2 baths \| 3,020 sq.ft.	$450,000	Airbnb cash on cash: 7.17% Traditional cash on cash: 5.75% Airbnb Rental Income: $5077 Traditional Rental Income: $3442 Airbnb ROI: 7.17% Traditional ROI: 5.75%
183 County Rd Lincoln, VT Open House Saturday 9/20 11am-1pm, Sunday 9/21 1pm-3pm. Charming, well-maintained single-l...	3 beds \| 1 baths \| 1,446 sq.ft.	$380,000	Airbnb cash on cash: 6.11% Traditional cash on cash: 4.22% Airbnb Rental Income: $4090 Traditional Rental Income: $2548 Airbnb ROI: 6.11% Traditional ROI: 4.22%
572 Route 140 Wallingford, VT Village Setting. Colonial home sets on a large lot with a great backyard for kids. This h...	3 beds \| 1 baths \| 1,857 sq.ft.	$275,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 6.36% Airbnb Rental Income: $373 Traditional Rental Income: $2308 Airbnb ROI: -2.07% Traditional ROI: 6.36%
50 Maple St Orleans, VT Discover the potential of this spacious 4+ bedroom, 2 bathroom village home, featuring mul...	4 beds \| 2 baths \| 2,982 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $2871 Airbnb ROI: N/A Traditional ROI: 7.42%
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.	$875,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.44% Airbnb Rental Income: $1859 Traditional Rental Income: $3765 Airbnb ROI: -0.51% Traditional ROI: 2.44%
19 White Loop #A-104 Ludlow, VT Winterplace at Okemoâwhere location truly makes all the difference. A104 is perfectly po...	2 beds \| 2 baths \| 1,100 sq.ft.	$675,000	Airbnb cash on cash: -2.37% Traditional cash on cash: 0.21% Airbnb Rental Income: $1085 Traditional Rental Income: $2345 Airbnb ROI: -2.37% Traditional ROI: 0.21%
491 Alpine Dr Mount Holly, VT Motivated Seller! Rare opportunity to own this beautiful year-round Vermont Cape-style hom...	3 beds \| 3 baths \| 2,104 sq.ft.	$530,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 5.02% Airbnb Rental Income: $1707 Traditional Rental Income: $3552 Airbnb ROI: 0.34% Traditional ROI: 5.02%
1016 West Rd Manchester, VT Manchester Village...an award winning architect transformed this "Sears & Roebuck" mini fa...	4 beds \| 4 baths \| 4,272 sq.ft.	$1,245,000	Airbnb cash on cash: -1.34% Traditional cash on cash: 3.26% Airbnb Rental Income: $1819 Traditional Rental Income: $6645 Airbnb ROI: -1.34% Traditional ROI: 3.26%
58 Hicks Lane Manchester, VT OPEN HOUSE SATURDAY 10/25 11AM - 1PM ~ Manchester Center VT home for sale. Classic single ...	4 beds \| 3 baths \| 2,975 sq.ft.	$650,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.38% Airbnb Rental Income: $1819 Traditional Rental Income: $3319 Airbnb ROI: 0.1% Traditional ROI: 3.38%
833 Shaw Mansion Rd Waterbury, VT Experience the perfect balance of Vermont serenity and modern sophistication in this stunn...	4 beds \| 4 baths \| 4,046 sq.ft.	$1,195,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 2.1% Airbnb Rental Income: $2045 Traditional Rental Income: $5259 Airbnb ROI: -1.27% Traditional ROI: 2.1%

Real Estate investment in Vermont

There are 1,545 properties available for sale in the state of Vermont. Poultney, Derby and Chester are the best rental property markets in Vermont. The average median price of properties for sale in these cities are $271,833 and the average price per square foot is $0. Their average monthly cash on cash return is 6.67%.

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

There are 1,545 investment properties available for sale in Vermont.

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

In 2026, Poultney (8%) and Derby (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.

$599,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1963

Traditional Rental Income: $3417

Airbnb ROI: 0.22%

Traditional ROI: 3.75%

133 E Mountain Rd #3A1

Killington, VT

2 beds | 2 baths | 913 sq.ft.

$238,000

Airbnb cash on cash: -2.86%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1259

Traditional Rental Income: $2286

Airbnb ROI: -2.86%

Traditional ROI: 3.48%

41 Two Brook Dr

Wilmington, VT

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

$898,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 5.54%

Airbnb Rental Income: $1976

Traditional Rental Income: $6604

Airbnb ROI: -0.62%

Traditional ROI: 5.54%

225 Spectacle Pond Rd

Brighton, VT

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

$569,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $1916

Traditional Rental Income: $2959

Airbnb ROI: 0.11%

Traditional ROI: 3.02%

24 Antler Loop

Dover, VT

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

$470,000

Airbnb cash on cash: -0.52%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $1369

Traditional Rental Income: $3189

Airbnb ROI: -0.52%

Traditional ROI: 4.56%

1576 RIPLEY ROAD

Waterbury, VT

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

$597,000

Airbnb cash on cash: 3.66%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $4294

Traditional Rental Income: $3543

Airbnb ROI: 3.66%

Traditional ROI: 3.94%

1422 Cabot Rd

Woodbury, VT

4 beds | 1 baths | 1,530 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.22%

Airbnb Rental Income: $null

Traditional Rental Income: $3162

Airbnb ROI: N/A

Traditional ROI: 6.22%

212 Chelsea Rd

Corinth, VT

4 beds | 2 baths | 2,912 sq.ft.

$465,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.58%

Airbnb Rental Income: $null

Traditional Rental Income: $2930

Airbnb ROI: N/A