Real Estate Investment Properties for Sale in Canaan, VT

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
128 Fuller Drive Canaan, VT Stunning views of Lake Wallace and the Canadian Mountains, this unique contemporary home w...	4 beds \| 4 baths \| 5,624 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $3891 Airbnb ROI: N/A Traditional ROI: 3.55%
4121 Canaan Hill Road Canaan, VT What a great opportunity to own this well loved, off grid cabin on 20.4 acres. This prope...	1 beds \| 1 baths \| 840 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.99% Airbnb Rental Income: $null Traditional Rental Income: $1901 Airbnb ROI: N/A Traditional ROI: 9.99%
204 Hall Stream Road Canaan, VT This delightful home is nestled on approximately +/-4.80 acres of land, offering an expans...	4 beds \| 1 baths \| 1,288 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.11% Airbnb Rental Income: $null Traditional Rental Income: $2829 Airbnb ROI: N/A Traditional ROI: 9.11%
Investment Properties for Sale in Other Cities of Vermont
30 Water Street Jamaica , VT Discover the Acorn, a picturesque retreat nestled on the banks of the scenic West River in...	3 beds \| 1 baths \| 636 sq.ft.	$215,000	Airbnb cash on cash: 6.29% Traditional cash on cash: 7.94% Airbnb Rental Income: $2267 Traditional Rental Income: $2036 Airbnb ROI: 6.29% Traditional ROI: 7.94%
41 Two Brook Drive Wilmington , VT Fantastic four-season upscale 4bdrm/5 bath home just minutes from Hermitage Club, Mount Sn...	4 beds \| 5 baths \| 3,420 sq.ft.	$979,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 5% Airbnb Rental Income: $2046 Traditional Rental Income: $6604 Airbnb ROI: -0.59% Traditional ROI: 5%
22 Lower Howes Road #A89 Wilmington , VT Section A - end of the road, low on the Hill, this Chalet style home has a lot of desirabl...	3 beds \| 2 baths \| 2,100 sq.ft.	$524,999	Airbnb cash on cash: 0.57% Traditional cash on cash: 4.1% Airbnb Rental Income: $2025 Traditional Rental Income: $3232 Airbnb ROI: 0.57% Traditional ROI: 4.1%
153 Westminster Road Putney , VT Combining the charm of an 1820's fully restored historic home, with a 1,600 sq. ft. additi...	4 beds \| 3 baths \| 3,104 sq.ft.	$695,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 3.6% Airbnb Rental Income: $2644 Traditional Rental Income: $4103 Airbnb ROI: 0.38% Traditional ROI: 3.6%
2769 Cloudland Road Pomfret , VT Breathtaking long range views of Killington Peak and Saskadena 6 greet you as you wind you...	4 beds \| 4 baths \| 3,485 sq.ft.	$3,400,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 0.32% Airbnb Rental Income: $2544 Traditional Rental Income: $5488 Airbnb ROI: -0.81% Traditional ROI: 0.32%
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: 0.09% Traditional cash on cash: 3.02% Airbnb Rental Income: $1903 Traditional Rental Income: $2959 Airbnb ROI: 0.09% Traditional ROI: 3.02%
16 Nutmeg Lane Dover , VT Step into this warm, inviting home, and you may never want to leave. Tucked away on a priv...	3 beds \| 2 baths \| 2,000 sq.ft.	$529,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 3.78% Airbnb Rental Income: $1460 Traditional Rental Income: $3247 Airbnb ROI: -0.71% Traditional ROI: 3.78%
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.	$480,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 4.41% Airbnb Rental Income: $1460 Traditional Rental Income: $3189 Airbnb ROI: -0.4% Traditional ROI: 4.41%
320 Old Bow Road Weathersfield , VT Spacious Country Retreat with Stunning Views! Experience the perfect blend of space, priva...	4 beds \| 5 baths \| 4,009 sq.ft.	$997,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.05% Airbnb Rental Income: $null Traditional Rental Income: $6647 Airbnb ROI: N/A Traditional ROI: 5.05%
6 Pheasant Run Road Fairfax , VT Tucked in a quiet and desirable Fairfax neighborhood, this home has been beautifully maint...	3 beds \| 3 baths \| 2,468 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $3737 Airbnb ROI: N/A Traditional ROI: 4.73%
3 Church Street Brandon , VT * OPEN HOUSE-September 21st from 2:00-4:00 * Enjoy the charm of small-town living with th...	3 beds \| 2 baths \| 1,195 sq.ft.	$270,000	Airbnb cash on cash: 3.32% Traditional cash on cash: 9.97% Airbnb Rental Income: $2018 Traditional Rental Income: $3186 Airbnb ROI: 3.32% Traditional ROI: 9.97%
8 Hillside Acres Vergennes , VT Discover this beautifully reimagined 3-bedroom, 1.5-bath home in a peaceful country-style ...	3 beds \| 2 baths \| 1,505 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $3062 Airbnb ROI: N/A Traditional ROI: 6.16%
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: 3.6% Traditional cash on cash: 3.94% Airbnb Rental Income: $4251 Traditional Rental Income: $3543 Airbnb ROI: 3.6% Traditional ROI: 3.94%

Real Estate investment in Canaan, VT

There are 3 properties for sale in the city of Canaan . The median list price in Canaan is $260,000 and the average price per square foot is $101. In November 2025, the average monthly cash on cash return in Canaan is 9.00%. The average monthly rental income in Canaan is $2,829.

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

There are 3 investment properties available for sale in Canaan.

In 2025, the best neighborhood to buy investment property is Canaan.

The ROI for Short-Term is higher than the Long-Term in Canaan with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Canaan, VT

128 Fuller Drive

Canaan, VT

4 beds | 4 baths | 5,624 sq.ft.

$699,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.55%

Airbnb Rental Income: $null

Traditional Rental Income: $3891

Airbnb ROI: N/A

Traditional ROI: 3.55%

4121 Canaan Hill Road

Canaan, VT

1 beds | 1 baths | 840 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1901

Airbnb ROI: N/A

Traditional ROI: 9.99%

204 Hall Stream Road

Canaan, VT

4 beds | 1 baths | 1,288 sq.ft.

$260,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2829

Airbnb ROI: N/A

Traditional ROI: 9.11%

Investment Properties for Sale in Other Cities of Vermont

Jamaica , VT

3 beds | 1 baths | 636 sq.ft.

$215,000

Airbnb cash on cash: 6.29%

Traditional cash on cash: 7.94%

Airbnb Rental Income: $2267

Traditional Rental Income: $2036

Airbnb ROI: 6.29%

Traditional ROI: 7.94%

Wilmington , VT

4 beds | 5 baths | 3,420 sq.ft.

$979,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 5%

Airbnb Rental Income: $2046

Traditional Rental Income: $6604

Airbnb ROI: -0.59%

Traditional ROI: 5%

Wilmington , VT

3 beds | 2 baths | 2,100 sq.ft.

$524,999

Airbnb cash on cash: 0.57%

Traditional cash on cash: 4.1%

Airbnb Rental Income: $2025

Traditional Rental Income: $3232

Airbnb ROI: 0.57%

Traditional ROI: 4.1%

Putney , VT

4 beds | 3 baths | 3,104 sq.ft.

$695,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 3.6%

Airbnb Rental Income: $2644

Traditional Rental Income: $4103

Airbnb ROI: 0.38%

Traditional ROI: 3.6%

Pomfret , VT

4 beds | 4 baths | 3,485 sq.ft.

$3,400,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $2544

Traditional Rental Income: $5488

Airbnb ROI: -0.81%

Traditional ROI: 0.32%

Brighton , VT

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

$569,900