Real Estate Investment Properties for Sale in Canaan, CT

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

Explore a variety of short-term homes & houses in Canaan, CT. Invest wisely with VRBO & Canaan, CT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Canaan, CT

Search for Single Family Residential for Sale in Canaan, Connecticut. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 7 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
24 E Main St Canaan, CT This single level 2 bedroom, 1 bath Ranch built in 1955 is ideal for the first-time home b...	2 beds \| 1 baths \| 1,200 sq.ft.	$239,900	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.17% Airbnb Rental Income: $1565 Traditional Rental Income: $1527 Airbnb ROI: 2.36% Traditional ROI: 4.17%
65 E Main St Canaan, CT 65 E Main St, Canaan, CT 06018 \| Single Family Residential	2 beds \| 1 baths \| 1,616 sq.ft.	$274,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.89% Airbnb Rental Income: $1565 Traditional Rental Income: $1643 Airbnb ROI: 0.85% Traditional ROI: 2.89%
89 Under Mountain Rd Canaan, CT This stunning, Architecturally Designed Modern home was newly constructed in 2022 boasts b...	3 beds \| 3 baths \| 2,796 sq.ft.	$2,695,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.21% Airbnb Rental Income: $2604 Traditional Rental Income: $3910 Airbnb ROI: -0.98% Traditional ROI: -0.21%
37 Lower Barrack Rd Canaan, CT Extraordinary Property with 99+/- Acres in 10 Parcels The details of this home are so fabu...	4 beds \| 3 baths \| 3,078 sq.ft.	$1,750,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.4% Airbnb Rental Income: $3199 Traditional Rental Income: $4892 Airbnb ROI: -0.08% Traditional ROI: 1.4%
Other Investment Properties for Sale in Canaan
00 N Elm St Canaan , CT 00 N Elm St, Canaan, CT 06018 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $884 Airbnb ROI: N/A Traditional ROI: 3.75%
0 Old Turnpike Rd N Canaan , CT 0 Old Turnpike Rd N, Canaan, CT 06018 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.67% Airbnb Rental Income: $null Traditional Rental Income: $884 Airbnb ROI: N/A Traditional ROI: -0.67%
62 Railroad Street Canaan , CT "The Conductor's House" The northern 1/3 of this home is the local, authentic conductor's ...	3 beds \| 3 baths \| 2,463 sq.ft.	$625,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.81% Airbnb Rental Income: $2604 Traditional Rental Income: $3754 Airbnb ROI: 0.77% Traditional ROI: 3.81%

Your search for investment property begins and ends here

Single Family Homes for Sale in Canaan, CT

24 E Main St

Canaan, CT

2 beds | 1 baths | 1,200 sq.ft.

$239,900

Airbnb cash on cash: 2.36%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1565

Traditional Rental Income: $1527

Airbnb ROI: 2.36%

Traditional ROI: 4.17%

65 E Main St

Canaan, CT

2 beds | 1 baths | 1,616 sq.ft.

$274,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $1565

Traditional Rental Income: $1643

Airbnb ROI: 0.85%

Traditional ROI: 2.89%

89 Under Mountain Rd

Canaan, CT

3 beds | 3 baths | 2,796 sq.ft.

$2,695,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: -0.21%

Airbnb Rental Income: $2604

Traditional Rental Income: $3910

Airbnb ROI: -0.98%

Traditional ROI: -0.21%

37 Lower Barrack Rd

Canaan, CT

4 beds | 3 baths | 3,078 sq.ft.

$1,750,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $3199

Traditional Rental Income: $4892

Airbnb ROI: -0.08%

Traditional ROI: 1.4%

Other Investment Properties for Sale in Canaan

00 N Elm St

Canaan , CT

N/A beds | N/A baths | 0 sq.ft.

$120,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $884

Airbnb ROI: N/A

Traditional ROI: 3.75%

0 Old Turnpike Rd N

Canaan , CT

N/A beds | N/A baths | 0 sq.ft.

$345,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.67%

Airbnb Rental Income: $null

Traditional Rental Income: $884

Airbnb ROI: N/A

Traditional ROI: -0.67%

62 Railroad Street

Canaan , CT

3 beds | 3 baths | 2,463 sq.ft.

$625,000

Airbnb cash on cash: 0.77%

Traditional cash on cash: 3.81%

Airbnb Rental Income: $2604

Traditional Rental Income: $3754

Airbnb ROI: 0.77%

Traditional ROI: 3.81%

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