Real Estate Investment Properties for Sale in Cheshire, CT

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

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

Townhouses for Sale in Cheshire, CT

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

Showing 1 Townhouse 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
49 Quarry Village Road unit: 49 #49 Cheshire, CT Welcome to 49 Quarry Village - a beautifully maintained, end-unit condo tucked inside one ...	2 beds \| 3 baths \| 1,700 sq.ft.	$369,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 4.39% Airbnb Rental Income: $1609 Traditional Rental Income: $2955 Airbnb ROI: -0.8% Traditional ROI: 4.39%
Other Investment Properties for Sale in Cheshire
1481 Marion Road Waterbury , CT Inquire about special builder incentives available until June 30th! Welcome to Blackberry ...	4 beds \| 3 baths \| 3,775 sq.ft.	$1,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.7% Airbnb Rental Income: $null Traditional Rental Income: $4717 Airbnb ROI: N/A Traditional ROI: 0.7%
16 Deepwood Drive Cheshire , CT This three-bedroom home presents a wonderful opportunity for its next owner to unlock its ...	3 beds \| 1 baths \| 1,486 sq.ft.	$274,900	Airbnb cash on cash: -0.48% Traditional cash on cash: 5.59% Airbnb Rental Income: $1137 Traditional Rental Income: $2331 Airbnb ROI: -0.48% Traditional ROI: 5.59%
975 Wolf Hill Road Cheshire , CT Welcome to this beautifully maintained home. The house features hardwood floors throughout...	3 beds \| 3 baths \| 1,882 sq.ft.	$575,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 4.43% Airbnb Rental Income: $1137 Traditional Rental Income: $3737 Airbnb ROI: -1.12% Traditional ROI: 4.43%
621 Wiese Road Cheshire , CT Welcome home to this sweet Cheshire ranch that has been lovingly cared for and is ready fo...	3 beds \| 2 baths \| 1,704 sq.ft.	$499,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 3.87% Airbnb Rental Income: $1137 Traditional Rental Income: $3106 Airbnb ROI: -1.16% Traditional ROI: 3.87%
721 Ives Row Cheshire , CT Spacious Four Bedroom Colonial! Nestled on a large level lot, this home delivers a great o...	4 beds \| 3 baths \| 3,205 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.34% Airbnb Rental Income: $null Traditional Rental Income: $4419 Airbnb ROI: N/A Traditional ROI: 4.34%
22 Soderman Way PLANTSVILLE , CT Come enjoy nearly new construction at The Reserve at Stonebridge. Built in 2024, this home...	3 beds \| 3 baths \| 2,450 sq.ft.	$699,900	Airbnb cash on cash: -1.44% Traditional cash on cash: 3.92% Airbnb Rental Income: $1137 Traditional Rental Income: $4254 Airbnb ROI: -1.44% Traditional ROI: 3.92%
35 Stonehenge Place Cheshire , CT Discover the perfect blend of architectural style and natural beauty in this welcoming mid...	4 beds \| 3 baths \| 3,377 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.72% Airbnb Rental Income: $null Traditional Rental Income: $5016 Airbnb ROI: N/A Traditional ROI: 4.72%
393 E Mitchell Avenue unit: 393 #393 Cheshire , CT 62+ Community. Welcome to Cheshire Hillside Village, a well maintained complex. Heat and h...	1 beds \| 1 baths \| 597 sq.ft.	$149,900	Airbnb cash on cash: 2.13% Traditional cash on cash: 4.42% Airbnb Rental Income: $1677 Traditional Rental Income: $1537 Airbnb ROI: 2.13% Traditional ROI: 4.42%

Your search for investment property begins and ends here

Townhouses for Sale in Cheshire, CT

49 Quarry Village Road unit: 49 #49

Cheshire, CT

2 beds | 3 baths | 1,700 sq.ft.

$369,900

Airbnb cash on cash: -0.8%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1609

Traditional Rental Income: $2955

Airbnb ROI: -0.8%

Traditional ROI: 4.39%

Other Investment Properties for Sale in Cheshire

Waterbury , CT

4 beds | 3 baths | 3,775 sq.ft.

$1,299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.7%

Airbnb Rental Income: $null

Traditional Rental Income: $4717

Airbnb ROI: N/A

Traditional ROI: 0.7%

Cheshire , CT

3 beds | 1 baths | 1,486 sq.ft.

$274,900

Airbnb cash on cash: -0.48%

Traditional cash on cash: 5.59%

Airbnb Rental Income: $1137

Traditional Rental Income: $2331

Airbnb ROI: -0.48%

Traditional ROI: 5.59%

Cheshire , CT

3 beds | 3 baths | 1,882 sq.ft.

$575,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $1137

Traditional Rental Income: $3737

Airbnb ROI: -1.12%

Traditional ROI: 4.43%

Cheshire , CT

3 beds | 2 baths | 1,704 sq.ft.

$499,000

Airbnb cash on cash: -1.16%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1137

Traditional Rental Income: $3106

Airbnb ROI: -1.16%

Traditional ROI: 3.87%

Cheshire , CT

4 beds | 3 baths | 3,205 sq.ft.

$649,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.34%

Airbnb Rental Income: $null

Traditional Rental Income: $4419

Airbnb ROI: N/A

Traditional ROI: 4.34%

PLANTSVILLE , CT

3 beds | 3 baths | 2,450 sq.ft.

$699,900

Airbnb cash on cash: -1.44%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $1137

Traditional Rental Income: $4254

Airbnb ROI: -1.44%

Traditional ROI: 3.92%

Cheshire , CT

4 beds | 3 baths | 3,377 sq.ft.

$725,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.72%

Airbnb Rental Income: $null

Traditional Rental Income: $5016

Airbnb ROI: N/A

Traditional ROI: 4.72%

Cheshire , CT

1 beds | 1 baths | 597 sq.ft.

$149,900

Airbnb cash on cash: 2.13%

Traditional cash on cash: 4.42%