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.

Condos for Sale in Cheshire, CT

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

Showing 3 Condo 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
2 Tunxis Place Cheshire, CT NEW PRICE !!! Exceptional, rare, COPPER HILL Stand Alone Ranch..Most desirable, private, c...	3 beds \| 3 baths \| 2,637 sq.ft.	$619,800	Airbnb cash on cash: -2.76% Traditional cash on cash: 2.61% Airbnb Rental Income: $1137 Traditional Rental Income: $3865 Airbnb ROI: -2.76% Traditional ROI: 2.61%
22 Soderman Way Cheshire, CT Come enjoy nearly new construction at The Reserve at Stonebridge. Built in 2024, this home...	3 beds \| 3 baths \| 2,450 sq.ft.	$730,000	Airbnb cash on cash: -2.6% Traditional cash on cash: 2.54% Airbnb Rental Income: $1137 Traditional Rental Income: $4254 Airbnb ROI: -2.6% Traditional ROI: 2.54%
Other Investment Properties for Sale in Cheshire
324 South Meriden Road Cheshire , CT Welcome to this stunning custom-built colonial home where no detail has been overlooked. S...	4 beds \| 5 baths \| 3,946 sq.ft.	$949,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.91% Airbnb Rental Income: $null Traditional Rental Income: $8249 Airbnb ROI: N/A Traditional ROI: 6.91%
1481 Marion Road Cheshire , 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%
95 Orleton Court Cheshire , CT Pristine 4-bed, 2.5-bath Colonial in sought-after Moss Farms Village. Set on a quiet cul-d...	4 beds \| 3 baths \| 2,880 sq.ft.	$654,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $4450 Airbnb ROI: N/A Traditional ROI: 4.01%
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: -0.54% Traditional cash on cash: 5.53% Airbnb Rental Income: $1137 Traditional Rental Income: $2331 Airbnb ROI: -0.54% Traditional ROI: 5.53%
112 Laurel Terrace Cheshire , CT Welcome to 112 Laurel Terrace, a well-maintained 3-bedroom, 2-bath ranch-style home offeri...	3 beds \| 2 baths \| 1,404 sq.ft.	$420,000	Airbnb cash on cash: -1.43% Traditional cash on cash: 4.03% Airbnb Rental Income: $1137 Traditional Rental Income: $2906 Airbnb ROI: -1.43% Traditional ROI: 4.03%
440 Mount Sanford Road Cheshire , CT Location, Location, Location! Don't miss your chance to step into the South End of Cheshir...	4 beds \| 4 baths \| 3,816 sq.ft.	$724,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $6296 Airbnb ROI: N/A Traditional ROI: 6.05%
48 Willow Street Cheshire , CT Newly built in 2017, this home is a lifestyle that starts with it's amazing location to th...	4 beds \| 3 baths \| 2,494 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $4263 Airbnb ROI: N/A Traditional ROI: 3.97%
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: -1.88% Traditional cash on cash: 3.66% Airbnb Rental Income: $1137 Traditional Rental Income: $3737 Airbnb ROI: -1.88% Traditional ROI: 3.66%
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.	$535,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 2.9% Airbnb Rental Income: $1137 Traditional Rental Income: $3106 Airbnb ROI: -1.79% Traditional ROI: 2.9%
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.	$674,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $4419 Airbnb ROI: N/A Traditional ROI: 3.75%
1674 Byam Road Cheshire , CT Charming two-bedroom Ranch with a fantastic location. Open kitchen view to the living room...	2 beds \| 1 baths \| 2,016 sq.ft.	$299,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.28% Airbnb Rental Income: $1609 Traditional Rental Income: $2180 Airbnb ROI: 0.64% Traditional ROI: 4.28%

Your search for investment property begins and ends here

Condos for Sale in Cheshire, CT

2 Tunxis Place

Cheshire, CT

3 beds | 3 baths | 2,637 sq.ft.

$619,800

Airbnb cash on cash: -2.76%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $1137

Traditional Rental Income: $3865

Airbnb ROI: -2.76%

Traditional ROI: 2.61%

22 Soderman Way

Cheshire, CT

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

$730,000

Airbnb cash on cash: -2.6%

Traditional cash on cash: 2.54%

Airbnb Rental Income: $1137

Traditional Rental Income: $4254

Airbnb ROI: -2.6%

Traditional ROI: 2.54%

Other Investment Properties for Sale in Cheshire

Cheshire , CT

4 beds | 5 baths | 3,946 sq.ft.

$949,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.91%

Airbnb Rental Income: $null

Traditional Rental Income: $8249

Airbnb ROI: N/A

Traditional ROI: 6.91%

Cheshire , 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

4 beds | 3 baths | 2,880 sq.ft.

$654,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.01%

Airbnb Rental Income: $null

Traditional Rental Income: $4450

Airbnb ROI: N/A

Traditional ROI: 4.01%

Cheshire , CT

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

$274,900

Airbnb cash on cash: -0.54%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $1137

Traditional Rental Income: $2331

Airbnb ROI: -0.54%

Traditional ROI: 5.53%

Cheshire , CT

3 beds | 2 baths | 1,404 sq.ft.

$420,000

Airbnb cash on cash: -1.43%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1137

Traditional Rental Income: $2906

Airbnb ROI: -1.43%

Traditional ROI: 4.03%

Cheshire , CT

4 beds | 4 baths | 3,816 sq.ft.

$724,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.05%

Airbnb Rental Income: $null

Traditional Rental Income: $6296

Airbnb ROI: N/A

Traditional ROI: 6.05%

Cheshire , CT

4 beds | 3 baths | 2,494 sq.ft.

$630,000

Airbnb cash on cash: N/A