Real Estate Investment Properties for Sale in Chester, CT

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

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

Search for Single Family Residential for Sale in Chester, 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 6 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
9 Hickory Hill Drive Chester, CT Welcome to 9 Hickory Hill Drive! Set high on a hill in the heart of the charming Connectic...	3 beds \| 3 baths \| 2,888 sq.ft.	$799,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 3.4% Airbnb Rental Income: $1423 Traditional Rental Income: $4097 Airbnb ROI: -0.76% Traditional ROI: 3.4%
15 Hazen Street Chester, CT Back on market! Inspection will show there is some termite damage in one of beams in basem...	3 beds \| 1 baths \| 748 sq.ft.	$229,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 6.39% Airbnb Rental Income: $1423 Traditional Rental Income: $1924 Airbnb ROI: 2.11% Traditional ROI: 6.39%
8 Butter Jones Road Chester, CT Enchanting Cape with Artisan Post & Beam Charm - Just Down the Road from Chester Village! ...	3 beds \| 3 baths \| 2,139 sq.ft.	$775,000	Airbnb cash on cash: -1.87% Traditional cash on cash: 1.78% Airbnb Rental Income: $1423 Traditional Rental Income: $3635 Airbnb ROI: -1.87% Traditional ROI: 1.78%
36 Kings Highway Chester, CT Charming Stone Home on Nearly 4 Acres! Just minutes from Chester Village, this distinctive...	4 beds \| 2 baths \| 1,516 sq.ft.	$469,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 4.02% Airbnb Rental Income: $2406 Traditional Rental Income: $3233 Airbnb ROI: 0.8% Traditional ROI: 4.02%
79 Middlesex Avenue Chester, CT Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends tim...	2 beds \| 1 baths \| 1,470 sq.ft.	$449,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.7% Airbnb Rental Income: $2039 Traditional Rental Income: $2118 Airbnb ROI: 0.25% Traditional ROI: 1.7%

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Single Family Homes for Sale in Chester, CT

9 Hickory Hill Drive

Chester, CT

3 beds | 3 baths | 2,888 sq.ft.

$799,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $1423

Traditional Rental Income: $4097

Airbnb ROI: -0.76%

Traditional ROI: 3.4%

15 Hazen Street

Chester, CT

3 beds | 1 baths | 748 sq.ft.

$229,000

Airbnb cash on cash: 2.11%

Traditional cash on cash: 6.39%

Airbnb Rental Income: $1423

Traditional Rental Income: $1924

Airbnb ROI: 2.11%

Traditional ROI: 6.39%

8 Butter Jones Road

Chester, CT

3 beds | 3 baths | 2,139 sq.ft.

$775,000

Airbnb cash on cash: -1.87%

Traditional cash on cash: 1.78%

Airbnb Rental Income: $1423

Traditional Rental Income: $3635

Airbnb ROI: -1.87%

Traditional ROI: 1.78%

36 Kings Highway

Chester, CT

4 beds | 2 baths | 1,516 sq.ft.

$469,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 4.02%

Airbnb Rental Income: $2406

Traditional Rental Income: $3233

Airbnb ROI: 0.8%

Traditional ROI: 4.02%

79 Middlesex Avenue

Chester, CT

2 beds | 1 baths | 1,470 sq.ft.

$449,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $2039

Traditional Rental Income: $2118

Airbnb ROI: 0.25%

Traditional ROI: 1.7%

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