Chester, MA Rent to Own Homes

Search Over 300 Listings Near Chester, MA

Finding rent-to-own homes in Chester, MA is quick and easy with RentToOwn.org. Our database of rental homes and rent-to-own houses in Chester, MA is regularly updated with a variety of single-family homes, condos, townhomes, and more to suit your needs. In addition to Chester, MA rent-to-own homes, you can expect to find other sale types, including for sale by owner (FSBO) homes, sherriff sales, REO foreclosures, and pre-foreclosures. Finding affordable Chester, MA rent-to-own homes has never been easier!

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Street view of Evergreen Dr Holyoke, MA 01040 Rent-To-Own home
    Evergreen Dr
    Holyoke, MA 01040
    4 Beds, 2 Baths
    1,696 Square Feet, Year Built: 1965
    1,696 Square Feet
    Year Built: 1965
    Rent-To-Own
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1 of 36 Street view of Eagle St North Adams, MA 01247 Rent-To-Own home
    Eagle St
    North Adams, MA 01247
    3 Beds, 1 Bath
    1,495 Square Feet, Year Built: 1880
    1,495 Square Feet
    Year Built: 1880
    Rent-To-Own
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Street view of John St Winsted, CT 06098 Rent-To-Own home
    John St
    Winsted, CT 06098
    3 Beds, 2 Baths
    1,538 Square Feet, Year Built: 1900
    1,538 Square Feet
    Year Built: 1900
    Rent-To-Own
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Street view of Mill St Riverton, CT 06065 MLS home
    Mill St
    Riverton, CT 06065
    3 Beds, 3 Baths
    1,896 Square Feet, Year Built: 1988
    1,896 Square Feet
    Year Built: 1988
    Rent to Own Eligible
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Street view of Center St West Hartland, CT 06091 MLS home
    Center St
    West Hartland, CT 06091
    4 Beds, 3 Baths
    2,582 Square Feet, Year Built: 1987
    2,582 Square Feet
    Year Built: 1987
    Rent to Own Eligible
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Street view of Hartland, CT 06027 MLS home
    Hartland, CT 06027
    4 Beds, 3 Baths
    2,163 Square Feet, Year Built: 2025
    2,163 Square Feet
    Year Built: 2025
    Rent to Own Eligible
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Street view of Greenwood Rd North Granby, CT 06060 MLS home
    Greenwood Rd
    North Granby, CT 06060
    4 Beds, 4 Baths
    2,308 Square Feet, Year Built: 1994
    2,308 Square Feet
    Year Built: 1994
    Rent to Own Eligible
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Exploring the rent-to-own real estate market in Chester, MA is a great alternative housing option. Whether you have bad credit and need time to repair your scores or simply can't afford a large down payment on a traditional home sale, renting to own allows you to rebuild your credit, save money, and build equity all while living in the home you'll eventually own. If you find a house you love, register with RentToOwn.org so you can gain full access to all price, property, and contact information! We look forward to helping you realize your home ownership dreams with Chester, MA rent-to-own houses.