Windsor, MA Rent to Own Homes

Search Over 300 Listings Near Windsor, MA

Finding rent-to-own homes in Windsor, MA is quick and easy with RentToOwn.org. Our database of rental homes and rent-to-own houses in Windsor, MA is regularly updated with a variety of single-family homes, condos, townhomes, and more to suit your needs. In addition to Windsor, 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 Windsor, MA rent-to-own homes has never been easier!

Street view of Main St Dalton, MA 01226 Rent-To-Own home
    Main St
    Dalton, MA 01226
    3 Beds, 1 Bath
    1,544 Square Feet
    Year Built: 1957
    Rent-To-Own
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1 of 37 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
    Rent-To-Own
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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
    Rent-To-Own
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Street view of Colonial Ridge Rd West Dover, VT 05356 Rent-To-Own home
    Colonial Ridge Rd
    West Dover, VT 05356
    4 Beds, 2 Baths
    2,473 Square Feet
    Year Built: 1990
    Rent-To-Own
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Street view of Prospect St South Hadley, MA 01075 Rent-To-Own home
    Prospect St
    South Hadley, MA 01075
    4 Beds, 2 Baths
    1,092 Square Feet
    Year Built: 1952
    Rent-To-Own
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Street view of Lower Highlands Rd West Dover, VT 05356 Rent-To-Own home
    Lower Highlands Rd
    West Dover, VT 05356
    6 Beds, 4 Baths
    3,837 Square Feet
    Year Built: 1970
    Rent-To-Own
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Street view of G Mountain Village Dover, VT 05356 Rent-To-Own home
    G Mountain Village
    Dover, VT 05356
    2 Beds, 2 Baths
    900 Square Feet
    Year Built: 1987
    Rent-To-Own
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Street view of Winthrop Rd Windsor, CT 06095 MLS home
    Winthrop Rd
    Windsor, CT 06095
    4 Beds, 2 Baths
    1,456 Square Feet
    Year Built: 1973
    Rent to Own Eligible
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1 of 35 Street view of Park Ave Bloomfield, CT 06002 MLS home
    Park Ave
    Bloomfield, CT 06002
    3 Beds, 1 Bath
    1,344 Square Feet
    Year Built: 1963
    Rent to Own Eligible
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New
Street view of Center Street Riverton, CT 06065 MLS home
    Center Street
    Riverton, CT 06065
    4 Beds, 1 Bath
     
    Year Built: 1805
    Rent to Own Eligible
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1 of 9 Street view of Colebrook River Rd Colebrook, CT 06021 MLS home
    Colebrook River Rd
    Colebrook, CT 06021
    3 Beds, 1 Bath
    1,488 Square Feet
    Year Built: 1865
    Rent to Own Eligible
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1 of 38 Street view of Colebrook, CT 06021 MLS home
     
    Colebrook, CT 06021
    4 Beds, 4 Baths
    4,327 Square Feet
    Year Built: 1977
    Rent to Own Eligible
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New
1 of 39 Street view of Old Forge Rd Riverton, CT 06065 MLS home
    Old Forge Rd
    Riverton, CT 06065
    3 Beds, 2 Baths
    2,764 Square Feet
    Year Built: 1988
    Rent to Own Eligible
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Street view of Silver St North Granby, CT 06060 MLS home
    Silver St
    North Granby, CT 06060
    4 Beds, 2 Baths
    2,932 Square Feet
    Year Built: 1986
    Rent to Own Eligible
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Street view of Silver Brook Ln North Granby, CT 06060 MLS home
    Silver Brook Ln
    North Granby, CT 06060
    4 Beds, 2 Baths
    3,339 Square Feet
    Year Built: 1993
    Rent to Own Eligible
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Street view of Shantry Rd Colebrook, CT 06021 MLS home
    Shantry Rd
    Colebrook, CT 06021
    3 Beds, 1 Bath
    2,038 Square Feet
    Year Built: 1962
    Rent to Own Eligible
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Street view of Silver Brook Ln North Granby, CT 06060 MLS home
    Silver Brook Ln
    North Granby, CT 06060
    4 Beds, 3 Baths
    2,976 Square Feet
    Year Built: 1988
    Rent to Own Eligible
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Street view of Fox Brook Rd East Hartland, CT 06027 MLS home
    Fox Brook Rd
    East Hartland, CT 06027
    2 Beds, 1 Bath
    1,056 Square Feet
    Year Built: 1976
    Rent to Own Eligible
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Street view of Shantry Rd Colebrook, CT 06021 MLS home
    Shantry Rd
    Colebrook, CT 06021
    3 Beds, 1 Bath
    1,443 Square Feet
    Year Built: 1957
    Rent to Own Eligible
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Street view of Old Forge Rd Riverton, CT 06065 MLS home
    Old Forge Rd
    Riverton, CT 06065
    3 Beds, 2 Baths
    2,088 Square Feet
    Year Built: 1989
    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
    Rent to Own Eligible
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Street view of Clayton Rd Canaan, CT 06018 MLS home
    Clayton Rd
    Canaan, CT 06018
    3 Beds, 2 Baths
    1,680 Square Feet
    Year Built: 2005
    Rent to Own Eligible
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1 of 40 Street view of Colebrook, CT 06021 MLS home
     
    Colebrook, CT 06021
    4 Beds, 2 Baths
    2,430 Square Feet
    Year Built: 1828
    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
    Rent to Own Eligible
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Street view of Old Forge Rd Riverton, CT 06065 MLS home
    Old Forge Rd
    Riverton, CT 06065
    3 Beds, 2 Baths
    1,782 Square Feet
    Year Built: 1985
    Rent to Own Eligible
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Street view of Granville Rd East Hartland, CT 06027 MLS home
    Granville Rd
    East Hartland, CT 06027
    3 Beds, 1 Bath
    1,576 Square Feet
    Year Built: 1958
    Rent to Own Eligible
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Street view of Bunnell St Colebrook, CT 06021 MLS home
    Bunnell St
    Colebrook, CT 06021
    3 Beds, 2 Baths
    1,536 Square Feet
    Year Built: 1983
    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, 1 Bath
    1,396 Square Feet
    Year Built: 1948
    Rent to Own Eligible
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Street view of Silver Brook Ln North Granby, CT 06060 MLS home
    Silver Brook Ln
    North Granby, CT 06060
    3 Beds, 2 Baths
    2,702 Square Feet
    Year Built: 2001
    Rent to Own Eligible
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Street view of Old Forge Rd Riverton, CT 06065 MLS home
    Old Forge Rd
    Riverton, CT 06065
    3 Beds, 1 Bath
    1,162 Square Feet
    Year Built: 1942
    Rent to Own Eligible
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Street view of Dara Ln North Granby, CT 06060 MLS home
    Dara Ln
    North Granby, CT 06060
    3 Beds, 2 Baths
    1,704 Square Feet
    Year Built: 1977
    Rent to Own Eligible
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Street view of Fox Brook Rd East Hartland, CT 06027 MLS home
    Fox Brook Rd
    East Hartland, CT 06027
    3 Beds, 2 Baths
    2,332 Square Feet
    Year Built: 1977
    Rent to Own Eligible
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Street view of Colebrook River Rd Colebrook, CT 06021 MLS home
    Colebrook River Rd
    Colebrook, CT 06021
    3 Beds, 1 Bath
    1,482 Square Feet
    Year Built: 1850
    Rent to Own Eligible
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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
    Rent to Own Eligible
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Street view of Colebrook Rd Colebrook, CT 06021 MLS home
    Colebrook Rd
    Colebrook, CT 06021
    3 Beds, 2 Baths
    2,318 Square Feet
    Year Built: 2005
    Rent to Own Eligible
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Street view of Silver Brook Ln North Granby, CT 06060 MLS home
    Silver Brook Ln
    North Granby, CT 06060
    5 Beds, 4 Baths
    4,332 Square Feet
    Year Built: 1995
    Rent to Own Eligible
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Street view of Clark Hill Rd Prospect, CT 06712 MLS home
    Clark Hill Rd
    Prospect, CT 06712
    2 Beds, 1 Bath
    920 Square Feet
    Year Built: 1941
    Rent to Own Eligible
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Street view of (Loftonii) Belvedere Drive Tolland, CT 06084 MLS home
    (Loftonii) Belved...
    Tolland, CT 06084
    2 Beds, 2 Baths
     
    Year Built: 2026
    Rent to Own Eligible
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Street view of Dunn Rd Coventry, CT 06238 MLS home
    Dunn Rd
    Coventry, CT 06238
    4 Beds, 2 Baths
    2,502 Square Feet
    Year Built: 2020
    Rent to Own Eligible
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Street view of Rossi Rd Torrington, CT 06790 MLS home
    Rossi Rd
    Torrington, CT 06790
    3 Beds, 1 Bath
    1,080 Square Feet
    Year Built: 1968
    Rent to Own Eligible
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Street view of Broad Brook, CT 06016 MLS home
     
    Broad Brook, CT 06016
    3 Beds, 2 Baths
    2,367 Square Feet
    Year Built: 2003
    Rent to Own Eligible
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Street view of Gino Dr Bristol, CT 06010 MLS home
    Gino Dr
    Bristol, CT 06010
    3 Beds, 2 Baths
     
    Year Built: 2026
    Rent to Own Eligible
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Street view of Harwinton Ave Terryville, CT 06786 MLS home
    Harwinton Ave
    Terryville, CT 06786
    4 Beds, 2 Baths
    2,016 Square Feet
    Year Built: 1923
    Rent to Own Eligible
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Exploring the rent-to-own real estate market in Windsor, 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 Windsor, MA rent-to-own houses.