Rent to own Homes in Chester, MA

Chester, MA is a great place for affordable rent-to-own homes! With a median household income of over $70,793 and a median rent of $896, the Chester, MA rent-to-own market is more affordable than the traditional housing market which has shown tremendous growth across the U.S. and with it, aggressive competition for home purchases. With the current housing shortage trend it can make it harder to become a homeowner, including in Chester, MA. This means higher than average down payments for homes and higher qualification standards for conventional home loans. With a rent-to-own property, tenants are also buyers. You can live in the house for a set amount of time before you purchase it, meaning that you get to know the house, your neighbors, and your community before making the final purchase. This enables you and your family to make the right choice based on both information and experience. Rent-to-own is also a great alternative way to get into a home if you have bad credit or don't have enough saved for a down payment.

Check out Chester, MA rent to own homes for sale, which may include auction properties, for sale by owner, and more.
Showing 1 - 44 of 440
New
140 PECK ORCHARD RD
Rent to Own Eligible
 
Single Family Home
East Hartland, CT 06027
3
3
2455 ft2
2006
New
143 PROCK HILL RD
Rent to Own Eligible
 
Single Family Home
Colebrook, CT 06021
2
1
1190 ft2
1948
New
10 PHEASANT RUN
Rent to Own Eligible
 
Single Family Home
North Granby, CT 06060
5
4
3500 ft2
1986
New
6 SUTTON DR
Rent to Own Eligible
 
Single Family Home
North Granby, CT 06060
4
3
2105 ft2
1992
238 COLEBROOK RIVER RD
Rent to Own Eligible
 
Single Family Home
Colebrook, CT 06021
4
4
3020 ft2
1974
Hot
26 LOOMIS ST
Rent to Own Eligible
 
Single Family Home
North Granby, CT 06060
4
3
1945 ft2
1979
New
35 COOLEY RD
Rent to Own Eligible
 
Single Family Home
North Granby, CT 06060
3
3
2336 ft2
1989
1 of 16 49 RIVERTON RD
Rent to Own Eligible
 
Single Family Home
Riverton, CT 06065
3
2
1109 ft2
1940
454 LOON MEADOW DR
Rent to Own Eligible
 
Single Family Home
Norfolk, CT 06058
3
3
2192 ft2
1956
1 of 21 445 BABBS RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
5
3
3167 ft2
1925
24 ZIMMER RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
4
2
1964 ft2
1954
111 Riverton Rd
Rent to Own Eligible
 
Townhouse/Condo
Winsted, CT 06098
2
2
1204 ft2
1987
22 QUARRY RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
3
2
1658 ft2
1956
1 of 25 1 LOG CT
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
2
2
1280 ft2
1930
New
37 MEADOWBROOK RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
3
2
1144 ft2
1949
New
14 SUNNY HEIGHTS RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
4
3
2071 ft2
1980
45 BARKHAMSTED RD
Rent to Own Eligible
 
Single Family Home
West Granby, CT 06090
3
2
1864 ft2
1938
1 of 41 124 CREAMERY HILL RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
3
2
1984 ft2
1978
1 of 45 203 CONE MEADOW CT
Rent to Own Eligible
 
Single Family Home
West Granby, CT 06090
4
3
4020 ft2
2005
1 of 21 56 EDGEWOOD DR
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
4
3
2960 ft2
2019
Hot
143 CENTER HILL RD
Rent to Own Eligible
 
Single Family Home
Barkhamsted, CT 06063
3
2
1812 ft2
1782
31 STRATTON FARMS RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
4
3
3000 ft2
2021
7 STRATTON FARMS RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
4
3
3035 ft2
2015
New
2 STRATTON FARMS RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
3
3
2496 ft2
2021
New
376 SALMON BROOK ST
Rent to Own Eligible
 
Townhouse/Condo
Granby, CT 06035
7
7
4762 ft2
1850
New
4 GRISTMILL LN
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
4
3
2534 ft2
1995
New
110 W GRANBY RD
Rent to Own Eligible
 
Townhouse/Condo
Granby, CT 06035
3
3
3095 ft2
1897
100 COLONY DR
Rent to Own Eligible
 
Single Family Home
Winsted, CT 06098
3
2
1092 ft2
1969
New
107 OAKDALE AVE
Rent to Own Eligible
 
Single Family Home
Winsted, CT 06098
3
3
2171 ft2
1987
1 of 55 90 COLONY DR
Rent to Own Eligible
 
Single Family Home
Winsted, CT 06098
3
1
1282 ft2
1969
1 of 43 21 Greenwoods Ave
Rent to Own Eligible
 
Single Family Home
Winsted, CT 06098
8
4
2918 ft2
1900
11 METACOMET LN
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
3
3
2443 ft2
2022
24 UNION ST
Rent to Own Eligible
 
Townhouse/Condo
Winsted, CT 06098
4
2
2582 ft2
1895
172 LITCHFIELD RD
Rent to Own Eligible
 
Single Family Home
Norfolk, CT 06058
3
1
960 ft2
1958
New
1183 NEWGATE RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
4
3
2246 ft2
1979
645 N STONE ST
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
3
4
2669 ft2
1964
1036 RATLEY RD
Rent to Own Eligible
 
Single Family Home
West Suffield, CT 06093
3
3
2541 ft2
1992
231 SIMSBURY RD
Rent to Own Eligible
 
Single Family Home
West Granby, CT 06090
1
3
1484 ft2
1983
131 BARN DOOR HILLS RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
4
4
3695 ft2
2000
68 PETERSEN RD
Rent to Own Eligible
 
Single Family Home
Granby, CT 06035
4
4
2964 ft2
1976
38 EDDY RD
Rent to Own Eligible
 
Single Family Home
Barkhamsted, CT 06063
4
2
2398 ft2
1971
New
339 W WAKEFIELD BLVD
Rent to Own Eligible
 
Single Family Home
Winsted, CT 06098
3
2
1322 ft2
1940
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Buying a Home in Chester, MA

Chester, MA is seeing rapid growth and Chester, MA's' housing market remains optimal with an average home price that is -16% below the 2024 national average. Chester, MA is part of Hampden county and taxes are an important factor to consider when purchasing a home whether through rent to own or a traditional purchase. The average tax rate as of 2024 for county Hampden is 1.36% which is above the national average, which is 0.99%.

Median Home Price in Chester, MA

Median Rent in Chester, MA

Rent to own homes offer low monthly payments and flexible terms.