Rent to own Homes in Cheshire, MA

Cheshire, MA is a great place for affordable rent-to-own homes! With a median household income of over $94,167 and a median rent of $545, the Cheshire, 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 Cheshire, 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 Cheshire, MA rent to own homes for sale, which may include auction properties, for sale by owner, and more.
Showing 1 - 44 of 176
Hot
1 of 25 35 QUARRY RD
Rent To Own
 
Single Family Home
Lanesborough, MA 01237
3
2
1226 ft2
1971
Hot
1 of 28 13 EDWARD AVE
Rent To Own
 
Single Family Home
Adams, MA 01220
3
2
1716 ft2
1948
Hot
1 of 23 39 ANN DR
Rent To Own
 
Single Family Home
Pittsfield, MA 01201
3
2
1670 ft2
1951
Hot
1 of 15 5 E WINDSOR RD
Rent To Own
 
Single Family Home
Worthington, MA 01098
2
1
1354 ft2
1981
Hot
1 of 6 476 TURNER RD
Rent To Own
 
Single Family Home
Readsboro, VT 05350
3
2
1900 ft2
2002
Hot
1 of 2 5411 S STEPHENTOWN RD
Rent To Own
 
Single Family Home
Stephentown, NY 12168
3
1
900 ft2
2000
1 of 10 155 LAUREL ST
Rent To Own
 
Single Family Home
Lee, MA 01238
3
2
1744 ft2
1896
1 of 51 34 STATE ROUTE 346
Rent To Own
 
Single Family Home
Petersburg, NY 12138
5
3
4860 ft2
1802
1 of 53 1923 US ROUTE 7 S
Rent To Own
 
Single Family Home
Bennington, VT 05201
4
2
2700 ft2
1790
1 of 3 1276 BAILEY HILL RD
Rent To Own
 
Single Family Home
Readsboro, VT 05350
3
2
1500 ft2
2020
1 of 36 River Road
Rent To Own
 
Multifamily (2 - 4 Units)
Huntington, MA 01050
3
2
1400 ft2
1986
1 of 18 2069 New York 295
Rent To Own
 
Multifamily (2 - 4 Units)
Canaan, NY 12029
5
2
2100 ft2
1 of 29 445 BOVIE HILL RD
Rent To Own
 
Single Family Home
Hoosick Falls, NY 12090
3
3
1820 ft2
1973
Hot
9 CAREY AVE
Rent To Own
 
Single Family Home
Hoosick Falls, NY 12090
3
1
1161 ft2
1930
1 of 12 24 ALBANY TPKE
Rent To Own
 
Single Family Home
Old Chatham, NY 12136
4
2
1920 ft2
1874
1325 BLUE FACTORY HILL RD
Rent To Own
 
Single Family Home
Cropseyville, NY 12052
3
1
1056 ft2
1962
22294 STATE ROUTE 22
Rent To Own
 
Single Family Home
Eagle Bridge, NY 12057
3
1
1617 ft2
1900
1 of 15 58 TROLLEY WAY
Rent To Own
 
Single Family Home
Nassau, NY 12123
2
1
683 ft2
1945
1 of 19 375 BECK RD
Rent To Own
 
Single Family Home
Eagle Bridge, NY 12057
2
2
1204 ft2
1880
1 of 33 225 TUCKER RD
Rent To Own
 
Single Family Home
West Halifax, VT 05358
3
2
2400 ft2
1987
6 LOCHVUE DR
Rent To Own
 
Single Family Home
Wynantskill, NY 12198
4
2
2332 ft2
2017
Hot
1 of 22 9 HOUSEMAN AVE
Rent To Own
 
Single Family Home
Chatham, NY 12037
3
2
2200 ft2
1920
1 of 20 NY Route
Rent To Own
 
Multifamily (2 - 4 Units)
Pittstown, NY 12094
3
2
1400 ft2
1981
1 of 27 2 DOWNEY RD
Rent To Own
 
Single Family Home
Troy, NY 12180
3
1
1400 ft2
1966
1 of 2 1038 VLY SUMMIT RD
Rent To Own
 
Single Family Home
Greenwich, NY 12834
5
3
3900 ft2
1900
1 of 21 555 OVERLOOK RD
Rent To Own
 
Single Family Home
Hillsdale, NY 12529
3
3
2583 ft2
2008
Hot
1 of 15 28 SHEPARD ST
Rent To Own
Wolfpit Meadows
Townhouse/Condo
Westfield, MA 01085
4
2
2371 ft2
1900
12 TURKEY HILL RD
Rent To Own
 
Single Family Home
Westhampton, MA 01027
5
4
2910 ft2
1997
1 of 4 57 CHURCH ST
Auction
 
Single Family Home
Cheshire, MA 01225
3
1
1281 ft2
1848
115 MAIN ST
Pre-Foreclosure (NOD)
 
Single Family Home
Cheshire, MA 01225
3
1
1335 ft2
1850
1 of 27 6 ARNOLD CT
Auction
 
Single Family Home
Cheshire, MA 01225
2
2
1600 ft2
1955
17 WILLOW COVE RD
Pre-Foreclosure (Lis Pendens)
 
Single Family Home
Cheshire, MA 01225
3
2
1144 ft2
2004
1 of 15 149 WILSHIRE DR
REO Foreclosure
 
Single Family Home
Cheshire, MA 01225
4
4
4302 ft2
1984
42 GROVE ST
REO Foreclosure
 
Townhouse/Condo
Adams, MA 01220
6
3
2294 ft2
1880
414 SAVOY RD
Pre-Foreclosure (NOD)
 
Single Family Home
Cheshire, MA 01225
3
1
1402 ft2
1949
24 COUNTRY CLUB AVE
REO Foreclosure
 
Single Family Home
Adams, MA 01220
1
1
685 ft2
1940
20 SWAMP RD
Pre-Foreclosure (NOD)
 
Single Family Home
Lanesborough, MA 01237
3
1
2304 ft2
1974
New
1 of 6 33-35 GROVE ST
Auction
 
Townhouse/Condo
Adams, MA 01220
7
4
2644 ft2
1850
27-29 ELM ST
REO Foreclosure
 
Townhouse/Condo
Adams, MA 01220
6
2
3240 ft2
1890
10 WEBER ST
Pre-Foreclosure (NOD)
 
Townhouse/Condo
Adams, MA 01220
4
2
1728 ft2
1900
35-37 VICTORY TER
Auction
 
Townhouse/Condo
Adams, MA 01220
5
3
3137 ft2
1920
539 FLINTSTONE RD
Pre-Foreclosure (Lis Pendens)
 
Single Family Home
Windsor, MA 01270
3
2
1553 ft2
1989
356 NORTH ST
Auction
 
Single Family Home
Dalton, MA 01226
4
2
1852 ft2
1945
28 FRANKLIN ST
REO Foreclosure
 
Single Family Home
Dalton, MA 01226
2
1
1459 ft2
1938
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Buying a Home in Cheshire, MA

Cheshire, MA is seeing rapid growth and Cheshire, MA's' housing market remains optimal with an average home price that is -100% below the 2024 national average. Cheshire, MA is part of Berkshire 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 Berkshire is 1.15% which is above the national average, which is 0.99%.

Median Home Price in Cheshire, MA

Median Rent in Cheshire, MA

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