Winchester, MA Rent-to-Own Homes & Rental Homes | RentToOwn.org

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

Street view of Linden St Everett, MA 02149 Rent-To-Own home

Everett, MA 02149

740 Square Feet

Year Built: 1940

Street view of Cedar St Somerville, MA 02144 Rent-To-Own home

Somerville, MA 02144

6 Beds, 2 Baths

3,090 Square Feet

Year Built: 1900

Street view of Whittier Pl E Boston, MA 02114 Rent-To-Own home

Boston, MA 02114

2 Beds, 2 Baths

1,268 Square Feet

Year Built: 1964

Street view of Whittier Pl H Boston, MA 02114 Rent-To-Own home

Boston, MA 02114

895 Square Feet

Year Built: 1964

Street view of Charles St Boston, MA 02114 Rent-To-Own home

Boston, MA 02114

2 Beds, 2 Baths

1,185 Square Feet

Year Built: 1910

Street view of Walnut St Saugus, MA 01906 Rent-To-Own home

Saugus, MA 01906

6 Beds, 2 Baths

2,989 Square Feet

Year Built: 1950

Street view of Charles St Boston, MA 02114 Rent-To-Own home

Boston, MA 02114

1,055 Square Feet

Year Built: 1880

Street view of Essex St Lynn, MA 01902 Rent-To-Own home

4 Beds, 2 Baths

2,194 Square Feet

Year Built: 1890

Street view of Boston, MA 02118 Rent-To-Own home

Boston, MA 02118

5 Beds, 2 Baths

3,625 Square Feet

Year Built: 1890

Street view of Brookline Ave H Boston, MA 02215 Rent-To-Own home

Brookline Ave H

Boston, MA 02215

815 Square Feet

Year Built: 2018

Street view of South Boston, MA 02127 Rent-To-Own home

South Boston, MA 02127

3 Beds, 3 Baths

1,555 Square Feet

Year Built: 2019

Street view of Walnut St Boston, MA 02108 Rent-To-Own home

Boston, MA 02108

780 Square Feet

Year Built: 1999

Street view of Howell St Boston, MA 02125 Rent-To-Own home

Boston, MA 02125

11 Beds, 3 Baths

3,870 Square Feet

Year Built: 1920

Street view of Taunton Ave Hyde Park, MA 02136 Rent-To-Own home

Hyde Park, MA 02136

1,407 Square Feet

Year Built: 1900

Street view of Massachusetts Ave Boston, MA 02118 Rent-To-Own home

Massachusetts Ave

Boston, MA 02118

881 Square Feet

Year Built: 1910

Street view of Boston, MA 02111 Rent-To-Own home

Boston, MA 02111

725 Square Feet

Year Built: 1968

Street view of Nightengale Ridge Dr Columbia, TN 38401 MLS home

Nightengale Ridge Dr

Columbia, TN 38401

3 Beds, 3 Baths

2,231 Square Feet

Year Built: 2025

Rent to Own Eligible

Street view of Nightengale Ridge Dr Columbia, TN 38401 MLS home

Nightengale Ridge Dr

Columbia, TN 38401

3 Beds, 3 Baths

2,015 Square Feet

Year Built: 2025

Rent to Own Eligible

Street view of Keenan Dr Winchester, MA 01890 Pre-Foreclosure (Lis Pendens) home

Winchester, MA 01890

4 Beds, 2 Baths

3,762 Square Feet

Year Built: 1997

Pre-Foreclosure (Lis Pendens)

Street view of Winchester, MA 01890 Pre-Foreclosure (Lis Pendens) home

Winchester, MA 01890

3 Beds, 2 Baths

3,623 Square Feet

Year Built: 1953

Pre-Foreclosure (Lis Pendens)

Street view of Jordan Rd Brookline, MA 02446 Pre-Foreclosure (NOD) home

Brookline, MA 02446

3 Beds, 2 Baths

1,559 Square Feet

Year Built: 1947

Pre-Foreclosure (NOD)

Street view of Greenwood St Wakefield, MA 01880 Owner Financing home

Wakefield, MA 01880

1,525 Square Feet

Year Built: 1978

Owner Financing

Street view of Somerville, MA 02145 Owner Financing home

Somerville, MA 02145

798 Square Feet

Year Built: 2024

Owner Financing

Street view of Somerville, MA 02143 Owner Financing home

Somerville, MA 02143

798 Square Feet

Year Built: 2023

Owner Financing

Street view of Granite St Malden, MA 02148 Pre-Foreclosure (Lis Pendens) home

Malden, MA 02148

1,141 Square Feet

Year Built: 1880

Pre-Foreclosure (Lis Pendens)

Street view of R Ellery St Cambridge, MA 02138 Pre-Foreclosure (Lis Pendens) home

Cambridge, MA 02138

6 Beds, 4 Baths

2,874 Square Feet

Year Built: 1916

Pre-Foreclosure (Lis Pendens)

Street view of Chelsea St Everett, MA 02149 REO Foreclosure home

Everett, MA 02149

2 Beds, 2 Baths

1,196 Square Feet

Year Built: 1910

REO Foreclosure

Street view of Chelsea, MA 02150 Pre-Foreclosure (Lis Pendens) home

Chelsea, MA 02150

8 Beds, 2 Baths

3,088 Square Feet

Year Built: 1935

Pre-Foreclosure (Lis Pendens)

Street view of Arcadia Ave Reading, MA 01867 Pre-Foreclosure (Lis Pendens) home

Reading, MA 01867

4 Beds, 3 Baths

3,869 Square Feet

Year Built: 1956

Pre-Foreclosure (Lis Pendens)

Street view of Hamilton St Medford, MA 02155 Pre-Foreclosure (Lis Pendens) home

Medford, MA 02155

4 Beds, 2 Baths

2,112 Square Feet

Year Built: 1928

Pre-Foreclosure (Lis Pendens)

Street view of Harris Rd Medford, MA 02155 Pre-Foreclosure (Lis Pendens) home

Medford, MA 02155

5 Beds, 2 Baths

2,661 Square Feet

Year Built: 1910

Pre-Foreclosure (Lis Pendens)

Street view of Saugus, MA 01906 Pre-Foreclosure (Lis Pendens) home

Saugus, MA 01906

914 Square Feet

Year Built: 1956

Pre-Foreclosure (Lis Pendens)

Street view of Flint St Wakefield, MA 01880 Pre-Foreclosure (Lis Pendens) home

Wakefield, MA 01880

1,490 Square Feet

Year Built: 1940

Pre-Foreclosure (Lis Pendens)

Street view of Stoneham, MA 02180 Pre-Foreclosure (Lis Pendens) home

Stoneham, MA 02180

2,624 Square Feet

Year Built: 1952

Pre-Foreclosure (Lis Pendens)

Street view of Green St Reading, MA 01867 REO Foreclosure home

Reading, MA 01867

1,767 Square Feet

Year Built: 1920

REO Foreclosure

Street view of Thurston E Somerville, MA 02145 For Sale By Owner home

Somerville, MA 02145

3 Beds, 2 Baths

For Sale By Owner

Street view of Cedar St Everett, MA 02149 Pre-Foreclosure (Lis Pendens) home

Everett, MA 02149

3 Beds, 2 Baths

1,443 Square Feet

Year Built: 1910

Pre-Foreclosure (Lis Pendens)

Street view of Bellvale St Malden, MA 02148 Short Sale home

Malden, MA 02148

3 Beds, 2 Baths

1,518 Square Feet

Year Built: 1940

Street view of Essex Street Saugus, MA 01906 REO Foreclosure home

Saugus, MA 01906

4 Beds, 2 Baths

3,573 Square Feet

Year Built: 1925

REO Foreclosure

Street view of Madison St Malden, MA 02148 Pre-Foreclosure (Lis Pendens) home

Malden, MA 02148

5 Beds, 3 Baths

2,616 Square Feet

Year Built: 1910

Pre-Foreclosure (Lis Pendens)

Street view of Fountain St Medford, MA 02155 Short Sale home

Medford, MA 02155

3 Beds, 2 Baths

1,296 Square Feet

Year Built: 1969

Street view of Lebanon Street Malden, MA 02148 Short Sale home

Malden, MA 02148

5 Beds, 3 Baths

2,430 Square Feet

Year Built: 1900

Street view of Elsmere Ter Medford, MA 02155 REO Foreclosure home

Medford, MA 02155

5 Beds, 3 Baths

Year Built: 1910

REO Foreclosure

Street view of Franklin St Stoneham, MA 02180 Pre-Foreclosure (Lis Pendens) home

Stoneham, MA 02180

4 Beds, 2 Baths

2,903 Square Feet

Year Built: 1920

Pre-Foreclosure (Lis Pendens)

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Locations Near Winchester

Exploring the rent-to-own real estate market in Winchester, 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 Winchester, MA rent-to-own houses.