Chester, MD Rent-to-Own Homes & Rental Homes | RentToOwn.org

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

Street view of Moorings Cir Stevensville, MD 21666 Rent-To-Own home

Stevensville, MD 21666

3 Beds, 2 Baths

2,324 Square Feet

Year Built: 2020

Street view of Beachside Dr Stevensville, MD 21666 Rent-To-Own home

Stevensville, MD 21666

5 Beds, 3 Baths

2,600 Square Feet

Year Built: 1974

Street view of Pilot Ct Chester, MD 21619 MLS home

Chester, MD 21619

5 Beds, 3 Baths

2,726 Square Feet

Year Built: 1969

Rent to Own Eligible

Street view of Carriage Heath Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,148 Square Feet

Year Built: 2015

Rent to Own Eligible

Street view of Golden Eye Ct Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

1,073 Square Feet

Year Built: 2000

Rent to Own Eligible

Street view of Macum Creek Dr Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

2,901 Square Feet

Year Built: 2015

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

2,112 Square Feet

Year Built: 2000

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

2,574 Square Feet

Year Built: 2021

Rent to Own Eligible

Street view of Stevens Dr Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,248 Square Feet

Year Built: 1974

Rent to Own Eligible

Street view of Queen Mary Ct Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

1,680 Square Feet

Year Built: 1985

Rent to Own Eligible

Street view of Ellicott Dr Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 2 Baths

1,360 Square Feet

Year Built: 1974

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

2,131 Square Feet

Year Built: 1989

Rent to Own Eligible

Street view of Bodys Neck Rd Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

1,791 Square Feet

Year Built: 1992

Rent to Own Eligible

Street view of Drake Tail Pl Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

1,440 Square Feet

Year Built: 1992

Rent to Own Eligible

Street view of Schooner Way Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

1,747 Square Feet

Year Built: 1996

Rent to Own Eligible

Street view of Macum Creek Dr Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 4 Baths

3,949 Square Feet

Year Built: 2015

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

2,076 Square Feet

Year Built: 2001

Rent to Own Eligible

Street view of Kirwans Landing Ln Chester, MD 21619 MLS home

Kirwans Landing Ln

Chester, MD 21619

5 Beds, 5 Baths

3,736 Square Feet

Year Built: 2000

Rent to Own Eligible

Street view of Claiborne St Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,400 Square Feet

Year Built: 2011

Rent to Own Eligible

Street view of Harbor Dr Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 2 Baths

1,486 Square Feet

Year Built: 1961

Rent to Own Eligible

Street view of Harrier Way Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

2,003 Square Feet

Year Built: 2023

Rent to Own Eligible

Street view of Skipper Ln Chester, MD 21619 MLS home

Chester, MD 21619

6 Beds, 3 Baths

3,760 Square Feet

Year Built: 1968

Rent to Own Eligible

Street view of Ringneck Ct Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

Year Built: 1995

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 4 Baths

3,450 Square Feet

Year Built: 2021

Rent to Own Eligible

Street view of Hanna Ct Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

1,840 Square Feet

Year Built: 2001

Rent to Own Eligible

Street view of Churchhill Ln Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

1,682 Square Feet

Year Built: 1984

Rent to Own Eligible

Street view of Bayberry Dr Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

1,913 Square Feet

Year Built: 2019

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

Year Built: 2019

Rent to Own Eligible

Street view of Woods Rd Chester, MD 21619 MLS home

Chester, MD 21619

5 Beds, 3 Baths

3,065 Square Feet

Year Built: 2002

Rent to Own Eligible

Street view of Queen Anne Way, Unit E Chester, MD 21619 MLS home

Queen Anne Way, U...

Chester, MD 21619

2 Beds, 3 Baths

1,680 Square Feet

Year Built: 1984

Rent to Own Eligible

Street view of Harrier Way, Unit Chester, MD 21619 MLS home

Harrier Way, Unit

Chester, MD 21619

2 Beds, 3 Baths

2,003 Square Feet

Year Built: 2023

Rent to Own Eligible

Street view of Switchgrass Way, Unit Chester, MD 21619 MLS home

Switchgrass Way, ...

Chester, MD 21619

2 Beds, 3 Baths

1,900 Square Feet

Year Built: 2025

Rent to Own Eligible

Street view of Switchgrass Way, Unit Chester, MD 21619 MLS home

Switchgrass Way, ...

Chester, MD 21619

2 Beds, 3 Baths

1,900 Square Feet

Year Built: 2025

Rent to Own Eligible

Street view of Ring Neck Ct Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

1,956 Square Feet

Year Built: 1995

Rent to Own Eligible

Street view of Broadwater Dr Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,745 Square Feet

Year Built: 2022

Rent to Own Eligible

Street view of Queen Guinivere Way Chester, MD 21619 MLS home

Queen Guinivere Way

Chester, MD 21619

2 Beds, 3 Baths

1,600 Square Feet

Year Built: 1994

Rent to Own Eligible

Street view of Kestrel Ln Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

3,634 Square Feet

Year Built: 2024

Rent to Own Eligible

Street view of John Gibson Dr Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

2,252 Square Feet

Year Built: 2010

Rent to Own Eligible

Street view of Harrier Way Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

1,900 Square Feet

Year Built: 2022

Rent to Own Eligible

Street view of Teal Ct Unit F Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

1,073 Square Feet

Year Built: 1996

Rent to Own Eligible

Street view of E Queen Anne Way Chester, MD 21619 MLS home

E Queen Anne Way

Chester, MD 21619

2 Beds, 2 Baths

1,104 Square Feet

Year Built: 1983

Rent to Own Eligible

Street view of B Queen Victoria Way Chester, MD 21619 MLS home

B Queen Victoria Way

Chester, MD 21619

3 Beds, 2 Baths

1,680 Square Feet

Year Built: 1984

Rent to Own Eligible

Street view of Kingfisher Ln Chester, MD 21619 MLS home

Chester, MD 21619

5 Beds, 5 Baths

3,225 Square Feet

Year Built: 2025

Rent to Own Eligible

Street view of Switchgrass Way Chester, MD 21619 MLS home

Switchgrass Way

Chester, MD 21619

3 Beds, 3 Baths

2,602 Square Feet

Year Built: 2024

Rent to Own Eligible

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Locations Near Chester

Exploring the rent-to-own real estate market in Chester, MD 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, MD rent-to-own houses.