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 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 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 Macum Creek Dr Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,928 Square Feet

Year Built: 2011

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 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 Harrier Way Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

1,900 Square Feet

Year Built: 2023

Rent to Own Eligible

Street view of Blenny Ln Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

1,899 Square Feet

Year Built: 1999

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 Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

Year Built: 2019

Rent to Own Eligible

Street view of Dundee Ct, Unit Chester, MD 21619 MLS home

Dundee Ct, Unit

Chester, MD 21619

3 Beds, 3 Baths

1,360 Square Feet

Year Built: 2003

Rent to Own Eligible

Street view of Nauset Ln Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,583 Square Feet

Year Built: 2021

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

1,747 Square Feet

Year Built: 1995

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 Dominion Rd Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 5 Baths

2,818 Square Feet

Year Built: 2011

Rent to Own Eligible

Street view of Harrier Way Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 2 Baths

2,600 Square Feet

Year Built: 2023

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 Bentons Pleasure Rd Chester, MD 21619 MLS home

Bentons Pleasure Rd

Chester, MD 21619

4 Beds, 3 Baths

2,791 Square Feet

Year Built: 2002

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 3 Baths

1,900 Square Feet

Year Built: 2020

Rent to Own Eligible

Street view of Harbor Dr Chester, MD 21619 MLS home

Chester, MD 21619

832 Square Feet

Year Built: 1952

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 D Queen Anne Way Chester, MD 21619 MLS home

D Queen Anne Way

Chester, MD 21619

2 Beds, 2 Baths

1,550 Square Feet

Year Built: 1993

Rent to Own Eligible

Street view of Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,076 Square Feet

Year Built: 2001

Rent to Own Eligible

Street view of Mchenny Ct Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 2 Baths

2,520 Square Feet

Year Built: 2012

Rent to Own Eligible

Street view of Peregrine Drive Chester, MD 21619 MLS home

Peregrine Drive

Chester, MD 21619

4 Beds, 3 Baths

2,971 Square Feet

Year Built: 2024

Rent to Own Eligible

Street view of Lot Woods Rd Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

Rent to Own Eligible

Street view of Merganser Ct Chester, MD 21619 MLS home

Chester, MD 21619

2 Beds, 2 Baths

1,069 Square Feet

Year Built: 1999

Rent to Own Eligible

Street view of Dominion Rd Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 2 Baths

1,404 Square Feet

Year Built: 2000

Rent to Own Eligible

Street view of Switchgrass Way Chester, MD 21619 MLS home

Switchgrass Way

Chester, MD 21619

2 Beds, 3 Baths

1,900 Square Feet

Year Built: 2023

Rent to Own Eligible

Street view of Harbor Dr Chester, MD 21619 MLS home

Chester, MD 21619

5 Beds, 3 Baths

2,196 Square Feet

Year Built: 1960

Rent to Own Eligible

Street view of Blenny Ln Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

2,172 Square Feet

Year Built: 1998

Rent to Own Eligible

Street view of Hanna Ct Chester, MD 21619 MLS home

Chester, MD 21619

4 Beds, 3 Baths

1,988 Square Feet

Year Built: 2001

Rent to Own Eligible

Street view of Switchgrass Way Chester, MD 21619 MLS home

Switchgrass Way

Chester, MD 21619

3 Beds, 2 Baths

2,600 Square Feet

Year Built: 2022

Rent to Own Eligible

Street view of Peregrine Drive Chester, MD 21619 MLS home

Peregrine Drive

Chester, MD 21619

2 Beds, 2 Baths

1,996 Square Feet

Year Built: 2024

Rent to Own Eligible

Street view of Peregrine Drive Chester, MD 21619 MLS home

Peregrine Drive

Chester, MD 21619

4 Beds, 3 Baths

2,971 Square Feet

Year Built: 2024

Rent to Own Eligible

Street view of Evelyne St Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 3 Baths

2,437 Square Feet

Year Built: 2013

Rent to Own Eligible

Street view of Sunrise Ct Chester, MD 21619 MLS home

Chester, MD 21619

3 Beds, 4 Baths

3,494 Square Feet

Year Built: 2022

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.