Chestertown MD Real Estate & Homes for Rent

Comfortable one floor living just minutes from historic Chestertown.

Only two years old ~3 bedroom, 2.5 bath cape with a main level master! Open floor plan, screened porch, nice yard. Minutes from downtown Chestertown. Call property manager to schedule your tour!! Decent credit required.

FOR RENT! The most adorable Downtown Chestertown home is now available for rent! Upgraded and efficient, walking distance to everything Downtown Chestertown has to offer, quiet one-way street, two master suites, low-maintenance back patio. See it soon!

Affordable, 2nd floor apartment, 2 bedrooms, 1 bath, assigned off street parking, washer & dryer. Conveniently located close to downtown Chestertown and Washington College. References, income verification and good credit required.

Open floor plan with split bedrooms. Master bedroom on one side and 2 other bedrooms on other side right off the family room. Nice large deck and rear yard.

Located at the end of a culdesac, this Mill Creek waterfront home offers real peace and quiet. The walk-out basement is partially finished with potential for 1 or 2 more bedrooms. New electric panel, water, heater, water conditioner, roof, guttering, front porch and more.

A MUST SEE! Beautiful multi-level apartment with elevator located off historic downtown Chestertown just minutes from all the shopping, restaurant, arts and shops that Chestertown has to offer. The apartment features beautiful hardwoods, multiple balconies, built in casework, and even a loft with skylights! Kitchen with island opens up to a dining room with new chandelier lighting, hardwoods and abundant windows and glass door to balcony overlooking the Green. Apartment suite features two full bathrooms, a powder room off the dining / living area and spacious bedroom areas. Onsite parking is provided free for residents, located just steps from the covered front porch. Long Term Lease Available, if desired.

Within walking distance of Chestertown, Washington College, restaurants, local shops, new marina and much more! 3 Bedroom and 1 Bath brick rancher with mature landscaping in College Heights. Large Kitchen, wood burning fireplace and 1-car attached garage. Credit references and security check required.

Beautiful classic Victorian, many upgrades throughout. Great location, close to Washington College, downtown shopping, restaurants and the Chester River. So much room in this stunning home!! Can be rented furnished.

One, two and three bedroom apartments located near Washington College, wellness/ rehab center, Churches, shopping and a short walk to downtown Chestertown. Short distance to the Chester River and Chesapeake Bay. Immediate Availability.

Recently renovated apartments located in Chestertown. College Heights area. Walking distance of two shopping centers, Washington College, Hospital and restaurants. All apartments are two bedrooms, one bath, living room, dining room and kitchen. Apartments have wall-to-wall carpet or wood laminate flooring. Laundry facility on site for residents. Flexible lease terms, three months minimum. Immediate Availability.