Chestertown Real Estate - One Easy MLS Search

This is a great floor plan! Beautiful dining room with a gas fireplace, tile flooring in the kitchen and breakfast room, a two tier hardscaped patio for outdoor entertai...

Located in a lazy cul de sac just outside Chestertown town limits in the community of Crestview. This home offers a huge family room, living room with a wood burning fir...

Chestertown Victorian that is just a short walk to the library, shops, dining, and the river. This home has lots of potential with a fenced in yard and cute front porch.

Tired of renting? Looking for an investment property? This might be your solution. This two bedroom, one bath home is not only affordable but convenient to downtown Chest...

This home is situated on the fringe of Chestertown offering easy access to all conveniences, excellent curb appeal and numerous desirable additional features. Spacious ya...

Wonderful brick rancher located minutes outside Chestertown. This home features 3 bedrooms 1 bath on a nice size lot. Full basement for storage,brand new HVAC. Call today...

Stunning home in Orchard Hill offers everything and then some! Brazilian Tigerwood floors throughout the main level and brand new carpet in the bedrooms. Gorgeous new g...

1.63 acre lot in community of Kingstowne Manor. Conveniently to Historic Chestertown. Perc Approved!

Best of all worlds in this waterfront home with easy water access and natural surroundings. Just feel the peace that engulfs you as you look out from the many windows of ...

Lot 12 provides easy access to the community with plenty of privacy on this wooded lot. Location (4 fairway lots available), Location (minutes from historic Chestertown)...

The Eastern Shore Lifestyle is just waiting for you to enjoy! Privately nestled in Tolchester Estates Community, which offers public beach and water access to the Chesape...

Buildable parcel with public water and sewer available. Call for plat.

A frame style home. Remodeled, move-in condition. Kitchen has new Samsung Stainless Steel appliances, new cabinets, and new Fantasy Brown counter tops. Refinished hardwoo...

Queen Anne's county waterfront over looking Chestertown. Perfect view of sunsets from this side. Enjoy the Chester river and private pond from this nearly 4 acre parcel....

Great, buildable lot in the water-access community of Fairgale Farms! 1.32 acres with water views of Fairlee Creek, just waiting for your dream home!

Enjoy the best of Chestertown waterfront living! This beautifully updated home nestles on the shoreline of the Chester River with breathtaking views across the bridge fro...

This stately colonial is located on the famed Water Street in the historic district of Chestertown. The home features 1 off street parking space and one on street parking...

Spec home located in small 12 home development (to be built). Prestwick offers the best in eastern shore living with the small town charm of Chestertown, MD, yet only 1 ...