Chester Homes In Maryland

Homes in the Chester Area are great for anyone who loves the water. Some of the many activities include, fishing, boating, kayaking, Dock Bar Restaurants and night life. The Kent Island Narrows offers great casual and Fine dinning all along the beautiful shore lines. Places include, The Narrows, Big Owls, The Jetty, Red Eyes, Bridges and Annie's.

Along with great food there is plenty of Shopping on Kent Island as well as the Premiere Queenstown outlets loaded with great stores.

Newest Property Listings In Chester

1803 Chester Drive, Chester $310,000

AFFORDABLE & ADORABLE HOME LOCATED IN THE SOUGHT AFTER COMMUNITY OF HARBOR VIEW. FEATURING 4 BEDROOMS, 2 FULL BATHS, BRAND NEW ROOF INSTALLED JUST LAST WEEK! ORIGINAL HAR...

4 Beds
2 Baths
MDQA146060 MLS

1016 Auckland Way, Chester $452,900

Your Villa at 1016 Auckland Way sits at the northeast edge of the popular Bayside community and features a variety of waterfront views from all three levels. Take your g...

3 Beds
4 Baths
MDQA145916 MLS

23 Queen Victoria Way, Chester $379,900

The Rewarding Feeling Of High Achievement. A truly beautiful 2-bedroom riverfront residence in a resort-style community near the Chesapeake Bay on Kent Island. This impre...

2 Beds
2 Baths
MDQA146030 MLS

114 Chessie Court, Chester $359,000

Meticulously Maintained 3 Bedroom 2.5 Bathroom Home with a Fully Loaded List of Upgrades! You'll be able to move right in, sit back, relax and enjoy your new place! Main ...

3 Beds
3 Baths
MDQA145934 MLS

1823 Anchorage Drive, Chester $269,500 ▼

Welcome to the Shore Life! Amazing home featuring a wood stove, Florida room, updated bathroom, gutter guards, paved driveway, shed and rear patio perfect for grilling an...

3 Beds
1 Baths
MDQA146032 MLS

104 Stacey Drive, Chester $279,000 ▼

Cute and charming and move in ready! This one level detached home located on Kent Island is Ready to go! A perfect 10 makes this turn key home ready for new owners. Gr...

3 Beds
2 Baths
MDQA145940 MLS

917 Auckland Way, Chester $439,900

Nature abounds in this end unit townhome with views of the marsh and Chester River. Such peaceful surrounds and serene picturesque setting, you will be relaxed forever! E...

3 Beds
4 Baths
MDQA144464 MLS

4004 Bridgepointe Drive, Chester $318,900 ▼

One of the most desirable location on KI. Easy commute to Bay Bridge, shopping, fine dining, island cross trail and more. This one is a "Showstopper". Vaulted ceilings...

3 Beds
3 Baths
MDQA145748 MLS

107 Chester Station Lane, Chester $1,300,000

66,000 cars go by this building every day. Sits right on RT 50, your sign will be your best advertisement, saving money on your advertising budget. This building will i...

MDQA145740 MLS

53 Queen Caroline Court, Chester $269,900 ▼

Reduced! Beautifully Updated 2 Bedroom, 2.5 Bath Townhome in the Popular Water Oriented Community of Queen's Landing. Features Newer White Kitchen with Granite Counters a...

2 Beds
3 Baths
MDQA145522 MLS

2510 Roberta Drive, Chester $179,000

*BUILDABLE .42 acre corner lot with PUBLIC SEWER and peek at the water across the street. HARBOR VIEW* Close to the Bay Bridge and convenient to Annapolis and Easton.* B...

MDQA145548 MLS

3000 Heron's Nest Way Unit #11, Chester image

3000 Heron's Nest Way Unit #11, Chester $439,900

Call today to find out the details and start living the life you want. Welcome to a new active adult 55+ community on Maryland's Chesapeake Bay, offering island-living w...

2 Beds
3 Baths
MDQA145482 MLS

3000 Heron's Nest Way Unit #42, Chester image

3000 Heron's Nest Way Unit #42, Chester $504,391

Welcome to a new active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new single-family homes and condominiums. Discover an amenity-filled...

2 Beds
3 Baths
MDQA145472 MLS

3000 Heron's Nest Way Unit #23, Chester image

3000 Heron's Nest Way Unit #23, Chester $457,900

Welcome to a new active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new single-family homes and condominiums. Discover an amenity-filled...

2 Beds
3 Baths
MDQA145478 MLS

107 Chester Station Lane, Chester $1,800,000 ▼

66,000 cars a day go by with easy on and off access. No need to spend money on advertising with this location. There are 2 buildings on this parcel. An Upscale, class ...

MDQA145434 MLS

2012 Chester Road, Chester $3,400,000

Gorgeous water views, stunning wetlands and farmland! Easy commute to Washington DC, Baltimore, MD, Philadelphia PA. and other major cities on the East Coast! This par...