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Chester, Maryland is the second town you will come to after crossing the Chesapeake Bay Bridge into Queen Anne’s County. This town is also a part of Kent Island and is a seven square mile area. The town of Chester has a wide variety of housing choices to meet any real estate need you may have. There are lovely waterfront condos, townhomes, single family homes and luxury waterfront estates. This area also has all of the conveniences to meet all of your shopping, dining, retail and entertainment needs. There are several public boat launches and marinas for the boating and water sport enthusiast.
Latest Listings In Chester
Enjoy all the luxury this 55+ age-qualified community has to offer in this 2 bedroom, 2.5 bath and den condominium in a secure elevator building in the Four Seasons at Ke...
- 2 Beds
- 3 Baths
- MDQA2003768 MLS
203 Anchor Lane presents a rare opportunity to own a renovated 3 bedroom, 2 bath brick rancher situated on large half-acre lot with mature landscaping in Kent Island’s Ca...
- 3 Beds
- 2 Baths
- MDQA2004106 MLS
Welcome to Piney Narrows Yacht Haven marina condominium in the Kent Narrows, perfect for active boaters who want a comfortable, convenient community-oriented home port., ...
- MDQA2004070 MLS
Conveniently located and just 5 years old this cozy 2-story colonial with partial water views is calling your name! The home features hardwood floors, recessed lighting, ...
- 4 Beds
- 3 Baths
- MDQA2003986 MLS
Opportunity knocks just once ! This is the first chance to get into a waterfront in sought after Kirwans Landing in a couple years. This WATERFRONT Contemporary home need...
- 3 Beds
- 3 Baths
- MDQA2003766 MLS
Life is Truly Better at the Bay! Welcome to 401 Swan Cove Lane located on the highly sought after Kent Island (in Kent Narrows). Come and enjoy easy Coastal-style Living!...
- 2 Beds
- 3 Baths
- MDQA2003962 MLS
DREAM HOME ALERT! Situated perfectly on Crab Alley Bay looking out over Eastern Bay. This meticulously maintained home has it all. A contemporary floor plan, maximizin...
- 3 Beds
- 4 Baths
- MDQA2003830 MLS
RARE opportunity to own a marina front unit in Queens Landing! Living your life on vacation has never been more obtainable. This beautiful unit features Waterfront Views ...
- 2 Beds
- 2 Baths
- MDQA2003818 MLS
Welcome to 106 Woods Drive located in the Benton's Pleasure community of Chester on beautiful Kent Island. You will fall in love with the space - inside and out! Inside,...
- 4 Beds
- 3 Baths
- MDQA2003772 MLS
A COMPLETE FRAME-OUT RESTORATION! Basically a brand-new home! ALL NEW IN 2022: Windows, Doors, Roof, Siding, HVAC System, Flooring, Electrical System, Plumbing System, Wa...
- 3 Beds
- 3 Baths
- MDQA2003732 MLS
Affordable in Chester! 3 bedroom, 2 bath home with an open floor plan and cathedral ceilings. Located near all Kent Island has to offer. Mini blinds at every window. ...
- 3 Beds
- 2 Baths
- MDQA2003736 MLS
Queen's Landing - This 2 Bedroom 1.5 baths currently is occupied by a tenant and has been a great investment property. The unit overlooks the pond and is across the parki...
- 2 Beds
- 2 Baths
- MDQA2003718 MLS
Just in time for summer to enjoy your fresh catch off your private pier! You will love the convenience, location, and waterfront lifestyle of this beautiful Chester home....
- 5 Beds
- 3 Baths
- MDQA2003380 MLS
One of our most popular designs, the Doral offers formal and informal living areas with lots of room for the whole family to spread out. Your main level features a formal...
- 4 Beds
- 3 Baths
- MDQA2003634 MLS
Home is located close to the Bay Bridge, shopping, restaurants and gym along with having an additional rental that generates $1,050/month!! The main house has 5 bedrooms ...
- 6 Beds
- 4 Baths
- MDQA2003476 MLS
This home is under construction and move in ready in 2022! This Magothy home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french...
- 2 Beds
- 3 Baths
- MDQA2003612 MLS
This home is under construction and move in ready in 2022! This Magothy home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french...
- 2 Beds
- 3 Baths
- MDQA2003614 MLS
Under construction and move in ready in 2022! The stunning Severn home design is loaded with designer options and includes 3 bedrooms, 2.5 baths, dry bar cabinetry packag...
- 3 Beds
- 3 Baths
- MDQA2003600 MLS
Gorgeous townhouse unit new to market in Bayside! Totally renovated in the last few years. New white shaker kitchen cabinets, crown molding, granite countertops and stain...
- 2 Beds
- 3 Baths
- MDQA2003480 MLS
- Bayside Condominium Bldg.
GORGEOUS TOWNHOME WITH WIDE OPEN CONCEPT *** RECENT REMODELING COMPLETED ***LIVING ROOM AREA OPENS TO ENCLOSED SUNROOM WITH 3-PANE OVERSIZED SLIDING GLASS DOORS FACING WO...
- 2 Beds
- 2 Baths
- MDQA2003522 MLS
This Beautiful 3 Bedroom 2 1/2 Bath Condo Townhouse Plus Bonus Room Is In Chester, Maryland. This Bright And Spacious Home Has A Large Eat In Kitchen With Upgraded White...
- 3 Beds
- 3 Baths
- MDQA2003332 MLS
The Seahawk is a stunning waterfront home designed to take advantage of the waterfront views. Take care of two dreams at once with building a new home and living on the ...
- 4 Beds
- 4 Baths
- MDQA2002630 MLS
Build your dream home on a very affordable Kent Island waterfront lot on 0.70 acres with 85 feet of frontage backing to Kirwan Creek. Public sewer and private well. The l...
- MDQA2002722 MLS
TO BE BUILT! It's not easy to find an affordable new WATERFRONT construction at this price. Take advantage while you can. Choose from 1 of 3 different floorplans and elev...
- 4 Beds
- 3 Baths
- MDQA2002700 MLS
End Unit alert! Need space? Here it is ! *2200 sq ft ,One of the biggest units in Queens Landing overlooking the Lake. Recently painted and brand new carpet.Spacious kit...
- 4 Beds
- 4 Baths
- MDQA2002428 MLS
Commercial lot available, zoned town district with multiple uses allowed. Easy access from route 50 with deeded access from Dundee Avenue. Over 60,000 travel by on route ...
- MDQA2001394 MLS
Protected waterfront on Cox Creek. Blue Heron II to be built. Personalize this home to your taste. 3 story with waterfront decks, luxury finishes, and more. Join us to en...
- 4 Beds
- 3 Baths
- MDQA2000488 MLS
Welcome to the premier active adult 55+ community on Maryland's Chesapeake Bay, offering island-living with new single-family homes and luxury condominiums. Discover an a...
- 2 Beds
- 2 Baths
- MDQA147706 MLS
Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style expe...
- 2 Beds
- 2 Baths
- MDQA144034 MLS
The San Sebastion is currently able to be viewed at the Four Seasons at Kent Island Community. Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury activ...
- 2 Beds
- 2 Baths
- MDQA144038 MLS