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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
Coming Soon! Beautiful 2 story home in Gibson's Grant located in a private Cul-de-sac with water views. Built in 2015 and lovingly maintained this home features an open...
- 3 Beds
- 3 Baths
- MDQA147880 MLS
Lovely WATERFRONT home situated in the sought-after Queens Landing community boasts views of Macum Creek. Enter into the foyer and experience the bright and airy open con...
- 2 Beds
- 3 Baths
- MDQA148022 MLS
Beautiful WATERFRONT home situated in sought-after Queen’s Landing nestled on Lake Amletto! Spacious main level with gleaming hardwood floors throughout. Separate formal ...
- 2 Beds
- 3 Baths
- MDQA148070 MLS
This well maintained condo is located in the Bayside Marina Community. This condo features 2 bedrooms and 2 full baths, BR's are spacious, huge walk-in closet with or...
- 2 Beds
- 2 Baths
- MDQA148110 MLS
Light and bright 3-level Townhome with garage that backs to community pond ! Relax on your deck off the living room while watching the soaring water fountain ! Open f...
- 2 Beds
- 3 Baths
- MDQA148054 MLS
Welcome to quiet, relaxed Eastern Shore waterfront living.. just minutes over the Bay Bridge! This is the first resale in Kent Island's newest waterfront community of onl...
- 3 Beds
- 3 Baths
- MDQA148082 MLS
Stylish and tastefully remodeled 3-story end unit townhouse, 3 bedrooms, 2.5 baths, open floor plan, living room and dining area combo with fireplace and beautiful wood ...
- 3 Beds
- 3 Baths
- MDQA147726 MLS
This gorgeous home is located in the amenity rich community of Four Seasons. Gently lived in and shows like a model. This home is move in ready and has over $95,000 in ...
- 3 Beds
- 3 Baths
- MDQA148034 MLS
Pure elegance in a custom-built and updated home in the prestigious waterfront community of Southwind. Enjoy bay views from nearly every room. Crown molding, high ceiling...
- 5 Beds
- 5 Baths
- MDQA147896 MLS
This Severn home design features 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space and is available to move in fall 2021! Welcome to the premier active...
- 3 Beds
- 3 Baths
- MDQA148066 MLS
This charming waterview in Harbor View is ready for it's new owner! With 3 bedrooms, 1.5 baths, a garage/basement storage area, updated kitchen with black granite, and ...
- 3 Beds
- 2 Baths
- MDQA147972 MLS
This Chester home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french doors and a personal balcony. Call today to find out the de...
- 2 Beds
- 3 Baths
- MDQA148062 MLS
OPEN HOUSE this Saturday June 5th 11am - 1pm! Fabulous location! This spacious colonial with two-car garage is close to the water and only minutes away from the Bay Bridg...
- 3 Beds
- 2 Baths
- MDQA147492 MLS
Welcome to the waterside community of Bayside! This 3 level unit boasts gorgeous views from all floors overlooking Castle Harbor Marina located right off the Chester Rive...
- 3 Beds
- 4 Baths
- MDQA147934 MLS
Top floor-Lovely Open Concept condo with 2 bedrooms 2 full baths, Hardwood floors, balcony overlooking wooded area all in the Bayside Community with club house, gym, sw...
- 2 Beds
- 2 Baths
- MDQA147806 MLS
Welcome 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
- 2 Baths
- MDQA147706 MLS
Welcome to Harbor View. This home boosts 3 bed 2 full baths. Floors are Hardwood and Tile. Updated Kitchen offers center island with bar and cooktop, vaulted ceiling wi...
- 3 Beds
- 2 Baths
- MDQA147658 MLS
Dont miss this Fabulous Opportunity - Large Rancher located in the desirable Marling Farms Waterfront Community- situated between Crab Alley and Prospect Bay - this commu...
- 4 Beds
- 2 Baths
- MDQA147614 MLS
Come and enjoy Nature's Beauty from your **Custom Built Waterfront** 3 Bedroom 2.5 Bathroom Cape Cod with Covered Front Porch and Attached 2 car Oversized Garage. You sim...
- 3 Beds
- 3 Baths
- MDQA147518 MLS
Queens Landing - This 2 bedroom 2 !/2 bath home is over looking the pond. This unit is walk out from the living room to a nice patio with a view of the pond. The two b...
- 2 Beds
- 3 Baths
- MDQA147640 MLS
PLEASE CLICK ON VIRTUAL TOUR FOR INTERACTIVE FLOOR PLAN W/MEASUREMENTS AND PHOTOS**NEW FLOORING THROUGH OUT HOME**Brand New Carpet on Bedroom Levels**Engineered Flooring ...
- 3 Beds
- 3 Baths
- MDQA145728 MLS
Live the Coastal Lifestyle at Bayside, a water-oriented community located on the quaint eastern shore of Maryland. This Kent Island neighborhood features a private swimmi...
- 4 Beds
- 3 Baths
- MDQA147484 MLS
2 bed, 1 bath home located in Chester MD. The home is in need of updates and repairs before move in ready.
- 2 Beds
- 1 Baths
- MDQA147568 MLS
PRICE REDUCTION - Motivated Seller: Just what you've been waiting for ....... a one-level condo in Bayside Marina! Great location with easy on/off access to Rt 50. A...
- 2 Beds
- 2 Baths
- MDQA147494 MLS
Welcome to this Charming Covell 4 bedroom, 2 1/2 bath Coastal Colonial, situated in the Water Privileged community of Gibson's Grant!! You are immediately Welcomed with a...
- 4 Beds
- 3 Baths
- MDQA147488 MLS
Here is a rare opportunity to take a beautiful uncut Diamond with MILLION DOLLAR VIEWS and turn it into your dream paradise. This Gem offers a “ZEN” lifestyle throughout ...
- 3 Beds
- 3 Baths
- MDQA147374 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. Main level features a formal livi...
- 4 Beds
- 3 Baths
- MDQA146656 MLS
This Magothy home design is a quick move in home and features 2 bedrooms, 2.5 baths, a home office with french doors and a personal balcony. Call today to find out the de...
- 2 Beds
- 3 Baths
- MDQA147346 MLS
*This quick move in home is available to move in Fall 2021. The Severn home design offers 3 bedrooms and 2.5 baths and over 2600 sq. ft. of open living space with a pers...
- 3 Beds
- 3 Baths
- MDQA147266 MLS
Great opportunity to own this property zoned "Town Center" which allows for many possible uses including a home based business. Fabulous high traffic area makes this a ...
- MDQA147174 MLS