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

147 Carriage Heath, Chester $660,000

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

48 Queen Guinevere Way, Chester $429,000

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

42 Queen Catherine Court, Chester $359,000

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

314 Teal Court, Chester $249,999

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

305 Schooner Way, Chester $320,000

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

158 Watermans Cove Lane, Chester $854,900

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

201 Schooner Way Unit #49, Chester image

201 Schooner Way Unit #49, Chester $379,900

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

120 Cavalier Court, Chester $735,000

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

2904 Cox Neck E Road, Chester $1,050,000

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

4000 Heron's Nest Way Unit #34, Chester image

4000 Heron's Nest Way Unit #34, Chester $599,828

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

1804 Harbor Drive, Chester $300,000

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

4000 Heron's Nest Way Unit #22, Chester image

4000 Heron's Nest Way Unit #22, Chester $479,900

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

1102 Cox Neck Road, Chester $429,990

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

302 Schooner Way, Chester $439,000

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

413 Merganser Court, Chester $245,000

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

1 Sailcloth Way, Chester $457,990

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, ...