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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

28 Queen Mary Ct, Chester image
28 Queen Mary Ct, Chester $279,900

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
2613 Cecil Dr, Chester image
2613 Cecil Dr, Chester $930,000

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
2618 Cecil Dr, Chester image
2618 Cecil Dr, Chester $549,880

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
1618 Postal Rd, Chester image
1618 Postal Rd, Chester $739,900

IN-LAW SUITE/COMMERCIAL!!! 4,227 sq feet Residential/Commercial Mixed Use Town Center. Public Sewer. A must see!! The main house has 5 bedrooms and 2.5 full bathrooms an...

  • 6 Beds
  • 4 Baths
  • MDQA2003476 MLS
1918 Harbor Dr, Chester image
1918 Harbor Dr, Chester $369,000

Cute Rancher Style home in Harbor View on Kent Island that boast an oversized 2 car detatched garage behind the house--perfect for a workshop or extra storage. The 1500 S...

  • 3 Beds
  • 2 Baths
  • MDQA2003566 MLS
1908 Harbor Dr, Chester image
1908 Harbor Dr, Chester $339,000

Welcome home to this adorable single family home in Harborview Community of Kent Island! Beautiful low maintenance engineered wood floors throughout. Open floor plan with...

  • 3 Beds
  • 2 Baths
  • MDQA2003492 MLS
190 Harrier Way Unit #12, Chester image
190 Harrier Way Unit #12, Chester $524,900

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
190 Harrier Way Unit #11, Chester image
190 Harrier Way Unit #11, Chester $524,900

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
190 Harrier Way Unit #33, Chester image
190 Harrier Way Unit #33, Chester $579,900

This home is under construction and move in ready in 2022! Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Ch...

  • 2 Beds
  • 3 Baths
  • MDQA2003610 MLS
190 Harrier Way Unit #23, Chester image
190 Harrier Way Unit #23, Chester $559,900

This home is under construction and move in ready in 2022! Welcome to K. Hovnanian's Four Seasons at Kent Island a new luxury active adult 55+ community on Maryland's Ch...

  • 2 Beds
  • 3 Baths
  • MDQA2003608 MLS
190 Harrier Way Unit #31, Chester image
190 Harrier Way Unit #31, Chester $686,900

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
  • MDQA2003604 MLS
190 Harrier Way Unit #21, Chester image
190 Harrier Way Unit #21, Chester $659,900

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
2702 Cox Neck Rd, Chester image
2702 Cox Neck Rd, Chester $378,000

Welcome Home to the Eastern Shore!!!Completely updated Rancher style home, in the sought after neighborhood of Harbor View, on Kent Island. This 1,221,sqft 3 bedroom , 2...

  • 3 Beds
  • 2 Baths
  • MDQA2003546 MLS
304 Drake Tail Pl, Chester image
304 Drake Tail Pl, Chester — Bayside Condominium $315,000

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.
55 Queen Caroline Ct, Chester image
55 Queen Caroline Ct, Chester $344,900

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
301 Dominion Rd, Chester image
301 Dominion Rd, Chester $199,900

The subject property is in fair condition, heavily worn, poorly maintained, and needs updates to both mechanics's & cosmetic items. The condition of the sub flooring and ...

  • 2 Beds
  • 2 Baths
  • MDQA2003236 MLS
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