Address	Bed / Bath	Listing Price
112 CHESSIE COURT Step inside and see this meticulously cared for home! This home features a first floor primary bedroom with an ensuite full bath. Just 5 minutes from the Chesapeake Bay Bridge and all the beaches, parks, boat ramps, and waterfront venues you love to visit...right in your own neighborhood! This " CHESTER, MD Living Area: 2066 Sqft.	3 Beds, 3 Baths	$519,900
202 MCHENNY COURT ***The open house on Sunday has been CANCELLED due to an illness in the family. Beautiful Home in Gibson’s Grant with Elevator, Open Floor Plan & Two-Car Garage Welcome to this beautifully appointed home in the sought-after waterfront community of Gibson’s Grant on Kent Island. This residence of CHESTER, MD Living Area: 2520 Sqft.	3 Beds, 3 Baths	$875,000
HARBOR DRIVE New home being built! Act now and pick all your colors! Finished models can be seen! Call agent for details. CHESTER, MD Living Area: 1250 Sqft.	3 Beds, 2 Baths	$499,900
306 SKIPPER LANE Move-in ready and full of upgrades, this thoughtfully designed home offers a bright, open layout perfect for everyday living and entertaining. The renovated kitchen features quartz counters, a coastal tile backsplash, and opens to the dining and living areas with soaring ceilings and access to the d CHESTER, MD Living Area: 2610 Sqft.	4 Beds, 3 Baths	$569,000
1870 HARBOR DRIVE OPEN House this Saturday 11/1/25 9-11am! Discover this charming 2-bedroom, 1-bath home in Harbor View featuring beautiful wood floors, a brand-new roof, updated windows, and a spacious rear deck overlooking a large fenced backyard—perfect for relaxing or entertaining while enjoying the Island life CHESTER, MD Living Area: 832 Sqft.	2 Beds, 1 Bath	$324,900
135 NAUSET LANE If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and eve CHESTER, MD Living Area: 2399 Sqft.	3 Beds, 3 Baths	$814,900
1839 HARBOR DRIVE REDUCED! Opportunity Knocks Welcome to Harbor View on Kent Island - Just 7 minutes from the Bay Bridge This oversized ranch style home boasts 4 Bedrooms and 2 Full baths and is located just one block from Cox Creek. The open concept floor plan features a formal living room, large main level bedroom, CHESTER, MD Living Area: 2035 Sqft.	4 Beds, 2 Baths	$384,999
635 DOMINION ROAD Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connectin CHESTER, MD Living Area: 2818 Sqft.	3 Beds, 5 Baths	$925,000
1903 CHURCHHILL LANE Welcome Home to 1903 Churchhill Lane! This Beautifully updated Rancher offers the space you need to create a life you desire. Boasting an array of sleek finishes throughout this 4 Bedroom, 3 Bathroom home has so much to offer!! When you walk inside you'll find an open concept layout featuring spa CHESTER, MD Living Area: 1682 Sqft.	4 Beds, 3 Baths	$424,900
130 SUNRISE COURT Welcome to Four Seasons at Kent Island, where luxury and comfort meet coastal living. This stunning Santorini model at the end of a cul-de-sac with loft offers 3 bedrooms, 4 full baths, and thoughtfully curated designer upgrades throughout. From the moment you step inside, you’ll feel the ease of CHESTER, MD Living Area: 3494 Sqft.	3 Beds, 4 Baths	$949,900
132 KESTREL LANE Welcome to 132 Kestrel Lane, an exceptional home in the premier waterfront community of Four Seasons at Kent Island. Offering over 3,600 square feet of thoughtfully designed living space, this residence combines elegant design, modern functionality, and a lifestyle centered around comfort, connectio CHESTER, MD Living Area: 3634 Sqft.	4 Beds, 4 Baths	$995,000
224 BAYBERRY DRIVE Welcome to Easy Living on the Eastern Shore! *** Discover the perfect blend of comfort, style, and resort-style living in this impeccably maintained, one-owner home — tucked into the highly sought-after, water-privileged 55+ community of Four Seasons at Kent Island. From the moment you walk in, y CHESTER, MD Living Area: 1913 Sqft.	2 Beds, 2 Baths	$599,900
124 NAUSET LANE 10K price reduction!!! Better Than New – $175K+ in Upgrades and Lifestyle Ready Now Four Seasons at Kent Island – Killarney with Loft Model Why wait months—and spend thousands more—for a base-level new build when you can move into your dream home today? This beautifully enhanced Killarney wi CHESTER, MD Living Area: 2583 Sqft.	3 Beds, 3 Baths	$825,000
204 SKIPPER LANE Welcome home to spacious comfort and thoughtful design in this inviting six-bedroom, three-bath residence nestled on a quiet lane in Chester. With over 3,700 square feet of interior living space, there’s room here for everyone—and maybe even that home office or gym you’ve been dreaming about. CHESTER, MD Living Area: 3760 Sqft.	6 Beds, 3 Baths	$624,900
315 CROSS CREEK COURT You are going to love this bright and spacious home providing almost 2400 feet of living space. Fabulous floor plan with architectural accents that are sure to please. Hardwood floors greet and carry you through the main level, seamlessly connecting the living areas. The bright kitchen overlook CHESTER, MD Living Area: 2374 Sqft.	4 Beds, 3 Baths	$569,900
205 ANCHOR LANE Price Improvement! Need more room? This expansive home is ready to welcome your whole family! With 6 bedrooms, 3 full bathrooms and an over-sized, 4-car garage, there's plenty of space for everyone to spread out and enjoy their own privacy. You'll be delighted by a mix of formal and casual living s CHESTER, MD Living Area: 3500 Sqft.	6 Beds, 3 Baths	$550,000
114 ADDISON COURT REDUCED "Shiny and new" might be the best way to describe the feel of this lovely 3 bedroom, 2-1/2 bath home in the terrific Claybourne Woods community. The "new" includes a brand new roof, kitchen cabinets, granite kitchen counters, kitchen sink and faucet, wood floors downstairs and main l CHESTER, MD Living Area: 2342 Sqft.	3 Beds, 3 Baths	$549,900
326 HANNA COURT Don't miss this incredible opportunity to own a spacious 4-bedroom home in sought-after Clayborne Woods at an exceptional price! Picture yourself relaxing by the gas fireplace, enjoying outdoor fun in the fenced backyard, or working/playing in the flexible space featuring stylish French doors. This CHESTER, MD Living Area: 1840 Sqft.	4 Beds, 3 Baths	$425,000
558 CROSS CREEK COURT Nestled in a highly desirable community, this stunning home offers over 2,500 sqft of spacious living on a large, wooded lot, ensuring privacy and tranquility. Move right into this freshly painted haven, featuring four generous bedrooms, including a luxurious primary suite with a massive walk-in clo CHESTER, MD Living Area: 2558 Sqft.	4 Beds, 3 Baths	$549,500
132 CLAIBORNE STREET Set on a rare, level, oversized lot in sought-after Gibson’s Grant, this inviting front-porch Chatham model pairs polished interiors with flexible living spaces and standout outdoor amenities. Manicured landscaping (with irrigation), landscape lighting, and a fully fenced yard frame serene views o CHESTER, MD Living Area: 2400 Sqft.	3 Beds, 4 Baths	$660,000
154 HARRIER WAY * WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND* Price Reduced! Better than New! Custom Window Treatments! Oversized Garage w/Custom Floor! Why Wait Months-and Spend Thousands More-You Can Move into This Home in 30 Days. ****** Owner is also offering a Home Wa CHESTER, MD Living Area: 1900 Sqft.	2 Beds, 2 Baths	$639,545

Chester, Maryland, United States

Categories

Homes for sale near M&T Bank, Chester, MD, USA

Additional information