$1,750 per month
26D Queen Anne Way, Chester, MD 21619
Super Cute Condo in popular Queen's Landing with views of the pond from your private back patio. Laundry in unit and 2 storage closets on patio along with convenient parking. Community features pool, tennis, fitness, walking paths, and access to cross island trail as well as restaurants and local marinas.
$2,980 per month
1819 Sherman Dr, Chester, MD 21619
WATERFRONT RENTAL – ISLAND LIVING ON COX CREEK!Don’t miss this rare opportunity to enjoy waterfront living in this beautifully renovated 3-bedroom, 2-bath ranch-style home, available for immediate occupancy.Relax in the attached sunroom/porch—your own private oasis for watching stunning sunsets, enjoying a glass of wine, or fishing from your private pier.The landlord has completely
Janet Craig Coldwell Banker Realty
$1,750 per month
107 Dundee Ave Unit 201, Chester, MD 21619
1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Large kitchens, full size washer & dryers in each unit. Water & sewer included. This is a NO SMOKING building. Pets under 35lbs welcome with pet rent of $50 per month. Closet on balcony is mechanical room and not
Cindy Jacobs Maryland Residential Management Co
$1,500 per month
109 Dundee Ave Unit 202, Chester, MD 21619
1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Full size washer & dryer in unit. Balcony. Water & sewer included. This is a NO SMOKING, NO PET building. Unit over top office space. Balcony closet is mechanical and not for storage.
Cindy Jacobs Maryland Residential Management Co
$3,700 per month
170 Harrier Way Unit 11, Chester, MD 21619
6 month lease! Fabulous opportunity to lease this main level condo offering 2,000' of luxurious space. Move-In ready! Located in the amenity rich 55+ community of Four Seasons at Kent Island! This home provides a gourmet kitchen, dining area, family room with electric fireplace, office, Primary wing, guest wing, laundry room, 2.5 baths, patio and a 1 car garage! Luxurious finishes throughout.
Jimmy White Long & Foster Real Estate, Inc.
$2,000 per month
615 Teal Ct, Chester, MD 21619
2 bedroom 2 bath end unit condo, freshly painted, new luxury vinyl plank flooring, new stainless steel kitchen appliances. Full size washer and dryer less than one year old. Faux wood blinds at all windows. Unit has a nice balcony with a bench included. The community has a clubhouse with a gym, party room, outdoor pool and hot tub, tennis courts, and more. Walking distance to restaurants and
Cindy Jacobs Maryland Residential Management Co
$2,800 per month
25 Queen Elizabeth Ct, Chester, MD 21619
Wake up to breathtaking sunrises over the Chester River in this beautiful three-level townhouse-style condo. Featuring stunning water views, a modern kitchen with stainless steel appliances, a spacious loft, in-unit washer/dryer, ample storage, and a brand-new HVAC system. Located in a peaceful waterfront community with pool, gym, clubhouse, and optional boat slip—this home offers comfort,
Evguenia Mathur Samson Properties
$2,400 per month
2610 Ellicott Dr, Chester, MD 21619
Modernized single-level living in the desirable Harbor View community! This beautifully refreshed 3BR/2BA rancher offers a sleek, turnkey lifestyle on Kent Island. The bright interior is highlighted by brand-new luxury vinyl plank (LVP) flooring and a stunning kitchen featuring premium stone countertops and a suite of stainless steel appliances. The primary bedroom provides a private retreat with
Kevin Waterman Coldwell Banker Waterman Realty
$4,250 per month
170 Harrier Way Unit 22, Chester, MD 21619
This stunning condo in the fun, vibrant, and highly sought-after Four Seasons at Kent Island community. Act fast! This is the most breathtaking time of year to make this home yours. As the trees shift from summer green to the rich colors of fall, Mother Nature puts on her finest show. And once the leaves drop, the Chester River opens up before you—right from your own private, cozy balcony. This
Vic Pascoe Keller Williams Select Realtors of Annapolis
$2,400 per month
1820 Chester Dr, Chester, MD 21619
3 bedroom 2 bath ranch style home in Harbor View community. Deck off eat in kitchen, large yard, with a section fenced off. New shed being installed in back corner. Long driveway with room for 4 vehicles. Freshly painted and cleaned. Will be ready for November 1st. Close to all amenities that Kent Island provides. Easy on off of Rt. 50. Just minutes from the Bay Bridge.
Cindy Jacobs Maryland Residential Management Co
$4,500 per month
226 Bentons Pleasure Rd, Chester, MD 21619
Awesome water front living on Cox Creek! This wonderful, spacious Home is a must see on Kent Islands in popular Bentons Pleasure Neighborhood! HUGE GREAT ROOM AND PRIMARY BEDROOM/BATH ADDITION! Wonderful open concept kitchen/ dining room & great room combo w/stone fireplace, handsome built-in book cases, Brazilian cherry hardwood floors, recessed lighting, custom wet bar, wine cooler and water
Michael Roenigk Chaney Homes, LLC
Chester, MD, located on Kent Island between the Chester River and Chesapeake Bay, offers a blend of coastal charm and modern convenience. The area is known for its maritime atmosphere, with numerous marinas and waterfront views. Chester is 17 miles from Annapolis, home to the United States Naval Academy. Outdoor enthusiasts can enjoy Terrapin Nature Park's walking paths and tidal marshes, or the Cross Island Trail for hiking and cycling. Castle Marina provides opportunities for boating and fishing. Indoor fitness options include Club One Fitness and Aerobics. Housing in Chester ranges from ranch-style homes and colonials to New Traditional builds, with properties south of Highway 50 dating back to the mid-20th century and newer developments in the north. The area features a mix of single-family homes, condos, and townhouses, with some waterfront estates requiring additional flood insurance. Annual events like the Kent Island Crab Feast and the Annapolis Baygrass Music Festival foster community spirit. Shopping and dining are centered around Highway 50, with big-box stores like Safeway and Target, and bayside dining options in nearby Kent Narrows, including The Jetty and Bridges. Chester's schools are highly rated, with Bayside Elementary, Stevensville Middle, and Kent Island High all receiving commendable scores. Highway 50 is the main transportation route, connecting Chester to Annapolis, Baltimore, and Washington, D.C., while BWI International Airport is about 30 miles away.
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