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

708 Auckland Way, Chester $475,000

Your Villa at 708 Auckland Way sits on the north side of the marina in the popular Bayside community and features a variety of waterfront views from all three levels. Ta...

3 Beds
4 Baths
MDQA2001640 MLS

8011 Bridgepointe Dr, Chester $339,900

Now is your chance to own a centrally located, updated, move-in-ready condo-townhouse in Chester. The home is filled with sunlight and a cheerful sophisticated color pale...

2 Beds
3 Baths
MDQA2001482 MLS

1911 Harbor Dr, Chester $325,000

This Kent Island rancher located in the Harbor View community is priced right for you to update and add your personal touches to make it your own. Enjoy one-level living ...

3 Beds
2 Baths
MDQA2001558 MLS

55 Queen Caroline Ct, Chester $339,900

AMAZING 3 BEDROOM MODEL TOWNHOME LOADED WITH CUSTOM UPGRADES AND FINISHES! THIS IS THE ONLY 3 BEDROOM MODEL AVAILABLE FOR SALE IN QUEENS LANDING THIS HOME CAN BE SOLD COM...

3 Beds
3 Baths
MDQA2001584 MLS

237 Dominion Rd, Chester $419,900

Description and Photos added soon!

4 Beds
3 Baths
MDQA2001428 MLS

600 Dominion Rd, Chester $369,900 ▼

Located in Chester MD this home sits on just under a half acre of land. Located close to shopping, groceries, restaurants and boat ramps. Property backs up to large farm ...

4 Beds
2 Baths
MDQA2001516 MLS

154 Bluebell Ct, Chester $850,000

OPEN SUNDAY 1:30-3:30PM This is NOT A MODEL. This home is available NOW. No need to wait 9-12 months for New Construction! Welcome to 154 BlueBell Ct in the premier 55 a...

3 Beds
3 Baths
MDQA2001458 MLS

302 Dominion Rd, Chester $393,989 ▼

Simply fabulous! This Kent Island charming Colonial has what you been looking for! Easy access to route 50, Bay Bridge and shopping. New laminate floors on the main leve...

4 Beds
3 Baths
MDQA2001450 MLS

Dundee Avenue, Chester, Chester $1,100,000

Commercial lot available, zoned town district with multiple uses allowed. Easy access from route 50 with deeded access from Dundee Avenue. Over 60,000 travel by on route ...

MDQA2001394 MLS

1351 Calvert Rd, Chester $560,000

This amazing home has everything! From the large front porch with bay views, to the gourmet kitchen with granite countertops. The spacious owners suite has a sitting area...

5 Beds
3 Baths
MDQA2001316 MLS

1609 Bayside Dr, Chester $425,000

SELLER IS WILLING TO PAY $20,000 TOWARD ANY RENOVATIONS With A Reasonable Offer. I have a quote in hand for painting or new siding. Looking for a home on the Eastern Sho...

3 Beds
2 Baths
MDQA2001156 MLS

140 Spinnaker Way, Chester $587,985

This quick move in home will be available Spring 2022. This home is filled with upgrades including a gourmet kitchen with white cabinetry, quartz countertops, stainless a...

2 Beds
2 Baths
MDQA2000063 MLS

190 Sailcloth Way, Chester $749,900

This quick move in home will be available in Spring 2022. This luxurious home will sit on a premium homesite backing to trees and features many designer upgrades. The cen...

4 Beds
3 Baths
MDQA2000061 MLS

33 Queen Anne Way, Chester $355,000 ▼

Open Sunday 11am-1pm Welcome to 33-J Queen Anne Way located in the amenity rich community of Queens Landing on beautiful Kent Island. This sought after model offers not ...

2 Beds
2 Baths
MDQA2001138 MLS

1757 Harbor Dr, Chester $989,000

Protected waterfront on Cox Creek. Blue Heron II to be built. Personalize this home to your taste. 3 story with waterfront decks, luxury finishes, and more. Join us to en...

4 Beds
3 Baths
MDQA2000488 MLS

623 Dominion Rd, Chester $675,360

TO BE BUILT. Build your dream home in the water-oriented community of Kings Ransom! The Hallmark model boasts gourmet kitchen with Granite counters & stainless steel ap...