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Maryland
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Chester
Homes for sale in Chester, Maryland
Date (newest first)
Price (lowest first)
Price (highest first)
View pictures
111 Bluebell Ct, Chester, MD 21619
If your New Year's Resolution was to to move into a beautiful home in an incredible community, congratulations, this...
Houses Chester
585,000
$
View pictures
1518 St Marys Rd, Chester, MD 21619
This budget-friendly waterfront ranch-style home on Crab Alley Bay in Kent Island offers stunning views of diverse...
Houses Chester
829,000
$
View pictures
158 Sailcloth Way, Chester, MD 21619
EXQUISITE comes to mind in this fabulous 3 bdrm, 4bath Santorini Loft Edition. ALL OF THE UPGRADES that you could...
Houses Chester
929,900
$
View pictures
103 Spinnaker Way, Chester, MD 21619
PRICE DROP!!! A must see in the sought after community of Four Seasons at Kent Island on the Eastern Shore of...
Houses Chester
864,000
$
View pictures
1007 Dominion Rd, Chester, MD 21619
Call your builder, draw up plans, and make this waterfront lot your little piece of paradise! It's a boaters...
Houses Chester
479,989
$
View pictures
104 Barren Ridge Rd, Chester, MD 21619
Looking for a home all on one floor in a community with no HOA. This is it. Wonderful 3 sided brick rancher with...
Houses Chester
450,000
$
View pictures
157 Sailcloth Way, Chester, MD 21619
Welcome to Kent Islands Finest Living. This home features 2 Bedrooms, both with Full Baths and an additional room...
Houses Chester
624,900
$
View pictures
121 Gunners Rest Ln, Chester, MD 21619
Brand new septic system (2023) New Roof (2022) Home is being sold as-is. ***See uploaded documents for information...
Houses Chester
1,100,000
$
View pictures
Lot 6 Norman Ct, Chester, MD 21619
The Windermere combines all of the home design elements our purchasers love the most. On the main level is an open...
Houses Chester
674,900
$
View pictures
135 Merlin Drive, Chester, MD 21619
The Simone model is a show stopper! This home includes a screened patio, fireplace, upgraded primary bath shower and...
Houses Chester
669,900
$
View pictures
137 Warbler Way, Chester, MD 21619
The Kelly model is first floor living at its finest. This home features a screened patio, fireplace, upgraded shower,...
Houses Chester
724,900
$
View pictures
143 Warbler Way, Chester, MD 21619
The Kerr model is a showstopper. This home features a fireplace, upgraded shower, and more. For a full list of...
Houses Chester
774,900
$
View pictures
139 Merlin Drive, Chester, MD 21619
The Jenkins II model is a show stopper! This home includes a stone fireplace to complete the great room, smart...
Houses Chester
669,900
$
View pictures
2608 Harrington Rd, Chester, MD 21619
Ranch style home with cozy front porch located in the waterfront community of Harbor View. Tree lined lot offers...
Houses Chester
351,000
$
View pictures
147 Warbler Way, Chester, MD 21619
The Kerr model is a show stopper! This home includes a covered patio, fireplace, upgraded primary bath shower and...
Houses Chester
774,900
$
View pictures
121 McGuckin St, Chester, MD 21619
Coastal Colonial with pond views. Many recent updates and upgrades. Open kitchen design with large island and gourmet...
Houses Chester
799,000
$
View pictures
113 Warbler Way, Chester, MD 21619
The Taylor model is a show stopper! This home includes a covered patio, fireplace, upgraded primary bath shower and...
Houses Chester
679,900
$
View pictures
109 Warbler Way, Chester, MD 21619
The Simone model is a show stopper! This home includes a screened patio, fireplace, upgraded primary bath shower and...
Houses Chester
699,900
$
View pictures
Lot 9 Harbor Dr, Chester, MD 21619
To be built. The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now...
Houses Chester
699,900
$
View pictures
Lot 52 Woods Rd, Chester, MD 21619
TO BE BUILT. This two-story, two-car garage center hall design is a great multi-generational home option for...
Houses Chester
689,900
$
View pictures
1221 Cox Neck Rd, Chester, MD 21619
Be the first to see this beautiful 2 story house that has been tastefully renovated & upgraded. You will love open...
Houses Chester
539,900
$
View pictures
1715 Little Creek Rd, Chester, MD 21619
This is your chance to own a beautiful waterfront home on Kent Island on the scenic Eastern Shore of Maryland. A...
Houses Chester
700,000
$
View pictures
Lot 8 Harbor Dr, Chester, MD 21619
One of our most popular designs, the Doral offers formal ( office space) and informal living areas with lots of room...
Houses Chester
599,800
$
View pictures
1921 Stevens Dr, Chester, MD 21619
Embrace serenity on Kent Island with this inviting 3-bedroom, 1-bathroom rancher, offering potential for further...
Houses Chester
339,990
$
View pictures
1409 Queen Anne Dr, Chester, MD 21619
Welcome Home to 1409 Queen Anne Drive offering some of the best Eastern Shore Sunsets off of Crab Alley Bay. This...
Houses Chester
719,000
$
View pictures
119 Cavalier Ct, Chester, MD 21619
This gorgeous Santorini with Loft is Move In Ready and located in the amenity rich 55+ community of Four Seasons....
Houses Chester
850,000
$
View pictures
306 Bentons Pleasure Rd, Chester, MD 21619
REDUCED $100k!! A deep-water Cox Creek fixer with great "bones" isn't a home that comes up very often, but here it...
Houses Chester
899,000
$
View pictures
106 Merlin Drive, Chester, MD 21619
The Kelly model is first floor living at its finest. This home features a screened patio, fireplace, upgraded shower...
Houses Chester
709,900
$
View pictures
316 Bayberry Dr, Chester, MD 21619
Elegance abounds in this fabulous 3 bedroom, 3 full bath home. Coastal inspired vibes resonate throughout the home...
Houses Chester
879,000
$
View pictures
630 Dominion Rd, Chester, MD 21619
Beautifully maintained very sought-after ranch style home featuring 3 bedrooms, 2 baths and 2-car garage sited on 1/2...
Houses Chester
429,000
$
View pictures
144 Claiborne St, Chester, MD 21619
Open Sunday 5/21 11-1PM Welcome to 144 Claiborne St. You will not want to miss this Gibson's Grant beauty with nearly...
Houses Chester
725,000
$
View pictures
113 Kirwans Landing Ln, Chester, MD 21619
Price Improvement- JUST REDUCED!!!! Captivating Colonial on 1 Acre - Fabulous opportunity to live in the desirable...
Houses Chester
675,000
$
View pictures
418 Dominion Rd, Chester, MD 21619
Chester - This is the home you are looking for! The open floor plan is great for entertaining and the home offers 3...
Houses Chester
399,000
$
View pictures
131 Merlin Dr, Chester, MD 21619
The Bernstein II model is a show stopper! In the kitchen you will find an upgraded cabinet with stacked glass...
Houses Chester
637,900
$
View pictures
149 Claiborne St, Chester, MD 21619
Welcome to 149 Claiborne St in the sought after community of Gibsons Grant, only minutes to the Chesapeake Bay Bridge...
Houses Chester
589,000
$
View pictures
121 Merlin Dr, Chester, MD 21619
The Kelly model is first floor living at its finest. This home features a 3 car tandem garage as well as a screened...
Houses Chester
709,900
$
View pictures
142 Merlin Dr, Chester, MD 21619
This home is currently under construction and will be ready for August of 2023! Features of this home include a...
Houses Chester
724,900
$
View pictures
1911 Keister Dr, Chester, MD 21619
This home has had an extreme makeover and is simply gorgeous! Get your appointment made quickly! Be the first to see...
Houses Chester
409,000
$
View pictures
117 Merlin Dr, Chester, MD 21619
The Taylor model is first floor living at its finest. This home features a 3 car tandem garage as well as a screened...
Houses Chester
699,900
$
View pictures
2702 Sherman Dr, Chester, MD 21619
EXQUISITE WATERFRONT PROPERY ON COX CREEK! Come take a look at this beautiful 5br/2 full bath/2 half bath saltbox...
Houses Chester
899,000
$
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