Recently Sold Single Family Homes in Chester, MD

103 homes

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SOLD
MAY 9, 2026
$385,000
4 Beds
2 Baths
1,636 sqft
1803 Chester Dr,
Chester, MD 21619
Keller Williams Legacy
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SOLD
MAY 7, 2026
$965,000
4 Beds
3.5 Baths
2,940 sqft
102 Carriage Heath,
Chester, MD 21619
Wilson Realty & Staging LLC
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SOLD
MAY 5, 2026
$285,000
2 Beds
1.5 Baths
1,220 sqft
1905 Bayside Dr,
Chester, MD 21619
Cummings & Co. Realtors
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SOLD
APR 27, 2026
$879,990
5 Beds
4.5 Baths
3,225 sqft
311 Kingfisher Ln,
Chester, MD 21619
KOVO Realty
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SOLD
APR 17, 2026
$488,000
3 Beds
2.5 Baths
2,128 sqft
1337 Queen Anne Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
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SOLD
APR 10, 2026
$915,000
3 Beds
4 Baths
2,818 sqft
635 Dominion Rd,
Chester, MD 21619
Coldwell Banker Realty
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SOLD
APR 8, 2026
$435,100
3 Beds
2.5 Baths
1,466 sqft
109 Prices Ln,
Chester, MD 21619
Berkshire Hathaway Homeservice Homesale Realty
SOLD
APR 8, 2026
$643,000
2 Beds
2 Baths
1,913 sqft
219 Broadwater Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
APR 1, 2026
$455,000
2 Beds
2 Baths
1,444 sqft
1401 Calvert Rd,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
MAR 31, 2026
$879,990
3 Beds
3 Baths
2,789 sqft
141 Redstart Dr,
Chester, MD 21619
KOVO Realty
SOLD
MAR 30, 2026
$825,000
3 Beds
2.5 Baths
2,520 sqft
202 McHenny Ct,
Chester, MD 21619
Coldwell Banker Realty
SOLD
MAR 27, 2026
$510,000
3 Beds
2.5 Baths
2,066 sqft
112 Chessie Ct,
Chester, MD 21619
Chaney Homes, LLC
SOLD
MAR 23, 2026
$310,000
2 Beds
1 Bath
832 sqft
1870 Harbor Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
MAR 20, 2026
$382,000
3 Beds
2 Baths
1,108 sqft
2644 Cecil Dr,
Chester, MD 21619
Realty Navigator
SOLD
MAR 12, 2026
$540,000
3 Beds
2.5 Baths
2,342 sqft
114 Addison Ct,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
MAR 10, 2026
$853,000
4 Beds
2.5 Baths
2,404 sqft
162 Kirwans Landing Ln,
Chester, MD 21619
Coldwell Banker Realty
SOLD
MAR 6, 2026
$750,000
4 Beds
3 Baths
2,140 sqft
113 Kirwans Landing Ln,
Chester, MD 21619
Cummings & Co. Realtors
SOLD
MAR 2, 2026
$1,825,000
4 Beds
5 Baths
3,460 sqft
2907 Cox Neck Rd E,
Chester, MD 21619
TTR Sotheby's International Realty
SOLD
FEB 26, 2026
$895,000
5 Beds
4 Baths
4,275 sqft
115 Cedar Rd,
Chester, MD 21619
Samson Properties
SOLD
FEB 24, 2026
$684,900
Studio
617 Warbler Way,
Chester, MD 21619
SOLD
FEB 23, 2026
$625,000
2 Beds
2 Baths
1,900 sqft
154 Harrier Way,
Chester, MD 21619
RE/MAX Executive
SOLD
FEB 18, 2026
$691,900
2 Beds
2 Baths
1,993 sqft
621 Warbler Way,
Chester, MD 21619
KOVO Realty
SOLD
FEB 6, 2026
$350,000
4 Beds
2 Baths
2,035 sqft
1839 Harbor Dr,
Chester, MD 21619
Taylor Properties
SOLD
FEB 4, 2026
$225,000
Studio
1 Bath
768 sqft
1825 Stevens Dr,
Chester, MD 21619
SOLD
FEB 2, 2026
$500,000
4 Beds
2.5 Baths
1,482 sqft
1221 Cox Neck Rd,
Chester, MD 21619
Jorge A. Zea
SOLD
FEB 2, 2026
$180,000
Studio
1 Bath
1,092 sqft
1837 Harbor Dr,
Chester, MD 21619
SOLD
JAN 29, 2026
$799,990
3 Beds
3 Baths
2,789 sqft
519 Warbler Way,
Chester, MD 21619
KOVO Realty
SOLD
JAN 27, 2026
$784,990
3 Beds
3 Baths
2,789 sqft
527 Warbler Way,
Chester, MD 21619
KOVO Realty
SOLD
JAN 23, 2026
$430,000
3 Beds
1.5 Baths
1,693 sqft
1407 Calvert Rd,
Chester, MD 21619
Rosendale Realty
SOLD
JAN 23, 2026
$550,000
2 Beds
2 Baths
1,913 sqft
224 Bayberry Dr,
Chester, MD 21619
Realty Navigator
SOLD
JAN 22, 2026
$250,000
Studio
1 Bath
1,584 sqft
1204 Cox Neck Rd,
Chester, MD 21619
SOLD
JAN 21, 2026
$1,000,000
Studio
2 Baths
3,500 sqft
110 Thompson Rd,
Chester, MD 21619
SOLD
JAN 21, 2026
$834,990
2 Beds
2.5 Baths
2,010 sqft
117 Redstart Dr,
Chester, MD 21619
KOVO Realty
SOLD
JAN 13, 2026
$16,043,200
Studio
83,100 sqft
100 Piney Narrows Rd,
Chester, MD 21619
SOLD
JAN 9, 2026
$740,000
4 Beds
2.5 Baths
2,791 sqft
123 Bentons Pleasure Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
SOLD
JAN 7, 2026
$465,000
4 Beds
2 Baths
1,980 sqft
1701 Bayside Dr,
Chester, MD 21619
The KW Collective
SOLD
JAN 5, 2026
$640,000
3 Beds
3.5 Baths
2,400 sqft
132 Claiborne St,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JAN 2, 2026
$374,000
3 Beds
2 Baths
1,560 sqft
2653 Cox Neck Rd,
Chester, MD 21619
Eastern Shore Real Estate, LLC
SOLD
DEC 26, 2025
$205,000
3 Beds
1 Bath
1,600 sqft
1905-1907 Keister Dr,
Chester, MD 21619
VYBE Realty
SOLD
DEC 16, 2025
$700,000
Studio
3 Baths
3,151 sqft
245 Peregrine Dr,
Chester, MD 21619
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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Recently Sold Single Family Homes in Chester, MD

103 homes

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