Recently Sold Single Family Homes in Chester, MD

101 homes

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SOLD
JUN 18, 2026
$379,000
3 Beds
2 Baths
1,204 sqft
1838 Sherman Dr,
Chester, MD 21619
Keller Williams Realty Centre
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SOLD
JUN 15, 2026
$999,000
3 Beds
2.5 Baths
1,830 sqft
1704 Bayside Dr,
Chester, MD 21619
Cottage Street Realty LLC
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SOLD
JUN 8, 2026
$299,900
3 Beds
2 Baths
1,800 sqft
1914 Anchorage Dr,
Chester, MD 21619
Century 21 Downtown
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SOLD
JUN 5, 2026
$799,500
4 Beds
3 Baths
2,791 sqft
528 Warbler Way,
Chester, MD 21619
RE/MAX Executive
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SOLD
JUN 3, 2026
$375,000
3 Beds
1.5 Baths
2,200 sqft
1150 Little Creek Rd,
Chester, MD 21619
Coldwell Banker Realty
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SOLD
MAY 29, 2026
$780,000
4 Beds
3 Baths
2,791 sqft
255 Redstart Dr,
Chester, MD 21619
KOVO Realty
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SOLD
MAY 28, 2026
$2,350,000
4 Beds
4.5 Baths
5,510 sqft
1901 Cox Neck Rd,
Chester, MD 21619
Coldwell Banker Realty
SOLD
MAY 27, 2026
$380,000
3 Beds
2 Baths
2,088 sqft
114 Cedar Rd,
Chester, MD 21619
SOLD
MAY 22, 2026
$764,900
3 Beds
2 Baths
2,303 sqft
129 Sailcloth Way,
Chester, MD 21619
RE/MAX Executive
SOLD
MAY 21, 2026
$519,900
3 Beds
2.5 Baths
2,000 sqft
1921 Harbor Dr,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
MAY 18, 2026
$65,000
4 Beds
3 Baths
2,196 sqft
1332 Queen Anne Dr,
Chester, MD 21619
SOLD
MAY 15, 2026
$800,000
4 Beds
3 Baths
2,972 sqft
1604 Midway Rd,
Chester, MD 21619
Wilson Realty & Staging LLC
SOLD
MAY 15, 2026
$769,990
3 Beds
3 Baths
2,789 sqft
539 Warbler Way,
Chester, MD 21619
KOVO Realty
SOLD
MAY 13, 2026
$900,000
5 Beds
2.5 Baths
2,496 sqft
2613 Cecil Dr,
Chester, MD 21619
Benson & Mangold, LLC
SOLD
MAY 12, 2026
$799,990
4 Beds
3 Baths
2,791 sqft
259 Redstart Dr,
Chester, MD 21619
KOVO Realty
SOLD
MAY 11, 2026
$685,000
2 Beds
2 Baths
1,898 sqft
1700 Saint Marys Rd,
Chester, MD 21619
Coldwell Banker Realty
SOLD
MAY 9, 2026
$385,000
4 Beds
2 Baths
1,636 sqft
1803 Chester Dr,
Chester, MD 21619
Keller Williams Legacy
SOLD
MAY 8, 2026
$501,200
3 Beds
2 Baths
1,400 sqft
1363 Calvert Rd,
Chester, MD 21619
Revol Real Estate, LLC
SOLD
MAY 7, 2026
$965,000
4 Beds
3.5 Baths
2,940 sqft
102 Carriage Heath,
Chester, MD 21619
Wilson Realty & Staging LLC
SOLD
MAY 5, 2026
$285,000
2 Beds
1.5 Baths
1,220 sqft
1905 Bayside Dr,
Chester, MD 21619
Cummings & Co. Realtors
SOLD
APR 27, 2026
$879,990
5 Beds
4.5 Baths
3,225 sqft
311 Kingfisher Ln,
Chester, MD 21619
KOVO Realty
SOLD
APR 24, 2026
$461,945
3 Beds
2 Baths
1,630 sqft
209 Tripp Way,
Chester, MD 21619
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.
SOLD
APR 10, 2026
$915,000
3 Beds
4 Baths
2,818 sqft
635 Dominion Rd,
Chester, MD 21619
Coldwell Banker Realty
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 6, 2026
$2,050,000
Studio
4 Baths
5,122 sqft
2865 Cox Neck Rd,
Chester, MD 21619
SOLD
APR 1, 2026
$325,000
Studio
2 Baths
1,654 sqft
102 Barren Ridge Rd,
Chester, MD 21619
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
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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

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