Recently Sold Single Family Homes in Chester, MD

97 homes

SOLD
AUG 14, 2026
$775,000
2 Beds
2 Baths
2,394 sqft
169 Harrier Way,
Chester, MD 21619
CENTURY 21 New Millennium
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SOLD
AUG 13, 2026
$1,200,000
2 Beds
2.5 Baths
2,010 sqft
216 Kingfisher Ln,
Chester, MD 21619
Berkshire Hathaway HomeServices PenFed Realty - OP
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SOLD
AUG 10, 2026
$430,000
4 Beds
2 Baths
1,750 sqft
1906 Harbor Dr,
Chester, MD 21619
Five Star Real Estate
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SOLD
AUG 10, 2026
$2,350,000
4 Beds
4 Baths
4,717 sqft
2832 Cox Neck Rd,
Chester, MD 21619
Coldwell Banker Realty
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SOLD
AUG 7, 2026
$412,000
3 Beds
2.5 Baths
1,296 sqft
200 Newtown Rd,
Chester, MD 21619
Samson Properties
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SOLD
AUG 7, 2026
$787,500
3 Beds
3 Baths
2,795 sqft
135 Nauset Ln,
Chester, MD 21619
Real Broker, LLC - Annapolis
SOLD
AUG 4, 2026
$18,000
Studio
448 sqft
13 Piney Narrows Rd,
Chester, MD 21619
SOLD
AUG 3, 2026
$1,125,000
4 Beds
3 Baths
3,017 sqft
2812 Harvest Ct,
Chester, MD 21619
RE/MAX Executive
SOLD
JUL 31, 2026
$445,000
3 Beds
2 Baths
1,486 sqft
1872 Harbor Dr,
Chester, MD 21619
Cross Street Realtors LLC
SOLD
JUL 31, 2026
$1,150,000
5 Beds
3.5 Baths
4,334 sqft
108 Carriage Heath,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUL 29, 2026
$860,000
3 Beds
3 Baths
2,789 sqft
307 Kingfisher Ln,
Chester, MD 21619
KOVO Realty
SOLD
JUL 28, 2026
$880,000
2 Beds
2 Baths
1,993 sqft
127 Flycatcher Way,
Chester, MD 21619
KOVO Realty
SOLD
JUL 27, 2026
$764,000
3 Beds
2.5 Baths
2,276 sqft
126 Claiborne St,
Chester, MD 21619
Samson Properties
SOLD
JUL 24, 2026
$2,200,000
5 Beds
4 Baths
3,250 sqft
328 Bentons Pleasure Rd,
Chester, MD 21619
HomeZu
SOLD
JUL 24, 2026
$925,000
4 Beds
3.5 Baths
3,634 sqft
132 Kestrel Ln,
Chester, MD 21619
TTR Sotheby's International Realty
SOLD
JUL 23, 2026
$567,500
3 Beds
2.5 Baths
1,839 sqft
134 McHenny Ct,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUL 17, 2026
$555,000
3 Beds
2 Baths
1,944 sqft
206 Anchor Ln,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
JUL 17, 2026
$1,300,000
3 Beds
4 Baths
4,208 sqft
1719 Harbor Dr,
Chester, MD 21619
Chesapeake Real Estate Associates, LLC
SOLD
JUL 17, 2026
$834,990
5 Beds
4.5 Baths
3,225 sqft
110 Kinglet Ct,
Chester, MD 21619
KOVO Realty
SOLD
JUL 17, 2026
$625,000
2 Beds
2 Baths
2,025 sqft
249 Warbler Way,
Chester, MD 21619
RE/MAX Executive
SOLD
JUL 14, 2026
$937,990
5 Beds
4.5 Baths
3,225 sqft
121 Kinglet Ct,
Chester, MD 21619
KOVO Realty
SOLD
JUL 8, 2026
$488,000
3 Beds
2.5 Baths
2,128 sqft
1337 Queen Anne Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
SOLD
JUN 30, 2026
$471,500
3 Beds
2 Baths
2,016 sqft
1906 Stevens Dr,
Chester, MD 21619
RE/MAX Executive
SOLD
JUN 30, 2026
$337,200
Studio
1 Bath
1,596 sqft
1910 Sherman Dr,
Chester, MD 21619
SOLD
JUN 25, 2026
$390,000
3 Beds
2 Baths
1,248 sqft
117 Dundee Ave,
Chester, MD 21619
Coldwell Banker Realty
SOLD
JUN 24, 2026
$480,000
3 Beds
2 Baths
1,804 sqft
1848 Harbor Dr,
Chester, MD 21619
EXP Realty, LLC
SOLD
JUN 18, 2026
$379,000
3 Beds
2 Baths
1,204 sqft
1838 Sherman Dr,
Chester, MD 21619
Keller Williams Realty Centre
SOLD
JUN 15, 2026
$999,000
3 Beds
2.5 Baths
1,830 sqft
1704 Bayside Dr,
Chester, MD 21619
Cottage Street Realty LLC
SOLD
JUN 12, 2026
$1,254,535
3 Beds
2 Baths
1,248 sqft
244 Bentons Pleasure Rd,
Chester, MD 21619
Meredith Fine Properties
SOLD
JUN 8, 2026
$299,900
3 Beds
2 Baths
1,800 sqft
1914 Anchorage Dr,
Chester, MD 21619
Century 21 Downtown
SOLD
JUN 5, 2026
$799,500
4 Beds
3 Baths
2,791 sqft
528 Warbler Way,
Chester, MD 21619
RE/MAX Executive
SOLD
JUN 3, 2026
$375,000
3 Beds
1.5 Baths
2,200 sqft
1150 Little Creek Rd,
Chester, MD 21619
Coldwell Banker Realty
SOLD
MAY 29, 2026
$780,000
4 Beds
3 Baths
2,791 sqft
255 Redstart Dr,
Chester, MD 21619
KOVO Realty
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 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
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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

97 homes

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