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Houses in Chestertown, MD

Tom Governale | Keller Williams Seniors Moving Forward

Get more information about Chestertown

MARKET SNAPSHOT

The Market at a Glance

How homes have been selling here over the last 90 days.

home_work New This Week 5
Went Under Contract 0
trending_down Price Reductions 0
payments Median Sale Price $360,000 +0.8%
square_foot Price per Sq Ft $254
schedule Avg Days on Market 33
sell Homes Sold 53
percent Sale-to-List Ratio 100.0%
inventory_2 Months of Inventory 4.7

Price & Sales History

Market data reflects closed sales over the last 90 days and is provided for informational purposes.

BROWSE BY ZIP

Zip Codes

Browse listings by postal code in this area.

01 home for saleMedian sale$295K1 sale in the last 90 days
000001 home for saleMedian sale$370KPer sq ft$199 sales in the last 90 days
0700139 homes for saleMedian sale$485KPer sq ft$3505 sales in the last 90 days
070024 homes for saleMedian sale$535KPer sq ft$17327 sales in the last 90 days
070035 homes for saleMedian sale$663KPer sq ft$1344 sales in the last 90 days
070041 home for saleMedian sale$715KPer sq ft$1251 sale in the last 90 days
070054 homes for saleMedian sale$435KPer sq ft$4001 sale in the last 90 days
070063 homes for saleMedian sale$795KPer sq ft$4891 sale in the last 90 days
0700850 homes for saleMedian sale$520KPer sq ft$2898 sales in the last 90 days
070091 home for saleMedian sale$1.5MPer sq ft$3901 sale in the last 90 days
070121 home for saleMedian sale$585KPer sq ft$5081 sale in the last 90 days
070131 home for saleMedian sale$795KPer sq ft$2591 sale in the last 90 days
View All Zip Codes
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217 EDMORE ROAD ACTIVE
$345,000
217 EDMORE ROADChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • 1398 sqft
  • Built 1975
  • MDQA2018386
115 CHESTER ARMS DRIVE ACTIVE
$263,000
115 CHESTER ARMS DRIVEChestertown, MD 21620
  • 3 bd
  • 2 ba
  • 1140 sqft
  • Built 2022
  • MDKE2006958
7415 WILKINS LANE ACTIVE
$229,000
7415 WILKINS LANEChestertown, MD 21620
  • 3 bd
  • 1 ba
  • 936 sqft
  • Built 1963
  • MDKE2007030
109 PARMA ROAD ACTIVE
$315,000
109 PARMA ROADChestertown, MD 21620
  • 3 bd
  • 2 ba
  • 1288 sqft
  • Built 1986
  • MDQA2018184
533 ROUND TOP ROAD ACTIVE
$225,000
533 ROUND TOP ROADChestertown, MD 21620
  • 4 bd
  • 1.5 ba
  • 1800 sqft
  • Built 1962
  • MDQA2018038
7464 SHORTALL STREET ACTIVE
$304,000
7464 SHORTALL STREETChestertown, MD 21620
  • 3 bd
  • 2 ba
  • 1232 sqft
  • Built 2018
  • MDKE2006988
302 S MILL STREET ACTIVE
$1,195,000
302 S MILL STREETChestertown, MD 21620
  • 2 bd
  • 1 ba
  • 806 sqft
  • Built 1961
  • MDKE2006850
22400 GREAT OAK LANDING RD. ACTIVE
$649,000
22400 GREAT OAK LANDING RD.Chestertown, MD 21620
  • 4 bd
  • 3 ba
  • 2864 sqft
  • Built 2000
  • MDKE2006946
117 WATER STREET #3B ACTIVE
$295,000
117 WATER STREET #3BChestertown, MD 21620
  • 1 bd
  • 1 ba
  • Built 1885
  • MDKE2006968
124 WILTON ROAD ACTIVE
$299,900
124 WILTON ROADChestertown, MD 21620
  • 3 bd
  • 1 ba
  • 1056 sqft
  • Built 1976
  • MDQA2018272
23208 BUCK NECK ROAD ACTIVE
$349,900
23208 BUCK NECK ROADChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1650 sqft
  • Built 2026
  • MDKE2006980
216 BIRCH RUN ROAD ACTIVE
$750,000
216 BIRCH RUN ROADChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 2176 sqft
  • Built 1994
  • MDKE2006896
101 S COLLEGE AVENUE ACTIVE
$369,000
101 S COLLEGE AVENUEChestertown, MD 21620
  • 2 bd
  • 1.5 ba
  • 1036 sqft
  • Built 1920
  • MDKE2006918
1003 TWIN COURT ACTIVE
$524,900
1003 TWIN COURTChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 2076 sqft
  • Built 2002
  • MDKE2006974
123 TRAFFORD DRIVE ACTIVE
$375,000
123 TRAFFORD DRIVEChestertown, MD 21620
  • 4 bd
  • 2.5 ba
  • 2504 sqft
  • Built 2009
  • MDKE2006970
128 QUEEN STREET #3 ACTIVE
$1,450
128 QUEEN STREET #3Chestertown, MD 21620
  • 1 bd
  • 1 ba
  • 900 sqft
  • Built 1900
  • MDKE2006574
8620 PARK DRIVE ACTIVE
$489,900
8620 PARK DRIVEChestertown, MD 21620
  • 4 bd
  • 2.5 ba
  • 2524 sqft
  • Built 1979
  • MDKE2005850
8630 ELM ROAD ACTIVE
$424,900
8630 ELM ROADChestertown, MD 21620
  • 5 bd
  • 2.5 ba
  • 1936 sqft
  • Built 2006
  • MDKE2006914
10540 TONOPAH ROAD ACTIVE
$279,000
10540 TONOPAH ROADChestertown, MD 21620
  • 3 bd
  • 2 ba
  • 1404 sqft
  • Built 2001
  • MDKE2006880
7982 RADCLIFFE ROAD ACTIVE
$455,000
7982 RADCLIFFE ROADChestertown, MD 21620
  • 2 bd
  • 2 ba
  • 1904 sqft
  • Built 1978
  • MDKE2006950
206 MILL STREET ACTIVE
$1,950
206 MILL STREETChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1520 sqft
  • Built 1920
  • MDKE2006920
129 TRAFFORD DRIVE ACTIVE
$480,000
129 TRAFFORD DRIVEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 3176 sqft
  • Built 2008
  • MDKE2006878
7828 COUNTRY CLUB LANE ACTIVE
$799,000
7828 COUNTRY CLUB LANEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 2857 sqft
  • Built 1990
  • MDKE2006736
1010 TWIN COURT ACTIVE
$375,000
1010 TWIN COURTChestertown, MD 21620
  • 4 bd
  • 2 ba
  • 1476 sqft
  • Built 2018
  • MDKE2006874
8999 ORCHARD DRIVE ACTIVE
$824,900
8999 ORCHARD DRIVEChestertown, MD 21620
  • 5 bd
  • 3.5 ba
  • 4353 sqft
  • Built 2006
  • MDKE2006786
115 METCALF ROAD ACTIVE
$259,900
115 METCALF ROADChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • 1280 sqft
  • Built 2025
  • MDKE2006826
200 MANOR AVENUE ACTIVE
$325,000
200 MANOR AVENUEChestertown, MD 21620
  • 4 bd
  • 2 ba
  • 2198 sqft
  • Built 1987
  • MDKE2006808
121 METCALF ROAD ACTIVE
$264,900
121 METCALF ROADChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • Built 2025
  • MDKE2006678
21324 PERSIMMON DRIVE ACTIVE
$179,900
21324 PERSIMMON DRIVEChestertown, MD 21620
  • 2 bd
  • 1 ba
  • 1232 sqft
  • Built 1955
  • MDKE2006816
104 MAPLE AVENUE #4 ACTIVE
$1,795
104 MAPLE AVENUE #4Chestertown, MD 21620
  • 2 bd
  • 2 ba
  • 900 sqft
  • Built 1927
  • MDKE2006806
7680 COUNTRY CLUB LANE ACTIVE
$885,000
7680 COUNTRY CLUB LANEChestertown, MD 21620
  • 5 bd
  • 4 ba
  • 2639 sqft
  • Built 2001
  • MDKE2006758
9126 FAIRLEE ROAD ACTIVE
$324,000
9126 FAIRLEE ROADChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • 1216 sqft
  • Built 1963
  • MDKE2006764
896 WASHINGTON AVENUE ACTIVE
$325,000
896 WASHINGTON AVENUEChestertown, MD 21620
  • 3 bd
  • 1 ba
  • 1000 sqft
  • Built 1965
  • MDKE2006750
104 CONLEY DRIVE ACTIVE
$239,900
104 CONLEY DRIVEChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • 1280 sqft
  • Built 1979
  • MDKE2006686
234 COLLEGE AVENUE ACTIVE
$85,000
234 COLLEGE AVENUEChestertown, MD 21620
  • 2 bd
  • 1 ba
  • 1296 sqft
  • Built 1900
  • MDKE2006670
104 ACORN DRIVE ACTIVE
$275,000
104 ACORN DRIVEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1900 sqft
  • Built 2004
  • MDKE2006668
10781 FERMOY ROAD ACTIVE
$429,900
10781 FERMOY ROADChestertown, MD 21620
  • 4 bd
  • 2.5 ba
  • 2160 sqft
  • Built 2001
  • MDKE2006640
213 BYFORD DRIVE ACTIVE
$372,000
213 BYFORD DRIVEChestertown, MD 21620
  • 4 bd
  • 2 ba
  • 1277 sqft
  • Built 1965
  • MDKE2006026
8796 MARYLAND PARKWAY ACTIVE
$1,495,000
8796 MARYLAND PARKWAYChestertown, MD 21620
  • 9 bd
  • 6.5 ba
  • 4776 sqft
  • Built 1743
  • MDKE2006596
1010 TWIN COURT ACTIVE
$2,100
1010 TWIN COURTChestertown, MD 21620
  • 4 bd
  • 2 ba
  • 1476 sqft
  • Built 2018
  • MDKE2006610
956 WASHINGTON AVENUE ACTIVE
$275,000
956 WASHINGTON AVENUEChestertown, MD 21620
  • 3 bd
  • 1 ba
  • 1248 sqft
  • Built 1975
  • MDKE2006394
22470 FAIRGALE FARM LANE ACTIVE
$1,450,000
22470 FAIRGALE FARM LANEChestertown, MD 21620
  • 4 bd
  • 5 ba
  • 4257 sqft
  • Built 2002
  • MDKE2006502
8706 ELM ROAD ACTIVE
$315,000
8706 ELM ROADChestertown, MD 21620
  • 3 bd
  • 2 ba
  • 1232 sqft
  • Built 2003
  • MDKE2006390
226 S WATER STREET ACTIVE
$898,000
226 S WATER STREETChestertown, MD 21620
  • 3 bd
  • 3.5 ba
  • 2172 sqft
  • Built 2025
  • MDKE2006354
103 SUTTON WAY ACTIVE
$550,000
103 SUTTON WAYChestertown, MD 21620
  • 5 bd
  • 3.5 ba
  • 3816 sqft
  • Built 2006
  • MDKE2006344
106 QUEEN STREET S ACTIVE
$829,000
106 QUEEN STREET SChestertown, MD 21620
  • 3 bd
  • 3.5 ba
  • 2472 sqft
  • Built 1750
  • MDKE2006152
7501 CHURCH HILL ROAD #5 ACTIVE
$1,800
7501 CHURCH HILL ROAD #5Chestertown, MD 21620
  • 2 bd
  • 1 ba
  • 1000 sqft
  • Built 1940
  • MDQA2016372
117 WATER STREET #2B ACTIVE
$350,000
117 WATER STREET #2BChestertown, MD 21620
  • 1 bd
  • 1 ba
  • 850 sqft
  • Built 1885
  • MDKE2006168
117 WATER STREET #2A ACTIVE
$375,000
117 WATER STREET #2AChestertown, MD 21620
  • 2 bd
  • 1 ba
  • 787 sqft
  • Built 1885
  • MDKE2006166
117 WATER STREET #1B ACTIVE
$200,000
117 WATER STREET #1BChestertown, MD 21620
  • 1 bd
  • 1 ba
  • 700 sqft
  • Built 1885
  • MDKE2006164
117 WATER STREET #1A ACTIVE
$685,000
117 WATER STREET #1AChestertown, MD 21620
  • 3 bd
  • 3 ba
  • 3000 sqft
  • Built 1885
  • MDKE2006162
117 WATER STREET #1A, 1B, 2A, & 2B ACTIVE
$1,500,000
117 WATER STREET #1A, 1B, 2A, & 2BChestertown, MD 21620
  • 7 bd
  • 5 ba
  • 5400 sqft
  • Built 1885
  • MDKE2006158
201 LYNCHBURG STREET ACTIVE
$750,000
201 LYNCHBURG STREETChestertown, MD 21620
  • 1 ba
  • 2045 sqft
  • Built 1900
  • MDKE2006142
204 DOUBLE CREEK ROAD ACTIVE
$545,000
204 DOUBLE CREEK ROADChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 2927 sqft
  • Built 2006
  • MDQA2015996
6746 QUAKER NECK ROAD ACTIVE
$339,000
6746 QUAKER NECK ROADChestertown, MD 21620
  • 5 bd
  • 2.5 ba
  • 3371 sqft
  • Built 1900
  • MDKE2006014
LANDING LANE ACTIVE
$765,900
LANDING LANEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1964 sqft
  • MDKE2005960
LANDING LANE ACTIVE
$753,500
LANDING LANEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1964 sqft
  • MDKE2005958
LANDING LANE ACTIVE
$786,900
LANDING LANEChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1964 sqft
  • MDKE2005956
LANDING LANE ACTIVE
$1,099,900
LANDING LANEChestertown, MD 21620
  • 4 bd
  • 3.5 ba
  • 2784 sqft
  • MDKE2005954
104 LANDING LANE ACTIVE
$813,900
104 LANDING LANEChestertown, MD 21620
  • 3 bd
  • 3.5 ba
  • 2192 sqft
  • MDKE2005952
102 LITTLE HARBOR WAY ACTIVE
$839,500
102 LITTLE HARBOR WAYChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1964 sqft
  • MDKE2005950
106 LANDING LANE ACTIVE
$799,900
106 LANDING LANEChestertown, MD 21620
  • 3 bd
  • 3.5 ba
  • 2092 sqft
  • MDKE2005892
LITTLE HARBOR WAY #1 ACTIVE
$1,459,000
LITTLE HARBOR WAY #1Chestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 2231 sqft
  • MDKE2005768
104 LITTLE HARBOR WAY ACTIVE
$849,900
104 LITTLE HARBOR WAYChestertown, MD 21620
  • 3 bd
  • 2.5 ba
  • 1980 sqft
  • MDKE2005894
105 HIGH STREET ACTIVE
$1,245,500
105 HIGH STREETChestertown, MD 21620
  • 5 bd
  • 4.5 ba
  • 3243 sqft
  • Built 1863
  • MDKE2005890
222 DUTCHESS ROAD ACTIVE
$320,000
222 DUTCHESS ROADChestertown, MD 21620
  • 3 bd
  • 1.5 ba
  • 1096 sqft
  • Built 1976
  • MDQA2014830
103 LANDING LANE ACTIVE
$499,999
103 LANDING LANEChestertown, MD 21620
  • 2 bd
  • 2.5 ba
  • 2100 sqft
  • Built 2015
  • MDKE2005670
23043 BAY SHORE SPUR ACTIVE
$385,000
23043 BAY SHORE SPURChestertown, MD 21620
  • 4 bd
  • 3 ba
  • 2630 sqft
  • Built 1974
  • MDKE2005584
101 MORGNEC ROAD ACTIVE
$1,300
101 MORGNEC ROADChestertown, MD 21620
  • 1 bd
  • 1 ba
  • 785 sqft
  • Built 1988
  • MDKE113944
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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 2022 Bright MLS, Inc

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© Monmouth Ocean Regional MLS. All rights reserved. Information Deemed Reliable, but Not Guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.