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Chestertown, MD
Map
2,673 Sold Properties

2,673 Sold Properties

The average price in the selected areas has remained stable. Learn more
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312 PRINCESS ANNE DR, Chestertown, MD 21620
1/87

$440,000

$449,900

2.2%
4 Beds3 Baths1,848 SqFt

312 PRINCESS ANNE DR, Chestertown, MD 21620

MLS# MDQA2012018

Listed by Coldwell Banker Waterman Realty

Bright MLS (BMLS)
204 PINE COVE LN, Chestertown, MD 21620
1/30

$400,000

$395,000

1.3%
3 Beds3 Baths2,167 SqFt

204 PINE COVE LN, Chestertown, MD 21620

MLS# MDQA2011880

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
970 WASHINGTON AVE, Chestertown, MD 21620
1/25

$270,000

$299,990

10.0%
0.43 Acres Lot

970 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2004808

Listed by Keller Williams Realty Central-Delaware

Bright MLS (BMLS)
317 UNION CHURCH RD, Chestertown, MD 21620
1/33

$685,000

$685,000

4 Beds4 Baths2,512 SqFt

317 UNION CHURCH RD, Chestertown, MD 21620

MLS# MDQA2012076

Listed by Clark & Co Realty, LLC

Bright MLS (BMLS)
10061 FLATLAND ROAD, Chestertown, MD 21620
1/21

$325,000

$310,000

4.8%
3 Beds1 Bath2,376 SqFt

10061 FLATLAND ROAD, Chestertown, MD 21620

MLS# MDKE2004784

Listed by The Hogans Agency

Bright MLS (BMLS)
23110 OLD FAIRLEE RD, Chestertown, MD 21620
1/21

$165,300

$159,900

3.4%
3 Beds1 Bath1,545 SqFt

23110 OLD FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2004542

Listed by Century 21 Downtown

Bright MLS (BMLS)
10724 FORESTON RD, Chestertown, MD 21620
1/35

$355,675

$337,000

5.5%
3 Beds2 Baths1,872 SqFt

10724 FORESTON RD, Chestertown, MD 21620

MLS# MDKE2004774

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
117 PRIMROSE ROAD PRIMROSE ROAD RD, Chestertown, MD 21620
1/15

$325,000

$385,000

15.6%
3 Beds2 Baths2,460 SqFt

117 PRIMROSE ROAD PRIMROSE ROAD RD, Chestertown, MD 21620

MLS# MDQA2011100

Listed by Davis Real Estate, Inc.

Bright MLS (BMLS)
116 FAIRVIEW DR, Chestertown, MD 21620
1/21

$305,000

$299,900

1.7%
3 Beds1 Bath1,028 SqFt

116 FAIRVIEW DR, Chestertown, MD 21620

MLS# MDQA2011958

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
830 HIGH ST, Chestertown, MD 21620
1/24

$340,000

$397,500

14.5%
0.51 Acres Lot

830 HIGH ST, Chestertown, MD 21620

MLS# MDKE2003958

Listed by SVN/Miller Commercial Real Estate

Bright MLS (BMLS)
104 OAK LEAF DR, Chestertown, MD 21620
1/17

$283,000

$289,000

2.1%
3 Beds4 Baths1,840 SqFt

104 OAK LEAF DR, Chestertown, MD 21620

MLS# MDKE2004584

Listed by Crown Homes Real Estate

Bright MLS (BMLS)
110 BIRCH RUN RD, Chestertown, MD 21620
1/29

$600,000

$649,900

7.7%
4 Beds3 Baths2,672 SqFt

110 BIRCH RUN RD, Chestertown, MD 21620

MLS# MDKE2004258

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
TRUSLOW FARM LN #LOT 2, Chestertown, MD 21620
1/10

$390,000

$450,000

13.3%
2.3 Acres

TRUSLOW FARM LN #LOT 2, Chestertown, MD 21620

MLS# MDQA2008920

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
109 GRANT CT, Chestertown, MD 21620
1/38

$389,900

$389,900

3 Beds2 Baths1,344 SqFt

109 GRANT CT, Chestertown, MD 21620

MLS# MDQA2011794

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7500 SHORTALL ST, Chestertown, MD 21620
1/24

$299,900

$299,900

3 Beds2 Baths1,288 SqFt

7500 SHORTALL ST, Chestertown, MD 21620

MLS# MDKE2004654

Listed by Taylor Properties

Bright MLS (BMLS)
107 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/23

$379,989

$390,000

2.6%
5 Beds3 Baths2,128 SqFt

107 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2010802

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
313 S QUEEN ST, Chestertown, MD 21620
1/57

$427,000

$398,000

7.3%
4 Beds4 Baths1,995 SqFt

313 S QUEEN ST, Chestertown, MD 21620

MLS# MDKE2004742

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
VIREO RD, Chestertown, MD 21620
1/7

$12,000

$35,000

65.7%
0.34 Acres

VIREO RD, Chestertown, MD 21620

MLS# MDKE2004034

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
23575 CANVASBACK RD, Chestertown, MD 21620
1/39

$625,000

$695,000

10.1%
3 Beds3 Baths3,527 SqFt

23575 CANVASBACK RD, Chestertown, MD 21620

MLS# MDKE2004246

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
7121 QUAKER NECK RD, Chestertown, MD 21620
1/22

$107,500

$135,000

20.4%
3 Beds1 Bath930 SqFt

7121 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2004694

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
106 SILVER HEEL RD, Chestertown, MD 21620
1/43

$355,000

$355,000

3 Beds3 Baths1,672 SqFt

106 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2004684

Listed by EXP Realty, LLC

Bright MLS (BMLS)
101 LANDING LN #39, Chestertown, MD 21620
1/35

$600,000

$624,000

3.8%
3 Beds4 Baths3,300 SqFt

101 LANDING LN #39, Chestertown, MD 21620

MLS# MDKE2004058

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
7675 QUAKER NECK RD, Chestertown, MD 21620
1/34

$612,500

$639,000

4.1%
3 Beds3 Baths1,800 SqFt

7675 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2004630

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
7775 WATERVIEW LN, Chestertown, MD 21620
1/37

$625,000

$620,000

0.8%
3 Beds3 Baths1,782 SqFt

7775 WATERVIEW LN, Chestertown, MD 21620

MLS# MDKE2004216

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
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Keller Williams Gateway

Andrew Johns

+1(410) 627-7264 andrew@andrewjohnshometeam.com

8015 Corporate Drive, Ste C, Nottingham, Maryland, 21236, United States

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

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AJHT - Logo with KW - over black-01
Keller Williams Gateway

Andrew Johns

+1(410) 627-7264 andrew@andrewjohnshometeam.com

8015 Corporate Drive, Ste C, Nottingham, Maryland, 21236, United States

    • Home
      About
      1. About Us
      Schedule Now
      Blogs
    • Buy
      1. Buyers Guide
      2. Find Your Home
      3. Luxury Listings
      4. Mortgage Calculator
      Communities
      1. Baltimore City
      2. Baltimore County
      3. Harford County
      4. Cecil County
      Contact Us
    • Sell
      1. Sellers Guide
      2. Sell My Home
      3. Home Valuation
      4. Sold Listings
      Discover
      1. Market Snapshot
      Join our Team

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.