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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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5594 LANGFORD BAY RD, Chestertown, MD 21620
1/40

$750,000

$700,000

7.1%
3 Beds2 Baths1,682 SqFt

5594 LANGFORD BAY RD, Chestertown, MD 21620

MLS# MDKE2005118

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
410 BELL AVE, Chestertown, MD 21620

$205,000

$125,000

64.0%
3 Beds2 Baths1,248 SqFt

410 BELL AVE, Chestertown, MD 21620

MLS# MDKE2002344

Listed by Keller Williams Gateway LLC

Bright MLS (BMLS)
236 DUKE OF KENT ST, Chestertown, MD 21620
1/22

$225,000

$229,900

2.1%
3 Beds2 Baths1,780 SqFt

236 DUKE OF KENT ST, Chestertown, MD 21620

MLS# 1001033807

Listed by The Hogans Agency Inc.

Bright MLS (BMLS)
517 HIGH ST, Chestertown, MD 21620
1/51

$361,500

$389,900

7.3%
1,728 SqFt

517 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005736

Listed by L. C. Parker Real Estate

Bright MLS (BMLS)
492 PEAR TREE POINT RD, Chestertown, MD 21620
1/73

$850,000

$875,000

2.9%
3 Beds2 Baths3,720 SqFt

492 PEAR TREE POINT RD, Chestertown, MD 21620

MLS# MDQA2015126

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
25195 LOVERS LN, Chestertown, MD 21620

$350,000

$350,000

1 Bed1 Bath1,002 SqFt

25195 LOVERS LN, Chestertown, MD 21620

MLS# MDKE2005986

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
101 BIRCH RUN RD, Chestertown, MD 21620
1/38

$475,000

$499,999

5.0%
3 Beds2 Baths1,961 SqFt

101 BIRCH RUN RD, Chestertown, MD 21620

MLS# MDKE2005810

Listed by Remax Vision

Bright MLS (BMLS)
23393 CACAWAY FARM LN, Chestertown, MD 21620
1/45

$1,150,000

$1,195,000

3.8%
3 Beds4 Baths4,446 SqFt

23393 CACAWAY FARM LN, Chestertown, MD 21620

MLS# MDKE2004002

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
109 2ND ST, Chestertown, MD 21620
1/9

$75,000

$15,000

400.0%
1.8 Acres

109 2ND ST, Chestertown, MD 21620

MLS# MDQA2014918

Listed by Ashland Auction Group LLC

Bright MLS (BMLS)
101 METCALF RD, Chestertown, MD 21620
1/26

$264,900

$264,900

3 Beds2 Baths1,280 SqFt

101 METCALF RD, Chestertown, MD 21620

MLS# MDKE2005882

Listed by Real Broker, LLC

Bright MLS (BMLS)
600 ROSIN DR, Chestertown, MD 21620
1/35

$413,300

$415,000

0.4%
3 Beds2 Baths1,300 SqFt

600 ROSIN DR, Chestertown, MD 21620

MLS# MDQA2014896

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
302 ROSIN DR, Chestertown, MD 21620
1/70

$550,000

$574,000

4.2%
5 Beds4 Baths3,877 SqFt

302 ROSIN DR, Chestertown, MD 21620

MLS# MDQA2015470

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
7483 SHORTALL ST, Chestertown, MD 21620
1/26

$287,500

$290,000

0.9%
3 Beds2 Baths1,232 SqFt

7483 SHORTALL ST, Chestertown, MD 21620

MLS# MDKE2005616

Listed by RE/MAX Executive

Bright MLS (BMLS)
8951 ORCHARD DR, Chestertown, MD 21620
1/47

$700,000

$695,000

0.7%
4 Beds4 Baths3,735 SqFt

8951 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2005836

Listed by Rock Hall Properties Real Estate

Bright MLS (BMLS)
119 HIGH ST, Chestertown, MD 21620
1/60

$1,165,000

$1,250,000

6.8%
5 Beds5 Baths4,409 SqFt

119 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005728

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
212 LANDING LN, Chestertown, MD 21620
1/36

$750,000

$759,000

1.2%
3 Beds4 Baths

212 LANDING LN, Chestertown, MD 21620

MLS# MDKE2004782

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
907 N MEADOWVIEW DR, Chestertown, MD 21620
1/33

$375,000

$410,000

8.5%
3 Beds3 Baths1,842 SqFt

907 N MEADOWVIEW DR, Chestertown, MD 21620

MLS# MDKE2005540

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
23620 LANDS END RD, Chestertown, MD 21620
1/77

$4,221,800

$4,850,000

13.0%
5 Beds8 Baths9,852 SqFt

23620 LANDS END RD, Chestertown, MD 21620

MLS# MDKE2004760

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
221 OLD BRIDGE RD, Chestertown, MD 21620
1/29

$359,900

$369,900

2.7%
3 Beds2 Baths1,851 SqFt

221 OLD BRIDGE RD, Chestertown, MD 21620

MLS# MDQA2014888

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
10761 KASOTA RD, Chestertown, MD 21620
1/47

$872,500

$895,000

2.5%
3 Beds3 Baths2,582 SqFt

10761 KASOTA RD, Chestertown, MD 21620

MLS# MDKE2005698

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
126 METCALF RD, Chestertown, MD 21620
1/25

$230,000

$230,000

3 Beds2 Baths1,140 SqFt

126 METCALF RD, Chestertown, MD 21620

MLS# MDKE2005734

Listed by Taylor Properties

Bright MLS (BMLS)
201 BOUNDARY AVE, Chestertown, MD 21620
1/46

$425,000

$449,000

5.3%
3 Beds3 Baths3,096 SqFt

201 BOUNDARY AVE, Chestertown, MD 21620

MLS# MDQA2014272

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
23628 CANVASBACK RD, Chestertown, MD 21620
1/5

$25,000

$15,000

66.7%
0.34 Acres

23628 CANVASBACK RD, Chestertown, MD 21620

MLS# MDKE2005696

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
105 PARMA RD, Chestertown, MD 21620
1/28

$322,000

$326,500

1.4%
3 Beds2 Baths1,232 SqFt

105 PARMA RD, Chestertown, MD 21620

MLS# MDQA2014652

Listed by Benson & Mangold, LLC

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

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.
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.