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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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PYLES DR, Chestertown, MD 21620

$20,500

$39,900

48.6%
2.46 Acres

PYLES DR, Chestertown, MD 21620

MLS# 1000479481

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
173 GOOSE HOLLOW DR, Chestertown, MD 21620

$20,500

$39,900

48.6%
2.46 Acres

173 GOOSE HOLLOW DR, Chestertown, MD 21620

MLS# 1000479487

Listed by Long & Foster Real Estate, Inc.

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

$145,000

$150,000

3.3%
0.4 Acres

7675 QUAKER NECK RD, Chestertown, MD 21620

MLS# 1003203264

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
233 LYNCHBURG ST N, Chestertown, MD 21620

$99,900

$99,900

2 Beds1 Bath4,000 Sqft Lot

233 LYNCHBURG ST N, Chestertown, MD 21620

MLS# 1000479543

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
7853 RADCLIFFE RD, Chestertown, MD 21620

$470,000

$499,000

5.8%
3 Beds3 Baths0.84 Acres Lot

7853 RADCLIFFE RD, Chestertown, MD 21620

MLS# 1000479453

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
316 LANDING LN #29, Chestertown, MD 21620
1/30

$635,000

$706,010

10.1%
3 Beds3 Baths2,250 SqFt

316 LANDING LN #29, Chestertown, MD 21620

MLS# 1000479135

Listed by Maryland Home Realty

Bright MLS (BMLS)
24065 CHESTERTOWN RD, Chestertown, MD 21620

$150,000

$155,000

3.2%
3 Beds1 Bath0.46 Acres Lot

24065 CHESTERTOWN RD, Chestertown, MD 21620

MLS# 1000479431

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
219 PHILOSOPHERS TER, Chestertown, MD 21620

$265,000

$265,000

3 Beds2 Baths7,748 Sqft Lot

219 PHILOSOPHERS TER, Chestertown, MD 21620

MLS# 1000479429

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
303 KENT ST, Chestertown, MD 21620

$217,000

$215,000

0.9%
3 Beds2 Baths4,894 Sqft Lot

303 KENT ST, Chestertown, MD 21620

MLS# 1000479533

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
314 DEVON DR, Chestertown, MD 21620

$200,000

$209,900

4.7%
4 Beds4 Baths10,327 Sqft Lot

314 DEVON DR, Chestertown, MD 21620

MLS# 1000479409

Listed by Village Real Estate Company LLC

Bright MLS (BMLS)
546 FEY RD, Chestertown, MD 21620

$94,900

$99,900

5.0%
3 Beds1 Bath0.46 Acres Lot

546 FEY RD, Chestertown, MD 21620

MLS# 1001032421

Listed by Real Estate Consultants

Bright MLS (BMLS)
5601 BROAD NECK RD, Chestertown, MD 21620
1/26

$100,000

$140,000

28.6%
2 Beds1 Bath0.31 Acres Lot

5601 BROAD NECK RD, Chestertown, MD 21620

MLS# 1000479623

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
212 BYFORD DR, Chestertown, MD 21620

$304,000

$319,000

4.7%
3 Beds2 Baths1,596 SqFt

212 BYFORD DR, Chestertown, MD 21620

MLS# 1000479577

Listed by Weichert, REALTORS

Bright MLS (BMLS)
106 COLLEGE AVE, Chestertown, MD 21620

$75,000

$73,000

2.7%
2 Beds1 Bath5,200 Sqft Lot

106 COLLEGE AVE, Chestertown, MD 21620

MLS# 1000479483

Listed by Maryland Realty Connection

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

$87,000

$89,900

3.2%
3 Beds1 Bath0.45 Acres Lot

116 FAIRVIEW DR, Chestertown, MD 21620

MLS# 1001032875

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
121 SHEAFFER RD, Chestertown, MD 21620
1/30

$250,000

$269,900

7.4%
3 Beds3 Baths1.03 Acres Lot

121 SHEAFFER RD, Chestertown, MD 21620

MLS# 1001031555

Listed by Rosendale Realty

Bright MLS (BMLS)
209 MOUNT VERNON AVE, Chestertown, MD 21620

$425,000

$469,000

9.4%
3 Beds3 Baths5,040 Sqft Lot

209 MOUNT VERNON AVE, Chestertown, MD 21620

MLS# 1000479103

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
214 DOUBLE CREEK RD., Chestertown, MD 21620
1/27

$50,000

$57,200

12.6%
6 Beds3 Baths1.48 Acres Lot

214 DOUBLE CREEK RD., Chestertown, MD 21620

MLS# 1001032551

Listed by Village Real Estate Company LLC

Bright MLS (BMLS)
10780 CLIFF RD, Chestertown, MD 21620

$500,000

$595,000

16.0%
4 Beds3 Baths1.35 Acres Lot

10780 CLIFF RD, Chestertown, MD 21620

MLS# 1000479211

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
203 WATER ST N, Chestertown, MD 21620

$565,000

$599,000

5.7%
3 Beds4 Baths5,719 Sqft Lot

203 WATER ST N, Chestertown, MD 21620

MLS# 1002663146

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
10755 GLENOLA RD, Chestertown, MD 21620

$125,000

$137,500

9.1%
4 Beds2 Baths0.34 Acres Lot

10755 GLENOLA RD, Chestertown, MD 21620

MLS# 1003262394

Listed by Davis Real Estate, Inc.

Bright MLS (BMLS)
100 BIRCH RUN RD, Chestertown, MD 21620

$319,000

$329,000

3.0%
3 Beds2 Baths0.42 Acres Lot

100 BIRCH RUN RD, Chestertown, MD 21620

MLS# 1000479611

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
103 GOOSE ROOST LN, Chestertown, MD 21620

$335,000

$345,000

2.9%
4 Beds3 Baths1 Acres Lot

103 GOOSE ROOST LN, Chestertown, MD 21620

MLS# 1001032525

Listed by Keller Williams Flagship of Maryland

Bright MLS (BMLS)
102 DRAKE RD, Chestertown, MD 21620

$200,000

$210,000

4.8%
3 Beds3 Baths0.34 Acres Lot

102 DRAKE RD, Chestertown, MD 21620

MLS# 1001031811

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.