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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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200 FEY RD, Chestertown, MD 21620
1/18

$375,000

$374,900

3 Beds2 Baths1,572 SqFt

200 FEY RD, Chestertown, MD 21620

MLS# MDQA2014600

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
110 FLYING CLOUD COURT, Chestertown, MD 21620
1/17

$335,000

$334,900

3 Beds3 Baths1,856 SqFt

110 FLYING CLOUD COURT, Chestertown, MD 21620

MLS# MDKE2004850

Listed by Berkshire Hathaway HomeServices Homesale Realty

Bright MLS (BMLS)
21317 PERSIMMON DR, Chestertown, MD 21620
1/31

$191,000

$195,000

2.1%
2 Beds1 Bath1,269 SqFt

21317 PERSIMMON DR, Chestertown, MD 21620

MLS# MDKE2005356

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
127 CHAR NOR MANOR BLVD, Chestertown, MD 21620
1/42

$355,000

$329,900

7.6%
2 Beds1 Bath832 SqFt

127 CHAR NOR MANOR BLVD, Chestertown, MD 21620

MLS# MDQA2014664

Listed by Iron Valley Real Estate of Central PA

Bright MLS (BMLS)
236 MERGANSER DR, Chestertown, MD 21620
1/14

$85,000

$114,000

25.4%
1 Bed1 Bath900 SqFt

236 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2013084

Listed by Thurston Wyatt Real Estate, LLC

Bright MLS (BMLS)
22570 BAY SHORE RD, Chestertown, MD 21620
1/73

$435,000

$435,000

3 Beds2 Baths1,788 SqFt

22570 BAY SHORE RD, Chestertown, MD 21620

MLS# MDKE2005230

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
8978 ORCHARD DR, Chestertown, MD 21620
1/44

$680,000

$675,000

0.7%
4 Beds3 Baths3,820 SqFt

8978 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2005500

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
23370 LOVELY LN, Chestertown, MD 21620
1/31

$310,000

$309,000

0.3%
3 Beds2 Baths1,680 SqFt

23370 LOVELY LN, Chestertown, MD 21620

MLS# MDKE2005510

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
206 BARROLL DR, Chestertown, MD 21620
1/35

$438,000

$480,000

8.8%
3 Beds2 Baths1,820 SqFt

206 BARROLL DR, Chestertown, MD 21620

MLS# MDKE2005094

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
205 PINE ST, Chestertown, MD 21620
1/23

$296,337

$325,000

8.8%
3 Beds2 Baths2,212 SqFt

205 PINE ST, Chestertown, MD 21620

MLS# MDKE2005492

Listed by Davis Real Estate, Inc.

Bright MLS (BMLS)
925 ROUND TOP RD, Chestertown, MD 21620
1/19

$300,000

$300,000

3 Beds1 Bath1,056 SqFt

925 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2013044

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
9194 N BAYVIEW AVE, Chestertown, MD 21620
1/45

$705,000

$698,000

1.0%
2 Beds2 Baths1,460 SqFt

9194 N BAYVIEW AVE, Chestertown, MD 21620

MLS# MDKE2005488

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
MCGINNES RD, Chestertown, MD 21620

$75,000

$89,900

16.6%
1.49 Acres

MCGINNES RD, Chestertown, MD 21620

MLS# MDQA2014764

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
304 HILLTOP LN, Chestertown, MD 21620
1/31

$215,000

$209,900

2.4%
3 Beds3 Baths1,199 SqFt

304 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005440

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
209 RIVERSHORE RD, Chestertown, MD 21620
1/62

$790,000

$815,000

3.1%
2 Beds2 Baths1,401 SqFt

209 RIVERSHORE RD, Chestertown, MD 21620

MLS# MDQA2013938

Listed by Douglas Realty LLC

Bright MLS (BMLS)
21082 WYOMING AVE, Chestertown, MD 21620
1/63

$1,350,000

$1,550,000

12.9%
3 Beds4 Baths2,699 SqFt

21082 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2005016

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
300 HILLTOP LN, Chestertown, MD 21620
1/20

$220,000

$220,000

3 Beds3 Baths1,200 SqFt

300 HILLTOP LN, Chestertown, MD 21620

MLS# MDKE2005004

Listed by Coldwell Banker Chesapeake Real Estate Company

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

$160,000

$149,900

6.7%
10.05 Acres

HOFFECKER RD, Chestertown, MD 21620

MLS# MDQA2013914

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
9190 N BAYVIEW AVE, Chestertown, MD 21620
1/38

$285,000

$319,500

10.8%
2 Beds1 Bath1,160 SqFt

9190 N BAYVIEW AVE, Chestertown, MD 21620

MLS# MDKE2005442

Listed by Select Land & Homes, LLC

Bright MLS (BMLS)
ELM RD, Chestertown, MD 21620
1/2

$14,000

$12,675

10.5%
0.22 Acres

ELM RD, Chestertown, MD 21620

MLS# MDKE2005532

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
GEORGETOWN RD, Chestertown, MD 21620

$30,000

$30,000

0.83 Acres

GEORGETOWN RD, Chestertown, MD 21620

MLS# MDKE2005448

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7425 WILKINS LN, Chestertown, MD 21620
1/29

$315,000

$320,000

1.6%
3 Beds2 Baths1,341 SqFt

7425 WILKINS LN, Chestertown, MD 21620

MLS# MDKE2005418

Listed by Realty ONE Group Unlimited

Bright MLS (BMLS)
106 WILTON RD, Chestertown, MD 21620
1/36

$315,000

$299,500

5.2%
3 Beds1 Bath1,056 SqFt

106 WILTON RD, Chestertown, MD 21620

MLS# MDQA2013930

Listed by RE/MAX Executive

Bright MLS (BMLS)
10715 KASOTA RD, Chestertown, MD 21620
1/49

$960,000

$975,000

1.5%
4 Beds3 Baths3,401 SqFt

10715 KASOTA RD, Chestertown, MD 21620

MLS# MDKE2005366

Listed by Cross Street Realtors 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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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
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      2. Baltimore County
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      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.