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ZIP Code: 21620
Map
151 Properties Available In 21620

151 Properties Available In 21620

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MD >21620 >
Market Insights
407 HIGH ST, Chestertown, MD 21620
1/58
Open 5/30 10AM-1PM

$828,000

3 Beds5 Baths3,047 SqFt

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
103 TRAFFORD DR, Chestertown, MD 21620
1/66
Open Sat 1:30PM-3:30PM

$419,900

3 Beds3 Baths1,944 SqFt

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
205 RIVER RD, Chestertown, MD 21620
1/72
Open Sat 11AM-1PM

$899,500

4 Beds3 Baths2,877 SqFt

205 RIVER RD, Chestertown, MD 21620

MLS# MDQA2016560

Listed by Clark & Co Realty, LLC

Bright MLS (BMLS)
226 S WATER ST, Chestertown, MD 21620
1/31
Open Sat 10AM-2PM

$898,000

3 Beds4 Baths2,172 SqFt

226 S WATER ST, Chestertown, MD 21620

MLS# MDKE2006354

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
106 QUEEN ST S, Chestertown, MD 21620
1/92
Open Sat 11AM-2PM

$865,000

3 Beds4 Baths2,472 SqFt

106 QUEEN ST S, Chestertown, MD 21620

MLS# MDKE2006152

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
105 HIGH ST, Chestertown, MD 21620
1/48
Open Sun 11AM-1PM

$1,295,500

5 Beds5 Baths3,243 SqFt

105 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005890

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
7989 QUAKER NECK RD, Chestertown, MD 21620
1/90
Open Sat 11AM-1PM
3D

$2,200,000

5 Beds5 Baths4,305 SqFt

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
22470 FAIRGALE FARM LN, Chestertown, MD 21620
1/3
Coming Soon

$1,450,000

4 Beds4 Baths4,257 SqFt

22470 FAIRGALE FARM LN, Chestertown, MD 21620

MLS# MDKE2006502

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
240 MERGANSER DR, Chestertown, MD 21620
1/51
New
3D

$425,000

3 Beds2 Baths1,120 SqFt

240 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2016900

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
8629 AIRY HILL RD, Chestertown, MD 21620
1/10
New

$425,000

3 Beds2 Baths1,440 SqFt

8629 AIRY HILL RD, Chestertown, MD 21620

MLS# MDKE2006526

Listed by Keller Williams Realty

Bright MLS (BMLS)
423 CALVERT ST, Chestertown, MD 21620
1/30
Coming Soon

$185,000

3 Beds2 Baths1,136 SqFt

423 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006578

Listed by Compass

Bright MLS (BMLS)
107 FLYING CLOUD DR, Chestertown, MD 21620
1/51
New

$395,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
22360 GREAT OAK LANDING RD, Chestertown, MD 21620
1/65
Under Contract

$525,000

5 Beds4 Baths2,688 SqFt

22360 GREAT OAK LANDING RD, Chestertown, MD 21620

MLS# MDKE2006478

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
23416 CLOQUET RD, Chestertown, MD 21620
1/34
New

$384,000

3 Beds2 Baths1,512 SqFt

23416 CLOQUET RD, Chestertown, MD 21620

MLS# MDKE2006486

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
21363 LYNN LN, Chestertown, MD 21620
1/28
New

$205,000

3 Beds1 Bath1,314 SqFt

21363 LYNN LN, Chestertown, MD 21620

MLS# MDKE2006556

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
304 HADAWAY DR, Chestertown, MD 21620
1/38
New
3D

$329,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

Bright MLS (BMLS)
202 VALLEY RD, Chestertown, MD 21620
Under Contract

$325,000

3 Beds1 Bath1,427 SqFt

202 VALLEY RD, Chestertown, MD 21620

MLS# MDKE2006538

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
100 PROSPECT ST, Chestertown, MD 21620
Coming Soon

$215,000

3 Beds1 Bath1,373 SqFt

100 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006544

Listed by Real Broker, LLC

Bright MLS (BMLS)
214 SILVER HEEL RD, Chestertown, MD 21620
1/26
Active

$350,000

4 Beds3 Baths1,972 SqFt

214 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2006498

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
9816 FAIRLEE RD, Chestertown, MD 21620
1/48
Active

$535,000

3 Beds3 Baths1,624 SqFt

9816 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006488

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
110 S QUEEN ST, Chestertown, MD 21620
Coming Soon

$525,000

3 Beds2 Baths1,785 SqFt

110 S QUEEN ST, Chestertown, MD 21620

MLS# MDKE2006520

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
1014 TWIN CT, Chestertown, MD 21620
1/29
Coming Soon

$499,000

3 Beds2 Baths1,817 SqFt

1014 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006516

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
215 FAIRVIEW DR, Chestertown, MD 21620
1/57
Under Contract

$425,000

3 Beds3 Baths1,784 SqFt

215 FAIRVIEW DR, Chestertown, MD 21620

MLS# MDQA2017090

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
144 PROSPECT ST, Chestertown, MD 21620
1/18
Active

$179,000

2 Beds2 Baths1,082 SqFt

144 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006494

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
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Leisel L. Taylor
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1441 McCormick Dr Ste 1020, Largo, MD 20774

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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.

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Get My App

Taylor Made Team
Leisel L. Taylor
+1(240) 290-0830
leisel@taylormadeteam.net
1441 McCormick Dr Ste 1020, Largo, MD 20774

      Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      4. Book An Appointment
      Sell
      1. Sell My Home
      2. Home Valuation
      3. Book An Appointment
      Hire Leisel
      Refer the TaylorMade Team
      Neighborhoods
      Blogs
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.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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