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ZIP Code: 21620
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55 Properties Available

55 Properties Available

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423 CALVERT ST, Chestertown, MD 21620
1/30
New

$185,000

3 Beds2 Baths1,136 SqFt

423 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006578

Listed by Compass

Bright MLS (BMLS)
102 FLYING CLOUD DR, Chestertown, MD 21620
1/41
New

$339,900

3 Beds3 Baths1,896 SqFt

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586

Listed by Long & Foster Real Estate, Inc.

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
1/45
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)
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)
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)
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)
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)
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)
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)
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)
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)
103 METCALF RD, Chestertown, MD 21620
1/22
Active

$259,900

3 Beds2 Baths1,280 SqFt

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446

Listed by Real Broker, LLC

Bright MLS (BMLS)
8706 ELM RD, Chestertown, MD 21620
1/7
Active

$320,000

3 Beds2 Baths1,232 SqFt

8706 ELM RD, Chestertown, MD 21620

MLS# MDKE2006390

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
208 CENTRAL DR, Chestertown, MD 21620
1/16
Price Dropped by $16K

$299,000

3 Beds1 Bath1,120 SqFt

208 CENTRAL DR, Chestertown, MD 21620

MLS# MDQA2016836

Listed by Redfin Corp

Bright MLS (BMLS)
24295 LANGFORD RD, Chestertown, MD 21620
1/3
Coming Soon

$445,000

2 Beds3 Baths1,857 SqFt

24295 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2006320

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
21217 TEXAS AVE, Chestertown, MD 21620
1/20
Price Dropped by $20K

$244,500

2 Beds1 Bath912 SqFt

21217 TEXAS AVE, Chestertown, MD 21620

MLS# MDKE2006364

Listed by RE/MAX Leading Edge

Bright MLS (BMLS)
103 SUTTON WAY, Chestertown, MD 21620
1/53
Active

$550,000

5 Beds4 Baths3,816 SqFt

103 SUTTON WAY, Chestertown, MD 21620

MLS# MDKE2006344

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
104 FLYING CLOUD DR, Chestertown, MD 21620
1/30
Price Dropped by $5K

$394,900

5 Beds4 Baths2,535 SqFt

104 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006212

Listed by Real Broker, LLC

Bright MLS (BMLS)
108 PINE ST, Chestertown, MD 21620
Price Dropped by $27K

$115,000

3 Beds1 Bath910 SqFt

108 PINE ST, Chestertown, MD 21620

MLS# MDKE2006322

Listed by Real Broker, LLC

Bright MLS (BMLS)
101 COLEMAN DR, Chestertown, MD 21620
1/56
Active

$524,900

3 Beds3 Baths2,268 SqFt

101 COLEMAN DR, Chestertown, MD 21620

MLS# MDQA2016624

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
139 PROSPECT ST, Chestertown, MD 21620
1/28
Active

$225,000

3 Beds1 Bath1,200 SqFt

139 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006250

Listed by Redfin Corp

Bright MLS (BMLS)
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Blackwell Real Estate

Blackwell Real Estate License ID: 579463

+1(443) 221-4120 info@bremove.com

2530 Riva Rd, STE 300, Annapolis, MD 21401, USA
    • Buy
      1. Guide To Home Ownership
      2. All Listings
      3. Featured Listings
      4. Single Family Homes
      5. Townhouses
      6. Condos
      7. Multi Family Homes
      8. Land
      9. Horse Farms
      10. Waterfront Properties
      11. Calculators
      12. Neighborhoods
      About
      1. About Us
      2. Contact Us
      3. Reviews
      4. Blogs
    • Sell
      1. Guide to Selling Your Home
      2. Home Valuation
      3. Sell My Home
      4. Sold By BRE
      5. Sold Listings
      6. Market Snapshot
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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.
Blackwell RE Oval Logo PNG
Blackwell Real Estate

Blackwell Real Estate License ID: 579463

+1(443) 221-4120 info@bremove.com

2530 Riva Rd, STE 300, Annapolis, MD 21401, USA
    • Buy
      1. Guide To Home Ownership
      2. All Listings
      3. Featured Listings
      4. Single Family Homes
      5. Townhouses
      6. Condos
      7. Multi Family Homes
      8. Land
      9. Horse Farms
      10. Waterfront Properties
      11. Calculators
      12. Neighborhoods
      About
      1. About Us
      2. Contact Us
      3. Reviews
      4. Blogs
    • Sell
      1. Guide to Selling Your Home
      2. Home Valuation
      3. Sell My Home
      4. Sold By BRE
      5. Sold Listings
      6. Market Snapshot
    • Preferred Vendors

Get My App

Powered by Lofty Inc. Copyright 2026. 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.