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City: Chestertown, MD
Listing Status: Active
Map
122 Properties Available In Chestertown

122 Properties Available In Chestertown

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  • Price-Low To High
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MD >Chestertown >
Market Insights
10781 FERMOY RD, Chestertown, MD 21620
1/54
Active

$449,900

4 Beds3 Baths2,160 SqFt

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640

Listed by Real Broker, LLC - Chester

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 - Chester

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 - Chester

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)
201 RIVER RD, Chestertown, MD 21620
1/46
New

$629,900

3 Beds2 Baths2,430 SqFt

201 RIVER RD, Chestertown, MD 21620

MLS# MDQA2017684

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
101 S MILL ST, Chestertown, MD 21620
1/39
New

$515,000

2 Beds3 Baths1,476 SqFt

101 S MILL ST, Chestertown, MD 21620

MLS# MDKE2006674

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
517 ROUND TOP RD, Chestertown, MD 21620
1/28
New

$349,900

3 Beds1 Bath1,248 SqFt

517 ROUND TOP RD, Chestertown, MD 21620

MLS# MDQA2017680

Listed by Keller Williams Flagship

Bright MLS (BMLS)
104 CONLEY DR, Chestertown, MD 21620
1/27
New

$247,000

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Bright MLS (BMLS)
202 ROYSTON SHORES RD, Chestertown, MD 21620
1/72
New

$1,200,000

4 Beds3 Baths2,292 SqFt

202 ROYSTON SHORES RD, Chestertown, MD 21620

MLS# MDQA2017462

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
104 ACORN DR, Chestertown, MD 21620
1/26
Active

$284,900

3 Beds3 Baths1,900 SqFt

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
234 N COLLEGE AVE, Chestertown, MD 21620
1/3
Price Dropped by $20K

$100,000

2 Beds1 Bath1,296 SqFt

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670

Listed by Cummings & Co Realtors

Bright MLS (BMLS)
8796 MARYLAND PKWY, Chestertown, MD 21620
1/60
Active

$1,650,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
110 PROSPECT ST, Chestertown, MD 21620
1/6
Active

$119,895

3 Beds2 Baths2,210 SqFt

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626

Listed by ANR Realty, LLC

Bright MLS (BMLS)
1904 PONDTOWN RD, Chestertown, MD 21620
1/11
Active

$265,000

3 Beds1 Bath1,967 SqFt

1904 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2017480

Listed by Keller Williams Flagship

Bright MLS (BMLS)
213 BYFORD DR, Chestertown, MD 21620
1/39
Active

$380,000

4 Beds2 Baths1,277 SqFt

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
21172 WYOMING AVE, Chestertown, MD 21620
Active

$200,000

4 Beds1 Bath2,920 SqFt

21172 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2006642

Listed by Blue Star Real Estate, LLC

Bright MLS (BMLS)
22470 FAIRGALE FARM LN, Chestertown, MD 21620
1/49
Active

$1,450,000

4 Beds5 Baths4,257 SqFt

22470 FAIRGALE FARM LN, Chestertown, MD 21620

MLS# MDKE2006502

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
522 HIGH ST, Chestertown, MD 21620
1/15
Price Dropped by $25K

$425,000

2 Beds3 Baths1,518 SqFt

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
956 WASHINGTON AVE, Chestertown, MD 21620
1/29
Active

$285,000

3 Beds1 Bath1,248 SqFt

956 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2006394

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
102 FLYING CLOUD DR, Chestertown, MD 21620
1/41
Price Dropped by $10K

$329,900

3 Beds3 Baths1,896 SqFt

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
240 MERGANSER DR, Chestertown, MD 21620
1/51
Price Dropped by $10K
3D

$389,000

3 Beds2 Baths1,120 SqFt

240 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2016900

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
107 FLYING CLOUD DR, Chestertown, MD 21620
1/51
Price Dropped by $10K

$385,000

5 Beds4 Baths2,534 SqFt

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510

Listed by CENTURY 21 New Millennium

Bright MLS (BMLS)
304 HADAWAY DR, Chestertown, MD 21620
1/38
Price Dropped by $7K
3D

$314,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

Bright MLS (BMLS)
214 SILVER HEEL RD, Chestertown, MD 21620
1/26
Price Dropped by $10K

$340,000

4 Beds3 Baths1,972 SqFt

214 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2006498

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
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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.
Logo REAL David J. Moore  - Rectangle
David J. Moore & Associates of REAL Broker, LLC
David J. Moore
+1(410) 777-5848
david@davidjmoore.net
2201 Main St, Chester, MD, 21619, USA

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    • SELL
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      4. Trade in Your Home
      5. Fix Up & Sell
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    • BUY
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      7. Chestertown Overview
      8. Denton Overview
      9. Easton Overview
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      12. Odenton Overview
      13. Oxford Overview
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      16. Rock Hall Overview
      17. Saint Michaels Overview
      18. Severn Overview
      19. Severna Park Overview
      20. Stevensville Overview
      Resources
      1. Real Estate Info
      2. 5 Star Referral Center

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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.
Logo REAL David J. Moore  - Rectangle
David J. Moore & Associates of REAL Broker, LLC
David J. Moore
+1(410) 777-5848
david@davidjmoore.net
2201 Main St, Chester, MD, 21619, USA

Get My App

    • Home
      The Chesapeake Reserve
      Local Home Prices Report
    • SELL
      1. Sell Your Home
      2. Guaranteed 100% of Asking Price
      3. Instant Cash Offer
      4. Trade in Your Home
      5. Fix Up & Sell
      Luxury
      1. Chesapeake Reserve
      2. Kent Island Luxury Homes
      3. Easton Area Luxury
      4. Cambridge Area Luxury Homes
      About
      1. About Us
      2. Reviews
      3. Contact Us
    • BUY
      1. VIP Home Buying
      2. Off Market Homes
      Communities
      1. New Construction Homes
      2. Annapolis Overview
      3. Arnold Overview
      4. Cambridge Overview
      5. Centreville Overview
      6. Chester Overview
      7. Chestertown Overview
      8. Denton Overview
      9. Easton Overview
      10. Glen Burnie Overview
      11. Grasonville Overview
      12. Odenton Overview
      13. Oxford Overview
      14. Pasadena Overview
      15. Queenstown Overview
      16. Rock Hall Overview
      17. Saint Michaels Overview
      18. Severn Overview
      19. Severna Park Overview
      20. Stevensville Overview
      Resources
      1. Real Estate Info
      2. 5 Star Referral Center

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

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