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

110 Properties Available In Chestertown

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  • Price-High To Low
  • Price-Low To High
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  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
MD >Chestertown >
Market Insights
Image
Address
Price
Beds
Baths
Area
Status

103 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006416 Listed by Coldwell Banker Chesapeake Real Estate Company

$399,900

3
3
1,944 SqFt
Active

7989 QUAKER NECK RD, Chestertown, MD 21620

MLS# MDKE2005590 Listed by Coldwell Banker Chesapeake Real Estate Company

$2,200,000

5
5
4,305 SqFt
Active

10572 WATONGA RD, Chestertown, MD 21620

MLS# MDKE2006644 Listed by Serhant

$325,000

3
2
1,404 SqFt
Active

23264 CLARISSA RD, Chestertown, MD 21620

MLS# MDKE2006096 Listed by TTR Sotheby's International Realty

$365,000

3
2
1,248 SqFt
Active

104 ACORN DR, Chestertown, MD 21620

MLS# MDKE2006668 Listed by Cross Street Realtors LLC

$284,900

3
3
1,900 SqFt
Active

234 N COLLEGE AVE, Chestertown, MD 21620

MLS# MDKE2006670 Listed by Cummings & Co Realtors

$120,000

2
1
1,296 SqFt
Active

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596 Listed by Coldwell Banker Chesapeake Real Estate Company

$1,650,000

9
7
4,776 SqFt
Active

110 PROSPECT ST, Chestertown, MD 21620

MLS# MDKE2006626 Listed by ANR Realty, LLC

$119,900

3
2
2,210 SqFt
Active

1904 PONDTOWN RD, Chestertown, MD 21620

MLS# MDQA2017480 Listed by Keller Williams Flagship

$265,000

3
1
1,967 SqFt
Active

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640 Listed by Real Broker, LLC - Chester

$449,900

4
3
2,160 SqFt
Active

213 BYFORD DR, Chestertown, MD 21620

MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

$380,000

4
2
1,277 SqFt
Active

21172 WYOMING AVE, Chestertown, MD 21620

MLS# MDKE2006642 Listed by Blue Star Real Estate, LLC

$200,000

4
1
2,920 SqFt
Active

25440 LEARMAN RD, Chestertown, MD 21620

MLS# MDKE2006468 Listed by TTR Sotheby's International Realty

$3,000,000

3
4
3,142 SqFt
Active

22470 FAIRGALE FARM LN, Chestertown, MD 21620

MLS# MDKE2006502 Listed by Gunther-McClary Real Estate

$1,450,000

4
5
4,257 SqFt
Active

522 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006614 Listed by Benson & Mangold, LLC

$425,000

2
3
1,518 SqFt
Active

24295 LANGFORD RD, Chestertown, MD 21620

MLS# MDKE2006320 Listed by Chesapeake Real Estate Associates, LLC

$430,000

2
3
1,857 SqFt
Active

102 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006586 Listed by Long & Foster Real Estate, Inc.

$339,900

3
3
1,896 SqFt
Active

240 MERGANSER DR, Chestertown, MD 21620

MLS# MDQA2016900 Listed by Chesapeake Real Estate Associates, LLC

$399,000

3
2
1,120 SqFt
Active

107 FLYING CLOUD DR, Chestertown, MD 21620

MLS# MDKE2006510 Listed by CENTURY 21 New Millennium

$385,000

5
4
2,534 SqFt
Active

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482 Listed by Redfin Corporation

$314,900

4
2
1,325 SqFt
Active

214 SILVER HEEL RD, Chestertown, MD 21620

MLS# MDKE2006498 Listed by Cross Street Realtors LLC

$340,000

4
3
1,972 SqFt
Active

407 HIGH ST, Chestertown, MD 21620

MLS# MDKE2006496 Listed by Coldwell Banker Chesapeake Real Estate Company

$798,000

3
5
3,047 SqFt
Active

103 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006446 Listed by Real Broker, LLC - Chester

$259,900

3
2
1,280 SqFt
Active

8706 ELM RD, Chestertown, MD 21620

MLS# MDKE2006390 Listed by Doug Ashley Realtors, LLC

$320,000

3
2
1,232 SqFt
Active
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Samson Properties Headquarters

Emcee M. Arah

+1(301) 452-5252 lofty@emarealestate.com

8455 Colesville Road, #1150, Silver Spring MD 20910

    • Home
      Neighborhoods
      1. Bentley Park Listings
      2. Cross Creek Club Overview
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      7. Saddle Creek Listings
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      Market Snapshot
    • Buy
      1. Past Client Purchases
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      Sell
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    • Communities
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      24. Laurel Overview
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      34. Silver Spring Overview
      35. Springfield Overview
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      38. Upper Marlboro Overview
      39. Washington Overview
      About
      1. Success Stories
      2. EMA Team
      3. Samson Properties
      4. Partners
      5. Cardinal Title Group
      6. Contact Us

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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.
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Samson Properties Headquarters

Emcee M. Arah

+1(301) 452-5252 lofty@emarealestate.com

8455 Colesville Road, #1150, Silver Spring MD 20910

    • Home
      Neighborhoods
      1. Bentley Park Listings
      2. Cross Creek Club Overview
      3. Dumont Oaks Overview
      4. Hampshire Greens Listings
      5. Longmead Listings
      6. Russett Overview
      7. Saddle Creek Listings
      8. Snowdens Mill Listings
      9. Stonegate Overview
      Market Snapshot
    • Buy
      1. Past Client Purchases
      2. All Listings
      3. Featured Listings
      4. Foreclosures
      5. Buyers Guide
      6. Calculator
      Sell
      1. Sellers Guide
      2. Sell My Home
      3. Home Valuation
      4. Recent Sales
    • Communities
      1. Alexandria Overview
      2. Ashton Overview
      3. Baltimore Overview
      4. Beltsville Overview
      5. Bethesda Overview
      6. Bladensburg Overview
      7. Bowie Overview
      8. Burtonsville Overview
      9. Chevy Chase Overview
      10. Clarksville Overview
      11. Columbia Overview
      12. Elkridge Overview
      13. Ellicott City Overview
      14. Frederick Overview
      15. Gaithersburg Overview
      16. Germantown Overview
      17. Glen Burnie Overview
      18. Glenn Dale Overview
      19. Greenbelt Overview
      20. Hanover Overview
      21. Hyattsville Overview
      22. Kensington Overview
      23. Lanham Overview
      24. Laurel Overview
      25. Montgomery Village Overview
      26. New Carrollton Overview
      27. Odenton Overview
      28. Olney Overview
      29. Owings Mills Overview
      30. Randallstown Overview
      31. Riverdale Overview
      32. Rockville Overview
      33. Severn Overview
      34. Silver Spring Overview
      35. Springfield Overview
      36. Temple Hills Overview
      37. Takoma Park Overview
      38. Upper Marlboro Overview
      39. Washington Overview
      About
      1. Success Stories
      2. EMA Team
      3. Samson Properties
      4. Partners
      5. Cardinal Title Group
      6. Contact Us

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.