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

118 Properties Available In Chestertown

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  • Newest Listings
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  • Price-Low To High
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
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MD >Chestertown >
Market Insights
115 METCALF RD, Chestertown, MD 21620
1/10
Open Sat 11AM-1PM

$259,900

3 Beds2 Baths1,280 SqFt

115 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006826

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
121 METCALF RD, Chestertown, MD 21620
1/10
Active

$264,900

3 Beds2 Baths3,920 Sqft Lot

121 METCALF RD, Chestertown, MD 21620

MLS# MDKE2006678

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
10781 FERMOY RD, Chestertown, MD 21620
1/54
Price Dropped by $20K

$429,900

4 Beds3 Baths2,160 SqFt

10781 FERMOY RD, Chestertown, MD 21620

MLS# MDKE2006640

Listed by Real Broker, LLC - Chester

Bright MLS (BMLS)
8630 ELM RD, Chestertown, MD 21620
1/47
Open Sat 11AM-2PM

$445,000

5 Beds3 Baths1,936 SqFt

8630 ELM RD, Chestertown, MD 21620

MLS# MDKE2006914

Listed by Save 6, Incorporated

Bright MLS (BMLS)
10540 TONOPAH RD, Chestertown, MD 21620
1/21
Open Sat 11AM-1PM

$279,000

3 Beds2 Baths1,404 SqFt

10540 TONOPAH RD, Chestertown, MD 21620

MLS# MDKE2006880

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
8999 ORCHARD DR, Chestertown, MD 21620
1/74
Open Sun 12PM-2PM

$824,900

5 Beds4 Baths4,353 SqFt

8999 ORCHARD DR, Chestertown, MD 21620

MLS# MDKE2006786

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
226 S WATER ST, Chestertown, MD 21620
1/31
Open Sat 11AM-1PM

$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)
8620 PARK DR, Chestertown, MD 21620
1/66
Open Sun 11AM-2PM

$489,900

4 Beds3 Baths2,524 SqFt

8620 PARK DR, Chestertown, MD 21620

MLS# MDKE2005850

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
7982 RADCLIFFE RD, Chestertown, MD 21620
1/37
New

$478,000

2 Beds2 Baths1,904 SqFt

7982 RADCLIFFE RD, Chestertown, MD 21620

MLS# MDKE2006950

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
129 TRAFFORD DR, Chestertown, MD 21620
1/15
New

$480,000

3 Beds3 Baths3,176 SqFt

129 TRAFFORD DR, Chestertown, MD 21620

MLS# MDKE2006878

Listed by Elevated Real Estate Solutions

Bright MLS (BMLS)
202 PINE ST, Chestertown, MD 21620
New

$205,000

3 Beds1 Bath1,341 SqFt

202 PINE ST, Chestertown, MD 21620

MLS# MDKE2006888

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
7828 COUNTRY CLUB LN, Chestertown, MD 21620
1/68
Active

$799,000

3 Beds3 Baths2,857 SqFt

7828 COUNTRY CLUB LN, Chestertown, MD 21620

MLS# MDKE2006736

Listed by Cross Street Realtors LLC

Bright MLS (BMLS)
1010 TWIN CT, Chestertown, MD 21620
1/25
Active

$375,000

4 Beds2 Baths1,476 SqFt

1010 TWIN CT, Chestertown, MD 21620

MLS# MDKE2006874

Listed by Kevin Dey Realty

Bright MLS (BMLS)
21324 PERSIMMON DR, Chestertown, MD 21620
1/21
Price Dropped by $10K
3D

$189,000

2 Beds1 Bath1,232 SqFt

21324 PERSIMMON DR, Chestertown, MD 21620

MLS# MDKE2006816

Listed by Benson & Mangold, LLC

Bright MLS (BMLS)
200 MANOR AVE, Chestertown, MD 21620
1/34
Active

$325,000

4 Beds2 Baths2,198 SqFt

200 MANOR AVE, Chestertown, MD 21620

MLS# MDKE2006808

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
409 CALVERT ST, Chestertown, MD 21620
1/9
Price Dropped by $10K

$145,000

3 Beds2 Baths1,192 SqFt

409 CALVERT ST, Chestertown, MD 21620

MLS# MDKE2006794

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
7680 COUNTRY CLUB LN, Chestertown, MD 21620
1/43
Active

$885,000

5 Beds4 Baths2,639 SqFt

7680 COUNTRY CLUB LN, Chestertown, MD 21620

MLS# MDKE2006758

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
9126 FAIRLEE RD, Chestertown, MD 21620
1/20
Price Dropped by $20K

$324,000

3 Beds2 Baths1,216 SqFt

9126 FAIRLEE RD, Chestertown, MD 21620

MLS# MDKE2006764

Listed by Chesapeake Real Estate Associates, LLC

Bright MLS (BMLS)
896 WASHINGTON AVE, Chestertown, MD 21620
1/34
Active

$325,000

3 Beds1 Bath1,000 SqFt

896 WASHINGTON AVE, Chestertown, MD 21620

MLS# MDKE2006750

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
25750 COLLINS AVE, Chestertown, MD 21620
1/50
Active

$468,000

3 Beds2 Baths3,262 SqFt

25750 COLLINS AVE, Chestertown, MD 21620

MLS# MDKE2006546

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
104 CONLEY DR, Chestertown, MD 21620
1/27
Price Dropped by $7K

$239,900

3 Beds2 Baths1,280 SqFt

104 CONLEY DR, Chestertown, MD 21620

MLS# MDKE2006686

Listed by Cummings & Co. Realtors

Bright MLS (BMLS)
104 ACORN DR, Chestertown, MD 21620
1/26
Price Dropped by $9K

$275,000

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 $5K

$85,000

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
Price Dropped by $155K

$1,495,000

9 Beds7 Baths4,776 SqFt

8796 MARYLAND PKWY, Chestertown, MD 21620

MLS# MDKE2006596

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
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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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    • BUY
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      7. Chestertown Overview
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      12. Odenton 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