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Neighborhood: Chestertown, Chestertown, MD
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16 Properties Available In Chestertown

16 Properties Available In Chestertown

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  • Newest Listings
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  • Price-Low To High
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  • Baths (Most)
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MD >Chestertown >Chestertown >
Market Insights
109 CEDAR ST, Chestertown, MD 21620
1/22
Coming Soon

$325,000

3 Beds3 Baths1,397 SqFt

109 CEDAR ST, Chestertown, MD 21620

MLS# MDKE2006792

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
105 N WATER ST #2, Chestertown, MD 21620
1/49
Active

$475,000

2 Beds2 Baths1,011 SqFt

105 N WATER ST #2, Chestertown, MD 21620

MLS# MDKE2006680

Listed by Northrop Realty

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

$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)
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)
304 HADAWAY DR, Chestertown, MD 21620
1/38
Under Contract
3D

$309,900

4 Beds2 Baths1,325 SqFt

304 HADAWAY DR, Chestertown, MD 21620

MLS# MDKE2006482

Listed by Redfin Corporation

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)
117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620
1/73
Active

$1,600,000

7 Beds5 Baths5,400 SqFt

117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

MLS# MDKE2006158

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1A, Chestertown, MD 21620
1/46
Active

$685,000

3 Beds3 Baths3,000 SqFt

117 WATER ST N #1A, Chestertown, MD 21620

MLS# MDKE2006162

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2A, Chestertown, MD 21620
1/24
Active

$375,000

2 Beds1 Bath787 SqFt

117 WATER ST N #2A, Chestertown, MD 21620

MLS# MDKE2006166

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #2B, Chestertown, MD 21620
1/23
Active

$350,000

1 Bed1 Bath850 SqFt

117 WATER ST N #2B, Chestertown, MD 21620

MLS# MDKE2006168

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
117 WATER ST N #1B, Chestertown, MD 21620
1/20
Active

$200,000

1 Bed1 Bath700 SqFt

117 WATER ST N #1B, Chestertown, MD 21620

MLS# MDKE2006164

Listed by TTR Sotheby's International Realty

Bright MLS (BMLS)
218 CAMELOT DR, Chestertown, MD 21620
1/45
Price Dropped by $10K

$499,999

5 Beds4 Baths3,932 SqFt

218 CAMELOT DR, Chestertown, MD 21620

MLS# MDKE2005982

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
311 DEVON DR, Chestertown, MD 21620
1/41
Under Contract

$475,000

4 Beds3 Baths3,504 SqFt

311 DEVON DR, Chestertown, MD 21620

MLS# MDKE2005930

Listed by Doug Ashley Realtors, LLC

Bright MLS (BMLS)
LITTLE HARBOR WAY #1, Chestertown, MD 21620
1/25
Active

$1,459,000

3 Beds3 Baths2,231 SqFt

LITTLE HARBOR WAY #1, Chestertown, MD 21620

MLS# MDKE2005768

Listed by Gunther-McClary Real Estate

Bright MLS (BMLS)
105 HIGH ST, Chestertown, MD 21620
1/48
Price Dropped by $50K

$1,245,500

5 Beds5 Baths3,243 SqFt

105 HIGH ST, Chestertown, MD 21620

MLS# MDKE2005890

Listed by Coldwell Banker Chesapeake Real Estate Company

Bright MLS (BMLS)
LITTLE HARBOR WAY #1, Chestertown, MD 21620
1/29
Active

$1,800,000

4 Beds4 Baths3,540 SqFt

LITTLE HARBOR WAY #1, Chestertown, MD 21620

MLS# MDKE2004992

Listed by Gunther-McClary Real Estate

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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    • BUY
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      7. Chestertown Overview
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      12. Odenton Overview
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      17. Saint Michaels Overview
      18. Severn Overview
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      20. Stevensville Overview
      Resources
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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.
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