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130 Properties
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130 Properties Available

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  • MONTGOMERY AVE, Chestertown, MD 21620
    0.11 Acres
    Price Dropped by $5K

    $10,000

    MONTGOMERY AVE, Chestertown, MD 21620

    MLS# MDKE2004196

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 870 HIGH ST, Chestertown, MD 21620
    16,977 SqFt
    1/72 72
    Active

    $1,870,000

    870 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2004140

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 860 HIGH ST, Chestertown, MD 21620
    3,114 SqFt
    1/38 38
    Active

    $860,000

    860 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2004138

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • MILLBROOK DR, Chestertown, MD 21620
    0.5 Acres
    Active

    $12,500

    MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2004060

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • BUCK NECK LANDING RD, Chestertown, MD 21620
    0.34 Acres
    Active

    $9,500

    BUCK NECK LANDING RD, Chestertown, MD 21620

    MLS# MDKE2004072

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • LOT 9 PRESTWICK DR, Chestertown, MD 21620
    1.95 Acres
    1/20 20
    Active

    $212,000

    LOT 9 PRESTWICK DR, Chestertown, MD 21620

    MLS# MDKE2003918

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 860 & 870 HIGH ST, Chestertown, MD 21620
    16,977 SqFt
    1/92 92
    Price Dropped by $300K

    $2,400,000

    860 & 870 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2003850

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 349 & 351 HIGH ST, Chestertown, MD 21620
    3,664 SqFt
    1/47 47
    Price Dropped by $30K

    $395,000

    349 & 351 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2003720

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • PARCEL BUCK NECK LDG RD, Chestertown, MD 21620
    0.34 Acres
    1/6 6
    Active

    $10,000

    PARCEL BUCK NECK LDG RD, Chestertown, MD 21620

    MLS# MDKE2003874

    Listed by Ashland Auction Group LLC

    Bright MLS (BMLS)
  • SANDPIPER RD, Chestertown, MD 21620
    0.34 Acres
    1/5 5
    Pending

    $10,000

    SANDPIPER RD, Chestertown, MD 21620

    MLS# MDKE2003870

    Listed by Ashland Auction Group LLC

    Bright MLS (BMLS)
  • ELM RD, Chestertown, MD 21620
    0.09 Acres
    1/3 3
    Active

    $20,000

    ELM RD, Chestertown, MD 21620

    MLS# MDKE2003590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • MAP 36 PARCEL 80 WATERTOWER RD, Chestertown, MD 21620
    0.7 Acres
    1/3 3
    Active

    $55,000

    MAP 36 PARCEL 80 WATERTOWER RD, Chestertown, MD 21620

    MLS# MDKE2003624

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 206 CANNON ST, Chestertown, MD 21620
    1.56 Acres
    1/9 9
    Price Dropped by $100K

    $1,150,000

    206 CANNON ST, Chestertown, MD 21620

    MLS# MDKE2003620

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • ELM RD, Chestertown, MD 21620
    0.33 Acres
    Active

    $40,000

    ELM RD, Chestertown, MD 21620

    MLS# MDKE2003416

    Listed by The Hogans Agency

    Bright MLS (BMLS)
  • MONTGOMERY AVENUE, Chestertown, MD 21620
    0.11 Acres
    1/2 2
    Active

    $40,000

    MONTGOMERY AVENUE, Chestertown, MD 21620

    MLS# MDKE2003418

    Listed by The Hogans Agency

    Bright MLS (BMLS)
  • LOTS 253-254 CARIMON RD, Chestertown, MD 21620
    0.34 Acres
    1/3 3
    Under Contract

    $9,500

    LOTS 253-254 CARIMON RD, Chestertown, MD 21620

    MLS# MDKE2003110

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • REDFIELD RD, Chestertown, MD 21620
    0.34 Acres
    1/2 2
    Active

    $38,000

    REDFIELD RD, Chestertown, MD 21620

    MLS# MDKE2002842

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • SPINNAKER RD, Chestertown, MD 21620
    0.56 Acres
    1/2 2
    Active

    $38,000

    SPINNAKER RD, Chestertown, MD 21620

    MLS# MDKE2002844

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • FISH HATCHERY RD, Chestertown, MD 21620
    0.34 Acres
    1/2 2
    Active

    $37,000

    FISH HATCHERY RD, Chestertown, MD 21620

    MLS# MDKE2002848

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • CAULKS FIELD RD, Chestertown, MD 21620
    2 Acres
    1/2 2
    Active

    $28,000

    CAULKS FIELD RD, Chestertown, MD 21620

    MLS# MDKE2002846

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 23710 L RD, Chestertown, MD 21620
    0.5 Acres
    1/2 2
    Active

    $24,000

    23710 L RD, Chestertown, MD 21620

    MLS# MDKE2002838

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • SHELDRAKE DR, Chestertown, MD 21620
    0.34 Acres
    1/2 2
    Active

    $15,000

    SHELDRAKE DR, Chestertown, MD 21620

    MLS# MDKE2001692

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 515 WASHINGTON AVE, Chestertown, MD 21620
    0.97 Acres Lot
    1/4 4
    Active

    $895,000

    515 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2000776

    Listed by EShore

    Bright MLS (BMLS)
  • 101 MORGNEC RD, Chestertown, MD 21620
    1 Bed1 Bath785 SqFt
    1/11 11
    Active

    $1,300

    101 MORGNEC RD, Chestertown, MD 21620

    MLS# MDKE113944

    Listed by Davis Real Estate, Inc.

    Bright MLS (BMLS)
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defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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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defaultdefault
      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Neighborhoods
      1. Annapolis
      2. Edgewater
      3. Tracys Landing
      4. Deale
      5. Lothian
      6. Upper Marlboro
      7. Lusby
      8. Prince Frederick
      9. Huntingtown
      10. Owings
      11. Dunkirk
      12. North Beach
      13. Chesapeake Beach
      Market Snapshot
      Southern Maryland
      1. Southern Maryland
      2. Calvert County
      About Us
      1. About Us
      2. Contact Us
      3. Reviews
      Blogs
JPAR Real Estate Professionals

Erin Roccapriore License ID: 5006467

+1(240) 229-6180 erin@scarlettgroupproperties.com

8303 Old Leonardtown Rd, Hughesville, MD, 20637, USA

Office Phone +1(301) 684-4895

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.