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    143 Properties
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    143 Properties Available

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    The average price in the selected areas has remained stable. Learn more
    • WALNUT POINT ROAD, Chestertown, MD 21620
      2.02 Acres
      1/16 16
      Active

      $449,000

      WALNUT POINT ROAD, Chestertown, MD 21620

      MLS# MDKE2004848

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • TOWHEE RD, Chestertown, MD 21620
      0.34 Acres
      1/4 4
      Active

      $5,000

      TOWHEE RD, Chestertown, MD 21620

      MLS# MDKE2004882

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • 866 WASHINGTON AVE, Chestertown, MD 21620
      1,224 SqFt
      1/20 20
      Price Dropped by $35K

      $299,000

      866 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2004832

      Listed by Cross Street Realtors LLC

      Bright MLS (BMLS)
    • MELITOTA RD, Chestertown, MD 21620
      2 Acres
      Under Contract

      $29,000

      MELITOTA RD, Chestertown, MD 21620

      MLS# MDKE2004834

      Listed by The Hogans Agency

      Bright MLS (BMLS)
    • LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620
      0.42 Acres
      1/6 6
      Active

      $8,000

      LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620

      MLS# MDKE2004828

      Listed by Doug Ashley Realtors, LLC

      Bright MLS (BMLS)
    • 206 BURCHARD SAWMILL RD, Chestertown, MD 21620
      1.05 Acres
      Price Dropped by $20K

      $30,000

      206 BURCHARD SAWMILL RD, Chestertown, MD 21620

      MLS# MDQA2012064

      Listed by Sell Your Home Services

      Bright MLS (BMLS)
    • BELTRAM RD, Chestertown, MD 21620
      0.34 Acres
      1/6 6
      Active

      $5,000

      BELTRAM RD, Chestertown, MD 21620

      MLS# MDKE2004756

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • BUNTING RD, Chestertown, MD 21620
      0.34 Acres
      1/4 4
      Active

      $5,000

      BUNTING RD, Chestertown, MD 21620

      MLS# MDKE2004758

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • FISH HATCHERY RD, Chestertown, MD 21620
      0.37 Acres
      1/7 7
      Active

      $5,000

      FISH HATCHERY RD, Chestertown, MD 21620

      MLS# MDKE2004754

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • 22681 WOOD YARD LN, Chestertown, MD 21620
      0.51 Acres
      1/2 2
      Pending

      $15,000

      22681 WOOD YARD LN, Chestertown, MD 21620

      MLS# MDKE2004720

      Listed by Chesapeake Real Estate Associates, LLC

      Bright MLS (BMLS)
    • HAACKE DRIVE LOT 3, Chestertown, MD 21620
      0.96 Acres
      1/5 5
      Price Dropped by $93K

      $225,000

      HAACKE DRIVE LOT 3, Chestertown, MD 21620

      MLS# MDKE2004648

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • SCHEELER ROAD LOT 2, Chestertown, MD 21620
      0.93 Acres
      1/7 7
      Price Dropped by $99K

      $250,000

      SCHEELER ROAD LOT 2, Chestertown, MD 21620

      MLS# MDKE2004650

      Listed by Select Land & Homes, LLC

      Bright MLS (BMLS)
    • TEXAS AVE, Chestertown, MD 21620
      0.09 Acres
      1/2 2
      Active

      $10,000

      TEXAS AVE, Chestertown, MD 21620

      MLS# MDKE2004610

      Listed by Ashland Auction Group LLC

      Bright MLS (BMLS)
    • 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
      Pending

      $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)
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    Olson Realty

    Nick Padilla RS- RS-0024607

    +1(302) 535-7785 nick@delawarerealty.net

    614 N DuPont Highway Suite 300, Dover, DE, 19901

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Olson Realty

    Nick Padilla RS- RS-0024607

    +1(302) 535-7785 nick@delawarerealty.net

    614 N DuPont Highway Suite 300, Dover, DE, 19901

    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.