• Home
  • Buy
    1. Mortgage Calculator
    2. All Listings
    3. Featured Listings
    4. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Justin M. Selby
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
    • Register
    • Sign In
    Filters Reset
    Save Search (1)
    Save your search to get Alerts
    136 Properties

    136 Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    Map
    List
    The average price in the selected areas has remained stable. Learn more
    • 23620 LANDS END RD, Chestertown, MD 21620
      1/66 66
      5 Beds 8 Baths 9,852 SqFt
      $4,850,000
      Price Dropped by $650K

      23620 LANDS END RD, Chestertown, MD 21620

      MLS# MDKE2004760

      Listed by Cross Street Realtors LLC

      Single Family Home

      Bright MLS (BMLS)
    • CROMWELL CLARK RD, Chestertown, MD 21620
      1/19 19
      87.34 Acres
      $3,000,000
      Active

      CROMWELL CLARK RD, Chestertown, MD 21620

      MLS# MDKE2005156

      Listed by The Land Group

      Vacant Land

      Bright MLS (BMLS)
    • 860 & 870 HIGH ST, Chestertown, MD 21620
      1/92 92
      16,977 SqFt
      $2,400,000
      Active

      860 & 870 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2003850

      Listed by Taylor Properties

      Commercial

      Bright MLS (BMLS)
    • 870 HIGH ST, Chestertown, MD 21620
      1/72 72
      16,977 SqFt
      $1,870,000
      Active

      870 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2004140

      Listed by Taylor Properties

      Commercial

      Bright MLS (BMLS)
    • 21082 WYOMING AVE, Chestertown, MD 21620
      1/63 63
      3 Beds 4 Baths 2,699 SqFt
      $1,550,000
      Active

      21082 WYOMING AVE, Chestertown, MD 21620

      MLS# MDKE2005016

      Listed by Doug Ashley Realtors, LLC

      Single Family Home

      Bright MLS (BMLS)
    • 7961 QUAKER NECK RD, Chestertown, MD 21620
      1/95 95
      5 Beds 4 Baths 4,167 SqFt
      $1,550,000
      Active

      7961 QUAKER NECK RD, Chestertown, MD 21620

      MLS# MDKE2005090

      Listed by Compass

      Single Family Home

      Bright MLS (BMLS)
    • LITTLE HARBOR WAY #1, Chestertown, MD 21620
      1/22 22
      3 Beds 3 Baths 2,315 SqFt
      $1,459,000
      Active

      LITTLE HARBOR WAY #1, Chestertown, MD 21620

      MLS# MDKE2004992

      Listed by Gunther-McClary Real Estate

      Single Family Home

      Bright MLS (BMLS)
    • 105 HIGH ST, Chestertown, MD 21620
      1/52 52
      5 Beds 5 Baths 3,243 SqFt
      $1,395,500
      Active

      105 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005002

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Single Family Home

      Bright MLS (BMLS)
    • 23393 CACAWAY FARM LN, Chestertown, MD 21620
      1/44 44
      3 Beds 4 Baths 4,446 SqFt
      $1,350,000
      Active

      23393 CACAWAY FARM LN, Chestertown, MD 21620

      MLS# MDKE2004002

      Listed by Gunther-McClary Real Estate

      Condo

      Bright MLS (BMLS)
    • 300 HICKORY LN, Chestertown, MD 21620
      1/30 30
      5 Beds 4 Baths 3,640 SqFt
      $1,297,000
      Active

      300 HICKORY LN, Chestertown, MD 21620

      MLS# MDQA2013388

      Listed by Gunther-McClary Real Estate

      Single Family Home

      Bright MLS (BMLS)
    • 120 SPEER RD, Chestertown, MD 21620
      1/9 9
      9,604 SqFt
      $1,250,000
      Active

      120 SPEER RD, Chestertown, MD 21620

      MLS# MDKE2005054

      Listed by Mackenzie Commercial R E SVCS, LLC

      Commercial

      Bright MLS (BMLS)
    • 329 HIGH ST, Chestertown, MD 21620
      1/3 3
      4,500 SqFt
      $1,250,000
      Active

      329 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2005172

      Listed by Cross Street Realtors LLC

      Commercial

      Bright MLS (BMLS)
    • 206 CANNON ST, Chestertown, MD 21620
      1/9 9
      1.56 Acres
      $1,150,000
      Active

      206 CANNON ST, Chestertown, MD 21620

      MLS# MDKE2003620

      Listed by Benson & Mangold, LLC

      Vacant Land

      Bright MLS (BMLS)
    • 492 PEAR TREE POINT RD, Chestertown, MD 21620
      1/7 7
      3 Beds 2 Baths 2,600 SqFt
      $1,100,000
      Coming Soon

      492 PEAR TREE POINT RD, Chestertown, MD 21620

      MLS# MDQA2013108

      Listed by Meredith Fine Properties

      Single Family Home

      Bright MLS (BMLS)
    • 226 S WATER ST, Chestertown, MD 21620
      1/22 22
      3 Beds 4 Baths 3,782 Sqft Lot
      $998,000
      Active

      226 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2004940

      Listed by Gunther-McClary Real Estate

      Townhouse

      Bright MLS (BMLS)
    • 201 N LYNCHBURG ST, Chestertown, MD 21620
      1/13 13
      3,527 SqFt
      $995,000
      Active

      201 N LYNCHBURG ST, Chestertown, MD 21620

      MLS# MDKE2005278

      Listed by RE/MAX Associates-Hockessin

      Commercial

      Bright MLS (BMLS)
    • 10715 KASOTA RD, Chestertown, MD 21620
      1/49 49
      4 Beds 3 Baths 3,401 SqFt
      $975,000
      Under Contract

      10715 KASOTA RD, Chestertown, MD 21620

      MLS# MDKE2005366

      Listed by Cross Street Realtors LLC

      Single Family Home

      Bright MLS (BMLS)
    • 515 WASHINGTON AVE, Chestertown, MD 21620
      1/4 4
      0.97 Acres Lot
      $899,000
      Active

      515 WASHINGTON AVE, Chestertown, MD 21620

      MLS# MDKE2000776

      Listed by EShore

      Commercial

      Bright MLS (BMLS)
    • 228 S WATER ST, Chestertown, MD 21620
      1/23 23
      3 Beds 4 Baths 2,592 Sqft Lot
      $898,000
      Active

      228 S WATER ST, Chestertown, MD 21620

      MLS# MDKE2001612

      Listed by Gunther-McClary Real Estate

      Townhouse

      Bright MLS (BMLS)
    • 860 HIGH ST, Chestertown, MD 21620
      1/38 38
      3,114 SqFt
      $860,000
      Active

      860 HIGH ST, Chestertown, MD 21620

      MLS# MDKE2004138

      Listed by Taylor Properties

      Commercial

      Bright MLS (BMLS)
    • 209 RIVERSHORE RD, Chestertown, MD 21620
      1/62 62
      2 Beds 2 Baths 1,401 SqFt
      $815,000
      Under Contract

      209 RIVERSHORE RD, Chestertown, MD 21620

      MLS# MDQA2013938

      Listed by Douglas Realty LLC

      Single Family Home

      Bright MLS (BMLS)
    • 24576 LANGFORD RD, Chestertown, MD 21620
      1/60 60
      3 Beds 3 Baths 4,023 SqFt
      $799,000
      Under Contract

      24576 LANGFORD RD, Chestertown, MD 21620

      MLS# MDKE2004906

      Listed by Maryland Heritage Properties

      Single Family Home

      Bright MLS (BMLS)
    • 26889 MORGNEC RD, Chestertown, MD 21620
      1/32 32
      2 Beds 2 Baths 1,966 SqFt
      $799,000
      Open 8/2 2PM-4PM

      26889 MORGNEC RD, Chestertown, MD 21620

      MLS# MDKE2005060

      Listed by Coldwell Banker Chesapeake Real Estate Company

      Single Family Home

      Bright MLS (BMLS)
    • 7514 MUIRFIELD DR, Chestertown, MD 21620
      1/33 33
      3 Beds 3 Baths 2,522 SqFt
      $797,000
      Active

      7514 MUIRFIELD DR, Chestertown, MD 21620

      MLS# MDKE2005370

      Listed by Gunther-McClary Real Estate

      Single Family Home

      Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    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.

    SITE MAP

        Home
        Buy
        1. Mortgage Calculator
        2. All Listings
        3. Featured Listings
        4. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Collini_logo copy

    Collini Real Estate

    Justin Selby License ID: 1867481

    +1(856) 364-1548 justinselby@collinirealestate.com

    2165 Asbury Avenue, City, NJ, 08226

    Get My App

    Powered by Lofty Inc. Copyright 2025. 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.

    SITE MAP

        Home
        Buy
        1. Mortgage Calculator
        2. All Listings
        3. Featured Listings
        4. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    Collini_logo copy

    Collini Real Estate

    Justin Selby License ID: 1867481

    +1(856) 364-1548 justinselby@collinirealestate.com

    2165 Asbury Avenue, City, NJ, 08226

    Get My App

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

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