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139 Properties Available

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  • 10175 JOHN CARVILL RD, Chestertown, MD 21620
    1/72 72
    Pending

    $ 625,000

    5 Beds4 Baths3,155 SqFt

    10175 JOHN CARVILL RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005144

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • 21082 WYOMING AVE, Chestertown, MD 21620
    1/63 63
    Under Contract

    $ 1,550,000

    3 Beds4 Baths2,699 SqFt

    21082 WYOMING AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005016

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 236 MERGANSER DR, Chestertown, MD 21620
    1/14 14
    Under Contract

    $ 114,000

    1 Bed1 Bath900 SqFt

    236 MERGANSER DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013084

    Listed by Thurston Wyatt Real Estate, LLC

    Bright MLS (BMLS)
  • 101 BIRCH RUN RD, Chestertown, MD 21620
    1/22 22
    Active

    $ 549,000

    3 Beds2 Baths1,961 SqFt

    101 BIRCH RUN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005088

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 26889 MORGNEC RD, Chestertown, MD 21620
    1/32 32
    Active

    $ 799,000

    2 Beds2 Baths1,966 SqFt

    26889 MORGNEC RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005060

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 5179 QUAKER NECK RD, Chestertown, MD 21620
    1/48 48
    Active

    $ 559,900

    1 Bed1 Bath1,148 SqFt

    5179 QUAKER NECK RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005028

    Listed by Hyatt & Company Real Estate, LLC

    Bright MLS (BMLS)
  • LITTLE HARBOR WAY #1, Chestertown, MD 21620
    1/22 22
    Active

    $ 1,459,000

    3 Beds3 Baths2,315 SqFt

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 114 DARDEN RD, Chestertown, MD 21620
    1/33 33
    Pending

    $ 269,900

    3 Beds1 Bath1,056 SqFt

    114 DARDEN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012808

    Listed by FSBO Broker

    Bright MLS (BMLS)
  • 300 HILLTOP LN, Chestertown, MD 21620
    1/20 20
    Active

    $ 220,000

    3 Beds3 Baths1,200 SqFt

    300 HILLTOP LN, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005004

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 105 HIGH ST, Chestertown, MD 21620
    1/52 52
    Active

    $ 1,395,500

    5 Beds5 Baths3,243 SqFt

    105 HIGH ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005002

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 128 EDMORE RD, Chestertown, MD 21620
    1/59 59
    Price Dropped by $10K

    $ 415,000

    4 Beds2 Baths2,568 SqFt

    128 EDMORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2012546

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 226 S WATER ST, Chestertown, MD 21620
    1/22 22
    Active

    $ 998,000

    3 Beds4 Baths3,782 Sqft Lot

    226 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2004940

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 110 FLYING CLOUD COURT, Chestertown, MD 21620
    1/17 17
    Under Contract

    $ 349,900

    3 Beds3 Baths1,856 SqFt

    110 FLYING CLOUD COURT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004850

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)
  • 23620 LANDS END RD, Chestertown, MD 21620
    1/77 77
    Price Dropped by $650K

    $ 4,850,000

    5 Beds8 Baths9,852 SqFt

    23620 LANDS END RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004760

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 212 LANDING LN, Chestertown, MD 21620
    1/36 36
    Active

    $ 759,000

    3 Beds4 Baths

    212 LANDING LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004782

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 109 WILTON RD, Chestertown, MD 21620
    1/30 30
    Active

    $ 349,900

    3 Beds2 Baths1,392 SqFt

    109 WILTON RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2011782

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 11040 KYLIE LN, Chestertown, MD 21620
    1/67 67
    Active

    $ 659,000

    4 Beds4 Baths3,684 SqFt

    11040 KYLIE LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 24543 CHESTERTOWN RD, Chestertown, MD 21620
    1/55 55
    Pending

    $ 425,000

    3 Beds2 Baths3,280 SqFt

    24543 CHESTERTOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2004580

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 23393 CACAWAY FARM LN, Chestertown, MD 21620
    1/45 45
    Price Dropped by $100K

    $ 1,250,000

    3 Beds4 Baths4,446 SqFt

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 116 PINE CHIP RD, Chestertown, MD 21620
    1/35 35
    Active

    $ 495,000

    3 Beds2 Baths2,767 SqFt

    116 PINE CHIP RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2010882

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 117 N WATER ST #1A, Chestertown, MD 21620
    1/28 28
    Active

    $ 725,000

    3 Beds3 Baths

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

    Single Family Home, Condo

    MLS# MDKE2004206

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 117 WATER ST N #2A, Chestertown, MD 21620
    1/28 28
    Active

    $ 399,000

    2 Beds1 Bath787 SqFt

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

    Condo

    MLS# MDKE2003742

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 110 S MILL ST, Chestertown, MD 21620
    1/40 40
    Coming Soon

    $ 745,000

    2,492 SqFt

    110 S MILL ST, Chestertown, MD 21620

    Multi-Family

    MLS# MDKE2005574

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 349 & 351 HIGH ST, Chestertown, MD 21620
    1/47 47
    Open 8/31 12PM-2PM

    $ 395,000

    3,664 SqFt

    349 & 351 HIGH ST, Chestertown, MD 21620

    Multi-Family, Townhouse

    MLS# MDKE2003720

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
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Compass

Casey O'Neal COMPS 225024542

+1(703) 217-9090 [email protected]

3001 Washington Blvd. Suite 400, Arlington, VA, 22201, United States
    • Ready To Buy
    • Selling Your Home
    • Meet The Team

Get My App

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  • Northern Virginia, Washington DC
default
Compass

Casey O'Neal COMPS 225024542

+1(703) 217-9090 [email protected]

3001 Washington Blvd. Suite 400, Arlington, VA, 22201, United States
    • Ready To Buy
    • Selling Your Home
    • Meet The Team

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.