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131 Properties

131 Properties Available

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  • 302 ROSIN DR, Chestertown, MD 21620
    1/70 70
    Under Contract

    $ 574,000

    5 Beds4 Baths3,877 SqFt

    302 ROSIN DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015470

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 10121 FAIRLEE RD, Chestertown, MD 21620
    1/67 67
    Active

    $ 2,350,000

    6 Beds5 Baths4,954 SqFt

    10121 FAIRLEE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005852

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 8951 ORCHARD DR, Chestertown, MD 21620
    1/47 47
    Pending

    $ 695,000

    4 Beds4 Baths3,735 SqFt

    8951 ORCHARD DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005836

    Listed by Rock Hall Properties Real Estate

    Bright MLS (BMLS)
  • 8620 PARK DR, Chestertown, MD 21620
    1/53 53
    Active

    $ 499,900

    4 Beds3 Baths2,524 SqFt

    8620 PARK DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005850

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 109 S COLLEGE AVE, Chestertown, MD 21620
    1/26 26
    Active

    $ 449,900

    3 Beds3 Baths1,216 SqFt

    109 S COLLEGE AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005818

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 7844 CHESTER CT, Chestertown, MD 21620
    1/51 51
    Active

    $ 770,000

    4 Beds3 Baths3,248 SqFt

    7844 CHESTER CT, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005796

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 206 S WATER ST, Chestertown, MD 21620
    1/43 43
    Active

    $ 619,000

    4 Beds4 Baths2,008 SqFt

    206 S WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005840

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 222 DUTCHESS RD, Chestertown, MD 21620
    1/24 24
    Active

    $ 320,000

    3 Beds2 Baths1,096 SqFt

    222 DUTCHESS RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014830

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 492 PEAR TREE POINT RD, Chestertown, MD 21620
    1/73 73
    Under Contract

    $ 875,000

    3 Beds2 Baths3,720 SqFt

    492 PEAR TREE POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2015126

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 228 S WATER ST, Chestertown, MD 21620
    1/32 32
    Active

    $ 878,000

    3 Beds4 Baths2,310 SqFt

    228 S WATER ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005812

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 8750 GEORGETOWN RD, Chestertown, MD 21620
    1/30 30
    Active

    $ 339,000

    3 Beds2 Baths1,900 SqFt

    8750 GEORGETOWN RD, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005834

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 101 BIRCH RUN RD, Chestertown, MD 21620
    1/38 38
    Under Contract

    $ 499,999

    3 Beds2 Baths1,961 SqFt

    101 BIRCH RUN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005810

    Listed by Remax Vision

    Bright MLS (BMLS)
  • 127 WOOD DUCK LN, Chestertown, MD 21620
    1/26 26
    Active

    $ 215,000

    3 Beds2 Baths1,666 SqFt

    127 WOOD DUCK LN, Chestertown, MD 21620

    Mobile Home

    MLS# MDQA2015154

    Listed by RE/MAX Point Realty

    Bright MLS (BMLS)
  • 206 VALLEY, Chestertown, MD 21620
    1/35 35
    Pending

    $ 615,000

    4 Beds2 Baths2,869 SqFt

    206 VALLEY, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005762

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 107 MALONE AVE, Chestertown, MD 21620
    1/27 27
    Active

    $ 290,000

    3 Beds1 Bath1,200 SqFt

    107 MALONE AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005764

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)
  • 118 LITTLE HARBOR WAY #202, Chestertown, MD 21620
    1/19 19
    Coming Soon

    $ 695,000

    3 Beds2 Baths1,600 SqFt

    118 LITTLE HARBOR WAY #202, Chestertown, MD 21620

    Condo

    MLS# MDKE2005800

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 600 ROSIN DR, Chestertown, MD 21620
    1/35 35
    Under Contract

    $ 415,000

    3 Beds2 Baths1,300 SqFt

    600 ROSIN DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014896

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 8833 GEORGETOWN RD, Chestertown, MD 21620
    1/47 47
    Active

    $ 364,000

    4 Beds2 Baths1,625 SqFt

    8833 GEORGETOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005766

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 423 CALVERT ST, Chestertown, MD 21620
    3D
    Active

    $ 165,000

    3 Beds2 Baths1,136 SqFt

    423 CALVERT ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005718

    Listed by Redfin Corp

    Bright MLS (BMLS)
  • 7653 BROAD NECK RD, Chestertown, MD 21620
    1/39 39
    Under Contract

    $ 375,000

    4 Beds3 Baths1,790 SqFt

    7653 BROAD NECK RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005742

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 100 ADELA WAY, Chestertown, MD 21620
    1/71 71
    Active

    $ 515,000

    4 Beds4 Baths3,799 SqFt

    100 ADELA WAY, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005636

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 103 METCALF RD, Chestertown, MD 21620
    1/25 25
    Active

    $ 259,900

    3 Beds2 Baths1,280 SqFt

    103 METCALF RD, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005688

    Listed by Real Broker, LLC

    Bright MLS (BMLS)
  • 23110 OLD FAIRLEE RD, Chestertown, MD 21620
    1/29 29
    Price Dropped by $10K

    $ 359,900

    3 Beds1 Bath1,805 SqFt

    23110 OLD FAIRLEE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005676

    Listed by Real Broker LLC

    Bright MLS (BMLS)
  • 7989 QUAKER NECK RD, Chestertown, MD 21620
    3D
    Price Dropped by $250K

    $ 2,500,000

    5 Beds5 Baths4,305 SqFt

    7989 QUAKER NECK RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
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The Breeden Group of Berkshire Hathaway

R.J. Breeden

+1(410) 929-2491 [email protected]

3500 Boston Street Suite C, Baltimore, MD, 21224, United States
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BH Logo1
The Breeden Group of Berkshire Hathaway

R.J. Breeden

+1(410) 929-2491 [email protected]

3500 Boston Street Suite C, Baltimore, MD, 21224, United States
    • Home
    • Who We Are
    • Client Success Stories

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.