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139 Properties

139 Properties Available

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  • 201 BOUNDARY AVE, Chestertown, MD 21620
    1/7 7
    Coming Soon

    $ 470,000

    4 Beds3 Baths3,096 SqFt

    201 BOUNDARY AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014272

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 251 DEVON DR, Chestertown, MD 21620
    1/54 54
    New

    $ 595,000

    3 Beds3 Baths3,935 SqFt

    251 DEVON DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005536

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 234 N COLLEGE AVE, Chestertown, MD 21620
    1/3 3
    New

    $ 199,900

    2 Beds1 Bath1,296 SqFt

    234 N COLLEGE AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005434

    Listed by Cummings & Co Realtors

    Bright MLS (BMLS)
  • 9194 N BAYVIEW AVE, Chestertown, MD 21620
    1/45 45
    New

    $ 698,000

    2 Beds2 Baths1,460 SqFt

    9194 N BAYVIEW AVE, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005488

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 9190 N BAYVIEW AVE, Chestertown, MD 21620
    1/28 28
    New

    $ 319,500

    2 Beds1 Bath1,160 SqFt

    9190 N BAYVIEW AVE, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005442

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
  • 141 PROSPECT ST, Chestertown, MD 21620
    1/16 16
    New

    $ 175,000

    4 Beds2 Baths1,156 SqFt

    141 PROSPECT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005504

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 600 ROSIN DR, Chestertown, MD 21620
    1/4 4
    Coming Soon

    $ 424,000

    3 Beds3 Baths1,300 SqFt

    600 ROSIN DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2014374

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 23370 LOVELY LN, Chestertown, MD 21620
    1/9 9
    New

    $ 309,000

    3 Beds2 Baths1,680 SqFt

    23370 LOVELY LN, Chestertown, MD 21620

    Manufactured Home

    MLS# MDKE2005510

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 112 METCALF RD, Chestertown, MD 21620
    1/6 6
    Coming Soon

    $ 280,000

    3 Beds2 Baths1,280 SqFt

    112 METCALF RD, Chestertown, MD 21620

    Single Family Home, Townhouse

    MLS# MDKE2005498

    Listed by Engel & Volkers Annapolis

    Bright MLS (BMLS)
  • 108 S KENT ST, Chestertown, MD 21620
    1/20 20
    Coming Soon

    $ 325,000

    1 Bed2 Baths936 SqFt

    108 S KENT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005496

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 205 PINE ST, Chestertown, MD 21620
    1/23 23
    Active

    $ 325,000

    3 Beds2 Baths2,212 SqFt

    205 PINE ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005492

    Listed by Davis Real Estate, Inc.

    Bright MLS (BMLS)
  • 492 PEAR TREE POINT RD, Chestertown, MD 21620
    1/7 7
    Coming Soon

    $ 1,100,000

    3 Beds2 Baths2,600 SqFt

    492 PEAR TREE POINT RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013108

    Listed by Meredith Fine Properties

    Bright MLS (BMLS)
  • 209 RIVERSHORE RD, Chestertown, MD 21620
    1/62 62
    Under Contract

    $ 815,000

    2 Beds2 Baths1,401 SqFt

    209 RIVERSHORE RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013938

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)
  • 7425 WILKINS LN, Chestertown, MD 21620
    1/29 29
    Pending

    $ 320,000

    3 Beds2 Baths1,341 SqFt

    7425 WILKINS LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005418

    Listed by Realty ONE Group Unlimited

    Bright MLS (BMLS)
  • 304 HILLTOP LN, Chestertown, MD 21620
    1/31 31
    Active

    $ 209,900

    3 Beds3 Baths1,199 SqFt

    304 HILLTOP LN, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005440

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 132 PROSPECT ST, Chestertown, MD 21620
    1/10 10
    Active

    $ 64,890

    2 Beds1 Bath910 SqFt

    132 PROSPECT ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005444

    Listed by ANR Realty, LLC

    Bright MLS (BMLS)
  • 206 SILVER HEEL DR, Chestertown, MD 21620
    1/36 36
    Pending

    $ 375,000

    5 Beds4 Baths2,302 SqFt

    206 SILVER HEEL DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005338

    Listed by Samson Properties

    Bright MLS (BMLS)
  • 10715 KASOTA RD, Chestertown, MD 21620
    1/49 49
    Under Contract

    $ 975,000

    4 Beds3 Baths3,401 SqFt

    10715 KASOTA RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005366

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/58 58
    Active

    $ 499,000

    4 Beds3 Baths2,258 SqFt

    165 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013956

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 206 S WATER ST, Chestertown, MD 21620
    1/38 38
    Price Dropped by $50K

    $ 648,750

    4 Beds4 Baths2,008 SqFt

    206 S WATER ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005362

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 106 WILTON RD, Chestertown, MD 21620
    1/36 36
    Under Contract

    $ 299,500

    3 Beds1 Bath1,056 SqFt

    106 WILTON RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013930

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/42 42
    Active

    $ 325,000

    3 Beds1 Bath1,128 SqFt

    134 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013988

    Listed by Meredith Fine Properties

    Bright MLS (BMLS)
  • 7071 POMONA RD, Chestertown, MD 21620
    1/47 47
    Under Contract

    $ 665,000

    4 Beds4 Baths2,544 SqFt

    7071 POMONA RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005364

    Listed by TTR Sotheby's International Realty

    Bright MLS (BMLS)
  • 201 BIRCH RUN RD, Chestertown, MD 21620
    1/23 23
    Active

    $ 495,000

    3 Beds2 Baths1,588 SqFt

    201 BIRCH RUN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005380

    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.