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131 Properties

131 Properties Available

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  • 100 METCALF RD, Chestertown, MD 21620
    1/16 16
    Price Dropped by $5K

    $ 245,000

    3 Beds2 Baths1,140 SqFt

    100 METCALF RD, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005634

    Listed by Bayside Realty

    Bright MLS (BMLS)
  • 21316 PERSIMMON DR, Chestertown, MD 21620
    1/21 21
    Active

    $ 179,000

    2 Beds1 Bath1,232 SqFt

    21316 PERSIMMON DR, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2005624

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 10751 MILLBROOK DR, Chestertown, MD 21620
    1/50 50
    Under Contract

    $ 350,000

    3 Beds2 Baths1,942 SqFt

    10751 MILLBROOK DR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005652

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 23043 BAY SHORE SPUR, Chestertown, MD 21620
    1/27 27
    Price Dropped by $25K

    $ 325,000

    4 Beds3 Baths2,630 SqFt

    23043 BAY SHORE SPUR, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005584

    Listed by Rock Hall Properties Real Estate

    Bright MLS (BMLS)
  • 7483 SHORTALL ST, Chestertown, MD 21620
    1/26 26
    Pending

    $ 290,000

    3 Beds2 Baths1,232 SqFt

    7483 SHORTALL ST, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005616

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 116 HARLAN LOOP, Chestertown, MD 21620
    1/21 21
    Active

    $ 519,000

    5 Beds4 Baths4,067 SqFt

    116 HARLAN LOOP, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005610

    Listed by Samson Properties

    Bright MLS (BMLS)
  • 5700 JOHNSONTOWN RD, Chestertown, MD 21620
    1/7 7
    Pending

    $ 110,000

    3 Beds1 Bath1,144 SqFt

    5700 JOHNSONTOWN RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005562

    Listed by Tesla Realty Group, LLC

    Bright MLS (BMLS)
  • 108 S KENT ST, Chestertown, MD 21620
    1/19 19
    Active

    $ 315,000

    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)
  • 112 METCALF RD, Chestertown, MD 21620
    1/20 20
    Active

    $ 249,950

    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)
  • 251 DEVON DR, Chestertown, MD 21620
    1/54 54
    Active

    $ 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
    Under Contract

    $ 164,000

    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)
  • 141 PROSPECT ST, Chestertown, MD 21620
    1/16 16
    Active

    $ 167,000

    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)
  • 165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/67 67
    Price Dropped by $20K

    $ 409,900

    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)
  • 26933 MALLARD RD, Chestertown, MD 21620
    1/15 15
    Pending

    $ 625,000

    3 Beds3 Baths1,600 SqFt

    26933 MALLARD RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005422

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 134 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    1/42 42
    Price Dropped by $6K

    $ 279,000

    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)
  • 201 BIRCH RUN RD, Chestertown, MD 21620
    1/23 23
    Active

    $ 470,000

    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)
  • 300 HICKORY LN, Chestertown, MD 21620
    1/30 30
    Active

    $ 1,198,000

    5 Beds4 Baths3,640 SqFt

    300 HICKORY LN, Chestertown, MD 21620

    Single Family Home

    MLS# MDQA2013388

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 23069 RALEIGH RD, Chestertown, MD 21620
    1/10 10
    Under Contract

    $ 175,000

    2 Beds2 Baths1,160 SqFt

    23069 RALEIGH RD, Chestertown, MD 21620

    Single Family Home

    MLS# MDKE2005378

    Listed by Keller Williams Select Realtors of Annapolis

    Bright MLS (BMLS)
  • LITTLE HARBOR WAY #1, Chestertown, MD 21620
    1/29 29
    Active

    $ 1,800,000

    4 Beds4 Baths3,540 SqFt

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    Condo

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 109 WILTON RD, Chestertown, MD 21620
    1/31 31
    Price Dropped by $5K

    $ 344,900

    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
    1/71 71
    Active

    $ 649,000

    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
    Pending

    $ 1,195,000

    3 Beds4 Baths4,446 SqFt

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    Condo

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 349 HIGH ST, Chestertown, MD 21620
    1/33 33
    Under Contract

    $ 395,000

    7 Beds4 Baths3,664 SqFt

    349 HIGH ST, Chestertown, MD 21620

    Townhouse

    MLS# MDKE2004076

    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.