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27 Properties
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27 Properties Available In Chestertown

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MD >Chestertown >
Market Insights
  • 23620 LANDS END RD, Chestertown, MD 21620
    5 Beds8 Baths9,852 SqFt
    1/77 77
    Pending

    $4,850,000

    23620 LANDS END RD, Chestertown, MD 21620

    MLS# MDKE2004760

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 7989 QUAKER NECK RD, Chestertown, MD 21620
    5 Beds5 Baths4,305 SqFt
    3D
    Active

    $2,750,000

    7989 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005590

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • LITTLE HARBOR WAY #1, Chestertown, MD 21620
    4 Beds4 Baths3,540 SqFt
    1/27 27
    Active

    $1,800,000

    LITTLE HARBOR WAY #1, Chestertown, MD 21620

    MLS# MDKE2004992

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 7961 QUAKER NECK RD, Chestertown, MD 21620
    5 Beds4 Baths4,167 SqFt
    1/93 93
    Pending

    $1,550,000

    7961 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005090

    Listed by Compass

    Bright MLS (BMLS)
  • 23393 CACAWAY FARM LN, Chestertown, MD 21620
    3 Beds4 Baths4,446 SqFt
    1/45 45
    Pending

    $1,195,000

    23393 CACAWAY FARM LN, Chestertown, MD 21620

    MLS# MDKE2004002

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
  • 7844 CHESTER CT, Chestertown, MD 21620
    4 Beds3 Baths3,248 SqFt
    1/51 51
    Open 11/4 11AM-1PM

    $770,000

    7844 CHESTER CT, Chestertown, MD 21620

    MLS# MDKE2005796

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 118 LITTLE HARBOR WAY #201, Chestertown, MD 21620
    2 Beds3 Baths1,550 SqFt
    1/35 35
    Price Dropped by $20K

    $675,000

    118 LITTLE HARBOR WAY #201, Chestertown, MD 21620

    MLS# MDKE2005662

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 11040 KYLIE LN, Chestertown, MD 21620
    4 Beds4 Baths3,684 SqFt
    1/71 71
    Active

    $649,000

    11040 KYLIE LN, Chestertown, MD 21620

    MLS# MDKE2004586

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 103 ADELA WAY, Chestertown, MD 21620
    4 Beds4 Baths5,576 SqFt
    1/90 90
    Under Contract

    $595,000

    103 ADELA WAY, Chestertown, MD 21620

    MLS# MDKE2005594

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)
  • 302 ROSIN DR, Chestertown, MD 21620
    5 Beds4 Baths3,877 SqFt
    1/70 70
    New

    $574,000

    302 ROSIN DR, Chestertown, MD 21620

    MLS# MDQA2015470

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
  • 5179 QUAKER NECK RD, Chestertown, MD 21620
    1 Bed1 Bath1,148 SqFt
    1/48 48
    Under Contract

    $559,900

    5179 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005028

    Listed by Hyatt & Company Real Estate, LLC

    Bright MLS (BMLS)
  • 100 ADELA WAY, Chestertown, MD 21620
    4 Beds4 Baths3,799 SqFt
    1/71 71
    Active

    $515,000

    100 ADELA WAY, Chestertown, MD 21620

    MLS# MDKE2005636

    Listed by Berkshire Hathaway HomeServices PenFed Realty

    Bright MLS (BMLS)
  • 101 BIRCH RUN RD, Chestertown, MD 21620
    3 Beds2 Baths1,961 SqFt
    1/38 38
    Price Dropped by $25K

    $499,999

    101 BIRCH RUN RD, Chestertown, MD 21620

    MLS# MDKE2005810

    Listed by Remax Vision

    Bright MLS (BMLS)
  • 8620 PARK DR, Chestertown, MD 21620
    4 Beds3 Baths2,524 SqFt
    1/53 53
    Active

    $499,900

    8620 PARK DR, Chestertown, MD 21620

    MLS# MDKE2005850

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 165 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    4 Beds3 Baths2,258 SqFt
    1/67 67
    Price Dropped by $20K

    $429,999

    165 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2013956

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
  • 411 GREENWOOD AVE, Chestertown, MD 21620
    3 Beds3 Baths1,676 SqFt
    1/32 32
    Under Contract

    $419,000

    411 GREENWOOD AVE, Chestertown, MD 21620

    MLS# MDKE2005824

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
  • 7653 BROAD NECK RD, Chestertown, MD 21620
    4 Beds3 Baths1,790 SqFt
    1/39 39
    Active

    $375,000

    7653 BROAD NECK RD, Chestertown, MD 21620

    MLS# MDKE2005742

    Listed by Benson & Mangold, LLC

    Bright MLS (BMLS)
  • 860 & 870 HIGH ST, Chestertown, MD 21620
    1/92 92
    Price Dropped by $2.0M

    $375,000

    860 & 870 HIGH ST, Chestertown, MD 21620

    MLS# MDKE2003850

    Listed by Taylor Properties

    Bright MLS (BMLS)
  • 303 E CAMPUS AVE, Chestertown, MD 21620
    3 Beds2 Baths1,532 SqFt
    1/32 32
    New

    $363,000

    303 E CAMPUS AVE, Chestertown, MD 21620

    MLS# MDKE2005756

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
  • 10751 MILLBROOK DR, Chestertown, MD 21620
    3 Beds2 Baths1,942 SqFt
    1/50 50
    Under Contract

    $350,000

    10751 MILLBROOK DR, Chestertown, MD 21620

    MLS# MDKE2005652

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
  • 109 WILTON RD, Chestertown, MD 21620
    3 Beds2 Baths1,392 SqFt
    1/30 30
    Active

    $349,900

    109 WILTON RD, Chestertown, MD 21620

    MLS# MDQA2011782

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
  • 107 MALONE AVE, Chestertown, MD 21620
    3 Beds1 Bath1,200 SqFt
    1/27 27
    Price Dropped by $15K

    $290,000

    107 MALONE AVE, Chestertown, MD 21620

    MLS# MDKE2005764

    Listed by Douglas Realty LLC

    Bright MLS (BMLS)
  • 112 SILVER HEEL DR, Chestertown, MD 21620
    5 Beds4 Baths2,615 SqFt
    1/43 43
    New

    $250,000

    112 SILVER HEEL DR, Chestertown, MD 21620

    MLS# MDKE2005880

    Listed by EXP Realty, LLC

    Bright MLS (BMLS)
  • 124 CHAR NOR MANOR BLVD, Chestertown, MD 21620
    2 Beds2 Baths1,024 SqFt
    1/31 31
    Under Contract

    $245,000

    124 CHAR NOR MANOR BLVD, Chestertown, MD 21620

    MLS# MDQA2014812

    Listed by RE/MAX Executive

    Bright MLS (BMLS)
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Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

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

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.
Carelly Realty Group_combo1_1 CROP
      Properties
      1. Map Search
      2. Exclusive Listings
      3. Open Houses
      4. Newest Listings
      5. All Properties
      6. Sold Listings
      Sell
      1. Sell A Home
      2. Seller Questionnaire
      3. Home Valuation
      4. Market Reports
      Buy
      1. Buy A Home
      2. Financing
      3. Buyer Questionnaire
      4. Calculator
      5. Email Listing Alerts
      Services
      1. Home Equity Building Tools
      2. Renter Resources
      3. Available Services
      Special Offers
      1. Seller Book
      2. For Sale By Owner Book
      3. Expired Listing Book
      4. Foreclosure Book
      5. First Time Home Buyer Book
      6. Home Buyer Book
      7. Digital Magazine
      8. Home Sweet Home Magazine
      Market News
      1. Real Estate Blog
      Why Us
      1. About Us
      2. Client Reviews
      Connect
Carelly Realty Group

Kelly & Carl Robinson License ID: 1968923

+1(973) 500-3253 info@carellyrealty.com

549 Millburn Ave, Short Hills, NJ, 07078-3330, USA

NEW JERSEY LUXURY REAL ESTATE AGENTS

Real Estate Website Design by Bullsai

Get My App

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

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

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.