+1(571) 230-4167 karen@krownhomes.com
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Free Home Buying Course
    4. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
    3. Flexible Commission Packages
    4. I Want A Cash Offer
  • Invest
  • Krown Homes
  • About
    1. About Us
    2. Contact Us
  • Blogs
  • Market Snapshot
    • Register
    • /
    • Sign In
    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
      Beds Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
      Baths Tap two numbers to select a range
      Any
      1
      2
      3
      4
      5+
    • List
    • Mixed
    • Map
    City: Chestertown, MD
    Virtual Tour
    Map
    33 Properties Available In Chestertown

    33 Properties Available In Chestertown

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    MD >Chestertown >
    Market Insights
    Image
    Address
    Price
    Beds
    Baths
    Area
    Status
    MLS

    101 S MILL ST, Chestertown, MD 21620

    MLS# MDKE2006674 Listed by Coldwell Banker Chesapeake Real Estate Company

    $515,000

    2
    3
    1,476 SqFt
    Active
    MLS# MDKE2006674

    7989 QUAKER NECK RD, Chestertown, MD 21620

    MLS# MDKE2005590 Listed by Coldwell Banker Chesapeake Real Estate Company

    $2,200,000

    5
    5
    4,305 SqFt
    Active
    MLS# MDKE2005590

    25750 COLLINS AVE, Chestertown, MD 21620

    MLS# MDKE2006546 Listed by Doug Ashley Realtors, LLC

    $468,000

    3
    2
    3,262 SqFt
    Coming Soon
    MLS# MDKE2006546

    23264 CLARISSA RD, Chestertown, MD 21620

    MLS# MDKE2006096 Listed by TTR Sotheby's International Realty

    $365,000

    3
    2
    1,248 SqFt
    Under Contract
    MLS# MDKE2006096

    8796 MARYLAND PKWY, Chestertown, MD 21620

    MLS# MDKE2006596 Listed by Coldwell Banker Chesapeake Real Estate Company

    $1,650,000

    9
    7
    4,776 SqFt
    Active
    MLS# MDKE2006596

    205 RIVER RD, Chestertown, MD 21620

    MLS# MDQA2017560 Listed by Clark & Co Realty, LLC

    $869,900

    4
    3
    2,877 SqFt
    Pending
    MLS# MDQA2017560

    213 BYFORD DR, Chestertown, MD 21620

    MLS# MDKE2006026 Listed by Doug Ashley Realtors, LLC

    $380,000

    4
    2
    1,277 SqFt
    Active
    MLS# MDKE2006026

    25440 LEARMAN RD, Chestertown, MD 21620

    MLS# MDKE2006468 Listed by TTR Sotheby's International Realty

    $3,000,000

    3
    4
    3,142 SqFt
    Under Contract
    MLS# MDKE2006468

    118 GRANT CT, Chestertown, MD 21620

    MLS# MDQA2017356 Listed by RE/MAX Executive

    $457,500

    3
    2
    1,664 SqFt
    Under Contract
    MLS# MDQA2017356

    956 WASHINGTON AVE, Chestertown, MD 21620

    MLS# MDKE2006394 Listed by Doug Ashley Realtors, LLC

    $285,000

    3
    1
    1,248 SqFt
    Active
    MLS# MDKE2006394

    240 MERGANSER DR, Chestertown, MD 21620

    MLS# MDQA2016900 Listed by Chesapeake Real Estate Associates, LLC

    $389,000

    3
    2
    1,120 SqFt
    Active
    MLS# MDQA2016900

    21363 LYNN LN, Chestertown, MD 21620

    MLS# MDKE2006556 Listed by Coldwell Banker Chesapeake Real Estate Company

    $205,000

    3
    1
    1,314 SqFt
    Under Contract
    MLS# MDKE2006556

    304 HADAWAY DR, Chestertown, MD 21620

    MLS# MDKE2006482 Listed by Redfin Corporation

    $314,900

    4
    2
    1,325 SqFt
    Active
    MLS# MDKE2006482

    9816 FAIRLEE RD, Chestertown, MD 21620

    MLS# MDKE2006488 Listed by Long & Foster Real Estate, Inc.

    $535,000

    3
    3
    1,624 SqFt
    Pending
    MLS# MDKE2006488

    215 FAIRVIEW DR, Chestertown, MD 21620

    MLS# MDQA2017090 Listed by Long & Foster Real Estate, Inc.

    $425,000

    3
    3
    1,784 SqFt
    Under Contract
    MLS# MDQA2017090

    103 SUTTON WAY, Chestertown, MD 21620

    MLS# MDKE2006344 Listed by TTR Sotheby's International Realty

    $550,000

    5
    4
    3,816 SqFt
    Active
    MLS# MDKE2006344

    704 TRUSLOW RD, Chestertown, MD 21620

    MLS# MDQA2016632 Listed by RE/MAX Executive

    $440,000

    3
    3
    2,060 SqFt
    Under Contract
    MLS# MDQA2016632

    109 WILTON RD, Chestertown, MD 21620

    MLS# MDQA2016312 Listed by Chesapeake Real Estate Associates, LLC

    $344,900

    3
    2
    1,392 SqFt
    Active
    MLS# MDQA2016312

    231 RICHARD DR, Chestertown, MD 21620

    MLS# MDKE2005900 Listed by TTR Sotheby's International Realty

    $1,150,000

    5
    3
    2,956 SqFt
    Pending
    MLS# MDKE2005900

    117 WATER ST N #1A, 1B, 2A, & 2B, Chestertown, MD 21620

    MLS# MDKE2006158 Listed by TTR Sotheby's International Realty

    $1,600,000

    7
    5
    5,400 SqFt
    Active
    MLS# MDKE2006158

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

    MLS# MDKE2006162 Listed by TTR Sotheby's International Realty

    $685,000

    3
    3
    3,000 SqFt
    Active
    MLS# MDKE2006162

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

    MLS# MDKE2006166 Listed by TTR Sotheby's International Realty

    $375,000

    2
    1
    787 SqFt
    Active
    MLS# MDKE2006166

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

    MLS# MDKE2006168 Listed by TTR Sotheby's International Realty

    $350,000

    1
    1
    850 SqFt
    Active
    MLS# MDKE2006168

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

    MLS# MDKE2006164 Listed by TTR Sotheby's International Realty

    $200,000

    1
    1
    700 SqFt
    Active
    MLS# MDKE2006164
    • 1
    • 2

    explore listings in Chestertown

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Krown Homes & Real Logo (250 x 500 px) (1)
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Free Home Buying Course
        4. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Flexible Commission Packages
        4. I Want A Cash Offer
        Invest
        About
        1. About Us
        2. Contact Us
        Blogs
        Market Snapshot
    Krown Homes

    Karen Reynoso License ID: 0225217271

    +1(571) 230-4167 karen@krownhomes.com

    1765 Greensboro Station Pl, McLean, VA, 22102, USA

    Get My App

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

    Powered by Lofty Inc. Copyright 2026. 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.
    Krown Homes & Real Logo (250 x 500 px) (1)
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Free Home Buying Course
        4. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        3. Flexible Commission Packages
        4. I Want A Cash Offer
        Invest
        About
        1. About Us
        2. Contact Us
        Blogs
        Market Snapshot
    Krown Homes

    Karen Reynoso License ID: 0225217271

    +1(571) 230-4167 karen@krownhomes.com

    1765 Greensboro Station Pl, McLean, VA, 22102, USA

    Get My App

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

    Powered by Lofty Inc. Copyright 2026. 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.