+1(856) 834-2873 lysab@movewithbishop.com
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • Lysa Bishop
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • Market Snapshot
  • Partner Lender
    • Register
    • /
    • Sign In
    Filters Reset
    1 Filter
    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
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Baths
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Reset
    1 Filter
    1 Filter Applied

    Days On Site
    Advanced
    Less Than
    Days
    Unit Level

    SqFt
    Switch to Acre
    Sqft
    Sqft
    Lot Size
    Switch to Acre
    Sqft
    Sqft
    Price per Sqft
    Monthly HOA Fee
    Year Built
    Stories
    Kitchens
    Acres
    Full Bathrooms
    Half Bathrooms
    Frontage
    Tax Amount
    Land Lease Fee
    Keyword
    Maintenance Fee
    Assessed Value

    Fireplace Number

    Parking Space
    Garage Space
    Carport Spaces

    Open House
    Has Picture
    New
    Hot
    Virtual Tour
    3D Tour
    Price Reduced
    Save Search (2)
    Save your search to get Alerts
    96 Properties
    Map

    96 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
    IOWA AVE, Chestertown, MD 21620
    Active

    $10,000

    IOWA AVE, Chestertown, MD 21620

    0.73 Acres

    MLS# MDKE2005066

    Listed by Village Real Estate Company LLC

    Bright MLS (BMLS)
    120 SPEER RD, Chestertown, MD 21620
    Active

    $1,250,000

    120 SPEER RD, Chestertown, MD 21620

    9,604 SqFt

    MLS# MDKE2005054

    Listed by Mackenzie Commercial R E SVCS, LLC

    Bright MLS (BMLS)
    COGAR RD, Chestertown, MD 21620
    Active

    $35,000

    COGAR RD, Chestertown, MD 21620

    0.34 Acres

    MLS# MDKE2004996

    Listed by Compass

    Bright MLS (BMLS)
    TONOPAH RD, Chestertown, MD 21620
    Active

    $35,000

    TONOPAH RD, Chestertown, MD 21620

    0.34 Acres

    MLS# MDKE2004994

    Listed by Compass

    Bright MLS (BMLS)
    OLD MORGNEC RD, Chestertown, MD 21620
    Active

    $64,000

    OLD MORGNEC RD, Chestertown, MD 21620

    1.37 Acres

    MLS# MDKE2004974

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    CLOQUET RD, Chestertown, MD 21620
    Active

    $49,900

    CLOQUET RD, Chestertown, MD 21620

    1.51 Acres

    MLS# MDKE2004960

    Listed by Berkshire Hathaway HomeServices Homesale Realty

    Bright MLS (BMLS)
    WALNUT POINT ROAD, Chestertown, MD 21620
    Active

    $449,000

    WALNUT POINT ROAD, Chestertown, MD 21620

    2.02 Acres

    MLS# MDKE2004848

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
    866 WASHINGTON AVE, Chestertown, MD 21620
    Price Dropped by $35K

    $299,000

    866 WASHINGTON AVE, Chestertown, MD 21620

    1,224 SqFt

    MLS# MDKE2004832

    Listed by Cross Street Realtors LLC

    Bright MLS (BMLS)
    MELITOTA RD, Chestertown, MD 21620
    Active

    $29,000

    MELITOTA RD, Chestertown, MD 21620

    2 Acres

    MLS# MDKE2004834

    Listed by The Hogans Agency

    Bright MLS (BMLS)
    LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620
    Active

    $8,000

    LOT 24 & 25 BUCK NECK RD, Chestertown, MD 21620

    0.42 Acres

    MLS# MDKE2004828

    Listed by Doug Ashley Realtors, LLC

    Bright MLS (BMLS)
    206 BURCHARD SAWMILL RD, Chestertown, MD 21620
    Price Dropped by $20K

    $30,000

    206 BURCHARD SAWMILL RD, Chestertown, MD 21620

    1.05 Acres

    MLS# MDQA2012064

    Listed by Sell Your Home Services

    Bright MLS (BMLS)
    BELTRAM RD, Chestertown, MD 21620
    Active

    $5,000

    BELTRAM RD, Chestertown, MD 21620

    0.34 Acres

    MLS# MDKE2004756

    Listed by Ashland Auction Group LLC

    Bright MLS (BMLS)
    FISH HATCHERY RD, Chestertown, MD 21620
    Active

    $5,000

    FISH HATCHERY RD, Chestertown, MD 21620

    0.37 Acres

    MLS# MDKE2004754

    Listed by Ashland Auction Group LLC

    Bright MLS (BMLS)
    HAACKE DRIVE LOT 3, Chestertown, MD 21620
    Price Dropped by $93K

    $225,000

    HAACKE DRIVE LOT 3, Chestertown, MD 21620

    0.96 Acres

    MLS# MDKE2004648

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
    SCHEELER ROAD LOT 2, Chestertown, MD 21620
    Price Dropped by $99K

    $250,000

    SCHEELER ROAD LOT 2, Chestertown, MD 21620

    0.93 Acres

    MLS# MDKE2004650

    Listed by Select Land & Homes, LLC

    Bright MLS (BMLS)
    TEXAS AVE, Chestertown, MD 21620
    Active

    $10,000

    TEXAS AVE, Chestertown, MD 21620

    0.09 Acres

    MLS# MDKE2004610

    Listed by Ashland Auction Group LLC

    Bright MLS (BMLS)
    MONTGOMERY AVE, Chestertown, MD 21620
    Price Dropped by $5K

    $10,000

    MONTGOMERY AVE, Chestertown, MD 21620

    0.11 Acres

    MLS# MDKE2004196

    Listed by Chesapeake Real Estate Associates, LLC

    Bright MLS (BMLS)
    870 HIGH ST, Chestertown, MD 21620
    Active

    $1,870,000

    870 HIGH ST, Chestertown, MD 21620

    16,977 SqFt

    MLS# MDKE2004140

    Listed by Taylor Properties

    Bright MLS (BMLS)
    860 HIGH ST, Chestertown, MD 21620
    Active

    $860,000

    860 HIGH ST, Chestertown, MD 21620

    3,114 SqFt

    MLS# MDKE2004138

    Listed by Taylor Properties

    Bright MLS (BMLS)
    MILLBROOK DR, Chestertown, MD 21620
    Active

    $12,500

    MILLBROOK DR, Chestertown, MD 21620

    0.5 Acres

    MLS# MDKE2004060

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    BUCK NECK LANDING RD, Chestertown, MD 21620
    Active

    $9,500

    BUCK NECK LANDING RD, Chestertown, MD 21620

    0.34 Acres

    MLS# MDKE2004072

    Listed by Long & Foster Real Estate, Inc.

    Bright MLS (BMLS)
    LOT 9 PRESTWICK DR, Chestertown, MD 21620
    Active

    $212,000

    LOT 9 PRESTWICK DR, Chestertown, MD 21620

    1.95 Acres

    MLS# MDKE2003918

    Listed by Gunther-McClary Real Estate

    Bright MLS (BMLS)
    860 & 870 HIGH ST, Chestertown, MD 21620
    Price Dropped by $300K

    $2,400,000

    860 & 870 HIGH ST, Chestertown, MD 21620

    16,977 SqFt

    MLS# MDKE2003850

    Listed by Taylor Properties

    Bright MLS (BMLS)
    349 & 351 HIGH ST, Chestertown, MD 21620
    Price Dropped by $30K

    $395,000

    349 & 351 HIGH ST, Chestertown, MD 21620

    3,664 SqFt

    MLS# MDKE2003720

    Listed by Coldwell Banker Chesapeake Real Estate Company

    Bright MLS (BMLS)
    • 1
    • 2
    • 3
    • 4

    explore listings in Chestertown

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
        Partner Lender
    Lysa Bishop

    Lysa Bishop License ID: 1865788

    +1(856) 834-2873 lysab@movewithbishop.com

    27 E Main St, Moorestown, New Jersey, 08057, USA

    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.
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
        Partner Lender
    Lysa Bishop

    Lysa Bishop License ID: 1865788

    +1(856) 834-2873 lysab@movewithbishop.com

    27 E Main St, Moorestown, New Jersey, 08057, USA

    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.