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    The Largest CRE Database in the US with Over 1 Million Listings
    Baltimore, MD Salisbury, MD Hagerstown, MD

    Chestertown, MD Residential Land & Home Lots for Sale

    9 results
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    Water-Oriented Homesite in Chestertown, MD
    $55,000
    0.52 Acres

    Water-Oriented Homesite in Chestertown, MD

    144 CHAR NOR MANOR Boulevard, Chestertown, MD 21620

    Homesite in water-oriented community near Chester River.

    • Water‑oriented community on the Chester River.
    • One of the last remaining homesites in Char Nor Manor.
    • Over half an acre, allowing for various possibilities.
    • Located across the street from wetlands and the river.
    • Soil evaluation already performed with favorable results.
    Updated: Mar 27
    View details
    Chesapeake Landing Land Parcel
    $39,000
    1.51 Acres

    Chesapeake Landing Land Parcel

    CLOQUET Road, Chestertown, MD 21620

    1.51 acre land parcel in Chesapeake Landing community.

    • 1.51 acre parcel comprised of 8 lots, the largest privately held in Chesapeake Landing.
    • Easy access to the Chesapeake Bay via community boat ramp.
    • Located near Worton's Marina.
    • Level and wooded land, ready for development.
    • Opportunity to build a custom home.
    Updated: Dec 8, 2025
    View details
    Wooded Land Parcel in Chestertown
    $90,000
    3.92 Acres

    Wooded Land Parcel in Chestertown

    Almost 4-acre wooded parcel with paid water and sewer allocation.

    GEORGETOWN Road, Chestertown, MD 21620
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    Two Lots in Chesapeake Landing
    Contact for pricing
    0.34 Acres

    Two Lots in Chesapeake Landing

    Two combined lots to build your dream home in Chestertown.

    CLARISSA Road, Chestertown, MD 21620
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    87 Acres Residential Development Land
    $3,000,000
    87.34 Acres

    87 Acres Residential Development Land

    87-acre residential development land annexed to Chestertown, Maryland.

    CROMWELL CLARK Road, Chestertown, MD 21620
    View details
    Picturesque 2-Acre Lot
    $150,000
    2.00 Acres

    Picturesque 2-Acre Lot

    Build your dream home on this beautiful 2-acre lot!

    GEORGETOWN Road SE, Chestertown, MD 21620
    View details
    Land Near Chestertown, Maryland
    $59,000
    1.37 Acres

    Land Near Chestertown, Maryland

    Two lots totaling 1.37 acres near Chestertown, Maryland.

    OLD MORGNEC Road, Chestertown, MD 21620
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    Residential Land in Chestertown, MD
    Contact for pricing
    0.55 Acres

    Residential Land in Chestertown, MD

    Residential land available in Chestertown, Maryland.

    BUCK NECK LANDING Road, Chestertown, MD 21620
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    Land in Chesapeake Landing
    Contact for pricing
    0.34 Acres

    Land in Chesapeake Landing

    Residential land available in Chestertown, with water access potential.

    SHELDRAKE Drive, Chestertown, MD 21620
    View details
    Based on your search, we've compiled 17 Potential Opportunities for your consideration. Besides 9 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Centreville, MD Wooded Land
    $169,900
    1.00 Acre

    Centreville, MD Wooded Land

    One acre wooded lot in Centreville, Maryland.

    262 WHITE MARSH Road, Centreville, MD 21617
    View details
    Centreville Land in Historic Setting
    $169,900
    1.00 Acre

    Centreville Land in Historic Setting

    One-acre lot in Centreville, close to parks and amenities.

    266 WHITE MARSH Road, Centreville, MD 21617
    View details
    Residential Land in Rock Hall
    $58,000
    0.46 Acres

    Residential Land in Rock Hall

    0.46 acre lot near shops, restaurants, and water.

    SHARP Street, Rock Hall, MD 21661
    View details
    Cleared Land in Rock Hall
    $250,000
    5.00 Acres

    Cleared Land in Rock Hall

    5-acre cleared parcel with development potential in Rock Hall, MD.

    5898 WILLIAMS Street, Rock Hall, MD 21661
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Commercial Development Site on MD
    $899,000
    0.97 Acres

    Commercial Development Site on MD

    Commercial development site suitable for retail, restaurant, or service uses.

    515 WASHINGTON AVENUE, Chestertown, MD 21620
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    Chestertown Land For Sale
    $795,000
    0.10 Acres

    Chestertown Land For Sale

    Land in Chestertown, MD with potential for affordable homes.

    201 N LYNCHBURG Street, Chestertown, MD 21620
    View details
    Cleared Acreage Near Commercial Corridor
    $200,000
    5.81 Acres

    Cleared Acreage Near Commercial Corridor

    5.81 acres of suburban commercial land near Downtown Chestertown.

    ROUND TOP ROAD, Chestertown, MD 21620
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    Worton Land: Versatile Village Lot
    $59,999
    1.09 Acres

    Worton Land: Versatile Village Lot

    Over 1 acre lot in Worton, MD with village zoning.

    LAMBS MEADOW Road, Worton, MD 21678
    View details

    Chestertown, MD Residential Land & Home Lots Investment Opportunities Market Analysis

    Explore 9 residential land & home lots for sale in Chestertown, MD, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 4,210,509 square feet of properties for sale, with an estimated market value of $3,393,000.

    Sale prices for home sites in Chestertown, MD start at $39,000, averaging $565,500, and reaching up to $3,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Popular Searches in Chestertown, MD

    Most Searched ZIP Codes in Chestertown, MD

    • 21620

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