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    Chestertown, MD Residential Land & Home Lots for Sale

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    Worton, MD Kennedyville, MD Still Pond, MD
    7 results
    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
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    Wooded Land Parcel in Chestertown
    $90,000
    3.92 Acres

    Wooded Land Parcel in Chestertown

    GEORGETOWN Road, Chestertown, MD 21620

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

    • Nearly 4 acres of wooded privacy.
    • Water and sewer allocation paid ($16,200 value).
    • Mostly level lot with natural clearings for home site options.
    • Abundant wildlife (deer, etc.).
    • Rear portion designated forested shrub wetlands.
    Updated: Nov 19, 2025
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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
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    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
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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 near Chesapeake!

    CLARISSA 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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    Chesapeake Landing Lot Opportunity
    Contact for pricing
    0.34 Acres

    Chesapeake Landing Lot Opportunity

    Residential lot in Chestertown with water access potential.

    SHELDRAKE Drive, Chestertown, MD 21620
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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 7 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

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

    Worton Land: Versatile Village Zoning
    $59,999
    1.09 Acres

    Worton Land: Versatile Village Zoning

    1+ acre lot in Worton, MD, with flexible zoning.

    LAMBS MEADOW Road, Worton, MD 21678
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    Waterfront Community Homesite with Boat Slip
    $147,000
    1.00 Acre

    Waterfront Community Homesite with Boat Slip

    One-acre lot with deeded boat slip in Rock Hall.

    LOT 30 HAGY RD, Rock Hall, MD 21661
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    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
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    Scenic Land in Worton, MD
    $75,000
    2.00 Acres

    Scenic Land in Worton, MD

    Two-acre property with approved perc test near Chestertown.

    11200 BOYER Lane, Worton, MD 21678
    View details

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

    Explore 7 residential land & home lots for sale in Chestertown, MD, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $3,314,000.

    Sale prices for home sites in Chestertown, MD start at $10,000, averaging $473,428, 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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    6-Month New Listing Trend

    Monthly new listing volume vs. 6-month average in Chestertown.

    Top Commercial Asset Segments

    Commercial land 8
    Residential land & home lots 7
    Recreation land 5
    Hunting land 2

    Demographics Overview

    Population 14K
    Population Growth (5Y) +2.9%
    Median Household Income $76,094
    College Educated 32.4%

    High-Yield Neighborhoods for Strategic Investment

    Identify Chestertown submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    21620 $468.4K

    Taxes & Financing

    Tax Rate (average for all types) 1.34%
    Property Tax per SF $23.81 per sq ft
    Tax Rate vs County Average 0.07 pp above county avg
    Average Loan-to-Value 65.0%

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