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    Chestertown, MD
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    Chestertown, MD Land for Sale

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    Worton, MD Church Hill, MD Kennedyville, MD
    28 properties
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    Cleared Acreage Near Commercial Corridor
    Updated: Mar 20
    Cleared Acreage Near Commercial Corridor

    ROUND TOP ROAD, Chestertown, MD 21620

    $200,000
    5.81 AC lot
    Cleared and level acreage ready for development
    Suburban Commercial Zoning allows for a variety of uses
    Located just off a commercial corridor
    Minutes from Downtown Chestertown
    Investment opportunity
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    Unimproved Village Zoning Land
    Updated: May 18
    Unimproved Village Zoning Land

    23683 L Road, Chestertown, MD 21620

    Contact for pricing
    0.69 AC lot
    0.69+/- acres of unimproved land in Chestertown, Kent County
    Zoned Village (V) district, intended for small historic/traditional rural villages
    Village (V) zoning allows a mix of residential uses, mostly single‑family with limited multi‑family
    Village (V) zoning also allows low‑intensity commercial uses such as small shops, offices, or services
    Online auction runs Saturday, July 4 through Thursday, July 9, 2026 at 2:30 PM
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    Chestertown Land with Redevelopment Potential
    Chestertown Land with Redevelopment Potential

    201 N LYNCHBURG Street, Chestertown, MD 21620

    $750,000
    0.10 AC lot

    Land in Chestertown, MD with redevelopment potential.

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    Wooded Recreation Land Parcel
    Wooded Recreation Land Parcel

    SANDY BOTTOM Road, Chestertown, MD 21620

    $59,000
    1.95 AC lot

    Private wooded lot with seasonal well and road electricity access for outdoor camping and hunting use.

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    Fairlee Open Lot Opportunity
    Fairlee Open Lot Opportunity

    MAP 36 PARCEL 80 WATERTOWER Road, Chestertown, MD 21620

    $55,000
    0.70 AC lot

    0.69-acre lot near waterfront with development potential.

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    Commercial Lot in Downtown Chestertown
    Commercial Lot in Downtown Chestertown

    116 CROSS St, Chestertown, MD 21620

    $109,999

    Downtown commercial lot with development potential near established businesses.

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    Land in Chestertown, Maryland
    Land in Chestertown, Maryland

    404 SPRING Road, Chestertown, MD 21620

    Contact for pricing
    0.99 AC lot

    0.99-acre lot in Queen Anne's County, Maryland.

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    Recreation Land Parcel
    Recreation Land Parcel

    8886 GEORGETOWN Road, Chestertown, MD 21620

    $80,000
    4.03 AC lot

    Recently surveyed 4+ acre parcel with paid water and sewer allocations for flexible recreational use.

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    Wooded Land Parcel in Chestertown
    Wooded Land Parcel in Chestertown

    GEORGETOWN Road, Chestertown, MD 21620

    $90,000
    3.92 AC lot

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

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    Land For Sale Chestertown, MD
    Land For Sale Chestertown, MD

    CAULKS FIELD ROAD, Chestertown, MD 21620

    $150,000
    2.00 AC lot

    Two acre land parcel available in Chestertown, Maryland.

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    Picturesque 2-Acre Lot
    Picturesque 2-Acre Lot

    GEORGETOWN Road SE, Chestertown, MD 21620

    $150,000
    2.00 AC lot

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

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    Unimproved Land in Chestertown
    Unimproved Land in Chestertown

    23683 L Rd, Chestertown, MD 21620

    Contact for pricing
    0.69 AC lot

    0.69 acre of unimproved land in Kent County, Maryland.

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    Secluded Wooded Lot in Chestertown
    Secluded Wooded Lot in Chestertown

    22681 WOOD YARD Lane, Chestertown, MD 21620

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    0.52 AC lot

    Half acre wooded lot, potential hunting or building site.

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    Vacant Land in Chestertown, MD
    Vacant Land in Chestertown, MD

    JOHNSONTOWN Road, Chestertown, MD 21620

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    0.90 AC lot

    Vacant land at Johnsontown Rd and Willow Oak Lane.

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    Two Lots in Chesapeake Landing
    Two Lots in Chesapeake Landing

    CLARISSA Road, Chestertown, MD 21620

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    0.34 AC lot

    Two combined lots to build your dream home near Chesapeake!

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    Downtown Chestertown Development Opportunity
    Downtown Chestertown Development Opportunity

    206 CANNON STREET, Chestertown, MD 21620

    $1,150,000
    1.56 AC lot

    1.56 acre parcel in historic Chestertown, Maryland.

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    Secluded Wooded Lot For Sale
    Secluded Wooded Lot For Sale

    22681 WOOD YARD Ln, Chestertown, MD 21620

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    0.50 AC lot

    Half acre wooded lot, potential hunting property.

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    Recreational Land in Chestertown, MD
    Recreational Land in Chestertown, MD

    KINGLET Road, Chestertown, MD 21620

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    0.34 AC lot

    Recreational lot available for gardening or property extension.

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    Recreational Land in Chestertown, MD
    Recreational Land in Chestertown, MD

    BUCK NECK Road, Chestertown, MD 21620

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    0.34 AC lot

    Recreational lot, potential for future public utilities.

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    Land Near Chestertown, Maryland
    Land Near Chestertown, Maryland

    OLD MORGNEC Road, Chestertown, MD 21620

    $59,000
    1.37 AC lot

    Two lots totaling 1.37 acres near Chestertown.

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    Land Lot in Chestertown, MD
    Land Lot in Chestertown, MD

    BUNTING Rd, Chestertown, MD 21620

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    0.34 AC lot

    Vacant land lot in close proximity to Chestertown attractions.

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    Recreational Lot in Chestertown
    Recreational Lot in Chestertown

    BUCK NECK Rd, Chestertown, MD 21620

    Contact for pricing
    0.34 AC lot

    Recreational lot suitable for gardening or property extension.

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    Recreational Lot in Chestertown
    Recreational Lot in Chestertown

    KINGLET Rd, Chestertown, MD 21620

    Contact for pricing
    0.34 AC lot

    Recreational lot suitable for gardening or property extension.

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    Land in Queen Anne's County
    Land in Queen Anne's County

    404 SPRING Rd, Chestertown, MD 21620

    Contact for pricing
    0.99 AC lot

    0.99-acre lot in Queen Anne's County, Maryland.

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    Chestertown, MD Land Market Trends and Statistics

    Explore 72 land for sale in Chestertown, MD, showcased through 28 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 $3,094,999.

    Sale prices for lots in Chestertown, MD start at $5,000, averaging $110,535, and reaching up to $1,150,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Commercial land 8
    Residential land & home lots 8
    Recreation land 6
    Hunting land 4

    Demographics Overview

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

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    21620 $116.5K

    Taxes & Financing

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

    Listings Trend

    New vs delisted commercial listings in Kent County

    New Delisted

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