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    Chestertown, MD Land for Sale

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    39 properties
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    Cleared Commercial Land
    Updated: Mar 20
    Cleared Commercial Land

    ROUND TOP ROAD, Chestertown, MD 21620

    $200,000
    5.81 AC lot
    5.81 acres of cleared, level commercial land
    Suburban Commercial zoning
    Located on Round Top Road in Chestertown, MD 21620
    Just off a commercial corridor
    A few minutes from Downtown Chestertown
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    Chestertown Land with Redevelopment Potential
    Updated: Feb 27
    Chestertown Land with Redevelopment Potential

    201 N LYNCHBURG Street, Chestertown, MD 21620

    $750,000
    0.10 AC lot
    Potential for dense affordable housing project
    Six lots included in the property
    Four vacant lots available, presenting immediate development opportunities
    Multiple potential uses for the property
    Church currently located on two of the lots
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    Land, CHESTERTOWN, MD
    Land, CHESTERTOWN, MD

    300 and 302 S MILL Street, Chestertown, MD 21620

    $1,195,000
    0.46 AC lot

    Residential land & home lots · 0.46 Acres

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    Perc-Approved Wooded Home Site
    Perc-Approved Wooded Home Site

    1906 PONDTOWN ROAD, Chestertown, MD 21620

    $110,000
    1.93 AC lot

    Build on a wooded, perc-approved lot in Queen Anne’s County with established site suitability.

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    Wooded Hunting Land
    Wooded Hunting Land

    SANDY BOTTOM Road, Chestertown, MD 21620

    $49,000
    1.95 AC lot

    Private wooded parcel with a partially open entrance, gravel-lane access, and electricity available at the road.

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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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    Downtown Commercial Lot
    Downtown Commercial Lot

    620 CANNON Street, Chestertown, MD 21620

    $85,000
    0.07 AC lot

    Water and sewer connections are available, with permitted uses subject to Town of Chestertown confirmation.

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    Commercial Development Site on MD
    Commercial Development Site on MD

    515 WASHINGTON Ave, Chestertown, MD 21620

    $795,000
    0.97 AC lot

    Prime commercial land suitable for retail, restaurant, or service uses.

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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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    Surveyed Hunting Land
    Surveyed Hunting Land

    8886 GEORGETOWN Road, Chestertown, MD 21620

    $69,900
    4.03 AC lot

    Recreational parcel with paid water and sewer allocations plus a small non-tidal wetlands area.

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    Zoned Village Development Lot
    Zoned Village Development Lot

    MAP 36 PARCEL 80 WATERTOWER Rd, Chestertown, MD 21620

    $55,000
    0.69 AC lot

    Open village-zoned lot with deeded right-of-way access, offering flexibility for housing plans buyers should verify.

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    Land, CHESTERTOWN, MD
    Land, CHESTERTOWN, MD

    CANNON Street, Chestertown, MD 21620

    $196,000
    0.22 AC lot

    Residential land & home lots · 0.22 Acres

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    Land, CHESTERTOWN, MD
    Land, CHESTERTOWN, MD

    CANNON Street, Chestertown, MD 21620

    $281,000
    0.29 AC lot

    Residential land & home lots · 0.29 Acres

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    Waterfront Lot in Chester River
    Waterfront Lot in Chester River

    108 LITTLE HARBOR WAY, Chestertown, MD 21620

    $635,000

    Buildable waterfront lot with Chester River views and community amenities.

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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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    Secluded Wooded Lot in Chestertown
    Secluded Wooded Lot in Chestertown

    22681 WOOD YARD Lane, Chestertown, MD 21620

    Contact for pricing
    0.52 AC lot

    Half acre wooded lot, potential hunting or building site.

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    Secluded Wooded Lot For Sale
    Secluded Wooded Lot For Sale

    22681 WOOD YARD Ln, Chestertown, MD 21620

    Contact for pricing
    0.50 AC lot

    Half acre wooded lot, potential hunting property.

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    Recreation Land With Community Access
    Recreation Land With Community Access

    SANDPIPER Road, Chestertown, MD 21620

    Contact for pricing
    0.52 AC lot

    A 0.52-acre parcel offering outdoor recreation opportunities and access to shared waterfront and trail amenities.

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    Rail Trail Commercial Land
    Rail Trail Commercial Land

    620 CANNON STREET, Chestertown, MD 21620

    $85,000

    Vacant corner parcel with available water and sewer hookups near downtown Chestertown.

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    Two Lots in Chesapeake Landing
    Two Lots in Chesapeake Landing

    CLARISSA Road, Chestertown, MD 21620

    Contact for pricing
    0.34 AC lot

    Two combined lots to build your dream home near Chesapeake!

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    Fairlee Vacant Lot Opportunity
    Fairlee Vacant Lot Opportunity

    36 Parcel 80 Watertower Road, Chestertown, MD 21620

    $55,000
    0.69 AC lot

    0.69-acre lot in Fairlee with development potential.

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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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    Residential Development Land in Chestertown
    Residential Development Land in Chestertown

    CROMWELL CLARK Rd, Chestertown, MD 21620

    $3,000,000
    87.34 AC lot

    87-acre residential development land annexed into the town of Chestertown.

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    Recreational Land Near Navigable Water
    Recreational Land Near Navigable Water

    KINGLET Road, Chestertown, MD 21620

    Contact for pricing
    0.34 AC lot

    Recreational parcel with navigable-water access and gardening potential.

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    Chestertown, MD Land Market Trends and Statistics

    Explore 72 land for sale in Chestertown, MD, showcased through 39 active listings on our real estate platform. These investment opportunities span a total of 5,142,241 square feet of properties for sale, with an estimated market value of $7,998,900.

    Sale prices for lots in Chestertown, MD start at $40,000, averaging $363,586, 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Residential land & home lots 16
    Commercial land 8
    Recreation land 5
    Hunting land 3
    Waterfront Land 1

    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 $201.2K

    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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