Chestertown, MD
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    Chestertown, MD Commercial Land for Sale

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    Worton, MD Kennedyville, MD Still Pond, MD
    7 results
    Cleared Acreage Near Commercial Corridor
    $200,000
    5.81 Acres

    Cleared Acreage Near Commercial Corridor

    ROUND TOP ROAD, Chestertown, MD 21620

    5.81 acres of suburban commercial land near Downtown Chestertown.

    • 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
    Updated: Mar 20
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    Unimproved Land in Chestertown, MD
    Contact for pricing
    0.69 Acres

    Unimproved Land in Chestertown, MD

    23683 L Road, Chestertown, MD 21620

    0.69 acre of unimproved land suitable for village development.

    • 0.69+/- Acres of Unimproved Land
    • Located in Chestertown, Kent County
    • Zoning - Village (V) district: Suitable for residential and low‑intensity commercial uses
    • Online Auction: Bidding begins June 3rd and ends June 8th, 2026
    • Intended for walkable, community‑centered development
    Updated: May 18
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    Vacant Land in Chestertown, MD
    Contact for pricing
    1.05 Acres

    Vacant Land in Chestertown, MD

    1.05-acre vacant land, close to local amenities.

    206 BURCHARD SAWMILL Road, Chestertown, MD 21620
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    Chestertown Land with Redevelopment Potential
    $750,000
    0.10 Acres

    Chestertown Land with Redevelopment Potential

    Land in Chestertown, MD with redevelopment potential.

    201 N LYNCHBURG Street, Chestertown, MD 21620
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    Commercial Lot in Downtown Chestertown
    $109,999

    Commercial Lot in Downtown Chestertown

    Downtown commercial lot with development potential near established businesses.

    116 CROSS St, Chestertown, MD 21620
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    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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    Land in Chestertown, Maryland
    $40,000
    0.11 Acres

    Land in Chestertown, Maryland

    Commercial land available for sale in Chestertown, Maryland.

    MONTGOMERY AVENUE, Chestertown, MD 21620
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    Based on your search, we've compiled 67 Potential Opportunities for your consideration. Besides 7 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 56 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Waterfront Land in Rock Hall
    $850,000
    10.40 Acres

    Waterfront Land in Rock Hall

    Two adjoining parcels with commercial and residential potential.

    21190 GREEN Lane, Rock Hall, MD 21661
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    Wheatlands Commercial Lots For Sale
    Contact for pricing
    1.25 Acres

    Wheatlands Commercial Lots For Sale

    Commercial lots ideal for fast food, QSR, and restaurants.

    4650 Ocean Gtwy, Queenstown, MD
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    Wheatlands Commercial Lots For Sale
    Contact for pricing
    2.25 Acres

    Wheatlands Commercial Lots For Sale

    Commercial lots ideal for fast food, QSR, and restaurants.

    441 Outlet Ctr Dr, Queenstown, MD
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    50 Acres Mixed-Use Development Land
    $1,250,000
    49.83 Acres

    50 Acres Mixed-Use Development Land

    50 acres in Rock Hall, MD, ideal for mixed-use development.

    ROCK HALL Road, Rock Hall, MD 21661
    View details

    Off-Market Properties in Chestertown, MD

    Consider similar Off-Market properties in Chestertown, MD. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    502 Washington Ave

    502 Washington Ave

    VACANT COMMERCIAL LAND • 0.22 Acres
    Value Estimation by Request
    502 Washington Ave, Chestertown, MD 21620-1239
    View details
    125 Scheeler Rd

    125 Scheeler Rd

    VACANT COMMERCIAL LAND • 2.79 Acres
    Value Estimation by Request
    125 Scheeler Rd, Chestertown, MD 21620
    View details
    123 Philosophers Ter

    123 Philosophers Ter

    VACANT COMMERCIAL LAND • 0.20 Acres
    Value Estimation
    $500,000
    123 Philosophers Ter, Chestertown, MD 21620-1684
    View details
    205 Ct St

    205 Ct St

    VACANT COMMERCIAL LAND • 0.06 Acres
    Value Estimation by Request
    205 Ct St, Chestertown, MD 21620-1509
    View details
    116 Cross St

    116 Cross St

    VACANT COMMERCIAL LAND • 0.18 Acres
    Value Estimation by Request
    116 Cross St, Chestertown, MD 21620-1547
    View details
    Morgnec Rd

    Morgnec Rd

    VACANT COMMERCIAL LAND • 0.73 Acres
    Value Estimation by Request
    Morgnec Rd, Chestertown, MD 21620
    View details
    Top Rd Rd Round

    Top Rd Rd Round

    VACANT COMMERCIAL LAND • 5.81 Acres
    Value Estimation
    $2,250,000
    Top Rd Rd Round, Chestertown, MD 21620
    View details
    Wilkins Ln

    Wilkins Ln

    VACANT COMMERCIAL LAND • 13.05 Acres
    Value Estimation by Request
    Wilkins Ln, Chestertown, MD 21620
    View details
    Scheeler Rd

    Scheeler Rd

    VACANT COMMERCIAL LAND • 6.53 Acres
    Value Estimation by Request
    Scheeler Rd, Chestertown, MD 21620
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    Spg Ave

    Spg Ave

    VACANT COMMERCIAL LAND • 0.02 Acres
    Value Estimation by Request
    Spg Ave, Chestertown, MD 21620
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    Fairlee Rd

    Fairlee Rd

    VACANT COMMERCIAL LAND • 5.00 Acres
    Value Estimation by Request
    Fairlee Rd, Chestertown, MD 21620
    View details
    520 Sheriff Meredith Rd

    520 Sheriff Meredith Rd

    VACANT COMMERCIAL LAND • 205.40 Acres
    Value Estimation
    $780,000
    520 Sheriff Meredith Rd, Chestertown, MD 21620-2035
    View details
    109 Ct St

    109 Ct St

    VACANT COMMERCIAL LAND • 0.00 Acres
    Value Estimation by Request
    109 Ct St, Chestertown, MD 21620-1507
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    367 Calvert St

    367 Calvert St

    VACANT COMMERCIAL LAND • 1,518 SF
    Value Estimation by Request
    367 Calvert St, Chestertown, MD 21620-1303
    View details
    27809 Morgnec Cutoff

    27809 Morgnec Cutoff

    VACANT COMMERCIAL LAND • 0.92 Acres
    Value Estimation by Request
    27809 Morgnec Cutoff, Chestertown, MD 21620-3133
    View details
    Mnr Ave

    Mnr Ave

    VACANT COMMERCIAL LAND • 5.26 Acres
    Value Estimation by Request
    Mnr Ave, Chestertown, MD 21620
    View details
    341 High St

    341 High St

    VACANT COMMERCIAL LAND • 4,981 SF
    Value Estimation by Request
    341 High St, Chestertown, MD 21620-1354
    View details

    Chestertown, MD Commercial Land Investment Opportunities Market Analysis

    Explore 63 commercial land 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 $2,033,999.

    Sale prices for commercial lots in Chestertown, MD start at $6,000, averaging $290,571, and reaching up to $899,000 — 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 land 10
    Residential land & home lots 8
    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 $333.2K

    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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