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    Chestertown, MD Specialty Properties for Sale

    20 results
    List
    Map
    Land in Chestertown, Maryland
    $40,000
    0.11 Acres

    Land in Chestertown, Maryland

    Montgomery Ave, Chestertown, MD 21620

    Vacant land available in Chestertown, Maryland.

    • Navigable Waterfront
    • Waterfront Features
    • Location: -76.23708, 39.21874
    • Additional Property Details
    • Description
    Updated: Nov 4, 2025
    View details
    Chestertown Specialty Property For Sale
    $315,000

    Chestertown Specialty Property For Sale

    119 Darden Rd, Chestertown, MD 21620

    Specialty property available for purchase in Chestertown, Maryland.

    • Year Built: 1997
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    Waterfront Land For Sale
    $4,850,000

    Waterfront Land For Sale

    Waterfront land available for sale.

    23620 Lands End Rd, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $579,000

    Chestertown Specialty Property For Sale

    Specialty property available in Chestertown, Maryland.

    216 Blakefield Dr, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $410,000

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    907 N Meadowview Dr, Chestertown, MD 21620
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    Orchard Drive Specialty Property
    $695,000

    Orchard Drive Specialty Property

    Specialty property available for sale on Orchard Drive.

    8951 Orchard Dr, Chestertown, MD 21620
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    Calvert Street Specialty Property
    $165,000

    Calvert Street Specialty Property

    Specialty property available for sale in Chestertown, Maryland.

    423 Calvert St, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $425,000

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    304 Hadaway Dr, Chestertown, MD 21620
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    SILVER HEEL Dr, Chestertown, MD
    $369,900

    SILVER HEEL Dr, Chestertown, MD

    Specialty property for sale in Chestertown, MD.

    112 Silver Heel Dr, Chestertown, MD 21620
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    Specialty Property For Sale
    $750,000

    Specialty Property For Sale

    Specialty property available for purchase.

    10230 John Carvill Rd, Chestertown, MD 21620
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    Waterfront Property with Rehab Potential
    $625,000

    Waterfront Property with Rehab Potential

    Waterfront property on Chester River with private dock site.

    26933 Mallard Rd, Chestertown, MD 21620
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    Chestertown Road Specialty Property
    $425,000

    Chestertown Road Specialty Property

    Specialty property available for sale on Chestertown Road.

    24543 Chestertown Rd, Chestertown, MD 21620
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    Harlan Loop Specialty Property
    $519,000

    Harlan Loop Specialty Property

    Specialty property available for sale.

    116 Harlan Loop, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $285,000

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    134 Char Nor Manor Blvd, Chestertown, MD 21620
    View details
    Chestertown Specialty Property For Sale
    $344,900

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    109 Wilton Rd, Chestertown, MD 21620
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    Specialty Property on Kasota Road
    $895,000

    Specialty Property on Kasota Road

    Specialty property available for sale on Kasota Road.

    10761 Kasota Rd, Chestertown, MD 21620
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    Georgetown Road Specialty Property
    $339,000

    Georgetown Road Specialty Property

    Specialty property available for sale on Georgetown Road.

    8750 Georgetown Rd, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $363,000

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    303 E Campus Ave, Chestertown, MD 21620
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    Hickory Lane Specialty Property
    $1,198,000

    Hickory Lane Specialty Property

    Specialty property available for sale on Hickory Lane.

    300 Hickory Ln, Chestertown, MD 21620
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    Chestertown Specialty Property For Sale
    $515,000

    Chestertown Specialty Property For Sale

    Specialty property available for purchase in Chestertown, Maryland.

    100 Adela Way, Chestertown, MD 21620
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 20 Active Listings in Chestertown, MD, we suggest to view alternatives - similar 13 Off-Market properties to explore as potential leads.

    Explore 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.

    7738 Quaker Nck Rd

    7738 Quaker Nck Rd

    PROFESSIONAL CLUBS/ASSOCIATIONS • 11,388 SF
    Value Estimation by Request
    7738 Quaker Nck Rd, Chestertown, MD 21620-4707
    View details
    861 Washington Ave

    861 Washington Ave

    DAY CARE, PRE-SCHOOL • 7,171 SF
    Value Estimation by Request
    861 Washington Ave, Chestertown, MD 21620-1003
    View details
    10530 Augustine Herman Hwy

    10530 Augustine Herman Hwy

    VETERINARY, ANIMAL HOSPITAL • 1,568 SF
    Value Estimation
    $300,000
    10530 Augustine Herman Hwy, Chestertown, MD 21620-3232
    View details
    10223 Augustine Herman Hwy

    10223 Augustine Herman Hwy

    PROFESSIONAL CLUBS/ASSOCIATIONS • 1,100 SF
    Value Estimation
    $305,000
    10223 Augustine Herman Hwy, Chestertown, MD 21620
    View details

    Chestertown, MD Specialty Properties Investment Opportunities Market Analysis

    Explore 33 specialty properties for sale in Chestertown, MD, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 3,189,943 square feet of properties for sale, with an estimated market value of $3,205,000.

    Prices for properties in Chestertown, MD start at $40,000, averaging $320,500, and reaching up to $660,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Browse Specialty properties for Sale Near Chestertown, MD

    Popular Searches in Chestertown, MD

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    Most Searched ZIP Codes in Chestertown, MD

    • 21620

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