Sign Up Successful!
You now have access to more from Realmo!
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Specialty
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price range
    $
    $
    Size
    Property size / sq.ft.
    AI Search

    Chestertown, MD Specialty Properties for Sale

    17 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
    Waterfront Land For Sale
    $4,850,000

    Waterfront Land For Sale

    23620 Lands End Rd, Chestertown, MD 21620

    Waterfront land available for sale.

    • Year Built: 2001
    View details
    Chestertown Specialty Property For Sale
    $579,000

    Chestertown Specialty Property For Sale

    Specialty property available in Chestertown, Maryland.

    216 Blakefield Dr, Chestertown, MD 21620
    View details
    Orchard Drive Specialty Property
    $695,000

    Orchard Drive Specialty Property

    Specialty property available for sale on Orchard Drive.

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

    Calvert Street Specialty Property

    Specialty property available for sale in Chestertown, Maryland.

    423 Calvert St, Chestertown, MD 21620
    View details
    Specialty Property For Sale
    $750,000

    Specialty Property For Sale

    Specialty property available for purchase.

    10230 John Carvill Rd, Chestertown, MD 21620
    View details
    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
    View details
    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
    View details
    Harlan Loop Specialty Property
    $519,000

    Harlan Loop Specialty Property

    Specialty property available for sale.

    116 Harlan Loop, Chestertown, MD 21620
    View details
    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
    View details
    Georgetown Road Specialty Property
    $339,000

    Georgetown Road Specialty Property

    Specialty property available for sale on Georgetown Road.

    8750 Georgetown Rd, Chestertown, MD 21620
    View details
    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
    View details
    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
    View details
    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
    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
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 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 by Request
    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 by Request
    10223 Augustine Herman Hwy, Chestertown, MD 21620
    View details
    8631 Bell Rose Ln

    8631 Bell Rose Ln

    CHARITABLE ORGANIZATION • 7,340 SF
    Value Estimation by Request
    8631 Bell Rose Ln, Chestertown, MD 21620-4501
    View details
    10168 Worton Rd

    10168 Worton Rd

    VETERINARY, ANIMAL HOSPITAL • 11,152 SF
    Value Estimation by Request
    10168 Worton Rd, Chestertown, MD 21620-3502
    View details
    6943 Church Hl Rd

    6943 Church Hl Rd

    DAY CARE, PRE-SCHOOL • 5,885 SF
    Value Estimation by Request
    6943 Church Hl Rd, Chestertown, MD 21620-2305
    View details

    Chestertown, MD Specialty Properties Investment Opportunities Market Analysis

    Explore 30 specialty properties for sale in Chestertown, MD, showcased through 17 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.

    Sale 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 stay ahead with the latest data and market trends.

    List
    Map

    Browse Specialty properties for Sale Near Chestertown, MD

    Popular Searches in Chestertown, MD

    Popular Categories

    Most Searched ZIP Codes in Chestertown, MD

    • 21620

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.