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    Chester, MD

    Chester, MD Commercial Real Estate for Sale

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    6 properties
    Harbor Drive Specialty Property
    Updated: Nov 28, 2025
    Harbor Drive Specialty Property

    1757 HARBOR Dr, Chester, MD 21619

    $1,294,800
    0.55 AC lot
    No selling points could be extracted from the provided property information.
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    Specialty Property in Chester, MD
    Updated: Nov 28, 2025
    Specialty Property in Chester, MD

    135 NAUSET Ln, Chester, MD 21619

    $799,999
    0.18 AC lot
    Year Built: 2020 (Modern Construction)
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    Freestanding Walgreens NNN
    Freestanding Walgreens NNN

    1802 Main St, Chester, MD 21619

    Contact for pricing

    Freestanding Walgreens NNN located on a busy signalized corner in Chester near University of Maryland Urgent Care and major retailers.

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    Stevens Drive Specialty Property
    Stevens Drive Specialty Property

    1916 STEVENS Dr, Chester, MD 21619

    $470,000
    0.35 AC lot

    Specialty property available for sale in Chester, Maryland.

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    Gas Station Convenience Store
    Gas Station Convenience Store

    120 Chester Station Ln, Chester, MD 21619

    Contact for pricing

    Operating gas station and convenience store with an attached vacant fast food restaurant on commercial land.

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    Route 50 Accessible Retail Buildings
    Route 50 Accessible Retail Buildings

    100-104 Olde Point Road, Chester, MD 21619

    $1,500,000

    Two retail/office buildings with direct highway access for sale.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 6 Active listings in Chester, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 66 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.

    Three-Building Retail and Service Complex
    Three-Building Retail and Service Complex

    1406 MAIN Street, Stevensville, MD 21666

    $6,000,000
    1.78 AC lot

    Three-building retail and service complex with dual frontage and nine drive-in bays for flexible commercial use.

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    Marina Property on Main Street
    Marina Property on Main Street

    1406 MAIN STREET, Stevensville, MD 21666

    $6,000,000

    For sale marina property in Queen Anne’s County, with access via Route 50 West and Castle Marina Road.

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    Land in Grasonville, Maryland
    Land in Grasonville, Maryland

    3700-3704 Main St, Grasonville, MD 21638

    Contact for pricing

    Commercial land with waterfront potential in Grasonville, Maryland.

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    Gated Campground Lot with RV
    Gated Campground Lot with RV

    111 SADDLER WAY, Grasonville, MD 21638

    $60,000

    Private, gated membership campground lot with water and sewer hookups plus an included patio and RV.

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    Off-Market Properties in Chester, MD

    Consider similar Off-Market properties in Chester, 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.

    501 Queen Lndg Dr
    COMMERCIAL (GENERAL)

    501 Queen Lndg Dr, Chester, MD 21619-2501

    $200,000
    Estimated value
    3.78 AC lot
    View details
    1019 Dominion Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    1019 Dominion Rd, Chester, MD 21619-2711

    $240,000
    Estimated value
    1,008 sqft 0.46 AC lot
    View details
    1614 Postal Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    1614 Postal Rd, Chester, MD 21619-2664

    $270,000
    Estimated value
    2,656 sqft 0.32 AC lot
    View details
    Piney Narrows Rd
    VACANT COMMERCIAL LAND

    Piney Narrows Rd, Chester, MD 21619

    $300,000
    Estimated value
    0.93 AC lot
    View details
    Piney Crk Rd
    VACANT COMMERCIAL LAND

    Piney Crk Rd, Chester, MD 21619

    $1,850,000
    Estimated value
    4.29 AC lot
    View details
    109 Nash Ct
    OFFICE/RESIDENTIAL (MIXED USE)

    109 Nash Ct, Chester, MD 21619-2415

    $1,850,000
    Estimated value
    1,288 sqft 1.19 AC lot
    View details
    100 Olde Pt Vlg
    OFFICE BUILDING

    100 Olde Pt Vlg, Chester, MD 21619-2132

    $1,300,000
    Estimated value
    4,363 sqft 1.12 AC lot
    View details
    Piney Crk Rd
    VACANT COMMERCIAL LAND

    Piney Crk Rd, Chester, MD 21619

    $150,000
    Estimated value
    11.07 AC lot
    View details
    1715 Little Crk Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    1715 Little Crk Rd, Chester, MD 21619-2741

    $670,000
    Estimated value
    1,302 sqft 0.28 AC lot
    View details
    2017 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    2017 Main St, Chester, MD 21619-2609

    $265,000
    Estimated value
    768 sqft 0.72 AC lot
    View details
    119 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    119 Dundee Ave, Chester, MD 21619-2623

    $180,000
    Estimated value
    1,296 sqft 0.28 AC lot
    View details
    105 Cheslou Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    105 Cheslou Rd, Chester, MD 21619-2627

    $260,000
    Estimated value
    1,000 sqft 0.34 AC lot
    View details
    1818 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    1818 Main St, Chester, MD 21619-2604

    $415,000
    Estimated value
    1,170 sqft 0.46 AC lot
    View details
    2205 Main St
    MINI-WAREHOUSE, STORAGE

    2205 Main St, Chester, MD 21619-2615

    $635,000
    Estimated value
    2,475 sqft 2.87 AC lot
    View details
    115 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    115 Dundee Ave, Chester, MD 21619-2623

    $265,000
    Estimated value
    1,534 sqft 0.30 AC lot
    View details
    12 Chester Plz
    DRIVE-THRU RESTAURANT, FAST FOOD

    12 Chester Plz, Chester, MD 21619-2418

    $430,000
    Estimated value
    4,915 sqft 1.31 AC lot
    View details
    118 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    118 Dundee Ave, Chester, MD 21619-2620

    $405,000
    Estimated value
    1,174 sqft 0.61 AC lot
    View details
    121 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    121 Dundee Ave, Chester, MD 21619-2623

    $495,000
    Estimated value
    2,604 sqft 0.30 AC lot
    View details

    Chester, MD Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Chester, MD, showcased through 6 active listings on our real estate platform.

    Sale prices for business properties in Chester, MD start at $470,000, averaging $1,016,199, and reaching up to $1,500,000 — 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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    Demographics Overview

    Population 5,905
    Population Growth (5Y) +0.2%
    Median Household Income $100,359
    College Educated 47.4%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    21619 $1M

    Taxes & Financing

    Tax Rate (average for all types) 0.94%
    Property Tax per SF $25.82 per SF
    Tax Rate vs County Average 0.06 pp below county avg
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Queen Anne's County

    New Delisted

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