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    Chester, MD

    Chester, MD Commercial Real Estate for Sale

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    Stevensville, MD Grasonville, MD Queenstown, MD
    Harbor Drive Specialty Property
    Updated: Nov 28, 2025
    Harbor Drive Specialty Property

    1757 HARBOR Dr, Chester, MD 21619

    $1,281,880
    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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    Stevens Drive Specialty Property
    Stevens Drive Specialty Property

    1916 STEVENS Dr, Chester, MD 21619

    $475,000
    0.35 AC lot

    Specialty property available for sale in Chester, Maryland.

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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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    Two Buildings with Route 50 Access
    Two Buildings with Route 50 Access

    104 Olde Point Road, Chester, MD

    $1,500,000
    9,600 sqft · 1.05 AC lot

    Two 4,800 SF buildings with direct Route 50 access.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 5 Active listings in Chester, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 67 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.

    Stevensville Mixed-Use Investment Opportunity
    Stevensville Mixed-Use Investment Opportunity

    104 E MAIN ST, Stevensville, MD 21666

    $3,000,000
    15,000 sqft · 1.32 AC lot

    Four buildings with residential, retail, and office spaces on 1.32 acres.

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    Mixed-Use Multifamily and Office Building
    Mixed-Use Multifamily and Office Building

    104 E Main Street, Stevensville, MD 21666

    $3,000,000
    21,342 sqft · 1.32 AC lot

    Four-building investment property with residential units, retail, office space, and elevator-equipped school use.

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    Land in Grasonville, Maryland
    Land in Grasonville, Maryland

    3700-3704 Main St, Grasonville, MD 21638

    $799,000

    Commercial land with waterfront potential in Grasonville, Maryland.

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    Grasonville Land for Lease
    Grasonville Land for Lease

    0 Main St, Grasonville, MD

    $1,175,000
    4.64 AC lot

    4.638 acre commercial land parcel in Grasonville, Maryland.

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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

    Value Estimation by Request
    3.78 AC lot
    View details
    1019 Dominion Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    1019 Dominion Rd, Chester, MD 21619-2711

    Value Estimation by Request
    1,008 sqft · 0.46 AC lot
    View details
    1614 Postal Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    1614 Postal Rd, Chester, MD 21619-2664

    Value Estimation by Request
    2,656 sqft · 0.32 AC lot
    View details
    Piney Narrows Rd
    VACANT COMMERCIAL LAND

    Piney Narrows Rd, Chester, MD 21619

    Value Estimation by Request
    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
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    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
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    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
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    Piney Crk Rd
    VACANT COMMERCIAL LAND

    Piney Crk Rd, Chester, MD 21619

    Value Estimation by Request
    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

    Value Estimation by Request
    768 sqft · 0.72 AC lot
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    119 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    119 Dundee Ave, Chester, MD 21619-2623

    Value Estimation by Request
    1,296 sqft · 0.28 AC lot
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    105 Cheslou Rd
    OFFICE/RESIDENTIAL (MIXED USE)

    105 Cheslou Rd, Chester, MD 21619-2627

    Value Estimation by Request
    1,000 sqft · 0.34 AC lot
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    1818 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    1818 Main St, Chester, MD 21619-2604

    Value Estimation by Request
    1,170 sqft · 0.46 AC lot
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    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

    Value Estimation by Request
    1,534 sqft · 0.30 AC lot
    View details
    12 Chester Plz
    DRIVE-THRU RESTAURANT, FAST FOOD

    12 Chester Plz, Chester, MD 21619-2418

    Value Estimation by Request
    4,915 sqft · 1.31 AC lot
    View details
    118 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    118 Dundee Ave, Chester, MD 21619-2620

    Value Estimation by Request
    1,174 sqft · 0.61 AC lot
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    121 Dundee Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    121 Dundee Ave, Chester, MD 21619-2623

    Value Estimation by Request
    2,604 sqft · 0.30 AC lot
    View details
    Piney Crk Service Rd
    VACANT COMMERCIAL LAND

    Piney Crk Service Rd, Chester, MD 21619

    $1,490,000
    Estimated value
    3.00 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 5 active listings on our real estate platform. These investment opportunities span a total of 9,600 square feet of properties for sale, with an estimated market value of $1,500,000.

    Sale prices for business properties in Chester, MD start at $1,500,000, averaging $1,500,000, 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 $1.5M

    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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