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    Chester, MD
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    Chester, MD Commercial Real Estate for Sale

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    Stevensville, MD Grasonville, MD Queenstown, MD
    Route 50 Accessible Retail Buildings
    $1,500,000

    Route 50 Accessible Retail Buildings

    100-104 Olde Point Road, Chester, MD 21619

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

    • Direct access off of Eastbound Rt 50
    • Two 4800 sf buildings
    • Great location
    • Many permitted office and retail uses
    • Several Leases in place
    Updated: Nov 21, 2025
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    Two Buildings with Route 50 Access
    Contact for pricing
    9,600 SF

    Two Buildings with Route 50 Access

    104 Olde Point Road, Chester, MD

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

    • Direct access off of eastbound Rt 50
    • Two 4800 sq ft buildings
    • Many permitted office and retail uses
    • Several leases in place
    • First time listed for sale
    Updated: Aug 19, 2024
    View details
    Based on your search, we've compiled 214 Potential Opportunities for your consideration. Besides 2 Active listings in Chester, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 208 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.

    Renovated Commercial Building on Acreage
    $699,000
    1.14 Acres

    Renovated Commercial Building on Acreage

    Updated commercial building on over an acre with UC zoning.

    211 LOVE POINT RD, Stevensville, MD 21666
    View details
    Unique Church Property in Stevensville
    $975,000
    0.49 Acres

    Unique Church Property in Stevensville

    Historic church with development potential in downtown Stevensville.

    426 LOVE POINT Rd, Stevensville, MD 21666
    View details
    Land in Grasonville, Maryland
    $799,000

    Land in Grasonville, Maryland

    Commercial land with waterfront potential in Grasonville, Maryland.

    3700-3704 Main St, Grasonville, MD 21638
    View details
    Grasonville Land for Lease
    $1,175,000
    4.64 Acres

    Grasonville Land for Lease

    4.638 acre commercial land parcel in Grasonville, Maryland.

    0 Main St, Grasonville, MD
    View details

    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

    501 Queen Lndg Dr

    COMMERCIAL (GENERAL) • 3.78 Acres
    Value Estimation by Request
    501 Queen Lndg Dr, Chester, MD 21619-2501
    View details
    1019 Dominion Rd

    1019 Dominion Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 1,008 SF
    Value Estimation by Request
    1019 Dominion Rd, Chester, MD 21619-2711
    View details
    1614 Postal Rd

    1614 Postal Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 2,656 SF
    Value Estimation by Request
    1614 Postal Rd, Chester, MD 21619-2664
    View details
    Piney Narrows Rd

    Piney Narrows Rd

    VACANT COMMERCIAL LAND • 0.93 Acres
    Value Estimation by Request
    Piney Narrows Rd, Chester, MD 21619
    View details
    Piney Crk Rd

    Piney Crk Rd

    VACANT COMMERCIAL LAND • 4.29 Acres
    Value Estimation
    $1,850,000
    Piney Crk Rd, Chester, MD 21619
    View details
    109 Nash Ct

    109 Nash Ct

    OFFICE/RESIDENTIAL (MIXED USE) • 1,288 SF
    Value Estimation
    $1,850,000
    109 Nash Ct, Chester, MD 21619-2415
    View details
    100 Olde Pt Vlg

    100 Olde Pt Vlg

    OFFICE BUILDING • 4,363 SF
    Value Estimation
    $1,300,000
    100 Olde Pt Vlg, Chester, MD 21619-2132
    View details
    Piney Crk Rd

    Piney Crk Rd

    VACANT COMMERCIAL LAND • 11.07 Acres
    Value Estimation by Request
    Piney Crk Rd, Chester, MD 21619
    View details
    1715 Little Crk Rd

    1715 Little Crk Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 1,302 SF
    Value Estimation
    $670,000
    1715 Little Crk Rd, Chester, MD 21619-2741
    View details
    2017 Main St

    2017 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 768 SF
    Value Estimation by Request
    2017 Main St, Chester, MD 21619-2609
    View details
    119 Dundee Ave

    119 Dundee Ave

    OFFICE/RESIDENTIAL (MIXED USE) • 1,296 SF
    Value Estimation by Request
    119 Dundee Ave, Chester, MD 21619-2623
    View details
    105 Cheslou Rd

    105 Cheslou Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 1,000 SF
    Value Estimation by Request
    105 Cheslou Rd, Chester, MD 21619-2627
    View details
    1818 Main St

    1818 Main St

    OFFICE/RESIDENTIAL (MIXED USE) • 1,170 SF
    Value Estimation by Request
    1818 Main St, Chester, MD 21619-2604
    View details
    2205 Main St

    2205 Main St

    MINI-WAREHOUSE, STORAGE • 2,475 SF
    Value Estimation
    $635,000
    2205 Main St, Chester, MD 21619-2615
    View details
    115 Dundee Ave

    115 Dundee Ave

    OFFICE/RESIDENTIAL (MIXED USE) • 1,534 SF
    Value Estimation by Request
    115 Dundee Ave, Chester, MD 21619-2623
    View details
    12 Chester Plz

    12 Chester Plz

    DRIVE-THRU RESTAURANT, FAST FOOD • 4,915 SF
    Value Estimation by Request
    12 Chester Plz, Chester, MD 21619-2418
    View details
    118 Dundee Ave

    118 Dundee Ave

    OFFICE/RESIDENTIAL (MIXED USE) • 1,174 SF
    Value Estimation by Request
    118 Dundee Ave, Chester, MD 21619-2620
    View details
    121 Dundee Ave

    121 Dundee Ave

    OFFICE/RESIDENTIAL (MIXED USE) • 2,604 SF
    Value Estimation by Request
    121 Dundee Ave, Chester, MD 21619-2623
    View details
    Piney Crk Service Rd

    Piney Crk Service Rd

    VACANT COMMERCIAL LAND • 3.00 Acres
    Value Estimation
    $1,490,000
    Piney Crk Service Rd, Chester, MD 21619
    View details
    1602 Postal Rd

    1602 Postal Rd

    OFFICE/RESIDENTIAL (MIXED USE) • 1,208 SF
    Value Estimation by Request
    1602 Postal Rd, Chester, MD 21619-2664
    View details
    1802 Main St

    1802 Main St

    RETAIL STORES (PERSONAL SERVICES) • 14,473 SF
    Value Estimation
    $7,430,000
    1802 Main St, Chester, MD 21619-2604
    View details
    1500 Postal Rd

    1500 Postal Rd

    WAREHOUSE, STORAGE • 2,652 SF
    Value Estimation by Request
    1500 Postal Rd, Chester, MD 21619-2258
    View details

    Chester, MD Commercial Real Estate Investment Opportunities Market Analysis

    Explore 210 commercial real estate for sale in Chester, MD 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 $0.00, averaging $750,000, 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 Strategic Investment

    Identify Chester submarkets with the highest inventory density on the market and evaluate the median 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 sq ft
    Tax Rate vs County Average 0.06 pp below county avg
    Average Loan-to-Value 65.0%

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