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    Chester, MD Retail Space for Sale

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    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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    Based on your search, we've compiled 18 Potential Opportunities for your consideration. Besides 1 Active listings in Chester, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 11 Off-Market properties to explore as potential leads, plus 2 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Established Shopping Center Retail Space
    Contact for pricing
    1,300 SF

    Established Shopping Center Retail Space

    High-traffic shopping center with retail space in Easton's commercial district.

    108 Marlboro Ave, Easton, MD 21601
    View details
    High-Traffic Shopping Center For Sale
    Contact for pricing
    18,800 SF

    High-Traffic Shopping Center For Sale

    Established shopping center in Easton's commercial district with high visibility.

    108 Marlboro Ave, Easton, MD 21601
    View details
    Versatile Two-Story Commercial Space
    Contact for pricing

    Versatile Two-Story Commercial Space

    Two-story commercial space with flexible layout, available May 2025.

    122 Severn Ave, Annapolis, MD 21403
    View details
    Two-Story Office/Retail Space For Sale
    $1,699,000
    5,344 SF

    Two-Story Office/Retail Space For Sale

    Two-story office/retail space with flexible layout and parking.

    122 Severn Ave, Annapolis, MD
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Prime Land in Growing Corridor
    $1,599,000
    2.07 Acres

    Prime Land in Growing Corridor

    2.07 acres of PUD-zoned land on State Hwy 207.

    3229 State Road 207, Elkton, FL 32033
    View details
    Commercial Land on Busy Roadway
    $750,000
    0.72 Acres

    Commercial Land on Busy Roadway

    Prime commercial land with high visibility and development potential.

    5355 TURNPIKE FEEDER ROAD, Fort Pierce, FL 34945
    View details

    Explore 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.

    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
    1713 Main St

    1713 Main St

    RETAIL STORES (PERSONAL SERVICES) • 1,920 SF
    Value Estimation by Request
    1713 Main St, Chester, MD 21619-2641
    View details
    115 Piney Rd

    115 Piney Rd

    RETAIL STORES (PERSONAL SERVICES) • 12,036 SF
    Value Estimation
    $6,445,000
    115 Piney Rd, Chester, MD 21619-2619
    View details
    1619 Postal Rd

    1619 Postal Rd

    RETAIL STORES (PERSONAL SERVICES) • 280 SF
    Value Estimation by Request
    1619 Postal Rd, Chester, MD 21619-2601
    View details
    1607 Postal Rd

    1607 Postal Rd

    RETAIL STORES (PERSONAL SERVICES) • 896 SF
    Value Estimation by Request
    1607 Postal Rd, Chester, MD 21619-2601
    View details
    1626 Postal Rd

    1626 Postal Rd

    RETAIL STORES (PERSONAL SERVICES) • 1,194 SF
    Value Estimation by Request
    1626 Postal Rd, Chester, MD 21619-2625
    View details
    1608 Postal Rd

    1608 Postal Rd

    RETAIL STORES (PERSONAL SERVICES) • 4,200 SF
    Value Estimation by Request
    1608 Postal Rd, Chester, MD 21619-2664
    View details
    1515 Postal Rd

    1515 Postal Rd

    RETAIL STORES (PERSONAL SERVICES) • 1,050 SF
    Value Estimation by Request
    1515 Postal Rd, Chester, MD 21619-2255
    View details
    1707 Main St

    1707 Main St

    RETAIL STORES (PERSONAL SERVICES) • 5,157 SF
    Value Estimation
    $695,000
    1707 Main St, Chester, MD 21619-2641
    View details
    1720 Main St

    1720 Main St

    RETAIL STORES (PERSONAL SERVICES) • 11,220 SF
    Value Estimation
    $1,455,000
    1720 Main St, Chester, MD 21619-2602
    View details
    1801 Main St

    1801 Main St

    RETAIL STORES (PERSONAL SERVICES) • 2,400 SF
    Value Estimation by Request
    1801 Main St, Chester, MD 21619-2763
    View details

    Chester, MD Retail Space Investment Opportunities Market Analysis

    Explore 12 retail space for sale in Chester, MD on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $1,500,000.

    Sale prices for retail space 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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