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    Chestertown, MD Mixed-use Properties for Sale

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    Worton, MD Church Hill, MD Kennedyville, MD
    Turnkey Investment Property in Chestertown
    $2,300,000
    Turnkey Investment Property in Chestertown

    200 HIGH St, Chestertown, MD 21620

    Profitable mixed-use property with apartments and storefronts in downtown Chestertown.
    • Turnkey, profitable investment property with no vacancies since 2022 renovation.
    • Solid leases in place for 5 apartments and 3 storefronts in downtown Chestertown.
    • Generous property tax credit through 2032 (buyer to verify transferability).
    • Complete renovation to the studs in 2022 with new electric, plumbing, water heaters, appliances, foundation, windows, insulation, roof (rear), water/sewer lines, and rear egress.
    • Two storefronts rented to a local arts non‑profit with a yoga/pilates studio moving into the third.
    Updated: Apr 24
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    Historic Chestertown Mixed-Use Property
    $1,300,000
    1,300 SF
    Historic Chestertown Mixed-Use Property

    327 CANNON St, Chestertown, MD 21620

    Mixed-use property with commercial kitchen and residential apartment in Chestertown.
    • Mixed‑use property in historic Chestertown offers both commercial and residential income potential.
    • First level features a fully equipped 1300 sq ft commercial kitchen and dining area, currently leased to Occasions Catering.
    • Spacious upstairs apartment includes two bedrooms, each with an ensuite full bathroom.
    • Apartment boasts an open living space with vaulted ceilings, hardwood floors, a gas fireplace, and ample natural light.
    • Newly constructed in 2006, providing modern amenities and reduced maintenance in a historic setting.
    Updated: Apr 24
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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 2 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 70 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    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
    Aberdeen Contractor Storage Site
    $560,000
    1,880 SF
    Aberdeen Contractor Storage Site

    1.12 acres, B3 zoning, ideal for contractor storage.

    110 Bouzarth Ln, Aberdeen, MD 21001

    View details
    Renovated Victorian Commercial Building on Acre
    $699,000
    1.14 Acres
    Renovated Victorian Commercial Building on Acre

    Updated Victorian building on an acre with UC zoning.

    211 LOVE POINT ROAD, Stevensville, MD 21666

    View details
    Mixed-Use Property on Pulaski Highway
    $1,500,000
    9,000 SF
    Mixed-Use Property on Pulaski Highway

    Four-unit mixed-use property with commercial and residential spaces.

    1325 S Philadelphia Blvd, Aberdeen, MD 21001

    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.

    Commercial Lot in Downtown Chestertown
    $109,999
    Commercial Lot in Downtown Chestertown

    Downtown commercial lot with development potential near established businesses.

    116 CROSS St, Chestertown, MD 21620

    View details
    50 Acres Mixed-Use Development Land
    $1,250,000
    49.83 Acres
    50 Acres Mixed-Use Development Land

    50 acres in Rock Hall, MD, ideal for mixed-use development.

    ROCK HALL Road, Rock Hall, MD 21661

    View details
    Grasonville Land for Sale
    $175,000
    0.50 Acres
    Grasonville Land for Sale

    Half-acre lot zoned for commercial/residential use in Grasonville, MD.

    110 James Lane, Grasonville, MD 21638

    View details
    Development Opportunity on Bengies Road
    Contact for pricing
    13.82 Acres
    Development Opportunity on Bengies Road

    13.82 acres zoned MH IM and DR 5.5.

    Middle River, MD 21220

    View details

    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.

    7404 Church Hl Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,224 SF Lot: 0.20 Acres
    Value Estimation by Request

    7404 Church Hl Rd, Chestertown, MD 21620-2808

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    22532 Tolchester Bch Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,248 SF Lot: 0.59 Acres
    Value Estimation by Request

    22532 Tolchester Bch Rd, Chestertown, MD 21620-4259

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    124 Hambleton Crk Ln
    OFFICE/RESIDENTIAL (MIXED USE)
    2,340 SF Lot: 1.25 Acres
    Value Estimation by Request

    124 Hambleton Crk Ln, Chestertown, MD 21620-1441

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    2607 Mcginnes Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,216 SF Lot: 0.95 Acres
    Value Estimation by Request

    2607 Mcginnes Rd, Chestertown, MD 21620-2365

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    306 Cannon St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,400 SF Lot: 0.10 Acres
    Estimated value
    $500,000

    306 Cannon St, Chestertown, MD 21620-1379

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    7326 Church Hl Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,602 SF Lot: 0.26 Acres
    Value Estimation by Request

    7326 Church Hl Rd, Chestertown, MD 21620

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    324 Cannon St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,048 SF Lot: 0.11 Acres
    Value Estimation by Request

    324 Cannon St, Chestertown, MD 21620-1328

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    108 Fey Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,596 SF Lot: 1.00 Acre
    Value Estimation by Request

    108 Fey Rd, Chestertown, MD 21620-2119

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    329 Cannon St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,566 SF Lot: 0.06 Acres
    Value Estimation by Request

    329 Cannon St, Chestertown, MD 21620-1319

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    21085 Tolchester Bch Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    4,976 SF Lot: 80.09 Acres
    Estimated value
    $845,000

    21085 Tolchester Bch Rd, Chestertown, MD 21620-4230

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    111 Spg Ave
    OFFICE/RESIDENTIAL (MIXED USE)
    2,070 SF Lot: 0.18 Acres
    Value Estimation by Request

    111 Spg Ave, Chestertown, MD 21620-1342

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    2010 Mcginnes Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,253 SF Lot: 2.08 Acres
    Value Estimation by Request

    2010 Mcginnes Rd, Chestertown, MD 21620-2352

    View details
    518 Morgnec Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    3,484 SF Lot: 4.04 Acres
    Estimated value
    $580,000

    518 Morgnec Rd, Chestertown, MD 21620-3100

    View details
    7312 Church Hl Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,116 SF Lot: 0.34 Acres
    Value Estimation by Request

    7312 Church Hl Rd, Chestertown, MD 21620-2806

    View details
    355 High St
    OFFICE/RESIDENTIAL (MIXED USE)
    2,731 SF Lot: 0.08 Acres
    Value Estimation by Request

    355 High St, Chestertown, MD 21620-1309

    View details
    312 Park Row
    OFFICE/RESIDENTIAL (MIXED USE)
    3,608 SF Lot: 0.08 Acres
    Value Estimation by Request

    312 Park Row, Chestertown, MD 21620-1550

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    113 Spg Ave
    OFFICE/RESIDENTIAL (MIXED USE)
    2,394 SF Lot: 0.15 Acres
    Value Estimation by Request

    113 Spg Ave, Chestertown, MD 21620-1358

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    241 High St
    OFFICE/RESIDENTIAL (MIXED USE)
    5,148 SF Lot: 0.12 Acres
    Value Estimation by Request

    241 High St, Chestertown, MD 21620-1559

    View details
    321 High St
    OFFICE/RESIDENTIAL (MIXED USE)
    3,556 SF Lot: 0.09 Acres
    Value Estimation by Request

    321 High St, Chestertown, MD 21620-1373

    View details
    200 High St
    OFFICE/RESIDENTIAL (MIXED USE)
    6,918 SF Lot: 0.14 Acres
    Estimated value
    $525,000

    200 High St, Chestertown, MD 21620-1586

    View details
    910 Washington Ave
    OFFICE/RESIDENTIAL (MIXED USE)
    1,806 SF Lot: 0.52 Acres
    Value Estimation by Request

    910 Washington Ave, Chestertown, MD 21620-1047

    View details
    7316 Church Hl Rd
    OFFICE/RESIDENTIAL (MIXED USE)
    1,348 SF Lot: 0.26 Acres
    Value Estimation by Request

    7316 Church Hl Rd, Chestertown, MD 21620-2806

    View details

    Chestertown, MD Mixed-Use Properties Investment Opportunities Market Analysis

    Explore 72 mixed-use properties for sale in Chestertown, MD on our real estate platform. These investment opportunities span a total of 1,300 square feet of properties for sale, with an estimated market value of $1,300,000.

    Sale prices for multi use buildings in Chestertown, MD start at $1,300,000, averaging $1,300,000, and reaching up to $1,300,000 — 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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    Property Size Breakdown

    The majority of commercial real estate listings in Chestertown fall within the 10,000 to 25,000 square foot range.

    Demographics Overview

    Population 14K
    Population Growth (5Y) +2.9%
    Median Household Income $76,094
    College Educated 32.4%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    21620 $1.8M

    Taxes & Financing

    Tax Rate (average for all types) 1.34%
    Property Tax per SF $23.81 per sq ft
    Tax Rate vs County Average 0.07 pp above county avg
    Average Loan-to-Value 65.0%

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