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    Office Spaces for Sale in Chestertown, MD

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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. While there is a shortage of Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 72 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

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    Opportunities in Nearby Cities

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

    Live-Work Duplex with Rental Potential
    Live-Work Duplex with Rental Potential

    11955 AUGUSTINE HERMAN Highway, Kennedyville, MD 21645

    $339,000
    2,236 sqft · 0.18 AC lot

    Move-in-ready duplex offering flexible live-work or multi-unit income, with fenced parking for up to six vehicles.

    View details
    Centreville Commercial Property on Rt 304
    Centreville Commercial Property on Rt 304

    303 E WATER St, Centreville, MD 21617

    $450,000
    0.82 AC lot

    Highly visible commercial property with ample parking and flexible layout.

    View details
    Centreville Commercial Property on Route 304
    Centreville Commercial Property on Route 304

    303 E WATER St, Centreville, MD 21617

    $450,000
    0.82 AC lot

    Highly visible commercial property with ample parking and flexible layout.

    View details
    Live-Work Duplex with Private Entrances
    Live-Work Duplex with Private Entrances

    11955 Augustine Herman Highway, Kennedyville, MD 21645

    $339,000
    2,236 sqft

    Flexible two-unit home offers live-work capability with potential storefront space and on-site parking for up to six vehicles.

    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
    Commercial Lot in Downtown Chestertown

    116 CROSS St, Chestertown, MD 21620

    $109,999

    Downtown commercial lot with development potential near established businesses.

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    Unimproved Land in Chestertown
    Unimproved Land in Chestertown

    23683 L Rd, Chestertown, MD 21620

    Contact for pricing
    0.69 AC lot

    0.69 acre of unimproved land in Kent County, Maryland.

    View details
    Prime Grasonville Development Opportunity
    Prime Grasonville Development Opportunity

    VFW AVE, Grasonville, MD 21638

    $1,400,000
    4.41 AC lot

    Retail or office space development zone with waterfront potential.

    View details
    Commercial Land on Pulaski Highway
    Commercial Land on Pulaski Highway

    1954 Pulaski Highway, Edgewood, MD 21040

    $300,000

    Commercial land for sale on Route 40 in Edgewood.

    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.

    120 Speer Rd
    MEDICAL BUILDING

    120 Speer Rd, Chestertown, MD 21620-1044

    $1,100,000
    Estimated value
    4,201 sqft · 1.21 AC lot
    View details
    301 Morgnec Rd
    OFFICE BUILDING

    301 Morgnec Rd, Chestertown, MD 21620-1025

    Value Estimation by Request
    4,100 sqft · 0.70 AC lot
    View details
    830 High St
    OFFICE BUILDING

    830 High St, Chestertown, MD 21620-1135

    Value Estimation by Request
    2,204 sqft · 0.51 AC lot
    View details
    110 Queen St
    OFFICE BUILDING

    110 Queen St, Chestertown, MD 21620-1522

    Value Estimation by Request
    778 sqft · 0.14 AC lot
    View details
    336 Cannon St
    OFFICE BUILDING

    336 Cannon St, Chestertown, MD 21620-1328

    Value Estimation by Request
    1,610 sqft · 0.06 AC lot
    View details
    207 Ct St
    OFFICE BUILDING

    207 Ct St, Chestertown, MD 21620-1509

    Value Estimation by Request
    816 sqft · 0.05 AC lot
    View details
    217 High St
    OFFICE BUILDING

    217 High St, Chestertown, MD 21620-1517

    $1,125,000
    Estimated value
    8,950 sqft · 0.34 AC lot
    View details
    100 Church Aly
    OFFICE BUILDING

    100 Church Aly, Chestertown, MD 21620-1506

    Value Estimation by Request
    960 sqft · 0.09 AC lot
    View details
    152 Morgnec Rd
    OFFICE BUILDING

    152 Morgnec Rd, Chestertown, MD 21620-1027

    $590,000
    Estimated value
    2,700 sqft · 1.15 AC lot
    View details
    102 Church Aly
    OFFICE BUILDING

    102 Church Aly, Chestertown, MD 21620-1506

    Value Estimation by Request
    1,260 sqft · 0.07 AC lot
    View details
    110 Cross St
    OFFICE BUILDING

    110 Cross St, Chestertown, MD 21620-1547

    $1,190,000
    Estimated value
    7,910 sqft · 0.16 AC lot
    View details
    304 Park Row
    OFFICE BUILDING

    304 Park Row, Chestertown, MD 21620-1544

    $690,000
    Estimated value
    3,542 sqft · 0.03 AC lot
    View details
    217 Ct St
    OFFICE BUILDING

    217 Ct St, Chestertown, MD 21620

    Value Estimation by Request
    816 sqft · 0.06 AC lot
    View details
    7416 Church Hl Rd
    MEDICAL BUILDING

    7416 Church Hl Rd, Chestertown, MD 21620-2808

    Value Estimation by Request
    2,673 sqft · 0.88 AC lot
    View details
    521 Washington Ave
    MEDICAL BUILDING

    521 Washington Ave, Chestertown, MD 21620-1257

    Value Estimation by Request
    3,672 sqft · 0.35 AC lot
    View details
    357 High St
    OFFICE BUILDING

    357 High St, Chestertown, MD 21620-1309

    Value Estimation by Request
    1,314 sqft · 0.07 AC lot
    View details
    113 Ct St
    OFFICE BUILDING

    113 Ct St, Chestertown, MD 21620-1507

    Value Estimation by Request
    858 sqft · 0.02 AC lot
    View details
    97 Queen St
    OFFICE BUILDING

    97 Queen St, Chestertown, MD 21620-1521

    Value Estimation by Request
    690 sqft · 0.02 AC lot
    View details
    105 Ct St
    OFFICE BUILDING

    105 Ct St, Chestertown, MD 21620-1507

    Value Estimation by Request
    1,228 sqft · 0.02 AC lot
    View details
    500 Washington Ave
    MEDICAL BUILDING

    500 Washington Ave, Chestertown, MD 21620-1239

    Value Estimation by Request
    2,414 sqft · 0.48 AC lot
    View details
    109 Flatland Rd
    OFFICE BUILDING

    109 Flatland Rd, Chestertown, MD 21620-3329

    Value Estimation by Request
    1,344 sqft · 0.43 AC lot
    View details
    7332 Church Hl Rd
    OFFICE BUILDING

    7332 Church Hl Rd, Chestertown, MD 21620-2806

    Value Estimation by Request
    2,250 sqft · 0.26 AC lot
    View details
    213 Washington Ave
    OFFICE BUILDING

    213 Washington Ave, Chestertown, MD 21620

    $2,825,000
    Estimated value
    29,000 sqft · 4.47 AC lot
    View details
    99 Talbot Blvd
    OFFICE BUILDING

    99 Talbot Blvd, Chestertown, MD 21620-1012

    Value Estimation by Request
    5,000 sqft · 1.01 AC lot
    View details

    Chestertown, MD Office Spaces Market Trends and Statistics

    Explore 72 office spaces for sale in Chestertown, 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 $0.00.

    Sale prices for office spaces in Chestertown, MD start at $0.00, averaging $0.00, and reaching up to $0.00 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Office Units 9
    Coworking space 1
    Medical Office Space 1

    Demographics Overview

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

    Taxes & Financing

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

    Listings Trend

    New vs delisted commercial listings in Kent County

    New Delisted

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