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    Chestertown, MD
    Multifamily

    Chestertown, MD Multifamily Properties for Sale

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    Worton, MD Church Hill, MD Millington, MD Kennedyville, MD Still Pond, MD Rock Hall, MD Centreville, MD Barclay, MD
    Triplex with Updated Unit Interiors
    Updated: Oct 26
    Triplex with Updated Unit Interiors

    501 HIGH STREET, Chestertown, MD 21620

    $349,900
    2,008 sqft
    Three occupied residential units
    2,008 square feet; built in 1900
    Hardwood floors in the units
    Mini‑split systems in units 1 and 2
    Unit 3 has a new bathroom
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    Renovated Mixed-Use Property
    Updated: Jul 18
    Renovated Mixed-Use Property

    200-204 HIGH ST, Chestertown, MD 21620

    $2,300,000
    Five apartments and three storefronts at 200‑204 High Street
    Residential mix includes two 2‑bedroom units and three 1‑bedroom units
    Comprehensive renovation completed in 2022
    New electrical service, meters, wiring, plumbing, and water and septic lines
    Property tax credit extends through 2032; buyer to verify transferability
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    Mixed-Use Income Property with Retail
    Mixed-Use Income Property with Retail

    200204 High Street, Chestertown, MD 21620

    $2,300,000

    Turnkey building features five apartments and three storefronts, fully renovated in 2022 and currently occupied.

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    Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads
    Historic Chestertown Multi-Family Opportunity
    Historic Chestertown Multi-Family Opportunity

    349 & 351 HIGH STREET, Chestertown, MD 21620

    $395,000
    3,664 sqft 0.13 AC lot

    Multi-family property in Chestertown's Historic and Arts & Entertainment Districts.

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    Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Opportunities in Nearby Cities

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

    Duplex with Finished Garage
    Duplex with Finished Garage

    12712 AND 12714 STILL POND RD, Still Pond, MD 21667

    $519,900
    4,305 sqft

    Two-unit property with a garage apartment-style setup, sunroom, and landscaped rear gathering area.

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    Duplex with Attached Garage
    Duplex with Attached Garage

    12712 and 12714 STILL POND Road, Still Pond, MD 21667

    $519,900
    4,305 sqft 0.43 AC lot

    Two-unit property featuring a sunroom, rear-yard improvements, and additional flexible space within the attached garage.

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    3-Unit Triplex with Sunroom
    3-Unit Triplex with Sunroom

    7213 NORTH POINT ROAD, Sparrows Point, MD 21219

    $324,900
    2,848 sqft

    The property carries BL (Business Local) zoning and includes three rental licenses.

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    Triplex with Finished Basement Space
    Triplex with Finished Basement Space

    7213 N Point Rd, Sparrows Point, MD 21219

    $324,900
    2,848 sqft

    Three separately metered apartments include tenant storage, shared laundry, and a mix of occupied and vacant units.

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    Chestertown, MD Multifamily Properties Market Trends and Statistics

    Explore 4 multifamily properties for sale in Chestertown, MD, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 5,672 square feet of properties for sale, with an estimated market value of $5,344,900.

    Sale prices for multifamily properties in Chestertown, MD start at $349,900, averaging $1,336,225, and reaching up to $2,300,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Apartment buildings 2
    Triplexes 1

    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 average listing prices of real estate assets

    Neighborhood Average Price
    21620 $1.7M

    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

    Property Size Breakdown

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

    How Realmo verifies these figures

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    Most Searched ZIP Codes in Chestertown, MD

    • 21620

    Featured Chestertown Real Estate Agencies

    Realmo connects you with licensed Chestertown CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Doug Ashley REALTORS, LLC
    227 1/2 HIGH ST Chestertown, MD 21620
    Phone: (410) 810-0010
    www.dougashleyrealtors.com
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