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    Chestertown, MD
    Apartment Building

    Chestertown, MD Apartment Buildings for Sale

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    Worton, MD Church Hill, MD Still Pond, MD Rock Hall, MD Millington, MD Betterton, MD Sudlersville, MD Centreville, MD
    Mixed-Use Income Property with Retail
    Updated: Jul 10
    Mixed-Use Income Property with Retail

    200204 High Street, Chestertown, MD 21620

    $2,300,000
    1860‑built downtown Chestertown building with 5 apartments and 3 storefronts
    Renovated to the studs in 2022; since renovations, no vacancies reported
    Replaced major systems in 2022: new electric service, wiring, plumbing (PEX), water and septic lines, and energy‑efficient water heaters and appliances
    New windows, insulation, and air sealing; monitored fire alarm system and rebuilt foundation
    Roof work includes new rear portions roof (front 50‑year cedar roof replaced in early 2000s)
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    Updated Apartment Building in Chestertown
    Updated: Apr 24
    Updated Apartment Building in Chestertown

    104 MAPLE Ave, Chestertown, MD 21620

    $1,350,000
    Turnkey, stabilized asset with strong fundamentals.
    Well‑balanced unit mix with a 3‑bedroom and five 2‑bedroom units.
    Updated units feature hardwood flooring, quartz countertops (select units), LED lighting, and in‑unit washer/dryers (most units).
    Significant building‑wide improvements completed in 2019.
    Located in Chestertown's historic, walkable community near downtown restaurants, waterfront, and shopping.
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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 10 Potential Opportunities for your consideration. Besides 2 Active listings in Chestertown, MD, we suggest exploring several alternatives: 4 properties in Nearby Cities, 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.

    Corner Lot Multifamily Building
    Corner Lot Multifamily Building

    128 S PHILADELPHIA Blvd, Aberdeen, MD 21001

    $350,000

    Multi-family building with 11 residential units on a corner lot and ample off-street parking.

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    Residential Land with Townhouse Potential
    Residential Land with Townhouse Potential

    301 NORTHEAST Road, Aberdeen, MD 21001

    $219,333
    801 sqft 1.60 AC lot

    A 1.6-acre R3-zoned parcel allowing condos, apartments, or townhouses with sketches for up to eight homes.

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    Fully Leased Apartment Building
    Fully Leased Apartment Building

    2722 LODGE FARM ROAD, Sparrows Point, MD 21219

    $765,000
    0.19 AC lot

    Seven-unit apartment building with updated kitchens and bathrooms.

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    Fully Leased Apartment Building
    Fully Leased Apartment Building

    2722 Lodge Farm Rd, Sparrows Point, MD 21219

    $765,000
    0.19 AC lot

    Seven-unit apartment building with updated kitchens and bathrooms.

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    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.

    Central Business Zoned Development Land
    Central Business Zoned Development Land

    107 HOWARD Street, La Plata, MD 20646

    $250,000
    0.23 AC lot

    Central Business zoned parcel with plans for a three-story mixed-use building and 15 parking spaces.

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    Land Near Shepherd University
    Land Near Shepherd University

    8285 MARTINSBURG Pike, Shepherdstown, WV 25443

    $650,000
    3.70 AC lot

    Prime land near Shepherd University with development potential.

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    Detached Two-Family Residence
    Detached Two-Family Residence

    69 Martense Street, Brooklyn, NY 11226

    $1,888,888
    0.10 AC lot

    Detached two-family home with two 3-bedroom apartments and a semi-finished basement featuring a separate entrance.

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    Asheville Development Opportunity: 5.94 Acres
    Asheville Development Opportunity: 5.94 Acres

    215 N Bear Creek Road, Asheville, NC 28806

    $2,500,000
    5.94 AC lot

    5.94-acre parcel zoned RM6, ideal for multi-family development.

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    Chestertown, MD Apartment Buildings Market Trends and Statistics

    Explore 2 apartment buildings for sale in Chestertown, MD on our real estate platform.

    Sale prices for two-family homes in Chestertown, MD start at $1,350,000, averaging $1,825,000, 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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    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 $1.9M

    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.

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