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    Chestertown, MD Apartment Buildings 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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    Updated Apartment Building in Chestertown
    $1,469,900
    Updated Apartment Building in Chestertown

    104 MAPLE Ave, Chestertown, MD 21620

    Turnkey, stabilized apartment building near downtown and Washington College.
    • 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.
    Updated: Apr 24
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    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.

    Aberdeen 5-Unit Apartment Building
    $300,000
    4,536 SF
    Aberdeen 5-Unit Apartment Building

    Fully occupied 5-unit apartment building with detached garage in Aberdeen.

    136 S Parke St, Aberdeen, MD 21001

    View details
    Aberdeen Multifamily Investment Opportunity
    Contact for pricing
    15,768 SF
    Aberdeen Multifamily Investment Opportunity

    Multifamily property with 21 units in Aberdeen, Maryland.

    80 E Bel Air Ave, Aberdeen, MD 21001

    View details
    Fully Leased Apartment Building
    $765,000
    0.19 Acres
    Fully Leased Apartment Building

    Seven-unit apartment building with updated kitchens and bathrooms.

    2722 LODGE FARM ROAD, Sparrows Point, MD 21219

    View details
    Fully Leased Apartment Building
    $765,000
    0.19 Acres
    Fully Leased Apartment Building

    Seven-unit apartment building with updated kitchens and bathrooms.

    2722 Lodge Farm Rd, Sparrows Point, MD 21219

    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.

    La Plata Land For Sale
    $250,000
    0.23 Acres
    La Plata Land For Sale

    0.23 acre parcel in La Plata, zoned CB.

    107 HOWARD Street, La Plata, MD 20646

    View details
    Land Near Shepherd University
    $650,000
    3.70 Acres
    Land Near Shepherd University

    Prime land near Shepherd University with development potential.

    8285 MARTINSBURG Pike, Shepherdstown, WV 25443

    View details
    Brooklyn Two-Family Home with Development Potential
    $1,888,888
    2,660 SF
    Brooklyn Two-Family Home with Development Potential

    Two-family home on a large lot with significant development potential.

    69 Martense Street, Brooklyn, NY 11226

    View details
    Multifamily Development Opportunity in Charlotte
    $559,700
    0.47 Acres
    Multifamily Development Opportunity in Charlotte

    Prime 0.47-acre parcel zoned for multifamily development near UNC Charlotte.

    4312 Tantilla Circle, Charlotte, NC 28215

    View details

    Chestertown, MD Apartment Buildings Investment Opportunities Market Analysis

    Explore 2 apartment buildings 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 $3,769,900.

    Sale prices for two-family homes in Chestertown, MD start at $1,469,900, averaging $1,884,950, 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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