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    Chestertown, MD Multifamily 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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    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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    Historic Chestertown Multi-Family Opportunity
    $395,000
    3,664 SF
    Historic Chestertown Multi-Family Opportunity

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

    349 & 351 HIGH STREET, Chestertown, MD 21620

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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 3 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.

    Grasonville Apartment Building For Sale
    $339,000
    2,655 SF
    Grasonville Apartment Building For Sale

    Five-unit apartment building in Grasonville, Maryland, near US-50.

    5122 MAIN Street, Grasonville, MD 21638

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    Multifamily Property with Office Space
    $629,900
    Multifamily Property with Office Space

    Four residential units plus office space, fully rented.

    310 MAIN St, Marydel, MD 21649

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    Updated Apartment Building Investment Opportunity
    $620,000
    3,600 SF
    Updated Apartment Building Investment Opportunity

    Updated four-unit apartment building with potential rental income.

    310 Main Street, Marydel, MD 21649

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    Gated Campground Lot with RV
    $60,000
    Gated Campground Lot with RV

    Private, gated membership campground lot with water and sewer hookups plus an included patio and RV.

    111 SADDLER WAY, Grasonville, MD 21638

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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.

    Land Subdivision with Mobile Potential
    $125,000
    Land Subdivision with Mobile Potential

    Land with subdivision potential, suitable for "Class C" mobiles.

    Lot 2 Seashore Highway, Bridgeville, DE 19933

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    Land for Sale
    Contact for pricing
    Land for Sale

    Land available on Mine Road, Kinzers, PA.

    5153-D Mine Rd, Kinzers, PA 17535

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    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

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    Turnkey Camping Property in Horntown
    $163,500
    0.16 Acres
    Turnkey Camping Property in Horntown

    High-end camping with access to numerous amenities.

    354-355* SEA BASS DR lot: 2Lots, Horntown, VA 23395

    View details

    Chestertown, MD Multifamily Properties Investment Opportunities Market Analysis

    Explore 3 multifamily properties for sale in Chestertown, MD, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 3,664 square feet of properties for sale, with an estimated market value of $395,000.

    Sale prices for multifamily properties in Chestertown, MD start at $395,000, averaging $395,000, and reaching up to $395,000 — 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

    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 $1.4M

    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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