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Pending
    • Price cut: $5K (6/23)
    $309,900

    304 Hadaway Dr, Chestertown, MD 21620

    4beds
    1,325sqft
    : 
    $2,073/mo
    Get pre-qualified
    Single Family Residence
    Built in 1960
    0.41 Acres Lot
    $-- Zestimate®
    $234/sqft
    $-- HOA

    What's special

    Welcome to this charming 4-bedroom rancher nestled in the heart of historic Chestertown, offering the perfect blend of peaceful rural living and convenient access to town amenities. Enjoy easy one-level living with a functional layout and gorgeous hardwood floors that add warmth and character throughout the home. The beautiful white kitchen features stainless steel appliances, including a gas range and microwave range hood, creating a bright and inviting space for everyday living and entertaining. The home offers four main-level bedrooms, including a comfortable owner's suite with a private ensuite bathroom. Surrounded by the beauty of Maryland's Eastern Shore, this property is ideal for those who appreciate outdoor living, with countless nearby opportunities for hunting, fishing, crabbing, boating, and exploring nature. Enjoy the charm, history, shops, dining, and waterfront attractions that make Chestertown such a sought-after destination while still embracing the peace and privacy of a rural setting. Mortgage savings may be available for buyers of this listing.
    73 days
    |
    223
    |
    9
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Dawn Kane 843-323-9597,

    Redfin Corporation (215) 631-3154

    Source: Bright MLS,MLS#: MDKE2006482MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 2
      • Main level bedrooms: 4
      Rooms
      • Room types: Living Room, Dining Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Bedroom 1, Bathroom 1, Bathroom 2
      Bedroom 1
      • Level: Main
      Bedroom 2
      • Level: Main
      Bedroom 3
      • Level: Main
      Bedroom 4
      • Level: Main
      Bathroom 1
      • Level: Main
      Bathroom 2
      • Level: Main
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Water Heater, Dishwasher, Refrigerator, Cooktop, Washer/Dryer Stacked, Disposal, Microwave
      • Laundry: Main Level
      Features
      • Bathroom - Tub Shower, Dining Area, Floor Plan - Traditional, Eat-in Kitchen, Dry Wall
      • Flooring: Ceramic Tile, Hardwood
      • Doors: Insulated, Six Panel
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 1,325
      • Total interior livable area: 1,325 sqft
      • Finished area above ground: 1,325
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway, Private, Surface
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: None
      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Lighting, Play Area, Sidewalks
      • Pool features: None
      • Has view: Yes
      • View description: Street
      Lot
      • Size: 0.41 Acres
      • Features: Front Yard, Level, Private, Rear Yard, Secluded, SideYard(s)
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 1504004752
      • Zoning: R
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler
      • Property subtype: Single Family Residence
      Materials
      • Other
      • Foundation: Concrete Perimeter, Permanent
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1960
      • Major remodel year: 2025

      Utilities & green energy

      • Electric: 220 Volts
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Above Ground

      Community & HOA

      Community
      • Security: Main Entrance Lock
      • Subdivision: Chestertown
      HOA
      • Has HOA: No
      Location
      • Region: Chestertown
      • Municipality: Chestertown

      Financial & listing details

      • Price per square foot: $234/sqft
      • Tax assessed value: $163,400
      • Annual tax amount: $2,500
      • Date on market: 5/14/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $2,195/mo

        Price history

        DateEventPrice
        7/18/2026Pending sale$309,900$234/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        7/14/2026Listing removed$2,500$2/sqft
        Source: Zillow Rentals Report a problem
        7/2/2026Contingent$309,900$234/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        6/23/2026Price change$309,900-1.6%$234/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        6/23/2026Listed for rent$2,500$2/sqft
        Source: Zillow Rentals Report a problem
        6/12/2026Price change$314,900-2.4%$238/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        5/26/2026Price change$322,500-2.2%$243/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        5/14/2026Listed for sale$329,900-2.7%$249/sqft
        Source: Bright MLS #MDKE2006482 Report a problem
        4/30/2026Listing removed$339,000$256/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        4/3/2026Listed for sale$339,000-1.7%$256/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        3/16/2026Listing removed$344,900$260/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        3/6/2026Listed for sale$344,900$260/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        2/24/2026Pending sale$344,900$260/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        2/12/2026Price change$344,900-1.5%$260/sqft
        Source: Bright MLS #MDKE2006116 Report a problem
        2/11/2026Listing removed$2,500$2/sqft
        Source: Zillow Rentals Report a problem
        2/9/2026Listed for rent$2,500$2/sqft
        Source: Zillow Rentals Report a problem
        1/7/2026Price change$350,000-12.3%$264/sqft
        Source: Bright MLS #MDKE2005848 Report a problem
        11/29/2025Price change$399,000-6.1%$301/sqft
        Source: Bright MLS #MDKE2005848 Report a problem
        11/7/2025Listed for sale$425,000+70%$321/sqft
        Source: Bright MLS #MDKE2005848 Report a problem
        7/31/2025Sold$250,000+0%$189/sqft
        Source: Bright MLS #MDKE2005430 Report a problem
        7/19/2025Pending sale$249,900$189/sqft
        Source: Bright MLS #MDKE2005430 Report a problem
        7/12/2025Listed for sale$249,900$189/sqft
        Source: Bright MLS #MDKE2005430 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,106 +109.1%$163,400 +4.9%
        2024$2,442 +5.1%$155,833 +5.1%
        2023$2,324 +6.1%$148,267 +5.4%
        2022$2,191 -0.6%$140,700
        2021$2,205 $140,700
        2020$2,205 -0.6%$140,700 -0.8%
        2019$2,219 +0.8%$141,900 +0.2%
        2018$2,202 +3.5%$141,667 +0.2%
        2017$2,127 +13.3%$141,433 +0.2%
        2016$1,877 $141,200
        2015$1,877 $141,200
        2014$1,877 $141,200 -5.9%
        2013-- $150,100
        2012-- $150,100
        2011-- $150,100 -16%
        2010-- $178,700 +10.5%
        2009-- $161,790 +11.7%
        2008-- $144,880 +13.2%
        2007-- $127,970 +11.4%
        2006-- $114,862 +12.9%
        2005-- $101,756 +14.8%
        2004-- $88,650 +6.6%
        2003-- $83,182 +7%
        2002-- $77,716 +7.6%
        2001-- $72,250
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 21620

        Getting around

        63 / 100
        Somewhat Walkable
        49 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Kent County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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