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Sold for $290,000
  • $290,000

    522 High St, Chestertown, MD 21620

    2beds
    1,518sqft
    Single Family Residence
    Built in 1820
    3,640 Square Feet Lot
    $294,500 Zestimate®
    $191/sqft
    $1,919 Estimated rent

    Home value

    $294,500

    Estimated sales range

    Not available

    $1,919/mo

    Zestimate® history
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    What's special

    Private backyard sanctuaryBrick patioPeaceful garden settingOriginal architectural detailsGenerously sized dining room
    ✨ Historic Charm in the Heart of Downtown Chestertown ✨ Step back in time and discover the character, craftsmanship, and endless potential of this circa-1820 historic home. Nestled in the heart of downtown Chestertown, this property is filled with the original architectural details and timeless charm that historic home lovers dream about. Featuring 2 spacious bedrooms with the potential for a 3rd, 3 full bathrooms, a welcoming kitchen with an eat-in area, and a generously sized dining room, this home offers a solid foundation for restoration and reimagining. While the property is in need of some repairs and renovation, it presents an incredible opportunity for the buyer who has always dreamed of owning a piece of history; or the savvy investor looking for their next restoration project. Outside, escape to your own private backyard sanctuary complete with a brick patio, fountain, and peaceful garden setting, an unexpected retreat right in town. Please note that the home is currently furnished and filled with décor and personal property. All furniture, décor, and contents currently in the home will be auctioned prior to settlement and are not included in the sale unless otherwise agreed upon. If you've been waiting for the right historic home to make your own, this is your chance to bring new life to a true Chestertown treasure. 🏡✨

    Zillow last checked:

    Listing updated:

    Listed by:

    Taylor Leaverton 410-708-5775,

    Benson & Mangold, LLC

    Bought with:

    Chris Rosendale, 594933

    CR Realty

    Source: Bright MLS,MLS#: MDKE2006614MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 3
    • Full bathrooms: 3
    • Main level bathrooms: 1
    Basement
    • Area: 0
    Heating
    • Baseboard, Propane
    Cooling
    • None
    Appliances
    • Included: Tankless Water Heater
    • Laundry: Dryer In Unit, Washer In Unit
    Features
    • Flooring: Wood
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Gas/Propane
    Interior area
    • Total structure area: 1,518
    • Total interior livable area: 1,518 sqft
    • Finished area above ground: 1,518
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: On Street
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: 2+ Access Exits
    Features
    • Levels: Two
    • Stories: 2
    • Pool features: None
    Lot
    • Size: 3,640 Square Feet
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 1504009584
    • Zoning: R-5
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Federal
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Foundation: Brick/Mortar
    • Roof: Architectural Shingle
    Condition
    • New construction: No
    • Year built: 1820

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Chestertown Historic District
    HOA
    • Has HOA: No
    Location
    • Region: Chestertown
    • Municipality: Chestertown

    Financial & listing details

    • Price per square foot: $191/sqft
    • Tax assessed value: $302,433
    • Annual tax amount: $4,636
    • Date on market: 5/30/2026
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    9/30/2026Sold$290,000+0%$191/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    8/18/2026Contingent$289,900$191/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    8/14/2026Price change$289,900-8%$191/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    8/6/2026Price change$315,000-10%$208/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    7/13/2026Price change$350,000-12.5%$231/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    6/29/2026Price change$399,900-5.9%$263/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    6/13/2026Price change$425,000-5.6%$280/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    5/30/2026Listed for sale$450,000+38%$296/sqft
    Source: Bright MLS #MDKE2006614 Report a problem
    2/14/2006Sold$326,000+214.1%$215/sqft
    Source: Public Record Report a problem
    9/16/2003Sold$103,800+11%$68/sqft
    Source: Public Record Report a problem
    8/12/1999Sold$93,500+49.6%$62/sqft
    Source: Public Record Report a problem
    8/31/1995Sold$62,500$41/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2026-- $302,433 +2.2%
    2025$4,636 +4.4%$295,800 +4.4%
    2024$4,439 +4.6%$283,233 +4.6%
    2023$4,242 +5.5%$270,667 +4.9%
    2022$4,019 +0.1%$258,100 +0.7%
    2021$4,017 +0.7%$256,300 +0.7%
    2020$3,989 +0.9%$254,500 +0.7%
    2019$3,952 +0.6%$252,700
    2018$3,927 +3.3%$252,700
    2017$3,801 +41.7%$252,700
    2016$2,682 $252,700
    2015$2,682 $252,700
    2014$2,682 $252,700 -7.4%
    2013-- $272,800
    2012-- $272,800
    2011-- $272,800 -10.4%
    2010-- $304,550 +18.9%
    2009-- $256,212 +23.3%
    2008-- $207,876 +30.3%
    2007-- $159,540 +16.4%
    2006-- $137,050 +19.6%
    2005-- $114,560 +24.4%
    2004-- $92,070 +11.9%
    2003-- $82,300 +13.5%
    2002-- $72,530 +15.6%
    2001-- $62,760
    Find assessor info on the county website

    Neighborhood: 21620

    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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    Estimated market value

    $294,500

    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value

    $294,500