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For sale
  • $1,250,000

    202 E Chestnut St, Saint Michaels, MD 21663

    3beds
    2,052sqft
    : 
    $7,840/mo
    Get pre-qualified
    Single Family Residence
    Built in 1897
    3,567 Square Feet Lot
    $1,192,200 Zestimate®
    $609/sqft
    $-- HOA

    What's special

    Custom built-insBeautifully renovated hall bathThree renovated bathsCustom millworkBrick patioNew roof and guttersBeautifully landscaped gardens
    Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.
    7 hours
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    Zillow last checked:

    Listing updated:

    Listed by:

    Wink Cowee 410-310-0208,

    Benson & Mangold, LLC (410) 745-0415

    Source: Bright MLS,MLS#: MDTA2014844MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Bathroom 1, Bathroom 2, Primary Bathroom
      Primary bedroom
      • Features: Flooring - Wood
      • Level: Upper
      Bedroom 2
      • Features: Flooring - Wood
      • Level: Upper
      Bedroom 3
      • Features: Flooring - Wood
      • Level: Upper
      Primary bathroom
      • Features: Flooring - Marble
      • Level: Upper
      Bathroom 1
      • Level: Main
      Bathroom 2
      • Features: Flooring - Tile/Brick
      • Level: Upper
      Dining room
      • Features: Flooring - Wood
      • Level: Main
      Family room
      • Features: Flooring - Wood
      • Level: Main
      Kitchen
      • Features: Flooring - Wood
      • Level: Main
      Living room
      • Features: Fireplace - Other, Flooring - Wood
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Heat Pump, Multi Units, Electric
      Appliances
      • Included: Dishwasher, Disposal, Oven/Range - Gas, Range Hood, Refrigerator, Washer/Dryer Stacked, Tankless Water Heater, Oven, Instant Hot Water
      Features
      • Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Butlers Pantry, Recessed Lighting
      • Flooring: Wood
      • Windows: Window Treatments
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 2,052
      • Total interior livable area: 2,052 sqft
      • Finished area above ground: 2,052
      • Finished area below ground: 0

      Property

      Parking
      • Parking features: On Street
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Two
      • Stories: 2
      • Pool features: None
      Lot
      • Size: 3,567 Square Feet
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 2102066831
      • Zoning: RES
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cottage,Victorian
      • Property subtype: Single Family Residence
      Materials
      • Frame
      • Foundation: Crawl Space
      • Roof: Architectural Shingle
      Condition
      • New construction: No
      • Year built: 1897

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Subdivision: St. Michaels
      HOA
      • Has HOA: No
      Location
      • Region: Saint Michaels
      • Municipality: Saint Michaels

      Financial & listing details

      • Price per square foot: $609/sqft
      • Tax assessed value: $609,200
      • Annual tax amount: $7,023
      • Date on market: 8/21/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $1,192,200

        $1.13M - $1.25M

        $2,403/mo

        Price history

        DateEventPrice
        8/21/2026Listed for sale$1,250,000-2%$609/sqft
        Source: Bright MLS #MDTA2014844 Report a problem
        6/13/2026Listing removed$1,275,000$621/sqft
        Source: Bright MLS #MDTA2013714 Report a problem
        5/7/2026Listed for sale$1,275,000+79.6%$621/sqft
        Source: Bright MLS #MDTA2013714 Report a problem
        8/12/2021Sold$710,000+10.1%$346/sqft
        Source: Bright MLS #MDTA141450 Report a problem
        7/28/2021Pending sale$645,000$314/sqft
        Source: Bright MLS #MDTA141450 Report a problem
        6/15/2021Contingent$645,000$314/sqft
        Source: Bright MLS #MDTA141450 Report a problem
        6/12/2021Listed for sale$645,000+9.5%$314/sqft
        Source: Bright MLS #MDTA141450 Report a problem
        11/30/2020Listing removed$589,000$287/sqft
        Source: Long & Foster Real Estate, Inc. #MDTA138956 Report a problem
        8/15/2020Listed for sale$589,000-3.4%$287/sqft
        Source: Long & Foster Real Estate, Inc. #MDTA138956 Report a problem
        12/21/2019Listing removed$610,000$297/sqft
        Source: Long & Foster Real Estate, Inc. #MDTA135456 Report a problem
        4/7/2019Listed for sale$610,000-5.4%$297/sqft
        Source: Long & Foster Real Estate, Inc. #MDTA134826 Report a problem
        10/2/2018Listing removed$645,000$314/sqft
        Source: Long & Foster Real Estate, Inc. #TA10078018 Report a problem
        10/10/2017Listed for sale$645,000+213.1%$314/sqft
        Source: Long & Foster Real Estate, Inc. #TA10078018 Report a problem
        5/7/1996Sold$206,000$100/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $558,200 +6.5%
        2024$6,528 +11.2%$523,900 +7%
        2023$5,868 +11.4%$489,600 +7.5%
        2022$5,268 +0.9%$455,300
        2021$5,219 $455,300
        2020$5,219 -2.5%$455,300 -2.5%
        2019$5,355 +6.1%$467,200 +3.2%
        2018$5,048 +6.7%$452,733 +3.3%
        2017$4,732 +197.4%$438,267 +3.4%
        2016$1,591 $423,800
        2015$1,591 -9.4%$423,800
        2014$1,756 $423,800 -19.8%
        2013-- $528,400
        2012-- $528,400
        2011-- $528,400 -17%
        2010-- $636,670 +11.8%
        2009-- $569,386 +13.4%
        2008-- $502,103 +15.5%
        2007-- $434,820 +11.2%
        2006-- $390,926 +12.6%
        2005-- $347,033 +14.5%
        2004-- $303,140 +11.3%
        2003-- $272,320 +12.8%
        2002-- $241,500 +14.6%
        2001-- $210,680
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21663

        Getting around

        70 / 100
        Somewhat Walkable
        62 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: St. Michaels
        • Middle: St. Michaels
        • High: St. Michaels
        • District: Talbot 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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