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Sold for $1,825,000
    • $1,825,000

    222 E Chestnut St, Saint Michaels, MD 21663

    3beds
    2,284sqft
    Single Family Residence
    Built in 1996
    7,292 Square Feet Lot
    $1,824,900 Zestimate®
    $799/sqft
    $2,706 Estimated rent

    Home value

    $1,824,900

    $1.66M - $2.01M

    $2,706/mo

    Zestimate® history
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    What's special

    Central islandCrisp coastal huesStone surfacesHand-scraped hardwoodsWood-burning hearthBeautifully renovated interiorsTailored millwork
    Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come By Chance’s, design team. Across living spaces, you’ll enjoy quiet refinement of the original 1996 construction as hand-scraped hardwoods, tailored millwork, crisp coastal hues, and light-filled windows frame seasonal harbor moments. Host visiting guests near your wood-burning hearth where built-ins hold favorite reads, collected shells, and travel mementos. Here, both curated and comfortably lived-in personality mirror mornings with coffee and dinner aromas from your breezy kitchen of high-end appliances, stone surfaces, and a central island. While everything from simple breakfasts to generous crab feasts overlook nautical views from your sunlit sitting room, you’re sure to linger long after meals from either of the double balconies. Here, let casual conversation entertain, then settle within either of your three serene bedrooms letting two full and one half baths refresh. Outside, toss yard toys for a four legged friend, cast off kayaks towards quiet coves, or set sail into the open expanse of the Chesapeake Bay. Closer to home, afternoons unfold, just a stroll’s-distance away toward daily discoveries within nearby St. Michaels shops, cafés, museums, and the yacht club.

    Zillow last checked:

    Listing updated:

    Listed by:

    Cornelia C Heckenbach 410-310-1229,

    Long & Foster Real Estate, Inc.

    Bought with:

    Unrepresented

    Unrepresented

    Source: Bright MLS,MLS#: MDTA2013140MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Rooms
    • Room types: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Primary Bathroom, Full Bath, Half Bath
    Primary bedroom
    • Features: Balcony Access, Bathroom - Walk-In Shower, Granite Counters, Double Sink, Flooring - Ceramic Tile, Flooring - HardWood, Window Treatments, Walk-In Closet(s)
    • Level: Upper
    • Area: 345 Square Feet
    • Dimensions: 23 X 15
    Bedroom 2
    • Features: Balcony Access, Flooring - HardWood, Window Treatments
    • Level: Upper
    • Area: 140 Square Feet
    • Dimensions: 14 X 10
    Bedroom 3
    • Features: Balcony Access, Window Treatments, Flooring - Solid Hardwood
    • Level: Upper
    • Area: 207 Square Feet
    • Dimensions: 23 X 9
    Primary bathroom
    • Features: Bathroom - Walk-In Shower, Double Sink
    • Level: Upper
    • Area: 119 Square Feet
    • Dimensions: 7 X 17
    Family room
    • Features: Flooring - Solid Hardwood, Balcony Access, Window Treatments
    • Level: Main
    • Area: 253 Square Feet
    • Dimensions: 11 X 23
    Foyer
    • Features: Flooring - Solid Hardwood
    • Level: Main
    • Area: 40 Square Feet
    • Dimensions: 4 X 10
    Other
    • Level: Upper
    • Area: 52 Square Feet
    • Dimensions: 4 X 13
    Half bath
    • Level: Main
    • Area: 30 Square Feet
    • Dimensions: 6 X 5
    Kitchen
    • Features: Kitchen Island, Breakfast Bar, Granite Counters, Dining Area, Eat-in Kitchen, Recessed Lighting, Window Treatments
    • Level: Main
    • Area: 143 Square Feet
    • Dimensions: 11 X 13
    Laundry
    • Level: Main
    • Area: 48 Square Feet
    • Dimensions: 8 X 6
    Living room
    • Features: Flooring - Solid Hardwood, Fireplace - Gas, Balcony Access, Window Treatments
    • Level: Main
    • Area: 435 Square Feet
    • Dimensions: 29 X 15
    Heating
    • Heat Pump, Electric
    Cooling
    • Other, Electric
    Appliances
    • Included: Dishwasher, Dryer, Oven/Range - Gas, Washer, Electric Water Heater
    • Laundry: Washer/Dryer Hookups Only, Laundry Room
    Features
    • Attic, Dining Area, Chair Railings, Upgraded Countertops, Crown Molding, Primary Bath(s), Floor Plan - Traditional
    • Flooring: Hardwood, Wood
    • Windows: Window Treatments
    • Has basement: No
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,284
    • Total interior livable area: 2,284 sqft
    • Finished area above ground: 2,284
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 2
    • Parking features: Circular Driveway, Driveway
    • Uncovered spaces: 2
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Sidewalks
    • Pool features: None
    • Has view: Yes
    • View description: Water, Garden
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Private Dock Site, River, Boat - Powered, Sail, Canoe/Kayak
    • Body of water: St. Michaels Harbor - Miles River
    • Frontage length: Water Frontage Ft: 180
    Lot
    • Size: 7,292 Square Feet
    • Features: Bulkheaded, Front Yard, Landscaped, SideYard(s)
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 2102062836
    • Zoning: RES
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Block, Brick/Mortar, Crawl Space
    • Roof: Architectural Shingle
    Condition
    • New construction: No
    • Year built: 1996

    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: $799/sqft
    • Tax assessed value: $1,329,533
    • Annual tax amount: $13,765
    • Date on market: 3/19/2026
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    8/10/2026Sold$1,825,000-3.2%$799/sqft
    Source: Bright MLS #MDTA2013140 Report a problem
    7/8/2026Pending sale$1,885,000$825/sqft
    Source: Bright MLS #MDTA2013140 Report a problem
    3/19/2026Listed for sale$1,885,000-16.2%$825/sqft
    Source: Bright MLS #MDTA2013140 Report a problem
    12/16/2025Listing removed$2,250,000$985/sqft
    Source: Bright MLS #MDTA2011446 Report a problem
    8/27/2025Price change$2,250,000-6.1%$985/sqft
    Source: Bright MLS #MDTA2011446 Report a problem
    7/21/2025Listed for sale$2,395,000+139.5%$1,049/sqft
    Source: Bright MLS #MDTA2011446 Report a problem
    5/1/2017Sold$1,000,000-22.8%$438/sqft
    Source: Public Record Report a problem
    4/10/2017Pending sale$1,295,000$567/sqft
    Source: Benson & Mangold, LLC #TA9867095 Report a problem
    3/31/2017Price change$1,295,000-27.7%$567/sqft
    Source: Benson & Mangold, LLC #TA9867095 Report a problem
    3/7/2017Price change$1,790,000+38.2%$784/sqft
    Source: Benson & Mangold, LLC #TA9867095 Report a problem
    2/20/2017Listed for sale$1,295,000+23.3%$567/sqft
    Source: Benson & Mangold LLC #TA9867095 Report a problem
    11/22/2016Listing removed$1,050,000$460/sqft
    Source: Meredith Fine Properties #TA9663702 Report a problem
    9/10/2016Price change$1,050,000-18.9%$460/sqft
    Source: Meredith Fine Properties #TA9663702 Report a problem
    5/20/2016Listed for sale$1,295,000$567/sqft
    Source: Meredith Fine Properties #TA9663702 Report a problem
    11/17/2014Listing removed$1,295,000$567/sqft
    Source: Benson & Mangold, LLC #TA8355267 Report a problem
    5/22/2014Price change$1,295,000-23.6%$567/sqft
    Source: Benson & Mangold, LLC #TA8355267 Report a problem
    4/8/2014Listing removed$3,900$2/sqft
    Source: ExecuHome Realty #TA8205919 Report a problem
    2/6/2014Listed for sale$1,695,000+13.2%$742/sqft
    Source: Benson & Mangold, LLC #TA8355267 Report a problem
    10/30/2013Listed for rent$3,900$2/sqft
    Source: ExecuHome Realty #TA8205919 Report a problem
    10/25/2013Listing removed$1,497,000$655/sqft
    Source: ExecuHome Realty #TA8061165 Report a problem
    4/23/2013Listed for sale$1,497,000-31.2%$655/sqft
    Source: ExecuHome Realty #TA8061165 Report a problem
    6/22/2012Listing removed$2,175,000$952/sqft
    Source: ExecuHome Realty #TA7867571 Report a problem
    6/19/2012Listed for sale$2,175,000+17.6%$952/sqft
    Source: ExecuHome Realty #TA7867571 Report a problem
    9/13/2007Sold$1,850,000+68.2%$810/sqft
    Source: Public Record Report a problem
    10/21/2002Sold$1,100,000+65.4%$482/sqft
    Source: Public Record Report a problem
    10/19/1999Sold$665,000+66.3%$291/sqft
    Source: Public Record Report a problem
    2/28/1996Sold$400,000+175.9%$175/sqft
    Source: Public Record Report a problem
    9/18/1995Sold$145,000$63/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$13,765 +3.5%$1,094,000 +2.5%
    2024$13,297 +6.6%$1,067,200 +2.6%
    2023$12,469 +6.3%$1,040,400 +2.6%
    2022$11,727 +0.9%$1,013,600
    2021$11,618 $1,013,600
    2020$11,618 -2.2%$1,013,600 -2.2%
    2019$11,884 +2.8%$1,036,800
    2018$11,561 +3.3%$1,036,800
    2017$11,195 +1.5%$1,036,800 -9.5%
    2016$11,029 $1,146,000
    2015$11,029 -5.8%$1,146,000
    2014$11,707 $1,146,000 -1.7%
    2013-- $1,166,200 +0.2%
    2012-- $1,163,837 +0.2%
    2011-- $1,161,473 +0.2%
    2010-- $1,159,110 +10.9%
    2009-- $1,045,156 +12.2%
    2008-- $931,203 +13.9%
    2007-- $817,250 +13.5%
    2006-- $720,356 +15.5%
    2005-- $623,463 +18.4%
    2004-- $526,570 +10%
    2003-- $478,686 +11.1%
    2002-- $430,803 +12.5%
    2001-- $382,920
    Find assessor info on the county website

    Neighborhood: 21663

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    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • 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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    Estimated market value
    $1,824,900
    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
    $1,824,900

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