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For sale
  • $2,395,000

    222 E Chestnut St, Saint Michaels, MD 21663

    3beds
    2,284sqft
    : 
    Single Family Residence
    Built in 1996
    7,292 Square Feet Lot
    $-- Zestimate®
    $1,049/sqft
    $-- HOA

    What's special

    Beautiful professional landscapingRebuilt bulkheadFenced-in yardCompletely renovated homeBalconies off the bedroomsCovered front porch
    A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible views of St. Michaels Harbor. The current owners have thoughtfully renovated this 3-bedroom, 2.5-bath home inside and out, showcasing coastal décor by a local designer. The home lives comfortably and is designed for both relaxed everyday living and effortless entertaining. Enjoy a covered front porch and balconies off the bedrooms, all with breathtaking views of the harbor. Additional highlights include a fenced-in yard, beautiful professional landscaping, and a rebuilt bulkhead. Ideally located just a short walk to the town’s restaurants, bars, museums, and shops—this home allows you to fully enjoy the charm and lifestyle of historic St. Michaels. Offered completely turnkey .
    14 days
    on Zillow
    |
    1,582
    |
    59
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    Zillow last checked: 7 hours ago

    Listing updated: July 29, 2025 at 04:04am

    Listed by:

    Brian Gearhart 410-310-5179,

    Benson & Mangold, LLC 4108226665,

    Listing Team: Chesapeake Bay Properties Team Of Benson & Mangold

    Source: Bright MLS,MLS#: MDTA2011446MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 222 E Chestnut St.

    Next available tour time:Today at 3:30pm

    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
    • Level: Upper
    • Area: 345 Square Feet
    • Dimensions: 15 x 23
    Bedroom 2
    • Features: Balcony Access
    • Level: Upper
    • Area: 140 Square Feet
    • Dimensions: 10 x 14
    Bedroom 3
    • Features: Balcony Access
    • Level: Upper
    • Area: 207 Square Feet
    • Dimensions: 9 x 23
    Primary bathroom
    • Level: Upper
    • Area: 119 Square Feet
    • Dimensions: 17 x 7
    Family room
    • Level: Main
    • Area: 253 Square Feet
    • Dimensions: 23 x 11
    Foyer
    • Level: Main
    • Area: 40 Square Feet
    • Dimensions: 10 x 4
    Other
    • Level: Upper
    • Area: 52 Square Feet
    • Dimensions: 13 x 4
    Half bath
    • Level: Main
    • Area: 30 Square Feet
    • Dimensions: 5 x 6
    Kitchen
    • Features: Kitchen Island
    • Level: Main
    • Area: 143 Square Feet
    • Dimensions: 13 x 11
    Laundry
    • Level: Main
    • Area: 48 Square Feet
    • Dimensions: 6 x 8
    Living room
    • Level: Main
    • Area: 435 Square Feet
    • Dimensions: 15 x 29
    Heating
    • Heat Pump, Electric
    Cooling
    • Central Air, 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
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Circular Driveway, Driveway
    • Uncovered spaces: 2
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Two
    • Stories: 2
    • Pool features: None
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: None, River, Boat - Powered, Sail, Canoe/Kayak
    • Body of water: St. Michaels Harbor
    • Frontage length: Water Frontage Ft: 70
    Lot
    • Size: 7,292 Square Feet
    • Features: Bulkheaded
    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
    • Excellent
    • 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: $1,049/sqft
    • Tax assessed value: $1,094,000
    • Annual tax amount: $13,297
    • Date on market: 7/21/2025
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple
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