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Marjorie Dick Stuart

  • Cell 240-731-8079
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222 Chestnut, SAINT MICHAELS, MD – $2,250,000

  • 3 Beds
  • Baths
  • 2,284 Sqft
  • .17 Acres
  • 3 Beds
  • Baths
  • 2,284 Sqft
  • .17 Acres

222 Chestnut

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 .

Essential Information

  • MLS® #MDTA2011446
  • Price$2,250,000
  • Bedrooms3
  • Bathrooms2.50
  • Full Baths2
  • Half Baths1
  • Square Footage2,284
  • Acres0.17
  • Year Built1996
  • TypeResidential
  • Sub-TypeDetached
  • StyleColonial
  • StatusActive

Community Information

  • Address222 Chestnut
  • SubdivisionST. MICHAELS
  • CitySAINT MICHAELS
  • CountyTALBOT-MD
  • StateMD
  • MunicipalitySaint Michaels
  • Zip Code21663

Amenities

  • ParkingDW - Circular
  • ViewWater
  • Is WaterfrontYes
  • WaterfrontRiver

Amenities

Attic, Chair Railing, Upgraded Countertops, Crown Molding, Master Bath(s), Shades/Blinds, Wood Floors, Washer/Dryer Hookup

Interior

  • Interior FeaturesFloor Plan-Traditional
  • HeatingHeat Pump(s)
  • CoolingCentral A/C
  • FireplaceYes
  • # of Fireplaces1
  • # of Stories2
  • Stories2 Story

Appliances

Dishwasher, Dryer, Oven/Range-Gas, Washer

Exterior

  • ExteriorVinyl Siding
  • Lot DescriptionBulkheaded
  • RoofArchitectural Shingle

Foundation

Block, Brick/Mortar, Crawl Space

School Information

  • DistrictTALBOT COUNTY PUBLIC SCHOOLS

Additional Information

  • Date ListedJuly 21st, 2025
  • Days on Market56
  • ZoningRES

Listing Details

  • OfficeBenson & Mangold, LLC
  • Office Contact4108226665
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Price Change History for 222 Chestnut, SAINT MICHAELS, MD (MLS® #MDTA2011446)

Date Details Price Change
Price Reduced (from $2,395,000) $2,250,000 $145,000 (6.05%)

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Listing information last updated on September 14th, 2025 at 11:03pm CDT.