222 Chestnut, Saint Michaels, MD 21663
Local realty services provided by:CENTURY 21 Downtown
222 Chestnut,Saint Michaels, MD 21663
$2,250,000
- 3 Beds
- 3 Baths
- 2,284 sq. ft.
- Single family
- Active
Listed by: brian k gearhart
Office: benson & mangold, llc.
MLS#:MDTA2011446
Source:BRIGHTMLS
Price summary
- Price:$2,250,000
- Price per sq. ft.:$985.11
About this home
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 .
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Home facts
- Year built:1996
- Listing ID #:MDTA2011446
- Added:146 day(s) ago
- Updated:December 14, 2025 at 02:52 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Living area:2,284 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Architectural Shingle
- Year built:1996
- Building area:2,284 sq. ft.
- Lot area:0.17 Acres
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,250,000
- Price per sq. ft.:$985.11
- Tax amount:$13,297 (2025)
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