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222 Chestnut Saint Michaels, MD $ 2,250,000
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$ 2,250,000 Get more info
222 Chestnut
$ 2,250,000
Back to search
Share Save

222 Chestnut

Saint Michaels, MD, 21663
$ 2,250,000
Bedrooms3 Baths2.1 Sq 2,284

Monthly Estimate*

$ 14,037

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Single Family Home for sale in Saint Michaels, MD

for $2,250,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,284 square foot home was built in 1996 on a lot size of 0.17.

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 dcor 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 towns restaurants, bars, museums, and shopsthis home allows you to fully enjoy the charm and lifestyle of historic St. Michaels. Offered completely turnkey .

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Single Family Active

Price

$ 2,250,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 13,297

Style

Colonial

Lot Size

0.17

Year Built

1996

Town/City

Saint Michaels

County/Region

Talbot

MLS | Web ID

MDTA2011446
Features
General
Living Area 2284
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Negotiable
Roof Architectural Shingle
Appliances Washer/Dryer Hookups Only Dishwasher Dryer Oven/Range - Gas Washer
Zoning RES
Architectural Style Colonial
Construction Materials Vinyl Siding
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1996
View Water
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Saint Michaels
Waterfront Features None
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name ST. MICHAELS
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Rt. 33 to a right on Chestnut St. Last house on right.
City SAINT MICHAELS
Body of Water ST. MICHAELS HARBOR
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 7292.00
Tax Annual Amount 13297.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 985.11
Vacation Rental Y/N N
Virtual Tour https://my.matterport.com/show/?m=exrqZQo4jf9&help=1&hl=1&nozoom=1&mls=1
Location Type River
Standard Status Active
Year Built Source Assessor
Legal Subdivision *
Tax Lot 1
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Interior
Interior Amenities Attic Dining Area Chair Railings Upgraded Countertops Crown Moldings Primary Bath(s) Window Treatments Wood Floors Floor Plan - Traditional
Heating Fuel Electric
Flooring Hardwood
Total Fireplaces 1
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2284
Half Baths 1
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Family Room Foyer Laundry Primary Bathroom Full Bath Half Bath
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Pool No Pool
Parking Features Circular Driveway
Lot Features Bulkheaded
Water Source Public
Type of Parking Driveway
Foundation Details Block Brick/Mortar Crawl Space
Water View Y/N Y
Lot Size Acres 0.17
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N Y
Water Access Features Boat - Powered Sail Canoe/Kayak
Number of Docks 4
Land Assessed Value 692000.00
Navigable Water Y/N Y
Number of Slips 4
Water Oriented Y/N Y
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Internal Only
Street Number 1 222
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* Excluded Features
List By
Benson & Mangold, Llc

Broker

brian@chesapeakebayproperties.com

Email

Affordability Calculator

$15,145
Per Month
93%
7%
0%
Monthly Principal & Interest
$14,037
Monthly Property Taxes
$1,108
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533924 Elementary School
3534231 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
8/27/2025$2,250,000 -6.05% Price Down
7/21/2025$2,395,000 Listed Price

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222 Chestnut, Saint Michaels, MD, 21663 is a Single Family Home for sale at $2,250,000 with 2,284 sqft and a lot size of 0.17. 222 Chestnut has 3 bedrooms, 2.1 baths, and was built in 1996. The property's zip code is 21663 which is in Saint Michaels, MD

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