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222 CHESTNUT, SAINT MICHAELS, MD 21663

3 Beds

3 Baths

2,284SqFt

Active

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.

Property Details
Price$1,885,000
Bedrooms3
Full Baths2
Half Baths1
Total Baths3
Property StyleColonial
Lot Size Area UnitsSquare Feet
Acres0.17
Property TypeResidential
Sub typeSingleFamilyResidence
MLS Sub typeDetached
Stories2
FeaturesAttic,Dining Area,Chair Railings,Upgraded Countertops,Crown Moldings,Primary Bath(s),Window Treatments,Wood Floors,Floor Plan - Traditional
Exterior FeaturesSidewalks
Year Built1996
Fireplaces1
SubdivisionST. MICHAELS
ViewWater,Garden/Lawn
RoofArchitectural Shingle
WaterfrontST. MICHAELS HARBOR - MILES RIVER
HeatingHeat Pump(s)
FoundationBlock,Brick/Mortar,Crawl Space
AccessibilityNone
Lot DescriptionBulkheaded,Front Yard,Landscaping,SideYard(s)
Parking DescriptionCircular Driveway
Geographic Data
DirectionsENTER ST MICHAEL, PASS THE VILLAGE SHOP ON THE RIGHT AND ASAP TURN RIGHT ON EAST CHESTNUT, RIDE TO THE VERY END OF THE STREET, SIGN POSTED O THE RIGHT SIDE
CountyTALBOT
Latitude38.78364551
Longitude-76.21932555
Address Information
Address222 CHESTNUT, SAINT MICHAELS, MD 21663
Postal Code21663
CitySAINT MICHAELS
StateMD
CountryUnited States
Listing Information
Listing OfficeLong & Foster Real Estate, Inc.
Listing AgentCornelia C Heckenbach
Special listing conditionsStandard
OwnershipFee Simple
Virtual Tour URLhttps://media.selectpropertystudios.com/videos/019ce409-1534-720f-a0ac-391a42d350fe
School Information
DistrictTALBOT COUNTY PUBLIC SCHOOLS
MLS Information
Days on market45
MLS StatusActive
Listing DateMar 19, 2026
Listing Last ModifiedMay 2, 2026
Tax ID2102062836
Tax Year2025
Tax Annual Amount13765
MLS #MDTA2013140

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Last updated: 2026-05-02T23:30:24.131097Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.