205 CHERRY ST, Saint Michaels, MD 21663

• 5 beds |
• 9 baths |
• 4,394 sqft

Property Description

205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are currently being used as bedrooms for the inn but can easily be converted back to living areas. (see virtual images in photos). The beautiful front lawn provides a park-like setting with one-of-a-kind water-views overlooking St. Michaels Harbor. There is also a 2 bedroom, 2 bath guest cottage on the property. The property directly across the street (FKA The Hambeleton Inn) was purchased as a private residence and serves as a second home to its owner. This is a wonderful opportunity to own a landmark historic inn or primary or second home in the heart of St. Michaels.

Listing Status:

Pending

Data Last Updated:

July 6, 2026 at 8:21PM

Listing Office:

TTR Sotheby's International Realty : 4107452596

Listing Agent:

Robert D Lacaze : 4103107835

MLS ID:

MDTA2012738

Interior

• General: Built-InsCeiling Fan(s)Kitchen - Eat-InKitchen - Table SpacePantrySprinkler SystemWood FloorsFormal/Separate Dining RoomPrimary Bedroom - Bay FrontRecessed LightingStain/Lead GlassWindow Treatments
• Rooms: Living RoomDining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFamily RoomBedroom 1OfficeBathroom 1Bathroom 2Bathroom 3Full Bath
• Appliances: DishwasherDisposalDryerOven - Self CleaningOven/Range - GasRange HoodRefrigeratorStainless Steel AppliancesWasherWaterHeaterExtra Refrigerator/FreezerIcemakerMicrowave
• Laundry: Basement
• Basement: OtherFull
• Flooring: Hardwood
• A/C: Heat Pump(s)
• Heating: RadiatorOil
• Fireplace: Gas/PropaneWoodFireplaceFireplaces: 3
• Disability Feature: None

Exterior

• General: Flood LightsSidewalksAbove GradeBelow Grade
• Style: VictorianColonialTraditional
• Other Structures: PorchDeck

Construction

• Roofing: SlateArchitectural Shingle
• General: OtherWood SidingVinyl Siding3Brick/MortarConcrete Perimeter

Location

• Originating MLS: BRIGHT_MAIN
• School District: TALBOT COUNTY PUBLIC SCHOOLS
• County: TALBOT-MD

Lot

• Zoning: R22102065207
• Fencing: Partially
• Waterfront: 200

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN