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Andrea Schaeffer
REALTOR®
Cell: (610) 301-2147
Office: (610) 372-3200

205 CHERRY STREET , Saint Michaels, MD 21663


Sold For: 2500000

Sold on: Aug 20th, 2026
$ Per Square Foot: $568.96
Beds: 5
Baths: 8 full 1 partial

Comments for 205 CHERRY STREET , Saint Michaels, MD 21663

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.

Accessibility: Above Grade, Below Grade Heating: Radiator
Appliances: Dishwasher, Disposal, Dryer, Oven - Self Cleaning, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Extra Refrigerator/Freezer, Icemaker, Microwave Interior: Built-Ins, Ceiling Fan(s), Kitchen - Eat-In, Kitchen - Table Space, Pantry, Sprinkler System, Wood Floors, Formal/Separate Dining Room, Primary Bedroom - Bay Front, Recessed Lighting, Stain/Lead Glass, Window Treatments
Basement: Yes Lot Dimensions: 0.73 Acre(S)
Basement: Other, Full Lot Size: 0.73 Acres
Cooling: Heat Pump(s) Pet Restrictions: No Pet Restrictions
Days on Market: 173 Roof Type: Slate, Architectural Shingle
Exterior: Other, Wood Siding, Vinyl Siding Rooms: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Bedroom 1, Office, Bathroom 1, Bathroom 2, Bathroom 3, Full Bath
Exterior: Flood Lights, Sidewalks Sewer: Public Sewer
Fencing Description: Partially Taxes: $23,653
Fireplace: Gas/Propane, Wood Water: Public
Fireplaces: 3 Water Access: Canoe/Kayak, Public Access
Flooring: Hardwood Year Built: 1875
Fuel Type: Oil  
High School: ST. MICHAELS
Middle School: ST. MICHAELS
Elementary School: ST. MICHAELS
School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4107452596

Shown By

Agent Name: Andrea Schaeffer
Agent Phone: Cell: (610) 301-2147
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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