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.
4,394 Sq Ft
0.73 Private Acres Lot Size
other
$23,653 Annual Tax
Built in 1875
MLS/Listing ID MDTA2012738
Ceiling Fans
Water Heater
Washer
Refrigerator
Range Hood
Microwave
Ice Maker
Dryer
Disposal
Dishwasher
Style - Victorian
Stainless Steel Appliance(s)
Pantry
Recessed Lighting
Window Treatments
Heating - Oil
Brick Mortar
Concrete Perimeter
Hardwood
Construction - Vinyl Siding
Construction - Wood Siding
Style - Colonial
Style - Traditional
Slate
Pets Allowed
TOTAL MONTHLY COST
$0
$0
$0
The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.
All information deemed reliable but not guaranteed. Last date updated: 03/13/2026.
Source: Bright Multiple Listing Service, Inc.
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