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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…
Listing updated: July 16, 2026 at 9:22 PM
Listed by:
Robert Lacaze (410) 310-7835, TTR Sotheby's International Realty
Source: Bright MLS · MLS #MDTA2012738
Property details
Your cost estimate
Est. monthly payment
Down payment
Based on $515,000 down (20% of list price), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
Price history
| Date | Event | Price |
|---|---|---|
| Feb 27, 2026 | Listed for sale | $2,575,000 |
| Apr 22, 2022 | Sold | $2,100,000 |
Location
205 Cherry Street, Saint Michaels, MD 21663
Nearby schools
School district: Talbot County Public Schools
St. Michaels
Elementary School
St. Michaels
Middle School
St. Michaels
High School
Est. monthly payment
at 20% down · $2,575,000 list
Tour for free, no strings attached
Mable Loans · Equal Housing Lender
NMLS #1949497
Recently sold nearby
Similar homes sold within 0.5 miles in the last 90 days.

203 Chew Avenue E
Saint Michaels, MD
$2.13M
Sold Aug 5, 2026 · Listed $2.19M

408 Spinnaker Lane
Saint Michaels, MD
$675K
Sold May 21, 2026 · Listed $699K
This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
Nearby homes
$16,328/mo
Est. · $2,575,000 list
