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$2,575,000

205 Cherry Street,Saint Michaels, MD 21663
5
beds
9
baths
4,394
sqft
1875
built

Overview

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 #MDTA2012738Bright MLS

Property details

Your cost estimate

Est. monthly payment

$16,328/mo
Principal & interest
$13,498
Property tax
$1,971
Home insurance (est.)
$858

Down payment

$515,00020% of list price
Adjust down payment20%
0%25%50%

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.

Personalized Mortgage Summary

Price history

DateEventPrice
Feb 27, 2026Listed for sale$2,575,000
Apr 22, 2022Sold$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

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

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

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 8/17/2026.