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205 Cherry St, 
Saint Michaels, MD 21663

$2,575,000


5

Beds


9

Baths


4,394

Sq Ft


Single Family

Pending

Listed by

Robert D Lacaze

Ttr Sotheby'S International Realty

Last updated:

May 17, 2026, 07:26 AM

MLS#

MDTA2012738

Source:

BRIGHTMLS

About This Home

205 Cherry St

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.

Home Facts

Single Family

9 Baths

5 Bedrooms

Built in 1875

Price Summary

2,575,000

$586 per Sq. Ft.

MLS #:

MDTA2012738

Last Updated:

May 17, 2026, 07:26 AM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

9

Full Bathrooms:

8

Interior

Living Area:

4,394 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial, Traditional, Victorian

Building Area:

4,394 Sq. Ft.

Year Built:

1875


Lot

Lot Size (Sq. Ft):

31,798


Finances & Disclosures

Finances

Price:

$2,575,000

Price per Sq. Ft:

$586 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.