Harry Kaiser
Coldwell Banker Realty
(667) 230-5926
20 Total Sales
2 in Saint Michaels
$190K - $236K Price Range
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.
Last Agent to Sell the Property
(410) 745-2596 lacazerob@gmail.com TTR Sotheby's International Realty Brokerage Phone: 4107452596 Listed on: 02/27/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Harry Kaiser
Coldwell Banker Realty
(667) 230-5926
20 Total Sales
2 in Saint Michaels
$190K - $236K Price Range
John McGlannan
Meredith Fine Properties
(667) 243-8001
67 Total Sales
2 in Saint Michaels
$285K - $605K Price Range
Sandy Wing
RE/MAX Leading Edge
(301) 778-2856
87 Total Sales
1 in Saint Michaels
$800,000 Price
Martha Suss
Coldwell Banker Realty
(844) 547-5539
24 Total Sales
2 in Saint Michaels
$575K - $1.5M Price Range
Bonnie Duley
Long & Foster Real Estate, Inc.
(443) 282-9082
56 Total Sales
1 in Saint Michaels
$165,000 Price
Chris Wood
EXP Realty, LLC
(844) 256-3631
88 Total Sales
2 in Saint Michaels
$860K - $978K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $2,100,000 | First American Title | |
| Deed | $1,347,000 | -- | |
| Deed | $1,230,333 | -- | |
| Deed | $1,025,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,575,000 | New Conventional | |
| Previous Owner | $164,000 | Unknown | |
| Previous Owner | $164,000 | Unknown | |
| Previous Owner | $1,125,000 | Purchase Money Mortgage |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/20/2026 08/20/26 | Sold | $2,500,000 | -2.9% | $569 / Sq Ft | |
| 05/02/2026 05/02/26 | Pending | -- | -- | -- | |
| 02/27/2026 02/27/26 | For Sale | $2,575,000 | +22.6% | $586 / Sq Ft | |
| 04/22/2022 04/22/22 | Sold | $2,100,000 | +3.7% | $478 / Sq Ft | View Prior Sale |
| 03/28/2022 03/28/22 | Pending | -- | -- | -- | |
| 03/28/2022 03/28/22 | For Sale | $2,025,000 | -- | $461 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $23,437 | $1,891,767 | $0 | $0 |
| 2025 | $23,437 | $1,879,900 | $1,169,800 | $710,100 |
| 2024 | $20,233 | $1,638,733 | $0 | $0 |
| 2023 | $16,598 | $1,397,567 | $0 | $0 |
| 2022 | $13,259 | $1,156,400 | $751,000 | $405,400 |
| 2021 | $25,897 | $1,154,767 | $0 | $0 |
| 2020 | $13,098 | $1,153,133 | $0 | $0 |
| 2019 | $13,079 | $1,151,500 | $751,000 | $400,500 |
| 2018 | $11,981 | $1,130,700 | $0 | $0 |
| 2017 | $10,806 | $1,109,900 | $0 | $0 |
| 2016 | $10,482 | $1,089,100 | $0 | $0 |
| 2015 | $13,003 | $1,089,100 | $0 | $0 |
| 2014 | $13,003 | $1,089,100 | $0 | $0 |
Seller's Agent in 2026
Robert Lacaze
TTR Sotheby's International Realty
(410) 310-7835
111 Total Sales
Buyer's Agent in 2026
Rebecca McGettigan
Coldwell Banker (NRT-Southeast-MidAtlantic)
(410) 271-9510
12 Total Sales
Seller's Agent in 2022
Kate Koeppen
Chesapeake Bay Real Estate Plus, LLC
(410) 829-0705
28 Total Sales
Source: Bright MLS
MLS Number: MDTA2012738
APN: 02-065207
Ask me questions while you tour the home.