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$2,575,000 Just Listed

  • For Sale
  • Active
  • Commercial Residential Facility
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This prominent, Bed and Breakfast Inn, in historic St. Michaels, impresses with its nostalgic charm, Victorian architecture, and superior craftsmanship. The Inn is beautifully situated on the largest waterfront lot in town, with views of Honeymoon Bridge, the renowned Crab Claw Restaurant and the Patriot, a 65-foot touring vessel. The Inn offers both a tranquil setting and a front row seat to the picturesque St. Michaels Harbor. The Inn boasts 7 bedrooms,  8.5 bathrooms and 3 fireplaces.  In addition, the first floor (with cozy rooms and covered porches) offers ample space for gathering or relaxation. There is also a 2-bedroom, 2 bath cottage on the property for the owners or managers of the Inn. Ample guest parking is available on site. This is a unique and wonderful opportunity to own an iconic property in historic St. Michaels.

Full Property Details for 205 Cherry

General

  • Price: $2,575,000
  • Taxes: $23,653 (2026)
  • Status: Active
  • Type: Commercial Residential Facility
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2012984
  • Updated: Today (2/27/2026)
  • Added to Site: Today

Business

  • Business Type: Bed and Breakfast

Parking

  • Total Spaces: 10
  • Parking Type: Driveway, Parking Lot

Location

  • County: TALBOT
  • Driving Directions: Rt 33 to St Michaels, right on Cherry - house is at the end of the street on the left.
  • Historic District: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Radiator
  • Heating Fuel: Oil
  • Water Heater: Multi-tank

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Frame
  • Building Size: 5714
  • Year Built: 1875
  • Year Built Source: Estimated

Unit Information

  • # Tenants: Single

Lot Features

  • Lot Size (Acres): 0.73
  • Lot Size (Sq. Ft.): 31,801
  • Lot Size Source: Estimated
  • Zoning: R2

Financial Considerations

  • Price Per Sq. Ft.: $450.65
  • Assessment Year: 2026
  • City/TownTax: $8,835
  • City/TownTax Freq: Annually
  • County Tax: $14,817
  • County Tax Freq: Annually
  • Tax w/Assessment: $1,891,767
  • Tax Amount: $23,653
  • Tax Year: 2026

Disclosures and Reports

  • Ownership: Fee Simple

Listed by TTR Sotheby's International Realty, Robert D Lacaze

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Listing agent

— 205 Cherry —

  • Robert D Lacaze

    TTR Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 205 Cherry

School District:Talbot County Public Schools
NameGradesDistance
St. Michaels Elementary School
100 Seymour Avenue, Saint Michaels, MD 21663
PK-60.6 mi
St. Michaels Middle/High School
200 Seymour Avenue, Saint Michaels, MD 21663
7-120.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 205 Cherry Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/27/2026
Listed
$2,575,000
22.62%
MLS
4/22/2022
Sold
$2,100,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 205 Cherry

Year
Property Taxes
Change
Tax Assessment
Change
2023
$16,750
—
$1,879,900
15%
2023
$16,750
—
$1,638,733
17%
2023
$16,750
25%
$1,397,567
21%
2022
$13,380
1%
$1,156,400
—
2020
$13,217
1%
$1,154,767
—
2021
$13,098
—
$1,153,133
—
2020
$13,079
4%
$1,151,500
2%
2019
$12,608
5%
$1,130,700
2%
2018
$11,985
11%
$1,109,900
2%
2017
$10,806
2%
$1,089,100
—
2016
$10,575
1%
$1,089,100
—
2015
$10,477
1%
$1,089,100
—
2014
$10,366
—
$1,093,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by TTR Sotheby's International Realty, Robert D Lacaze

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205 Cherry, Saint Michaels, MD 21663 (MLS# MDTA2012984) is a Commercial Residential Facility property. 205 Cherry is currently listed for $2,575,000 and was received on February 27, 2026. Want to learn more about 205 Cherry? Do you have questions about finding other Commercial Residential Facility real estate for sale in Saint Michaels? You can browse all Saint Michaels real estate or contact a Coldwell Banker agent to request more information.

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