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$2,575,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 8 Full Baths
  • 1 Partial Bath
  • 4,394 Sq. Ft.
  • Updated 1 hour ago
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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 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.

Full Property Details for 205 Cherry St

General

  • Price: $2,575,000
  • Taxes: $23,653 (2021)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2012738
  • Updated: Today (2/27/2026)
  • Added to Site: Today

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Bedroom 1, Office, Bathroom 1, Bathroom 2, Bathroom 3, Full Bath
  • Interior Features: Built-Ins, Ceiling Fan(s), Kitchen - Eat-In, Kitchen - Table Space, Pantry, Sprinkler System, Wood Floors, Formal/Separate Dining Room, Primary Bedroom - Bay Front, Recessed Lighting, Stain/Lead Glass, Window Treatments
  • Fireplace: Yes
  • Number of Fireplaces: 3
  • Fireplace(s): Gas/Propane, Wood
  • Appliances: Dishwasher, Disposal, Dryer, Oven - Self Cleaning, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Extra Refrigerator/Freezer, Icemaker, Microwave
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 9
  • Full Bathrooms: 8
  • Half Bathrooms: 1
  • Upper Floor Baths: 4
  • Upper - Full Baths: 4
  • Main Floor Baths: 4
  • Main - Full Baths: 3
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 4
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Basement

Exterior

  • Exterior Features: Flood Lights, Sidewalks
  • Porch/Patio/Deck: Deck(s), Porch(es)

Parking

  • Parking Type: Driveway, Parking Lot

Location

  • County: TALBOT
  • Subdivision: TALBOT COUNTY
  • Driving Directions: Rt 33 to St Michaels, Right on Cherry Street, house is at the end of the street on the left.
  • Direction Faces: Southwest
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Talbot County Public Schools
  • Elementary School: St. Michaels
  • Middle School: St. Michaels
  • High School: St. Michaels

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Cooling Type: Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Radiator
  • Heating Fuel: Oil
  • Water Heater: Multi-tank

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Victorian, Colonial, Traditional
  • Structure Type: Detached
  • Builder: Henry Clay Dodson
  • Construction: Other, Wood Siding, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Other, Full
  • Foundation: Brick/Mortar, Concrete Perimeter
  • Roof: Slate, Architectural Shingle
  • Walls/Ceilings: 9'+ Ceilings, High
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 4,394
  • Sq. Ft. Source: Estimated
  • Living Area: 4,394 Sq. Ft.
  • Finished Above Grnd: 4,394 Sq. Ft.
  • Year Built: 1875
  • Year Built Source: Estimated

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Additional Structures

  • Other Structures: 2nd House

Lot Features

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

Water Features

  • Water Front: Yes
  • Water Access: Yes
  • Water Access Desc: Canoe/Kayak, Public Access
  • Water Front Type: River

Financial Considerations

  • Price Per Sq. Ft.: $586.03
  • 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: 2021

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 31

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

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Listing agent

— 205 Cherry St —

  • 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 St

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 St 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 St

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 Street, Saint Michaels, MD 21663 (MLS# MDTA2012738) is a Single Family property with 5 bedrooms, 8 full bathrooms and 1 partial bathroom. 205 Cherry Street is currently listed for $2,575,000 and was received on February 27, 2026. Want to learn more about 205 Cherry Street? Do you have questions about finding other Single Family 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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