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.
Pending
$2,575,000
205 Cherry St, Saint Michaels, MD 21663
5beds
4,394sqft
Single Family Residence
Built in 1875
0.73 Acres Lot
$2,369,600 Zestimate®
$586/sqft
$-- HOA
What's special
Park-like settingBeautiful front lawn
- 133 days |
- 135 |
- 4 |
Zillow last checked:
Listing updated:
Listed by:
Robert Lacaze 410-310-7835,
TTR Sotheby's International Realty 410-745-2596
Source: Bright MLS,MLS#: MDTA2012738
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 9
- Full bathrooms: 8
- 1/2 bathrooms: 1
- Main level bathrooms: 4
- Main level bedrooms: 1
Rooms
- Room types: 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
Primary bedroom
- Features: Flooring - HardWood
- Level: Main
Bedroom 1
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Bathroom 1
- Level: Upper
Bathroom 2
- Level: Upper
Bathroom 3
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Main
Other
- Level: Upper
Kitchen
- Level: Main
Living room
- Level: Main
Office
- Level: Main
Heating
- Radiator, Oil
Cooling
- Heat Pump, Electric
Appliances
- Included: Dishwasher, Disposal, Dryer, Self Cleaning Oven, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Extra Refrigerator/Freezer, Ice Maker, Microwave
- Laundry: In Basement
Features
- Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Kitchen - Table Space, Pantry, Formal/Separate Dining Room, Primary Bedroom - Bay Front, Recessed Lighting, 9'+ Ceilings, High Ceilings
- Flooring: Hardwood, Wood
- Windows: Stain/Lead Glass, Window Treatments
- Basement: Other,Full
- Number of fireplaces: 3
- Fireplace features: Gas/Propane, Wood Burning
Interior area
- Total structure area: 4,394
- Total interior livable area: 4,394 sqft
- Finished area above ground: 4,394
- Finished area below ground: 0
Property
Parking
- Parking features: Driveway, Parking Lot
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck, Porch
- Exterior features: Flood Lights, Sidewalks
- Pool features: None
- Fencing: Partial
- On waterfront: Yes
- Waterfront features: Canoe/Kayak, Public Access, River
- Frontage length: Water Frontage Ft: 200
Lot
- Size: 0.73 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2102065207
- Zoning: R2
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian,Colonial,Traditional
- Property subtype: Single Family Residence
Materials
- Other, Wood Siding, Vinyl Siding
- Foundation: Brick/Mortar, Concrete Perimeter
- Roof: Slate,Architectural Shingle
Condition
- New construction: No
- Year built: 1875
- Major remodel year: 1987
Details
- Builder name: Henry Clay Dodson
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Fire Sprinkler System
- Subdivision: Talbot County
HOA
- Has HOA: No
Location
- Region: Saint Michaels
Financial & listing details
- Price per square foot: $586/sqft
- Tax assessed value: $1,891,767
- Annual tax amount: $23,653
- Date on market: 2/27/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
$2,369,600
$2.25M - $2.49M
$3,010/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/19/2026 | Pending sale | $2,575,000$586/sqft |
Source:  Bright MLS #MDTA2012738 Report a problem | ||
| 5/3/2026 | Contingent | $2,575,000$586/sqft |
Source: Bright MLS #MDTA2012738 Report a problem | ||
| 2/27/2026 | Listed for sale | $2,575,000+22.6%$586/sqft |
Source: Bright MLS #MDTA2012738 Report a problem | ||
| 4/22/2022 | Sold | $2,100,000+3.7%$478/sqft |
Source: Bright MLS #MDTA2002520 Report a problem | ||
| 3/29/2022 | Pending sale | $2,025,000$461/sqft |
Source: Bright MLS #MDTA2002520 Report a problem | ||
| 1/1/2022 | Listing removed | $2,025,000$461/sqft |
Source: Bright MLS #MDTA2000072 Report a problem | ||
| 10/31/2021 | Price change | $2,025,000-2.4%$461/sqft |
Source: Bright MLS #MDTA2000072 Report a problem | ||
| 7/5/2021 | Listed for sale | $2,075,000+54%$472/sqft |
Source: Bright MLS #MDTA2000072 Report a problem | ||
| 5/3/2005 | Sold | $1,347,000+9.5%$307/sqft |
Source: Public Record Report a problem | ||
| 2/22/2000 | Sold | $1,230,333+20%$280/sqft |
Source: Public Record Report a problem | ||
| 11/5/1997 | Sold | $1,025,000$233/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,879,900 +14.7% |
| 2024 | $20,419 +21.9% | $1,638,733 +17.3% |
| 2023 | $16,750 +25.2% | $1,397,567 +20.9% |
| 2022 | $13,380 +1.1% | $1,156,400 +0.1% |
| 2021 | $13,236 +0.1% | $1,154,767 +0.1% |
| 2020 | $13,217 +0.1% | $1,153,133 +0.1% |
| 2019 | $13,198 +4.7% | $1,151,500 +1.8% |
| 2018 | $12,608 +5.2% | $1,130,700 +1.9% |
| 2017 | $11,985 -7.8% | $1,109,900 +1.9% |
| 2016 | $13,003 +24.1% | $1,089,100 |
| 2015 | $10,482 -19.4% | $1,089,100 |
| 2014 | $13,003 | $1,089,100 -17.8% |
| 2010 | -- | $1,324,900 +1.6% |
| 2009 | -- | $1,304,532 +1.6% |
| 2008 | -- | $1,284,166 +1.6% |
| 2007 | -- | $1,263,800 +9.5% |
| 2006 | -- | $1,154,500 +10.5% |
| 2005 | -- | $1,045,200 +11.7% |
| 2004 | -- | $935,900 +17.3% |
| 2003 | -- | $797,666 +21% |
| 2002 | -- | $659,433 +26.5% |
| 2001 | -- | $521,200 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21663
Nearby schools
GreatSchools rating
- 5/10St. Michaels Elementary SchoolGrades: PK-5Distance: 0.6 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: St. Michaels
- Middle: St. Michaels
- High: St. Michaels
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Maryland
- Talbot County
- Saint Michaels
- 21663
- 205 Cherry St
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