205 Cherry St St. Michaels, MD 21663
Estimated payment $15,369/month
Highlights
- Additional Residence on Property
- Primary bedroom faces the bay
- 0.73 Acre Lot
- 200 Feet of Waterfront
- Access to Tidal Water
- 4-minute walk to Muskrat Park
About This Home
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.
Listing Agent
(410) 745-2596 lacazerob@gmail.com TTR Sotheby's International Realty Brokerage Phone: 4107452596 Listed on: 02/27/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,653
Year Built
- Built in 1875 | Remodeled in 1987
Lot Details
- 0.73 Acre Lot
- 200 Feet of Waterfront
- Southwest Facing Home
- Partially Fenced Property
- Sprinkler System
- Historic Home
- Property is zoned R2
Home Design
- Colonial Architecture
- Traditional Architecture
- Victorian Architecture
- Entry on the 1st floor
- Brick Foundation
- Architectural Shingle Roof
- Slate Roof
- Wood Siding
- Vinyl Siding
- Concrete Perimeter Foundation
Interior Spaces
- 4,394 Sq Ft Home
- Property has 3 Levels
- Built-In Features
- Ceiling height of 9 feet or more
- Ceiling Fan
- Recessed Lighting
- 3 Fireplaces
- Wood Burning Fireplace
- Gas Fireplace
- Window Treatments
- Stained Glass
- Family Room
- Living Room
- Formal Dining Room
- Home Office
- Wood Flooring
- Flood Lights
Kitchen
- Eat-In Kitchen
- Gas Oven or Range
- Self-Cleaning Oven
- Range Hood
- Microwave
- Extra Refrigerator or Freezer
- Ice Maker
- Dishwasher
- Stainless Steel Appliances
- Disposal
Bedrooms and Bathrooms
- Primary bedroom faces the bay
Laundry
- Dryer
- Washer
Basement
- Basement Fills Entire Space Under The House
- Laundry in Basement
Parking
- Driveway
- Parking Lot
Outdoor Features
- Access to Tidal Water
- Canoe or Kayak Water Access
- Public Water Access
- River Nearby
- Deck
- Porch
Additional Homes
- Additional Residence on Property
Schools
- St. Michaels Elementary And Middle School
- St. Michaels High School
Utilities
- Cooling Available
- Radiator
- Heating System Uses Oil
- Heat Pump System
- Multi-Tank Water Heater
Community Details
- No Home Owners Association
- Built by Henry Clay Dodson
- Talbot County Subdivision
Listing and Financial Details
- Tax Lot 31
- Assessor Parcel Number 2102065207
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| 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 |
|---|---|---|---|---|
| 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 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 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 |
Purchase History
| 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 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,575,000 | New Conventional | |
| Previous Owner | $1,125,000 | Purchase Money Mortgage | |
| Previous Owner | $164,000 | Unknown |
Source: Bright MLS
MLS Number: MDTA2012738
APN: 02-065207
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