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$995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,718 Sq. Ft.
  • Updated 1 hour ago
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Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is." Built circa 1860, this spacious 4-bedroom, 3-full-bath historic home offers 2,718 square feet and an exceptional in-town location just half a block from the harbor, restaurants, shops, the Chesapeake Bay Maritime Museum, and all that makes St. Michaels such a sought-after destination. This is a wonderful opportunity for a buyer with vision to restore and bring new life to a substantial historic home in one of St. Michaels' most desirable locations. Whether envisioned as a full-time Eastern Shore residence or a weekend retreat, the possibilities are endless. Offered at an attractive price, 104 Cherry Street represents a rare opportunity to create something truly special in the heart of historic St. Michaels. Please contact listing agent for more details.

Full Property Details for 104 Cherry St

General

  • Price: $995,000
  • Taxes: $7,451 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2014906
  • Updated: Today (8/26/2026)
  • Added to Site: Today

Interior

  • Interior Features: Additional Stairway, Bathroom - Tub Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Dining Area, Double/Dual Staircase, Family Room Off Kitchen, Crown Moldings, Wood Floors, Kitchen - Eat-In, Kitchen - Table Space, Walk-in Closet(s), Primary Bath(s), Formal/Separate Dining Room
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Wood, Mantel(s)
  • Appliances: Dishwasher, Dryer, Exhaust Fan, Icemaker, Refrigerator, Washer, Water Heater, Microwave, Oven - Single
  • Flooring: Hardwood, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 4

Other Rooms

  • Laundry: Main Floor

Exterior

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

Parking

  • Total Spaces: 2
  • Parking Type: Driveway, On Street

Location

  • Municipality: Saint Michaels
  • County: TALBOT
  • Subdivision: ST. MICHAELS
  • Driving Directions: RT. 33 TO CHERRY STREET (FROM EASTON) RIGHT ON CHERRY STREET, 3RD HOUSE ON RIGHT.
  • 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

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C, Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Oil
  • Water Heater: S/W Changeover

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial, Victorian
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Connecting Stairway
  • Foundation: Crawl Space
  • Roof: Metal
  • Walls/Ceilings: 9'+ Ceilings
  • Stories Description: Main, Upper 1
  • Square Feet: 2,718
  • Sq. Ft. Source: Assessor
  • Living Area: 2,718 Sq. Ft.
  • Finished Above Grnd: 2,718 Sq. Ft.
  • Year Built: 1860
  • Year Built Source: Assessor

Lot Features

  • Property View: River
  • Lot Size (Acres): 0.14
  • Lot Size (Sq. Ft.): 6,119
  • Lot Size Source: Assessor
  • Zoning: R
  • Lot Description: Rear Yard, Landscaping
  • Fencing (Description): Wood

Water Features

  • Water View: Yes

Financial Considerations

  • Price Per Sq. Ft.: $366.08
  • Assessment Year: 2026
  • City/TownTax: $2,783
  • City/TownTax Freq: Annually
  • County Tax: $4,668
  • County Tax Freq: Annually
  • Tax w/Assessment: $658,567
  • Tax Amount: $7,451
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 2718

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Redfin Corp, Jennifer L. Pogoda

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Listing agent

— 104 Cherry St —

  • Jennifer L. Pogoda

    Redfin Corp

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 104 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
7-120.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 104 Cherry St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/26/2026
Listed
$995,000
67.23%
MLS
9/15/2005
Sold
$595,000
—
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 104 Cherry St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$5,499
—
$658,567
11%
2025
$5,499
4%
$592,200
2%
2023
$5,268
—
$581,200
2%
2023
$5,268
-19%
$570,200
2%
2022
$6,470
29%
$559,200
2%
2020
$5,013
1%
$550,333
2%
2021
$4,969
—
$541,467
2%
2020
$4,959
2%
$532,600
3%
2019
$4,852
4%
$516,000
3%
2018
$4,683
9%
$499,400
3%
2017
$4,291
2%
$482,800
—
2016
$4,201
1%
$482,800
—
2015
$4,163
-1%
$482,800
-18%
2014
$4,221
—
$588,300
—
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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Listed by Redfin Corp, Jennifer L. Pogoda

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104 Cherry Street, Saint Michaels, MD 21663 (MLS# MDTA2014906) is a Single Family property with 4 bedrooms and 3 full bathrooms. 104 Cherry Street is currently listed for $995,000 and was received on August 26, 2026. Want to learn more about 104 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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