$795,000
4 Beds
3 Baths
2,718 sqft
104 Cherry St, Saint Michaels, MD 21663
Est. Mortgage $4,545/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 1860
$292/sqft
2 Open Spaces
Local Information
- Map ViewExplore the area around 104 Cherry St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
Historic St. Michaels Opportunity! Priced to Sell Quickly! Property sold strictly "as-is", inspections for informational purposes only. 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.
Last check for updates: about 2 hours ago
Listing courtesy of Jennifer Pogoda, (571) 218-7889
Redfin Corp, (301) 658-6186
Source: Bright MLS, MLS#MDTA2014906
Also Listed on Bright MLS, Auction.com 2.
Home Details for 104 Cherry St
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Interior Details Basement: Connecting Stairway,Interior Entry,UnfinishedNumber of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 2718 Square Feet |
Appliances & Utilities Appliances: Dishwasher, Dryer, Exhaust Fan, Ice Maker, Refrigerator, Washer, Water Heater, Microwave, OvenDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Heat Pump,OilHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Wood Burning, Mantel(s)Has a Fireplace |
Windows, Doors, Floors & Walls Flooring: Hardwood, Carpet, Wood |
Levels, Entrance, & Accessibility Stories: 2.5Levels: Two and One HalfAccessibility: NoneFloors: Hardwood, Carpet, Wood |
View Has a ViewView: River |
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Exterior Home Features Roof: Metal ShinglePatio / Porch: PorchFencing: WoodOther Structures: Above Grade, Below GradeExterior: Sidewalks, Street LightsFoundation: SlabNo Private Pool |
Parking & Garage Open Parking Spaces: 2No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,On Street |
Pool Pool: None |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2718 Square Feet |
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Days on Market: 9 |
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Year Built Year Built: 1860 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial,Victorian |
Building Construction Materials: Aluminum SidingNot a New Construction |
Property Information Parcel Number: 2102061775 |
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Price List Price: $795,000Price Per Sqft: $292 |
Status Change & Dates Off Market Date: Thu Sep 03 2026Possession Timing: 0-30 Days CD, Seller Rent Back |
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MLS Status: PENDING |
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Direction & Address City: ST MICHAELSCommunity: St. Michaels |
School Information Elementary School: St. MichaelsElementary School District: Talbot County Public SchoolsJr High / Middle School: St. MichaelsJr High / Middle School District: Talbot County Public SchoolsHigh School: St. MichaelsHigh School District: Talbot County Public Schools |
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Listing Agent Listing ID: MDTA2014906 |
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Building Area Building Area: 2718 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 6119 sqft |
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Special Conditions: Third Party Approval |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional |
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Business Information Ownership: Fee Simple |
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BasementMls Number: MDTA2014906Municipality: Saint MichaelsWater ViewWater View: RiverAbove Grade Unfinished Area: 2718 |
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Source Internet Automated Valuation Display: YSource Internet Consumer Comment: YSource Internet Entire Listing Display: YSource Internet Address Display: Y |
Around this home
What Locals Say about Saint Michaels
At least 2 Trulia users voted on each feature.
100 % Say yards are well-kept
100 % Say streets are well-lit
92 % Say it's dog friendly
92 % Say it's quiet
90 % Say car is needed
82 % Say parking is easy
79 % Say there's wildlife
75 % Say there's holiday spirit
73 % Say kids play outside
67 % Say people would walk alone at night
64 % Say it's walkable to restaurants
63 % Say there are community events
58 % Say neighbors are friendly
50 % Say it's walkable to grocery stores
45 % Say there are sidewalks
40 % Say they plan to stay for at least 5 years
Sourced by Trulia users. Learn more about our methodology.
Market trends in Saint Michaels
Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
3MoM
Home Value
Trulia Estimate
$768KSince last month
Decreased$393K (-33.8%)Since last year
Decreased$347K (-31.1%)Since last sale
Increased$173K (+29.1%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +31% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $768K |
| August 2026 | $995K |
| July 2026 | $1.16M |
| June 2026 | $1.18M |
| May 2026 | $1.2M |
| April 2026 | $1.14M |
| March 2026 | $1.16M |
| February 2026 | $1.13M |
| January 2026 | $1.09M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.29 | Single-Family Home | $740,000 | 10/02/25 | 4 | 2.5 | 2,433 | |
0.18 | Single-Family Home | $1,350,000 | 10/27/25 | 3 | 2.5 | 2,320 | |
0.22 | Single-Family Home | $675,000 | 05/21/26 | 4 | 2.5 | 1,957 | |
0.19 | Single-Family Home | $785,000 | 10/15/25 | 3 | 2.5 | 2,028 | |
0.35 | Single-Family Home | $1,152,500 | 06/10/26 | 3 | 2.5 | 2,336 | |
0.22 | Single-Family Home | $995,000 | 10/08/25 | 3 | 2.5 | 1,893 | |
0.29 | Single-Family Home | $580,000 | 10/31/25 | 3 | 2 | 1,566 | |
0.24 | Single-Family Home | $775,000 | 12/02/25 | 3 | 1.5 | 2,068 | |
0.22 | Single-Family Home | $539,500 | 06/30/26 | 3 | 2 | 1,456 | |
0.34 | Single-Family Home | $1,395,000 | 06/22/26 | 3 | 2.5 | 2,540 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $2,500,000 | 5 | 8.5 | 4,394 | Recently Sold | |
0.05 | $2,749,500 | 8 | 8.5 | 3,640 | Off Market | |
0.03 | $824,600 | 2 | 2 | 1,228 | Off Market | |
0.19 | $766,300 | 3 | 2.5 | 2,028 | Off Market | |
0.16 | $388,100 | 3 | 1 | 1,080 | Off Market | |
0.19 | $491,000 | 3 | 2 | 1,674 | Off Market | |
0.21 | $710,500 | 4 | 3 | 2,080 | Off Market | |
0.22 | $675,000 | 4 | 2.5 | 1,957 | Recently Sold | |
0.18 | $529,600 | 4 | 2 | 2,016 | Off Market | |
0.23 | - | - | - | - | Off Market | |
0.17 | - | - | - | - | Off Market | |
0.21 | $850,400 | 3 | 3 | 2,450 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 3, 2026 Source: Bright MLS #MDTA2014906 | Pending | $795,000 |
Sep 1, 2026 Source: Bright MLS #MDTA2014906 | PriceChange | $795,000 Price decreased by 20% |
Aug 26, 2026 Source: Bright MLS #MDTA2014906 | Listed For Sale | $995,000 |
Sep 15, 2005 Source: N/A | Sold | $595,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $5,547 | $592,200 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Jennifer Pogoda, Redfin Corp, (301) 658-6186
Agent Phone: (571) 218-7889
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc. Click here for more information
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Frequently asked questions about 104 Cherry St
- What is the estimated monthly payment for 104 Cherry St?Based on a $795,000 list price with 20% down at today's rates, the estimated monthly payment for 104 Cherry St in Saint Michaels, MD is approximately $4,685 (about $4,173 principal & interest, $437 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- What are the closest schools to 104 Cherry St?The closest schools to 104 Cherry St in Saint Michaels, MD are St. Michaels Elementary School (Pre-K, rated 8/10), St. Michaels Middle/High School (rated 6/10).
- What is 104 Cherry St estimated to be worth?Trulia's estimated value for 104 Cherry St in Saint Michaels, MD is $768,200.
- Does 104 Cherry St have air conditioning?Yes, 104 Cherry St in Saint Michaels, MD has air conditioning.
- Does 104 Cherry St have laundry facilities?Yes, 104 Cherry St in Saint Michaels, MD has in-unit laundry.
- How big is the lot at 104 Cherry St?The lot at 104 Cherry St in Saint Michaels, MD is about 0.14 acres (6,119 sq ft).
104 Cherry St, Saint Michaels, MD 21663 is a 4 bedroom, 3 bathroom, 2,718 sqft single-family home built in 1860. This property is currently available for sale and was listed by Bright MLS on Aug 26, 2026. The MLS # for this home is MLS# MDTA2014906.