218 E Chestnut St
Saint Michaels, MD 21663
4 Beds
4 Baths
2,639 sqft
4 Beds
4 Baths
2,639 sqft
Local Information
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Description
This home is everything that is Historic St. Michaels! Water views from almost every room with the harbor across the street. Magnificent addition of a first floor primary suite which offers tall ceilings and doors leading to a private patio. This beautiful homes brings the perfect balance between historical charm, and updated modern features with a vibrant, coastal decor and flow! Classic tree lined street with no through traffic brings calm surroundings. Enjoy first floor living, but don't miss out on the second floor additional primary suite, cozy study/bonus room and additional bedrooms with beautiful water views! Private outdoor entertainment area with a detached workshop equipped with electric and heat. Off street parking with additional options with access to the alley in the back. Walk to your favorite restaurants and shops and enjoy the charm of everything St. Michaels has to offer! Call today to schedule your private tour.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from April 30, 2024
Home Highlights
Parking
Open Parking
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 218 E Chestnut St
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 4Number of Bathrooms (main level): 2 |
Dimensions and Layout Living Area: 2639 Square Feet |
Appliances & Utilities Appliances: Electric Water Heater |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Number of Fireplaces: 1Has a Fireplace |
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: Doors - Swing In |
View Has a ViewView: Water |
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Exterior Home Features Other Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool |
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway,Off Street |
Pool Pool: None |
Frontage Waterfront: RiverNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 2639 Square Feet |
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Year Built Year Built: 1870 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial |
Building Construction Materials: FrameNot a New Construction |
Property Information Parcel Number: 2102109697 |
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Price List Price: $1,875,000 |
Status Change & Dates Off Market Date: Tue Apr 30 2024Possession Timing: Close Of Escrow |
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MLS Status: CLOSED |
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Direction & Address City: SAINT MICHAELSCommunity: Historic St Michaels |
School Information Elementary School District: Talbot County Public SchoolsJr High / Middle School District: Talbot County Public SchoolsHigh School District: Talbot County Public Schools |
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Building Area Building Area: 2639 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 7687 sqft |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To Sell |
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Business Information Ownership: Fee Simple |
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Mls Number: MDTA2007312Municipality: Saint MichaelsWater ViewWater View: WaterAbove Grade Unfinished Area: 2639 |
Last check for updates: about 11 hours ago
Listed by Keith Hensley, (410) 739-2526
Meredith Fine Properties
Bought with: Cliff Meredith, (410) 822-6272, Meredith Fine Properties
Source: Bright MLS, MLS#MDTA2007312
Price History for 218 E Chestnut St
| Date | Price | Event | Source |
|---|---|---|---|
| 04/30/2024 | $1,775,000 | Sold | Bright MLS #MDTA2007312 |
| 03/29/2024 | $1,875,000 | Pending | Bright MLS #MDTA2007312 |
| 03/08/2024 | $1,875,000 | Contingent | Bright MLS #MDTA2007312 |
| 03/02/2024 | $1,875,000 | Listed For Sale | Bright MLS #MDTA2007312 |
| 01/29/2019 | $880,000 | Sold | N/A |
| 11/16/2018 | $885,000 | Pending | Agent Provided |
| 10/25/2018 | $885,000 | Listed For Sale | Agent Provided |
| 06/14/2016 | $750,000 | Sold | N/A |
| 03/21/2016 | $799,000 | Pending | Agent Provided |
| 03/01/2016 | $799,000 | PriceChange | Agent Provided |
| 01/13/2016 | $838,000 | PriceChange | Agent Provided |
| 11/01/2015 | $888,888 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $981,300 |
Home facts updated by county records
Comparable Sales for 218 E Chestnut St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $1,350,000 | 10/27/25 | 3 | 2.5 | 2,320 | |
0.19 | Single-Family Home | $800,000 | 11/17/25 | 4 | 3.5 | 1,983 | |
0.10 | Single-Family Home | $995,000 | 10/08/25 | 3 | 2.5 | 1,893 | |
0.20 | Single-Family Home | $850,000 | 07/31/25 | 3 | 2.5 | 2,072 | |
0.06 | Single-Family Home | $1,175,000 | 11/14/25 | 2 | 1.5 | 1,780 | |
0.18 | Single-Family Home | $800,000 | 08/15/25 | 4 | 1.5 | 1,596 | |
0.44 | Single-Family Home | $865,000 | 08/12/25 | 4 | 2.5 | 2,168 | |
0.16 | Single-Family Home | $926,000 | 01/15/26 | 3 | 2 | 1,740 | |
0.23 | Single-Family Home | $1,000,000 | 02/13/26 | 2 | 2.5 | 1,445 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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Assigned Schools
These are the assigned schools for 218 E Chestnut St.
- St. Michaels Elementary School
- PK-5
- Public
- 333 Students
5/10GreatSchools RatingParent Rating AverageThis USED to be a good school. I have had 3 children at this school and now they are in private school. We moved here so I could be a stay at home mom. Because of the lack of accountability at this school I had to go back to work to pay for private school. The dream of living in a small town with a small school and being able to get my kids off the bus in the afternoon is gone. Teachers that have had children in this school are sending their own kids to private school. This should tell you enough right there. Also, this school only goes up to 5th grade and the student to teacher ratio is not accurate. They have eliminated teachers/classes so they have larger class sizes.Parent Review8y ago - St. Michaels Middle/High School
- 6-12
- Public
- 443 Students
5/10GreatSchools RatingParent Rating AverageN/ATeacher Review18y ago 
Check out schools near 218 E Chestnut St.
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.
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Homes for sale near 218 E Chestnut St
Long & Foster Real Estate, Inc.
0.34 ACRESColdwell Banker Chesapeake Real Estate Company- TTR Sotheby's International Realty
NEW CONSTRUCTION0.41 ACRESTTR Sotheby's International Realty- Long & Foster Real Estate, Inc.
OPEN FRI, 11-1PMMeredith Fine Properties
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Off Market Homes Near 218 E Chestnut St
- SOLDMAY 22, 2026Long & Foster Real Estate, Inc.
- SOLDAPR 24, 2026
SOLDAPR 15, 2026Benson & Mangold, LLC
SOLDMAR 13, 2026TTR Sotheby's International Realty- SOLDFEB 27, 2026
SOLDFEB 19, 2026Benson & Mangold, LLC
SOLDFEB 13, 2026Benson & Mangold, LLC- SOLDFEB 5, 2026
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Homes for rent near 218 E Chestnut St
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218 E Chestnut St, Saint Michaels, MD 21663 is a 4 bedroom, 4 bathroom, 2,639 sqft single-family home built in 1870. This property is not currently available for sale. 218 E Chestnut St was last sold on Apr 30, 2024 for $1,775,000 (5% lower than the asking price of $1,875,000). The current Trulia Estimate for 218 E Chestnut St is $1,941,300.