217 E Chestnut St
Saint Michaels, MD 21663
5 Beds
4 Baths
3,953 sqft (on 0.31 acres)
5 Beds
4 Baths
3,953 sqft
(on 0.31 acres)
Local Information
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Description
This single-family home is located at 217 E Chestnut St, Saint Michaels, MD. 217 E Chestnut St is in Saint Michaels, MD and in ZIP code 21663. This property has 5 bedrooms, 4 bathrooms and approximately 3,953 sqft of floor space. This property has a lot size of 0.31 acres and was built in 1800.
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.
Home Highlights
Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 217 E Chestnut St
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Heating & Cooling Heating: BaseboardAir ConditioningCooling System: CentralHeating Fuel: Baseboard |
Levels, Entrance, & Accessibility Stories: 3Floors: Hardwood |
Interior Details Types of Rooms: Dining Room |
Appliances & Utilities DishwasherDryerRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: Shake ShingleDeckExterior: OtherFoundation Type: PiersPatio |
Pool Pool |
Parking & Garage GarageParking: Garage |
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Year Built Year Built: 1800 |
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional |
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Units in Building: 1 |
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Lot Area: 0.31 acres |
Price History for 217 E Chestnut St
| Date | Price | Event | Source |
|---|---|---|---|
| 10/31/2018 | $2,995,000 | ListingRemoved | Agent Provided |
| 03/01/2018 | $2,995,000 | Listed For Sale | Agent Provided |
| 12/02/2016 | $2,995,000 | ListingRemoved | Agent Provided |
| 03/30/2016 | $2,995,000 | Listed For Sale | Agent Provided |
| 01/12/2007 | $2,600,000 | Sold | N/A |
| 11/07/1997 | $475,000 | Sold | N/A |
Market trends in Saint Michaels
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
51 8MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $2,539,300 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$5,032/mo
Homes for rent near 217 E Chestnut St
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Comparable Sales for 217 E Chestnut St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.09 | Single-Family Home | $995,000 | 10/08/25 | 3 | 2.5 | 1,893 | |
0.13 | Single-Family Home | $1,350,000 | 10/27/25 | 3 | 2.5 | 2,320 | |
0.14 | Single-Family Home | $1,225,000 | 06/05/26 | 2 | 2.5 | 2,282 | |
0.12 | Single-Family Home | $1,152,500 | 06/10/26 | 3 | 2.5 | 2,336 | |
0.22 | Single-Family Home | $800,000 | 11/17/25 | 4 | 3.5 | 1,983 | |
0.43 | Single-Family Home | $2,700,000 | 10/15/25 | 3 | 2.5 | 3,393 | |
0.31 | Single-Family Home | $1,382,500 | 09/29/25 | 4 | 5 | 2,048 | |
0.14 | Single-Family Home | $926,000 | 01/15/26 | 3 | 2 | 1,740 | |
0.20 | Single-Family Home | $850,000 | 07/31/25 | 3 | 2.5 | 2,072 | |
0.08 | Single-Family Home | $1,175,000 | 11/14/25 | 2 | 1.5 | 1,780 |
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 217 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 217 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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Apartments for Rent
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Homes for sale near 217 E Chestnut St
- 0.34 ACRESColdwell Banker Chesapeake Real Estate Company
NEW CONSTRUCTION0.41 ACRESTTR Sotheby's International Realty- Long & Foster Real Estate, Inc.
- TTR Sotheby's International Realty
Long & Foster Real Estate, Inc.
OPEN FRI, 12-2PMMeredith Fine Properties
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Off Market Homes Near 217 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
SOLDDEC 19, 2025TTR Sotheby's International Realty
SOLDOCT 15, 2025TTR Sotheby's International Realty
SOLDAUG 28, 2025Monument Sotheby's International Realty
OFF MARKETChesapeake Bay Real Estate Plus, LLC- See more homes for sale inSaint Michaels
217 E Chestnut St, Saint Michaels, MD 21663 is a 5 bedroom, 4 bathroom, 3,953 sqft single-family home built in 1800. This property is not currently available for sale. 217 E Chestnut St was last sold on Jan 12, 2007 for $2,600,000. The current Trulia Estimate for 217 E Chestnut St is $4,074,100.