USAMDSaint MichaelsNone Available114 W Chestnut St
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New
Open House
114 W Chestnut St | Image 2
114 W Chestnut St | Image 3
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$1,195,000

For Sale

2 hours ago

114 W Chestnut St, Saint Michaels, MD

House

MLS® MDTA2014898

4 Bed

4 Bath

3528 sqft

--

Open House
Sun Aug 30, 1:00-3:00 PM EDT
  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3528 sqft
Garage 
Taxes $9,815
Days Active 0
Lot Size 0.17 Acres
Approx. Age 1850
Avg. Price Per Sqft $338
MLS® Number MDTA2014898

Property Address: 114 W Chestnut St, SAINT MICHAELS, MD, 21663

Average square foot calculated using Size range provided by listing agent.

Description

Experience the quintessential coastal lifestyle in this historic gem, situated on one of the most sought-after streets in the St. Michaels historic district. Featuring timeless charm and character, this stately property perfectly blends classic architectural details (such as multiple built-ins and four working fireplaces) with modern convenience, all just a stone's throw from the town's vibrant harbor, boutique shops, and award-winning restaurants. Enter from the wide, covered front porch - ideal for morning coffee or greeting neighbors - into a grand, elongated foyer that sets a welcoming tone. The interior features gorgeous hardwood floors throughout, seamlessly connecting the bright living spaces. This home offers four spacious bedrooms, generously sized bathrooms, and ample storage, providing comfort for family and guests alike. The rear yard is a private retreat designed for both relaxation and entertaining. Tucked into the lush landscaping (which includes an in-ground irrigation system) is a fully finished, detached accessory building. This versatile, light-filled structure is perfect for a dedicated craft studio, hobby workshop, private home office, or fitness room. This property also includes rare, highly coveted off-street parking. Situated just steps from San Domingo creek and less than a block from Talbot Street, the house provides quick access to the waterfront park/kayak launch and the nature trail as well to the town's maritime attractions, local ice cream parlors, and fine dining. An 1850 historic treasure in a premier in-town location doesn't come along often-schedule your private tour today and make the magic of the Eastern Shore your reality.
MLS® NumberMDTA2014898
Laundry Level
Central VacNo
FireplaceYes
Acreage
Exterior
Garage
Approx. Age1850
Basement
DrivewayAlley, On Street, Off Street, Driveway
Garage Spaces
HeatHeat Pump(s), Electric
A/CCentral A/C, Electric

Extras

Rooms

Change to metres

Living Room:Not available
Family Room:Not available
Kitchen:Not available
Laundry:Not available
Other:Not available
Dining Room:Not available
Office:Not available

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 28, 2026List Date
$1,195,000List Price
-End Date
Not Sold YetSold Price

For Sale

Mar 11, 2026List Date
$1,195,000List Price

Home Appraisal

This property is estimated to sell between: $1,195,000 and $1,296,000.
Similar properties in this area sold on average for: $1,261,875
Expected to sell in 141 days. Similar properties sold in 141 days. This home has been on eXp Realty for 0 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
114 W Chestnut St, Saint Michaels, MD

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