Tour
#MDTA2010768, Brian K Gearhart, Listing office: Benson & Mangold, LLC
$2,395,000 List price
222 Chestnut Saint Michaels, MD 21663
3 beds
2 full, 1 partial
2,284 sqft
0.2 acres
$1,049 / sqft
House
Property details
About 222 Chestnut
A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible views of St. Michaels Harbor. The current owners have thoughtfully renovated this 3-bedroom, 2.5-bath home inside and out, showcasing coastal décor by a local designer. The home lives comfortably and is designed for both relaxed everyday living and effortless entertaining. Enjoy a covered front porch and balconies off the bedrooms, all with breathtaking views of the harbor. Additional highlights include a fenced-in yard, beautiful professional landscaping, and a rebuilt bulkhead. Ideally located just a short walk to the town’s restaurants, bars, museums, and shops—this home allows you to fully enjoy the charm and lifestyle of historic St. Michaels. Offered completely turnkey .
Highlights
Home typeSingle Family Residence
HeatingHeat Pump
StatusActive
(ACTIVE)
(ACTIVE)
CoolingCentral Air
Size2,284 sqft
Lot size0.17 Acres
Year built1996
ParkingCircular Driveway, Driveway
MLS #MDTA2011446
ViewWater
Virtual tour
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 2
- Appliances: Dishwasher, Dryer, Oven, Gas Range, Washer
- Basement: No
- Flooring Type: Hardwood
- Interior: Attic, Dining Area, Chair Railings, Upgraded Countertops, Crown Moldings, Primary Bath(s), Window Treatments, Wood Floors, Floor Plan - Traditional
- Total Bedroom Count: 3
- Parking: Circular Driveway, Driveway
- Waterfront: None
- View: Water
- Architectural Style: Colonial
- Heating: Heat Pump
- Cooling: Central Air
- List Price: $2,395,000
- Price/SqFt: $1,048
- Lot: Seawall
- Directions: Rt. 33 to a right on Chestnut St. Last house on right.
- Year Built: 1996
- Stories: 2
- Living Area: 2,284 SqFt
- Municipality: Saint Michaels
- Lot Size: 0.17 Acres
- MLS Number: MDTA2011446
- MLS Name: BRIGHT
- Office Name: Benson & Mangold, LLC
- Office Phone: (410) 822-6665
- Office Email: info@bensonandmangold.com
- Listing Agent: Brian K Gearhart
- Agent Phone: (410) 310-5179
- Agent Email: brian@chesapeakebayproperties.com
Information Deemed Reliable But Not Guaranteed. 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 in which participates, and is provided by BRIGHT through a licensing agreement.
The information provided by this website is for the personal, non-commercial use of consumers and 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 this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.
BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/23/2025, 4:45:28 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
We're sorry, we currently don't have tax history data for this listing.
Nearby schools
5
St. Michaels Elementary School
Public District PK-5
0.2 mi
•100 Seymour Ave
4
Easton Elementary School
Public District PK-5
7.3 mi
•307 Glenwood Ave
6
Tilghman Elementary School
Public District PK-5
8.0 mi
•21374 Foster Ave
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $59,412. Most Saint Michaels, MD residents have annual incomes between $35k-100k. The majority of families are married, no kids. Most residents in this area have post secondary degree education.
How much money do the neighbors make?
27%
<35k
48%
35k-100k
21%
100k-200k
4%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
40%
Single, No Kids
9%
Single, with Kids
41%
Married, No Kids
10%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
10%
<11 yrs old
6%
12-17 yrs old
11%
18-34 yrs old
43%
35-64 yrs old
30%
65+ yrs old
What do the neighbors do for fun?
PGA/LPGA
NASCAR
Soccer
Where do the neighbors shop?
Stein Mart
Dick's Sporting Goods
Old Navy
Where do the neighbors go to eat?
Bob Evans
Arbys
Jimmy Johns
What do the neighbors drive?
Lincoln
GMC
Buick
What do the neighbors listen to?
News/Talk/Information
Adult Hits
New Country
All data provided by Home Junction and Claritas
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Frequently asked questions
About 222 Chestnut
The listing price of 222 Chestnut property is $2,395,000.
The property 222 Chestnut is a house located in Saint Michaels, Maryland, 21663.
Active Listing: 222 Chestnut is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 222 Chestnut are: St. Michaels Elementary School (GreatSchools Rating 5/10), Easton Elementary School (GreatSchools Rating 4/10), Tilghman Elementary School (GreatSchools Rating 6/10), Easton Middle School (GreatSchools Rating 4/10), Matapeake Middle School (GreatSchools Rating 9/10), Stevensville Middle School (GreatSchools Rating 5/10), St. Michaels Middle/High School (GreatSchools Rating 6/10), Easton High School (GreatSchools Rating 4/10), Kent Island High School (GreatSchools Rating 4/10).
The property at 222 Chestnut has 3 bedrooms and 2 full and 1 half bathrooms.
The property 222 Chestnut is 2,284 SqFt (source: MLS/tax record).
The year of construction for 222 Chestnut is 1996.
This home is located at 222 Chestnut in Saint Michaels, MD and zip code 21663. This 2,284 square foot home, which was built in 1996, sits on a 0.17 acre lot. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since July 21, 2025 and is currently priced at $2,395,000.
From Rocket Homes Real Estate and based on county public records data.