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 .
For sale
$2,395,000
222 E Chestnut St, Saint Michaels, MD 21663
3beds
2,284sqft
Est.:
Single Family Residence
Built in 1996
7,292 Square Feet Lot
$-- Zestimate®
$1,049/sqft
$-- HOA
What's special
Beautiful professional landscapingRebuilt bulkheadFenced-in yardCompletely renovated homeBalconies off the bedroomsCovered front porch
- 14 days
- on Zillow |
- 1,582 |
- 59 |
Zillow last checked: 7 hours ago
Listing updated: July 29, 2025 at 04:04am
Listed by:
Brian Gearhart 410-310-5179,
Benson & Mangold, LLC 4108226665,
Listing Team: Chesapeake Bay Properties Team Of Benson & Mangold
Source: Bright MLS,MLS#: MDTA2011446

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Primary Bathroom, Full Bath, Half Bath
Primary bedroom
- Features: Balcony Access
- Level: Upper
- Area: 345 Square Feet
- Dimensions: 15 x 23
Bedroom 2
- Features: Balcony Access
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 10 x 14
Bedroom 3
- Features: Balcony Access
- Level: Upper
- Area: 207 Square Feet
- Dimensions: 9 x 23
Primary bathroom
- Level: Upper
- Area: 119 Square Feet
- Dimensions: 17 x 7
Family room
- Level: Main
- Area: 253 Square Feet
- Dimensions: 23 x 11
Foyer
- Level: Main
- Area: 40 Square Feet
- Dimensions: 10 x 4
Other
- Level: Upper
- Area: 52 Square Feet
- Dimensions: 13 x 4
Half bath
- Level: Main
- Area: 30 Square Feet
- Dimensions: 5 x 6
Kitchen
- Features: Kitchen Island
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 x 11
Laundry
- Level: Main
- Area: 48 Square Feet
- Dimensions: 6 x 8
Living room
- Level: Main
- Area: 435 Square Feet
- Dimensions: 15 x 29
Heating
- Heat Pump, Electric
Cooling
- Central Air, Electric
Appliances
- Included: Dishwasher, Dryer, Oven/Range - Gas, Washer, Electric Water Heater
- Laundry: Washer/Dryer Hookups Only, Laundry Room
Features
- Attic, Dining Area, Chair Railings, Upgraded Countertops, Crown Molding, Primary Bath(s), Floor Plan - Traditional
- Flooring: Hardwood, Wood
- Windows: Window Treatments
- Has basement: No
- Number of fireplaces: 1
Interior area
- Total structure area: 2,284
- Total interior livable area: 2,284 sqft
- Finished area above ground: 2,284
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Circular Driveway, Driveway
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Pool features: None
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: None, River, Boat - Powered, Sail, Canoe/Kayak
- Body of water: St. Michaels Harbor
- Frontage length: Water Frontage Ft: 70
Lot
- Size: 7,292 Square Feet
- Features: Bulkheaded
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 2102062836
- Zoning: RES
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block, Brick/Mortar, Crawl Space
- Roof: Architectural Shingle
Condition
- Excellent
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: St. Michaels
HOA
- Has HOA: No
Location
- Region: Saint Michaels
- Municipality: Saint Michaels
Financial & listing details
- Price per square foot: $1,049/sqft
- Tax assessed value: $1,094,000
- Annual tax amount: $13,297
- Date on market: 7/21/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
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