222 Chestnut, Saint Michaels, MD 21663 - Photo 1

1/1

$1,825,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
1 Partial Bath
2,284 Sq. Ft.
Updated 5 days ago

1/1

Property Description

Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come By Chance's, design team. Across living spaces, you'll enjoy quiet refinement of the original 1996 construction as hand-scraped hardwoods, tailored millwork, crisp coastal hues, and light-filled windows frame seasonal harbor moments. Host visiting guests near your wood-burning hearth where built-ins hold favorite reads, collected shells, and travel mementos. Here, both curated and comfortably lived-in personality mirror mornings with coffee and dinner aromas from your breezy kitchen of high-end appliances, stone surfaces, and a central island. While everything from simple breakfasts to generous crab feasts overlook nautical views from your sunlit sitting room, you're sure to linger long after meals from either of the double balconies. Here, let casual conversation entertain, then settle within either of your three serene bedrooms letting two full and one half baths refresh. Outside, toss yard toys for a four legged friend, cast off kayaks towards quiet coves, or set sail into the open expanse of the Chesapeake Bay. Closer to home, afternoons unfold, just a stroll's-distance away toward daily discoveries within nearby St. Michaels shops, cafés, museums, and the yacht club.

Full Property Details

Full Property Details for 222 Chestnut

General

Sold For: $1,825,000
Taxes: $13,765 (2025)
Status: Closed
Type: Single Family
Source: BrightMLSMidAtlantic
MLS ID: MDTA2013140
Added to Site: 150 day(s) ago

Interior

Rooms/Areas: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Primary Bathroom, Full Bath, Half Bath
Interior Features: Attic, Dining Area, Chair Railings, Upgraded Countertops, Crown Moldings, Primary Bath(s), Window Treatments, Wood Floors, Floor Plan - Traditional
Fireplace: Yes
Number of Fireplaces: 1
Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Oven/Range - Gas, Washer
Flooring: Hardwood

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Upper Floor Baths: 2
Upper - Full Baths: 2
Main Floor Baths: 1
Main - 1/2 Baths: 1

Bedrooms

Total Bedrooms: 3
Bedrooms Upper: 3

Exterior

Exterior Features: Sidewalks

Parking

Total Spaces: 2
Parking Features: Circular Driveway
Parking Type: Driveway

Location

Municipality: Saint Michaels
County: TALBOT
Subdivision: ST. MICHAELS
Driving Directions: ENTER ST MICHAEL, PASS THE VILLAGE SHOP ON THE RIGHT AND ASAP TURN RIGHT ON EAST CHESTNUT, RIDE TO THE VERY END OF THE STREET, SIGN POSTED O THE RIGHT SIDE
Location Details: River
City Limits: Yes

School Information

School District: Talbot County Public Schools

Heating & Cooling

Cooling Type: Other
Cooling Fuel: Electric
Heating Type: Heat Pump(s)
Heating Fuel: Electric
Water Heater: Electric

Utilities

Sewer: Public Sewer
Water: Public
Dist. to Water: 0 Blocks

Structural Information

Architectural Style: Colonial
Structure Type: Detached
Construction: Vinyl Siding
Foundation: Block, Brick/Mortar, Crawl Space
Roof: Architectural Shingle
Stories Description: Main, Upper 1
Square Feet: 2,284
Sq. Ft. Source: Assessor
Living Area: 2,284 Sq. Ft.
Finished Above Grnd: 2,284 Sq. Ft.
Year Built: 1996
Year Built Source: Assessor

Lot Features

Property View: Water, Garden/Lawn
Lot Size (Acres): 0.17
Lot Size (Sq. Ft.): 7,292
Lot Size Source: Assessor
Zoning: RES
Lot Description: Bulkheaded, Front Yard, Landscaping, SideYard(s)

Water Features

Water Front: Yes
Water View: Yes
Navigable Water: Yes
Water Access: Yes
Water Access Desc: Boat - Powered, Sail, Canoe/Kayak
Water Front Type: River
Water Front Name: ST. MICHAELS HARBOR - MILES RIVER
Dock/Slip Conveys: Yes
Docks: 4
Power Boats: 3-5
Non-Power Boats: 3-5

Financial Considerations

Price Per Sq. Ft.: $825.31
Assessment Year: 2026
City/TownTax: $5,141
City/TownTax Freq: Annually
County Tax: $8,623
County Tax Freq: Annually
Tax w/Assessment: $1,329,533
Tax Amount: $13,765
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 2284

Disclosures and Reports

Ownership: Fee Simple
Lot Number: 1

Listed by Long & Foster Real Estate, Inc., Cornelia C Heckenbach
Sold by Unrepresented, Unrepresented

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Listing agent

— 222 Chestnut —

Cornelia C Heckenbach

Long & Foster Real Estate, Inc.

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Schools

Schools serving 222 Chestnut

School District:Talbot County Public Schools

Name	Grades	Distance
St. Michaels Elementary School 100 Seymour Avenue, Saint Michaels, MD 21663	PK-6	0.3 mi
St. Michaels Middle/High School 200 Seymour Avenue, Saint Michaels, MD 21663	7-12	0.3 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 222 Chestnut

Date

Details

Price

Change

Source

8/10/2026

Sold

$1,825,000

-3.18%

MLS

3/19/2026

Listed

$1,885,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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222 Chestnut, Saint Michaels, MD 21663 (MLS# MDTA2013140) is a Single Family property that was sold at $1,825,000 on August 10, 2026. Want to learn more about 222 Chestnut? Do you have questions about finding other Single Family real estate for sale in Saint Michaels? You can browse all Saint Michaels real estate or contact a Coldwell Banker agent to request more information.

222 Chestnut Saint Michaels, MD 21663