$1,885,000

222 E Chestnut St Saint Michaels, MD 21663

Estimated payment $11,210/month

Total Views 6,949
3 Beds
2.5 Baths
2,284 Sq Ft
$825 Price per Sq Ft

Highlights

  • 180 Feet of Waterfront
  • Pier
  • Stream or River on Lot
  • 4 Dock Slips
  • Colonial Architecture
  • 3-minute walk to Saint Marys Square

About This Home

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.

Listing Agent

Cornelia Heckenbach

(410) 745-0283 info@corneliaheckenbach.com Long & Foster Real Estate, Inc. Brokerage Phone: 4107450283 License #513948 Listed on: 03/19/2026

Long & Foster Real Estate, Inc.

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $13,765

Year Built

  • Built in 1996

Lot Details

  • 7,292 Sq Ft Lot
  • 180 Feet of Waterfront
  • Home fronts navigable water
  • Landscaped
  • Front and Side Yard

Property Views

  • Water
  • Garden

Home Design

  • Colonial Architecture
  • Brick Foundation
  • Block Foundation
  • Architectural Shingle Roof
  • Vinyl Siding

Interior Spaces

  • 2,284 Sq Ft Home
  • Property has 2 Levels
  • Traditional Floor Plan
  • Chair Railings
  • Crown Molding
  • 1 Fireplace
  • Window Treatments
  • Entrance Foyer
  • Family Room
  • Living Room
  • Dining Area
  • Wood Flooring
  • Crawl Space
  • Attic

Kitchen

  • Gas Oven or Range
  • Dishwasher
  • Upgraded Countertops

Bedrooms and Bathrooms

  • 3 Bedrooms
  • En-Suite Bathroom

Laundry

  • Laundry Room
  • Dryer
  • Washer

Parking

  • 2 Parking Spaces
  • 2 Driveway Spaces
  • Circular Driveway

Outdoor Features

  • Pier
  • Access to Tidal Water
  • Canoe or Kayak Water Access
  • River Nearby
  • Sail
  • Bulkhead
  • 4 Dock Slips
  • Physical Dock Slip Conveys
  • Stream or River on Lot
  • 3 Powered Boats Permitted
  • 3 Non-Powered Boats Permitted

Utilities

  • Cooling Available
  • Heat Pump System
  • Electric Water Heater

Community Details

  • No Home Owners Association
  • St. Michaels Subdivision

Listing and Financial Details

  • Tax Lot 1
  • Assessor Parcel Number 2102062836

Home Details

Home Type

Single Family

Est. Annual Taxes

$13,765

Year Built

Built in 1996

Lot Details

7,292 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Colonial
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main, Upper 1
  • Expected On Market: 3/19/2026 12:00:00 AM
  • Year Built: 1996
  • Special Features: VirtualTour
  • Property Sub Type: Detached

Interior Features

  • Appliances: Washer/Dryer Hookups Only, Dishwasher, Dryer, Oven/Range - Gas, Washer
  • Flooring Type: Hardwood
  • Interior Amenities: Attic, Dining Area, Chair Railings, Upgraded Countertops, Crown Moldings, Primary Bath(s), Window Treatments, Wood Floors, Floor Plan - Traditional
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Foundation Details: Block, Brick/Mortar, Crawl Space
  • Levels Count: 2
  • Room List: Living Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Primary Bathroom, Full Bath, Half Bath
  • Basement: No
  • Total Sq Ft: 2284
  • Living Area Sq Ft: 2284
  • Price Per Sq Ft: 825.31
  • Above Grade Finished Sq Ft: 2284
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 2
  • Upper Level Bathrooms: 2.00
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Vinyl Siding
  • Exterior Features: Sidewalks
  • Roof: Architectural Shingle
  • View: Water, Garden/Lawn
  • Water Access Features: Boat - Powered, Sail, Canoe/Kayak
  • Water Access: Yes
  • Water Body Name: ST. MICHAELS HARBOR - MILES RIVER
  • Water Body Type: River
  • Waterfront: Yes
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: Yes
  • Water View: Yes
  • Water Frontage In Feet: 180

Garage/Parking

  • Garage: No
  • Parking Features: Circular Driveway
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Driveway
  • Number of Spaces in Driveway: 2

Utilities

  • Central Air Conditioning: No
  • Cooling Fuel: Electric
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Lot Features: Bulkheaded, Front Yard, Landscaping, Sideyard(s)
  • Lot Size Acres: 0.17
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 7292.00
  • Zoning: RES
  • In City Limits: Yes

Rental Info

  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 13765.00
  • Assessor Parcel Number: 2102062836
  • Tax Lot: 1
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

Multi Family

  • Waterfront Features: Private Dock Site

MLS Schools

  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS

Map

Range of Values:

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Value Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $13,639 $1,094,000 $692,000 $402,000
2024 $13,176 $1,067,200 $0 $0
2023 $12,356 $1,040,400 $0 $0
2022 $11,621 $1,013,600 $692,000 $321,600
2021 $11,366 $1,013,600 $692,000 $321,600
2020 $11,513 $1,013,600 $692,000 $321,600
2019 $11,777 $1,036,800 $737,500 $299,300
2018 $11,457 $1,036,800 $737,500 $299,300
2017 $11,371 $1,036,800 $0 $0
2016 $11,029 $1,146,000 $0 $0
2015 $11,707 $1,146,000 $0 $0
2014 $11,707 $1,146,000 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
03/19/2026 03/19/26 For Sale $1,885,000 +88.5% $825 / Sq Ft
04/28/2017 04/28/17 Sold $1,000,000 -22.8% -- View Prior Sale
04/08/2017 04/08/17 Pending -- -- --
02/20/2017 02/20/17 For Sale $1,295,000 0.0% --
12/01/2014 12/01/14 Rented $2,600 -25.7% --
11/13/2014 11/13/14 Under Contract -- -- --
10/07/2014 10/07/14 For Rent $3,500 -- --
Source: Bright MLS

Purchase History

Date Type Sale Price Title Company
Deed $1,000,000 Eastern Shore Title Co
Deed $1,850,000 --
Deed $1,850,000 --
Deed $1,100,000 --
Deed $665,000 --
Deed $400,000 --
Deed -- --
Deed $145,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Previous Owner $1,000,000 Purchase Money Mortgage
Previous Owner $1,000,000 Purchase Money Mortgage
Closed -- No Value Available
Source: Public Records

Source: Bright MLS

MLS Number: MDTA2013140

Bright MLS

APN: 02-062836

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