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$1,885,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,284 Sq. Ft.
  • Updated 2 hours ago
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One Of A Kind Opportunity To Own This Stunning Three Bedroom Impeccable Renovated On Desirable Quiet End Of Street Overlooking The St Michaels Harbour.The Double Porches On The Waterside Invite To Lounge On Lazy Summer Afternoons , Watch The Boats Come and Go Or Enjoy The Ducks Visits. There Are 4 Deepwater Boatslips and Off Street Parking . Restaurants , Shops , Museum, Yachtclub and Coffee Shops Are All in Walking Distance. What A Wonderful Home To Come To and Unwind ; It May Be Purchased Turn Key, Lovingly Decorated By "Come By Chance's Deisgn Team"

Full Property Details for 222 Chestnut

General

  • Price: $1,885,000
  • Taxes: $13,765 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2013140
  • Updated: Today (3/19/2026)
  • Added to Site: Today

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
  • 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

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Listing agent

— 222 Chestnut —

  • Cornelia C Heckenbach

    Long & Foster Real Estate, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 222 Chestnut

School District:Talbot County Public Schools
NameGradesDistance
St. Michaels Elementary School
100 Seymour Avenue, Saint Michaels, MD 21663
PK-60.3 mi
St. Michaels Middle/High School
200 Seymour Avenue, Saint Michaels, MD 21663
7-120.3 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/19/2026
Listed
$1,885,000
88.5%
MLS
4/24/2017
Sold
$1,000,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 222 Chestnut

Year
Property Taxes
Change
Tax Assessment
Change
2023
$12,469
—
$1,094,000
3%
2023
$12,469
—
$1,067,200
3%
2023
$12,469
6%
$1,040,400
3%
2022
$11,727
1%
$1,013,600
—
2020
$11,618
1%
$1,013,600
—
2021
$11,513
-2%
$1,013,600
-2%
2020
$11,777
2%
$1,036,800
—
2019
$11,561
3%
$1,036,800
—
2018
$11,195
-2%
$1,036,800
-10%
2017
$11,371
2%
$1,146,000
—
2016
$11,128
1%
$1,146,000
—
2015
$11,025
—
$1,146,000
-2%
2014
$11,056
—
$1,166,200
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 222 Chestnut

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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

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222 Chestnut, Saint Michaels, MD 21663 (MLS# MDTA2013140) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 222 Chestnut is currently listed for $1,885,000 and was received on March 19, 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.

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