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.
For sale
$1,885,000
222 E Chestnut St, Saint Michaels, MD 21663
3beds
2,284sqft
Single Family Residence
Built in 1996
7,292 Square Feet Lot
$1,782,700 Zestimate®
$825/sqft
$-- HOA
What's special
Central islandCrisp coastal huesStone surfacesHand-scraped hardwoodsWood-burning hearthBeautifully renovated interiorsTailored millwork
- 111 days |
- 794 |
- 21 |
Zillow last checked:
Listing updated:
Listed by:
Cornelia C Heckenbach 410-310-1229,
Long & Foster Real Estate, Inc. 4107450283
Source: Bright MLS,MLS#: MDTA2013140
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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, Bathroom - Walk-In Shower, Granite Counters, Double Sink, Flooring - Ceramic Tile, Flooring - HardWood, Window Treatments, Walk-In Closet(s)
- Level: Upper
- Area: 345 Square Feet
- Dimensions: 23 X 15
Bedroom 2
- Features: Balcony Access, Flooring - HardWood, Window Treatments
- Level: Upper
- Area: 140 Square Feet
- Dimensions: 14 X 10
Bedroom 3
- Features: Balcony Access, Window Treatments, Flooring - Solid Hardwood
- Level: Upper
- Area: 207 Square Feet
- Dimensions: 23 X 9
Primary bathroom
- Features: Bathroom - Walk-In Shower, Double Sink
- Level: Upper
- Area: 119 Square Feet
- Dimensions: 7 X 17
Family room
- Features: Flooring - Solid Hardwood, Balcony Access, Window Treatments
- Level: Main
- Area: 253 Square Feet
- Dimensions: 11 X 23
Foyer
- Features: Flooring - Solid Hardwood
- Level: Main
- Area: 40 Square Feet
- Dimensions: 4 X 10
Other
- Level: Upper
- Area: 52 Square Feet
- Dimensions: 4 X 13
Half bath
- Level: Main
- Area: 30 Square Feet
- Dimensions: 6 X 5
Kitchen
- Features: Kitchen Island, Breakfast Bar, Granite Counters, Dining Area, Eat-in Kitchen, Recessed Lighting, Window Treatments
- Level: Main
- Area: 143 Square Feet
- Dimensions: 11 X 13
Laundry
- Level: Main
- Area: 48 Square Feet
- Dimensions: 8 X 6
Living room
- Features: Flooring - Solid Hardwood, Fireplace - Gas, Balcony Access, Window Treatments
- Level: Main
- Area: 435 Square Feet
- Dimensions: 29 X 15
Heating
- Heat Pump, Electric
Cooling
- Other, 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
- Exterior features: Sidewalks
- Pool features: None
- Has view: Yes
- View description: Water, Garden
- Has water view: Yes
- Water view: Water
- Waterfront features: Private Dock Site, River, Boat - Powered, Sail, Canoe/Kayak
- Body of water: St. Michaels Harbor - Miles River
- Frontage length: Water Frontage Ft: 180
Lot
- Size: 7,292 Square Feet
- Features: Bulkheaded, Front Yard, Landscaped, SideYard(s)
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
- 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: $825/sqft
- Tax assessed value: $1,329,533
- Annual tax amount: $13,765
- Date on market: 3/19/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$1,782,700
$1.69M - $1.87M
$2,764/mo
Price history
| Date | Event | Price |
|---|---|---|
| 3/19/2026 | Listed for sale | $1,885,000-16.2%$825/sqft |
Source:  Bright MLS #MDTA2013140 Report a problem | ||
| 12/16/2025 | Listing removed | $2,250,000$985/sqft |
Source: Bright MLS #MDTA2011446 Report a problem | ||
| 8/27/2025 | Price change | $2,250,000-6.1%$985/sqft |
Source: Bright MLS #MDTA2011446 Report a problem | ||
| 7/21/2025 | Listed for sale | $2,395,000+139.5%$1,049/sqft |
Source: Bright MLS #MDTA2011446 Report a problem | ||
| 5/1/2017 | Sold | $1,000,000-22.8%$438/sqft |
Source: Public Record Report a problem | ||
| 4/10/2017 | Pending sale | $1,295,000$567/sqft |
Source: Benson & Mangold, LLC #TA9867095 Report a problem | ||
| 3/31/2017 | Price change | $1,295,000-27.7%$567/sqft |
Source: Benson & Mangold, LLC #TA9867095 Report a problem | ||
| 3/7/2017 | Price change | $1,790,000+38.2%$784/sqft |
Source: Benson & Mangold, LLC #TA9867095 Report a problem | ||
| 2/20/2017 | Listed for sale | $1,295,000+23.3%$567/sqft |
Source: Benson & Mangold LLC #TA9867095 Report a problem | ||
| 11/22/2016 | Listing removed | $1,050,000$460/sqft |
Source: Meredith Fine Properties #TA9663702 Report a problem | ||
| 9/10/2016 | Price change | $1,050,000-18.9%$460/sqft |
Source: Meredith Fine Properties #TA9663702 Report a problem | ||
| 5/20/2016 | Listed for sale | $1,295,000$567/sqft |
Source: Meredith Fine Properties #TA9663702 Report a problem | ||
| 11/17/2014 | Listing removed | $1,295,000$567/sqft |
Source: Benson & Mangold, LLC #TA8355267 Report a problem | ||
| 5/22/2014 | Price change | $1,295,000-23.6%$567/sqft |
Source: Benson & Mangold, LLC #TA8355267 Report a problem | ||
| 4/8/2014 | Listing removed | $3,900$2/sqft |
Source: ExecuHome Realty #TA8205919 Report a problem | ||
| 2/6/2014 | Listed for sale | $1,695,000+13.2%$742/sqft |
Source: Benson & Mangold, LLC #TA8355267 Report a problem | ||
| 10/30/2013 | Listed for rent | $3,900$2/sqft |
Source: ExecuHome Realty #TA8205919 Report a problem | ||
| 10/25/2013 | Listing removed | $1,497,000$655/sqft |
Source: ExecuHome Realty #TA8061165 Report a problem | ||
| 4/23/2013 | Listed for sale | $1,497,000-31.2%$655/sqft |
Source: ExecuHome Realty #TA8061165 Report a problem | ||
| 6/22/2012 | Listing removed | $2,175,000$952/sqft |
Source: ExecuHome Realty #TA7867571 Report a problem | ||
| 6/19/2012 | Listed for sale | $2,175,000+17.6%$952/sqft |
Source: ExecuHome Realty #TA7867571 Report a problem | ||
| 9/13/2007 | Sold | $1,850,000+68.2%$810/sqft |
Source: Public Record Report a problem | ||
| 10/21/2002 | Sold | $1,100,000+65.4%$482/sqft |
Source: Public Record Report a problem | ||
| 10/19/1999 | Sold | $665,000+66.3%$291/sqft |
Source: Public Record Report a problem | ||
| 2/28/1996 | Sold | $400,000+175.9%$175/sqft |
Source: Public Record Report a problem | ||
| 9/18/1995 | Sold | $145,000$63/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $1,094,000 +2.5% |
| 2024 | $13,297 +6.6% | $1,067,200 +2.6% |
| 2023 | $12,469 +6.3% | $1,040,400 +2.6% |
| 2022 | $11,727 +0.9% | $1,013,600 |
| 2021 | $11,618 | $1,013,600 |
| 2020 | $11,618 -2.2% | $1,013,600 -2.2% |
| 2019 | $11,884 +2.8% | $1,036,800 |
| 2018 | $11,561 +3.3% | $1,036,800 |
| 2017 | $11,195 +1.5% | $1,036,800 -9.5% |
| 2016 | $11,029 | $1,146,000 |
| 2015 | $11,029 -5.8% | $1,146,000 |
| 2014 | $11,707 | $1,146,000 -1.7% |
| 2013 | -- | $1,166,200 +0.2% |
| 2012 | -- | $1,163,837 +0.2% |
| 2011 | -- | $1,161,473 +0.2% |
| 2010 | -- | $1,159,110 +10.9% |
| 2009 | -- | $1,045,156 +12.2% |
| 2008 | -- | $931,203 +13.9% |
| 2007 | -- | $817,250 +13.5% |
| 2006 | -- | $720,356 +15.5% |
| 2005 | -- | $623,463 +18.4% |
| 2004 | -- | $526,570 +10% |
| 2003 | -- | $478,686 +11.1% |
| 2002 | -- | $430,803 +12.5% |
| 2001 | -- | $382,920 |
Find assessor info on the county website
Monthly payment
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Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 21663
Nearby schools
GreatSchools rating
- 5/10St. Michaels Elementary SchoolGrades: PK-5Distance: 0.3 mi
- 5/10St. Michaels Middle/High SchoolGrades: 6-12Distance: 0.3 mi
Schools provided by the listing agent
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Maryland
- Talbot County
- Saint Michaels
- 21663
- 222 E Chestnut St
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