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$1,275,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,052 Sq. Ft.
  • Updated 1 day ago
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Known as the William J. Wrightson House, this distinguished circa 1897 residence in the heart of St. Michaels beautifully blends timeless elegance and refined architectural detail with the comforts and conveniences of modern living. Lovingly restored from top to bottom, the home has undergone extensive renovations and improvements, including all new HVAC systems, tankless hot water system, updated wiring, crawlspace encapsulation, new roof and gutters, recessed lighting, high-end appliances, three fully renovated baths, a custom butler's pantry, complete interior and exterior painting, and new patio grading and drainage, among many others. A full list of improvements is available. Ideally situated just steps from the waterfront, marinas, boutique shops, waterfront dining, and renowned local restaurants, the property offers an exceptional in-town lifestyle in one of the Eastern Shore's most beloved waterfront communities. Filled with natural light throughout, the beautiful 3BR/3BA residence showcases heart pine and yellow pine flooring, custom millwork, and thoughtfully renovated living spaces designed for both everyday comfort and effortless entertaining. The welcoming living room, anchored by a new gas fireplace/stove, flows seamlessly into a gracious formal dining room ideal for gatherings with family and friends. The gourmet kitchen features quartz countertops, top-tier appliances, abundant cabinetry, and custom built-ins, effortlessly combining style and functionality. At the rear of the home, a stunning sunroom addition serves as a true focal point, featuring vaulted ceilings, a shiplap accent wall, wet bar and custom butler's pantry with beverage chiller and bar sink, custom built-ins, a renovated full bath, and French doors opening to the picturesque gardens and brick patio beyond. Upstairs, the comfortable primary suite offers a peaceful retreat, complemented by a luxurious bath with a clawfoot soaking tub, Carrara Bella marble flooring (in shower as well), custom antique vanity, and glass-enclosed walk-in shower. Two additional guest bedrooms and a beautifully renovated bath with marble tile flooring, granite-topped vanity, and Perrin & Rowe fixtures provide inviting accommodations for family and guests. The outdoor spaces are equally enchanting, highlighted by a stunning English garden filled with roses, crepe myrtles, and hydrangeas, all enclosed by a charming French Gothic lattice shadowbox fence, creating a private and storybook setting.

Full Property Details for 202 E Chestnut St

General

  • Price: $1,275,000
  • Taxes: $7,023 (2025)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDTA2013714
  • Updated: 5/7/2026
  • Added to Site: 1 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Foyer, Sun/Florida Room, Laundry, Primary Bathroom, Full Bath
  • Interior Features: Attic, Built-Ins, Floor Plan - Traditional, Formal/Separate Dining Room, Upgraded Countertops, Wood Floors, Window Treatments, Bar, Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Bathroom - Tub Shower, Breakfast Area, Butlers Pantry, Dining Area, Family Room Off Kitchen, Kitchen - Eat-In, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Stain/Lead Glass, Wet/Dry Bar
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Free Standing, Gas/Propane
  • Appliances: Dishwasher, Disposal, Refrigerator, Oven/Range - Gas, Dryer - Front Loading, Freezer, Oven - Wall, Range Hood, Washer - Front Loading, Washer/Dryer Stacked, Water Heater - Tankless
  • Flooring: Hardwood, Marble

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3

Other Rooms

  • Laundry: Main Floor

Exterior

  • Exterior Features: Extensive Hardscape, Outbuilding(s)
  • Porch/Patio/Deck: Porch(es), Patio(s), Brick, Roof

Parking

  • Parking Features: Public
  • Parking Type: On Street

Location

  • Municipality: Saint Michaels
  • County: TALBOT
  • Driving Directions: From Route 50, take the Easton Bypass (Rt 322) to Saint Michaels Road (Rt 33). Follow into Saint Michaels. Turn right onto E Chestnut Street. 202 is on your right.
  • Location Details: Downtown
  • Historic District: Yes
  • City Limits: Yes

School Information

  • School District: Talbot County Public Schools

Heating & Cooling

  • Cooling Type: Ductless/Mini-Split, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Propane

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Propane

Structural Information

  • Architectural Style: Traditional, Victorian
  • Structure Type: Detached
  • Construction: Frame, Stick Built, Wood Siding
  • Foundation: Crawl Space
  • Roof: Shingle
  • Walls/Ceilings: Dry Wall, Vaulted Ceilings
  • Windows: Palladian, Transom, Screens
  • Doors: Storm, French
  • Stories Description: Main, Upper 1
  • Square Feet: 2,052
  • Sq. Ft. Source: Assessor
  • Living Area: 2,052 Sq. Ft.
  • Finished Above Grnd: 2,052 Sq. Ft.
  • Year Built: 1897
  • Year Built Source: Assessor
  • Property Condition: Excellent

Additional Structures

  • Other Structures: Shed

Lot Features

  • Property View: Garden/Lawn, Courtyard, Scenic Vista, Trees/Woods
  • Lot Size (Acres): 0.08
  • Lot Size (Sq. Ft.): 3,567
  • Lot Size Source: Assessor
  • Street/Road Desc.: Paved
  • Zoning: RESIDENTIAL
  • Lot Description: Landscaping, Front Yard, Private, Rear Yard, SideYard(s), Trees/Wooded
  • Fencing (Description): Rear, Decorative, Privacy

Financial Considerations

  • Price Per Sq. Ft.: $621.35
  • Assessment Year: 2026
  • City/TownTax: $2,623
  • City/TownTax Freq: Annually
  • County Tax: $4,400
  • County Tax Freq: Annually
  • Tax w/Assessment: $609,200
  • Tax Amount: $7,023
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 2052

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 1418

Listed by TTR Sotheby's International Realty, Laura H Carney

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Listing agent

— 202 E Chestnut St —

  • Laura H Carney

    TTR Sotheby's International Realty

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 202 E Chestnut St

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 202 E Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$1,275,000
79.58%
MLS
8/11/2021
Sold
$710,000
—
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 202 E Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$5,868
—
$558,200
7%
2023
$5,868
—
$523,900
7%
2023
$5,868
11%
$489,600
8%
2022
$5,268
182%
$455,300
—
2020
$1,868
1%
$455,300
—
2021
$1,854
-1%
$455,300
-3%
2020
$1,868
2%
$467,200
3%
2019
$1,824
4%
$452,733
3%
2018
$1,762
8%
$438,267
3%
2017
$1,630
2%
$423,800
—
2016
$1,603
1%
$423,800
—
2015
$1,591
-6%
$423,800
-20%
2014
$1,689
—
$528,400
—
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.

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NMLS#: 1598647

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Listed by TTR Sotheby's International Realty, Laura H Carney

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202 E Chestnut Street, Saint Michaels, MD 21663 (MLS# MDTA2013714) is a Single Family property with 3 bedrooms and 3 full bathrooms. 202 E Chestnut Street is currently listed for $1,275,000 and was received on May 07, 2026. Want to learn more about 202 E Chestnut Street? 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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