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202 Chestnut , Saint Michaels, MD 21663

$1,250,000
  • 202 Chestnut , Saint Michaels, MD 21663 Main Photo

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BEDS3 BATHS3 full SQUARE FEET2,052 MLS#MDTA2014844
STATUSCOMING SOON PROPERTY TYPEResidential - Single Family SUBDIVISIONST MICHAELS SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property Description

Welcome to the William J. Wrightson House, a beautifully restored c. 1897 residence where historic St. Michaels charm meets exceptional modern comfort. Located in the heart of town and just steps from the waterfront, marinas, shops, and restaurants, this distinctive 3-bedroom, 3-bath home offers an extraordinary opportunity to enjoy the very best of Eastern Shore living. Extensively renovated with an emphasis on quality and craftsmanship, the home has been updated from top to bottom. Improvements include new HVAC systems, tankless hot water heaters, updated wiring, encapsulated crawl space, new roof and gutters, recessed lighting, high-end appliances, three renovated baths, a custom butler’s pantry, complete interior and exterior painting, and improved patio drainage and grading. Natural light fills the gracious interior, highlighting heart pine and yellow pine floors, custom millwork, and beautifully appointed living spaces. The living room, anchored by a new gas fireplace, flows naturally into the formal dining room and gourmet kitchen, which features quartz countertops, top-tier appliances, generous cabinetry, and custom built-ins. At the rear of the home, the extraordinary sunroom overlooking the English garden, provides an inviting space for relaxed gatherings or entertaining. Vaulted ceilings, shiplap wall treatment, custom built-ins, and butler’s pantry with beverage chiller and bar sink make this room the heart of the house. French doors open to the brick patio and beautifully landscaped gardens. The second floor offers a serene primary suite with a luxurious marble bath, clawfoot soaking tub, antique vanity, and glass-enclosed walk-in shower. Two additional bedrooms and a beautifully renovated hall bath provide comfortable accommodations for family and guests. Outside, a private English garden creates a picturesque retreat, with roses, crepe myrtles, and hydrangeas framed by a charming French Gothic lattice shadowbox fence. Beautifully restored, thoughtfully designed, and ideally located, this is historic St. Michaels living at its finest.

202 Chestnut | MLS# MDTA2014844

This single family home located at 202 Chestnut , Saint Michaels, MD 21663 is currently listed for sale with an asking price of $1,250,000. This property was built in 1897 and has 3 bedrooms and 3 full baths with 2052 sq. ft. Chestnut is located in the ST MICHAELS subdivision within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search ST MICHAELS real estate on www.yermangainesteam.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Heat Pump(s), Multi Units
Fuel Type: Electric
Heating: Heat Pump - Electric BackUp
Home Style: Cottage, Victorian
Lot Size: 0.08 Acres
Roof Type: Architectural Shingle
Stories: 2.0
Taxes: $7,023
Year Built: 1897

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dishwasher, Disposal, Oven/Range - Gas, Range Hood, Refrigerator, Washer/Dryer Stacked, Water Heater - Tankless, Oven - Wall
Exterior: Frame
Interior: Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Butlers Pantry, Recessed Lighting, Window Treatments, Wood Floors
Lot Dimensions: 0.08 Acre(S)
Municipality: Saint Michaels
Rooms: Living Room, Dining Room, Primary Bedroom, Bedroom 2,Bedroom 3,Kitchen, Family Room, Bathroom 1,Bathroom 2,Primary Bathroom
Sewer: Public Sewer
SQFT Above Finished: 2052
SQFT Total Finished: 2052
Structure Type: Detached
Water: Public

Local Schools

High School: ST. MICHAELS
Middle School: ST. MICHAELS
Elementary School: ST. MICHAELS
School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Benson & Mangold, LLC
Agency Phone: 4107450415

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Estimated Payment

$ 3,731.79 per month $2,781.96 Principal & Interest $585.25 Property Tax $364.58 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 08/20/2026. The listing information on this page last changed on 08/20/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 08/20/2026 12:00:01 AM EST) or Bright MLS (last updated Wed 08/19/2026 11:49:41 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Maryland
The Gaines Group
Brandon Gaines, Jeffrey Gaines, Colin Gaines 

1425 Clarkview Road, Suite 700, Baltimore, MD 21209
410-583-0400

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