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Cell: (410) 459-1644
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202 E Chestnut Street , Saint Michaels, MD 21663

$1,275,000
  • 202 E Chestnut Street , Saint Michaels, MD 21663 Main Photo

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New to the Market
BEDS3 BATHS3 full SQUARE FEET2,052 MLS#MDTA2013714
STATUSACTIVE PROPERTY TYPEResidential - Single Family SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property Description

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.

202 E Chestnut Street | MLS# MDTA2013714

This single family home located at 202 E Chestnut Street , Saint Michaels, MD 21663 is currently listed for sale with an asking price of $1,275,000. This property was built in 1897 and has 3 bedrooms and 3 full baths with 2052 sq. ft. E Chestnut Street is located within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search Saint Michaels real estate on bobbygriebe.homesale.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Ductless/Mini-Split, Heat Pump(s)
Fireplaces: 1
Fuel Type: Electric
Heating: Heat Pump(s)
Home Style: Traditional, Victorian
Lot Size: 0.08 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $7,023
Year Built: 1897

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Dishwasher, Disposal, Refrigerator, Oven/Range - Gas, Dryer - Front Loading, Freezer, Oven - Wall, Range Hood, Washer - Front Loading, Washer/Dryer Stacked, Water Heater - Tankless
Electric: 120/240V
Exterior: Frame, Stick Built, Wood Siding
Exterior: Extensive Hardscape, Outbuilding(s)
Fencing: Rear, Decorative, Privacy
Fireplace: Free Standing, Gas/Propane
Flooring: Hardwood, Marble
Interior: 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
Location: Downtown
Lot: Landscaping, Front Yard, Private, Rear Yard, SideYard(s), Trees/Wooded
Lot Dimensions: 0.08 Acre(S)
Municipality: Saint Michaels
Parking Features: Public
Rooms: Living Room, Dining Room, Primary Bedroom, Bedroom 2,Bedroom 3,Kitchen, Foyer, Sun/Florida Room, Laundry, Primary Bathroom, Full Bath
Sewer: Public Sewer
Special View Info: Garden/Lawn, Courtyard, Scenic Vista, Trees/Woods
SQFT Above Finished: 2052
SQFT Total Finished: 2052
Structure Type: Detached
Utilities: Propane
Water: Public
Windows: Palladian, Transom, Screens
Wooded: Yes

Local Schools

School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 4106733344

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Estimated Payment

$ 3,794.72 per month $2,837.60 Principal & Interest $585.25 Property Tax $371.88 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 05/07/2026. The listing information on this page last changed on 05/07/2026. 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 05/07/2026 12:00:16 AM EST) or Bright MLS (last updated Wed 05/06/2026 11:50:44 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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