202 E Chestnut Street Saint Michaels, MD $ 1,275,000
202 E Chestnut Street
$ 1,275,000
Recently Listed
Share Save

202 E Chestnut Street

Saint Michaels, MD, 21663
$ 1,275,000
Bedrooms3 Baths3.0 Sq 2,052

Monthly Estimate*

$ 7,850

202 E Chestnut Street, Saint Michaels, MD 21663 - Image 1
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 2
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 3
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 4
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 5
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 6
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 7
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 8
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 9
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 10
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 11
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 12
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 13
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 14
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 15
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 16
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 17
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 18
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 19
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 20
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 21
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 22
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 23
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 24
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 25
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 26
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 27
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 28
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 29
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 30
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 31
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 32
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 33
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 34
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 35
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 36
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 37
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 38
202 E Chestnut Street, Saint Michaels, MD 21663 - Image 39

Single Family Home for sale in Saint Michaels, MD

for $1,275,000 with 3 bedrooms and 3 full baths. This 2,052 square foot home was built in 1897 on a lot size of 0.08.

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 butlers 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 Shores 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 butlers 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.

See more

Single Family Active

Price

$ 1,275,000

Bedrooms

3

Full Bath

3

Property Type

Single Family

Taxes

$ 7,023

Style

Traditional,Victorian

Lot Size

0.08

Year Built

1897

Town/City

Saint Michaels

County/Region

Talbot

MLS | Web ID

MDTA2013714

Features
General
Living Area 2052
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Ductless/Mini-Split Heat Pump(s)
Utilities Propane
Possession Settlement
Roof Shingle
Appliances Dishwasher Disposal Refrigerator Oven/Range - Gas Dryer - Front Loading Freezer Oven - Wall Range Hood Washer - Front Loading Washer/Dryer Stacked Water Heater - Tankless
Zoning RESIDENTIAL
Patio/Porch Features Porch(es) Patio(s) Brick Roof
Architectural Style Traditional Victorian
Construction Materials Frame Stick Built Wood Siding
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1897
Electric 120/240V
View Garden/Lawn Courtyard Scenic Vista Trees/Woods
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Saint Michaels
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
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.
City SAINT MICHAELS
Disclosures Prop Disclaimer Prop Disclosure
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 3567.00
Tax Annual Amount 7023.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 621.35
Historic Y/N Y
Vacation Rental Y/N N
Location Type Downtown
Standard Status Active
Year Built Source Assessor
Legal Subdivision *
Tax Lot 1418
Association Recreation Fee N
See more
Interior
Interior Amenities 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 Brea
Heating Fuel Electric
Flooring Hardwood Marble
Total Fireplaces 1
Fireplace Features Free Standing Gas/Propane
Hot Water Propane
Basement (Y/N) N
Heating Y/N Y
Window Features Palladian Transom Screens
Fireplace Y/N Y
Above Grade Finished Area 2052
Half Baths 0
Central Air Y/N N
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Foyer Sun/Florida Room Laundry Primary Bathroom Full Bath
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
See more
Exterior
Exterior Amenities Extensive Hardscape Outbuilding(s)
Pool No Pool
Fencing Rear Decorative Privacy
Parking Features Public
Lot Features Landscaping Front Yard Private Rear Yard SideYard(s) Trees/Wooded
Water Source Public
Type of Parking On Street
Foundation Details Crawl Space
Spa N
Water View Y/N N
Lot Size Acres 0.08
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N N
Door Features Storm French
Road Responsibility City/County
Land Assessed Value 333500.00
Navigable Water Y/N N
Water Oriented Y/N N
See more
Internal Only
Street Number 1 202
See more
* Excluded Features
List By
Ttr Sotheby's International Realty

Broker

lcarney@ttrsir.com

Email

Affordability Calculator

$8,436
Per Month
93%
7%
0%
Monthly Principal & Interest
$7,850
Monthly Property Taxes
$585
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/7/2026$1,275,000 Listed Price

Map


See all

202 E Chestnut Street, Saint Michaels, MD, 21663 is a Single Family Home for sale at $1,275,000 with 2,052 sqft and a lot size of 0.08. 202 E Chestnut Street has 3 bedrooms, 3.0 baths, and was built in 1897. The property's zip code is 21663 which is in Saint Michaels, MD