# 202 E CHESTNUT Street, Saint Michaels, MD 21663 > **TL;DR:** 3bd/3ba single family, $1,250,000 ($609/sqft), built 1897, 2,052 sqft. > A/C. Est. $6,686/mo. Listed 28 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,250,000 | | Price/sqft | $609 | | Bedrooms | 3 | | Bathrooms | 3 full | | Square Feet | 2,052 | | Year Built | 1897 | | Lot Size | 3,568 sqft (0.08 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 28 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $6,321 | | Estimated Insurance | $365 | | **Total** | **$6,686** | ## Nearby Schools - **Elementary:** ST. MICHAELS - **Middle:** ST. MICHAELS - **High:** ST. MICHAELS ## Key Amenities - A/C ## Property Highlights - Built in 1897 - 0.08 acre lot - 2 stories ## Description ### Agent 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. ## Location - **Address:** 202 E CHESTNUT Street, Saint Michaels, MD 21663 - **County:** TALBOT - **Neighborhood:** ST. MICHAELS - **Coordinates:** 38.78302, -76.2208 - **Google Maps:** https://www.google.com/maps?q=38.78302,-76.2208 ## Listing Agent - **Name:** Winifred C Cowee · **License:** 16686 - **Brokerage:** Benson & Mangold, LLC - **Phone:** (410) 822-1415 - **Broker Phone:** (410) 822-1415 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/202-E-Chestnut-St_Saint-Michaels_MD_21663_M54871-77275?f=listhub&s=TRENDPA&m=MDTA2014844&c=propsimple) ## Photos ![202 E CHESTNUT Street - Photo 1](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1505980056r.jpg) ![202 E CHESTNUT Street - Photo 2](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1191762019r.jpg) ![202 E CHESTNUT Street - Photo 3](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3056918013r.jpg) ![202 E CHESTNUT Street - Photo 4](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3055823415r.jpg) ![202 E CHESTNUT Street - Photo 5](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1764447813r.jpg) ![202 E CHESTNUT Street - Photo 6](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1881609744r.jpg) ![202 E CHESTNUT Street - Photo 7](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2983168306r.jpg) ![202 E CHESTNUT Street - Photo 8](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f4275812169r.jpg) ![202 E CHESTNUT Street - Photo 9](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f445055334r.jpg) ![202 E CHESTNUT Street - Photo 10](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1694609101r.jpg) ![202 E CHESTNUT Street - Photo 11](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f278830183r.jpg) ![202 E CHESTNUT Street - Photo 12](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2030010946r.jpg) ![202 E CHESTNUT Street - Photo 13](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f724133560r.jpg) ![202 E CHESTNUT Street - Photo 14](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1744263908r.jpg) ![202 E CHESTNUT Street - Photo 15](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2020139141r.jpg) ![202 E CHESTNUT Street - Photo 16](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f4065852014r.jpg) ![202 E CHESTNUT Street - Photo 17](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1413278171r.jpg) ![202 E CHESTNUT Street - Photo 18](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3613155732r.jpg) ![202 E CHESTNUT Street - Photo 19](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2626662043r.jpg) ![202 E CHESTNUT Street - Photo 20](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f781096662r.jpg) ![202 E CHESTNUT Street - Photo 21](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3178620705r.jpg) ![202 E CHESTNUT Street - Photo 22](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3810196861r.jpg) ![202 E CHESTNUT Street - Photo 23](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1929503562r.jpg) ![202 E CHESTNUT Street - Photo 24](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1263027958r.jpg) ![202 E CHESTNUT Street - Photo 25](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f445519404r.jpg) ![202 E CHESTNUT Street - Photo 26](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1277542304r.jpg) ![202 E CHESTNUT Street - Photo 27](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2630812423r.jpg) ![202 E CHESTNUT Street - Photo 28](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2063682117r.jpg) ![202 E CHESTNUT Street - Photo 29](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f873328076r.jpg) ![202 E CHESTNUT Street - Photo 30](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1320401722r.jpg) ![202 E CHESTNUT Street - Photo 31](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f508897908r.jpg) ![202 E CHESTNUT Street - Photo 32](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2027741480r.jpg) ![202 E CHESTNUT Street - Photo 33](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3357034705r.jpg) ![202 E CHESTNUT Street - Photo 34](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3020522379r.jpg) ![202 E CHESTNUT Street - Photo 35](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2197618339r.jpg) ![202 E CHESTNUT Street - Photo 36](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2756033717r.jpg) ![202 E CHESTNUT Street - Photo 37](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f4149693766r.jpg) ![202 E CHESTNUT Street - Photo 38](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f998628772r.jpg) ![202 E CHESTNUT Street - Photo 39](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f235778800r.jpg) ![202 E CHESTNUT Street - Photo 40](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3950812525r.jpg) ![202 E CHESTNUT Street - Photo 41](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f837709165r.jpg) ![202 E CHESTNUT Street - Photo 42](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1912658638r.jpg) ![202 E CHESTNUT Street - Photo 43](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3391395387r.jpg) ![202 E CHESTNUT Street - Photo 44](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2444832381r.jpg) ![202 E CHESTNUT Street - Photo 45](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3180081771r.jpg) ![202 E CHESTNUT Street - Photo 46](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f1219483875r.jpg) ![202 E CHESTNUT Street - Photo 47](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f3585995736r.jpg) ![202 E CHESTNUT Street - Photo 48](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2151858228r.jpg) ![202 E CHESTNUT Street - Photo 49](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2646195816r.jpg) ![202 E CHESTNUT Street - Photo 50](http://lh.rdcpix.com/fe4ab52e6e3db8ced9a317a391319154l-f2238998574r.jpg) --- **MLS#:** MDTA2014844 | **Updated:** 2026-08-21 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/202-e-chestnut-street-saint-michaels-md-21663-a2014844) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/202-e-chestnut-street-saint-michaels-md-21663-a2014844#listing", "url": "https://www.propertysimple.ai/listing/202-e-chestnut-street-saint-michaels-md-21663-a2014844", "name": "202 E CHESTNUT Street, Saint Michaels, MD 21663", "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. 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