'Gorgeous 3 Bedroom, 3 Full Bathroom, 1948 square foot historic colonial home. The Rachel Smith House (circa 1853) is located on highly sought-after E Chestnut Street in the heart of St. Michaels. Highlights include 100+ square foot covered front porch, unique second floor covered balcony, expansive private rear patio, main level bedroom and full bath, and detached workshop easily convertible into an office or other use. Enter the home through the handsome brick front porch with detailed molding, perfect for a few rocking chairs, and into the spacious living room centered around custom built-ins. A main level bedroom/office with a front bay window has built-in bookshelves and an en suite classic black and white tiled bathroom with a standup shower. The living room flows into the spacious dining room with crown molding and a double window out to the rear patio. The kitchen has classic two-toned kitchen cabinets with a white quartz countertop. The oversized sink is positioned to look out to the stunning rear patio through a three paneled sliding glass door. It boasts recently installed stainless steel appliances, breakfast bar seating, and comfortable shelving space. A spacious multi-functional room that serves as a laundry room, storage pantry, and mud room allows easy access to the backyard. The idyllic private rear brick patio enclosed with a traditional picket fence is beautifully manicured and ready for parties, barbeques, or a quiet morning coffee. The detached workshop with an array of possibilities is situated at the back of the deep lot and matches the colors and style of the home including its own fenced patio. Its two rooms include a spacious office or workshop space and a large walk-in closet. An alley behind the outbuilding is extremely convenient for moving things in and out of the workshop and patio. The second level of the home has the primary bedroom with a sitting room/office/or closet and a fully renovated en suite bathroom. This elegant primary bathroom has a double vanity with a tub/shower combo. The bedroom also has direct access to the large second floor covered porch which is an ideal get away space. This well constructed, large porch, ready for a hanging swing, provides an additional 180+ square feet of outdoor living. The expansive views include a panorama of the beautifully maintained and landscaped historic homes and the water, only five houses away. This space is perfect for unwinding at the end of the day, whether it be to take a nap or read a book on a beautiful summer day, enjoy a glass of wine, or even have a romantic candlelight dinner. The second level continues with a fully renovated hallway bathroom offering a double vanity and a large walk-in shower. The third level is a lovely carpeted bedroom with an abundance of closet space and a cute window bench to look out on the rear patio. This home has had extensive updates including, two new bathrooms on the second floor, kitchen updates including counter/appliances/flooring, paint throughout, carpet in the top-level bedroom, and more. This ideal location on East Chestnut is steps away from waterfront dining, live music, and available slips for your boat. Schedule your tour today!