About 222 Chestnut
A unique opportunity to own a completely renovated home in the heart of town featuring four deep-water, dedicated boat slips. Located at the end of one of the most coveted, tree-lined streets in St. Michaels, this home is surrounded by beautifully restored historic properties and offers incredible views of St. Michaels Harbor. The current owners have thoughtfully renovated this 3-bedroom, 2.5-bath home inside and out, showcasing coastal décor by a local designer. The home lives comfortably and is designed for both relaxed everyday living and effortless entertaining. Enjoy a covered front porch and balconies off the bedrooms, all with breathtaking views of the harbor. Additional highlights include a fenced-in yard, beautiful professional landscaping, and a rebuilt bulkhead. Ideally located just a short walk to the town’s restaurants, bars, museums, and shops—this home allows you to fully enjoy the charm and lifestyle of historic St. Michaels. Offered completely turnkey .
Features of 222 Chestnut
| MLS® # | MDTA2011446 |
|---|---|
| Price | $2,250,000 |
| Bedrooms | 3 |
| Bathrooms | 2.50 |
| Full Baths | 2 |
| Half Baths | 1 |
| Square Footage | 2,284 |
| Acres | 0.17 |
| Year Built | 1996 |
| Type | Residential |
| Sub-Type | Detached |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 222 Chestnut |
|---|---|
| Subdivision | ST. MICHAELS |
| City | SAINT MICHAELS |
| County | TALBOT-MD |
| State | MD |
| Municipality | Saint Michaels |
| Zip Code | 21663 |
Amenities
| Amenities | Attic, Chair Railing, Upgraded Countertops, Crown Molding, Master Bath(s), Shades/Blinds, Wood Floors, Washer/Dryer Hookup |
|---|---|
| Parking | DW - Circular |
| View | Water |
| Is Waterfront | Yes |
| Waterfront | River |
Interior
| Interior Features | Floor Plan-Traditional |
|---|---|
| Appliances | Dishwasher, Dryer, Oven/Range-Gas, Washer |
| Heating | Heat Pump(s) |
| Cooling | Central A/C |
| Has Basement | No |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| # of Stories | 2 |
| Stories | 2 Story |
Exterior
| Exterior | Vinyl Siding |
|---|---|
| Lot Description | Bulkheaded |
| Roof | Architectural Shingle |
| Foundation | Block, Brick/Mortar, Crawl Space |
School Information
| District | TALBOT COUNTY PUBLIC SCHOOLS |
|---|
Additional Information
| Date Listed | July 21st, 2025 |
|---|---|
| Days on Market | 83 |
| Zoning | RES |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | Benson & Mangold, LLC |
|---|---|
| Contact Info | 4108226665 |