Built in 1818 for early woolen mill owner John Woolley, the Woolley House is a rare and beautifully preserved Federal-style brick residence that blends historic character with the demands of contemporary life. Listed on the National Register of Historic Places within the Mechanicsville Historic District, this exceptional property offers unique architectural significance. Classic period details are evident throughout: antique brick walkway, a side-hall layout, blind-arch entryway, fanlight transom, wide pine floors, 12-over-12 windows, and an original central cooking hearth complete with an iron crane and concealed baking ovens. What truly distinguishes the Woolley House is its remarkable versatility for today's professional lifestyle. A converted carriage barn offers three separate private office suites with garden views and exterior access, creating an ideal environment for remote professionals, entrepreneurs, consultants, creatives, or anyone operating a home-based business. Whether you need dedicated workspace for multiple household members, private client meeting areas, or room to grow, the flexibility is exceptional. Paired with fiber-optic internet service, the property delivers the connectivity modern professionals demand while offering comfort and character impossible to find in any conventional office setting. The main residence is equally impressive. The lower level features a custom marble kitchen, formal dining room, three-quarter bath, laundry, and two gracious sitting rooms. Upstairs, four bedrooms, two updated bathrooms, a lounge, a finished loft, and a library retreat offer generous, well-appointed living space. Porches at the back of the house offer three-season enjoyment. A large attic provides significant storage space or potential additional use.Outside, mature perennial gardens, a bank of beautiful rhododendrons, and one of Windham County's most admired hosta collections create a peaceful and private setting.
| MLS # | 5081734 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| Sub-Type | Resale |
| Status | (10) Active - Active |
| Year | 1818 |
| Days On Site | 191 |
| Listing Provided By | Engel & Volkers Okemo | Mendi Michael |
| Bed(s) | 4 |
|---|---|
| Bath(s) | 3 Total |
| Garage | 2 |
| Basement | Y |
| Story(s) | 3 |
| Zoning | Residential |
| Acreage | 0.25 |
| Rooms Total | 13 |
|---|---|
| Cooling | None |
| Heating | Oil, Baseboard |
| Interior Features | Ceiling Fan(s), Dining Area, 3+ Fireplaces, Master BR w/ BA, Natural Woodwork, 1st Floor Laundry, Walkup Attic |
| Appliances | Dishwasher, Dryer, Microwave, Refrigerator, Washer, Electric Stove, Water Heater off Boiler, Oil Water Heater |
| Exterior Features | Deck, Partial Fence, Garden, Natural Shade, Enclosed Porch |
|---|---|
| Roof | Metal |
| Construction Materials | Wood Frame, Brick |
| Foundation Details | Post/Piers, Concrete Slab, Stone w/ Skim Coating |
| Lot Features | Country Setting, Level, Near Skiing, Near Snowmobile Trails |
| Garage Yes / No | Yes |
|---|---|
| Parking Features | On Site, Parking Spaces 2, Paved |
| Utilities | Phone Connected |
|---|---|
| Electric | Circuit Breakers |
| Sewer | 1000 Gallon, On-Site Septic Exists |
| Tax Annual Amount | 10929.64 |
|---|---|
| Tax Year | 2026 |
| State | VT |
|---|---|
| County | Windham |
| City | Grafton |
| Zip Code | 05146 |
| Area | VT Windham |
| School District | Athens/Grafton School District |
| Elementary School | Grafton Elementary School |
| High School | Choice |
| Listing VS Median (in 05146) | |
Price: $715,000 low | high Med: $0 On site: 191 low | high Med: | |
| State | VT |
|---|---|
| County | Windham |
| City | Grafton |
| Zip Code | 05146 |
| Area | VT Windham |
| School District | Athens/Grafton School District |
| Elementary School | Grafton Elementary School |
| High School | Choice |
| Listing VS Median (in 05146) | |
Price: $715,000 low | high Med: $0 On site: 191 low | high Med: | |