361 Winter St

Taxes: $8,538 (2025)

About this home

Steeped in history and beautifully restored and updated for modern living, the Historic Jonas Curtis House is a rare 1824 Federal-style estate set on over 16 private acres of rolling pastures, mature woodlands, majestic trees, and timeless stone walls. Rich in period character yet designed for today's lifestyle, this extraordinary home offers the perfect balance of historic charm, modern comfort, and exceptional privacy. A gracious front entry welcomes you into the center hall foyer, where elegant living and dining rooms, each anchored by a fireplace, showcase beautifully preserved period details including hardwood and wide pine flooring, original moldings, and the exceptional craftsmanship that defines this remarkable home. The everyday entrance leads into the ell and a thoughtfully designed mudroom with custom built-ins and an oversized storage closet before opening into the heart of the home, a spectacular cook's kitchen featuring abundant cabinetry, granite countertops, and a generous center island that is designed for gathering as much as cooking. A well-appointed first-floor laundry room and powder room complete the main level. Upstairs are two spacious bedrooms, each with a fireplace; an updated full bath; and a beautiful primary suite with a wall of closets and spa-inspired ensuite bath. Enjoy a screened porch overlooking the stone courtyard, fire pit, perennial gardens, and sweeping views of the fields and woodlands. A preserved nineteenth-century post-and-beam barn with horse stall, historic vineyard across the street, and expansive acreage offer exceptional opportunities for equestrian pursuits, hobby farming, or simply enjoying this extraordinary property. Just minutes from Holliston Center, the Upper Charles Rail Trail, conservation trails, and convenient to Boston, Providence, and Worcester.

Property details

Sewer

On-Site

Style

Single Wide, Antique, Federal

Water

Private Water

Cooling

Window AC, Ductless Mini-Split System

Heating

Central Heat, Heat Pump, Individual

Type

Detached

Flooring

Wood, Tile, Hardwood, Pine

Road type

Public, Paved, Publicly Maint.

Appliances

Range, Dishwasher, Refrigerator, Washer, Dryer, Vent Hood

Master Bath

Yes

Construction

Post & Beam

Roof

Aluminum

Lot

Wooded, Easements, Cleared, Farmland, Fenced/Enclosed, Level

Parking

1-10 Spaces, Stone/Gravel, Paved Driveway

Basement

Partial, Crawl, Interior Access, Bulkhead, Concrete Floor, Unfinished Basement

Electric

Circuit Breakers, 200 Amps

Exterior

Porch - Screened, Patio, Gutters, Barn/Stable, Screens, Fenced Yard, Horses Permitted, Stone Wall

Interior

Security System, Cable Available, Internet Available - Broadband, Internet Available - Fiber-Optic