55 S Main Street

Taxes: $44,683 (2026)

About this home

North of Boston’s most exclusive opportunity. Set high on over 21 beautiful acres with over 8000 square feet, this substantial estate offers a rare combination of space and privacy in an incredible setting. The showstopping entry and staircase set the tone, with distinctive architecture, incredible natural light and beautiful views throughout. You’ll enjoy expansive living spaces, a library, formal dining room and four bedrooms, including a spacious primary suite with its own sitting room, dressing room, two walk-in closets and private bath. A huge playroom over the three-car garage, finished lower level with bar, billiards, movie room and gym, plus an upper-level office and lounge with some of the best views in the house. Outside, sweeping lawns, mature trees, beautiful gardens and your own tennis court create a setting every bit as impressive as the home itself. Convenient to Boston and minutes to Route 1 and I-95, this is the kind of property you just don’t find anymore. Incredible land, incredible space and the opportunity to make something truly special your own.

Property details

Sewer

On-Site

Style

Craftsman

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Hot Air Gravity

Type

Detached

Flooring

Tile, Wall to Wall Carpet, Hardwood

Road type

Public

Appliances

Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Refrigerator - Wine Storage

Master Bath

Yes

Roof

Aluminum

Garage

Attached

Lot

Wooded, Paved Drive, Scenic View(s)

Parking

1-10 Spaces, Paved Driveway

Basement

Full, Partially Finished, Interior Access, Garage Access

Electric

400 Amps

Exterior

Porch, Patio, Covered Patio/Deck, Tennis Court, Storage Shed, Professional Landscaping, Garden Area, Outdoor Shower, Other (See Remarks)

Interior

Central Vacuum, Security System, Wired for Surround Sound, Other (See Remarks)