55 S Main Street
$3,355,000
4
Beds
4/3
Baths
8,244
Sqft
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$3,355,000
4
Beds
4/3
Baths
8,244
Living Area
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Property Description
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.
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Highlights
- Acres: 21
- Has View: Yes
- Parking Spots: 9
- Property Type: Single Family Residence
- Total Rooms: 11
- Status: Active
- Cooling: Central Air
- Heating: Forced Air, Natural Gas, Fireplace(s)
- Property Class: Residential
- Style: Craftsman
- Year Built: 2000
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Additional Details
- Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
- Exterior Features: Porch, Patio, Covered Patio/Deck, Tennis Court(s), Storage, Professional Landscaping, Garden, Outdoor Shower, Other
- Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
- Interior Features: Bathroom - Full, Attic Access, Bathroom - Half, Wet bar, Study, Play Room, Bonus Room, Library, Game Room, Central Vacuum, Wired for Sound, Other
- Road Frontage Type: Public
- SqFt Source: Other
- Year Built Details: Actual
- Zoning: Cr
- Basement: Full, Partially Finished, Interior Entry, Garage Access
- Fireplaces: 4
- Foundation: Concrete Perimeter
- Lot Features: Wooded
- Roof: Shingle
- View: Scenic View(s)
- Year Built Source: Public Records
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Amenities
- Community Features: Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School
- Parking Features: Attached, Paved Drive, Off Street, Paved
- Covered Parking Spaces: 3
- Security Features: Security System
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Utilities
- Sewer: Private Sewer
- Water Source: Public
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Fees / Taxes
- Assessed Value: $2,853,300
- Taxes: $44,683
- Tax Year: 2026
Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records.
Listing information provided courtesy of RE/MAX Bentley's.
MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.