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AUCTION: Bidder registration deadline: 7 Dec. Starting bids expected between $4M-6M.Nearly 20 private acres in the heart of Milton, just 20 minutes from downtown Boston, make this turn-of-the-century estate a truly rare offering. Land holdings of this scale have all but disappeared this close to the city, and this estate along storied Highland Street preserves the sense of space and seclusion that once defined Boston’s great country houses. Built around 1900, the residence carries enduring New England character, while a multi-residence configuration adds flexibility for guests. Beyond the grounds, the 7,000-acre Blue Hills Reservation extends the feeling of open land, with downtown Boston’s dining, culture, and waterfront an easy drive away. Property and opportunity details provided by seller or others; buyer to verify.

More Info

Basic Information

  • Bedrooms7
  • Mls StatusNew
  • Bathroom6
  • Lot Features Wooded, Level
  • Parcel Number 133230
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $3,867,000
  • Tax Year 2026
  • Taxes$45,675

Parking

  • Parking Spaces22
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Garage Door Opener, Off Street, Paved

Rooms

  • Bathrooms Total Decimal 5.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room Main, First
  • Full Bath5
  • Half Baths1
  • Kitchen Main, First
  • Living Room Main, First
  • Master Bedroom Second

Basic Information

  • List Price$8,900,000
  • MLS Number73599988
  • Modification Date11/07/2026
  • Property SubTypeSingle Family Residence

Location

  • Address241 Highland Street
  • Building Number241
  • CountyNorfolk
  • StateMA
  • StreetHighland Street
  • TownMilton
  • Zip02134

Building

  • Attached Garage YN Yes
  • BasementFull, Bulkhead, Concrete, Unfinished
  • Building Area Units Square Feet
  • Construction Materials Brick
  • FireplaceYes
  • Fireplace Features Dining Room, Living Room, Master Bedroom
  • Fireplaces Total 5
  • FoundationStone
  • Garage Spaces2
  • Patio And Porch Features Deck, Patio
  • Property StyleColonial
  • Rooms16
  • Utilities For Gas Range
  • Year Built1900
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage19.69

Interior

  • Flooring Wood, Vinyl, Flooring - Hardwood
  • Interior Features
    • Bedroom
    • Closet
    • Closet/Cabinets - Custom Built
    • Den
    • Elevator
    • Entrance Foyer

Exterior

  • Exterior Features Deck, Patio, Rain Gutters, Stone Wall
  • RoofSlate

Utilities

  • Heat SystemYes
  • Heating Central, Hot Water, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet10,707
  • Building Area Source Public Records
  • Living Area 10,707
  • Lot Size Square Feet 857,696
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road

Amenities

  • Appliances IncludedElectric Water Heater

Other

  • Date Listed11/07/2026
  • Farm Land Area Units Square Feet
  • View Count1

Map Location

Driving Directions

Listed by Tammy Motsick DeWolfe of Gibson Sotheby's International Realty

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