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This spacious 9-room home on Hillside Street offers 4 bedrooms in one of Milton's most coveted settings, nestled at the edge of the Blue Hills Reservation. With miles of trails, open space, and stunning natural scenery right outside your door, the location is truly special. The generous layout gives buyers real flexibility to update and personalize, with good bones and a highly desirable address to build from. The property includes a pool currently in need of repair, presenting a great opportunity to create a standout outdoor space on your own terms. Milton is known for its excellent schools, beautiful neighborhoods, and easy access to Boston, and Hillside Road delivers all of it. For a buyer with vision and an eye for value, this is a rare chance to put your stamp on a property where nature and neighborhood come together beautifully.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusNew
  • Bathroom2
  • Listing Terms Seller W/Participate
  • Lot Features Level, Sloped
  • Parcel Number 133840

Tax Information

  • Tax Assessed Value $888,400
  • Tax Year 2025
  • Taxes$9,852

Parking

  • Parking Spaces7
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Off Street, Paved

Rooms

  • Bathrooms Total Decimal 1.5
  • Full Bath1
  • Half Baths1

Basic Information

  • List Price$1,200,000
  • MLS Number73519606
  • Modification Date05/14/2026
  • Property SubTypeSingle Family Residence

Location

  • Address1066 Hillside Street
  • Building Number1066
  • CountyNorfolk
  • StateMA
  • StreetHillside Street
  • TownMilton
  • Zip02186

Building

  • Attached Garage YN Yes
  • BasementFull
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck, Patio
  • Property StyleColonial
  • Rooms9
  • Year Built1965
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.46

Exterior

  • Exterior Features Deck, Patio, Pool - Inground, Fenced Yard
  • Fencing Fenced
  • RoofShingle

Utilities

  • Cooling Window Unit(s)
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet2,232
  • Building Area Source Public Records
  • Living Area 2,232
  • Lot Size Square Feet 19,998
  • Lot Size Units Acres
  • View YN Yes

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Refrigerator, Washer, Dryer
  • Pool Features In Ground
  • Pool Private YN Yes

Other

  • Date Listed05/15/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Bridget Conroy of Coldwell Banker Realty - Milton

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