1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
1066 Hillside St
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1066 Hillside St
1066 Hillside St
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1066 Hillside St
1066 Hillside St
1066 Hillside St
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1066 Hillside St
1066 Hillside St
1066 Hillside St
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For Sale

1066 Hillside St

1066 Hillside St, Milton, MA 02186

$1,200,000
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.

5/23/2026 12:00PM - 1:30PM EDT

4
beds

2
baths

2,232 Sq.Ft. LIVING AREA

0.46 Acres lot

Bridget Conroy

Bridget Conroy

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms2
  • full bathroom1
  • half bathroom1
  • APPLIANCES Range, Dishwasher, Refrigerator, Washer, Dryer

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    5/23/2026 12:00PM - 1:30PM EDT

  • Living Area2,232 Sq.Ft.
  • Total Area2,232 Sq.Ft.
  • Lot Area0.46 Acres
  • MLS® ID73519606
  • TypeResidential
  • YEAR BUILT1965
  • NeighborhoodMilton
  • Architecture StylesColonial
  • View DescriptionScenic View(s)

Exterior

  • Garage Space2.0
  • water SourcePublic
  • PoolIn Ground
  • roofShingle
  • lot featuresLevel, Sloped
  • parkingAttached, Off Street, Paved
  • HEAT TYPEBaseboard, Oil
  • AIR CONDITIONINGWindow Unit(s)
  • sewerPublic Sewer
  • SubstructureConcrete Perimeter
  • other exterior FeaturesDeck, Patio, Pool - Inground, Fenced Yard

Financial

  • Sales Price$1,200,000
  • Real Estate Tax $9,852/yr
  • Zoning RB
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Schedule a Showing

I would love to show you this beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 1066 Hillside St, Milton, MA 02186. We are reviewing your request and will be in touch shortly!

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Work With Bridget

Bridget's goal is to get you the highest and best value for your home, and she will market your home aggressively using her extensive network of real estate professionals and clientele. She is dedicated to providing her industry expertise and sincerest guidance in all transactions.

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