1066 Hillside St, Milton, MA 02186
View Map
$1,200,000
4 Beds
2 Baths
2232 SQFT
0.46 Acre
HOA: N/A

Property Description

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.

Property Details tap to expand

Amenities

  • Bike Path
  • Conservation Area
  • Golf Course
  • Highway Access
  • House of Worship
  • Medical Facility
  • Park
  • Private School
  • Public School
  • Public Transportation
  • Shopping
  • Swimming Pool
  • Tennis Court
  • University
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Dishwasher, Dryer, Range, Refrigerator, Washer

Bathrooms

  • Full Baths: 1
  • Half Baths 1

Bedrooms

  • Bedrooms: 4

Other Rooms

  • Total Rooms: 9
  • Laundry Room Features: Full

Utilities

  • Heating: Hot Water Baseboard, Oil
  • Heat Zones: 1
  • Cooling: Window AC
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Garage Parking: Attached
  • Garage Spaces: 2
  • Parking Features: Off-Street, Paved Driveway
  • Parking Spaces: 7

Interior Features

  • Square Feet: 2232
  • Fireplaces: 1
  • Accessability Features: Unknown

Construction

  • Year Built: 1965
  • Type: Detached
  • Style: Colonial
  • Construction Type: Frame
  • Foundation Info: Poured Concrete
  • Roof Material: Asphalt/Fiberglass Shingles
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Level, Scenic View(s), Sloping
  • Exterior Features: Deck, Fenced Yard, Patio, Pool - Inground
  • Road Type: Public

Other Information

  • MLS ID# 73519606
  • Last Updated: 05/18/26
  • HOA: No
  • Reqd Own Association: Unknown
  • Terms: Seller W/Participate

Property History tap to expand

Date Event Price Price/Sq Ft Source
05/18/2026Active$1,200,000$538MLSPIN
05/14/2026New$1,200,000$538MLSPIN
09/08/2010Extended$429,000$192MLSPIN
06/20/2010Back on Market$449,000$201MLSPIN
06/16/2010Under Agreement$449,000$201MLSPIN
03/11/2010Active$499,000$224MLSPIN
03/11/2010Active$449,000$201MLSPIN
03/11/2010Active$479,000$215MLSPIN

Mortgage Calculator

View Breakdown

Map

Seller's Representative: Bridget Conroy, Coldwell Banker Realty - Milton
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

© 2026 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

MLS PIN data last updated at 2026-05-18 03:05:00