For Sale
Price CutPrice Drop: $213K (08/23)
Single family home for sale at 1066 Hillside St, Milton, MA 02186 | MLS# 73519606 | Listing updated on 2026-08-27
Photo 1 of Single family home for sale at 1066 Hillside St, Milton, MA 02186 | MLS# 73519606 | Listing updated on 2026-08-27
Photo 2 of Single family home for sale at 1066 Hillside St, Milton, MA 02186 | MLS# 73519606 | Listing updated on 2026-08-27
Photo 3 of Single family home for sale at 1066 Hillside St, Milton, MA 02186 | MLS# 73519606 | Listing updated on 2026-08-27
Photo 4 of Single family home for sale at 1066 Hillside St, Milton, MA 02186 | MLS# 73519606 | Listing updated on 2026-08-27
35+
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Street View

$987,000

Monthly Est:$4,913

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,232sqft

1066 Hillside St, Milton, MA 02186

$4,913/moEst:

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  • Single Family Residence

  • Built in 1965

  • $-- HOA

  • 0.46 acre lot

  • $442/sq.ft

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 a...

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  • Houzeo last checked: 10 minutes ago
  • Listing updated: August 27, 2026 at 7:05 am
  • Listing Provided by: Bridget Conroy (617) 308-8073 | Coldwell Banker Realty - Milton (617) 696-4430
  • Source: MLS Property Information Network-MA | MLS#: 73519606 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Norfolk County

  • City

    Milton

  • Neighborhood

    --

  • Year Built

    1965

  • HOA Fees

    -

  • Finished Area

    2,232 sqft

  • Lot Size

    0.46 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73519606

  • MLS Status

    Active

  • Days on Market

    128

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Heating

    Baseboard, Oil

  • Exterior Features

    Deck, Patio, Pool Inground, Fenced Yard

  • Cooling

    Window Unit(s)

  • Appliances

    Range, Dishwasher, Refrigerator, Washer, Dryer

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1965

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Roof

    Shingle

  • Construction Materials

    Frame

  • Foundation Details

    Concrete Perimeter

Utilities & Energy

  • Parking Features

    Attached, Off Street, Paved

  • Pool Features

    In Ground

  • Water Source

    Public

  • Basement

    Full

Other Features

  • Patio And Porch Features

    Deck, Patio

  • Lot Features

    Level, Sloped

  • Disclosures

    The Pool Is Not Functioning. It Needs A New Liner And Wasn't Closed Down Properly Last Season. The Wood Floors Have Pet Damage. A Few Of The Windows Aren't Working Or Have Cracked Glass.

  • Community Features

    Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School, University

Price History

DateEventPrice

08/23/2026

Source: mls_logoMLS Property Information Network-MA #73519606

Price Decreased

$987,000 -17.75%

$442/sqft

05/15/2026

Source: mls_logoMLS Property Information Network-MA #73519606

Listed for Sale

$1,200,000 +76.73%

$538/sqft

09/11/2004

Source: mls_logoMLS Property Information Network-MA #70047319

Listing Removed

$679,000

$304/sqft

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Sep 20, 2026, 06:30AM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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