$1,200,000
PRE-FORECLOSURE The borrower is in default on their loan obligation and/or the bank or lender has initiated foreclosure proceedings. This property is occupied, do not disturb the occupants. Trespassing is a criminal offense.

1066 Hillside St Milton, MA 02186

Milton Area

Estimated payment $7,417/month

Total Views 11,699
4 Beds
1.5 Baths
2,232 Sq Ft
$538 Price per Sq Ft

Highlights

  • Medical Services
  • Scenic Views
  • Deck
  • In Ground Pool
  • Colonial Architecture
  • Property is near golf course, public transit, and schools

About This Home

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.

Listing Agent

Bridget Conroy

Coldwell Banker Realty - Milton Listed on: 05/14/2026

Coldwell Banker Realty - Milton

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $9,852

Year Built

  • Built in 1965

Lot Details

  • 19,998 Sq Ft Lot
  • Fenced Yard
  • Level Lot
  • Property is zoned RB

Parking

  • 2 Car Attached Garage
  • 5 Open Parking Spaces
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Frame Construction
  • Shingle Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • 2,232 Sq Ft Home
  • 1 Fireplace
  • Scenic Vista Views
  • Basement Fills Entire Space Under The House

Kitchen

  • Range
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Dryer
  • Washer

Outdoor Features

  • In Ground Pool
  • Deck
  • Patio

Location

  • Property is near golf course, public transit, and schools

Utilities

  • Window Unit Cooling System
  • 1 Heating Zone
  • Heating System Uses Oil
  • Baseboard Heating

Listing and Financial Details

  • Assessor Parcel Number 133840

Community Details

Overview

  • No Home Owners Association
  • Near Conservation Area

Amenities

  • Medical Services
  • Shops

Recreation

  • Tennis Courts
  • Community Pool
  • Park
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$9,852

Year Built

Built in 1965

Lot Details

0.46 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 1965
  • Year Built Details: Actual
  • MLSPIN_ADU: N
  • MLSPIN_BEACHFRONT_FLAG: No
  • Special Features: None

Interior Features

  • Fireplace YN: Yes
  • Fireplaces: 1
  • Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer
  • Total Bedrooms: 4
  • Basement YN: Yes
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Total Bathrooms: 2
  • Master Bathroom Features: No
  • Basement: Full
  • Above Grade Finished Sq Ft: 2232
  • Living Area: 2232
  • Spa YN: No
  • MAIN LO: AN6181

Exterior Features

  • Exterior Features: Deck, Patio, Pool - Inground, Fenced Yard
  • Construction Materials: Frame
  • Fencing: Fenced
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Deck, Patio
  • Pool Features: In Ground
  • Pool Private YN: Yes
  • Road Frontage Type: Public
  • Roof: Shingle
  • View: Scenic View(s)
  • View YN: Yes
  • Waterfront YN: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking Spaces: 5
  • Open Parking YN: Yes
  • Parking Features: Attached, Off Street, Paved
  • Total Parking Spaces: 7

Utilities

  • Sewer: Public Sewer
  • Cooling: Window Unit(s)
  • Heating: Baseboard, Oil
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 1
  • COOLING ZONES: 0

Condo/Co-op/Association

  • Association YN: No
  • 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
  • Senior Community YN: No

Lot Info

  • Parcel Number: 133840
  • Zoning: RB
  • Farm Land Area Units: Square Feet
  • Lot Features: Level, Sloped
  • Lot Size Acres: 0.46
  • Lot Size Sq Ft: 19998
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 9852

Multi Family

  • Basement Included Sq Ft: No

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $9,852 $888,400 $561,200 $327,200
2024 $9,481 $868,200 $534,600 $333,600
2023 $9,374 $822,300 $509,200 $313,100
2022 $9,394 $753,300 $509,200 $244,100
2021 $9,161 $697,700 $465,200 $232,500
2020 $9,104 $693,900 $460,800 $233,100
2019 $8,397 $637,100 $447,300 $189,800
2018 $7,397 $535,600 $345,200 $190,400
2017 $6,918 $510,200 $328,800 $181,400
2016 $6,437 $476,800 $297,400 $179,400
2015 $6,500 $466,300 $274,000 $192,300
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
05/14/2026 05/14/26 For Sale $1,200,000 -- $538 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $407,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $157,111 FHA
Open $631,358 FHA
Closed $573,990 Stand Alone Refi Refinance Of Original Loan
Closed $559,625 FHA
Previous Owner $70,000 No Value Available
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73519606

MLS Property Information Network (MLS PIN)

APN: MILT-000000-M000003-000004B

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