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$1,200,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 2,232 Sq. Ft.
  • 0.46 Acres
  • 2 Car Garage
  • Updated 2 days ago
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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.

Full Property Details for 1066 Hillside St

General

  • Price: $1,200,000
  • Taxes: $9,852 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MLSPin
  • MLS ID: 73519606
  • Updated: 5/14/2026
  • Added to Site: 3 day(s) ago

Interior

  • Number of Rooms: 9
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Range, Dishwasher, Refrigerator, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: Deck, Patio, Pool - Inground, Fenced Yard

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 7
  • Parking Features: Attached, Off Street, Paved

Location

  • County: Norfolk
  • Driving Directions: Route 138 to Hillside or Unquity to Hillside

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Window Unit(s)
  • Heating Type: Baseboard, Oil
  • Heating Fuel: Baseboard, Oil
  • Heating Zones: 1

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Exterior Const.: Frame
  • Basement: Yes
  • Basement Desc.: Full
  • Roof: Shingle
  • Square Feet: 2,232
  • Sq. Ft. Source: Public Records
  • Year Built: 1965

Lot Features

  • Lot Size (Acres): 0.46
  • Lot Dimensions: .46
  • Frontage: Public
  • Fence: Yes
  • Lot Features: Level, Sloped
  • Fencing (Description): Fenced

Financial Considerations

  • Price Per Sq. Ft.: $537.63
  • Tax Amount: $9,852
  • Tax Year: 2025
  • Terms: Seller Will Participate

Disclosures and Reports

  • Disclosures/Rstr.: 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.
  • Property ID: 133840
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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— 1066 Hillside St —

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 1066 Hillside St

School District:Milton School District, Milton, MA
NameGradesDistance
Tucker Elementary School
187 Blue Hills Parkway, Milton, MA 02186
K-53.7 mi
Glover Elementary School, Milton, MA
255 Canton Avenue, Milton, MA 02186
K-54 mi
Cunningham School, Milton, MA
44 Edge Hill Road, Milton, MA 02186
K-54.1 mi
Charles S Pierce Middle School
451 Central Avenue, Milton, MA 02186
6-83.7 mi
Milton High School
25 Gile Road, Milton, MA 02186
9-123.2 mi
Collicot Elementary School
80 Edge Hill Road, Milton, MA 02186
PK-54.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1066 Hillside St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/14/2026
Listed
$1,200,000
194.84%
MLS
10/29/2010
Sold
$407,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1066 Hillside St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,852
4%
$888,400
2%
2024
$9,481
1%
$868,200
6%
2023
$9,374
—
$822,300
9%
2022
$9,394
3%
$753,300
8%
2021
$9,161
1%
$697,700
1%
2020
$9,104
8%
$693,900
9%
2019
$8,397
14%
$637,100
19%
2018
$7,397
7%
$535,600
5%
2017
$6,918
7%
$510,200
7%
2016
$6,437
-1%
$476,800
2%
2015
$6,500
1%
$466,300
9%
2014
$6,432
2%
$429,100
—
2013
$6,308
—
$429,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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1066 Hillside St, Milton, MA 02186 (MLS# 73519606) is a Single Family property with 4 bedrooms, 1 full bathroom and 1 partial bathroom. 1066 Hillside St is currently listed for $1,200,000 and was received on May 14, 2026. This property is listed by Bridget Conroy from our Milton Office.Want to learn more about 1066 Hillside St? Do you have questions about finding other Single Family real estate for sale in Milton Center? You can browse all Milton Center real estate or contact a Coldwell Banker agent to request more information.

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