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$1,200,000
New Listing

1066 Hillside St
Milton, MA 02186

For Sale|Single Family Residence|Active
4
Beds
2
Total Baths
1
Full Bath
1
Partial Bath
2,232
SqFt
$538
/SqFt
1965
Built
County:
Norfolk

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781-828-2588
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Sat, May 16, 12:00 PM - 1:30 PM
1066 Hillside St1066 Hillside St1066 Hillside St1066 Hillside St
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Monthly Payment (Est.)

$5,475
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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.

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Listing Snapshot
Price 
$1,200,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
2,232 sqft
Total Baths 
2
Full Baths 
1
Partial Baths 
1
Lot Size 
0.46 Acres
Year Built 
1965
MLS® Number 
73519606
Status 
Active
Property Tax 
$9,852
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
10 hours agoListing updated with changes from the MLS®
11 hours agoListing first seen on site
General Features
Acres 
0.46
Attached Garage 
Yes
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.
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
AttachedOff StreetPavedGarage
Parking Spaces 
7
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
2232
SqFt Total 
2232
Water Source 
Public
Zoning 
RB
Interior Features
Appliances 
RangeDishwasherRefrigeratorWasherDryer
Basement 
Full
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplaces 
1
Heating 
BaseboardOil
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Exterior Features
Construction Details 
Frame
Fencing 
Fenced
Lot Features 
LevelSloped
Patio And Porch 
DeckPatio
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
View 
Scenic
Waterview 
Scenic
Community Features
Community Features 
PoolTennis Court(s)ParkGolf
Listing courtesy of Bridget Conroy of Coldwell Banker Realty - Milton



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, landlords, 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, leasing or renting 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, leasing or renting. 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.

Last checked 2026-05-15 11:33 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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