$1,200,000
1066 Hillside St
Milton, MA, 02186
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
Price:
$1,200,000
MLS #:
73519606
Status:
Active
Beds:
4
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
May 14, 2026
Finished Sq Ft:
2,232
Total Sq Ft:
2,232
Lot Size:
19,998 sqft / 0.46 acres (approx)
Year Built:
1965
Schools
Interior
Above Grade Finished Area
2232
Appliances
Range, Dishwasher, Refrigerator, Washer, Dryer
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
Window Unit(s)
Fireplaces Total
1
Heating
Baseboard, Oil
Exterior
Architectural Style
Colonial
Attached Garage YN
1
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
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Deck, Patio, Pool – Inground, Fenced Yard
Fencing
Fenced
Garage Spaces
2
Lot Features
Level, Sloped
Open Parking Spaces
5
Open Parking YN
1
Parking Features
Attached, Off Street, Paved
Parking Spots
7
Parking Total
7
Patio And Porch Features
Deck, Patio
Roof
Shingle
View
Scenic View(s)
Financial
Tax Year
2025
Taxes
$9,852
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Milton as of May 26, 2026
67
Single Family Listed
54
Avg DOM
553
Avg $ / SqFt
$1,914,115
Avg List Price
Community
- Address1066 Hillside St Milton MA
- CityMilton
- CountyNorfolk
- Zip Code02186
Subdivisions in Milton
Similar Listings Nearby
Property Summary
- 1066 Hillside St Milton MA is a Single Family for sale in Milton, MA, 02186. It is listed for $1,200,000 and features 4 beds, 2 baths, and has approximately 2,232 square feet of living space, and was originally constructed in 1965. The current price per square foot is $538. The average price per square foot for Single Family listings in Milton is $553. The average listing price for Single Family in Milton is $1,914,115. To schedule a showing of MLS#73519606 at 1066 Hillside St in Milton, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Coldwell Banker Realty – Milton. 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.
1066 Hillside St
Milton, MA