1066 Hillside St Milton, MA ^$ 1,200,000

1066 Hillside St

^$ 1,200,000

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Open House 5/16 12pm - 1:30pm

1066 Hillside St

Milton, MA, 02186

^$ 1,200,000

Bedrooms4 Baths1.1 Sq 2,232

Monthly Estimate*

^$ 7,389

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Single Family Home for sale in Milton, MA

for $1,200,000 with 4 bedrooms and 1 full bath, 1 half bath. This 2,232 square foot home was built in 1965 on a lot size of 0.46.

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.

Open House

5/16/2026 12:00 PM - 1:30 PM

1066 Hillside St Milton, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,200,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 9,852

Style

Colonial

Lot Size

0.46

Year Built

1965

Town/City

Milton

County/Region

Norfolk

MLS | Web ID

73519606

List By

Bridget Conroy

Listing Agent

Coldwell Banker Realty - Milton

Broker

Affordability Calculator

$8,210

Per Month

Monthly Principal & Interest: $7,389
Monthly Property Taxes: $821
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Milton, MA

Average List Price ^$2,122,016

Percent of Sale Price 77%

About Milton, MA

27,252 Population

4% Since 2002

^$123,529 Median Income

42.17 Median Age

36% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
5/15/2026	$1,200,000		Listed Price

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1066 Hillside St, Milton, MA, 02186 is a Single Family Home for sale at $1,200,000 with 2,232 sqft and a lot size of 0.46. 1066 Hillside St has 4 bedrooms, 1.1 baths, and was built in 1965. The property's zip code is 02186 which is in Milton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 5/16/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.

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1066 Hillside St

Single Family Home for sale in Milton, MA

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