Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

1066 Hillside St, Milton MA 02186

$1,200,000

Estimated $8,215/month Calculator

Single Family

4 Bedrooms

Baths

2232

Total Parking: 9 (2 Garage)

19,998 (0.46)

Built in 1965

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.

This home has been viewed 5 times

Last Checked: June 13th, 2026 at 8:58am (Source: MLS PIN #73519606)

Garage Parking

Air Conditioning

Lead Paint Free

General Information for 1066 Hillside St, Milton MA 02186

Listing ID73519606

Property TypeSingle Family / Detached

Price$1,200,000 ($537.63/SqFt)

StyleColonial

CityMilton

CountyNorfolk

Neighborhood(s)

Garage Parking2

ZoningRB

Year Built1965

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 1066 Hillside St, Milton MA 02186

Approximate Living Area Total2232

Living Area Includes BasementNo

Rooms9

Bedrooms4

Primary En Suite BathroomNo

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

Flooring

Electric

Exterior Features for 1066 Hillside St, Milton MA 02186

Approximate Lot Size (Acres)0.46

Approximate Lot Size (Square Feet)19998

Total Parking9 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections

Water Views

Water Views Features

Waterfront0

Waterfront Features

Pool FeaturesAssociation

Horse Permitted0

Horse Amenities

Disclosures for 1066 Hillside St, Milton MA 02186

Lead PaintNone

UFFI

Living Area Includes BasementNo

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsBasement Fridge

Compensation Based On

Financial Information for 1066 Hillside St, Milton MA 02186

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax9852

Tax Year2025

Assessed Value$888,400

Location Information for 1066 Hillside St, Milton MA 02186

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 1066 Hillside St, Milton MA 02186

Agent

Name: Bridget Conroy

Office

Name: Coldwell Banker Realty - Milton

Phone: 617-696-4430

Payment Calculator

, Interest

Property Taxes 821

Principal & Interest 7394.02

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Coldwell Banker Realty - Milton

Bridget Conroy

Agent Phone

Office Phone

(617) 696-4430

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0.46 acres (19,998 SqFt)
    [add_date] => 2026-05-15 12:03:36
    [address] => Hillside St
    [agent] => Array
        (
            [address] => 44 Antwerp Street
            [city] => Milton
            [id] => CN230868
            [name] => Bridget Conroy
            [national_association] => 449594152
            [office] => AN6223
            [state] => MA
            [zip] => 02186
        )

[apod_available] => Array
        (
        )

[appliances] => Array
        (
            [0] => Range
        )

[approx_living_area_total] => 2232
    [approx_lot_size_acres] => 0.46
    [approx_lot_size_sqft] => 19998
    [assessed_value] => $888,400
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 0
    [basement] => Array
        (
            [0] => Full
        )

[bathrooms] => 
    [bedrooms] => 4
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Public Records
        )

[building_management] => Array
        (
        )

[building_debug] => 
    [building_id] => 
    [building_parent] => 0
    [building_name] => 
    [building_name_from_address] => 
    [building_url] => 
    [buyer_agent_compensation] => 
    [buyer_agent_id] => 
    [buyer_office_id] => 
    [c_style] => Array
        (
            [0] => Detached
        )

[c_type] => Array
        (
            [0] => Single Family
        )

[cap_rate] => 
    [city] => Milton
    [community_features] => Array
        (
            [0] => Walk/jog Trails
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
            [0] => Frame
        )

[construction_status] => 
    [cooling] => Array
        (
            [0] => 1
            [1] => Split
        )

[cooperating_agent_commission] => Array
        (
        )

[county] => Norfolk
    [cultivation_acres] => 
    [date_available_note] => 
    [deposit_amount] => Array
        (
        )

[deposit_required] => Array
        (
        )

[deqe] => 
    [description] => 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.
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
        )

[electric_expense] => Array
        (
        )

[elementary_school] => 
    [en_suite_bath] => Array
        (
            [0] => No
        )

[energy_features] => 
    [entry_level] => Array
        (
        )

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Basement Fridge
        )

[exterior_features] => Array
        (
            [0] => Porch
        )

[facilitator_compensation] => 
    [fee_paid_by_tennant] => 
    [financial_data_source] => Array
        (
        )

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

[floor_number] => 0
    [flooring] => Array
        (
        )

[for_sale_by_owner] => 
    [foundation_area] => 
    [foundation_materials] => Array
        (
        )

[frontage_length] => 
    [full_baths] => 
    [garage_parking] => 2
    [gas] => Array
        (
        )

[gas_expense] => Array
        (
        )

[gross_income] => Array
        (
        )

[half_baths] => 
    [handicap_access] => 
    [heating] => 
    [heating_expense] => Array
        (
        )

[high_school] => 
    [horse_features] => Array
        (
        )

[horse_permitted] => 0
    [hot_water] => Array
        (
        )

[id] => 
    [insurance_expense] => Array
        (
        )

[insurance_required] => Array
        (
        )

[interior_features] => Array
        (
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-06-13 08:58:37
    [laundry_features] => Array
        (
        )

[lead_paint] => Array
        (
            [0] => None
        )

[lease_term] => Array
        (
        )

[levels_in_unit] => 
    [living_area] => 
    [living_area_disclosure] => Array
        (
        )

[living_area_includes_basement] => Array
        (
            [0] => No
        )

[lot_features] => Array
        (
            [0] => Gentle Sloping
        )

[management_expense] => Array
        (
        )

[middle_school] => 
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => 
    [mls_id] => 73519606
    [neighborhoods] => 
    [net_income_calc] => -9852
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 
    [office] => Array
        (
            [id] => AN6223
            [name] => Coldwell Banker Realty - Milton
            [phone] => 617-696-4430
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

[optional_price] => 0
    [outdoor_space_available] => Array
        (
        )

[owner_occupancy_source] => 
    [parking_features] => Array
        (
            [0] => 1
        )

[pasture_area] => 
    [patio_and_porch] => Array
        (
            [0] => Covered
        )

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Allowed
        )

[phone] => 
    [pool_features] => Array
        (
            [0] => Association
        )

[price] => 1200000
    [price_per_sqft] => 537.63
    [price_per_unit] => 1200000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => Single Family Residence
        )

[real_estate_tax] => 9852
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
            [0] => Asphalt/fiberglass Shingles
        )

[rooms] => 9
    [schools] => 
    [senior_community] => 
    [sewer] => Array
        (
            [0] => Public Sewer
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

[state] => Massachusetts
    [state_code] => MA
    [status] => Array
        (
            [0] => Active
        )

[street_number] => 1066
    [structure_type] => Array
        (
        )

[style] => Array
        (
            [0] => Colonial
        )

[subagent_compensation] => 
    [tag_accessible_features] => 
    [tag_air_conditioning] => 1
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 1
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 
    [tag_lead_paint_free] => 1
    [tag_loft] => 
    [tag_pet_friendly] => 
    [tag_pre_construction] => 
    [tag_private_outdoor_space] => 
    [tag_private_pool] => 
    [tag_professional_management] => 
    [tag_recently_renovated] => 
    [tag_senior_community] => 
    [tag_townhouse] => 
    [tag_waterfront] => 
    [tag_waterview] => 
    [tax_year] => 2025
    [team] => 
    [team_agents] => Array
        (
        )

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 9852
    [total_gross_income] => 0
    [total_parking] => 9 (2 Garage)
    [trash_expense] => Array
        (
        )

[travel_routes] => 
    [uffi] => Array
        (
        )

[unit_1_bathrooms] => 
    [unit_1_bedrooms] => 
    [unit_1_floor] => 
    [unit_1_lease] => Array
        (
        )

[unit_1_levels] => 
    [unit_1_rent] => Array
        (
        )

[unit_2_bathrooms] => 
    [unit_2_bedrooms] => 
    [unit_2_floor] => 
    [unit_2_lease] => Array
        (
        )

[unit_2_levels] => 
    [unit_2_rent] => Array
        (
        )

[unit_3_bathrooms] => 
    [unit_3_bedrooms] => 
    [unit_3_floor] => 
    [unit_3_lease] => Array
        (
        )

[unit_3_levels] => 
    [unit_3_rent] => Array
        (
        )

[unit_4_bathrooms] => 
    [unit_4_bedrooms] => 
    [unit_4_floor] => 
    [unit_4_lease] => Array
        (
        )

[unit_4_levels] => 
    [unit_4_rent] => Array
        (
        )

[unit_level] => 
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 1066 Hillside St, Milton MA 02186
    [utilities] => Array
        (
        )

[view] => Array
        (
        )

[water] => Array
        (
            [0] => Public
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
        )

[water_views_features] => Array
        (
        )

[waterfront] => 0
    [waterfront_features] => Array
        (
        )

[raw] => 
)

EXIT

36 More Photos