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287 Hillside St, Milton MA 02186 – 5 bed 6 bath For Sale – 73357166

$ 3,400,000
287 Hillside St, Milton MA 02186, ,

Overview

  • Updated On:
  • July 20, 2025
  • listingid
  • 73357166
  • 5 Bedrooms
  • 5.5 Bathrooms
  • 3 Garage Spaces
  • 6 Non-Garage Parking Spaces
  • 1912

Description

Experience the grandeur of this elegant 1912 Colonial sited along a private treelined drive. Beautifully designed for the President of Baker Chocolate, this estate is the perfect blend of exquisite period detail & modern amenities. Its magnificence is apparent upon entering, with high ceilings, front to back expansive foyer, a wood paneled family room and signature staircase leading to 5 beds including a third floor walk up suite for guests/au pair/teen. The chef’s kitchen with butler’s pantry connects to a grand dining room, perfect for entertaining. The beauty of this home extends to the manicured grounds, a gardener’s delight with specimen trees and a spectacular gunite pool and views of the Blue Hills. A charming separate building with an historic stone fireplace, lodge room and bowling alley will delight your family and guests. This one of a kind property is located minutes from Boston, Logan Airport, Blue Hills walking/biking trails Milton Center and Milton Academy.

This property is listed by Meredith Hall from Coldwell Banker Realty - Milton

Property Listing Details

Overview

MLS Status
Price $ 3,400,000
Living Area 6,950.00 ft2
Bedrooms 5
Total Rooms 12
Listing MLS ID 73357166
Days on Market 55
Bathrooms 5.5

Unit Information

Bedrooms 5
Full Bathrooms 5
Half Bathrooms 1
Cooling Central Air
Heating Forced Air,Steam,Oil
Uncovered Parking 6
Garage Parking 3
Water View No
Unit Level
Common Walls
Laundry Features Flooring - Hardwood,Second Floor
Lead Paint Unknown
Outdoor Space Available
Living Area Includes Basement Unfinished
Patio And Porch Features Porch
Parking Features Attached,Off Street,Driveway
Waterview Features
Flooring Tile,Hardwood,Flooring - Hardwood

Building Information

Building Name
Units in Building
Pets Allowed
Association Amenities
Pool Features Pool - Inground Heated
Waterfront Features
Association Fee Includes
Construction Materials Frame
Year Built 1912
Security Features
Sewer Private Sewer
Spa Features Private
Structure Type
Water Source Public
Basement Unfinished
Roof Wood

Additional Details

Community Features Public Transportation,Shopping,Pool,Tennis Court(s),Park,Walk/Jog Trails,Stable(s),Medical Facility,Bike Path,Conservation Area,Highway Access,House of Worship,Private School,Public School,T-Station,University
Disclosures
Last Updated July 20, 2025 at 02:11pm
Building Area Source Public Records
MLS PIN Page
Parcel Number M:N B:014 L:4B,134014
Original List Price 3795000
Listing Office coldwell banker realty - milton
Tax Annual Amount 25545
Tax Assessed Value 2303400
Tax Book Number 34836
Tax Year 2025
Year Built Details Approximate
Year Built Source Public Records
Zoning RAA
Listing Agent meredith hall

Property Address

Address: 287 Hillside St, Milton MA 02186
City:
State/County:
Zip: 02186
Country: US

Amenities and Features

Other Features
Bathroom
Bedroom
Bonus Room
Can Raise Horses
Closet
Decorative Lighting
Dishwasher
Disposal
Dryer
Elevator
Fenced Yard
Foyer
Freezer
Garage Attached
Garden
Has a View
Has Cooling System
Has Fireplace
Has Garage
Has Heating System
Has Pool
Home Office
Horses Permitted
Hot Tub/Spa
Microwave
Open Parking
Pool - Inground Heated
Porch
Professional Landscaping
Range
Range Hood
Refrigerator
Spa
Sprinkler System
Stone Wall
Washer
Water Heater
Water Treatment
Wine Refrigerator
Wired for Sound

Payment Calculator

$ 19,481.11
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
$ 16,307.77

Map

Transport
Supermarkets
Schools
Restaurants
Pharmacies
Hospitals

What's Nearby

Food

Hillside Pub
(2.31 miles)Hillside Pub
Newcomb Farms Family Restaurant
(0.61 miles)Newcomb Farms Family Restaurant
Tama Japanese Ramen & Bar
(2.26 miles)Tama Japanese Ramen & Bar
N&P Saigon Subs
(2.23 miles)N&P Saigon Subs
Sweet Piglet Bakery Cafe
(2.34 miles)Sweet Piglet Bakery Cafe

Health & Medical

Pro Health Nurses
(1.21 miles)Pro Health Nurses
All Is Well - For Body, Mind & Spirit
(19.45 miles)All Is Well - For Body, Mind & Spirit
Milton Hospital
(1.01 miles)Milton Hospital
Wholebody Solutions
(2.6 miles)Wholebody Solutions
PCP Extraordinary Home Care
(3.45 miles)PCP Extraordinary Home Care

Shopping

The Cue
(3.2 miles)The Cue
Thatcher Farm Dairy
(2.16 miles)Thatcher Farm Dairy
Hai Lua Farmer Guy Supermarket
(2.88 miles)Hai Lua Farmer Guy Supermarket
The Shops at Riverwood
(2.94 miles)The Shops at Riverwood
The Marketplace
(3.16 miles)The Marketplace

Contact Me

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287 Hillside St, Milton MA 02186 | © 2024 DOUGLAS ELLIMAN REAL ESTATE. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS ARE DEEMED RELIABLE, BUT SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT OR ZONING EXPERT. THE NUMBER OF BEDROOMS LISTED ABOVE IS NOT A LEGAL CONCLUSION. EACH PERSON SHOULD CONSULT WITH HIS/HER OWN ATTORNEY, ARCHITECT OR ZONING EXPERT TO MAKE A DETERMINATION AS TO THE NUMBER OF ROOMS IN THE UNIT THAT MAY BE LEGALLY USED AS A BEDROOM. EQUAL HOUSING OPPORTUNITY.

Property Details

287 Hillside St, Milton MA 02186 – 5 bed 6 bath For Sale – 73357166

$ 3,400,000

Status:

287 Hillside St, Milton MA 02186, , , 02186

Country: US

Property Overview

MLS #: 73357166

Type: /

Action:

Year Built: 1912 (Approximate, Source: Public Records, Effective: )

Living Area: 6,950.00 ft2 (Total: 6950 Square Feet, Source: Public Records)

Lot Size: 2.52 ft2 (Area: 2.52 Acres, SqFt: 109771)

Total Rooms: 12

Condition:

Availability:

Building Name:

Interior Features

Bedrooms: 5 (Main Level: )

Bathrooms: Total: 5.5 (Full: 5, Half: 1, Decimal: 5.5, Main Level: )

Basement: Unfinished

Fireplaces: 7 (Dining Room,Family Room,Living Room,Master Bedroom,Bedroom)

Flooring: Tile,Hardwood,Flooring - Hardwood

Laundry: Flooring - Hardwood,Second Floor

Window Features: Insulated Windows

Door Features:

Accessibility:

Entry: Level , Location:

Other Equipment:

Construction & Design

Style: Colonial

Materials: Frame

Foundation: Stone (Area: )

Roof: Wood

Stories: ()

Common Walls:

Body Type:

Utilities & Green Features

Heating: Forced Air,Steam,Oil

Cooling: Central Air

Water Source: Public

Sewer: Private Sewer ()

Utilities:

Electric: Generator,220 Volts (Expense: )

Gas:

Energy Certificate:

Green Energy Efficient:

Green Energy Generation:

Green Indoor Air Quality:

Green Water Conservation:

Insulation: Full,Blown In

Exterior & Lot Features

Garage Spaces: 3

Covered Spaces: 3

Parking Total: 6

Parking Features: Attached,Off Street,Driveway

Pool: Pool - Inground Heated

Spa: Private

Patio/Porch: Porch

Fencing: Fenced

Lot Features: Gentle Sloping

View: Scenic View(s) (, Waterview Y/N: No)

Waterfront:

Road Frontage: Public ()

Road Surface: Paved

Road Responsibility:

Other Structures:

Horse Amenities:

Wooded Area:

Pasture Area:

Cultivated Area:

Additional Parcels: (Number: )

Outdoor Space:

Community & Association

Community Features: Public Transportation,Shopping,Pool,Tennis Court(s),Park,Walk/Jog Trails,Stable(s),Medical Facility,Bike Path,Conservation Area,Highway Access,House of Worship,Private School,Public School,T-Station,University

Association Fee: ()

Fee Includes:

Association Amenities:

Pets Allowed:

Schools: E: , M: , H:

Zoning: RAA ()

MLS Area: Major: , Minor:

Management:

Optional Fee: (Includes: )

Property Description

Experience the grandeur of this elegant 1912 Colonial sited along a private treelined drive. Beautifully designed for the President of Baker Chocolate, this estate is the perfect blend of exquisite period detail & modern amenities. Its magnificence is apparent upon entering, with high ceilings, front to back expansive foyer, a wood paneled family room and signature staircase leading to 5 beds including a third floor walk up suite for guests/au pair/teen. The chef’s kitchen with butler’s pantry connects to a grand dining room, perfect for entertaining. The beauty of this home extends to the manicured grounds, a gardener’s delight with specimen trees and a spectacular gunite pool and views of the Blue Hills. A charming separate building with an historic stone fireplace, lodge room and bowling alley will delight your family and guests. This one of a kind property is located minutes from Boston, Logan Airport, Blue Hills walking/biking trails Milton Center and Milton Academy.

Room Details

Living Room (): x ( sqft) - Features:

Dining Room (): x ( sqft) - Features:

Kitchen (): x ( sqft) - Features:

Master Bedroom (): x ( sqft) - Features:

Master Bathroom: Features:

Laundry Dimensions:

Multi-Unit Information (if applicable)

Total Units:

Units Owner Occupied:

Unit 1: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Unit 2: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Unit 3: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Unit 4: Beds: , Full Baths: , Half Baths: , Levels: , Rent: , Lease:

Complex Complete:

Unit Building:

Financial & Lease Information

Tax Annual Amount: 25545 (Year: 2025)

Tax Assessed Value: 2303400

Tax Block/Lot/Book/Map: / / 34836 /

Parcel Number: M:N B:014 L:4B,134014

Special Licenses:

Current Financing: Conv. Fixed

Gross Income: (Scheduled: )

Net Operating Income:

Operating Expense: (Water/Sewer: , Insurance: )

Financial Data Source:

APOD Available:

Tenant Pays:

Rent Includes:

Total Actual Rent:

Lease Term: (Existing Type: )

Deposit Required: (Security: , First Month: , Last Month: )

Insurance Required:

References Required:

Listing & Agent Information

Listing Agent: Meredith Hall (MLS ID: BB954303) / Team:

Listing Office: Coldwell Banker Realty - Milton (MLS ID: AN6223)

Agent (Property): 57

Buyer Agent MLS ID: BB806563

Buyer Office MLS ID: AN8832

Listing Agreement: Exclusive Right To Sell

Listing Contract Date: 2025-04-09

Expiration Date: 1900-01-01

Original List Price: 3795000

Price Per SqFt (List): 489.21

Market Time (Property): 55 (Broker: 55, Prev Broker: 0, Prev Property: 0)

MLS Status: Sold

Possession:

Directions: Randolph Ave. to Hillside St.

Disclosures: , N

Lead Paint: Unknown

Title 5: A

Exclusions:

Contingency: Financing

Special Listing Conditions:

Lender Owned:

Short Sale Lender Approval Required:

Home Warranty Y/N:

Documents Available: (Count: )

Showings Deferral Date:

Open House Flag:

Listing Alert: No

Square Feet Disclosures: (Incl. Base: No, Other: )

Master Book/Page: / (Page: 214)

Sale Information (if applicable)

Close Date: 2025-07-18

Close Price: 3200000

Price Per SqFt (Sold): 460.43

Anticipated Sold Date: 2025-07-18T04:00:00.000Z

Concessions Amount:

Purchase Contract Date: 2025-05-19

Sold vs Rent:

System Information

Property ID: 2015148

Modification Timestamp: July 20, 2025 at 02:11pm

Bridge Modification Timestamp: July 20, 2025 at 02:15pm

Original Entry Timestamp: April 9, 2025 at 04:32pm

Status Change Timestamp: July 20, 2025 at 02:11pm

Off Market Date: 2025-06-02

Development Status:

Business Type:

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