287 Hillside St, Milton MA 02186

Milton, MA 02186 • Hillside Neighborhood
$3,200,000
5
Beds
5.5
Baths
6,950
Sq Ft
$460
Price/Sq Ft
2.52
Acres
1912
Year Built
3
Garage Spaces
53
Days on Market
Sold Listed Apr 9, 2025 • MLS# 73357166 Copied! • Updated Jul 20, 2025

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Sale Statistics

Sale Overview
Original List Price: $3,795,000
Final Sale Price: $3,200,000
Difference: $595,000 (-15.7%)
Performance Metrics
84.3%
List to Sale Ratio
Sold below asking price
53
Days on Market
Average time
Price per Square Foot Analysis
Original $/sq ft: $546
Sale $/sq ft: $460
This property sold for $460 per square foot
Sale Summary

This property sold for 15.7% below the original asking price.

The property spent 53 days on market before selling.

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

5.9%
Price Range
55
Total Days on Market

Property Timeline

Sold
Jul 18, 2025
$3,200,000
Property sold
Days on Market: 55
🏠
Listed for Sale
Apr 9, 2025
$3,400,000
Original listing
Agent: Meredith Hall Office: Coldwell Banker Realty - Milton

Tax History

Year Taxes Assessment
2025 $25,545 $2,303,400

Financial Details

Annual Property Tax
$25,545
Tax Year 2025
Assessed Value
$2,303,400

Facts & Features

3 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1912
Living Area 6,950 sq ft
Lot Size 2.52 acres
Bedrooms 5
Full Baths 5
Half Baths 1
Total Rooms 12

Interior

Heating Forced Air, Steam, Oil
Cooling Central Air
Flooring Tile, Hardwood, Flooring - Hardwood
Appliances Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Water Treatment, Wine Refrigerator, Range Hood
Fireplace Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Fireplaces 7
Basement Unfinished
Laundry Flooring - Hardwood, Second Floor
Features Closet, Bedroom, Bonus Room, Bathroom, Home Office, Foyer, Wired For Sound, Elevator

Exterior

Construction Frame
Architecture Colonial
Roof Wood
Features Porch, Pool - Inground Heated, Hot Tub/spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden, Horses Permitted, Stone Wall
Pool Pool - Inground Heated
Spa Private
Fencing Fenced
Patio/Porch Porch
Garage Spaces 3
Has Garage Yes
Features Attached, Off Street, Driveway
Total Spaces 9
Electric Generator, 220 Volts
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $25,545
Assessed Value $2,303,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 55 days

Property Overview

Property Type
Single Family Residence
Listing Type
Sold
Year Built
1912
Bedrooms
5
Full Bathrooms
5
Half Bathrooms
1
Living Area
6,950 sq ft
Total Rooms
12

Floor Layout

Interior Features

Flooring: Tile, Hardwood, Flooring - Hardwood
Appliances: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Water Treatment, Wine Refrigerator, Range Hood
Interior Features: Closet, Bedroom, Bonus Room, Bathroom, Home Office, Foyer, Wired for Sound, Elevator
Windows: Insulated Windows
Basement: Unfinished
Laundry: Flooring - Hardwood, Second Floor
Security:

Construction & Materials

Style: Colonial
Year Built: 1912
Structure Type:
Exterior Materials: Frame
Roof: Wood
Foundation: Stone

Heating, Cooling & Utilities

Heating: Forced Air, Steam, Oil
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Pool - Inground Heated, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden, Horses Permitted, Stone Wall
Patio & Porch: Porch
Fencing: Fenced
Other Structures:
Lot Features: Gentle Sloping
Road Surface: Paved

Parking & Garage

Garage Spaces: 3
Garage Type: Attached
Total Parking Spaces: 9
Parking Features: Attached, Off Street, Driveway

Special Features

Fireplaces: 7
Fireplace Type: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Pool: Private Pool
Pool Features: Pool - Inground Heated
Spa/Hot Tub: Yes
Spa Features: Private
View: Yes
View Type: Scenic View(s)
Community Amenities: 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
School District
Milton School District local
A+
School Safety 2024-25
0.3% Low
0.2% Suspensions 0.1% In-School 0.1% Emergency
5.2% below state avg
E

Elementary Schools

10 schools
Delphi Academy
1.9 mi
Grades K-08
Thacher Montessori School
1.9 mi
Grades PK-08
Milton Academy
2.2 mi
Grades K-12
St. Mary of the Hills Elementary School
2.6 mi
Grades PK-08
St. Agatha Elementary School
3.1 mi
Grades K-08
A+
Collicot School
2.5 mi | #34 of 825 | Score: 63.5
Improved 70 spots from last year
+5.3 above state avg
642 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Cunningham School
2.5 mi | #42 of 825 | Score: 62.9
Improved 58 spots from last year
+4.7 above state avg
593 students Moderate
Rising School Strong Attendance
Grades PK-05
A+
Glover School
2.6 mi | #50 of 825 | Score: 62.3
Improved 59 spots from last year
+4.1 above state avg
569 students Moderate
Rising School Strong Attendance
Grades K-05
A
Tucker School
2.6 mi | #148 of 825 | Score: 57.1
Improved 139 spots from last year
-1.2 below state avg
440 students Very Diverse
Rising School Diverse Student Body Strong Attendance
Grades PK-05
Wilson-Kindelan School
2.6 mi
Grades K-04
M

Middle Schools

1 school
A
Charles S Pierce Middle School
2.2 mi | #48 of 352 | Score: 57.4
Improved 16 spots from last year
-0.8 below state avg
987 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

2 schools
A+
Milton High School
1.9 mi | #21 of 346 | Score: 73.4
Improved 5 spots from last year
+15.2 above state avg
1,127 students Diverse
21 sports • 2,432 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Fontbonne Academy
2.6 mi
12 sports • 564 athletes
Grades 09-12
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Location

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Neighborhood

Hillside Neighborhood

287 Hillside St, Milton MA 02186

Milton, MA 02186

Listing Information

Listing Agent Meredith Hall
Listing Office Coldwell Banker Realty - Milton
Office Phone 617-696-4430
Agent MLS ID BB954303
Office MLS ID AN6223
Listing Data Updated Jul 20, 2025 10:11 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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