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.
Sold for $3,200,000
$3,200,000
287 Hillside St, Milton, MA 02186
5beds
6,950sqft
Single Family Residence
Built in 1912
2.52 Acres Lot
$3,297,900 Zestimate®
$460/sqft
$6,491 Estimated rent
Home value
$3,297,900
$3.03M - $3.56M
$6,491/mo
Zestimate® history
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List your homeWhat's special
Spectacular gunite poolSpecimen treesWood paneled family roomGrand dining roomSignature staircasePrivate treelined driveManicured grounds
Zillow last checked:
Listing updated:
Listed by:
Meredith Hall 617-930-3977,
Coldwell Banker Realty - Milton 617-696-4430
Bought with:
Julianne Bridgeman
Ceres Real Estate
Source: MLS PIN,MLS#: 73357166
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Cathedral Ceiling(s), Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Wet Bar
- Level: Second
Bedroom 2
- Features: Closet, Flooring - Hardwood
- Level: Second
Bedroom 3
- Features: Fireplace, Closet, Flooring - Hardwood
- Level: Second
Bedroom 4
- Features: Fireplace, Closet, Flooring - Hardwood
- Level: Second
Bedroom 5
- Features: Fireplace, Closet, Flooring - Hardwood
- Level: Third
Bathroom 1
- Features: Bathroom - Half, Flooring - Stone/Ceramic Tile
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Countertops - Stone/Granite/Solid
- Level: Second
Bathroom 3
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Closet - Linen, Flooring - Stone/Ceramic Tile
- Level: Second
Dining room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Crown Molding, Decorative Molding
- Level: First
- Area: 306
- Dimensions: 18 x 17
Family room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting, Crown Molding
- Level: First
- Area: 598
- Dimensions: 26 x 23
Kitchen
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Remodeled
- Level: First
- Area: 247
- Dimensions: 19 x 13
Living room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, French Doors, Crown Molding
- Level: First
- Area: 256
- Dimensions: 16 x 16
Office
- Features: Flooring - Hardwood
- Level: Second
Heating
- Forced Air, Steam, Oil
Cooling
- Central Air
Appliances
- Included: Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Water Treatment, Wine Refrigerator, Range Hood
- Laundry: Flooring - Hardwood, Second Floor
Features
- Closet, Bedroom, Bonus Room, Bathroom, Home Office, Foyer, Wired for Sound, Elevator
- Flooring: Tile, Hardwood, Flooring - Hardwood
- Windows: Insulated Windows
- Basement: Unfinished
- Number of fireplaces: 7
- Fireplace features: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Interior area
- Total structure area: 6,950
- Total interior livable area: 6,950 sqft
- Finished area above ground: 6,950
Property
Parking
- Total spaces: 9
- Parking features: Attached, Off Street, Driveway
- Attached garage spaces: 3
- Uncovered spaces: 6
Features
- Patio & porch: Porch
- Exterior features: Porch, Pool - Inground Heated, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden, Horses Permitted, Stone Wall
- Has private pool: Yes
- Pool features: Pool - Inground Heated
- Has spa: Yes
- Spa features: Private
- Fencing: Fenced
- Has view: Yes
- View description: Scenic View(s)
Lot
- Size: 2.52 Acres
- Features: Gentle Sloping
Details
- Parcel number: M:N B:014 L:4B,134014
- Zoning: RAA
- Horses can be raised: Yes
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Wood
Condition
- Year built: 1912
Utilities & green energy
- Electric: Generator, 220 Volts
- Sewer: Private Sewer
- Water: Public
Community & neighborhood
Community
- 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
Location
- Region: Milton
- Subdivision: Hillside Neighborhood
Other
Other facts
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 7/18/2025 | Sold | $3,200,000-5.9%$460/sqft |
Source: MLS PIN #73357166 Report a problem | ||
| 5/20/2025 | Contingent | $3,400,000$489/sqft |
Source: MLS PIN #73357166 Report a problem | ||
| 5/7/2025 | Price change | $3,400,000-10.4%$489/sqft |
Source: MLS PIN #73357166 Report a problem | ||
| 4/9/2025 | Listed for sale | $3,795,000+126.9%$546/sqft |
Source: MLS PIN #73357166 Report a problem | ||
| 1/10/2017 | Sold | $1,672,500-3%$241/sqft |
Source: Public Record Report a problem | ||
| 11/8/2016 | Pending sale | $1,725,000$248/sqft |
Source: Realty Executives Boston West #72084047 Report a problem | ||
| 10/20/2016 | Price change | $1,725,000-13.5%$248/sqft |
Source: Realty Executives Boston West #72084047 Report a problem | ||
| 7/8/2016 | Listed for sale | $1,995,000+33%$287/sqft |
Source: William Raveis Real Estate #72033989 Report a problem | ||
| 1/12/2004 | Sold | $1,500,000$216/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $25,545 +2.8% | $2,303,400 +1.3% |
| 2024 | $24,840 +1.9% | $2,274,700 +6.4% |
| 2023 | $24,368 +8.9% | $2,137,500 +19.1% |
| 2022 | $22,374 -0.9% | $1,794,200 +4.3% |
| 2021 | $22,582 +3% | $1,719,900 +2.9% |
| 2020 | $21,922 -1.9% | $1,670,900 -1.4% |
| 2019 | $22,336 -4.5% | $1,694,700 +0% |
| 2018 | $23,400 +12.1% | $1,694,400 +10.1% |
| 2017 | $20,877 +5.7% | $1,539,600 +5.2% |
| 2016 | $19,755 +1.2% | $1,463,300 +4.5% |
| 2015 | $19,516 +0.2% | $1,400,000 +7.8% |
| 2014 | $19,477 +2% | $1,299,300 |
| 2013 | $19,100 +2.4% | $1,299,300 |
| 2012 | $18,645 +8.7% | $1,299,300 +6.6% |
| 2011 | $17,147 +1.9% | $1,218,700 -3.3% |
| 2010 | $16,822 +12.6% | $1,260,100 -1% |
| 2009 | $14,941 +4.1% | $1,272,700 -2.9% |
| 2008 | $14,349 +1% | $1,310,400 |
| 2007 | $14,205 +6.8% | $1,310,400 |
| 2006 | $13,301 +8.5% | $1,310,400 +12.6% |
| 2005 | $12,264 +0.4% | $1,163,600 +15.5% |
| 2004 | $12,211 +3.3% | $1,007,500 |
| 2003 | $11,818 +4.4% | $1,007,500 +50.2% |
| 2002 | $11,315 +16.8% | $670,700 +26.8% |
| 1999 | $9,688 | $529,100 |
Find assessor info on the county website
Neighborhood: 02186
Nearby schools
GreatSchools rating
- 9/10Cunningham SchoolGrades: PK-5Distance: 2.4 mi
- 7/10Charles S Pierce Middle SchoolGrades: 6-8Distance: 2.3 mi
- 10/10Milton High SchoolGrades: 9-12Distance: 1.9 mi
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Estimated market value
$3,297,900
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Estimated market value
$3,297,900
- Massachusetts
- Norfolk County
- Milton
- 02186
- 287 Hillside St
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