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For sale
  • $3,795,000

    287 Hillside St, Milton, MA 02186

    5beds
    6,950sqft
    : 
    Single Family Residence
    Built in 1912
    2.52 Acres Lot
    $3,664,400 Zestimate®
    $546/sqft
    $-- HOA

    What's special

    Spectacular gunite poolSpecimen treesWood paneled family roomGrand dining roomSignature staircasePrivate treelined driveManicured grounds
    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.
    12 days
    on Zillow
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    Zillow last checked: 7 hours ago

    Listing updated: April 13, 2025 at 12:54pm

    Listed by:

    Meredith Hall,

    Coldwell Banker Realty - Milton

    Source: MLS PIN,MLS#: 73357166
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    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
    • 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: 6
    • Parking features: Attached, Off Street, Driveway
    • Attached garage spaces: 3
    • Has uncovered spaces: Yes
    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 & HOA

    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
    • Subdivision: Hillside Neighborhood
    HOA
    • Has HOA: No
    Location
    • Region: Milton

    Financial & listing details

    • Price per square foot: $546/sqft
    • Tax assessed value: $2,303,400
    • Annual tax amount: $25,545
    • Date on market: 4/14/2025
    • Road surface type: Paved
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