Seller's Agent in 2025
Meredith Hall
Coldwell Banker Realty - Milton
(617) 696-4430
2 in this area
12 Total Sales
287 Hillside St Milton, MA 02186
Hillside Street Neighborhood
5
Beds
5.5
Baths
6,950
Sq Ft
109,771
Sq Ft Lot
Highlights
- Community Stables
- Horses Allowed On Property
- Heated In Ground Pool
- Milton High School Rated A
- Medical Services
- Scenic Views
About This Home
As of July 2025Experience 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.
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $25,545
Year Built
- Built in 1912 | Remodeled
Lot Details
- 2.52 Acre Lot
- Fenced Yard
- Landscaped Professionally
- Gentle Sloping Lot
- Sprinkler System
- Garden
- Property is zoned RAA
Parking
- 3 Car Attached Garage
- Driveway
- Open Parking
- Off-Street Parking
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Blown-In Insulation
- Wood Roof
Interior Spaces
- 6,950 Sq Ft Home
- Wet Bar
- Wired For Sound
- Crown Molding
- Cathedral Ceiling
- Recessed Lighting
- Decorative Lighting
- Insulated Windows
- Picture Window
- French Doors
- Entrance Foyer
- Family Room with Fireplace
- Living Room with Fireplace
- Dining Room with Fireplace
- 7 Fireplaces
- Home Office
- Bonus Room
- Scenic Vista Views
- Unfinished Basement
Kitchen
- Breakfast Bar
- Range with Range Hood
- Microwave
- Freezer
- Dishwasher
- Wine Refrigerator
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Linen Closet
- Walk-In Closet
- Dual Vanity Sinks in Primary Bathroom
- Bathtub with Shower
Laundry
- Laundry on upper level
- Dryer
- Washer
Pool
- Heated In Ground Pool
- Spa
Utilities
- Forced Air Heating and Cooling System
- Heating System Uses Oil
- Heating System Uses Steam
- 220 Volts
- Power Generator
- Water Treatment System
- Water Heater
- Private Sewer
Additional Features
- Porch
- Property is near public transit and schools
- Horses Allowed On Property
Listing and Financial Details
- Assessor Parcel Number M:N B:014 L:4B,134014
Community Details
Overview
- No Home Owners Association
- Hillside Neighborhood Subdivision
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Tennis Courts
- Community Pool
- Park
- Community Stables
- Jogging Path
- Bike Trail
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 9, 2025
Closed on
Jul 18, 2025
Sold by
Landy John D and Landy Yasmin D
Bought by
Tiano Joseph S and Tiano Wenxiao
Seller's Agent
Meredith Hall
Coldwell Banker Realty - Milton
Buyer's Agent
Julianne Bridgeman
Ceres Real Estate
List Price
$3,795,000
Sold Price
$3,200,000
Premium/Discount to List
-$595,000
-15.68%
Views
60
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$32,914
Avg. Annual Appreciation
-1.65%
Original Mortgage
$1,920,000
Outstanding Balance
$1,912,837
Interest Rate
6.38%
Mortgage Type
New Conventional
Estimated Equity
$1,254,249
Purchase Details
Listed on
Oct 20, 2016
Closed on
Jan 10, 2017
Sold by
Weltman John J and Atkins James C
Bought by
Landy John D and Landy Yasmin D
Seller's Agent
Lynne Hofmann Ritucci
Realty Executives Boston West
Buyer's Agent
Meredith Hall
Coldwell Banker Realty - Milton
List Price
$1,725,000
Sold Price
$1,672,500
Premium/Discount to List
-$52,500
-3.04%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
7.91%
Original Mortgage
$1,338,000
Interest Rate
4.03%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Jan 12, 2004
Sold by
Wooley Victor H and Wooley Patricia O
Bought by
Weltman John J and Atkins James C
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,000,000
Interest Rate
5.88%
Mortgage Type
Purchase Money Mortgage
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Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Quit Claim Deed | $3,200,000 | -- | |
| Quit Claim Deed | $3,200,000 | -- | |
| Quit Claim Deed | $1,672,500 | -- | |
| Quit Claim Deed | $1,672,500 | -- | |
| Deed | $1,500,000 | -- | |
| Deed | $1,500,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,920,000 | New Conventional | |
| Closed | $1,920,000 | New Conventional | |
| Previous Owner | $1,338,000 | Purchase Money Mortgage | |
| Previous Owner | $1,000,000 | Purchase Money Mortgage |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/18/2025 07/18/25 | Sold | $3,200,000 | -5.9% | $460 / Sq Ft | |
| 05/19/2025 05/19/25 | Pending | -- | -- | -- | |
| 05/07/2025 05/07/25 | Price Changed | $3,400,000 | -10.4% | $489 / Sq Ft | |
| 04/09/2025 04/09/25 | For Sale | $3,795,000 | +126.9% | $546 / Sq Ft | |
| 01/10/2017 01/10/17 | Sold | $1,672,500 | -3.0% | $241 / Sq Ft | View Prior Sale |
| 11/08/2016 11/08/16 | Pending | -- | -- | -- | |
| 10/20/2016 10/20/16 | For Sale | $1,725,000 | -- | $248 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $25,545 | $2,303,400 | $650,300 | $1,653,100 |
| 2024 | $24,840 | $2,274,700 | $621,300 | $1,653,400 |
| 2023 | $24,368 | $2,137,500 | $593,200 | $1,544,300 |
| 2022 | $22,374 | $1,794,200 | $593,200 | $1,201,000 |
| 2021 | $22,582 | $1,719,900 | $576,000 | $1,143,900 |
| 2020 | $21,922 | $1,670,900 | $571,900 | $1,099,000 |
| 2019 | $22,336 | $1,694,700 | $627,700 | $1,067,000 |
| 2018 | $23,400 | $1,694,400 | $645,900 | $1,048,500 |
| 2017 | $20,877 | $1,539,600 | $615,200 | $924,400 |
| 2016 | $19,755 | $1,463,300 | $558,200 | $905,100 |
| 2015 | $19,516 | $1,400,000 | $515,500 | $884,500 |
Source: Public Records
Agents Affiliated with this Home
-
Meredith Hall
-
Julianne Bridgeman
Buyer's Agent in 2025
Julianne Bridgeman
Ceres Real Estate
(617) 688-8555
2 in this area
66 Total Sales
-
Lynne Hofmann Ritucci
Seller's Agent in 2017
Lynne Hofmann Ritucci
Realty Executives
(508) 479-8505
97 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73357166
APN: MILT-000000-N000014-000004B
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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