Brian Caluori
Gibson Sotheby's International Realty
(781) 488-7488
90 Total Sales
1 in Hillside Street
$674,778 Price
427 Hillside St Milton, MA 02186
Hillside Street NeighborhoodEstimated Value: $3,727,535
6
Beds
7
Baths
8,032
Sq Ft
$464/Sq Ft
Est. Value
Highlights
- Medical Services
- Sauna
- Open Floorplan
- Milton High School Rated A
- 1.98 Acre Lot
- Custom Closet System
About This Home
As of June 2025Sometimes all it takes is good instinct, better vision and superb execution. Such is the fortune found at 427 Hillside Street. Set against a backdrop of serene woodlands with a distinctive approach, this 8,000sf 6-bedroom residence offers an extraordinary level of privacy and tranquility. High ceilings with rich coffered detail create a sense of openness and underscore quality, while large windows invite sweeping views. First-floor guest suite ensures comfort and exclusivity for visitors. A convenient home gym inspires an active, balanced lifestyle. Family and friend time has always centered on togetherness, laughter and good times whether in the generously sized dining room, the game room with mahogany bar or in the gazebo overlooking a rolling lawn. Radiant heat, 3-car garage, en-suite baths, fenced backyard, a generator and sound system, all expertly imagined, make for something special. A true retreat for those seeking privacy, modern luxury, and exceptional craftsmanship.
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $34,695
Year Built
- Built in 2006
Lot Details
- 1.98 Acre Lot
- Fenced
- Landscaped Professionally
- Property is zoned RAA
Parking
- 3 Car Attached Garage
- Garage Door Opener
- Driveway
- Open Parking
Home Design
- Colonial Architecture
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
Interior Spaces
- 8,032 Sq Ft Home
- Open Floorplan
- Wet Bar
- Wired For Sound
- Crown Molding
- Coffered Ceiling
- Cathedral Ceiling
- Ceiling Fan
- Recessed Lighting
- Decorative Lighting
- Light Fixtures
- Pocket Doors
- French Doors
- Family Room with Fireplace
- Living Room with Fireplace
- Dining Room with Fireplace
- 5 Fireplaces
- Game Room
- Sauna
- Home Gym
Kitchen
- Breakfast Bar
- Oven
- Indoor Grill
- Stove
- Range with Range Hood
- Microwave
- Plumbed For Ice Maker
- Second Dishwasher
- Wine Refrigerator
- Wine Cooler
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Pot Filler
- Instant Hot Water
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Linen Closet
- Walk-In Closet
- Dressing Area
- Double Vanity
- Pedestal Sink
- Soaking Tub
- Bathtub with Shower
- Separate Shower
Laundry
- Laundry on upper level
- Dryer
- Washer
- Sink Near Laundry
Unfinished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
Outdoor Features
- Balcony
- Deck
- Patio
- Porch
Location
- Property is near golf course, public transit, and schools
Utilities
- Multiple cooling system units
- Central Air
- 9 Cooling Zones
- 9 Heating Zones
- Heating System Uses Propane
- Hydro-Air Heating System
- Radiant Heating System
- Generator Hookup
- Power Generator
- Water Heater
- Sewer Inspection Required for Sale
Listing and Financial Details
- Assessor Parcel Number M:N B:014 L:10,133998
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
Recreation
- Park
- Jogging Path
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 4, 2025
Closed on
Jun 10, 2025
Sold by
Rice Bridget
Bought by
Seller's Agent
Julianne Bridgeman
Ceres Real Estate
Buyer's Agent
Kevin Keating
Keating Brokerage
List Price
$3,895,000
Sold Price
$3,500,000
Premium/Discount to List
-$395,000
-10.14%
Views
39
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
$227,535
Avg. Annual Appreciation
5.04%
Original Mortgage
$1,100,000
Outstanding Balance
$1,084,576
Interest Rate
5.73%
Mortgage Type
Purchase Money Mortgage
Estimated Equity
$2,642,959
Purchase Details
Closed on
Mar 21, 2016
Sold by
Rice Jamie and Rice Bridget A
Bought by
Rice Bridget
Purchase Details
Listed on
Nov 10, 2013
Closed on
Mar 21, 2014
Sold by
Rettman Josef and Rettman Tania B
Bought by
Rice Jamie and Rice Bridget A
Seller's Agent
Dolores Rettman
Rettman Associates
Buyer's Agent
Barbara Taracevicz
Coldwell Banker Realty - Milton
List Price
$2,750,000
Sold Price
$2,320,000
Premium/Discount to List
-$430,000
-15.64%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.86%
Original Mortgage
$1,624,000
Interest Rate
2%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Mar 27, 2013
Sold by
Milton Hillside Nt and Rettman
Bought by
Rettman Josef and Rettman Tania B
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$2,000,000
Interest Rate
3%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Jun 23, 2006
Sold by
Chestnut Run Rt and Davidson
Bought by
Milton Hillside Nt and Rettman
Purchase Details
Closed on
May 25, 2004
Sold by
Gregg Roger
Bought by
Chestnut Run Rt and Davidson
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Hillside Street, MA
-
Brian Caluori
-
Mary Forde
Mary Forde
Insight Realty Group, Inc.
(781) 404-3642
59 Total Sales
1 in Hillside Street
$859,000 Price
-
Thomas O'Neill
Thomas O'Neill
The Firm
(781) 417-3483
24 Total Sales
1 in Hillside Street
$1,300,000 Price
-
Joseph McEachern
Joseph McEachern
Paramount Properties
(781) 808-2896
71 Total Sales
1 in Hillside Street
$1,100,000 Price
-
Alex Walsh
Alex Walsh
Responds QuicklyAccess
(339) 218-6016
523 Total Sales
2 in Hillside Street
$1,100,000 Price Range
-
Scott Farrell & Partners
S&
Scott Farrell & Partners
Responds QuicklyCompass
(781) 512-6136
145 Total Sales
6 in Hillside Street
$799K - $3.8M Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,500,000 | None Available | ||
| Rice Bridget | -- | -- | |
| Rice Jamie | $2,320,000 | -- | |
| Rettman Josef | -- | -- | |
| Milton Hillside Nt | $740,000 | -- | |
| Chestnut Run Rt | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $1,100,000 | ||
| Previous Owner | Rice Bridget A | $1,487,100 | |
| Previous Owner | Rice Bridget A | $1,523,000 | |
| Previous Owner | Rice Bridget A | $1,520,000 | |
| Previous Owner | -- | $1,624,000 | |
| Previous Owner | Rettman Josef | $2,000,000 | |
| Previous Owner | Milton Hillside Nt | $120,000 | |
| Previous Owner | Milton Hillside Nt | $200,000 | |
| Previous Owner | Milton Hillside Nt | $1,800,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/10/2025 06/10/25 | Sold | $3,500,000 | -10.1% | $436 / Sq Ft |
| 03/31/2025 03/31/25 | Pending | -- | -- | -- |
| 03/04/2025 03/04/25 | For Sale | $3,895,000 | -- | $485 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $34,695 | $3,128,500 | $668,400 | $2,460,100 |
| 2024 | $34,011 | $3,114,600 | $638,000 | $2,476,600 |
| 2023 | $30,591 | $2,683,400 | $608,500 | $2,074,900 |
| 2022 | $31,613 | $2,535,100 | $608,500 | $1,926,600 |
| 2021 | $32,170 | $2,450,100 | $590,800 | $1,859,300 |
| 2020 | $32,978 | $2,513,600 | $586,000 | $1,927,600 |
| 2019 | $33,169 | $2,516,600 | $645,200 | $1,871,400 |
| 2018 | $34,971 | $2,532,300 | $664,800 | $1,867,500 |
| 2017 | $32,758 | $2,415,800 | $633,200 | $1,782,600 |
| 2016 | $31,055 | $2,300,400 | $573,200 | $1,727,200 |
| 2015 | $32,589 | $2,337,800 | $528,200 | $1,809,600 |
Source: Public Records
Agents Affiliated with this Home
-
Julianne Bridgeman
Seller's Agent in 2025
Julianne Bridgeman
Ceres Real Estate
(617) 688-8555
3 in this area
66 Total Sales
-
Kevin Keating
Buyer's Agent in 2025
Kevin Keating
Keating Brokerage
(617) 698-7700
2 in this area
85 Total Sales
-
Dolores Rettman
DR
Seller's Agent in 2014
Dolores Rettman
Rettman Associates
(617) 640-1300
2 Total Sales
-
BT
Buyer's Agent in 2014
Barbara Taracevicz
Coldwell Banker Realty - Milton
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73340861
APN: MILT-000000-N000014-000010
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
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.
Nearby Homes
- 540 Harland St
- 55 Parkwood Dr
- 1262 Randolph Ave
- 33 Harbor View Rd
- 65 Sassamon Ave
- 3 Stone Bridge Ln
- 37 Nahanton Ave
- 90 Countryside Ln
- 52 Ridgewood Rd
- 375 Atherton St
- 1632 Canton Ave
- 1632 Canton Ave
- 901 Randolph Ave
- 1066 Hillside St
- 17 Hallen Ave
- 16 Longmeadow Rd
- 37 Mingo St
- 650 Canton Ave
- 36 Sarah St
- 135 Milton St
- 427 Hillside St Unit SF
- 417 Hillside St
- 437 Hillside St
- 397 Hillside St
- 428 Hillside St
- 395 Hillside St
- 2 Stonehill Ln
- 402 Hillside St
- 402 Hillside St Unit 402
- 375 Hillside St
- Lot 6 Stonehill Ln
- 380 Hillside St
- 1 Stonehill Ln
- 3 Stonehill Ln
- 372 Hillside St
- 390 Hillside St
- 4 Stonehill Ln
- 339 Hillside St
- 347 Hillside St
- 7 Stonehill Ln
Your Personal Tour Guide
Ask me questions while you tour the home.