Date
Details
Price
Change
Source
8/19/2026
Listed
$2,195,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$2,195,000 Contingent
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Property Description
This is the Milton Hill home you have been waiting for! Character abounds and the gardens are stunning. The layout flexes with whatever stage of life walks through it. The first floor is anchored by fireplaces. There is a gas fireplace in each of the living spaces and a wood burning fireplace in the dining room, so the main level has four different places to gather and each one has a reason to sit down. Ceilings are high, windows are tall, and the original detail is still here. The kitchen is ready for its next chapter, and the footprint is the gift. There is genuine room to work with, enough for the island, the second sink, and the double ovens without borrowing an inch from anywhere else. Six bedrooms and four baths across three levels give every generation a floor of its own, whether that means a guest suite, a home office with a door that closes, a playroom, or all three. Wood floors run under the second floor carpeting. The primary has its own bath. The rest of the baths are all in working order and ready to take whatever finishes you have in mind. The systems have been handled. The home has been converted to gas, and mini splits run throughout, so every level stays comfortable through a July afternoon and a January night without a single window unit. Then there is the yard, and it is the moment. Water spills over a waterfall into the pool, the flower gardens frame it, and the stone tower of St. Michael's Church rises just beyond the property line. It reads like a courtyard in Europe and it sits on one of Milton's most recognizable streets. The equipment behind it is all new, with a new filter system, a new heater, and new pumps, so the season starts when you say it does and runs as long as you want it to. The gardens have been planted and tended for years, the kind of maturity you cannot buy new. They climb the stone terraces behind the pool with steps winding up through the beds. A deck off the back steps down to the terrace and the pool patio, and a walkout below sits a few steps from the water with a full fifth bathroom right there, so nobody tracks through the house in a wet suit. Pines and cedars close the property in on all sides. Outdoor living here is not a patio and a grill. It is a destination. Minutes to Milton Village, the Trolley to the Red Line, Milton Academy, Cunningham Park, the Blue Hills, and downtown Boston.
Full Property Details
Full Property Details for 105 Randolph Ave
General
- Price: $2,195,000
- Taxes: $18,727 (2026)
- Status: Contingent
- Type: Single Family
- Source: MLSPin
- MLS ID: 73565411
- Updated: 8/26/2026
- Added to Site: 8 day(s) ago
Interior
- Number of Rooms: 11
- Interior Features: Closet, Bedroom, Entry Hall, Sun Room, Wet Bar
- Fireplace: Yes
- Number of Fireplaces: 4
- Fireplace(s): Dining Room, Family Room, Living Room, Bedroom
- Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
- Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 3
- Half Bathrooms: 2
- Main - Full Baths: 3
- Main - 1/2 Baths: 2
- Bathroom 1: Half Bathroom, 6.50 x 4.20, First, 27 Sq. Ft.
- Bathroom 2: Full Bathroom, Bathroom Double Vanity/Double Sink, 6.80 x 7.60, Second, 51 Sq. Ft.
- Bathroom 3: Bathroom - Full, 8.20 x 8.30, Second, 68 Sq. Ft.
Bedrooms
- Total Bedrooms: 6
- Primary Bedroom: Yes, 30.80 x 15.70, Second, 483 Sq. Ft.
- Bedroom 2: Closet, Hardwood Flooring, Lighting - Sconce, 12.10 x 15.11, Second, 182 Sq. Ft.
- Bedroom 3: Closet, 11.20 x 12.70, Second, 142 Sq. Ft.
- Bedroom 4: Skylight, Vaulted Ceiling(s), Closet, Hardwood Flooring, Wall-to-Wall Carpet, Half Vaulted Ceiling(s), 12.20 x 9.90, Second, 120 Sq. Ft.
Other Rooms
- Living Room: Closet, Custom-Built Closet/Cabinets, Hardwood Flooring, Lighting - Sconce, Crown Molding, 13.80 x 10.11, First, 139 Sq. Ft.
- Family Room: Skylight, Closet, Custom-Built Closet/Cabinets, Hardwood Flooring, Bay/Bow/Box Window(s), Exterior Access, Open Floorplan, Lighting - Sconce, 19.80 x 14.80, First, 293 Sq. Ft.
- Kitchen: Bathroom - Half, Custom-Built Closet/Cabinets, Hardwood Flooring, Dining Area, Balcony/Deck, Stone/Granite/Solid Countertops, Wet Bar, Breakfast Bar/Nook, Exterior Deck, Exterior Access, Open Floorplan, Lighting - Overhead, 16.00 x 23.00, Main, First, 368 Sq. Ft.
- Dining Room: Hardwood Flooring, Exterior Access, Open Floorplan, Lighting - Sconce, 14.80 x 15.70, First, 232 Sq. Ft.
- Laundry: In Basement, Electric Dryer Hookup
Additional Information
- Pool: Yes
- Pool Description: Pool - Inground Heated
- Year Round: Yes
Exterior
- Exterior Features: Balcony / Deck, Porch, Porch - Enclosed, Deck, Patio, Pool - Inground Heated, Hot Tub/Spa, Storage, Professional Landscaping, Decorative Lighting, Fenced Yard, Garden, Stone Wall
- Color: Taupe
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 7
- Parking Features: Detached, Garage Faces Side, Off Street, Driveway
Location
- Area: Milton Hill
- County: Norfolk
- Subdivision: Milton Hill
- Driving Directions: GPS
School Information
- Elementary School: Glover
- Middle School: Pierce
- High School: Milton High
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Heat Pump
- Cooling Zones: 10
- Heating Type: Hot Water, Heat Pump, Natural Gas, Electric
- Heating Fuel: Hot Water, Heat Pump, Natural Gas, Electric
- Heating Zones: 10
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Connection for Gas Range, Connection for Electric Dryer
Structural Information
- Architectural Style: Colonial
- Exterior Const.: Frame
- Basement: Yes
- Basement Desc.: Full, Partially Finished, Walk-Out Access, Interior Entry, Sump Pump, Concrete
- Roof: Shingle
- Square Feet: 4,227
- Sq. Ft. Source: Measured
- Year Built: 1910
Lot Features
- Lot Size (Acres): 0.32
- Lot Dimensions: .32
- Frontage: Public
- Fence: Yes
- Lot Features: Corner Lot, Level
- Fencing (Description): Fenced
Financial Considerations
- Price Per Sq. Ft.: $519.28
- Tax Amount: $18,727
- Tax Year: 2026
- Terms: Seller Will Participate
Disclosures and Reports
- Exclusions: Dining Room Chandelier, Custom Spice Rack
- Disclosures/Rstr.: Boiler replaced in 2002 when home was converted to gas. Exterior painted in 2026. Pool filter, pump and heater replaced in 2025. Roof replaced in 2020. Fireplace in bedroom is not currently in use but can be made to function. Microwave is not working. Some of the windows are not working properly.
- Property ID: 128773
Buyer's Brokerage Compensation: Contact Listing Agent
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Schools
Schools serving 105 Randolph Ave
School District:Milton School District, Milton, MA
| Name | Grades | Distance |
|---|---|---|
Glover Elementary School, Milton, MA 255 Canton Avenue, Milton, MA 02186 | K-5 | 0.4 mi |
Cunningham School, Milton, MA 44 Edge Hill Road, Milton, MA 02186 | K-5 | 1.1 mi |
Collicot Elementary School 80 Edge Hill Road, Milton, MA 02186 | PK-5 | 1.2 mi |
Charles S Pierce Middle School 451 Central Avenue, Milton, MA 02186 | 6-8 | 0.9 mi |
Milton High School 25 Gile Road, Milton, MA 02186 | 9-12 | 1.3 mi |
Tucker Elementary School 187 Blue Hills Parkway, Milton, MA 02186 | K-5 | 1.4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 105 Randolph Ave
Tax History
Tax History for 105 Randolph Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$16,614
4%
$1,498,100
2%
2024
$16,022
3%
$1,467,200
8%
2023
$15,526
5%
$1,361,900
14%
2022
$14,848
3%
$1,190,700
8%
2021
$14,464
1%
$1,101,600
1%
2020
$14,356
3%
$1,094,200
3%
2019
$14,000
11%
$1,062,200
17%
2018
$12,570
7%
$910,200
5%
2017
$11,762
2%
$867,400
1%
2016
$11,565
-1%
$856,700
3%
2015
$11,641
4%
$835,100
12%
2014
$11,178
2%
$745,700
—
2013
$10,962
—
$745,700
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 105 Randolph Ave
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Listed by Matt Freeman
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Listed by Matt Freeman
105 Randolph Ave, Milton, MA 02186 (MLS# 73565411) is a Single Family property with 6 bedrooms, 3 full bathrooms and 2 partial bathrooms. 105 Randolph Ave is currently listed for $2,195,000 and was received on August 19, 2026. This property is listed by Bridget Conroy from our Milton Office.Want to learn more about 105 Randolph Ave? Do you have questions about finding other Single Family real estate for sale in Milton? You can browse all Milton real estate or contact a Coldwell Banker agent to request more information.