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.
Under contract
$2,195,000
105 Randolph Ave, Milton, MA 02186
6beds
4,227sqft
Single Family Residence
Built in 1910
0.32 Acres Lot
$2,131,100 Zestimate®
$519/sqft
$-- HOA
What's special
Gas fireplaceOriginal detailGuest suite
- 11 days
- 1,229
- 85
Zillow last checked:
Listing updated:
Listed by:
Bridget Conroy 617-308-8073,
Coldwell Banker Realty - Milton 617-696-4430
Source: MLS PIN,MLS#: 73565411
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Primary bedroom
- Features: Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Window(s) - Bay/Bow/Box, Lighting - Sconce, Closet - Double
- Level: Second
- Area: 483.56
- Dimensions: 30.8 x 15.7
Bedroom 2
- Features: Closet, Flooring - Hardwood, Lighting - Sconce
- Level: Second
- Area: 182.83
- Dimensions: 12.1 x 15.11
Bedroom 3
- Features: Closet
- Level: Second
- Area: 142.24
- Dimensions: 11.2 x 12.7
Bedroom 4
- Features: Skylight, Vaulted Ceiling(s), Closet, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Half Vaulted Ceiling(s)
- Level: Second
- Area: 120.78
- Dimensions: 12.2 x 9.9
Bedroom 5
- Features: Walk-In Closet(s)
- Level: Third
- Area: 257.07
- Dimensions: 20.9 x 12.3
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - Half
- Level: First
- Area: 27.3
- Dimensions: 6.5 x 4.2
Bathroom 2
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink
- Level: Second
- Area: 51.68
- Dimensions: 6.8 x 7.6
Bathroom 3
- Features: Bathroom - Full
- Level: Second
- Area: 68.06
- Dimensions: 8.2 x 8.3
Dining room
- Features: Flooring - Hardwood, Exterior Access, Open Floorplan, Lighting - Sconce
- Level: First
- Area: 232.36
- Dimensions: 14.8 x 15.7
Family room
- Features: Skylight, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Exterior Access, Open Floorplan, Lighting - Sconce
- Level: First
- Area: 293.04
- Dimensions: 19.8 x 14.8
Kitchen
- Features: Bathroom - Half, Closet/Cabinets - Custom Built, Flooring - Hardwood, Dining Area, Balcony / Deck, Countertops - Stone/Granite/Solid, Wet Bar, Breakfast Bar / Nook, Deck - Exterior, Exterior Access, Open Floorplan, Lighting - Overhead
- Level: Main,First
- Area: 368
- Dimensions: 16 x 23
Living room
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Sconce, Crown Molding
- Level: First
- Area: 139.52
- Dimensions: 13.8 x 10.11
Heating
- Hot Water, Heat Pump, Natural Gas, Electric
Cooling
- Heat Pump
Appliances
- Included: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
- Laundry: In Basement, Electric Dryer Hookup
Features
- Closet, Bedroom, Entry Hall, Sun Room, Wet Bar
- Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood
- Windows: Skylight(s)
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Sump Pump,Concrete
- Number of fireplaces: 4
- Fireplace features: Dining Room, Family Room, Living Room, Bedroom
Interior area
- Total structure area: 4,227
- Total interior livable area: 4,227 sqft
- Finished area above ground: 3,896
- Finished area below ground: 331
Property
Parking
- Total spaces: 7
- Parking features: Detached, Garage Faces Side, Off Street, Driveway
- Garage spaces: 1
- Uncovered spaces: 6
Accessibility
- Accessibility features: No
Features
- Patio & porch: Porch, Porch - Enclosed, Deck, Patio
- 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
- Has private pool: Yes
- Pool features: Pool - Inground Heated
- Has spa: Yes
- Spa features: Private
- Fencing: Fenced
Lot
- Size: 0.32 Acres
- Features: Corner Lot, Level
Details
- Parcel number: 128773
- Zoning: RB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1910
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Dryer
Community & HOA
Community
- Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Public School, T-Station, University
- Subdivision: Milton Hill
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $519/sqft
- Tax assessed value: $1,585,700
- Annual tax amount: $18,727
- Date on market: 8/19/2026
- Listing terms: Seller W/Participate
- Exclusions: Dining Room Chandelier, Custom Spice Rack
Estimated market value
$2,131,100
$2.02M - $2.24M
$6,225/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Contingent | $2,195,000$519/sqft |
Source: MLS PIN #73565411 Report a problem | ||
| 8/19/2026 | Listed for sale | $2,195,000$519/sqft |
Source: MLS PIN #73565411 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $16,614 +3.7% | $1,498,100 +2.1% |
| 2024 | $16,022 +3.2% | $1,467,200 +7.7% |
| 2023 | $15,526 +4.6% | $1,361,900 +14.4% |
| 2022 | $14,848 +2.7% | $1,190,700 +8.1% |
| 2021 | $14,464 +0.8% | $1,101,600 +0.7% |
| 2020 | $14,356 +2.5% | $1,094,200 +3% |
| 2019 | $14,000 +11.4% | $1,062,200 +16.7% |
| 2018 | $12,570 +6.9% | $910,200 +4.9% |
| 2017 | $11,762 +1.7% | $867,400 +1.2% |
| 2016 | $11,565 -0.7% | $856,700 +2.6% |
| 2015 | $11,641 +4.1% | $835,100 +12% |
| 2014 | $11,178 +2% | $745,700 |
| 2013 | $10,962 +2.4% | $745,700 |
| 2012 | $10,701 -1.1% | $745,700 -3% |
| 2011 | $10,816 +0.8% | $768,700 -4.4% |
| 2010 | $10,735 +12.7% | $804,100 -0.9% |
| 2009 | $9,522 +3.3% | $811,100 -3.6% |
| 2008 | $9,218 +1% | $841,800 |
| 2007 | $9,125 +14.2% | $841,800 +6.9% |
| 2006 | $7,991 +8.6% | $787,300 +12.8% |
| 2005 | $7,359 -0.4% | $698,200 +14.6% |
| 2004 | $7,385 +3.3% | $609,300 |
| 2003 | $7,147 +1.7% | $609,300 +46.2% |
| 2002 | $7,030 +14.9% | $416,700 +24.7% |
| 1999 | $6,119 | $334,200 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 02186
Nearby schools
Schools provided by the listing agent
- Elementary: Glover
- Middle: Pierce
- High: Milton High
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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