$2,195,000
 $11,783 est/mo Sourced by Back At You

105 Randolph Ave,Milton, MA 02186

Milton, MA 02186

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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.

Details

MLS #73565411
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusPending
Year1910
Days On Site39
Listing Provided ByColdwell Banker Realty - Milton | Bridget Conroy

Features

Bed(s)6
Bath(s) 5 Total
SQ Feet4,227
Garage1
BasementY
PoolYes
ZoningRB
Acreage0.32
Golf CourseYes

Interior

Rooms Total11
Cooling Yes / NoYes
CoolingHeat Pump
Heating Yes / NoYes
HeatingHot Water, Heat Pump, Natural Gas, Electric
Interior FeaturesCloset, Bedroom, Entry Hall, Sun Room, Wet Bar
Window FeaturesSkylight(s)
AppliancesGas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
Fireplace FeaturesDining Room, Family Room, Living Room, Bedroom
Fireplaces Total4
Fireplace Yes / NoYes
FlooringTile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood

Exterior

Exterior FeaturesBalcony / Deck, Porch, Porch - Enclosed, Deck, Patio, Pool - Inground Heated, Hot Tub/Spa, Storage, Professional Landscaping, Decorative Lighting, Fenced Yard, Garden, Stone Wall
RoofShingle
Construction MaterialsFrame
Foundation DetailsStone
Lot FeaturesCorner Lot, Level
FencingFenced

Parking

Garage Yes / NoYes
Attached Garage Yes / NoNo
Parking FeaturesDetached, Garage Faces Side, Off Street, Driveway
Open Parking Yes / NoYes

Utilities

Utilitiesfor Gas Range, for Electric Dryer
SewerPublic Sewer

Taxes

Tax Annual Amount18727
Tax Assessed Value1585700
Tax Year2026

Location

Community FeaturesPublic 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
Senior Community Yes / NoNo

Area Information

StateMA
CountyNorfolk
CityMilton
Zip Code02186
AreaMilton Hill
Community NameMilton Hill
School DistrictMilton High
Elementary SchoolGlover
High SchoolMilton High
Listing VS Median (in Milton Hill)
Price:
$2,195,000
low | high
Med:
$2,195,000
50% of Average
sqft:
4,227
low | high
Med:
4,227
50% of Average
$ / sqft:
$519
low | high
Med:
$519
50% of Average
On site:
39
low | high
Med:
39
100% of Average
Sourced by Back At You

Market Activity 02186

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Learn More About This Property

StateMA
CountyNorfolk
CityMilton
Zip Code02186
AreaMilton Hill
Community NameMilton Hill
School DistrictMilton High
Elementary SchoolGlover
High SchoolMilton High
Listing VS Median (in Milton Hill)
Price:
$2,195,000
low | high
Med:
$2,195,000
50% of Average
sqft:
4,227
low | high
Med:
4,227
50% of Average
$ / sqft:
$519
low | high
Med:
$519
50% of Average
On site:
39
low | high
Med:
39
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.646M - $2.743M
sqft: 3,000 - 5,000
Nearby Listings Property ImageNearby Listings Details
147 Canton Avenue Property Photo 1
$1,895,000
147 Canton Avenue
Milton, MA 02186
196 Canton Ave Property Photo 1
$2,590,000
196 Canton Ave
Milton, MA 02186
Listing Updated: September 9, 2026 at 4:35:22 PM PDT