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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.
More Info
Basic Information
- Bedrooms6
- Mls StatusNew
- Bathroom5
- Listing Terms Seller W/Participate
- Lot Features Corner Lot, Level
- Parcel Number 128773
Tax Information
- Tax Assessed Value $1,585,700
- Tax Year 2026
- Taxes$18,727
School Information
- High School Milton High
- Elementary SchoolGlover
- High SchoolMilton
- Junior HighPierce
Parking
- Parking Spaces7
- Covered Spaces 1
- Garage YN Yes
- Open Parking YN Yes
- Parking Features Detached, Garage Faces Side, Off Street, Driveway
Rooms
- Bathroom 1 First,6.5 x 4.2
- Bathroom 2 Second,6.8 x 7.6
- Bathroom 3 Second,8.2 x 8.3
- Bathrooms Total Decimal 4
- Bedroom 2 Second,12.1 x 15.11
- Bedroom 3 Second,11.2 x 12.7
- Bedroom 4 Second,12.2 x 9.9
- Bedroom 5 Third,20.9 x 12.3
- Dining Room First,14.8 x 15.7
- Family Room First,19.8 x 14.8
- Full Bath3
- Half Baths2
- Kitchen Main, First,16 x 23
- Living Room First,13.8 x 10.11
- Master Bedroom Second,30.8
Basic Information
- List Price$2,195,000
- MLS Number73565411
- Modification Date08/19/2026
- Property SubTypeSingle Family Residence
Location
- NeighborhoodMilton Hill
- SubdivisionMilton Hill
- Address105 Randolph Avenue
- Building Number105
- CountyNorfolk
- StateMA
- StreetRandolph Avenue
- TownMilton
- Zip02186
Building
- Basement
- Concrete
- Full
- Interior Entry
- Partially Finished
- Sump Pump
- Walk-Out Access
- Building Area Units Square Feet
- Construction Materials Frame
- FireplaceYes
- Fireplace Features Dining Room, Family Room, Living Room, Bedroom
- Fireplaces Total 4
- FoundationStone
- Garage Spaces1
- Patio And Porch Features Porch, Porch - Enclosed, Deck, Patio
- Property StyleColonial
- Rooms11
- Utilities For Gas Range, For Electric Dryer
- Window Features Skylight(s)
- Year Built1910
- Year Built Details Actual
- Year Built Source Public Records
Property
- Acreage0.32
Interior
- Flooring Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood
- Interior Features Closet, Bedroom, Entry Hall, Sun Room, Wet Bar
Exterior
- Exterior Features
- Balcony / Deck
- Deck
- Decorative Lighting
- Fenced Yard
- Garden
- Hot Tub/Spa
- Patio
- Pool - Inground Heated
- Porch
- Porch - Enclosed
- Professional Landscaping
- Stone Wall
- Storage
- Fencing Fenced
- RoofShingle
Utilities
- Cooling Heat Pump
- Cooling YN Yes
- Heat SystemYes
- Heating Hot Water, Heat Pump, Natural Gas, Electric
- Sewer Public Sewer
- Water Source Public
Property Information
- Square Feet4,227
- Building Area Source Measured
- Living Area 4,227
- Lot Size Square Feet 14,022
- Lot Size Units Acres
- Spa YN Yes
Amenities
- Amenities
- Bike Path
- Conservation Area
- Golf
- Highway Access
- House of Worship
- Marina
- Medical Facility
- Park
- Pool
- Public School
- Public Transportation
- Shopping
- T-Station
- Tennis Court(s)
- University
- Walk/Jog Trails
- Appliances IncludedGas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
- Pool Features Pool - Inground Heated
- Pool Private YN Yes
Legal
- ZoningRB
Other
- Date Listed08/19/2026
- Farm Land Area Units Square Feet
- Spa Features Private
- View Count2
Map Location
Listed by Bridget Conroy of Coldwell Banker Realty - Milton
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