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105 Randolph Ave, Milton, MA
Milton · MA 02186
- $2,100,000
- Price
- 6
- Beds
- 4
- Baths
- 4227
- Sq. ft.
Overview
Property type:
Single Family
Year built:
Built in 1910
Lot size:
0.32 Acre Lot
Price per square foot:
$519 / Sq.Ft
Parking:
1 Garage Space
Heating & cooling:
Heat, Gas, AC
About this home
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.
Neighborhood & Transit
Milton Hill
105 Randolph Ave, Milton · MA 02186
Nearby transit
Within 0.5 mile, measured straight-line to the nearest station entrance.
-
Milton Mattapan 0.37 mi
-
Central Avenue Mattapan 0.41 mi
Price Insight
- Days on Market:
- 76 days
- Listing Price:
- $2,195,000
- Price per Sq.Ft:
- $519
- Tax Assessment:
- $1,585,700 in 2026
- Taxes:
- $1,561 / Monthly
Home Facts
Interior Features
- Bedrooms
- 6
- Full Bathrooms
- 3
- Half Bathrooms
- 2
- Living Area
- 4,227 Sq.Ft (Includes Basement)
- Kitchen
- Main Floor, Open Floor Plan, Breakfast Bar, Eat-in Kitchen, Custom Built Cabinets, Stone Countertops, Bathroom - Half, Flooring - Hardwood, Balcony / Deck, Main Level, Wet bar, Deck - Exterior, Exterior Access, Lighting - Overhead, Dishwasher, Range, Vent Hood, Wall Oven, Garbage Disposal, Refrigerator, Washer, Dryer
- Primary Bedroom
- Floor 2, Double Closet, Full Bathroom, Custom Built Closet/Cabinets, Walk-in Closet, Window(s) - Bay/Bow/Box, Lighting - Sconce, En-suite bathroom
- Laundry
- Unknown
- Living levels
- Unknown
- Rooms
- 11
- Above grade area
- 3896
- Flooring
- Tile, Wall to Wall Carpet, Hardwood
- Lead paint
- Unknown
Utilities
- Heating Type
- Steam, Gas, Unit Control, Wall Unit
- Heating Zone
- 10
- Cooling
- Heat Pump
- Cooling Zones
- 10
- Water
- City/Town Water
- Sewer
- City/Town Sewer
- Electric Features
- Unknown
Exterior Features
- Lot Size
- 14,022 Sq.Ft
- Lot Description
- Corner Lot, Level
- Exterior Features
- Pool - Inground Heated, Garden Area, Stone Wall, Porch, Porch - Enclosed, Deck, Patio, Hot Tub/Spa, Storage Shed, Professional Landscaping, Decorative Lighting, Fenced Yard
Parking
- Garage Parking
- 1 Parking Space, Detached, Side Entry
- Off Street Parking
- None, Off-Street, Improved Driveway
Construction Details
- Construction Type
- Frame
- Siding
- Clapboard, Shingles
- Roof
- Asphalt/Fiberglass Shingles
Green Features
- Electric Vehicle Charger
- Unknown
- Solar Panels
- Unknown
- Green Certified
- Unknown
- Insulation Features
- Unknown
- Energy Features
- Unknown
Room details
- Living room level
- First Floor
- Living room dimensions
- 13.8X10.11
- Living room features
- Fireplace, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Sconce, Crown Molding
- Dining room level
- First Floor
- Dining room dimensions
- 14.8X15.7
- Dining room features
- Fireplace, Flooring - Hardwood, Exterior Access, Open Floor Plan, Lighting - Sconce
- Family room level
- First Floor
- Family room dimensions
- 19.8X14.8
- Family room features
- Fireplace, Skylight, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Exterior Access, Open Floor Plan, Lighting - Sconce
- Kitchen dimensions
- 16X23
- Primary bedroom dimensions
- 30.8X15.7
- Bedroom 2 level
- Second Floor
- Bedroom 2 dimensions
- 12.10X15.11
- Bedroom 2 features
- Fireplace, Closet, Flooring - Hardwood, Lighting - Sconce
- Bedroom 3 level
- Second Floor
- Bedroom 3 dimensions
- 11.2X12.7
- Bedroom 3 features
- Closet
- Bedroom 4 level
- Second Floor
- Bedroom 4 dimensions
- 12.2X9.9
- Bedroom 4 features
- Skylight, Ceiling - Vaulted, Closet, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Ceiling - Half-Vaulted
- Bedroom 5 level
- Third Floor
- Bedroom 5 dimensions
- 20.9X12.3
- Bedroom 5 features
- Closet - Walk-in
- Bathroom 1 level
- First Floor
- Bathroom 1 dimensions
- 6.5X4.2
- Bathroom 1 features
- Bathroom - Half
- Bathroom 2 level
- Second Floor
- Bathroom 2 dimensions
- 6.8X7.6
- Bathroom 2 features
- Bathroom - Full, Bathroom - Double Vanity/Sink
- Bathroom 3 level
- Second Floor
- Bathroom 3 dimensions
- 8.2X8.3
- Bathroom 3 features
- Bathroom - Full
Listing information
- Listing agent
- Bridget Conroy
- Listing office
- Coldwell Banker Realty - Milton
- MLS PIN #
- 73565411
- Disclosure
- 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.