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105 Randolph Ave

Milton, MA 02186
  • $2,195,000
  • STATUS: Contingent
  • MLS #: 73565411
Under Contract
UPDATED: 57 min ago
$2,195,000
  • 6
    BEDS
  • 0.32
    ACRES
  • 3
    BATHS
  • 2
    1/2 BATHS
  • 4,227
    SQFT
  • $519
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1910
County:
Area:

School Information

Elementary School:
Middle School:
High School:
Listing courtesy of Bridget Conroy of Coldwell Banker Realty - Milton.

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.

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-09-06T19:03:30.633.
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105 Randolph Ave Milton, MA 02186

  • Price: $2,195,000
  • Status: Contingent
  • On Site: Days
  • Updated: 57 min ago
  • MLS #: 73565411
6
Beds
3
Baths
2
½ Baths
0.32
Acres
4,227
SQFT
$519
$/SQFT
1910
Built
Neighborhood:
mIlton Hill
County:
Norfolk
Area:
Milton Hill
Elementary School:
Glover
Middle School:
Pierce
High School:
Milton High
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.
Exterior Features

Architectural Style Colonial Attached Garage YN No Carport YN No Color Taupe Construction Materials Frame Covered Spaces 1 Exterior Features Balcony / DeckPorchPorch - EnclosedDeckPatioPool - Inground HeatedHot Tub/SpaStorageProfessional LandscapingDecorative LightingFenced YardGardenStone Wall Fencing Fenced Garage YN Yes Lot Features Corner LotLevel Open Parking YN Yes Parking Features DetachedGarage Faces SideOff StreetDriveway Parking Total 7 Patio And Porch Features PorchPorch - EnclosedDeckPatio Pool Features Pool - Inground Heated Pool Private YN Yes Property Attached YN No Road Frontage Type Public Roof Shingle Spa Features Private Spa YN Yes Waterfront YN No

Interior Features

Appliances Gas Water HeaterRangeOvenDishwasherDisposalRefrigeratorWasherDryerRange Hood Basement FullPartially FinishedWalk-Out AccessInterior EntrySump PumpConcrete Bedroom2 Dimensions Length 12.1 Bedroom2 Dimensions Width 15.11 Bedroom2 Features ClosetFlooring - HardwoodLighting - Sconce Bedroom2 Level Second Bedroom3 Dimensions Length 11.2 Bedroom3 Dimensions Width 12.7 Bedroom3 Features Closet Bedroom3 Level Second Bedroom4 Dimensions Length 12.2 Bedroom4 Dimensions Width 9.9 Bedroom4 Features SkylightVaulted Ceiling(s)ClosetFlooring - HardwoodFlooring - Wall to Wall CarpetHalf Vaulted Ceiling(s) Bedroom4 Level Second Bedroom5 Dimensions Length 20.9 Bedroom5 Dimensions Width 12.3 Bedroom5 Features Walk-In Closet(s) Bedroom5 Level Third Building Area Total 4227 Cooling Heat Pump Cooling YN Yes Cooling Zones 10 Dining Room Dimensions Length 14.8 Dining Room Dimensions Width 15.7 Dining Room Features Flooring - HardwoodExterior AccessOpen FloorplanLighting - Sconce Dining Room Level First Family Room Dimensions Length 19.8 Family Room Dimensions Width 14.8 Family Room Features SkylightClosetCloset/Cabinets - Custom BuiltFlooring - HardwoodWindow(s) - Bay/Bow/BoxExterior AccessOpen FloorplanLighting - Sconce Family Room Level First Fireplace Features Dining RoomFamily RoomLiving RoomBedroom Fireplace YN Yes Fireplaces Total 4 Flooring TileCarpetHardwoodFlooring - HardwoodFlooring - Wood Foundation Details Stone Heat Zones 10 Heating Hot WaterHeat PumpNatural GasElectric Heating YN Yes Interior Features ClosetBedroomEntry HallSun RoomWet Bar Kitchen Dimensions Length 16 Kitchen Dimensions Width 23 Kitchen Features Bathroom - HalfCloset/Cabinets - Custom BuiltFlooring - HardwoodDining AreaBalcony / DeckCountertops - Stone/Granite/SolidWet BarBreakfast Bar / NookDeck - ExteriorExterior AccessOpen FloorplanLighting - Overhead Kitchen Level MainFirst Laundry Dimensions 15.6X15.10 Laundry Features In BasementElectric Dryer Hookup Lead Paint Unknown Living Room Dimensions Length 13.8 Living Room Dimensions Width 10.11 Living Room Features ClosetCloset/Cabinets - Custom BuiltFlooring - HardwoodLighting - SconceCrown Molding Living Room Level First Master Bathroom Features Yes Master Bedroom Dimensions Length 30.8 Master Bedroom Dimensions Width 15.7 Master Bedroom Features Bathroom - FullWalk-In Closet(s)Closet/Cabinets - Custom BuiltWindow(s) - Bay/Bow/BoxLighting - SconceCloset - Double Master Bedroom Level Second Rooms Total 11 Window Features Skylight(s)

Property Features

Accessibility Features No Association YN No Community Features Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityBike PathConservation AreaHighway AccessHouse of WorshipMarinaPublic SchoolT-StationUniversity Contingency Inspection Disclosures Boiler replaced in 2002 when home was converted to gas. Exterior painted in 2026. Pool filterpump 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. Exclusions Dining Room ChandelierCustom Spice Rack Home Warranty YN No Listing Terms Seller W/Participate Property Sub Type Single Family Residence Senior Community YN No Sewer Public Sewer Tax Annual Amount 18727 Tax Year 2026 Utilities for Gas Rangefor Electric Dryer Water Source Public Year Built Details Actual Year Round Yes Zoning RB

Listing information © 2026 MLS Property Information Network. All information is deemed reliable but should be independently verified.
Listing provided courtesy of Bridget Conroy of Coldwell Banker Realty - Milton: 617-696-4430.


The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. Data last updated 2026-09-06T19:03:30.633.
 
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Re/Max Vantage
77 State Road
Dartmouth MA, 02747
Listing courtesy of Bridget Conroy of Coldwell Banker Realty - Milton.