Active Under Contract
Single family home for sale at 105 Randolph Ave, Milton, MA 02186 | MLS# 73565411 | Listing updated on 2026-08-26
Photo 1 of Single family home for sale at 105 Randolph Ave, Milton, MA 02186 | MLS# 73565411 | Listing updated on 2026-08-26
Photo 2 of Single family home for sale at 105 Randolph Ave, Milton, MA 02186 | MLS# 73565411 | Listing updated on 2026-08-26
Photo 3 of Single family home for sale at 105 Randolph Ave, Milton, MA 02186 | MLS# 73565411 | Listing updated on 2026-08-26
Photo 4 of Single family home for sale at 105 Randolph Ave, Milton, MA 02186 | MLS# 73565411 | Listing updated on 2026-08-26
31+
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Street View

$2,195,000

Monthly Est:$10,925

  • Beds Icon6 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,227sqft

105 Randolph Ave, Milton, MA 02186

$10,925/moEst:

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  • Single Family Residence

  • Built in 1910

  • $-- HOA

  • 0.32 acre lot

  • $519/sq.ft

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.

  • Houzeo last checked: 1 hour ago
  • Listing updated: August 26, 2026 at 4:38 pm
  • Listing Provided by: Bridget Conroy (617) 308-8073 | Coldwell Banker Realty - Milton (617) 696-4430
  • Source: MLS Property Information Network-MA | MLS#: 73565411 MLS Property Information Network-MA

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Norfolk County

  • City

    Milton

  • Neighborhood

    --

  • Year Built

    1910

  • HOA Fees

    -

  • Finished Area

    4,227 sqft

  • Lot Size

    0.32 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73565411

  • MLS Status

    Contingent

  • Days on Market

    49

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 6

    Bathrooms: 5

Interior

  • Window Features

    Skylight(s)

  • 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

  • Sewer

    Public Sewer

  • Heating

    Hot Water, Heat Pump, Natural Gas, Electric

  • Flooring

    Tile, Carpet, Hardwood, Flooring Hardwood, Flooring Wood

  • Interior Features

    Closet, Bedroom, Entry Hall, Sun Room, Wet Bar

  • Appliances

    Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood

  • Cooling

    Heat Pump

Construction

  • Year Built

    Year Built: 1910

  • Home type

    Single Family Residence

  • Construction Materials

    Frame

  • Foundation Details

    Stone

  • Architectural Style

    Colonial

  • Roof

    Shingle

Utilities & Energy

  • Utilities

    For Gas Range, For Electric Dryer

  • Fireplace Features

    Dining Room, Family Room, Living Room, Bedroom

  • Parking Features

    Detached, Garage Faces Side, Off Street, Driveway

  • Basement

    Full, Partially Finished, Walk Out Access, Interior Entry, Sump Pump, Concrete

  • Laundry Features

    In Basement, Electric Dryer Hookup

  • Water Source

    Public

  • Pool Features

    Pool Inground Heated

Other Features

  • Subdivision Name

    Milton Hill

  • Patio And Porch Features

    Porch, Porch Enclosed, Deck, Patio

  • 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

  • Disclosures

    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. Some Of The Windows Are Not Working Properly.

  • Lot Features

    Corner Lot, Level

Price History

DateEventPrice

08/26/2026

Source: mls_logoMLS Property Information Network-MA #73565411

Contingent (Active Under Contract)

$2,195,000

$519/sqft

08/19/2026

Source: mls_logoMLS Property Information Network-MA #73565411

Listed for Sale

$2,195,000

$519/sqft

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 08, 2026, 09:00AM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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