105 Randolph Ave, Milton MA 02186

Milton, MA 02186 • Milton Hill
$2,195,000
Est. $12,860/month
6
Beds
4
Baths
4,227
Sq Ft
$519
Price/Sq Ft
0.32
Acres
1910
Year Built
1
Garage Space
4 hours 27 minutes
Time on Market
For Sale Open House Listed Aug 19, 2026 • MLS# 73565411 Copied! • Updated Aug 19, 2026

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Open House Schedule

21
Aug
Friday, August 21
1:00 PM - 2:00 PM EDT
19
Aug
Wednesday, August 19
5:00 PM - 6:30 PM EDT
22
Aug
Saturday, August 22
10:00 AM - 11:30 AM EDT

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.

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Property History

Property Timeline

🏠
Listed for Sale
Aug 19, 2026
$2,195,000
Original listing
Agent: Bridget Conroy Office: Coldwell Banker Realty - Milton

Tax History

Year Taxes Assessment
2026 $18,727 $1,585,700

Financial Details

Annual Property Tax
$18,727
Tax Year 2026
Assessed Value
$1,585,700

Facts & Features

1 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1910
Living Area 4,227 sq ft
Lot Size 0.32 acres
Bedrooms 6
Full Baths 3
Half Baths 2
Total Rooms 11

Interior

Heating Hot Water, Heat Pump, Natural Gas, Electric
Cooling Heat Pump
Flooring Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood
Appliances Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
Fireplace Dining Room, Family Room, Living Room, Bedroom
Fireplaces 4
Basement Full, Partially Finished, Walk-out Access, Interior Entry, Sump Pump, Concrete
Laundry In Basement, Electric Dryer Hookup
Features Closet, Bedroom, Entry Hall, Sun Room, Wet Bar

Exterior

Construction Frame
Architecture Colonial
Roof Shingle
Features Balcony / Deck, Porch, Porch - Enclosed, Deck, Patio, Pool - Inground Heated, Hot Tub/spa, Storage, Professional Landscaping, Decorative Lighting, Fenced Yard, Garden, Stone Wall
Pool Pool - Inground Heated
Spa Private
Fencing Fenced
Patio/Porch Porch, Porch - Enclosed, Deck, Patio
Garage Spaces 1
Has Garage Yes
Features Detached, Garage Faces Side, Off Street, Driveway
Total Spaces 7
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Dryer
Annual Tax $18,727
Assessed Value $1,585,700
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller 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.
Exclusions Dining Room Chandelier, Custom Spice Rack
Possession None
Accepted Financing Seller W/participate
Structure Type []
House Color Taupe
Sq Ft Source Measured
Documents None
County Norfolk

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1910
Bedrooms
6
Full Bathrooms
3
Half Bathrooms
2
Living Area
4,227 sq ft
Total Rooms
11

Floor Layout

Interior Features

Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wood
Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Range Hood
Interior Features: Closet, Bedroom, Entry Hall, Sun Room, Wet Bar
Windows: Skylight(s)
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Sump Pump, Concrete
Laundry: In Basement, Electric Dryer Hookup
Security:

Construction & Materials

Style: Colonial
Year Built: 1910
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Stone

Heating, Cooling & Utilities

Heating: Hot Water, Heat Pump, Natural Gas, Electric
Heating Zones: 10
Cooling: Heat Pump
Cooling Zones: 10
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

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
Patio & Porch: Porch, Porch - Enclosed, Deck, Patio
Fencing: Fenced
Other Structures:
Lot Features: Corner Lot, Level
Road Surface:

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 7
Parking Features: Detached, Garage Faces Side, Off Street, Driveway

Special Features

Fireplaces: 4
Fireplace Type: Dining Room, Family Room, Living Room, Bedroom
Pool: Private Pool
Pool Features: Pool - Inground Heated
Spa/Hot Tub: Yes
Spa Features: Private
Community Amenities: 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

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,561
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Milton Hill

105 Randolph Ave, Milton MA 02186

Milton, MA 02186

Listing Information

Listing Agent Bridget Conroy
Listing Office Coldwell Banker Realty - Milton
Office Phone 617-696-4430
Agent MLS ID CN230868
Office MLS ID AN6223
Listing Data Updated Aug 19, 2026 9:55 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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