28 Webster Rd, Milton, MA 02186
Property image
Property image
OFF MARKET

$1,235,600

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,007 sqft

28 Webster Rd, Milton, MA 02186

Est. Refi. Payment $7,596/mo*
Refinance Your Home
Currently Off Market - Sold May 21, 2015 for $570,000

Home Value

Trulia Estimate
$1.24M
Since last month
Decreased$22K (-1.7%)
Since last year
Increased$181K (+17.1%)
Since last sale
Increased$666K (+116.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +105% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
August 2026$1.23M
July 2026$1.26M
June 2026$1.25M
May 2026$1.27M
April 2026$1.23M
March 2026$1.24M
February 2026$1.19M
January 2026$1.2M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
71 Governors Rd, Milton, MA
0.11
Single-Family Home
$1,030,000
02/10/26
3
1.5
1,722
66 Unity St, Quincy, MA
0.42
Single-Family Home
$755,000
12/18/25
3
1.5
1,702
10 Lawndale Rd, Milton, MA
0.19
Single-Family Home
$1,305,000
11/17/25
3
1.5
2,223
60 Pond St, Milton, MA
0.46
Single-Family Home
$825,000
12/29/25
3
2
1,813
25 Waldeck Rd, Milton, MA
0.31
Single-Family Home
$900,000
08/18/26
3
1.5
1,994
397 Adams St, Milton, MA
0.38
Single-Family Home
$1,115,000
03/27/26
3
2
2,253
85 Gridley St, Quincy, MA
0.45
Single-Family Home
$865,000
11/21/25
3
1.5
2,013
1185 Brook Rd, Milton, MA
0.24
Single-Family Home
$1,375,000
05/01/26
4
2
2,613
27 Saint Agatha Rd, Milton, MA
0.36
Single-Family Home
$820,000
09/19/25
4
1.5
1,664
84 Gardiner Rd, Quincy, MA
0.44
Single-Family Home
$900,000
03/27/26
4
2.5
2,169

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
37 Huntington Rd, Milton, MA 02186
0.04
$1,097,500
3
1.5
1,785
Off Market
44 Huntington Rd, Milton, MA 02186
0.06
$1,098,500
3
2.5
1,750
Off Market
36 Garden St, Milton, MA 02186
0.08
$1,148,300
3
1.5
1,811
Off Market
71 Governors Rd, Milton, MA 02186
0.11
$1,030,000
3
1.5
1,722
Recently Sold
87 Waldeck Rd, Milton, MA 02186
0.13
$995,800
4
2
2,032
Off Market
283 Edge Hill Rd, Milton, MA 02186
0.14
$1,108,700
4
1.5
2,200
Off Market
45 Rowe St, Milton, MA 02186
0.14
$1,336,900
4
2.5
2,448
Off Market
93 Governors Rd, Milton, MA 02186
0.16
$1,264,100
3
2.5
2,230
Off Market
120 Otis St #120, Milton, MA 02186
0.16
$647,300
2
1
1,442
Off Market
90 Governors Rd, Milton, MA 02186
0.17
$1,329,900
3
1.5
1,810
Off Market
46 Rowe St, Milton, MA 02186
0.16
$1,004,700
3
1.5
2,112
Off Market
114-116 Otis St, Milton, MA 02186
0.17
-
6
3
2,868
Off Market

Local Information

  • Map ViewExplore the area around 28 Webster Rd.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1911
2,007 sqft
$616/sqft

About this House

Cunningham Park neighborhood! Attractive Gambrel Colonial with many updates. The home features a large foyer that opens into a living room, a dining room with decorative mantle and built-in china closet. French doors open to the first floor family room. Glass sliding doors lead to the deck. The kitchen is spacious with an eating area. Throughout are many original details such as beadboard and window seats. Bathrooms were updated in 2009. Be sure to view the online virtual tour and floor plans!
28 Webster Rd, Milton, MA 02186 is a 4 bedroom, 2 bathroom, 2,007 sqft single-family home built in 1911. It last sold for $570,000 on May 21, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,235,600, with a rent estimate of $4,801/month.

Home Details for 28 Webster Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1911Year Updated: 2022
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
May 21, 2015
Source: N/A
Sold
$570,000
Apr 5, 2015
Source: Agent Provided
Pending
$589,000
Mar 20, 2015
Source: Agent Provided
Listed For Sale
$589,000
Jul 25, 1989
Source: N/A
Sold
$227,000

Market trends in Milton

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.03M
$98.33KMoM
Sale-to-List Price
—
Price per sq ft
$536
$9MoM
Available listings
54
4MoM

Around this home

What Locals Say about Milton

At least 214 Trulia users voted on each feature.

  • 87 % Say it's dog friendly

  • 86 % Say there are sidewalks

  • 82 % Say parking is easy

  • 77 % Say yards are well-kept

  • 76 % Say car is needed

  • 74 % Say streets are well-lit

  • 71 % Say people would walk alone at night

  • 70 % Say there's holiday spirit

  • 69 % Say they plan to stay for at least 5 years

  • 67 % Say kids play outside

  • 65 % Say there's wildlife

  • 59 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 54 % Say it's walkable to grocery stores

  • 53 % Say it's walkable to restaurants

  • 42 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancyhicks1962
    "I’ve lived in Milton for over 20 years and enjoy local businesses, walking around the neighborhood and chatting with my neighbors. "
    0
    Flag
  • Nancyhicks1962
    "A great sense of community in the school system and in town .Many online sites in the town to find out about current events, community programs, free items and other valuable resources. Many families are very connected to each other and majors it a great town/community."
    0
    Flag
  • Trulia User
    "Not the best, I live in a low-income area because of the number of people & transportation options, it's not an ideal convenient experience."
    1
    Flag
  • Trulia User
    "Everything, it’s an amazing neighborhood. Tons of families, quiet, clean safe and walking distance to all the schools "
    1
    Flag
  • Trulia User
    "It’s a very quiet and friendly neighborhood, nothing negative to say. During my years living here I’ve had a experience "
    0
    Flag
  • Trulia User
    "The neighborhood is family friendly and they will have the best interests for the neighborhood all around kids and parents seem friendly "
    0
    Flag
  • Trulia User
    "Great neighborhood. I’ve lived here for over 10 years, the people are friendly and I feel safe living here"
    0
    Flag
  • Rena K. S.
    "I’m not sure about the community events held in Milton, however the local grocery store: Fruitcenter Marketplace is fantastic and has the best produce I’ve ever had. Also there are fantastic restaurants. I also really enjoy the plant nurseries in the area. Milton is a great place if you are looking for a pretty diverse community right outside of the city. The school district here is pretty decent, however they do need to update their policies and cultural responsive teaching approach. The schools should also consider hiring more black/ teachers of color. In addition to that they should hold more direct conversations about race, and the way systemic racism manifests and several realms. Tip toeing around racism begets more racism. To that point, there needs to be more conversations about class, sexuality, religion, race and the intersectionality of those things. Other than that Milton is a cute town. I love living here and wish to raise my children here- especially if they can exists being who they truly are."
    10
    Flag
  • Stephanie.fallon
    "Lived in this neighborhood for 20 years , town for 40. Great town, great people, green space, schools, conveniences, etc "
    0
    Flag
  • Charmon8
    "Milton has an explicit commitment to being a diverse and inclusive community. It has excellent schools and a strong sense of caring for the quality of town. "
    1
    Flag
  • Rashawn
    "Elementary schools have a great French immersion program here. Excellent public schools overall. Your child can easily grow up speaking a 2nd or 3rd language. I did thanks to these schools."
    1
    Flag
  • L. D. J.
    "It is convenient to downtown Boston, the regional train system (Amtrak), inter and Intra-state highways, shopping, open space, large housing lots and recreational open space (7,000 acre Blue Hills Reservation). It hosts one of the finest independent schools in the country and is extremely safe."
    1
    Flag
  • Rosalie A.
    "Great schools, beautifully kept neighborhoods. Lower crime rates, amazingly clean and well kept parks, public areas, lots of dogs/pet friendly communities and multiple town events year round. "
    1
    Flag
  • Charmon8
    "Lots of grassy knolls, open parks, bike path with green space surrounding it. People pick up after dogs and many families with young children have pets. "
    0
    Flag
  • Vesper G. B.
    "I don't attend any neighborhood events n Milton. It's basically a bedroom community for my family I do love the privacy and large lot my home is on. Al's it's very close to my office in Boston "
    0
    Flag
  • Milton homeowner
    "Great access to major highways and well maintained, safe community. Neighbors are friendly and there seem to be many dog owners. Dog walking park nearby as well as blue hills "
    0
    Flag
  • Ycajca
    "Good neighborhood, great school system, quit, no crime, lack on food stores we need to go over to next town over for any food shopping. We need a pharmacy."
    0
    Flag
  • David T.
    "There are a lot of sidewalks and side streets and a dog park down the street. Most houses have big backyards "
    1
    Flag
  • Cindy N.
    "Public transit is pretty easy to navigate. It’s not the best, but I can easily take a bus and then a train into Boston."
    0
    Flag
  • Trulia User
    "I have lived in this neighborhood for the last nine years. The schools in the area are excellent and the neighborhoods are safe! Shopping and stores are easily accessible and children activities are plentiful."
    1
    Flag
  • Bme344259
    "Walking distance to public transportation, river view bike path, restaurants, super markets, coffee shops, pizza shop, wine and beer store, liquor store, dry cleaner...."
    3
    Flag
  • Jrosscpa g. c.
    "Yes, lots of dogs in the area and parks with dog friendly play times. Great neighborhood to walk a dog in."
    1
    Flag
  • Jrosscpa g. c.
    "Lots of dogs around and at the parks. Seems to be a Pet friendly neighborhood although we do not currently have a dog."
    0
    Flag
  • Joana D. M.
    "I see people walking dogs frequently. The local coffee shop has a water bowl outside. I believe there is a dog park nearby. "
    0
    Flag
  • Kdemas s.
    "Lots of other dogs and friendly neighbors and owners. Right around the corner from a great park - Kelly Field. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 28 Webster Rd

  • What is 28 Webster Rd estimated to be worth?
    Trulia's estimated value for 28 Webster Rd in Milton, MA is $1,235,600.
  • What is the price history for 28 Webster Rd?
    28 Webster Rd in Milton, MA last sold for $570,000 in May 2015.
  • Is Milton a buyer's or seller's market?
    Milton is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Milton?
    The median sale price in Milton is $1.03M. That is down $98.33K from the prior month.
  • How big is the lot at 28 Webster Rd?
    The lot at 28 Webster Rd in Milton, MA is about 0.23 acres (10,018 sq ft).

Explore by feature - Pet Friendly

7 pet-friendly rentals in Milton, MA

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15 rentals with a washer/dryer in Milton, MA

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Off Market Homes Near 28 Webster Rd

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