4 Coolidge Rd, Milton, MA 02186
Property image
Property image
OFF MARKET

$1,266,200

Trulia Estimate
  • 4 Beds
  • 1.5 Baths
  • 1,960 sqft

4 Coolidge Rd, Milton, MA 02186

Est. Refi. Payment $7,972/mo*
Refinance Your Home
Currently Off Market - Sold Sep 22, 2021 for $870,000

Home Value

Trulia Estimate
$1.27M
Since last month
Increased$13K (+1%)
Since last year
Increased$64K (+5.2%)
Since last sale
Increased$426K (+49%)
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 +92% in the last 10 years
MonthEstimated value
2026
September 2026$1.3M
August 2026$1.28M
July 2026$1.31M
June 2026$1.33M
May 2026$1.34M
April 2026$1.32M
March 2026$1.3M
February 2026$1.24M
January 2026$1.23M
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
29 Buckingham Rd, Milton, MA
0.14
Single-Family Home
$895,000
07/30/26
3
1.5
1,700
8 Clifton Rd, Milton, MA
0.28
Single-Family Home
$1,275,000
09/01/26
4
1.5
2,218
32 Centre St, Milton, MA
0.26
Single-Family Home
$700,000
10/01/25
3
1.5
1,507
22 Wildwood Rd, Milton, MA
0.32
Single-Family Home
$1,235,000
10/31/25
3
2
1,938
625 Canton Ave, Milton, MA
0.47
Single-Family Home
$875,000
07/01/26
3
2
1,942
19 Lantern Ln, Milton, MA
0.38
Single-Family Home
$1,470,000
12/09/25
4
1.5
2,374
675 Randolph Ave, Milton, MA
0.52
Single-Family Home
$783,000
01/30/26
3
2
1,889
567 Canton Ave, Milton, MA
0.37
Single-Family Home
$1,015,000
09/14/26
3
1.5
1,806
29 Maitland St, Milton, MA
0.42
Single-Family Home
$990,000
01/27/26
3
1.5
1,810
97 Pleasant St, Milton, MA
0.47
Single-Family Home
$900,000
04/17/26
3
1.5
1,350

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
26 Meredith Cir, Milton, MA 02186
0.08
$1,921,000
4
3.5
2,913
Off Market
33 Coolidge Rd, Milton, MA 02186
0.08
$1,532,800
4
2.5
2,222
Off Market
5 Meredith Cir, Milton, MA 02186
0.09
$1,345,500
4
2.5
2,556
Off Market
79 Sias Ln, Milton, MA 02186
0.10
$1,098,400
3
2
1,876
Off Market
17 Spafford Rd, Milton, MA 02186
0.12
$2,510,800
4
4.5
3,907
Off Market
29 Buckingham Rd, Milton, MA 02186
0.14
$895,000
3
1.5
1,700
Recently Sold
30 Buckingham Rd, Milton, MA 02186
0.16
$1,061,800
4
1.5
1,870
Off Market
8 Academy Ln, Milton, MA 02186
0.19
$1,087,300
3
1.5
1,465
Off Market
25 Centre Ln, Milton, MA 02186
0.19
$1,197,800
5
2
2,248
Off Market
17 Centre Ln, Milton, MA 02186
0.21
$1,292,400
4
2
2,220
Off Market
15 Artwill St #3, Milton, MA 02186
0.21
$453,300
2
1
771
Off Market
5 Centre Ln, Milton, MA 02186
0.22
$1,171,800
4
2
1,805
Off Market

Local Information

  • Map ViewExplore the area around 4 Coolidge Rd.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1938
1,960 sqft
$646/sqft
Garage

About this House

Back and better than ever! This stunning center entrance home isn't just any Crosby Colonial, it's THE Crosby Colonial. The famed Milton builder constructed this home for himself years ago and, two owners later, it's available once again. The huge front to back living room with fireplace is the perfect spot to ride out the rest of your first winter in Milton, while the thoughtfully designed kitchen and dining area are ready to host family and friends throughout the year. The slider leads to the meticulously maintained, fenced in yard where you'll enjoy the shade provided by the mature trees and the serenity of the patio with fire pit. The second floor includes three generously sized bedrooms, a full bath, and stunning hardwoods. The third floor includes a fourth bedroom as well as a fireplaced office that will surely be the envy of your colleagues during your Zoom meetings. All of this plus the incredible Milton Academy neighborhood just outside your door!
4 Coolidge Rd, Milton, MA 02186 is a 4 bedroom, 2 bathroom, 1,960 sqft single-family home built in 1938. It last sold for $870,000 on Sep 22, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,266,200, with a rent estimate of $4,739/month.

Home Details for 4 Coolidge Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Sep 22, 2021
Source: N/A
Sold
$870,000
Apr 2, 2021
Source: N/A
Sold
$870,000
Feb 16, 2021
Source: Agent Provided
Pending
$875,000
Feb 16, 2021
Source: MLS PIN #72735610
Contingent
$875,000
Feb 10, 2021
Source: MLS PIN #72735610
Listed For Sale
$875,000

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 4 Coolidge Rd

  • What is 4 Coolidge Rd estimated to be worth?
    Trulia's estimated value for 4 Coolidge Rd in Milton, MA is $1,266,200.
  • What is the price history for 4 Coolidge Rd?
    4 Coolidge Rd in Milton, MA last sold for $870,000 in September 2021.
  • 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.
  • Does 4 Coolidge Rd have a pool?
    Yes, 4 Coolidge Rd in Milton, MA has a pool.
  • How big is the lot at 4 Coolidge Rd?
    The lot at 4 Coolidge Rd in Milton, MA is about 0.17 acres (7,405 sq ft).

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Off Market Homes Near 4 Coolidge Rd

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