75 Crestview Rd, Milton, MA 02186
Property image
Property image
OFF MARKET

75 Crestview Rd
Milton, MA 02186

  • 4 Beds
  • 3.5 Baths
  • 5,000 sqft (on 0.92 acres)

$2,140,600

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $12,730/mo*
Refinance Your Home

$2,140,600

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $12,730/mo*
Refinance Your Home
4 Beds
3.5 Baths
5,000 sqft
(on 0.92 acres)

Home Value

Trulia Estimate
$2.14M
Since last month
Decreased$37K (-1.7%)
Since last year
Increased$120K (+5.9%)
Since last sale
Increased$589K (+38%)
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 +74% in the last 10 years
MonthEstimated value
2026
August 2026$2.14M
July 2026$2.18M
June 2026$2.16M
May 2026$2.13M
April 2026$2.11M
March 2026$2.11M
February 2026$2.02M
January 2026$2.01M
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
218 Woodland Rd, Milton, MA
0.21
Single-Family Home
$2,680,000
10/16/25
4
4.5
4,132
1300 Canton Ave, Milton, MA
0.50
Single-Family Home
$950,250
05/28/26
4
3.5
3,763
36 Park St, Milton, MA
0.26
Single-Family Home
$1,249,000
09/12/25
4
2.5
2,635
1395 Canton Ave, Milton, MA
0.70
Single-Family Home
$1,450,000
10/01/25
4
2.5
3,226
22 Pawnee Cir, Milton, MA
0.78
Single-Family Home
$1,895,000
01/21/26
4
4
3,214
589 Brush Hill Rd, Milton, MA
0.85
Single-Family Home
$1,225,000
01/27/26
4
3.5
4,076
81 Countryside Ln, Milton, MA
0.48
Single-Family Home
$3,400,000
09/17/25
5
6.5
7,290
108 Indian Spring Road, Milton, MA
0.82
Single-Family Home
$1,930,000
11/19/25
5
3
3,597
34 Brush Hill Ln, Milton, MA
0.85
Single-Family Home
$1,750,000
07/16/26
5
5
5,446
726 Blue Hill Ave, Milton, MA
0.49
Single-Family Home
$890,000
07/02/26
5
2.5
2,088

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
410 Atherton St, Milton, MA 02186
0.06
$2,056,200
4
4
3,764
Off Market
59 Crestview Rd, Milton, MA 02186
0.05
$2,514,100
6
4.5
4,705
Off Market
375 Atherton St, Milton, MA 02186
0.15
$1,895,000
4
4.5
4,398
For Sale
2 Atherton Ln, Milton, MA 02186
0.14
$2,012,000
4
2.5
4,686
Off Market
218 Woodland Rd, Milton, MA 02186
0.21
$2,776,200
4
4.5
4,132
Off Market
36 Park St, Milton, MA 02186
0.26
$1,294,200
4
2.5
2,635
Off Market
30 Park St, Milton, MA 02186
0.27
$1,132,000
3
1.5
1,613
Off Market
39 Park St, Milton, MA 02186
0.27
$1,300,000
3
1.5
1,906
Recently Sold
18 Park St, Milton, MA 02186
0.29
$1,455,000
3
2.5
1,868
Off Market
3 Stone Bridge Ln, Milton, MA 02186
0.40
$5,995,000
6
5
10,524
For Sale
17 Woodlot Dr, Milton, MA 02186
0.40
$2,317,500
5
4.5
4,950
Off Market
7 Preacher Rd #7, Milton, MA 02186
0.41
$734,000
2
2
1,408
Recently Sold

Local Information

  • Map ViewExplore the area around 75 Crestview Rd.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
0.92 acres
Living Area
5,000 sqft
Price/Sqft
$428
Parking
Garage

About this House

This unique, Custom Prairie style home's design was inspired by Frank Loyd Wright. Expansive rooms for all! Gorgeous kitchen with high end appliances, two spacious family rooms that all lead outside through French doors to a level backyard oasis. The dramatic sunken living room with marble fireplace is stunning with its soaring ceiling and stainless steel engineered ceiling supports and trusses.This home was made to last with high quality construction throughout including 2 x 10 outer wall construction, brick facing on foundation and Birdseye Maple flooring. The sweeping staircase railing, topped with a cherry handrail echos the stair railings found in the Hearst mansion. A first floor lavish master suite with a luxurious master bath leads to the outside bluestone patio.The formal dining room includes a built in marble topped, sideboard, perfect for entertaining. Family fun backyard includes an in ground gunite pool, basketball & bocce courts. Only seven miles to Boston! Welcome home!
75 Crestview Rd, Milton, MA 02186 is a 4 bedroom, 4 bathroom, 5,000 sqft single-family home built in 1988. It last sold for $1,550,000 on Sep 30, 2021. More recently, it was listed as a rental in April 2019 with an asking price of $7,500 per month. That rental listing was removed on September 14, 2019. It is currently off market. The Trulia Estimate is $2,140,600, with a rent estimate of $7,396/month.

Home Details for 75 Crestview Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDryer
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, WoodGardenPatioPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price and Tax history

DateEventPrice
Sep 30, 2021
Source: MLS PIN #72808816
Sold
$1,550,000
Apr 5, 2021
Source: MLS PIN #72808816
Listed For Sale
$1,595,000
Dec 5, 2020
Source: Agent Provided
ListingRemoved
$1,399,000
Oct 30, 2020
Source: Agent Provided
PriceChange
$1,399,000
Price decreased by 5%
Sep 23, 2020
Source: Agent Provided
PriceChange
$1,469,000
Price decreased by 2%

Market trends in Milton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
3MoM

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 75 Crestview Rd

  • What is 75 Crestview Rd estimated to be worth?
    Trulia's estimated value for 75 Crestview Rd in Milton, MA is $2,140,600.
  • What is the price history for 75 Crestview Rd?
    75 Crestview Rd in Milton, MA last sold for $1,550,000 in September 2021.
  • Is Milton a buyer's or seller's market?
    Milton is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Milton?
    Residents describe Milton, MA as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Milton, MA.
  • Does 75 Crestview Rd have air conditioning?
    Yes, 75 Crestview Rd in Milton, MA has air conditioning.
  • Does 75 Crestview Rd have a pool?
    Yes, 75 Crestview Rd in Milton, MA has a pool.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Milton, MA

Explore by feature - Garage

6 rentals with a garage in Milton, MA

Explore by feature - Air Conditioning

12 rentals with air conditioning in Milton, MA

Explore by feature - Washer/dryer

18 rentals with a washer/dryer in Milton, MA

Apartments for Rent

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Off Market Homes Near 75 Crestview Rd

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Homes for sale near 75 Crestview Rd

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