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

59 Crestview Rd
Milton, MA 02186

  • 6 Beds
  • 4.5 Baths
  • 4,705 sqft (on 0.96 acres)

$2,511,400

Trulia Estimate
as of Jul 8, 2026

$2,511,400

Trulia Estimate
as of Jul 8, 2026
6 Beds
4.5 Baths
4,705 sqft
(on 0.96 acres)

Local Information

  • Map ViewExplore the area around 59 Crestview Rd.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Introducing this stunning sunlit colonial gem set on a large, professionally landscaped private lot in one of Milton's most coveted neighborhoods, just 10 miles from downtown Boston! This home makes a stunning first impression with a gorgeous wrap-around covered porch. Built to entertain, a stunning formal living room boasts a new custom marble fireplace, while the backyard features an idyllic outdoor patio with fireplace. An unmatched Chef’s Kitchen with skylights features a CornuFé® range, Miele® appliances, and a huge waterfall island. A stunning library/office features gorgeous custom bookcases and coffered ceiling, and a double-sided fireplace is shared with the large family room. 5 huge bedrooms are upstairs, including the master suite with large, fully custom windowed walk-in closet. Additional highlights include an 4-car garage, 2 guest rooms, and updated smart thermostats and security to provide comfort and peace of mind.
59 Crestview Rd, Milton, MA 02186 is a 6 bedroom, 5 bathroom, 4,705 sqft single-family home built in 1999. It last sold for $2,235,888 on Sep 29, 2023 (14% below the $2,590,000 asking price). It is currently off market. The Trulia Estimate is $2,511,400, with a rent estimate of $7,976/month.

Home Highlights

Parking
4 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 59 Crestview Rd

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior Entry,Garage Access,ConcreteNumber of Rooms: 17Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4705 Square Feet
Appliances & Utilities
Utilities: for Gas Oven, for Electric Dryer, Washer HookupAppliances: Tankless Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: Laundry Closet,Flooring - Stone/Ceramic Tile,Electric Dryer Hookup,Washer Hookup,Sink,Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Oil,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 110 Volts
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Tile, Hardwood, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood, Flooring Hardwood, Flooring Stone Ceramic Tile
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Patio, Enclosed, CoveredExterior: Porch, Patio, Patio - Enclosed, Covered Patio/Deck, Sprinkler System, GardenFoundation: Concrete PerimeterGardenSprinkler System
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 8Parking: Attached,Under,Garage Door Opener,Heated Garage,Oversized,Off Street,Driveway
Frontage
Road Frontage: Private RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Frame, StoneNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Office Chandelier Is Excluded.Parcel Number: M:L B:06A L:64, 133782

Price & Status

Price
List Price: $2,590,000
Status Change & Dates
Off Market Date: Thu Aug 31 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Milton
School Information
Jr High / Middle School: Pierce MsHigh School: Milton Hs

Building

Building Area
Building Area: 4705 Square Feet

Community

Community Features: Public Transportation, Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Marina, Private School, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.96 acres

Miscellaneous

BasementMls Number: 73112927

Additional Information

Public TransportationParkWalk/Jog TrailsGolfMedical FacilityBike PathConservation AreaHighway AccessMarinaPrivate SchoolPublic SchoolT-Station
Last check for updates: about 1 hour ago
Listed by Rose Hall, (857) 207-7579
Blue Ocean Realty, LLC, (617) 206-5700
Bought with: Kevin G. Keating, (617) 699-7179, Keating Brokerage, (617) 698-7700
Source: MLS PIN, MLS#73112927

Price History for 59 Crestview Rd

DatePriceEventSource
09/29/2023$2,235,888Sold
MLS PIN #73112927
06/07/2023$2,590,000PriceChange
MLS PIN #73112927
05/17/2023$2,890,000Listed For SaleMLS PIN #73112927
06/01/2021$1,550,000Sold
N/A
05/27/1999$290,000Sold
N/A

Market trends in Milton

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
67
14MoM
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Property Tax and Assessment

Year2025
Tax$23,797
Assessment$2,145,800
Home facts updated by county records

Comparable Sales for 59 Crestview Rd

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
1362 Canton Ave, Milton, MA
0.53
Single-Family Home
$2,320,000
07/10/25
5
4
5,208
81 Countryside Ln, Milton, MA
0.53
Single-Family Home
$3,400,000
09/17/25
5
6.5
7,290
60 Whittier Rd, Milton, MA
0.77
Single-Family Home
$2,850,000
09/30/25
6
5.5
6,800
108 Indian Spring Road, Milton, MA
0.86
Single-Family Home
$1,930,000
11/19/25
5
3
3,597
1395 Canton Ave, Milton, MA
0.66
Single-Family Home
$1,450,000
10/01/25
4
2.5
3,226
589 Brush Hill Rd, Milton, MA
0.81
Single-Family Home
$1,225,000
01/27/26
4
3.5
4,076
36 Park St, Milton, MA
0.27
Single-Family Home
$1,249,000
09/12/25
4
2.5
2,635

Nearby homes

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Assigned Schools

These are the assigned schools for 59 Crestview Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • David T.
    "There are a lot of sidewalks and side streets and a dog park down the street. Most houses have big backyards "
    1
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kdemas s.
    "Lots of other dogs and friendly neighbors and owners. Right around the corner from a great park - Kelly Field. "
    0
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Explore by feature - Pet Friendly

6 pet-friendly rentals in Milton, MA

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14 rentals with air conditioning in Milton, MA

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20 rentals with a washer/dryer in Milton, MA

Homes for sale near 59 Crestview Rd

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Off Market Homes Near 59 Crestview Rd

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The property listing data and information 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 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.