5 Christopher Dr, Milton, MA 02186
Property image
Property image
OFF MARKET

$1,192,400

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,028 sqft

5 Christopher Dr, Milton, MA 02186

Est. Refi. Payment $7,513/mo*
Refinance Your Home
Currently Off Market - Sold Jul 28, 2025 for $1,150,000

Home Value

Trulia Estimate
$1.19M
Since last month
Increased$2K (+0.2%)
Since last year
Increased$39K (+3.4%)
Since last sale
Increased$45K (+3.9%)
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 +94% in the last 10 years
MonthEstimated value
2026
September 2026$1.19M
August 2026$1.19M
July 2026$1.19M
June 2026$1.19M
May 2026$1.18M
March 2026$1.15M
February 2026$1.16M
January 2026$1.15M
2025
2024
2023
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
55 Christopher Dr, Milton, MA
0.10
Single-Family Home
$1,075,000
01/08/26
4
2
1,929
52 California Ave, Milton, MA
0.13
Single-Family Home
$900,000
03/17/26
4
1.5
1,753
397 Adams St, Milton, MA
0.20
Single-Family Home
$1,115,000
03/27/26
3
2
2,253
52 Hurlcroft Rd, Milton, MA
0.13
Single-Family Home
$1,195,000
05/15/26
3
2.5
2,073
18 Taff Rd, Milton, MA
0.10
Single-Family Home
$1,350,000
06/08/26
3
3
2,288
71 Cabot St, Milton, MA
0.18
Single-Family Home
$1,200,000
12/16/25
3
1.5
2,743
25 Waldeck Rd, Milton, MA
0.22
Single-Family Home
$900,000
08/18/26
3
1.5
1,994
26 Berlin Ave, Milton, MA
0.31
Single-Family Home
$1,005,000
01/14/26
4
2
2,142
1185 Brook Rd, Milton, MA
0.29
Single-Family Home
$1,375,000
05/01/26
4
2
2,613
15 California Ave, Milton, MA
0.09
Single-Family Home
$1,100,000
11/05/25
6
2.5
2,606

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
11 Christopher Dr, Milton, MA 02186
0.01
$1,194,800
5
1.5
1,850
Off Market
15 California Ave, Milton, MA 02186
0.09
$1,203,500
6
2.5
2,606
Off Market
16 Hurlcroft Rd, Milton, MA 02186
0.07
$1,305,200
3
1.5
2,222
Off Market
34 California Ave, Milton, MA 02186
0.08
$1,037,000
3
1.5
1,659
Off Market
7 Squantum St, Milton, MA 02186
0.09
$1,167,800
4
3.5
2,310
Off Market
55 Christopher Dr, Milton, MA 02186
0.10
$1,075,000
4
2
1,929
Recently Sold
18 Taff Rd, Milton, MA 02186
0.10
$1,350,000
3
3
2,288
Recently Sold
45 Hurlcroft Rd, Milton, MA 02186
0.10
$1,087,900
3
1.5
1,590
Off Market
416-418 Adams St, Milton, MA 02186
0.13
-
9
3
4,188
Off Market
52 California Ave, Milton, MA 02186
0.13
$900,000
4
1.5
1,753
Recently Sold
52 Hurlcroft Rd, Milton, MA 02186
0.13
$1,195,000
3
2.5
2,073
Recently Sold

Local Information

  • Map ViewExplore the area around 5 Christopher Dr.
  • Schools2 Preschool Schools4 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
2,028 sqft
$588/sqft
2 Car Garage

About this House

What's unique:Open kitchenFormal dining roomGleaming hardwood floorsWall-to-wall carpetUpdated bath with showerUpdated windows
Location, Location, Location! This East Milton Colonial offers an open kitchen, Fireplaced living room and gleaming hardwood floors throughout. First floor offers an updated bath with shower and a formal dining room. Second floor has 4 bedrooms and full bath. Large playroom in basement with wall-to-wall carpet. Good sized fenced in yard with patio. Expanded 2 car attached garage, a 3-year-old roof, and updated windows. Close to square, restaurants, schools and easy access to expressway.OPEN HOUSE CANCELED
5 Christopher Dr, Milton, MA 02186 is a 4 bedroom, 2 bathroom, 2,028 sqft single-family home built in 1959. It last sold for $1,150,000 on Jul 28, 2025 (10% above the $1,050,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,192,400, with a rent estimate of $4,361/month.
Last check for updates: about 3 hours ago
Listed by Robert Mcauliffe, (617) 233-8074
Duhallow Real Estate, (617) 698-5900
Bought with: Zee Mah, (617) 983-8888, Boston Peak Real Estate, (617) 278-1818
Source: MLS PIN, MLS#73386394

Home Details for 5 Christopher Dr

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2028 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas OvenAppliances: Gas Water Heater, Range, Dishwasher, DisposalDishwasherDisposalLaundry: In Basement
Heating & Cooling
Heating: Baseboard,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 100 Amp Service
Windows, Doors, Floors & Walls
Flooring: Carpet, Hardwood
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - Wood, PatioExterior: Deck - Wood, PatioFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved Drive,Off Street
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1740Finished Area (below surface): 288

Property Information

Year Built
Year Built: 1959
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 130879

Price & Status

Price
List Price: $1,050,000
Status Change & Dates
Off Market Date: Tue Jun 17 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Milton

Building

Building Area
Building Area: 2028 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 8882 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73386394Above Grade Unfinished Area: 1740

Price and Tax history

DateEventPrice
Jul 28, 2025
Source: MLS PIN #73386394
Sold
$1,150,000
Jun 8, 2025
Source: MLS PIN #73386394
Contingent
$1,050,000
Jun 5, 2025
Source: MLS PIN #73386394
Listed For Sale
$1,050,000
Jul 29, 1998
Source: N/A
Sold
$245,000

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

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.

Frequently asked questions about 5 Christopher Dr

  • What is 5 Christopher Dr estimated to be worth?
    Trulia's estimated value for 5 Christopher Dr in Milton, MA is $1,192,400.
  • What is the price history for 5 Christopher Dr?
    5 Christopher Dr in Milton, MA last sold for $1,150,000 in July 2025.
  • 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 5 Christopher Dr have laundry facilities?
    Yes, 5 Christopher Dr in Milton, MA has laundry facilities.
  • How big is the lot at 5 Christopher Dr?
    The lot at 5 Christopher Dr in Milton, MA is about 0.20 acres (8,882 sq ft).

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Off Market Homes Near 5 Christopher Dr

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