39 Sears Rd, Milton, MA 02186
OFF MARKET

39 Sears Rd
Milton, MA 02186

  • 3 Beds
  • 3 Baths
  • 1,805 sqft (on 0.47 acres)

$1,094,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $6,563/mo*
Refinance Your Home

$1,094,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $6,563/mo*
Refinance Your Home
3 Beds
3 Baths
1,805 sqft
(on 0.47 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Solid Value in Prime Location. 7 Rooms, 2.5 Baths with Finished Fireplaced Basement. New Roof, New Gas Heating and Hot-Water System. New Central-Air Conditioning. Owner Will Have Interior Fully Painted and all Hardwood Floors Exposed and Re-finished Before You Move In. Excellent 20,373 Sq. Ft. Lot.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 39 Sears Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.47 acres

Price History for 39 Sears Rd

DatePriceEventSource
11/21/2008$470,000Sold
N/A
10/04/2008$474,900Listed For SaleAgent Provided
12/13/1993$815,000Sold
N/A
09/07/1989$6,000,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$9,520
Assessment$858,400
Home facts updated by county records

Comparable Sales for 39 Sears Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
88 Hilltop Street, Milton, MA
0.13
Single-Family Home
$1,030,000
08/22/25
3
2.5
2,306
63 Sears Rd, Milton, MA
0.05
Single-Family Home
$1,100,000
11/17/25
5
4
4,232
44 Ridgewood Rd, Milton, MA
0.41
Single-Family Home
$825,000
10/24/25
3
2
1,648
84 Sassamon Ave, Milton, MA
0.20
Single-Family Home
$940,000
07/16/25
3
2.5
2,600
73 Sassamon Ave, Milton, MA
0.19
Single-Family Home
$859,000
02/05/26
4
1.5
1,960
1262 Randolph Ave, Milton, MA
0.27
Single-Family Home
$1,100,000
08/29/25
4
3
2,370
1051 Randolph Ave, Milton, MA
0.27
Single-Family Home
$1,550,000
07/15/25
4
4
2,522
6 Brewster Rd, Milton, MA
0.32
Single-Family Home
$1,815,000
04/30/26
5
4.5
4,788
23 Parkwood Dr, Milton, MA
0.57
Single-Family Home
$2,215,000
05/12/26
4
2.5
3,418
57 Brierbrook St, Milton, MA
0.48
Single-Family Home
$2,100,000
05/12/26
5
3.5
3,329

Assigned Schools

These are the assigned schools for 39 Sears 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

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

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39 Sears Rd, Milton, MA 02186 is a 3 bedroom, 3 bathroom, 1,805 sqft single-family home built in 1961. This property is not currently available for sale. 39 Sears Rd was last sold on Nov 21, 2008 for $470,000. The current Trulia Estimate for 39 Sears Rd is $1,094,600.