85 Sears Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

$9,437,900

Trulia Estimate
  • 9 Beds
  • 6 Baths
  • 8,482 sqft (on 1.13 acres)

85 Sears Rd, Brookline, MA 02445

Est. Refi. Payment $60,683/mo*
Refinance Your Home
Currently Off Market - Sold Oct 15, 2020 for $7,250,000

Home Value

Trulia Estimate
$9.44M
Since last month
Decreased$13K (-0.1%)
Since last year
Decreased$205K (-2.1%)
Since last sale
Increased$2M (+30.2%)
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 +82% in the last 10 years
MonthEstimated value
2026
October 2026$9.44M
September 2026$9.39M
August 2026$9.45M
July 2026$9.57M
June 2026$9.7M
May 2026$9.62M
April 2026$9.55M
March 2026$9.6M
February 2026$9.43M
January 2026$9.16M
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
372 Warren St, Brookline, MA
0.34
Single-Family Home
$5,700,000
12/08/25
9
7.5
8,619
382 Lee St, Brookline, MA
0.26
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
100 Cottage St, Brookline, MA
0.42
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
21 Sargent Crossway, Brookline, MA
0.61
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
80 Dudley St, Brookline, MA
0.55
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
371 Walnut St, Brookline, MA
0.78
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
88 Cutler Ln, Brookline, MA
0.74
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
33 Leicester St, Brookline, MA
0.75
Single-Family Home
$6,000,000
11/07/25
5
4.5
6,556
130 Cabot St, Brookline, MA
0.82
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.85
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849

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
71 Sears Rd, Brookline, MA 02445
0.04
$11,750,000
6
5
7,502
For Sale
96 Sears Rd, Brookline, MA 02445
0.06
$6,208,900
Studio
5
4,800
Off Market
80 Sears Rd, Brookline, MA 02445
0.07
$13,635,700
8
8
11,154
Off Market
286 Warren St, Brookline, MA 02445
0.08
$9,287,700
7
5
7,761
Off Market
52-64 Sears Rd, Brookline, MA 02445
0.08
-
-
-
-
Off Market
39 Sears Rd, Brookline, MA 02445
0.09
$18,850,200
9
14
15,453
Off Market
37 Sears Rd, Brookline, MA 02445
0.10
$12,764,900
6
7
9,592
Off Market
37 Sears Rd #3, Brookline, MA 02445
0.10
-
6
6
9,592
Off Market
320 Dudley St, Brookline, MA 02445
0.11
$5,247,400
3
4.5
4,742
Off Market
284 Warren St, Brookline, MA 02445
0.11
$9,465,600
6
6
7,375
Off Market
300 Dudley St, Brookline, MA 02445
0.12
$5,918,100
3
3
4,684
Off Market
282 Warren St, Brookline, MA 02445
0.12
$12,139,800
5
5
7,073
Off Market
33 Sears Rd, Brookline, MA 02445
0.13
$14,153,400
6
7
10,650
Off Market
280 Dudley St, Brookline, MA 02445
0.14
$9,018,900
6
5.5
10,194
Off Market
21 Sears Rd, Brookline, MA 02445
0.15
$12,096,600
7
12
14,000
Off Market
292 Warren St, Brookline, MA 02445
0.15
$12,513,000
4
6
8,433
Off Market
20 Sears Rd, Brookline, MA 02445
0.15
$8,679,800
7
8
9,300
Off Market
305 Dudley St, Brookline, MA 02445
0.16
$9,131,900
6
4
7,167
Off Market
25 Sears Rd, Brookline, MA 02445
0.16
$13,788,000
6
7
11,786
Off Market
274 Dudley St, Brookline, MA 02445
0.17
$6,178,400
5
5
4,518
Off Market

Local Information

  • Map ViewExplore the area around 85 Sears Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1929
1.13 acre lot
8,482 sqft
$1,113/sqft
Garage

About this House

Located at the end of one of the most coveted streets in Brookline's 'estate area', this timeless 1929 brick Georgian Revival offers an extraordinary setting minutes to Boston. This secluded estate, situated on 1.13 landscaped acres, is enhanced by spectacular mature trees, level lawn, idyllic gardens, patios for entertaining and southern exposure. The home's architectural highlights feature 6 fireplaces, stunning millwork, and oversized windows. There is over 8,000 sq. ft. of living space on four levels. The first floor provides gracious entertaining rooms complimented by an open kitchen and family room and adjoining sunroom. The second and third floors are made up of 7 bedrooms, 4 full baths, including the master suite. In addition, there is a 2 bed, 1 bath in-law suite. This property is steps to the Park School and convenient to other top area schools. A spectacular opportunity with the convenience of a quick drive to Longwood Medical, Boston, Cambridge, Logan Airport or Rt. 128.
85 Sears Rd, Brookline, MA 02445 is a 9 bedroom, 7 bathroom, 8,482 sqft single-family home built in 1929. It last sold for $7,250,000 on Oct 15, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,437,900.

Home Details for 85 Sears Rd

Interior Features

Interior Details
BasementNumber of Rooms: 14
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Stone, BrickPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1929Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.13 acres

Price and Tax history

DateEventPrice
Oct 15, 2020
Source: N/A
Sold
$7,250,000
May 27, 2020
Source: Agent Provided
Pending
$8,000,000
May 26, 2020
Source: Agent Provided
Listed For Sale
$8,000,000

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
    Flag
  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
    Flag
  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
    Flag
  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
    Flag
  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
    Flag
  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
    Flag
  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 85 Sears Rd

  • What is 85 Sears Rd estimated to be worth?
    Trulia's estimated value for 85 Sears Rd in Brookline, MA is $9,437,900.
  • What is the price history for 85 Sears Rd?
    85 Sears Rd in Brookline, MA last sold for $7,250,000 in October 2020.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K from the prior month.
  • Does 85 Sears Rd have laundry facilities?
    Yes, 85 Sears Rd in Brookline, MA has in-unit laundry.
  • How big is the lot at 85 Sears Rd?
    The lot at 85 Sears Rd in Brookline, MA is about 1.1 acres.

Explore by feature - Pet Friendly

224 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

61 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

428 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

52 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

717 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

17 rentals with an outdoor space in Brookline, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 85 Sears Rd

Skip to last item
Skip to first item

Homes for sale near 85 Sears Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item