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

$12,102,800

Trulia Estimate
  • 7 Beds
  • 12 Baths
  • 14,000 sqft (on 1.20 acres)

21 Sears Rd, Brookline, MA 02445

Est. Refi. Payment $75,104/mo*
Refinance Your Home
Currently Off Market - Sold Apr 21, 2021 for $10,500,000

Home Value

Trulia Estimate
$12.1M
Since last month
$5K (0%)
Since last year
Decreased$137K (-1.1%)
Since last sale
Increased$2M (+15%)
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 +230% in the last 10 years
MonthEstimated value
2026
October 2026$12.07M
September 2026$12.07M
August 2026$12.07M
July 2026$12.22M
June 2026$12.4M
May 2026$12.27M
April 2026$12.36M
March 2026$12.23M
February 2026$12.09M
January 2026$11.68M
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
0.14
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
80 Dudley St, Brookline, MA
0.61
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
100 Cottage St, Brookline, MA
0.56
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
335 Heath St, Brookline, MA
0.88
Single-Family Home
$7,650,000
12/11/25
7
8
12,814
130 Cabot St, Brookline, MA
0.70
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.74
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
88 Cutler Ln, Brookline, MA
0.65
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
21 Sargent Crossway, Brookline, MA
0.75
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
371 Walnut St, Brookline, MA
0.87
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193

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
25 Sears Rd, Brookline, MA 02445
0.04
$14,135,200
6
7
11,786
Off Market
330 Lee St, Brookline, MA 02445
0.04
$3,546,300
4
4
3,116
Off Market
9 Sears Rd, Brookline, MA 02445
0.05
$6,086,100
5
6
6,085
Off Market
39 Sears Rd, Brookline, MA 02445
0.06
$18,386,400
9
14
15,453
Off Market
346 Lee St, Brookline, MA 02445
0.06
$3,915,100
Studio
-
-
Off Market
33 Sears Rd, Brookline, MA 02445
0.06
$13,885,500
6
7
10,650
Off Market
37 Sears Rd, Brookline, MA 02445
0.06
$13,086,800
6
7
9,592
Off Market
37 Sears Rd #3, Brookline, MA 02445
0.06
-
6
6
9,592
Off Market
29 Sears Rd, Brookline, MA 02445
0.08
-
5
-
10,696
Off Market
Sears Rd, Brookline, MA 02445
0.08
$11,750,000
6
7.5
10,000
For Sale
360 Lee St, Brookline, MA 02445
0.09
$4,823,600
5
5.5
5,441
Off Market
20 Sears Rd, Brookline, MA 02445
0.09
$8,727,200
7
8
9,300
Off Market
8 Sears Rd, Brookline, MA 02445
0.09
$5,363,300
5
6
5,171
Off Market
315 Lee St, Brookline, MA 02445
0.10
$9,852,800
5
5.5
4,479
Off Market
320 Dudley St, Brookline, MA 02445
0.11
$5,177,800
3
4.5
4,742
Off Market
333 Lee St, Brookline, MA 02445
0.11
$21,081,400
11
9
20,074
Off Market
71 Sears Rd, Brookline, MA 02445
0.11
$11,750,000
6
5
7,502
For Sale
370 Lee St, Brookline, MA 02445
0.12
$3,485,100
3
4
3,194
Off Market
295 Lee St, Brookline, MA 02445
0.12
$4,808,300
9
6
5,473
Off Market
280 Lee St, Brookline, MA 02445
0.12
$7,754,800
5
6
7,977
Off Market

Local Information

  • Map ViewExplore the area around 21 Sears Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2020
1.2 acre lot
14,000 sqft
$864/sqft
Garage

About this House

From Boston's premier luxury builder, this estate represents a magnum opus with all the hallmarks for which she is known for: fine craftsmanship, unerring attention to detail and forward-thinking design that blends traditional touches with a modern ease of living.The home is generously appointed with signature details: hand-formed ironwork, fine custom cabinetry in the European tradition, ultra high ceilings, designer hardware, & much more.The living areas offer ample entertaining space, including a statement-making entry foyer with elegant double bridal staircase, a luxurious and expansive kitchen (with additional prep kitchen) & formal living & dining spaces, each outfitted with fine millwork and designer fireplaces.The private spaces include a palatial master suite with walk-in dressing room and a resort-quality spa bathroom with steam shower, computer-controlled lavatory and custom lighting. Four additional large bedrooms, all with en suite bathrooms.A home for generations to come!
21 Sears Rd, Brookline, MA 02445 is a 7 bedroom, 11 bathroom, 14,000 sqft single-family home built in 2020. It last sold for $10,500,000 on Apr 21, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $12,102,800.

Home Details for 21 Sears Rd

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 16Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation RoomStorage
Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, HardwoodGated Entry
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stone, StuccoGardenLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 8Parking: Carport, Garage Attached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.20 acres

Building

Community rooms
Fitness Center
Pool
Sauna

Additional Information

IntercomSport Court

Price and Tax history

DateEventPrice
Apr 21, 2021
Source: N/A
Sold
$10,500,000
Dec 22, 2020
Source: Agent Provided
ListingRemoved
$10,700,000
Nov 22, 2020
Source: Agent Provided
Listed For Sale
$10,700,000
Jul 2, 2020
Source: Agent Provided
ListingRemoved
$10,700,000
Apr 8, 2020
Source: Agent Provided
Listed For Sale
$10,700,000

Market trends in Brookline

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.19M
$50.67KMoM
Sale-to-List Price
98.7%
0.6%MoM
Price per sq ft
$806
$3MoM
Available listings
227
39MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Brookline

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 94% say there are sidewalks
  • 60% say there's holiday spirit
  • 48% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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 21 Sears Rd

  • What is 21 Sears Rd estimated to be worth?
    Trulia's estimated value for 21 Sears Rd in Brookline, MA is $12,102,800.
  • What is the price history for 21 Sears Rd?
    21 Sears Rd in Brookline, MA last sold for $10,500,000 in April 2021.
  • 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 $1.19M. That is down $50.67K from the prior month.
  • Does 21 Sears Rd have air conditioning?
    Yes, 21 Sears Rd in Brookline, MA has air conditioning.
  • Does 21 Sears Rd have laundry facilities?
    Yes, 21 Sears Rd in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

224 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

56 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

430 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

38 homes with a pool in Brookline, MA

Explore by feature - Washer/dryer

707 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

16 rentals with an outdoor space in Brookline, MA

Apartments for Rent

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Off Market Homes Near 21 Sears Rd

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Homes for sale near 21 Sears Rd

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