Sears Rd, Brookline, MA 02445
Property image
Property image
FOR SALE
2.03 ACRES

$11,750,000

  • 6 Beds
  • 7.5 Baths
  • 10,000 sqft (on 2.03 acres)

Sears Rd, Brookline, MA 02445

Est. Mortgage $75,468/mo*
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Home Highlights

Single-Family Home
Built in 1929
2.03 acre lot
$1,175/sqft
3 Car Garage

Local Information

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

About this House

What's unique:Screened porchClean architectural linesDramatic cathedral ceilingSpacious libraryThoughtfully designed floor planSoaring ceilings
A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay
Last check for updates: about 13 hours ago
Listing courtesy of Chamberlain Group, (617) 967-4046
Coldwell Banker Realty - Brookline, (617) 731-2447
Source: MLS PIN, MLS#73536353
Also Listed on MLS PIN.

Home Details for Sears Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 16Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 9Number of Bathrooms (full): 6Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 10000 Square Feet
Appliances & Utilities
Appliances: Oven, Dishwasher, Disposal, Range, Refrigerator, Freezer, Washer, DryerDishwasherDisposalDryerLaundry: Second FloorRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioFencing: Fenced/EnclosedExterior: Deck, Patio, Balcony, Pool - Inground Heated, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative LightingFoundation: OtherHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 8No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 11Parking: Attached,Paved Drive,Off Street
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: Private RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 8322Finished Area (below surface): 1678

Days on Market

Days on Market: 89

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial Revival
Building
Construction Materials: BrickNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Ask AgentParcel Number: B:347 L:0015 S:0000

Price & Status

Price
List Price: $11,750,000Price Per Sqft: $1,175

Active Status

MLS Status: Active

Location

Direction & Address
City: Brookline
School Information
Elementary School: HayesJr High / Middle School: HayesHigh School: Bhs

Agent Information

Listing Agent
Listing ID: 73536353

Building

Building Area
Building Area: 10000 Square Feet

Community

Community Features: Public Transportation, Park, Walk/Jog Trails, Golf, Bike Path, Private SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.0329 Acres

Miscellaneous

BasementMls Number: 73536353Above Grade Unfinished Area: 8322

Additional Information

Public TransportationParkWalk/Jog TrailsGolfBike PathPrivate School

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
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  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • 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
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  • 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
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  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
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  • 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

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

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
0.29
Single-Family Home
$5,700,000
12/08/25
9
7.5
8,619
382 Lee St, Brookline, MA
0.18
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
100 Cottage St, Brookline, MA
0.61
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
88 Cutler Ln, Brookline, MA
0.56
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
130 Cabot St, Brookline, MA
0.63
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.66
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
80 Dudley St, Brookline, MA
0.57
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
21 Sargent Crossway, Brookline, MA
0.78
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
335 Heath St, Brookline, MA
0.81
Single-Family Home
$7,650,000
12/11/25
7
8
12,814
33 Leicester St, Brookline, MA
0.70
Single-Family Home
$6,000,000
11/07/25
5
4.5
6,556

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
8 Sears Rd, Brookline, MA 02445
0.03
$5,332,100
5
6
5,171
Off Market
9 Sears Rd, Brookline, MA 02445
0.03
$6,080,400
5
6
6,085
Off Market
295 Lee St, Brookline, MA 02445
0.04
$4,853,200
9
6
5,473
Off Market
315 Lee St, Brookline, MA 02445
0.04
$9,732,400
5
5.5
4,479
Off Market
330 Lee St, Brookline, MA 02445
0.06
$3,553,100
4
4
3,116
Off Market
280 Lee St, Brookline, MA 02445
0.07
$7,628,300
5
6
7,977
Off Market
20 Sears Rd, Brookline, MA 02445
0.07
$8,679,800
7
8
9,300
Off Market
74 Clyde St, Brookline, MA 02467
0.07
$3,940,800
6
5
3,850
Off Market
88 Clyde St, Brookline, MA 02467
0.08
$6,129,000
Studio
-
-
Off Market
21 Sears Rd, Brookline, MA 02445
0.08
$12,096,600
7
12
14,000
Off Market
333 Lee St, Brookline, MA 02445
0.09
$20,935,400
11
9
20,074
Off Market
106 Clyde St, Brookline, MA 02467
0.09
$8,577,700
6
5
4,380
Off Market
130 Clyde St, Brookline, MA 02467
0.09
$4,428,100
6
5
3,761
Off Market
68 Clyde St, Brookline, MA 02467
0.10
$9,985,000
5
7
7,300
For Sale
346 Lee St, Brookline, MA 02445
0.10
$4,133,700
Studio
-
-
Off Market
120 Clyde St, Brookline, MA 02467
0.10
$7,486,500
8
6.5
7,000
Off Market
260 Lee St, Brookline, MA 02445
0.10
$7,301,100
7
5
6,026
Off Market
25 Sears Rd, Brookline, MA 02445
0.11
$13,788,000
6
7
11,786
Off Market
305 Dudley St, Brookline, MA 02445
0.11
$8,959,900
6
4
7,167
Off Market
39 Sears Rd, Brookline, MA 02445
0.11
$18,698,200
9
14
15,453
Off Market

Price and Tax history

DateEventPrice
Jun 16, 2026
Source: MLS PIN #73536353
Listed For Sale
$11,750,000

LGBTQ Local Legal Protections

Chamberlain Group, Coldwell Banker Realty - Brookline, (617) 731-2447
Agent Phone: (617) 967-4046
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.

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Frequently asked questions about Sears Rd

  • What is the estimated monthly payment for Sears Rd?
    Based on a $11,750,000 list price with 20% down at today's rates, the estimated monthly payment for Sears Rd in Brookline, MA is approximately $76,389 (about $66,326 principal & interest, $9,988 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for Sears Rd compare to homes in Brookline?
    Sears Rd in Brookline, MA is listed at $11,750,000, about 848% above the $1.24M median sale price in Brookline.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See homes for sale in Brookline, MA.
  • What are the closest schools to Sears Rd?
    The closest schools to Sears Rd in Brookline, MA are Brookline High School (rated 8/10), Roland Hayes School (Pre-K/Elementary/Middle, rated 9/10).
  • Does Sears Rd have air conditioning?
    Yes, Sears Rd in Brookline, MA has air conditioning.
  • Does Sears Rd have a pool?
    Yes, Sears Rd in Brookline, MA has a pool.
Sears Rd, Brookline, MA 02445 is a 6 bedroom, 9 bathroom, 10,000 sqft single-family home built in 1929. This property is currently available for sale and was listed by MLS PIN on Jun 16, 2026. The MLS # for this home is MLS# 73536353.