42 Jefferson Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

$4,206,300

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 5,658 sqft (on 0.29 acres)

42 Jefferson Rd, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $24,951/mo*
Refinance Your Home
Currently Off Market - Sold Jan 15, 2025 for $3,800,000

Home Value

Trulia Estimate
$4.21M
Since last month
Increased$194K (+4.8%)
Since last year
Increased$349K (+9%)
Since last sale
Increased$406K (+10.7%)
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 +62% in the last 10 years
MonthEstimated value
2026
August 2026$4.21M
August 2026$4.19M
July 2026$4.01M
June 2026$3.93M
May 2026$3.89M
April 2026$3.89M
March 2026$3.87M
February 2026$3.91M
January 2026$3.86M
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
35 Jefferson Rd, Brookline, MA
0.03
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
59 Randolph Rd, Brookline, MA
0.05
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
23 Crafts Rd, Brookline, MA
0.15
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
98 Spooner Rd, Brookline, MA
0.43
Single-Family Home
$3,300,000
06/15/26
4
4.5
3,628
3 Cleveland Rd, Brookline, MA
0.62
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
167 Willard Rd, Brookline, MA
0.57
Single-Family Home
$3,400,000
09/23/25
4
3.5
3,298
120 Cabot St, Brookline, MA
0.25
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
27 Suffolk Rd, Newton, MA
0.58
Single-Family Home
$4,400,000
09/10/25
6
4.5
5,520
76 Norfolk Rd, Brookline, MA
0.14
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
46 Malia Ter, Newton, MA
0.46
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909

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
35 Jefferson Rd, Brookline, MA 02467
0.03
$2,335,100
5
3.5
3,634
Off Market
1014 Boylston St, Brookline, MA 02467
0.05
$16,980,000
7
9.5
13,343
For Sale
59 Randolph Rd, Brookline, MA 02467
0.05
$2,950,000
4
3.5
3,230
Recently Sold
5 Jefferson Rd, Brookline, MA 02467
0.09
$3,204,900
3
4
4,543
Off Market
37 Randolph Rd, Brookline, MA 02467
0.08
$3,161,700
5
4.5
3,430
Off Market
331 Heath St, Brookline, MA 02467
0.08
$3,750,000
3
3.5
3,790
For Sale
401 Heath St, Brookline, MA 02467
0.09
$2,668,500
5
3.5
3,819
Off Market
409 Heath St, Brookline, MA 02467
0.10
$3,596,500
5
3.5
3,500
Off Market
76 Norfolk Rd, Brookline, MA 02467
0.14
$2,325,000
3
3
2,486
Recently Sold
19 Crafts Rd, Brookline, MA 02467
0.14
$4,547,400
5
5.5
6,995
Off Market
23 Crafts Rd, Brookline, MA 02467
0.15
$5,261,700
7
8
7,140
Off Market

Local Information

  • Map ViewExplore the area around 42 Jefferson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1939
0.29 acre lot
5,658 sqft
$743/sqft
2 Car Garage

About this House

Beautifully set on lush, landscaped grounds in coveted Chestnut Hill, this phenomenal 11-room residence, with a slate roof, offers over 5,650 square feet of living space. There are five bedrooms and five full and two half renovated bathrooms. As soon as you enter, fine architectural details capture your attention with exquisite moldings, period appointments, and gorgeous oak flooring. The principal rooms on the main level are grand, which include a living room with a fireplace, a dining room with a built-in china cabinet, a stunning office/study with a fireplace and half bathroom, and a family room with a fireplace. The updated kitchen has a delightful eating area with doors opening out to the bluestone patio and beyond to the backyard setting with terraced gardens and magnificent in-ground swimming pool area. Additional highlights include a primary bedroom with two en suite bathrooms, a well-designed mudroom, and a finished lower level with direct outdoor access.
42 Jefferson Rd, Brookline, MA 02467 is a 5 bedroom, 7 bathroom, 5,658 sqft single-family home in Chestnut Hill, built in 1939. It last sold for $3,800,000 on Jan 15, 2025 (5% below the $3,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,206,300.
Last check for updates: about 2 hours ago
Listed by Eileen Strong O Boy, (617) 513-4343
Hammond Residential Real Estate, (617) 731-4644
Bought with: Noha Soliman, (781) 369-5211, Leading Edge Real Estate, (781) 729-5505
Source: MLS PIN, MLS#73239900

Home Details for 42 Jefferson Rd

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Garage AccessNumber of Rooms: 11Types 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, OfficeWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 5Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 5658 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: First FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Central,Forced Air,Natural Gas,FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s)Flooring: Wood, Tile, Marble, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Marble, Flooring Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: PatioFencing: FencedExterior: Patio, Pool - Inground, Rain Gutters, Storage, Sprinkler System, Fenced Yard, Garden, Outdoor ShowerFoundation: Concrete PerimeterGardenHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 6Parking: Attached,Off Street
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1939
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: BrickNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 43523

Price & Status

Price
List Price: $3,995,000
Status Change & Dates
Off Market Date: Wed Dec 11 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: Brookline
School Information
Elementary School: Heath / HayesHigh School: Brookline High

Building

Building Area
Building Area: 5658 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Park, Walk/Jog Trails, Medical Facility, Highway Access, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.29 acres

Offer

Contingencies: Financing

Miscellaneous

BasementMls Number: 73239900

Additional Information

Public TransportationShoppingPoolParkWalk/Jog TrailsMedical FacilityHighway AccessPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Jan 15, 2025
Source: MLS PIN #73239900
Sold
$3,800,000
Nov 29, 2024
Source: MLS PIN #73239900
Contingent
$3,995,000
Jun 5, 2024
Source: MLS PIN #73239900
PriceChange
$3,995,000
Price decreased by 6%
May 17, 2024
Source: MLS PIN #73239900
Listed For Sale
$4,250,000
Oct 15, 2004
Source: N/A
Sold
$2,250,000

Market trends in Brookline

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM

Around this home

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • 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
  • 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
  • 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
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    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 42 Jefferson Rd

  • What is 42 Jefferson Rd estimated to be worth?
    Trulia's estimated value for 42 Jefferson Rd in Brookline, MA is $4,206,300.
  • What is the price history for 42 Jefferson Rd?
    42 Jefferson Rd in Brookline, MA last sold for $3,800,000 in January 2025.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.22M. That is down $182K from the prior month.
  • Does 42 Jefferson Rd have air conditioning?
    Yes, 42 Jefferson Rd in Brookline, MA has air conditioning.
  • Does 42 Jefferson Rd have a pool?
    Yes, 42 Jefferson Rd in Brookline, MA has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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