42 Jefferson Rd, Brookline, MA 02467
OFF MARKET

42 Jefferson Rd
Brookline, MA 02467

Chestnut Hill
  • 5 Beds
  • 6 Baths
  • 5,658 sqft (on 0.29 acres)

$3,886,800

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $22,491/mo*
Refinance Your Home

$3,886,800

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $22,491/mo*
Refinance Your Home
5 Beds
6 Baths
5,658 sqft
(on 0.29 acres)

Local Information

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

Description

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.
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. This description is from January 16, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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
Last check for updates: about 11 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

Price History for 42 Jefferson Rd

DatePriceEventSource
01/15/2025$3,800,000Sold
MLS PIN #73239900
11/29/2024$3,995,000ContingentMLS PIN #73239900
06/05/2024$3,995,000PriceChange
MLS PIN #73239900
05/17/2024$4,250,000Listed For SaleMLS PIN #73239900
10/15/2004$2,250,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$34,935
Assessment$3,539,500
Home facts updated by county records

Comparable Sales for 42 Jefferson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
401 Heath St, Brookline, MA
0.09
Single-Family Home
$2,750,000
06/11/25
5
3.5
4,028
37 Randolph Rd, Brookline, MA
0.08
Single-Family Home
$2,650,000
06/17/25
5
4.5
3,430
35 Jefferson Rd, Brookline, MA
0.03
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
533 Hammond St, Newton, MA
0.45
Single-Family Home
$3,550,000
06/20/25
5
5.5
5,772
409 Heath St, Brookline, MA
0.10
Single-Family Home
$3,475,000
06/06/25
5
3.5
3,500
23 Crafts Rd, Brookline, MA
0.15
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
530 Clinton Rd, Brookline, MA
0.51
Single-Family Home
$3,250,000
07/15/25
6
3.5
4,033
3 Cleveland Rd, Brookline, MA
0.62
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
265 Dean Rd, Brookline, MA
0.67
Single-Family Home
$4,500,000
06/11/25
6
4.5
5,744
170 Reservoir Rd, Brookline, MA
0.45
Single-Family Home
$2,850,000
06/05/25
5
3
3,146

Nearby homes

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Assigned Schools

These are the assigned schools for 42 Jefferson 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.

Neighborhood Overview

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

What Locals Say about Chestnut Hill

At least 40 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 streets are well-lit

  • 70 % Say yards are well-kept

  • 70 % Say there's holiday spirit

  • 65 % Say people would walk alone at night

  • 65 % Say parking is easy

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 61 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % 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

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Homes for sale near 42 Jefferson Rd

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Off Market Homes Near 42 Jefferson Rd

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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.

Homes for rent near 42 Jefferson Rd

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42 Jefferson Rd, Brookline, MA 02467 is a 5 bedroom, 7 bathroom, 5,658 sqft single-family home built in 1939. 42 Jefferson Rd is located in Chestnut Hill, Brookline. This property is not currently available for sale. 42 Jefferson Rd was last sold on Jan 15, 2025 for $3,800,000 (5% lower than the asking price of $3,995,000). The current Trulia Estimate for 42 Jefferson Rd is $3,886,800.