14 Jefferson Rd, Brookline, MA 02467
OFF MARKET

$3,612,700

Trulia Estimate
  • 7 Beds
  • 6 Baths
  • 5,593 sqft (on 0.61 acres)

14 Jefferson Rd, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $21,498/mo*
Refinance Your Home
Currently Off Market - Sold Sep 5, 2008 for $1,700,000

Home Value

Trulia Estimate
$3.61M
Since last month
Decreased$67K (-1.8%)
Since last year
Increased$128K (+3.7%)
Since last sale
Increased$2M (+112.5%)
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 +43% in the last 10 years
MonthEstimated value
2026
August 2026$3.61M
July 2026$3.68M
June 2026$3.73M
May 2026$3.69M
April 2026$3.63M
March 2026$3.65M
February 2026$3.52M
January 2026$3.47M
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
23 Crafts Rd, Brookline, MA
0.08
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
35 Jefferson Rd, Brookline, MA
0.06
Single-Family Home
$2,245,000
09/08/25
5
3.5
3,634
27 Suffolk Rd, Newton, MA
0.52
Single-Family Home
$4,400,000
09/10/25
6
4.5
5,520
59 Randolph Rd, Brookline, MA
0.10
Single-Family Home
$2,950,000
06/26/26
4
3.5
3,230
46 Malia Ter, Newton, MA
0.40
Single-Family Home
$3,036,350
10/06/25
5
4.5
3,909
76 Norfolk Rd, Brookline, MA
0.08
Single-Family Home
$2,325,000
12/04/25
3
3
2,486
120 Cabot St, Brookline, MA
0.30
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
124 Chestnut Hill Rd, Newton, MA
0.47
Single-Family Home
$5,750,000
08/04/26
5
7.5
7,359
88 Cutler Ln, Brookline, MA
0.47
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
130 Cabot St, Brookline, MA
0.33
Single-Family Home
$5,700,000
04/23/26
6
8
9,755

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
23 Crafts Rd, Brookline, MA 02467
0.08
$5,261,700
7
8
7,140
Off Market
5 Jefferson Rd, Brookline, MA 02467
0.03
$3,132,000
3
4
4,543
Off Market
1014 Boylston St, Brookline, MA 02467
0.07
$16,980,000
7
9.5
13,343
For Sale
19 Crafts Rd, Brookline, MA 02467
0.07
$4,569,800
5
5.5
6,995
Off Market
35 Jefferson Rd, Brookline, MA 02467
0.06
$2,322,000
5
3.5
3,634
Off Market
42 Jefferson Rd, Brookline, MA 02467
0.07
$4,156,400
5
6
5,658
Off Market
76 Norfolk Rd, Brookline, MA 02467
0.08
$2,325,000
3
3
2,486
Recently Sold
59 Randolph Rd, Brookline, MA 02467
0.10
$2,950,000
4
3.5
3,230
Recently Sold
37 Randolph Rd, Brookline, MA 02467
0.10
$3,106,800
5
4.5
3,430
Off Market
37 Circuit Rd, Brookline, MA 02467
0.16
$4,811,900
6
5.5
5,382
Off Market
331 Heath St, Brookline, MA 02467
0.14
$3,750,000
3
3.5
3,790
For Sale
409 Heath St, Brookline, MA 02467
0.14
$3,576,500
5
3.5
3,500
Off Market

Local Information

  • Map ViewExplore the area around 14 Jefferson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1925
Lot Size
0.61 acres
Living Area
5,593 sqft
Price/Sqft
$646
Parking
Garage

About this House

This single-family home is located at 14 Jefferson Rd, Brookline, MA. 14 Jefferson Rd is in the Chestnut Hill neighborhood in Brookline, MA and in ZIP code 02467. This property has 7 bedrooms, 7 bathrooms and approximately 5,593 sqft of floor space. This property has a lot size of 0.61 acres and was built in 1925.
14 Jefferson Rd, Brookline, MA 02467 is a 7 bedroom, 7 bathroom, 5,593 sqft single-family home in Chestnut Hill, built in 1925. It last sold for $1,700,000 on Sep 5, 2008. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,612,700, with a rent estimate of $7,676/month.

Home Details for 14 Jefferson Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room
Heating & Cooling
Heating: Baseboard, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: StuccoLawnPatioSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1925Year Updated: 1967
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.61 acres

Price and Tax history

DateEventPrice
Sep 5, 2008
Source: N/A
Sold
$1,700,000
May 17, 2008
Source: Agent Provided
ListingRemoved
$1,795,000
May 16, 2008
Source: Agent Provided
PriceChange
$1,795,000
Price decreased by 10%
Apr 25, 2008
Source: Agent Provided
Listed For Sale
$1,995,000
Aug 15, 2000
Source: N/A
Sold
$1,740,000

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

Frequently asked questions about 14 Jefferson Rd

  • What is 14 Jefferson Rd estimated to be worth?
    Trulia's estimated value for 14 Jefferson Rd in Brookline, MA is $3,612,700.
  • What is the price history for 14 Jefferson Rd?
    14 Jefferson Rd in Brookline, MA last sold for $1,700,000 in September 2008.
  • 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 14 Jefferson Rd have air conditioning?
    Yes, 14 Jefferson Rd in Brookline, MA has air conditioning.
  • Does 14 Jefferson Rd have laundry facilities?
    Yes, 14 Jefferson Rd in Brookline, MA has laundry facilities.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 14 Jefferson Rd

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