39 Clyde St, Brookline, MA 02467
Property image
Property image
OFF MARKET

$9,254,800

Trulia Estimate
  • 8 Beds
  • 6.5 Baths
  • 8,294 sqft (on 1.87 acres)

39 Clyde St, Brookline, MA 02467

Chestnut Hill
Est. Refi. Payment $56,230/mo*
Refinance Your Home
Currently Off Market - Sold Nov 20, 2020 for $5,400,000

Home Value

Trulia Estimate
$9.26M
Since last month
Decreased$183K (-1.9%)
Since last year
Increased$2M (+29.4%)
Since last sale
Increased$4M (+71.4%)
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 +75% in the last 10 years
MonthEstimated value
2026
November 2026$9.25M
October 2026$9.16M
September 2026$9.44M
June 2026$9.6M
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
0.19
Single-Family Home
$5,700,000
12/08/25
9
7.5
8,619
342 Warren St, Brookline, MA
0.24
Single-Family Home
$6,600,000
10/28/26
4
4
5,352
88 Cutler Ln, Brookline, MA
0.40
Single-Family Home
$5,860,000
02/18/26
6
6.5
7,450
382 Lee St, Brookline, MA
0.35
Single-Family Home
$5,500,000
01/16/26
5
5.5
6,841
130 Cabot St, Brookline, MA
0.50
Single-Family Home
$5,700,000
04/23/26
6
8
9,755
120 Cabot St, Brookline, MA
0.53
Single-Family Home
$5,700,000
11/25/25
6
7.5
8,849
100 Cottage St, Brookline, MA
0.68
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
80 Dudley St, Brookline, MA
0.48
Single-Family Home
$8,925,000
04/30/26
7
9
7,240
371 Walnut St, Brookline, MA
0.79
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
469 Walnut St, Brookline, MA
0.57
Single-Family Home
$3,625,000
12/04/25
7
4
6,307

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
57 Clyde St, Brookline, MA 02467
0.04
$8,603,200
6
3
8,156
Off Market
245 Lee St, Brookline, MA 02445
0.06
$5,595,200
6
5
5,066
Off Market
38 Clyde St, Brookline, MA 02467
0.06
$5,575,000
5
6
5,710
Off Market
30 Clyde St, Brookline, MA 02467
0.06
$6,821,900
4
5.5
7,048
Off Market
54 Clyde St, Brookline, MA 02467
0.07
$5,964,200
6
7
5,533
Off Market
75 Clyde St, Brookline, MA 02467
0.07
$6,245,000
5
5
6,434
Off Market
2 Clyde St, Chestnut Hill, MA 02467
0.08
-
-
-
-
Off Market
99 Clyde St, Brookline, MA 02467
0.08
$6,391,300
5
4
2,686
Off Market
16 Clyde St, Brookline, MA 02467
0.08
$6,987,000
1
1
1
Off Market
225 Lee St, Brookline, MA 02445
0.09
$3,292,200
4
4
2,736
Off Market
68 Clyde St, Brookline, MA 02467
0.09
$9,985,000
5
7
7,300
For Sale
428 Warren St, Brookline, MA 02445
0.10
$6,753,100
9
7
7,860
Off Market
431 Warren St, Brookline, MA 02445
0.11
$8,025,200
Studio
2
2,122
Off Market
74 Clyde St, Brookline, MA 02467
0.11
$3,867,000
6
5
3,850
Off Market
465 Warren St, Brookline, MA 02445
0.12
$7,544,600
5
4.5
6,208
Off Market
88 Clyde St, Brookline, MA 02467
0.12
$6,427,800
Studio
-
-
Off Market
250 Lee St, Brookline, MA 02445
0.12
$4,909,200
5
6
4,231
Off Market
420 Warren St, Brookline, MA 02445
0.13
$6,563,300
6
5
4,741
Off Market
260 Lee St, Brookline, MA 02445
0.13
$7,677,700
7
5
6,026
Off Market
240 Lee St, Brookline, MA 02445
0.13
$5,460,100
2
4
4,416
Off Market

Local Information

  • Map ViewExplore the area around 39 Clyde St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1910
1.87 acre lot
8,294 sqft
$1,116/sqft
Garage

About this House

What's unique:Mature treesPrivate hilltop setting
This European style estate is discreetly sited on the crest of a hill on a generous 1.86-acre parcel in Chestnut Hill. Designed by noted architect of the day Frank Choteau Brown, 39 Clyde Street is a grand 1910 mansion characterized by gracious rooms with exquisite formal rooms and abundant family space. The main house consists of 8,297+ square feet of living space with 10+ foot ceilings and ornate architectural details such as crown moldings, coffered ceilings, and intricate millwork. The home offers eight bedrooms, including a grand master suite, along with six full baths and one-half bath, and seven fireplaces. The bucolic grounds include mature trees and plantings, a swimming pool and large level back yard area. At the foot of the driveway is the three-bay carriage house complete with chauffeur living quarters above. This property is timeless and offers its next owners the opportunity to embrace its history while making adaptations to suit a new way of entertaining and lifestyle.
39 Clyde St, Brookline, MA 02467 is a 8 bedroom, 7 bathroom, 8,294 sqft single-family home in Chestnut Hill, built in 1910. It last sold for $5,400,000 on Nov 20, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,254,800.

Home Details for 39 Clyde St

Interior Features

Interior Details
BasementNumber of Rooms: 18
Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: TileExterior: Stucco
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached

Property Information

Year Built
Year Built: 1910Year Updated: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.87 acres

Price and Tax history

DateEventPrice
Mar 10, 2026
Source: MLS PIN #73397677
ListingRemoved
$8,000,000
Jun 27, 2025
Source: MLS PIN #73397677
Listed For Sale
$8,000,000
Mar 25, 2023
Source: MLS PIN #73066830
ListingRemoved
$7,700,000
Dec 29, 2022
Source: MLS PIN #73066830
Listed For Sale
$7,700,000
Nov 20, 2020
Source: N/A
Sold
$5,400,000

Market trends in Brookline

Last updated October 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.25M
$65.53KMoM
Sale-to-List Price
98.1%
0.6%MoM
Price per sq ft
$797
$8MoM
Available listings
223
4MoM
Sourced by Trulia Market Trends

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 39 Clyde St

  • What is 39 Clyde St estimated to be worth?
    Trulia's estimated value for 39 Clyde St in Brookline, MA is $9,254,800.
  • What is the price history for 39 Clyde St?
    39 Clyde St in Brookline, MA last sold for $5,400,000 in November 2020.
  • 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 $1.25M. That is up $65.53K from the prior month.
  • How big is the lot at 39 Clyde St?
    The lot at 39 Clyde St in Brookline, MA is about 1.9 acres.
  • Does 39 Clyde St have a garage?
    Yes, 39 Clyde St in Brookline, MA has a garage.

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Apartments for Rent

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Off Market Homes Near 39 Clyde St

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Homes for sale near 39 Clyde St

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