27 Laurel Rd, Brookline, MA 02467
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Property image
OFF MARKET

27 Laurel Rd
Brookline, MA 02467

Chestnut Hill
  • 6 Beds
  • 5.5 Baths
  • 6,306 sqft (on 1.40 acres)

$5,742,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $34,217/mo*
Refinance Your Home

$5,742,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $34,217/mo*
Refinance Your Home
6 Beds
5.5 Baths
6,306 sqft
(on 1.40 acres)

Home Value

Trulia Estimate
$5.74M
Since last month
Decreased$42K (-0.7%)
Since last year
Increased$2M (+41.5%)
Since last sale
Increased$2M (+49.3%)
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 +50% in the last 10 years
MonthEstimated value
2026
August 2026$5.75M
July 2026$5.87M
June 2026$5.79M
May 2026$5.65M
April 2026$5.49M
March 2026$5.53M
February 2026$5.22M
January 2026$4.95M
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
17 Glenland Rd, Chestnut Hill, MA
0.30
Single-Family Home
$3,170,000
06/01/26
5
4.5
5,798
8 Beresford Rd, Brookline, MA
0.53
Single-Family Home
$3,800,000
05/13/26
5
5.5
4,969
27 Suffolk Rd, Newton, MA
0.83
Single-Family Home
$4,400,000
09/10/25
6
4.5
5,520
109 Harwich Rd, Newton, MA
0.73
Single-Family Home
$3,575,000
02/10/26
6
5.5
6,093
34 Lagrange St, Brookline, MA
0.59
Single-Family Home
$2,820,000
07/09/26
5
3.5
5,076
69 Princeton Rd, Brookline, MA
0.71
Single-Family Home
$4,470,000
11/25/25
4
4
8,020
42 Lawrence Rd, Newton, MA
0.91
Single-Family Home
$4,200,000
05/05/26
6
4.5
4,874
71 Farina Rd, Newton, MA
0.78
Single-Family Home
$2,400,000
07/14/26
5
5
5,994
23 Crafts Rd, Brookline, MA
0.84
Single-Family Home
$5,100,000
10/03/25
7
8
7,140
31 Moody St, Newton, MA
0.57
Single-Family Home
$2,475,000
04/24/26
5
5
3,891

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
17 Laurel Rd, Brookline, MA 02467
0.04
$2,687,500
5
4.5
3,752
Off Market
11 Laurel Rd, Brookline, MA 02467
0.07
$4,825,300
6
5.5
4,922
Off Market
320 Woodland Rd, Brookline, MA 02467
0.05
$3,454,300
6
4.5
4,182
Off Market
749 Heath St #749, Chestnut Hill, MA 02467
0.20
$1,396,400
4
2.5
2,129
Off Market
771 Heath St #A, Chestnut Hill, MA 02467
0.21
$1,600,000
2
3.5
3,070
Recently Sold
11 Lyon Rd, Brookline, MA 02467
0.22
$2,678,100
5
3.5
4,300
Off Market
310 Hammond Pond Pkwy #203, Brookline, MA 02467
0.23
$1,406,300
2
2
1,989
Off Market
310 Hammond Pond Pkwy #302, Brookline, MA 02467
0.23
$1,554,200
2
2.5
2,092
Off Market
310 Hammond Pond Pkwy #301, Brookline, MA 02467
0.23
$1,199,000
2
2
1,706
For Sale
310 Hammond Pond Pkwy #101, Brookline, MA 02467
0.23
$1,668,200
3
2.5
2,496
Off Market
800 Heath St #800, Chestnut Hill, MA 02467
0.23
-
3
1
1,085
Off Market

Local Information

  • Map ViewExplore the area around 27 Laurel Rd.
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Home Highlights

Property Type
Single-Family Home
Year Built
1938
Lot Size
1.4 acres
Living Area
6,306 sqft
Price/Sqft
$911
Parking
3 Car Garage

About this House

Stately brick 1930's house with 6 bedrooms and 5 baths in top Brookline area of Chestnut Hill. Set on a 1.4acre lot (60,840 sq ft), this is a picturesque property with all the beauty and detail of that time. The house is set back from Laurel Road in a courtyard with an attached 3-car garage separated by a wall. The roof is slate and steeply pitched, the windows neatly aligned with wooden shutters. From the sunlit front hall, there is a library, followed by a step-down living room on the right; the dining room, breakfast room, pantry and kitchen are to the left, including a greenhouse and potting room, laundry and utility area. The second and third floors have 6-7 bedrooms and 5 baths. There are 7 fireplaces, hardwood floors, and sunlit rooms, all echoing the elegant simplicity of another era while offering the possibility of today's lifestyle preferences. The property is perfect for entertaining, both inside and out, with a step-down garden area and space for a pool.
27 Laurel Rd, Brookline, MA 02467 is a 6 bedroom, 6 bathroom, 6,306 sqft single-family home in Chestnut Hill, built in 1938. It last sold for $3,850,000 on May 29, 2025 (14% below the $4,495,000 asking price). It is currently off market. The Trulia Estimate is $5,742,300, with a rent estimate of $7,376/month.

Home Details for 27 Laurel Rd

Interior Features

Interior Details
Basement: Partial,Crawl Space,Bulkhead,Concrete,UnfinishedNumber of Rooms: 13Types 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: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6306 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: First Floor,Electric Dryer Hookup,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hot Water,Natural GasNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 7Has a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Storm Window(s), ScreensDoor: Storm Door(s), French DoorsFlooring: Hardwood, Stone / Slate
Levels, Entrance, & Accessibility
Floors: Hardwood, Stone Slate
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: PatioOther Structures: GreenhouseExterior: Patio, Balcony, Rain Gutters, Storage, Greenhouse, ScreensFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 9No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 12Parking: Attached,Garage Door Opener,Storage,Paved Drive,Stone/Gravel
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 6306

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial Revival
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: B:421 L:0008 S:0000, 43098

Price & Status

Price
List Price: $4,495,000
Status Change & Dates
Off Market Date: Sat May 03 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: Hayes/Baker

Building

Building Area
Building Area: 6306 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Conservation Area, Highway Access, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.3967 Acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73337741Above Grade Unfinished Area: 6306

Additional Information

GreenhousePublic TransportationShoppingParkWalk/Jog TrailsGolfConservation AreaHighway AccessPrivate SchoolPublic School
Last check for updates: about 17 hours ago
Listed by The Whitney Group, (617) 699-5015
Hammond Residential Real Estate, (617) 731-4644
Bought with: Hilary Maddox Team, (617) 921-2097, Compass, (617) 752-6845
Source: MLS PIN, MLS#73337741

Price and Tax history

DateEventPrice
May 29, 2025
Source: MLS PIN #73337741
Sold
$3,850,000
Apr 20, 2025
Source: MLS PIN #73337741
Contingent
$4,495,000
Feb 24, 2025
Source: MLS PIN #73337741
Listed For Sale
$4,495,000

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
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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

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Apartments for Rent

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Homes for sale near 27 Laurel Rd

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Off Market Homes Near 27 Laurel Rd

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Frequently asked questions about 27 Laurel Rd

  • What is 27 Laurel Rd estimated to be worth?
    Trulia's estimated value for 27 Laurel Rd in Brookline, MA is $5,742,300.
  • What is the price history for 27 Laurel Rd?
    27 Laurel Rd in Brookline, MA last sold for $3,850,000 in May 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 27 Laurel Rd have laundry facilities?
    Yes, 27 Laurel Rd in Brookline, MA has in-unit laundry.
  • How big is the lot at 27 Laurel Rd?
    The lot at 27 Laurel Rd in Brookline, MA is about 1.4 acres.
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.