27 Walnut Pl, Brookline, MA 02445
Property image
Property image
OFF MARKET

27 Walnut Pl
Brookline, MA 02445

High Street Hill
  • 4 Beds
  • 3.5 Baths
  • 4,232 sqft (on 0.96 acres)

$4,076,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $24,324/mo*
Refinance Your Home

$4,076,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $24,324/mo*
Refinance Your Home
4 Beds
3.5 Baths
4,232 sqft
(on 0.96 acres)

Home Value

Trulia Estimate
$4.08M
Since last month
Decreased$4K (-0.1%)
Since last year
Increased$110K (+2.8%)
Since last sale
Increased$122K (+3.1%)
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 +41% in the last 10 years
MonthEstimated value
2026
August 2026$4.07M
July 2026$4.08M
June 2026$4.08M
May 2026$4.04M
March 2026$3.96M
February 2026$3.99M
January 2026$3.95M
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
236 Walnut St, Brookline, MA
0.06
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
36 Allerton St, Brookline, MA
0.28
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
14 Irving St, Brookline, MA
0.18
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
371 Walnut St, Brookline, MA
0.38
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
115 Clark Rd, Brookline, MA
0.55
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
21 Sargent Crossway, Brookline, MA
0.49
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
43 Waverly St, Brookline, MA
0.33
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
209 High St, Brookline, MA
0.25
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
54 Clark Rd, Brookline, MA
0.42
Single-Family Home
$2,325,000
07/24/26
7
4
4,544

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
236 Walnut St, Brookline, MA 02445
0.06
$2,750,000
4
3.5
3,963
Recently Sold
4 Vogel Ter, Brookline, MA 02445
0.07
$2,481,700
5
2.5
2,616
Off Market
255 Walnut St #B, Brookline, MA 02445
0.11
$1,310,000
3
1.5
1,543
Recently Sold
255 Walnut St #C, Brookline, MA 02445
0.11
$1,455,600
4
2
2,533
Off Market
20 Rice St #2, Brookline, MA 02445
0.07
$740,000
3
1
978
Recently Sold
17 Milton Rd, Brookline, MA 02445
0.14
$2,567,700
12
5
4,911
Off Market
20 E Milton Rd #3, Brookline, MA 02445
0.15
$953,000
3
2
1,300
Off Market
8 Leverett St #3, Brookline, MA 02445
0.16
$1,300,000
2
2
1,328
Recently Sold
11 E Milton Rd, Brookline, MA 02445
0.15
$2,373,000
12
3
4,515
Off Market
18-20 Roberts St, Brookline, MA 02445
0.11
-
18
12
8,280
Off Market
9 E Milton Rd, Brookline, MA 02445
0.16
$999,999
8
3
3,898
Recently Sold

Local Information

  • Map ViewExplore the area around 27 Walnut Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Lot Size
0.96 acres
Living Area
4,232 sqft
Price/Sqft
$963
Parking
Garage

About this House

Welcome to your dream home in the coveted Pill Hill neighborhood. This exquisite 4-bedroom, 3.5-bathroom residence boasts an expansive .97 acres of manicured grounds on a peaceful cul-de-sac w/maximum privacy. Enter into an open foyer with 10 foot ceilings leading to sophisticated living spaces, including a formal dining area & oversized living room, complete with a welcoming fireplace. The chef's kitchen, with its white finishes, features a functional peninsula & an array of workspaces. It flows seamlessly into a family room adorned with custom built-ins & direct patio access—perfect for relaxing. Upstairs, indulge in the privacy of a luxurious primary suite with a walk-in closet & a modernized ensuite bath. An add'l bedroom, full bath & laundry complete this level. The versatile lower level presents a family room with wet bar & direct yard access, alongside two add'l bedrooms & full bath. Generous 3-car g currently being used as a gym (712 sq ft) with heat and C/A.
27 Walnut Pl, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 4,232 sqft single-family home in High Street Hill, built in 1994. It last sold for $3,950,000 on Aug 1, 2025 (6% below the $4,188,000 asking price). It is currently off market. The Trulia Estimate is $4,076,400, with a rent estimate of $7,615/month.
Last check for updates: about 17 hours ago
Listed by Jamie Genser, (617) 515-5152
Coldwell Banker Realty - Brookline, (617) 731-2447
Bought with: Hilary Maddox Team, (617) 921-2097, Compass, (617) 752-6845
Source: MLS PIN, MLS#73356699

Home Details for 27 Walnut Pl

Interior Features

Interior Details
Basement: Full,Partially Finished,Walk-Out AccessNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4232 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater, Dishwasher, Disposal, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: Second FloorRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Flooring: Tile, Carpet, Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood
View
Has a ViewView: Scenic View(s)
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioExterior: Patio, Professional Landscaping, Sprinkler System, Stone WallFoundation: OtherSprinkler System
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 4No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 7Parking: Detached,Heated Garage,Paved Drive,Off Street
Frontage
Road Frontage: Private RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3213Finished Area (below surface): 1019

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape,Contemporary
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: See AgentParcel Number: B:308 L:0012 S:0000, 40741

Price & Status

Price
List Price: $4,188,000
Status Change & Dates
Off Market Date: Fri Jun 27 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: BrooklineCommunity: Pill Hill Historic District
School Information
Elementary School: LincolnHigh School: Brookline High

Building

Building Area
Building Area: 4232 Square Feet

Community

Community Features: Public Transportation, Walk/Jog Trails, Medical Facility, Highway Access, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.96 acres

Miscellaneous

BasementMls Number: 73356699Above Grade Unfinished Area: 3213

Additional Information

Public TransportationWalk/Jog TrailsMedical FacilityHighway AccessPublic SchoolT-StationUniversity

Price and Tax history

DateEventPrice
Aug 1, 2025
Source: MLS PIN #73356699
Sold
$3,950,000
Jun 5, 2025
Source: MLS PIN #73356699
PriceChange
$4,188,000
Price decreased by 7%
Apr 21, 2025
Source: MLS PIN #73356699
PriceChange
$4,488,000
Price decreased by 6%
Apr 9, 2025
Source: MLS PIN #73356699
Listed For Sale
$4,788,000
Jul 16, 2015
Source: N/A
Sold
$2,750,000

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

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

What Locals Say about High Street Hill

At least 31 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 88 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 63 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say it's quiet

  • 46 % Say there's wildlife

  • 45 % Say parking is easy

  • 42 % Say yards are well-kept

  • 40 % Say car is needed

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

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 27 Walnut Pl

  • What is 27 Walnut Pl estimated to be worth?
    Trulia's estimated value for 27 Walnut Pl in Brookline, MA is $4,076,400.
  • What is the price history for 27 Walnut Pl?
    27 Walnut Pl in Brookline, MA last sold for $3,950,000 in August 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 Walnut Pl have air conditioning?
    Yes, 27 Walnut Pl in Brookline, MA has air conditioning.
  • Does 27 Walnut Pl have laundry facilities?
    Yes, 27 Walnut Pl in Brookline, MA has in-unit laundry.

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