285 Walnut St, Brookline, MA 02445
272W58dd0badbc313
272W58dd372e59d78
OFF MARKET

$1,515,000

Trulia Estimate
  • 4 Beds
  • 4 Baths

285 Walnut St, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $9,072/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.51M
Since last month
Decreased$63K (-4%)
Since last year
Decreased$76K (-4.7%)
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 +1% in the last 10 years
MonthEstimated value
2026
August 2026$1.52M
August 2026$1.52M
July 2026$1.58M
June 2026$1.55M
May 2026$1.53M
April 2026$1.81M
March 2026$1.96M
February 2026$1.35M
January 2026$1.67M
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
9 E Milton Rd, Brookline, MA
0.04
Multi-Family Home
$999,999
04/30/26
8
3
3,898
19-21 Elm St, Brookline, MA
0.26
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
106 Brook St, Brookline, MA
0.65
Multi-Family Home
$2,125,000
04/13/26
5
3.5
2,540
255 Tappan St, Brookline, MA
0.69
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
57-59 Day St, Jamaica Plain, MA
0.94
Multi-Family Home
$911,500
05/28/26
4
4
1,728
589-591 Washington St, Brookline, MA
0.71
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
1572 Beacon St, Brookline, MA
0.86
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
181 Harvard St, Brookline, MA
0.74
Multi-Family Home
$3,475,000
11/06/25
8
5
5,682
65-67 Halifax St, Jamaica Plain, MA
0.78
Multi-Family Home
$1,834,000
12/22/25
7
3
4,460
9 Oakview Ter, Jamaica Plain, MA
0.99
Multi-Family Home
$1,400,000
04/01/26
6
3.5
3,988

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
157 Cypress St #2, Brookline, MA 02445
0.05
$1,795,000
4
3.5
2,075
Recently Sold
9 E Milton Rd, Brookline, MA 02445
0.04
$999,999
8
3
3,898
Recently Sold
11 E Milton Rd, Brookline, MA 02445
0.04
$2,331,400
12
3
4,515
Off Market
153 Cypress St, Brookline, MA 02445
0.07
$2,385,300
6
3
3,158
Off Market
18 Milton Rd, Brookline, MA 02445
0.07
$1,962,200
6
3.5
3,895
Off Market
299 Walnut St #1, Brookline, MA 02445
0.05
$2,558,600
4
4.5
3,055
Off Market
17 Milton Rd, Brookline, MA 02445
0.05
$2,532,400
12
5
4,911
Off Market
20 E Milton Rd #3, Brookline, MA 02445
0.06
$942,700
3
2
1,300
Off Market
255 Walnut St #C, Brookline, MA 02445
0.06
$1,472,400
4
2
2,533
Off Market
195 Cypress St #3, Brookline, MA 02445
0.06
$1,351,000
3
2
1,766
Off Market
255 Walnut St #B, Brookline, MA 02445
0.07
$1,310,000
3
1.5
1,543
Recently Sold
195 Cypress St #2, Brookline, MA 02445
0.06
$984,600
3
2
1,174
Off Market

Local Information

  • Map ViewExplore the area around 285 Walnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Parking
Garage

About this House

This multi-family home is located at 285 Walnut St, Brookline, MA. 285 Walnut St is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 4 bedrooms and 4 bathrooms.
285 Walnut St, Brookline, MA 02445 is a 4 bedroom, 4 bathroom multi-family in High Street Hill. More recently, it was listed as a rental in April 2017 with an asking price of $5,500 per month. That rental listing was removed on June 1, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,515,000, with a rent estimate of $5,899/month.

Home Details for 285 Walnut St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher

Property Information

Property Type / Style
Property Type: Multi Family

Exterior Features

Exterior Home Features
Patio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Jun 1, 2017
Source: Agent Provided
ListingRemoved
$5,500
Apr 1, 2017
Source: Agent Provided
Listed For Rent
$5,500

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

Frequently asked questions about 285 Walnut St

  • What is 285 Walnut St estimated to be worth?
    Trulia's estimated value for 285 Walnut St in Brookline, MA is $1,515,000.
  • 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.
  • What do residents say about the High Street Hill neighborhood?
    Residents describe the High Street Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in High Street Hill, Brookline.
  • Does 285 Walnut St have laundry facilities?
    Yes, 285 Walnut St in Brookline, MA has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Apartments for Rent

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Off Market Homes Near 285 Walnut St

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Homes for sale near 285 Walnut St

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