58 Allerton St, Brookline, MA 02445
OFF MARKET

58 Allerton St
Brookline, MA 02445

High Street Hill
  • 5 Beds
  • 3.5 Baths
  • 3,782 sqft

$3,192,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $19,083/mo*
Refinance Your Home

$3,192,500

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $19,083/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,782 sqft

Home Value

Trulia Estimate
$3.19M
Since last month
Decreased$28K (-0.9%)
Since last year
Decreased$3K (-0.1%)
Since last sale
Increased$2M (+122.8%)
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 +69% in the last 10 years
MonthEstimated value
2026
August 2026$3.18M
July 2026$3.22M
June 2026$3.21M
May 2026$3.26M
April 2026$3.24M
March 2026$3.17M
February 2026$3.06M
January 2026$2.98M
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
14 Irving St, Brookline, MA
0.19
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.05
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
209 High St, Brookline, MA
0.39
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
236 Walnut St, Brookline, MA
0.36
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
157 Aspinwall Ave, Brookline, MA
0.52
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
157 Aspinwall Ave, Brookline, MA
0.53
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
12 Zamora St, Boston, MA
0.52
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
50 Waverly St, Brookline, MA
0.45
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
43 Waverly St, Brookline, MA
0.44
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
71 Greenough St, Brookline, MA
0.65
Single-Family Home
$3,019,999
04/03/26
4
3
3,422

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
99 Pond Ave #202, Brookline, MA 02445
0.05
$606,100
1
1
870
Off Market
99 Pond Ave #220, Brookline, MA 02445
0.05
$775,100
2
2
1,300
Off Market
99 Pond Ave #402, Brookline, MA 02445
0.05
$519,900
1
1
870
Off Market
99 Pond Ave #409, Brookline, MA 02445
0.05
$550,000
1
1
870
Recently Sold
99 Pond Ave #417, Brookline, MA 02445
0.05
$1,100,000
3
2
1,590
For Sale
99 Pond Ave #501, Brookline, MA 02445
0.05
$665,000
2
2
1,090
For Sale
99 Pond Ave #514, Brookline, MA 02445
0.05
$555,300
1
1
870
Off Market
99 Pond Ave #520, Brookline, MA 02445
0.05
$849,000
2
2
1,300
For Sale
99 Pond Ave #D-608, Brookline, MA 02445
0.05
$510,000
1
1
765
Recently Sold
99 Pond Ave #214, Brookline, MA 02445
0.04
$582,900
1
1
870
Off Market
99 Pond Ave #303, Brookline, MA 02445
0.04
$585,500
1
1
870
Off Market
99 Pond Ave #318, Brookline, MA 02445
0.04
$795,200
2
2
1,300
Off Market

Local Information

  • Map ViewExplore the area around 58 Allerton St.
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Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1898
Living Area
3,782 sqft
Price/Sqft
$844

About this House

Pill Hill Historic Dist. "The Roland Hayes House" Arch. J.E.Chandler. Unique living room with grand staircase, columns, gorgeous wood floors and built-ins. Step-up DR alcove w/fireplace. Sunny eat-in chef's kitchen with custom cab./Thermodore/Wolfe/granite counters with direct access to deck, bluestone patio & lovely level yard. Large family room w/ frplc. opens to sun porch. 2nd floor has 4 corner BRs, hallway/MBR remodeled bath, one BR w/ remodeled en suite bath. Flexible use third flr. w/ BR, office, sitting area, bath and kitchenette. Two zone central AC and gas heating. Enjoy Olmsted Park and access to the Brook House pool. Close to T, village, and Med. area.

New roof in 2018.
58 Allerton St, Brookline, MA 02445 is a 5 bedroom, 4 bathroom, 3,782 sqft single-family home in High Street Hill, built in 1898. It last sold for $1,428,000 on Jul 18, 2011. It is currently off market. The Trulia Estimate is $3,192,500, with a rent estimate of $7,107/month.

Home Details for 58 Allerton St

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room, Workshop, Sun RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenLawnPatioPorchSprinkler System
Pool
Pool
Parking & Garage
Parking Spaces: 3Parking: Off Street

Property Information

Year Built
Year Built: 1898Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6618 sqft

Price and Tax history

DateEventPrice
Jul 18, 2011
Source: N/A
Sold
$1,428,000
Apr 27, 2011
Source: Agent Provided
Listed For Sale
$1,449,000
Oct 31, 1988
Source: N/A
Sold
$352,500

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
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

Apartments for Rent

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Explore by feature - Pet Friendly

337 pet-friendly rentals in Brookline, MA

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Explore by feature - Air Conditioning

577 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Homes for sale near 58 Allerton St

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Off Market Homes Near 58 Allerton St

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Frequently asked questions about 58 Allerton St

  • What is 58 Allerton St estimated to be worth?
    Trulia's estimated value for 58 Allerton St in Brookline, MA is $3,192,500.
  • What is the price history for 58 Allerton St?
    58 Allerton St in Brookline, MA last sold for $1,428,000 in July 2011.
  • 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 58 Allerton St have air conditioning?
    Yes, 58 Allerton St in Brookline, MA has air conditioning.
  • Does 58 Allerton St have a pool?
    Yes, 58 Allerton St in Brookline, MA has a pool.