OFF MARKET

Off Market Sep 2020 for $2.1M

$2,285,141

•

1,941

sq ft

158 Winthrop Rd #4, Brookline, MA 02466

About this home

Single level Penthouse with walk up roof deck. These luxury elevator access condominiums will be set in the heart of Washington Square, under 1/4 mile to the T, restaurants, shops and grocery store, convenient to the Longwood Medical area. 2 garage parking spaces, private outdoor space, in-unit laundry and elevator access, private storage. Designed for modern living, the living spaces are open with high-end kitchens, spacious living rooms and airy dining rooms. Every unit features a secluded master bedroom suite with a walk-in closet and en suite bathroom with radiant heat. The additional bedrooms have excellent closet space. Unit 4 includes direct elevator access, a private deck accessible from the living room and master suite, plus a private 572 square foot roof deck. This is a rare chance to acquire a completely new residence in a top North Brookline location while avoiding the noise and congestion of a main street. Planned delivery early 2020.

CondoProperty Type

2019Year Built

$1,177Est. Price/Sq.Ft.

2 car garageParking

Listed by Matt Montgomery Group • Compass

Bought with Irene Kerzner • Hammond Residential Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #72542500

Redfin Estimate

$2,285,141

$185K since sold in September 2020$51K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 58.5% higher than the average sale price ($1.44M) of 6 comparable homes.

SOLD JUL 27, 2026
$1,550,000
A
3 beds2.5 baths1,929 sq ft
48 Regent Cir #48, Brookline, MA 02445
SOLD JUL 15, 2026
$1,550,000
B
3 beds2 baths1,664 sq ft
1731 Beacon St #1403, Brookline, MA 02445
SOLD AUG 10, 2026
$1,389,000
C
2 beds2.5 baths1,221 sq ft
1601 Beacon St #302, Brookline, MA 02446
SOLD JUN 1, 2026
$1,929,000
D
3 beds2 baths2,040 sq ft
227 Summit Unit E-405, Brookline, MA 02446
SOLD JUN 12, 2026
$881,000
E
3 beds2 baths1,218 sq ft
1731 Beacon St #4, Brookline, MA 02445
SOLD AUG 7, 2026
$1,350,000
F
3 beds2 baths2,012 sq ft
63 Winthrop Rd #1, Brookline, MA 02445

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Earn from this home

Sell

$687,889

Est. take-home

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Rent

$5,094/mo

Redfin rental estimate

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Market trends in 02445, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.1% MoM

Median sale price

$1.2M

$85K MoM

Avg. days on market

30d

9 days MoM

Recently sold homes

7 MoM

New listings for sale

$998,000
2 beds2 baths1,218 sq ft
1731 Beacon St #402, Brookline, MA 02445
$859,000
3 beds1.5 baths1,233 sq ft
124 Chestnut St #1, Brookline, MA 02445
$2,895,000
7 beds3.5 baths4,805 sq ft
71 Addington Rd, Brookline, MA 02445
$2,200,000
9 beds3 baths4,364 sq ft
26 Parkway Rd, Brookline, MA 02445
EARLY ACCESS
Unknown
5 beds6 baths3,539 sq ft
291 Tappan St, Brookline, MA 02445
$1,495,000
3 beds2 baths1,759 sq ft
12 Kilsyth Rd #3, Brookline, MA 02445
$560,000
1 bed1 bath860 sq ft
77 Pond Ave #509, Brookline, MA 02445
$2,999,000
4 beds3.5 baths3,265 sq ft
52 Clinton Rd, Brookline, MA 02445
3D WALKTHROUGH
$6,495,000
9 beds7.5 baths8,619 sq ft
372 Warren St, Brookline, MA 02445
See all

Provided by Redfin

Sale history for 158 Winthrop Rd #4

Tax history for 158 Winthrop Rd #4

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Sq. Ft.

1,940

Year built

2019

Style

Condo/Co-op

County

Norfolk County

APN

5163144

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
# of Garage Spaces: 2
# of Covered Spaces: 2
AttachedGarageYN: Yes
Parking Features: Attached, Under, Assigned

Interior

Master Bedroom Information
Level: First
Features: Bathroom - Full,Closet - Linen,Walk-In Closet(s),Flooring - Hardwood,Balcony / Deck

Bedroom #2 Information
Level: First
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: First
Features: Walk-In Closet(s),Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Full,Flooring - Marble,Countertops - Stone/Granite/Solid,Double Vanity

Bathroom #2 Information
Level: First
Features: Bathroom - Full,Flooring - Marble,Countertops - Stone/Granite/Solid

Bathroom #3 Information
Level: First
Features: Bathroom - Half,Flooring - Marble,Countertops - Stone/Granite/Solid

Living Room Information
Level: First
Features: Flooring - Hardwood,Balcony / Deck

Dining Room Information
Level: First

Kitchen Information
Level: First
Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Open Floorplan,Stainless Steel Appliances

Basement Information
Basement: N

Laundry Information
Laundry Features: First Floor, In Unit, Electric Dryer Hookup, Washer Hookup

Interior Features
# of Rooms (Total): 5

Exterior

Building Information
Building Area (Total): 1,941
Construction Materials: Frame
StructureType: Low-Rise
Stories (Total): 1
Year Built Source: Builder
Year Built Details: To Be Built,Under Construction
Lead Paint: None

Exterior Features
Roof: Rubber
Patio And Porch Features: Deck, Deck - Roof
Exterior Features: Deck, Deck - Roof

Property Information
PropertySubType: Condominium
Entry Level: 3
Entry Location: Unit Placement(Upper)

Financial

Tax Information
Tax Year: 2018

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Natural Gas
Cooling: Central Air

Location

HOA Information
Association Fee: $287.58
Association Fee Frequency: Monthly
Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash
Association Amenities: Elevator(s)

Location Information
Directions: On Winthrop; side street south of Beacon Street in Washington Square. DO NOT WALK SITE!
UnparsedAddress: 158 Winthrop Road # 4, Brookline MA 02466

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Medical Facility, Public School, T-Station

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 1,940
Stories: 1.0
Lot Size: —
Style: Condo/Co-op
Year Built: 2019
Year Renovated: —
County: Norfolk County
APN: 5163144

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Michael Driscoll School

Public K-8 • Assigned • 0.2mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.5mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
152 deals
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Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

58% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Brookline, MA • 02466

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.17M – $2.63M

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Nearby similar homes

$998,000

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EARLY ACCESSCOMPASS COMING SOON

Unknown

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3 beds2 baths1,759 sq ft

12 Kilsyth Rd #3, Brookline, MA 02445

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3D WALKTHROUGH

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Home values near 158 Winthrop Rd #4

Data from public records.

Address	Redfin Estimate
168 Winthrop Rd, Brookline, MA 26 Beds \| 16 Baths \| 11286 Sq. Ft.	—
152 Winthrop Rd Apt 1, Brookline, MA 3 Beds \| 2.5 Baths \| 2018 Sq. Ft.	$1,467,139

Address	Redfin Estimate
164 Winthrop Rd, Brookline, MA 9 Beds \| 3 Baths \| 5529 Sq. Ft.	—
152 Winthrop Rd Apt 2, Brookline, MA 4 Beds \| 4 Baths \| 3437 Sq. Ft.	$2,231,918

Address	Redfin Estimate
158 Winthrop Rd, Brookline, MA 5 Beds \| 3.5 Baths \| 4152 Sq. Ft.	$3,169,194
158 Winthrop Rd Apt 2, Brookline, MA 3 Beds \| 2.5 Baths \| 2051 Sq. Ft.	$2,124,805

Property information provided by MLS PIN when last listed in 2019. This data may not match . Learn more.

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