152 Winthrop Rd #2, Brookline, MA 02445
OFF MARKET

152 Winthrop Rd #2
Brookline, MA 02445

Aspinwall Hill
  • 4 Beds
  • 4 Baths
  • 3,437 sqft

$2,452,600

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $12,508/mo*

$2,452,600

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $12,508/mo*
4 Beds
4 Baths
3,437 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Ultra-spacious, super-sunny Wash Sq 4BR/4BA upper duplex has it all - a great SF alternative! Gut renovated in 2013, it offers exceptional living space + 3 decks, exclusive-use backyard & 2 off-street parking. Private entrance w/ marble foyer is the entre to nearly 3500sf of open concept living space with expansive rooms, lovely contemporary architectural details, cherry hardwood flooring, and windows galore. Grand chefs kitchen has a Subzero, two wall ovens and Gaggenau Professional Series five-burner stove perfect for entertaining & family living. Wide open kitchen, dining and living room + a sizable family/play room and bath compete the main floor. Marble baths throughout, and elegant master suite features a large walk-in closet, office nook, and en-suite bath with steam shower. The home has 2 FPs, surround sound wiring, 3 zones of heating/cooling & plenty of in-unit/bsmt storage. Walk to T, parks, shops & restaurants of Wash Sq, Driscoll, BHS, easy access to Longwood Medical.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 152 Winthrop Rd #2

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Office
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Space: 1Parking: Off Street

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Condo

Community

Units in Building: 1

Price History for 152 Winthrop Rd #2

DatePriceEventSource
06/23/2017$1,870,000Sold
N/A
05/02/2017$1,795,000PendingAgent Provided
04/26/2017$1,795,000Listed For SaleAgent Provided
12/15/2015$960,300Sold
N/A
09/24/2014$1,510,000Sold
N/A
07/30/2014$1,589,000PendingAgent Provided
06/19/2014$1,589,000PriceChange
Agent Provided
05/31/2014$1,689,000PriceChange
Agent Provided
05/15/2014$1,745,000PriceChange
Agent Provided
04/30/2014$1,759,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28
MoM
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Property Tax and Assessment

Year2025
Tax$19,095
Assessment$1,934,700
Home facts updated by county records

Comparable Sales for 152 Winthrop Rd #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Condo
$2,100,000
05/08/26
4
3
3,003
0.09
Condo
$2,850,000
04/17/26
5
3.5
3,250
0.06
Condo
$3,265,000
05/01/26
4
3.5
2,605
0.06
Condo
$1,700,000
08/08/25
3
2.5
2,003
0.21
Condo
$2,450,000
06/16/25
4
4
2,262
0.14
Condo
$1,495,000
06/25/25
4
2.5
1,822
0.06
Condo
$1,895,000
06/18/25
3
2.5
1,410
0.12
Condo
$1,550,000
09/01/25
6
2
3,377
0.21
Condo
$1,840,000
06/27/25
3
2.5
2,252
0.44
Condo
$2,150,000
02/03/26
4
4
2,925

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Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Aspinwall Hill

  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
  • Billy W.
    "It has a public park at the very top of the hill."
  • Billy W.
    "I can either drive or take public transportation."
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
  • Jessicalmartin
    "Beautiful and quiet streets, shops, near to the T. Gorgeous in the snow! A really lovely place to live, I’ve been here about 3 years so far. "
  • Harumi T.
    "It is so nice to live here. "

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152 Winthrop Rd #2, Brookline, MA 02445 is a 4 bedroom, 4 bathroom, 3,437 sqft condo built in 1900. 152 Winthrop Rd #2 is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 152 Winthrop Rd #2 was last sold on Jun 23, 2017 for $1,870,000. The current Trulia Estimate for 152 Winthrop Rd #2 is $2,452,600.