69 Winthrop Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

69 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 2.5 Baths
  • 1,909 sqft

$1,691,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,074/mo*
Refinance Your Home

$1,691,300

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $10,074/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,909 sqft

Home Value

Trulia Estimate
$1.69M
Since last month
Decreased$22K (-1.3%)
Since last year
Increased$80K (+5%)
Since last sale
Increased$436K (+34.9%)
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 +35% in the last 10 years
MonthEstimated value
2026
August 2026$1.69M
July 2026$1.71M
June 2026$1.71M
May 2026$1.73M
April 2026$1.68M
March 2026$1.68M
February 2026$1.62M
January 2026$1.58M
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
63 Winthrop Rd #1, Brookline, MA
0.01
Condo
$1,350,000
08/07/26
3
2
2,012
4 Fairbanks St #2, Brookline, MA
0.10
Condo
$1,399,000
03/27/26
3
2
2,120
101 Winthrop Rd #1, Brookline, MA
0.07
Condo
$1,380,000
06/09/26
3
2
1,397
1521 Beacon St #1, Brookline, MA
0.15
Condo
$1,850,000
01/30/26
3
2.5
1,850
8 Colbourne Cres #3, Brookline, MA
0.07
Condo
$1,425,000
08/10/26
2
2
1,453
1471 Beacon St #3, Brookline, MA
0.23
Condo
$1,625,000
04/30/26
3
2
1,852
1471 Beacon St #7, Brookline, MA
0.23
Condo
$1,725,000
02/20/26
3
2
1,925
483 Washington St #1, Brookline, MA
0.26
Condo
$1,430,000
07/30/26
3
2
1,696
1588 Beacon St #2, Brookline, MA
0.23
Condo
$1,145,000
10/08/25
3
2
1,481
14 Claflin Rd #3, Brookline, MA
0.26
Condo
$1,325,000
06/11/26
3
2
1,520

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
63 Winthrop Rd #1, Brookline, MA 02445
0.01
$1,350,000
3
2
2,012
Recently Sold
57 Winthrop Rd #2, Brookline, MA 02445
0.02
$1,998,100
3
2.5
2,848
Off Market
79 Winthrop Rd, Brookline, MA 02445
0.03
$2,299,000
5
2
3,161
For Sale
111 University Rd, Brookline, MA 02445
0.03
$3,580,500
7
3.5
3,624
Off Market
51 Winthrop Rd #51, Brookline, MA 02445
0.04
-
4
2.5
2,237
Off Market
26 Colbourne Cres #1, Brookline, MA 02445
0.06
$3,469,700
3
2.5
2,541
Off Market
89 Winthrop Rd #3, Brookline, MA 02445
0.04
$1,448,000
3
2
1,817
Off Market
28 Colbourne Cres #U28, Brookline, MA 02445
0.06
$4,021,000
3
2.5
3,003
Off Market
12 Colbourne Cres #3, Brookline, MA 02445
0.06
$917,700
2
1
1,137
Off Market
12 Colbourne Cres #1, Brookline, MA 02445
0.06
$915,000
2
1.5
1,094
Recently Sold
97-103 University Rd, Brookline, MA 02445
0.06
$5,500,000
-
-
-
For Sale
8 Colbourne Cres #1, Brookline, MA 02445
0.07
$762,300
2
1
1,002
Off Market

Local Information

  • Map ViewExplore the area around 69 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1917
Living Area
1,909 sqft
Price/Sqft
$886
Parking
Garage

About this House

Renovated with the WOW factor. This spacious and spectacular two-level condo is Washington Square at it's finest. While maintaining the elegance of the original woodwork and details featured in the living room the rest of the main living level was opened up into a vibrant open floor plan with kitchen/family room/dining room space. Numerous updates include central air, built-in speakers, new electrical service. New 2014 picture windows take advantage of the great views towards the city. The kitchen, with Bosch appliances, now boasts a dedicated office area as well as a wet bar with filtered water and a wine cooler. The upper level features three roomy bedrooms including a master bedroom with an en suite bathroom and walk-in closet. Enjoy the outdoors on your private porch right off the living room or the common patio space right outside the backstairs. There is ample storage plus off-street, deeded parking for two cars including one garage space.
69 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 3 bathroom, 1,909 sqft condo in Aspinwall Hill, built in 1917. It last sold for $1,250,000 on Aug 3, 2016. It is currently off market. The Trulia Estimate is $1,691,300, with a rent estimate of $6,643/month.

Home Details for 69 Winthrop Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1917
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 2

Price and Tax history

DateEventPrice
Aug 3, 2016
Source: N/A
Sold
$1,250,000
May 27, 2016
Source: Agent Provided
Pending
$1,299,000
May 17, 2016
Source: Agent Provided
Listed For Sale
$1,299,000
Nov 20, 2012
Source: N/A
Sold
$772,200
Sep 14, 2012
Source: Agent Provided
Listed For Sale
$799,000

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

View nearby schools on GreatSchools
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Neighborhood Overview

Aspinwall Hill
See Local Highlights
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. "
    0
    Flag
  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
    0
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  • Billy W.
    "It has a public park at the very top of the hill."
    0
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  • Billy W.
    "I can either drive or take public transportation."
    0
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  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag
  • 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. "
    0
    Flag
  • Harumi T.
    "It is so nice to live here. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 69 Winthrop Rd

  • What is 69 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 69 Winthrop Rd in Brookline, MA is $1,691,300.
  • What is the price history for 69 Winthrop Rd?
    69 Winthrop Rd in Brookline, MA last sold for $1,250,000 in August 2016.
  • 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.

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