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

97 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 6 Beds
  • 4 Baths
  • 3,762 sqft

$2,632,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $15,736/mo*
Refinance Your Home

$2,632,600

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $15,736/mo*
Refinance Your Home
6 Beds
4 Baths
3,762 sqft

Home Value

Trulia Estimate
$2.63M
Since last month
Decreased$20K (-0.7%)
Since last year
Increased$196K (+7.9%)
Since last sale
Increased$1M (+73.2%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$2.67M
July 2026$2.69M
June 2026$2.7M
May 2026$2.68M
April 2026$2.63M
March 2026$2.61M
February 2026$2.54M
January 2026$2.47M
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
80 Mason Ter, Brookline, MA
0.29
Single-Family Home
$3,100,000
08/05/26
5
3.5
3,680
9 Greenough St, Brookline, MA
0.37
Single-Family Home
$2,050,500
01/15/26
6
3.5
2,104
333 Clark Rd, Brookline, MA
0.44
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
213 Gardner Rd, Brookline, MA
0.25
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
22 Windsor Rd, Brookline, MA
0.52
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845
54 Clark Rd, Brookline, MA
0.45
Single-Family Home
$2,325,000
07/24/26
7
4
4,544
24 Blake Rd, Brookline, MA
0.34
Single-Family Home
$2,850,000
04/08/26
4
2.5
3,377
323 Clark Rd, Brookline, MA
0.42
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
185 Tappan St, Brookline, MA
0.28
Single-Family Home
$4,350,000
09/08/25
5
5.5
3,593
21 Hancock Rd, Brookline, MA
0.30
Single-Family Home
$2,385,000
12/17/25
4
3
2,286

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
12 Colbourne Cres #3, Brookline, MA 02445
0.03
$917,700
2
1
1,137
Off Market
12 Colbourne Cres #1, Brookline, MA 02445
0.03
$915,000
2
1.5
1,094
Recently Sold
8 Colbourne Cres #1, Brookline, MA 02445
0.02
$746,500
2
1
1,002
Off Market
8 Colbourne Cres #3, Brookline, MA 02445
0.02
$1,425,000
2
2
1,453
Recently Sold
89 Winthrop Rd #3, Brookline, MA 02445
0.02
$1,438,900
3
2
1,817
Off Market
101 Winthrop Rd #1, Brookline, MA 02445
0.01
$1,380,000
3
2
1,397
Recently Sold
11 Colbourne Cres #1, Brookline, MA 02445
0.05
$1,221,900
3
2
1,760
Off Market
79 Winthrop Rd, Brookline, MA 02445
0.04
$2,299,000
5
2
3,161
For Sale
21 Colbourne Cres #1, Brookline, MA 02445
0.06
$1,636,400
3
5.5
3,496
Off Market
26 Colbourne Cres #1, Brookline, MA 02445
0.07
$3,440,500
3
2.5
2,541
Off Market
97-103 University Rd, Brookline, MA 02445
0.02
$5,500,000
-
-
-
For Sale
28 Colbourne Cres #U28, Brookline, MA 02445
0.07
$4,021,000
3
2.5
3,003
Off Market

Local Information

  • Map ViewExplore the area around 97 Winthrop Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Year Built
1898
Living Area
3,762 sqft
Price/Sqft
$700
Parking
Garage

About this House

Located on a tree-lined street in Washington Square, this eleven room townhouse offers beautiful antique interior detail paired with thoughtful architect designed restoration and renovation. Great alternative for a single family home. There is outdoor on every level of the home. The kitchen, which opens to a deck, has a Wolf cooktop, a built-in refrigerator, Bosch dishwasher, a Fisher/Paykel dishwasher drawer, double Thermador ovens and two sinks. Living and dining rooms offer magnificent period detail. Master bedroom has ample closet space and a luxurious master bathroom with city views. There are six bedrooms in the house. Third floor roof deck offers spectacular city views. A well conceived family room on the lower level opens to a private deck and enclosed rear yard. The systems throughout are updated with four heating zones and three A/C zones. Blocks to Washington Square, MBTA Green Line, shops and schools. A wonderful residence in a fabulous location.
97 Winthrop Rd, Brookline, MA 02445 is a 6 bedroom, 4 bathroom, 3,762 sqft unknown in Aspinwall Hill, built in 1898. It last sold for $1,540,000 on Sep 16, 2014. It is currently off market. The Trulia Estimate is $2,632,600, with a rent estimate of $8,030/month.

Home Details for 97 Winthrop Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1898
Property Type / Style
Property Type: UnknownArchitecture: Other

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Sep 16, 2014
Source: N/A
Sold
$1,540,000
Jun 3, 2014
Source: Agent Provided
Listed For Sale
$1,550,000
Jul 16, 1991
Source: N/A
Sold
$298,000
Jul 15, 1988
Source: N/A
Sold
$357,500

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

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

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 97 Winthrop Rd

  • What is 97 Winthrop Rd estimated to be worth?
    Trulia's estimated value for 97 Winthrop Rd in Brookline, MA is $2,632,600.
  • What is the price history for 97 Winthrop Rd?
    97 Winthrop Rd in Brookline, MA last sold for $1,540,000 in September 2014.
  • 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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