96 Winthrop Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET
  • 3 Beds
  • 1 Bath
  • 999 sqft
  • 3 Beds
  • 1 Bath
  • 999 sqft

96 Winthrop Rd, Brookline, MA 02445

Aspinwall Hill

Home Highlights

Property Type
Apartment
Living Area
999 sqft

Local Information

  • Map ViewExplore the area around 96 Winthrop Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Large & Beautiful 3 Bed!
9/1/26 Listing
No Fee!

3 Large Bedrooms!
Large Living Room!
Eat in Kitchen!

Deck
Free Laundry!
Parking for Rent
Dishwasher
Heat & Hot Water Included!

Sunny
Hardwood Floors

9/1/26 Listing
No Fee!
Call Today for a Tour!

Michael Swann Real Estate

12 Months from 9/1/26
96 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 1 bathroom, 999 sqft apartment in Aspinwall Hill. More recently, it was listed as a rental in May 2026 with an asking price of $4,200 per month. That rental listing was removed on June 20, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $3,844/month.

Home Details for 96 Winthrop Rd

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 96 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Westbourne Ter #3, Brookline, MA
0.26
Apartment
$580,000
10/30/25
2
1
876 sqft
441 Washington St #5, Brookline, MA
0.39
Apartment
$999,999
06/01/26
3
2
1,541 sqft
369 Tappan St #12, Brookline, MA
0.34
Apartment
$500,000
10/17/25
1
1
678 sqft
108 Columbia St #1, Brookline, MA
0.61
Apartment
$877,500
04/30/26
2
1.5
1,206 sqft
1824 Beacon St #5, Brookline, MA
0.64
Apartment
$1,187,500
10/07/25
2
1
850 sqft
49 Harvard Ave #4, Brookline, MA
0.45
Apartment
$974,000
06/15/26
1
1
700 sqft
106 Westbourne Ter #2, Brookline, MA
0.47
Apartment
$3,150,000
10/22/25
3
2
2,044 sqft
194 A Allston St #2, Boston, MA
0.74
Apartment
$590,000
10/29/25
2
1
935 sqft
13 Linden St #8, Brookline, MA
0.74
Apartment
$714,474
01/23/26
2
1
1,088 sqft
20 Saint Paul St #2, Brookline, MA
0.66
Apartment
$400,000
10/14/25
2
1
703 sqft
Home facts updated by county records

Nearby homes

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Rental Market Trends in Brookline

Last updated Sep 2026
Trulia Rent Estimate$3,844/mo
Average rent
$3.98K
$220MoM
Available listings
1807
View rental market trends in Brookline, MA

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
    Flag
  • Billy W.
    "It has a public park at the very top of the hill."
    0
    Flag
  • Billy W.
    "I can either drive or take public transportation."
    0
    Flag
  • 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

Price and Tax history

DateEventPrice
Jun 20, 2026
Source: Zillow Rentals
ListingRemoved
$3,900
Jun 12, 2026
Source: Zillow Rentals
PriceChange
$3,900
Price decreased by 7%
May 21, 2026
Source: Zillow Rentals
Listed For Rent
$4,200
Feb 6, 2026
Source: Zillow Rentals
ListingRemoved
$4,100
May 15, 2025
Source: Zillow Rentals
Listed For Rent
$4,100

Frequently asked questions about 96 Winthrop Rd

  • 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.
  • What are the closest schools to 96 Winthrop Rd?
    The closest schools to 96 Winthrop Rd in Brookline, MA are Brookline High School (rated 8/10), John D Runkle School (Pre-K/Elementary/Middle, rated 8/10), Michael Driscoll School (Elementary/Middle, rated 9/10).
  • Does 96 Winthrop Rd have parking?
    Yes, 96 Winthrop Rd in Brookline, MA has on-site parking.

Homes for rent near 96 Winthrop Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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