208 Winthrop Rd, Brookline, MA 02445
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OFF MARKET
  • 2 Beds
  • 1 Bath

208 Winthrop Rd, Brookline, MA 02445

Aspinwall Hill

Home Highlights

Apartment

Local Information

  • Map ViewExplore the area around 208 Winthrop Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Works as a cozy 2 bedroom or spacious 1 bed apartment! Lovely Washington Square apartment by the C Line. Easy walking distance to restaurants, delis, coffee shops, and Star Market.

Heat and Hot Water are included in the rent!

Unit has a dishwasher!

Available Now
208 Winthrop Rd, Brookline, MA 02445 is a 2 bedroom, 1 bathroom apartment in Aspinwall Hill. It last sold for $5,250,000 on Aug 31, 2004 (194,344% above the $2,700 asking price). More recently, it was listed as a rental in February 2023 with an asking price of $2,600 per month. That rental listing was removed on February 23, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $3,334/month.

Home Details for 208 Winthrop Rd

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
Dishwasher

Comparable Sales for 208 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Westbourne Ter #3, Brookline, MA
0.18
Apartment
$580,000
10/30/25
2
1
876 sqft
106 Westbourne Ter #2, Brookline, MA
0.28
Apartment
$3,150,000
10/22/25
3
2
2,044 sqft
1824 Beacon St #5, Brookline, MA
0.40
Apartment
$1,187,500
10/07/25
2
1
850 sqft
369 Tappan St #12, Brookline, MA
0.08
Apartment
$500,000
10/17/25
1
1
678 sqft
106 Westbourne Ter #1, Brookline, MA
0.28
Apartment
$1,650,000
10/22/25
2
2
1,470 sqft
36 Bellvista Rd #14, Brighton, MA
0.54
Apartment
$550,000
09/04/26
2
1
890 sqft
194 A Allston St #2, Boston, MA
0.60
Apartment
$590,000
10/29/25
2
1
935 sqft
1564 Commonwealth Ave #6, Brighton, MA
0.48
Apartment
$350,000
07/30/26
1
1
650 sqft
230 Washington St, Brighton, MA
0.87
Apartment
$1,192,000
05/29/26
2
1
999 sqft
1865 Beacon St #1A, Brookline, MA
0.50
Apartment
$900,000
11/14/25
3
2
1,226 sqft
Home facts updated by county records

Nearby homes

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Rental Market Trends in Aspinwall Hill

Last updated Sep 2026
Trulia Rent Estimate$3,334/mo
Average rent
$4.35K
$60MoM
Available listings
150
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
Feb 23, 2023
Source: Zillow Rentals
ListingRemoved
Feb 2, 2023
Source: Zillow Rentals
Listed For Rent
$2,600
Jun 1, 2022
Source: Zillow Rental Network Premium
ListingRemoved
May 16, 2022
Source: Zillow Rental Network Premium
Listed For Rent
$2,100
May 5, 2022
Source: Zillow Rental Network_1
ListingRemoved

Frequently asked questions about 208 Winthrop Rd

  • What is the price history for 208 Winthrop Rd?
    208 Winthrop Rd in Brookline, MA last sold for $5,250,000 in August 2004.
  • 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 208 Winthrop Rd?
    The closest schools to 208 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).

Homes for rent near 208 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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