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

166 Winthrop Rd #2
Brookline, MA 02445

Aspinwall Hill
  • 2 Beds
  • 1 Bath
2 Beds
1 Bath

Local Information

  • Map ViewExplore the area around 166 Winthrop Rd #2.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Apartment

About this House

Available now or February 1.

Great unit, sunny, very nicely decorated and updated.
Heat and water are included
Laundry in the building
Porch
The move in costs are 1st month's rent, last month's rent and the broker's fee.
166 Winthrop Rd #2, Brookline, MA 02445 is a 2 bedroom, 1 bathroom apartment in Aspinwall Hill. More recently, it was listed as a rental in January 2026 with an asking price of $3,000 per month. That rental listing was removed on February 12, 2026. It is currently off market. The Trulia Estimate rent is $3,437/month.

Home Details for 166 Winthrop Rd #2

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: Contact For DetailsAvailable: now

Price History for 166 Winthrop Rd #2

DatePriceEventSource
02/12/2026$3,000ListingRemovedZillow Rentals
01/07/2026$3,000Listed For RentZillow Rentals
12/31/2025$3,000ListingRemovedZillow Rentals
11/10/2025$3,000Listed For RentZillow Rentals
09/09/2025$3,200ListingRemovedZillow Rentals
02/21/2025$3,200PriceChange
Zillow Rentals
11/08/2024$3,000Listed For RentZillow Rentals
09/05/2024$3,000ListingRemovedZillow Rentals
04/10/2024$3,000Listed For RentZillow Rentals

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Comparable Sales for 166 Winthrop Rd #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 Westbourne Ter #3, Brookline, MA
0.17
Apartment
$580,000
10/30/25
2
1
876
369 Tappan St #12, Brookline, MA
0.17
Apartment
$500,000
10/17/25
1
1
678
1824 Beacon St #5, Brookline, MA
0.48
Apartment
$1,187,500
10/07/25
2
1
850
311 Allston St #11, Brighton, MA
0.54
Apartment
$460,000
04/29/26
2
1
-
106 Westbourne Ter #1, Brookline, MA
0.34
Apartment
$1,650,000
10/22/25
2
2
1,470
108 Columbia St #1, Brookline, MA
0.57
Apartment
$877,500
04/30/26
2
1.5
1,206
239 Kelton St #41, Allston, MA
0.58
Apartment
$438,000
06/22/26
2
1
690
194 A Allston St #2, Boston, MA
0.64
Apartment
$590,000
10/29/25
2
1
935
106 Westbourne Ter #2, Brookline, MA
0.34
Apartment
$3,150,000
10/22/25
3
2
2,044
120 Sutherland Rd #7, Brighton, MA
0.69
Apartment
$530,000
09/02/25
2
1
650
Home facts updated by county records

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Assigned Schools

These are the assigned schools for 166 Winthrop Rd #2.
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. "
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  • 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."
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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
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 166 Winthrop Rd #2

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Off Market Homes Near 166 Winthrop Rd #2

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