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

100 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 1 Bath

$1,288,200

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $7,779/mo*
Refinance Your Home

$1,288,200

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $7,779/mo*
Refinance Your Home
3 Beds
1 Bath

Local Information

  • Map ViewExplore the area around 100 Winthrop Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family

About this House

This three bedroom Brookline apartment features:

- Heat and hot water included in rent
- High ceilings
- Eat-in kitchen
- Hardwood floors
- Great natural light throughout
- Cat OK!
- Laundry in building!
- Parking available for rent
- Quick walk to C line!

Available 9/1

Web Reference: 62740
Call or email today to schedule a viewing!
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Inbound Real Estate
896 Beacon St, Side Entrance
617-266-0403
apts@inboundre.com
100 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 1 bathroom multi-family in Aspinwall Hill. More recently, it was listed as a rental in April 2015 with an asking price of $3,000 per month. That rental listing was removed on April 30, 2015. It is currently off market. The Trulia Estimate is $1,288,200, with a rent estimate of $3,740/month.

Home Details for 100 Winthrop Rd

Property Information

Property Type / Style
Property Type: Multi Family

Price History for 100 Winthrop Rd

DatePriceEventSource
04/30/2015$3,000ListingRemovedAgent Provided
04/22/2015$3,000Listed For RentAgent Provided
05/19/2013$2,300ListingRemovedAgent Provided
04/10/2013$2,300Listed For RentAgent Provided

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 100 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1572 Beacon St, Brookline, MA
0.20
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
77 Park St #1, Brookline, MA
0.44
Multi-Family Home
$1,550,000
06/26/26
2
2
2,250
589-591 Washington St, Brookline, MA
0.15
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
9 Searle Ave, Brookline, MA
0.51
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
255 Tappan St, Brookline, MA
0.24
Multi-Family Home
$2,820,000
12/23/25
7
5
4,171
19-21 Elm St, Brookline, MA
0.55
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
126 Westbourne Ter, Brookline, MA
0.50
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
235-237 Corey Rd, Brighton, MA
0.57
Multi-Family Home
$1,200,000
08/27/25
5
2
2,808
15 Garrison Rd, Brookline, MA
0.22
Multi-Family Home
$3,050,000
08/08/25
9
8.5
5,150
65 Atherton Rd, Brookline, MA
0.47
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277

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Assigned Schools

These are the assigned schools for 100 Winthrop Rd.
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
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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."
    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
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  • Harumi T.
    "It is so nice to live here. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

355 pet-friendly rentals in Brookline, MA

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Homes for sale near 100 Winthrop Rd

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Off Market Homes Near 100 Winthrop Rd

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