149 Winthrop Rd #3, Brookline, MA 02445
Property image
Property image
OFF MARKET

149 Winthrop Rd #3
Brookline, MA 02445

Aspinwall Hill
  • 2 Beds
  • 1 Bath
  • 935 sqft

$803,400

Trulia Estimate
as of Jul 6, 2026

$803,400

Trulia Estimate
as of Jul 6, 2026
2 Beds
1 Bath
935 sqft

Local Information

  • Map ViewExplore the area around 149 Winthrop Rd #3.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Move right in to this impeccable two bedroom 1st floor level home with exposure on three sides. Enter to columned foyer leading to sunny bow front living room and separate dining. Hardwood floors, recessed lighting and high ceilings throughout. Contemporary eat-in kitchen with two windows and plenty of cabinet and counter space. Spacious bedroom with large walk-in closet. Also full size laundry, smaller 2nd bedroom or home office with large, custom built in bed with huge storage drawers under and two additional closets. Exclusive parking in paved driveway right outside the front door. Just steps from Green lines C & D, and the many fine shops and restaurants of Washington Square. Very close to Longwood Medical.
149 Winthrop Rd #3, Brookline, MA 02445 is a 2 bedroom, 1 bathroom, 935 sqft condo in Aspinwall Hill, built in 1925. It last sold for $727,000 on Jun 10, 2019. It is currently off market. The Trulia Estimate is $803,400, with a rent estimate of $3,272/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 149 Winthrop Rd #3

Interior Features

Heating & Cooling
Heating: OtherCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5
Appliances & Utilities
DishwasherDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Brick
Parking & Garage
Parking Space: 1Parking: Off Street

Property Information

Year Built
Year Built: 1925
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 24

Price History for 149 Winthrop Rd #3

DatePriceEventSource
06/10/2019$727,000Sold
N/A
05/08/2019$699,000PendingAgent Provided
04/30/2019$699,000Listed For SaleAgent Provided
08/13/2015$640,000Sold
N/A
06/18/2015$579,000Listed For SaleAgent Provided
05/24/2004$360,000Sold
LINK #36609
05/06/2003$350,000Sold
LINK #16565
06/29/1994$130,500Sold
N/A
11/13/1991$127,000Sold
N/A

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$6,903
Assessment$699,400
Home facts updated by county records

Comparable Sales for 149 Winthrop Rd #3

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
648 Washington St #7, Brookline, MA
0.10
Condo
$725,000
12/12/25
2
1
1,101
33 Westbourne Ter #4, Brookline, MA
0.21
Condo
$705,000
05/22/26
2
1
774
369 Tappan St #7, Brookline, MA
0.20
Condo
$780,000
10/31/25
2
1
1,195
1731 Beacon St #809, Brookline, MA
0.27
Condo
$722,500
10/24/25
2
1
997
1731 Beacon St #621, Brookline, MA
0.27
Condo
$785,000
08/01/25
2
1
1,016
1495 Beacon St #G, Brookline, MA
0.32
Condo
$699,000
06/04/26
2
1
962
94 Beaconsfield Rd #201, Brookline, MA
0.26
Condo
$587,000
01/30/26
2
1
897
1731 Beacon St #721, Brookline, MA
0.27
Condo
$850,000
04/10/26
2
1
1,016
16 Garrison Rd #5, Brookline, MA
0.09
Condo
$850,000
06/30/26
3
1
1,387
1768 Beacon St #33, Brookline, MA
0.38
Condo
$720,000
04/30/26
2
1
958

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Assigned Schools

These are the assigned schools for 149 Winthrop Rd #3.
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."
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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
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Apartments for Rent

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Off Market Homes Near 149 Winthrop Rd #3

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