69 Winthrop Rd, Brookline, MA 02445
OFF MARKET

69 Winthrop Rd
Brookline, MA 02445

Aspinwall Hill
  • 3 Beds
  • 2.5 Baths
  • 1,909 sqft

$1,732,100

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $8,855/mo*
Refinance Your Home

$1,732,100

Trulia Estimate
as of May 25, 2026
Est. Refi. Payment $8,855/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,909 sqft

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Renovated with the WOW factor. This spacious and spectacular two-level condo is Washington Square at it's finest. While maintaining the elegance of the original woodwork and details featured in the living room the rest of the main living level was opened up into a vibrant open floor plan with kitchen/family room/dining room space. Numerous updates include central air, built-in speakers, new electrical service. New 2014 picture windows take advantage of the great views towards the city. The kitchen, with Bosch appliances, now boasts a dedicated office area as well as a wet bar with filtered water and a wine cooler. The upper level features three roomy bedrooms including a master bedroom with an en suite bathroom and walk-in closet. Enjoy the outdoors on your private porch right off the living room or the common patio space right outside the backstairs. There is ample storage plus off-street, deeded parking for two cars including one garage space.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
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Home Details for 69 Winthrop Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1917
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 2

Price History for 69 Winthrop Rd

DatePriceEventSource
08/03/2016$1,250,000Sold
N/A
05/27/2016$1,299,000PendingAgent Provided
05/17/2016$1,299,000Listed For SaleAgent Provided
11/20/2012$772,200Sold
N/A
09/14/2012$799,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$13,356
Assessment$1,353,200
Home facts updated by county records

Comparable Sales for 69 Winthrop Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Fairbanks St #2, Brookline, MA
0.10
Condo
$1,399,000
03/27/26
3
2
2,120
1521 Beacon St #1, Brookline, MA
0.15
Condo
$1,850,000
01/30/26
3
2.5
1,850
15 Fairbanks St #1, Brookline, MA
0.10
Condo
$1,160,000
06/16/25
3
1.5
1,165
1471 Beacon St #3, Brookline, MA
0.23
Condo
$1,625,000
04/30/26
3
2
1,852
483 Washington St #1, Brookline, MA
0.25
Condo
$1,400,000
06/30/25
3
2
1,696
1471 Beacon St #7, Brookline, MA
0.23
Condo
$1,725,000
02/20/26
3
2
1,925
1588 Beacon St #2, Brookline, MA
0.23
Condo
$1,145,000
10/08/25
3
2
1,481
45 Addington Rd #1, Brookline, MA
0.24
Condo
$1,515,000
10/01/25
3
2
1,650
6 Claflin Rd #C4, Brookline, MA
0.25
Condo
$1,700,000
08/08/25
3
2.5
2,003
500 Washington St #2, Brookline, MA
0.21
Condo
$1,100,000
11/03/25
3
1.5
1,338

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Assigned Schools

These are the assigned schools for 69 Winthrop Rd.
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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."
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  • 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."
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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."
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  • 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. "
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  • Harumi T.
    "It is so nice to live here. "
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69 Winthrop Rd, Brookline, MA 02445 is a 3 bedroom, 3 bathroom, 1,909 sqft condo built in 1917. 69 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 69 Winthrop Rd was last sold on Aug 3, 2016 for $1,250,000. The current Trulia Estimate for 69 Winthrop Rd is $1,732,100.