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About this home
Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.
Make a winning offer with the help of a local agent
Around this home
Schools
K - 12
Preschool & daycare
Michael Driscoll School
Public K-8 • Assigned • 0.2mi
9/10
Brookline High School
Public 9-12 • Assigned • 0.4mi
8/10
Provided by GreatSchools
About Aspinwall
Hill
Aspinwall Hill, located between Washington Square and Cleveland Circle, is a residential and hillside Brookline neighborhood with prewar brick apartments and leafy side streets. The neighborhood’s character concentrates around Beacon Street at Cleveland Circle, where corner cafés, small grocers, and longtime eateries meet the Green Line’s steady rhythm. Coolidge Corner Theatre and Brookline Booksmith act as cultural anchors a short walk downhill. The skyline shifts from triple-deckers to stately Tudor and Colonial Revival homes along quiet lanes. Griggs Park adds an open green pause near the village streetscape. Commuter energy and porch-lit calm share the same blocks.
Provided by Walk Score and Local Logic
Offer insights
127 Winthrop Rd Unit 1A · $899,000
$911K and above
75% chance or better to win
Why $911K+ is a strong offer
DAYS ON MARKET
6 days
The average home goes pending in 36 days.
SALE-TO-LIST
98.2%
Most homes are selling 2% below list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Living
Interior features
Six rooms
Basement
Bedrooms
Two bedrooms on the second floor
Bathrooms
Two full bathrooms on the second floor
Heating & cooling
Electric baseboard, hot water, and oil heating
Window-unit cooling
Exterior features
Deck
City views
Home design
Condominium
Two stories
Street-level entry
Parking
Attached, under-building garage with two spaces
Off-street parking
Rented parking
Security
Intercom
Construction
Brick construction
Rubber roof
Utilities
Public water and sewer
100-amp electric service
HOA & community
$600 monthly association fee includes heat, water, sewer, insurance, trash, and reserve funds
Hot water
Pets allowed
Nearby public transportation, shopping, tennis courts, parks, walking and jogging trails, bike paths, conservation areas, highway access, public schools, an MBTA station, and a university
Electricity and solar
View estimated energy costs and solar savings for this home
Right in the heart of Washington Square is this most unique two bedroom duplex home with two private porches and gorgeous views. Everything has been renovated for you - including two luxury marble baths, fabulous kitchen with stainless steel appliances, center island and quartz countertops. In-unit laundry and great closet space. Professionally managed and well maintained building with high owner occupancy. Seller will pay for the transferable rental garage parking spot for one year! Close proximity to Longwood Medical Area, Boston, C and D lines as well as all of the urban amenities Washington Square has to offer.
Public Records
Oct 24, 2008
Sold
$385,000
$352/sq ft
MLS PIN #70818179
Oct 24, 2008
Listing Removed
—
Oct 24, 2008
Sold
$385,000
$352/sq ft
Oct 10, 2008
Contingent
—
Sep 23, 2008
Price Changed
$410,000
$374/sq ft
Sep 9, 2008
Listed
$425,000
$388/sq ft
Back Bay style duplex 2Br/2Ba condo in the heart of Washington Square. First level w/ both beds & nice full bath, living room w/ wonderful 3 season porch -beautifully brings the outdoors inside! Lower level still in the treetops w/ nicely updated kitchen featuring SS appliances, family room or dining room & nice full bath plus more outdoor space w/ an additional covered deck. Truly interesting floor plan in a great building w/ strong association. Garage rental pkg across street - paid for 1yr
MLS PIN #70058795
Sep 7, 2004
Sold
$425,000
$388/sq ft
Jul 14, 2004
Listing Removed
—
Jul 6, 2004
Listed
$429,900
$393/sq ft
MLS PIN #30379129
Apr 14, 2000
Sold
$199,000
$182/sq ft
Jan 25, 2000
Listing Removed
—
Jan 14, 2000
Listed
$199,900
$183/sq ft
Public Records
May 25, 1999
Sold
$234,000
$214/sq ft
MLS PIN #50362258
Apr 30, 1997
Sold
$176,000
$161/sq ft
Feb 9, 1997
Listing Removed
—
Feb 1, 1997
Listed
$179,000
$163/sq ft
Public Records
Jun 2, 1995
Sold
$122,000
$111/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$6,777 (−0.2%)
$679,700
2022
$6,791 (+5.0%)
$666,400
2021
$6,466 (+4.7%)
$659,800
2020
$6,174 (+5.9%)
$653,300
2019
$5,830 (+5.8%)
$622,200
2018
$5,508 (+3.4%)
$582,200
2017
$5,326 (+4.3%)
$539,100
2016
$5,107 (+8.6%)
$490,100
2015
$4,701 (+1.0%)
$440,200
2014
$4,655 (+2.6%)
$408,700
2013
$4,535 (+2.2%)
$389,300
2012
$4,438 (−1.1%)
$389,300
2011
$4,486 (+3.0%)
$397,000
2010
$4,355 (+1.2%)
$397,000
2009
$4,305
$402,700
Public record
Beds
2
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
—
Year renovated
—
Finished Sq. Ft.
700
Unfinished Sq. Ft.
—
Total Sq. Ft.
700
Year built
1935
Style
Condo/Co-op
County
Norfolk County
APN
37262
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 25, 2025.
Local insights from Redfin agents
Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
supply/demand imbalance that is unlikely to change.
This home ranks in the top 26% for direct sun exposure in Brookline. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.3 hrs
4.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 127 Winthrop Rd Unit 1A
$914,288
$15K over list price of $899K
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $780K to $1.4M.