127 Winthrop Road #1A · Brookline

FOR SALE · MLS #73595056

$899,000

beds
2
baths
2
sqft
1,095

127 Winthrop Road #1A

Brookline, MA 02445

LOCATION

Property location

Directions

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127 Winthrop Road #1A, Brookline, MA 02445Open Street View

Corner of Winthrop and Addington Road

Home type
Condominium
Interior living area
1,095 sqft
Year built
1935
Parking spaces
2
Price per sqft
$821/sqft
HOA fee
$600 · Monthly

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.

Listed by Joshua Stiles · Compass
MLS PIN #73595056 · Updated 10/30/2026, 3:05:00 AM ET

Building & association

Building name
Winthrop Hill Condominium
Total units
20
Building stories
2
Entry level
1
HOA fee includes
Heat · Water · Sewer · Insurance · Trash · Reserve Funds
Association amenities
Hot Water
Pets allowed
Yes

From MLS fields in this listing. Confirm association rules and fees with the association documents.

Facts & features

Home overview
Property subtype
Condominium
Property category
Residential
MLS status
Active
Building name
Winthrop Hill Condominium
Bedrooms
2
Full bathrooms
2
Half bathrooms
0
Total bathrooms
2
Total rooms
6
Living area
1,095 sqft
Living area source
Public Record
Above grade finished area
1,095 sqft
Building area
1,095
Building area units
Square Feet
Building area source
Public Records
Area includes basement
No
Stories
2
Building stories
2
Entry level
1
Entry location
Unit Placement(Street)
Unit building
1A
Interior & systems
Heating
Electric Baseboard · Hot Water · Oil
Heating available
Yes
Heating zones
2
Cooling
Window Unit(s)
Cooling available
Yes
Cooling zones
2
Basement
Y
Fireplace
No
Fireplaces
0
Electrical service
100 Amp Service
Security features
Intercom
Accessibility
No
Primary bathroom features
Yes
Room details

Primary bedroom

Level
Second

Bedroom 2

Level
Second

Living room

Level
Second

Dining room

Level
First

Family room

Level
First

Kitchen

Level
First

Bathroom 1

Level
Second

Price & tax details

Current asking price$899,000
Original asking price$899,000
Listed on2026-10-26
Days on market4
Tax record supplied by MLS
YearProperty taxAssessed value
2026$3,635$710,000

These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.

Mortgage calculator

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SCHOOLS & EDUCATION

Schools & performance

2026 MA DESE

School names, grades and state-reported measures are listed below.

This listing does not name individual schools. Public school information below is context, not an attendance assignment for this address.

Nearby public schools

Sorted by straight-line distance within the city. These are not attendance boundaries or a guarantee of enrollment.

94DESE percentile

Nearby public school · not assigned

Michael Driscoll

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 0.36 km

Progress toward targets 92%

88DESE percentile

Nearby public school · not assigned

Brookline High

Grades 9 · 10 · 11 · 12

Straight-line distance 0.59 km

Progress toward targets 75%

86DESE percentile

Nearby public school · not assigned

John D Runkle

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 0.80 km

Progress toward targets 70%

96DESE percentile

Nearby public school · not assigned

William H Lincoln

Grades K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 1.05 km

Progress toward targets 87%

98DESE percentile

Nearby public school · not assigned

Pierce

Grades K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 1.06 km

Progress toward targets 80%

92DESE percentile

Nearby public school · not assigned

Florida Ruffin Ridley School

Grades PK · K · 1 · 2 · 3 · 4 · 5 · 6 · 7 · 8

Straight-line distance 1.14 km

Progress toward targets 77%

MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?

DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.

School names link to available school or district websites.

Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.

Listings updated