Condominium at 127 Winthrop Road # 1A, Brookline MA 02445
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$899,000

127 Winthrop Road # 1A, Brookline MA 02445
Brookline, MA 02445
Listed by Joshua Stiles
Bedrooms
2
Bathrooms
2
Living area
1,095 sqft
Year built
1935

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.

Highlights

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Property details

MLS
MLS Property Information Network
MLS #
73595056
Property type
Condominium
Subdivision
N/A
Status
Active
Days on market
1
On market date
October 26, 2026
Stories
2
Total bathrooms
2
Garage spaces
2
Parking spaces
2
Lot size
N/A
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Michael Driscoll
0.27 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
454
Student:teacher ratio
11.1:1
District
Brookline
Middle
James P Timilty Middle
2.22 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
205
Student:teacher ratio
8.2:1
District
Boston
High
Brookline High
0.4 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Walkability

Blended score for Brookline's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

82
Highly walkable
out of 100
EPA National Walkability Index
14.0 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores17
Parks20
Schools20
Transit stops20
Pharmacies14

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 1 days -- 108 fewer days than Brookline's current average of 109 days.
For reference, the median list price across 892 active listings in Brookline right now is $8,500.

Mortgage calculator

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Est. monthly payment
$5,564/mo
$179,800 down
$719,200 loan
Principal & interest$4,665
Property tax (est.)$749
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 20 hr ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.