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.
Property Details
Price:
$899,000
MLS #:
73595056
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Listed Date:
Oct 26, 2026
Finished Sq Ft:
1,095
Total Sq Ft:
1,095
Year Built:
1935
See this Listing
Schools
Interior
Above Grade Finished Area
1095
Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Heating
Electric Baseboard, Hot Water, Oil
Exterior
Accessibility Features
No
Association Amenities
Hot Water
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Public School, T-Station, University
Construction Materials
Brick
Covered Spaces
2
Exterior Features
Deck, City View(s)
Garage Spaces
2
Parking Features
Attached, Under, Off Street, Rented
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck
Roof
Rubber
Security Features
Intercom
Stories
2
View
City
Financial
HOA Fee
$600
HOA Fee Frequency
Monthly
HOA Includes
Heat, Water, Sewer, Insurance, Trash, Reserve Funds
Tax Year
2026
Taxes
$3,635
Map
Community
- Address127 Winthrop Road # 1A Brookline MA
- CityBrookline
- CountyNorfolk
- Zip Code02445
Subdivisions in Brookline
Market Summary
Property Summary
- 127 Winthrop Road # 1A Brookline MA is a Condo for sale in Brookline, MA, 02445. It is listed for $899,000 and features 2 beds, 2 baths, and has approximately 1,095 square feet of living space, and was originally constructed in 1935. The current price per square foot is $821. The average price per square foot for Condo listings in Brookline is $923. The average listing price for Condo in Brookline is $1,394,393. To schedule a showing of MLS#73595056 at 127 Winthrop Road # 1A in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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127 Winthrop Road # 1A
Brookline, MA

