Spacious 4-Bedroom Brookline Gem! Located on a picturesque street near top schools, Whole Foods, and Coolidge Corner, this 4 bed / 2 bath home offers a rare blend of space and convenience. Enjoy a large living area, driveway parking, and unbeatable access to both the B & C Green Lines all within walking distance. Just under a mile from the legendary Boston Marathon course and only about 2 miles to Fenway Park, this location puts you at the center of it all where history, convenience, and lifestyle come together.
227 Winchester St
Brookline, MA 02446
Apartment building
4 beds
Available units
This building may have units for rent or for sale. Select a unit to contact.
What's special
Facts, features & policies
Unit features
Other
- Fireplace
Neighborhood: 02446
- Walkable StreetsPedestrian-friendly layout encourages walking to shops, dining, and parks.Dining SceneFrom casual bites to fine dining, a haven for food lovers.Transit AccessConvenient access to buses, trains, and public transit for easy commuting.Community VibeStrong neighborhood connections and community events foster a friendly atmosphere.
02446 centers on Brookline’s Coolidge Corner, a historic streetcar suburb with leafy blocks, prewar brownstones, and a lively, bookish community vibe. Daily life clusters along Harvard and Beacon Streets, with walkable access to Trader Joe’s, Stop & Shop, independent boutiques and small shopping plazas, Brookline Booksmith, the Art Deco Coolidge Corner Theatre, local yoga/fitness studios, and a deep dining and coffee scene (Zaftigs, Rami’s, Tatte, cozy cafes). Green, pet-friendly pockets like Griggs Park, Amory Park, Knyvet Square, and the Minot Rose Garden invite strolls and picnics, while Bluebikes stations, bike lanes, and the MBTA Green Line (C) make it easy to reach downtown Boston and the Longwood Medical Area. Expect true four-season New England weather—snowy winters, vibrant fall, and mild-to-warm summers—and a mix of young professionals, medical staff, grad students, and long-time residents. Recent Zillow Rental Manager Market Trends indicate a median asking rent in the mid-$3,000s, with most listings ranging roughly from the high-$2,000s to the mid-$5,000s, depending on size and proximity to transit.
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Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Nearby schools in Brookline
GreatSchools rating
- 8/10Michael DriscollGrades: K-8Distance: 0.4 mi
- 8/10Florida Ruffin Ridley SchoolGrades: PK-8Distance: 0.5 mi
- 9/10Brookline High SchoolGrades: 9-12Distance: 1 mi
Frequently asked questions
What is the walk score of 227 Winchester St?
227 Winchester St has a walk score of 86, it's very walkable.
What is the transit score of 227 Winchester St?
227 Winchester St has a transit score of 69, it has good transit.
What schools are assigned to 227 Winchester St?
The schools assigned to 227 Winchester St include Michael Driscoll, Florida Ruffin Ridley School, and Brookline High School.
What neighborhood is 227 Winchester St in?
227 Winchester St is in the 02446 neighborhood in Brookline, MA.
