Highlights
- Large living area
- Driveway parking
Location
Tour 227 Winchester Street
Contact
Engel & Völkers South Boston
Nearby rentals
Renter hub
Property management
Engel & Völkers South Boston
Apartment Amenities
| Natural Gas |
Appliances
| Dishwasher | In-Unit Laundry |
Grounds
| Assigned Parking |
One-time.
One-time. Refundable.
Assigned Parking
Questions about this property’s policies and fees?

Property Status: Active 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. Office Phone: (617) 936-4194 Copyright © 2025 Engel & Völkers. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
How 227 Winchester Street, Brookline, MA 02446, USA compares to other nearby properties.
Positives
Considerations
| Neighborhood | Coolidge Corner |
|---|---|
| Zip code | 02446 |
| Type | Apartment for rent |
4-bedroom apartments at 227 Winchester Street cost about 32% less than the average rent price for 4-bedroom apartments in Brookline.
| Month | Median Rent |
|---|---|
| December 2023 | $5,516 |
| January 2024 | $5,550 |
| February 2024 | $5,875 |
| March 2024 | $5,885 |
| April 2024 | $5,875 |
| May 2024 | $5,883 |
| June 2024 | $5,900 |
| July 2024 | $5,500 |
| August 2024 | $5,550 |
| September 2024 | $5,650 |
| October 2024 | $5,775 |
| November 2024 | $5,660 |
| December 2024 | $5,818 |
| January 2025 | $5,831 |
| February 2025 | $5,953 |
| March 2025 | $5,875 |
| April 2025 | $5,800 |
| May 2025 | $5,875 |
| June 2025 | $5,900 |
| July 2025 | $5,815 |
| August 2025 | $5,692 |
| September 2025 | $5,785 |
| October 2025 | $5,610 |
| November 2025 | $5,984 |
| Month | Median Rent |
|---|---|
| December 2023 | $5,416 |
| January 2024 | $5,475 |
| February 2024 | $5,900 |
| March 2024 | $5,905 |
| April 2024 | $5,937 |
| May 2024 | $6,116 |
| June 2024 | $6,060 |
| July 2024 | $5,987 |
| August 2024 | $5,945 |
| September 2024 | $5,969 |
| October 2024 | $6,000 |
| November 2024 | $5,980 |
| December 2024 | $5,975 |
| January 2025 | $6,037 |
| February 2025 | $6,200 |
| March 2025 | $6,185 |
| April 2025 | $6,075 |
| May 2025 | $5,997 |
| June 2025 | $5,997 |
| July 2025 | $5,996 |
| August 2025 | $5,920 |
| September 2025 | $5,873 |
| October 2025 | $5,996 |
| November 2025 | $6,186 |
Can I afford to live at 227 Winchester Street?
Bedrooms
4+ bedroomsRent-to-income ratio
30%
$172,000/yr
| Bath | |||||
|---|---|---|---|---|---|
| 6 years ago | $3,800 | 4 bed | 1.5 bath | ||
| 8 years ago | $3,400 | 4 bed | 1.5 bath | ||
| 8 years ago | $3,700 | 4 bed | 1.5 bath | ||
| 8 years ago | $3,400 | 4 bed | 1 bath | ||
| 8 years ago | $2,400 | 4 bed | 1 bath | ||
| 8 years ago | $3,400 | 4 bed | 1 bath | ||
| 8 years ago | $3,400 | 4 bed | 1.5 bath | ||
| 8 years ago | $3,700 | 4 bed | 1 bath | ||
| 8 years ago | $3,700 | 4 bed | 1 bath |
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Coolidge Corner | Brookline, MA
Occupied
4 Beds
1 Bath
$3,400
Fireplace • Assigned Parking • Dishwasher • On-Site Laundry
Occupied
4 Beds
1.5 Baths
$3,800
Hardwood Floor • Garden • On-Site Laundry • Dishwasher