5+ Days Ago
Location
158 Winthrop Rd, Brookline, MA 02445, USA|Washington Square
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Policies and fees
Applicants
Applicants
One-time.
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REQUIRED FEES
Security Deposit
One-time. Refundable.
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Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Questions about this property’s policies and fees?
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About 158 Winthrop Rd
Available now! Newly renovated 2 bed unit near the heart of Washington Square in Brookline. With this unit the landlord is paying for the heat, water and broker's fee! It's 1st, last and 1/2 month security deposit to move in. Inquire about a video or in person showing.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 158 Winthrop Rd, Brookline, MA 02445, USA compares to other nearby properties.
Positives
- High school nearby
- There is a high school 0.5 mile away
Considerations
- Greater distance from middle schools
- The nearest middle school is farther than 1 mile away
Address details
| Neighborhood | Washington Square |
|---|---|
| Zip code | 02445 |
| Type | House for rent |
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Rent trends in Washington Square
2-bedroom apartments at 158 Winthrop Rd cost about 6% less than the average rent price for 2-bedroom apartments in Brookline.
Median rents as of Feb 7 2026.
Washington Square
Brookline
| Month | Median Rent |
|---|---|
| February 2024 | $3,555 |
| March 2024 | $3,561 |
| April 2024 | $3,596 |
| May 2024 | $3,600 |
| June 2024 | $3,618 |
| July 2024 | $3,623 |
| August 2024 | $3,700 |
| September 2024 | $3,612 |
| October 2024 | $3,658 |
| November 2024 | $3,767 |
| December 2024 | $3,640 |
| January 2025 | $3,666 |
| February 2025 | $3,642 |
| March 2025 | $3,619 |
| April 2025 | $3,600 |
| May 2025 | $3,630 |
| June 2025 | $3,700 |
| July 2025 | $3,629 |
| August 2025 | $3,600 |
| September 2025 | $3,539 |
| October 2025 | $3,664 |
| November 2025 | $3,520 |
| December 2025 | $3,518 |
| January 2026 | $3,628 |
| February 2026 | $3,672 |
| Month | Median Rent |
|---|---|
| February 2024 | $3,300 |
| March 2024 | $3,325 |
| April 2024 | $3,496 |
| May 2024 | $3,475 |
| June 2024 | $3,450 |
| July 2024 | $3,456 |
| August 2024 | $3,442 |
| September 2024 | $3,299 |
| October 2024 | $3,207 |
| November 2024 | $3,233 |
| December 2024 | $3,277 |
| January 2025 | $3,260 |
| February 2025 | $3,218 |
| March 2025 | $3,210 |
| April 2025 | $3,356 |
| May 2025 | $3,474 |
| June 2025 | $3,408 |
| July 2025 | $3,410 |
| August 2025 | $3,303 |
| September 2025 | $3,213 |
| October 2025 | $3,225 |
| November 2025 | $3,195 |
| December 2025 | $3,195 |
| January 2026 | $3,195 |
| February 2026 | $3,195 |
Affordability calculator
Can I afford to live at 158 Winthrop Rd?
Bedrooms
2 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$120,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $120,000 annually to afford this 2-bedrooms monthly rent price of $3,000.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Bath | |||||
|---|---|---|---|---|---|
| 2 months ago | $3,000 | 2 bed | 1 bath | ||
| 8 years ago | $5,500 | 4 bed | 3.5 bath |
Schools near 158 Winthrop Rd
Michael Driscoll School
64 westbourne ter
brookline, MA, 2446
K-8Public
A
John D. Runkle School
50 druce st
brookline, MA, 2445
PK, K-8Public
A
Brookline Early Education Program at Beacon
115 greenough st
brookline, MA, 2445
PKPublic
The Lynch Center
599 brookline ave
brookline, MA, 2445
PKPublic
Brookline Early Education Program at Putterham
194 grove st
chestnut hill, MA, 2467
PKPublic
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Internet available near 158 Winthrop Rd
Neighborhood
Washington Square | Brookline, MA
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Brookline near 158 Winthrop Rd
Walking
9/10
No car? No problem. Everything you need is within a few blocks.
Driving
4/10
This area is accessible to thoroughfares and has ample parking options.
Cycling
7/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
7/10
Popular public transit options are just a short walk from this location.
Points of interest for 158 Winthrop Rd, Brookline
Groceries
9/10
At least one grocery store within a few minutes' walk
Shopping
7/10
Variety of shops within walking distance
Cafes
6/10
Some cafés within walking distance
Restaurants
8/10
Variety of restaurants within walking distance
Primary schools
9/10
At least one elementary school within a 5-minute walk
High schools
8/10
At least one high school within a 20-minute walk
Parks
10/10
Very large amount of park space within a few minutes' walk
Nightlife
5/10
Some bars within walking distance
Other units at this address
158 Winthrop Rd, Brookline, MA
158 Winthrop Rd Brookline, MA
Occupied
4 Beds, 3.5 Baths
4 Beds
3.5 Baths
$5,500
Assigned Parking • Fireplace • Walk-In Closets
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