5+ Days Ago
Location
158 Winthrop Rd, Brookline, MA 02445, USA|Washington Square
Tour 158 Winthrop Rd
Contact
Modern Real Estate (AD)
Nearby rentals
Renter hub
Property management
Apartments for rent BostonApartments for rent CambridgeApartments for rent MedfordApartments for rent SomervilleApartments for rent RiversideApartments for rent CommonwealthApartments for rent Neighborhood NineApartments for rent St. Elizabeth'sApartments for rent North AllstonApartments for rent Mid-CambridgeApartments for rent Oak SquareApartments for rent CambridgeportApartments for rent South MedfordApartments for rent Back BayApartments for rent Fenway - Kenmore - Audubon Circle - LongwoodApartments Near Me
Houses for rent NewtonHouses for rent CambridgeHouses for rent SomervilleHouses for rent BostonHouses for rent BrooklineHouses for rent EverettHouses for rent Downtown EverettHouses for rent Coolidge CornerHouses for rent Washington SquareHouses for rent D Street - West BroadwayHouses for rent WalthamHouses for rent LowellHouses for rent MedfordHouses for rent Watertown TownHouses for rent BelmontHouses for rent near me
Policies and fees
Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Questions about this property’s policies and fees?
Advertisement
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.
Address details
| Neighborhood | Washington Square |
|---|---|
| Zip code | 02445 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
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 Nov 1 2025.
Washington Square
Brookline
| Month | Median Rent |
|---|---|
| November 2023 | $3,580 |
| December 2023 | $3,600 |
| January 2024 | $3,600 |
| 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 | $3,500 |
| Month | Median Rent |
|---|---|
| November 2023 | $3,395 |
| December 2023 | $3,401 |
| January 2024 | $3,410 |
| 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 |
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 | |||||
|---|---|---|---|---|---|
| 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
Advertisement
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
Compare similar properties nearby
Parkside Place
Our team has verified this companyStrawberry Hill • 700 Huron Ave
1–2 Beds
$2,881–$4,466
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Camelot Court
Our team has verified this companyBrighton • 10 Camelot Ct
1–2 Beds
$2,505–$3,293
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Wellington Place
Our team has verified this companyWellington • 34 Brainard Ave
1–2 Beds
$2,880–$8,316
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Harborview at the Navy Yard
Our team has verified this companyThompson Square - Bunker Hill • 250 1st Ave
1 Bed
$3,378–$8,342
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Lumiere
Our team has verified this companyWellington • 3780 Mystic Valley Pkwy
1–2 Beds
$2,935–$12,586
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
The Nines
Our team has verified this company40 William St
1 Bed
$3,064–$8,664
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
The Wyeth
Our team has verified this companyNorth Cambridge • 120 Rindge Ave
1 Bed
$2,900–$2,950
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Luxe at Alewife
Our team has verified this companyNorth Cambridge • 80 Cambridgepark Dr
1–2 Beds
$2,855–$9,028
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Parkside Place
Our team has verified this companyStrawberry Hill • 700 Huron Ave
1–2 Beds
$2,881–$4,466
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Camelot Court
Our team has verified this companyBrighton • 10 Camelot Ct
1–2 Beds
$2,505–$3,293
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Wellington Place
Our team has verified this companyWellington • 34 Brainard Ave
1–2 Beds
$2,880–$8,316
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Harborview at the Navy Yard
Our team has verified this companyThompson Square - Bunker Hill • 250 1st Ave
1 Bed
$3,378–$8,342
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Lumiere
Our team has verified this companyWellington • 3780 Mystic Valley Pkwy
1–2 Beds
$2,935–$12,586
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
The Nines
Our team has verified this company40 William St
1 Bed
$3,064–$8,664
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
The Wyeth
Our team has verified this companyNorth Cambridge • 120 Rindge Ave
1 Bed
$2,900–$2,950
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Luxe at Alewife
Our team has verified this companyNorth Cambridge • 80 Cambridgepark Dr
1–2 Beds
$2,855–$9,028
The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.- fitness center
- dogs and cats ok
- dishwasher
Check availability
Advertisement