Photos
About 165 Winthrop Rd
Discover the perfect blend of comfort and convenience in this charming 4 bed apartment located in Boston, this meticulously maintained space is ready to welcome you home. Includes: Heat Hot Water Features: Laundry in building Hardwood floors Apartment complex Lots of natural light AC window friendly High ceilings Move in cost: First month rent, last month rent and broker’s fee Schedule a private showing to experience the comfort and convenience this apartment has to offer. Please note: Pictures are from a similar listing in the same building.
165 Winthrop Rd is located in the Washington Square Neighborhood and 02445 Zip code of Brookline, MA.
Property Contact Info
Floorplan Pricing and Availability
165 Winthrop Rd offers 2 to 4 Bedroom apartments starting from $2,700 and having 530–1,567 sq ft. Here is the current pricing and availability:
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ApartmentHomeLiving.com's new Interactive Property Map allows you to see where every available unit is located at this community.Try It Now >2 Bedrooms
$2,700
Total Monthly Price165 Winthrop Rd, Unit 38
2 Beds, 1 Bath, 530 sq ft$2,700 depositAvailable Jun 1Availability Details
Prices shown for this property are the Total Monthly Price including Fees.Price Availability Date Unit Sq Ft Deposit Photos $2,700 June 1, 2026 38 530 $2,700 Unit 38 Gallery
Photos
Unit 38 Amenities and Features
Features
- Smoke Free
Kitchen
- Instant Hot Water
Unit 38 Lease Information
Unit Price
- $2,700
View Details and Rent EstimateDeposit
- $2,700 deposit
Unit Description
Discover the perfect blend of comfort and convenience in this charming 2 beds apartment located in Brookline, this meticulously maintained space is ready to welcome you home. Includes: Heat, Hot Water Features: Laundry in Building Pets: Cats Allowed Parking: For Rent No Fee Paid by Owner Move in cost: First month rent, last month rent. Schedule a private showing to experience the comfort and convenience this apartment has to offer. Please note: Pictures are from a similar listing in the same building.
Apartment Unit: 38Apartment Model: 38 - 165 Winthrop Rd$2,7002 Bedroom, 1 Bath, 530 sq ftAvailable June 1, 2026![]()
Unit: 38 - Image 1 ![]()
Unit: 38 - Image 2 ![]()
Unit: 38 - Image 3 ![]()
Unit: 38 - Image 4 ![]()
Unit: 38 - Image 5 4 Bedrooms
$5,000
Total Monthly Price165 Winthrop Rd, Unit 2
4 Beds, 2 Baths, 1567 sq ft$5,000 depositAvailable Sep 1Availability Details
Prices shown for this property are the Total Monthly Price including Fees.Price Availability Date Unit Sq Ft Deposit $5,000 September 1, 2026 2 1567 $5,000 Unit 2 Amenities and Features
Features
- Smoke Free
Kitchen
- Instant Hot Water
Unit 2 Lease Information
Unit Price
- $5,000
View Details and Rent EstimateDeposit
- $5,000 deposit
Apartment Unit: 2Apartment Model: 2 - 165 Winthrop Rd$5,0004 Bedroom, 2 Bath, 1567 sq ftAvailable September 1, 2026
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Property Information
- 3 Units
Lease Terms
- 12 Month Lease
Fees and Policies
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
On-Site Services
- Laundry Facilities
Interior Features
- Smoke Free
Kitchen Amenities
- Instant Hot Water
Living Area Features
- High Ceilings
- Hardwood Floors
Map
- Shopping
- Colleges
- Grocery
- Medical
- Parks
- Transportation
Map
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 165 Winthrop Rd
Where is 165 Winthrop Rd located?
165 Winthrop Rd is located at 165 Winthrop Rd near the Washington Square area of Brookline, MA
What is the current rent range at 165 Winthrop Rd?
2 Bedroom to 4 Bedroom Apartments at 165 Winthrop Rd currently range from $2,700 to $5,000
Are pets allowed?
Call us today to find out our pet policy and if we allow pets
Nearby Schools
John D Runkle
Brookline High
Michael Driscoll
About GreatSchools Data on ApartmentHomeLiving.com.
Points of Interest
Time and distance from 165 Winthrop Rd.
Arts Museums and Landmarks
Big Box and Retail
Walgreens
Colleges and Universities
Groceries
Stop & Shop
Trader Joe's
Whole Foods
Hospitals
Military Bases
Boston Support Center
Hanscom Air Force Base
Parks and Recreation
165 Winthrop Rd has 5 parks within 4.1 miles, including Fenway Park, Arnold Arboretum, The Boston Public Garden, Freedom Trail, and The Freedom Trail.
Restaurants and Dining
Shopping Centers
165 Winthrop Rd has 5 shopping centers within 1.5 miles.
Transit Stations
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Brookline Studio Apartments | $2,598 | $1,500 | $10,000+ |
| Brookline 1 Bedroom Apartments | $3,059 | $920 | $10,000+ |
| Brookline 2 Bedroom Apartments | $3,734 | $1,301 | $10,000+ |
| Brookline 3 Bedroom Apartments | $4,386 | $890 | $10,000+ |
| Brookline 4 Bedroom Apartments | $5,481 | $990 | $10,000+ |
| Brookline 5 Bedroom Apartments | $6,746 | $1,020 | $10,000+ |
| Brookline 6 Bedroom Apartments | $8,855 | $1,150 | $10,000+ |
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