20 Winslow Road #2 - Brookline, MA — #image_title

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20 Winslow Road #2 Brookline MA 02446

EXP

$3,500

1,100 sqft Square Feet

3 Bedrooms

1 Bathrooms

0 Half Bathrooms

2 Parking

Pets: Yes w/ Restrictions

Spacious 3-Bedroom duplex in Prime Brookline Location with off-street parking available! Live in the heart of Brookline in this expansive 3-bedroom, 1-bathroom home offering over 1,100 sq. ft. of living space across two levels. This townhouse unit feels more like a single-family home, with beautifully maintained hardwood floors throughout and generously sized bedrooms. Upstairs, you'll find the largest bedroom, bonus storage space, and a bright, versatile area perfect for a home office—ideal for remote work. One off-street parking spaces included in rent, and additional off-street spot available at $250/per month. Professionally managed for convenience and peace of mind. Available now. Don’t miss this opportunity to live in one of Brookline’s most sought-after neighborhoods! Available now!

Rental Terms for 20 Winslow Road #2

Availability Date:

Available Now: True

Lease Term: Term of Rental(Flex)

First Month Required: True

Last Month Required:True

Security Deposit Required: True $3,500

Reference Required:True

Insurance Required:True

Rent per Month: $3,500

Aprrox. Funds Required: Upon lease signing, the tenant is expected to despoit:Last Month ($3,500) + Security Deposit ($3,500) = $7,000

Rent Includes: Water, Sewer, Gardener, Laundry Facilities

Pets Allowed: Yes w/ Restrictions

Property Details for 20 Winslow Road #2

Property Type: Apartment

Total Rooms: 6

Bedrooms: 3

Bathrooms: 1

Half Bathrooms: 0

Living Area: 1,100 sqft

Lot Size (SF): 999,999 sqft

Levels:

Total Parking Spaces: 2

Garage Spaces:

Parking Features:

Listing ID: 73452182

Postal Code: 02446

Neighborhood: Coolidge Corner

Elementary School District: Florida Ruffin Ridley

Elementary School Buffer Zone:

High School: Brookline High School

Year Built:

Architectural Style:

Basement:

Features for 20 Winslow Road #2

Heating: Natural Gas

Fireplaces: 0

Accessibility Features:

Association Amenities:

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University

Elevator: True

Cooling: True

Laundry: In Unit

Appliances: Range, Oven, Dishwasher, Refrigerator, Freezer, Washer, Dryer

Building Features:

Waterfront: True

Waterfront Features:

Pets Allowed: Yes w/ Restrictions

Entry Level (Floor): 2

Disclosures for 20 Winslow Road #2

Condo Association: True

Historic District:

Zoning Code: T-5(NH)

Zoning Description: TWO-FAMILY & ATTACHED SINGLE-FAMILY

Zoning Category: two_family

Zoning FAR:

Zoning Min Lot: 5000

Lead Paint: Unknown

Listed for Sale: True

Square Feet Disclosures: MLS

Voting Precinct: 2 Located at Ridley School, Gymnasium, (Stedman Street Entrance)

Listing Lifecycle for 20 Winslow Road #2

List Date: November 6, 2025

Off Market Date: December 15, 2025

Under Agreement Date:

Rented Date:

List Office: Berkshire Hathaway HomeServices Warren Residential

Listing Agent: Gretchen Devine

Original List Price: $4,000

Rented Price:

Last Updated on: January 22, 2026 at 4:31 AM from: mls-pin

Tenant Agent’s Office:

Tenant’s Agent: