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Coolidge Corner Two-Family Home
For Sale
$4,250,000

53 Winslow Road, Brookline, MA 02446

Two-family home near Coolidge Corner shops and restaurants.

Property Size4,865 SF
Price / SF$873.59
Days on Market243

Property Features for 53 Winslow Road

General Information

Standard status Active
Size 4,865 SF
Total Parking Spaces 4
Property subtype Multi-family / 2 Family - 2 Units Up/Down
Zoning T-5
Net Operating Income $87,000

Taxes and HOA fees

Annual Taxes $36,658

Amenities

No
Wood, Carpet
2
Yes
Insulated Doors
6.0
Insulated Windows
Electric Dryer Hookup
Full, Finished
4
5.00
6
Frame
Shingle
Balcony, Deck
Deck

Building Details

Year Built 2005
Listing Agency: Coldwell Banker Realty - Brookline
Listed By: Mary Lochner · License #9027620
Source: Compass
Added: Dec 31, 2025 Changed: Aug 31 Last Checked: Aug 31 at 2:03AM

Displayed information is deemed reliable but is not guaranteed and should be independently verified. All listing content including descriptions, pricing, images are the copyrighted material of Coldwell Banker Realty - Brookline

Investment Insights

Based on property information with market context.

This Coolidge Corner two-family home, constructed in 2004, features two units. Each unit spans two levels and includes 3 bedrooms and 2.5 baths, offering over 2300 square feet of interior living space. The main level of each unit features an open floor plan with a dual-sided gas fireplace. The dining area flows into a kitchen equipped with custom maple cabinets, stainless steel appliances including a gas stove, dishwasher, refrigerator, and vent hood, a center island, and black granite countertops. The primary bedroom suite includes a large closet and an ensuite spa-like bath. Two additional bedrooms offer ample closet space. The upper unit has a spacious outdoor deck. Additional features include high ceilings, central air conditioning, gas heating, and 4 parking spaces. The property is located near Coolidge Corner shops, restaurants, a cinema, and Trader Joe’s, with convenient access to the train for universities, the Longwood Medical area, and downtown Boston. The location is very bikeable with a bike score of 83, a walker's paradise with a walk score of 97, and has good transit with a transit score of 69.

Key Highlights

  • Two spacious units, each with 3 bedrooms and 2.5 baths, offering over 2300 sq ft of living space.
  • Constructed in 2004, providing modern construction.
  • Prime Coolidge Corner location with a walk score of 97**, near shops, restaurants, cinema, and Trader Joe's.

Property Analytics

Current Use

Duplexes

Suggested Use

Top Pick Law Firm Food Market Accounting Firm Big Box & Wholesale Store Furniture & Home Goods (Bike/Boat/Book/etc) Store

Score = modeled unmet demand for each use within ~1 mi (higher = bigger opportunity). Zoning and permitted uses should be independently verified with local authorities.

Location Intelligence

Trade Area within ½ mile

2,867
Businesses Nearby

Demographics for 02446, MA

31,957
Population
15,298
Households
2.1
Avg Household Size
34
Median Age
85%
College-Educated
97%
High-School Grad
1.3 sq mi
ZIP Area
24,582
Density / Sq Mi
$127,519
Median Household Income
$73,950
Median Earnings
$2,757
Median Rent
$1,172,800
Median Home Value

Market

Vacancy Rate% for Multifamily in Northeast region

4% 2022
4.6% 2023
5.3% 2024
5.6% 2025
Rey
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Frequently Asked Questions

What type of property is this?
Duplex - Two-family home near Coolidge Corner shops and restaurants.
Where is this duplex located?
The property is located at 53 Winslow Road Brookline, MA.
What is the asking price?
The asking price for this property is $4,250,000.
What are key features of this property?
This property features: Two spacious units, each with 3 bedrooms and 2.5 baths, offering over 2300 sq ft of living space.; Constructed in 2004, providing modern construction.; Prime Coolidge Corner location with a walk score of 97**, near shops, restaurants, cinema, and Trader Joe's.
More about this property
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