53 Winslow Rd

4,865 Sq. Ft.
$874 / Sq. Ft.
4,865
Sq. Ft.
$874
per Sq. Ft.

Description

Welcome to this stunning Coolidge Corner two family constructed in 2004. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island...Welcome to this stunning Coolidge Corner two family constructed in 2004. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island complimented by sleek black granite countertops. Impressive primary bedroom suite with large closet + ensuite spa like bath. Two additional bedrooms with ample closet space. Upper unit has spacious outdoor deck. Additional highlights include high ceilings, central air conditioning, gas heating and 4 parking. Located near bustling Coolidge Corner shops, restaurants, cinema and Trader Joe’s. Easy access to train to universities, Longwood Medical area + downtown Boston!
  1. Listed by Mary Lochner • Coldwell Banker Realty - Brookline

Property Details for 53 Winslow Road

Town
Brookline
MLS Area
Coolidge Corner
Area
MA-Brookline-Coolidge Corner, MA-Brookline
Garage Spaces
0
Open Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 04/03/2026 03:10 AM

Property Details for 53 Winslow Road

StatusActive
MLS #73493346
Days on Market4
Taxes$36,658 / year
HOA Fees-
Compass TypeMulti Family
MLS TypeMulti-family / 4 Family
Year Built2004
CountyNorfolk County

Location

Listing Courtesy of Coldwell Banker Realty - Brookline, Mary Lochner
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Building Information for 53 Winslow Road

Stories4Residences2Year Built2004Building Size-Lot Size0.14 AC / 6,268 SF

Payment Calculator

$24,456 per month

30 year fixed, 6.46% Interest

Principal and Interest

$21,401

Property Taxes

$3,055

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 53 Winslow Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School, T-Station, University
  • Living Area: 4865.0
  • Color: Slate Blue
  • SqFt with Basement: Yes
  • Total Units: 2
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: K-8 Florida Ruffin Ridley
  • High School: Brookline High
Features
Interior Features
  • Basement Features: Full, Finished
  • Num of Baths: 6.0
  • Num of Full Baths: 4
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 5.00
  • Bathrooms Total Integer: 6
  • DoorFeatures: Insulated Doors
  • FireplaceYN: Yes
  • Fireplaces: 2
  • Flooring: Wood, Carpet
  • Laundry Features: Electric Dryer Hookup
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Balcony
  • Exterior Features: Balcony, Deck
  • Patio And Porch Features: Deck
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Electric: 200+ Amp Service
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Electric Dryer
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Surface Type: Paved
Tax Information
  • Tax ID: B:055 L:0027 S:0002,4592264
  • Assessments: $3,714,100
  • Book: 0000
  • Tax Year: 2025
  • Zoning: T-5
Building / Association Information
Living Characteristics
  • Beds Total: 6
  • Total Living Levels: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Levels: 4
  • Cooling Units: 2
  • Cooling Zones: 2
  • Heat Units: 2
  • Heat Zones: 2
Income / Expenses
  • GOI: $87,000.00
  • NOI: $87,000.00
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: Y
  • Levels U1: 2
Unit 2 Description
  • Floor U2: 2
  • Lease U2: N
  • Levels U2: 2
Rental Info
Rental Info
  • Total Actual Rent: $7,250.00

Property History for 53 Winslow Road

DateEvent & SourcePriceAppreciation
Mar 30, 2026

Listed (Active)

MLS PIN #73493346

$4,250,000
DateEvent & SourcePrice
03/30/2026

Listed (Active)

MLS PIN #73493346

$4,250,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 53 Winslow Road

Taxable ValueLand$1,291,500Additions$2,422,600Total$3,714,100
Tax Record2025$36,658 ($3,055 / month)
Home Facts
Baths5Total Finished SqFt3,770 SqFtAbove Grade Finished SqFt3,770 SqFtUnfinished Basement SqFt190 SqFtStories3Lot Size6,268 SqFtStyleDuplexYear Built2004ZoningT-5CountyNORFOLKAPNBROO B:055 L:0027 S:0002

Schools near 53 Winslow Road

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Private - 7 to 12
Private - 7 to 12
Rating
School
Distance
Florida Ruffin Ridley School
PublicPK to 8

Brookline High School
Public9 to 12

Bay Cove Academy
Private7 to 12

Beacon High School
Private7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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53 Winslow Road is a multi-family home for sale in Brookline, MA 02446. This property was listed for sale on March 30, 2026 by Coldwell Banker Realty - Brookline, it's currently listed at $4,250,000. This listing's school district is Brookline School District. Nearby schools include Florida Ruffin Ridley School, Brookline High School and Bay Cove Academy. 53 Winslow Road is a 6-bed, 6-bath, 4,865 sqft multi-family home built in 2004.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Realty - Brookline, Mary Lochner

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.