28 Winslow Rd

4,028 Sq. Ft.
$714 / Sq. Ft.
4,028
Sq. Ft.
$714
per Sq. Ft.

Description

Rarely available spacious and gracoius 6+ Bedroom, 3.5 bath 4,000+ sf colonial in premier location in the heart of it all, minutes to Coolidge Corner, major universities and the MBTA Green Line. Features high ceilings, charm and detail, wood floors and 3 fireplaces. Spacious nearly 7,000 sf lot in desirable T-5 zoning. Ideal opportunity to bring your decorative touches to make this stunning single with 3 fireplaces your own or to expand and/or develop into a luxury single or two-unit development...Rarely available spacious and gracoius 6+ Bedroom, 3.5 bath 4,000+ sf colonial in premier location in the heart of it all, minutes to Coolidge Corner, major universities and the MBTA Green Line. Features high ceilings, charm and detail, wood floors and 3 fireplaces. Spacious nearly 7,000 sf lot in desirable T-5 zoning. Ideal opportunity to bring your decorative touches to make this stunning single with 3 fireplaces your own or to expand and/or develop into a luxury single or two-unit development whether adding on or looking to build new (buyer to do due diligence). Dream location literally moments to the MBTA Green Line, Coolidge Corner and some of Boston's best universities, shops and dining.
  1. Listed by Todd Glaskin • Coldwell Banker Realty - Newton
  2. Listed by Gregg M. Leppo • Coldwell Banker Realty - Newton

Property Details for 28 Winslow Road

Town
Brookline
Area
MA-Brookline
Architectural Style
Colonial
Style
Colonial
Garage Spaces
0
Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 01/19/2026 03:09 AM

Property Details for 28 Winslow Road

StatusActive
MLS #73469062
Days on Market6
Taxes$20,670 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1900
CountyNorfolk County

Location

Listing Courtesy of Coldwell Banker Realty - Newton, Todd Glaskin; Coldwell Banker Realty - Newton, Gregg M. Leppo
Add your commute

Building Information for 28 Winslow Road

Stories-Year Built1900Building Size-Lot Size0.16 AC / 6,900 SF

Payment Calculator

$15,735 per month

30 year fixed, 6.15% Interest

Principal and Interest

$14,012

Property Taxes

$1,723

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 28 Winslow Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Public School, T-Station, University
  • Living Area: 4028.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Approximate
  • Year Built Source: Public Records
Location/School
  • Grade School: Ridley Elementary School
Features
Interior Features
  • Appliances: Refrigerator, Freezer
  • Basement Features: Full, Unfinished Basement
  • Num of Baths: 4.0
  • Num of Full Baths: 3
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 3.50
  • Bathrooms Total Integer: 4
  • FireplaceYN: Yes
  • Fireplaces: 3
  • Flooring: Wood
  • Interior Features: Bedroom
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Porch
  • Exterior Features: Porch
  • Patio And Porch Features: Porch
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
  • Cooling: None
  • Cooling: No
  • Heating: Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Primary Bedroom Level: Second Floor
Bedroom 2
  • Bedroom2 Level: Second
Bedroom 3
  • Bedroom3 Level: Second
Bedroom 4
  • Bedroom4 Level: Second
Bedroom 5
  • Bedroom5 Level: First
Bathroom 1
  • Bathroom1 Features: Bathroom - Full
  • Bathroom1 Level: Second
Bathroom 2
  • Bathroom2 Features: Bathroom - Full
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Features: Bathroom - Full
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Seller has not lived in house,no representations made.
Tax Information
  • Tax ID: 30394
  • Assessments: $2,094,200
  • Book: 0
  • Tax Year: 2025
  • Zoning: T-5
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Other
Complex & Association Information
  • Adult Community: No

Property History for 28 Winslow Road

DateEvent & SourcePriceAppreciation
Jan 15, 2026

Listed (Active)

MLS PIN #73469068

$2,875,000—
Jan 15, 2026

Listed (Active)

MLS PIN #73469071

$2,875,000—
Jan 15, 2026

Listed (Active)

MLS PIN #73469062

$2,875,000—
DateEvent & SourcePrice
01/15/2026

Listed (Active)

MLS PIN #73469068

$2,875,000
01/15/2026

Listed (Active)

MLS PIN #73469071

$2,875,000
01/15/2026

Listed (Active)

MLS PIN #73469062

$2,875,000

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

Public Records for 28 Winslow Road

Taxable ValueLand$1,200,900Additions$893,300Total$2,094,200
Tax Record2025$20,670 ($1,722 / month)
Home Facts
Baths3.5Total Finished SqFt4,028 SqFtAbove Grade Finished SqFt4,028 SqFtUnfinished Basement SqFt1,556 SqFtStories3Lot Size6,900 SqFtStyleDuplexYear Built1900Year Renovated1971ZoningT-5CountyNORFOLKAPNBROO B:056 L:0003 S:0000Fireplace TypeHas Fireplace

Schools near 28 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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28 Winslow Road is a single family home for sale in Brookline, MA 02446. This property was listed for sale on January 15, 2026 by Coldwell Banker Realty - Newton, it's currently listed at $2,875,000. This listing's school district is Brookline School District. Nearby schools include Florida Ruffin Ridley School, Brookline High School and Bay Cove Academy. 28 Winslow Road is a 6-bed, 4-bath, 4,028 sqft single family home built in 1900.

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 - Newton, Todd Glaskin; Coldwell Banker Realty - Newton, Gregg M. Leppo

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.