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28 Winslow RdBrookline, MA 02446

For Sale

$2,875,000

Smart Buyer Rebate $14,375

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.

Listed by Todd Glaskin

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Coldwell Banker Realty - Newton

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617-843-5685

Listed by Gregg M. Leppo

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Coldwell Banker Realty - Newton

Last updated January 19, 2026

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Source: MLSPin #73469062

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Brookline
  • Bedrooms6
  • Bathrooms4
  • Days on Prevu15
  • Taxes$20,670/year
  • Size4,028 sqft
  • Price per sqft$714

Amenities

  • Private Outdoor Space
  • Parking

Location

Mortgage Calculator

Listing History

01/15/2026
Listed by Coldwell Banker Realty - Newton
$2,875,000

Property Details for 28 Winslow Rd

Association

Amenities

  • Community Features: Public Transportation, Shopping, Public School, T-Station, University

Exterior

Construction

  • Year Built: 1900
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Exterior Features: Porch

Features

  • Patio And Porch Features: Porch
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 4,028
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.16
  • Lot Size Area: 0
  • Lot Size Square Feet: 6,900
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 30394
  • Tax Annual Amount: $20,670.00
  • Tax Assessed Value: $2,094,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Refrigerator, Freezer
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Wood
  • Interior Features: Bedroom

Measurements

  • Living Area: 4,028
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Unfinished
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 6
  • Rooms Total: 13

Parking

Parking

  • Open Parking Spaces: 4
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off Street
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Ridley Elementary School

Utilities

Equipment

  • Heating: Oil
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Utilities: For Gas Range
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 4 bathrooms in this single-family home at 28 Winslow Rd.

What schools are nearby to 28 Winslow Rd?

Nearby schools include the Ridley Elementary School.

Does this single-family home have parking?

Yes, there are 4 parking spaces available for 28 Winslow Rd.

What are the annual taxes for 28 Winslow Rd?

Annual taxes for this single-family home are estimated at $20,670.

How does 28 Winslow Rd compare to other single-family homes in North Brookline?

This single-family home is listed 17% below the average price for single-family homes in North Brookline and has been on the market for 39 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 4,028 sqft.

28 Winslow Rd is a 6-bedroom, 4-bath single-family home for sale in Brookline MA 02446. Available on Prevu for 15 days at $2,875,000. This property features 4,028 square feet of living space, located in North Brookline. The median listing price for single-family homes in this area is $3,162,500. Nearby schools include Ridley Elementary School. Additional amenities include private outdoor space and parking. Browse more single-family home listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.