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53 Winslow RoadBrookline, MA 02446

For Sale

$4,250,000

Smart Buyer Rebate $21,250

Welcome to this stunning Coolidge Corner two family constructed in 2005. 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!

Listed by Mary Lochner

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Coldwell Banker Realty - Brookline

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617-792-3556

Last updated April 16, 2026

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Source: MLSPin #73493346

Listing Facts

  • TypeMulti-family
  • NeighborhoodNorth Brookline
  • Bedrooms6
  • Bathrooms6
  • Days on Prevu31
  • Taxes$36,658/year
  • Size4,865 sqft
  • Price per sqft$874

Amenities

  • Private Outdoor Space
  • Parking

Location

Mortgage Calculator

Listing History

03/30/2026
Listed by Coldwell Banker Realty - Brookline
$4,250,000

Property Details for 53 Winslow Road

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School, T-Station, University

Exterior

Construction

  • Number Of Units Total: 2
  • Roof: Shingle
  • Stories: 4
  • Stories Total: 4
  • Window Features: Insulated Windows
  • Year Built: 2005
  • Year Built Details: Actual
  • Construction Materials: Frame
  • Exterior Features: Balcony

Features

  • Patio And Porch Features: Deck

Measurements

  • Building Area Total: 4,865
  • Building Area Units: Square Feet
  • Lot Size Acres: 0.14
  • Lot Size Area: 0
  • Lot Size Square Feet: 6,268
  • Lot Size Units: Acres

Financial

Residential Income

  • Gross Income: $87,000.00

Taxes

  • Parcel Number: B:055 L:0027 S:0002,4592264
  • Tax Annual Amount: $36,658.00
  • Tax Assessed Value: $3,714,100.00
  • Tax Year: 2025

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Wood, Carpet

Measurements

  • Living Area: 4,865
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Finished
  • Bathrooms Full: 4
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 6
  • Rooms Total: 12

Parking

Parking

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

Schools

Elementary School

  • Elementary School: K-8 Florida Ruffin Ridley

High School

  • High School: Brookline High

Utilities

Equipment

  • Electric: 200+ Amp Service
  • Laundry Features: Electric Dryer Hookup
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Electric Range, For Gas Oven, For Electric Oven, For Electric Dryer
  • Water Source: Public

Frequently Asked Questions

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

There are 6 bedrooms and 6 bathrooms in this multi-family home at 53 Winslow Road.

What schools are nearby to 53 Winslow Road?

Nearby schools include the K-8 Florida Ruffin Ridley Elementary School and Brookline High.

Does this multi-family home have parking?

Yes, there are 4 parking spaces available for 53 Winslow Road.

What are the annual taxes for 53 Winslow Road?

Annual taxes for this multi-family home are estimated at $36,658.

How does 53 Winslow Road compare to other multi-family homes in North Brookline?

This multi-family home is listed 50% below the average price for multi-family homes in North Brookline and has been on the market for 23 less days than the typical home in this area.

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

According to the MLS, this listing is 4,865 sqft.

53 Winslow Road is a 6-bedroom, 6-bath multi-family home for sale in Brookline MA 02446. Listed on Prevu for 31 days at $4,250,000. This home features 4,865 square feet of living space, located in North Brookline. The median listing price for multi-family homes in this area is $3,162,500. Nearby schools include K-8 Florida Ruffin Ridley Elementary School and Brookline High. The home offers private outdoor space and parking. View other multi-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.