53 Winslow Road Brookline, MA ^$ 4,250,000

53 Winslow Road

^$ 4,250,000

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53 Winslow Road

Brookline, MA, 02446

^$ 4,250,000

Bedrooms6 Baths4.2 Sq 4,865

Monthly Estimate*

^$ 26,168

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Multi-Family Home for sale in Brookline, MA

for $4,250,000 with 6 bedrooms and 4 full baths, 2 half baths. This 4,865 square foot home was built in 2004 on a lot size of 0.14.

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!

Multi-Family Active

Price

^$ 4,250,000

Bedrooms

Full Bath

Half Bath

Property Type

Multi-Family

Taxes

^$ 36,658

Style

4 Family

Lot Size

0.14

Year Built

2004

Town/City

Brookline

County/Region

Norfolk

MLS | Web ID

73493346

List By

Mary Lochner

Listing Agent

Coldwell Banker Realty - Brookline

Broker

Affordability Calculator

$29,223

Per Month

Monthly Principal & Interest: $26,168
Monthly Property Taxes: $3,055
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Multi-family listings in Brookline, MA

Average List Price ^$4,251,600

Percent of Sale Price 0%

About Brookline, MA

59,826 Population

5% Since 2002

^$108,885 Median Income

37.02 Median Age

24% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
3/30/2026	$4,250,000		Listed Price

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53 Winslow Road, Brookline, MA, 02446 is a Multi-Family Home for sale at $4,250,000 with 4,865 sqft and a lot size of 0.14. 53 Winslow Road has 6 bedrooms, 4.2 baths, and was built in 2004. The property's zip code is 02446 which is in Brookline, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/30/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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. 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.

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53 Winslow Road

Multi-Family Home for sale in Brookline, MA

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