255 Tappan Street Brookline, MA ^$ 2,999,999

255 Tappan Street

^$ 2,999,999

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255 Tappan Street

Brookline, MA, 02445

^$ 2,999,999

Bedrooms7 Baths5.0 Sq 4,171

Monthly Estimate*

^$ 18,716

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Single Family Home for sale in Brookline, MA

for $2,999,999 with 7 bedrooms and 5 full baths. This 4,171 square foot home was built in 1953 on a lot size of 0.23.

Available for the first time in 72 years, 255 Tappan Street is a beautifully maintained brick two-family home with additional living space. Perfectly positioned near Washington Square and Brookline’s top restaurants and bars, the home sits just off Beacon Street near Brookline High School and the Green Line, offering unbeatable convenience. Star Market is located right at the end of the street. Each unit is turnkey—ready for immediate move-in or rental—making this an exceptional opportunity for both homeowners and investors. Set on nearly 10,000 sq. ft. with a spacious backyard, the property features two 3-bedroom, 2-bath units with generous living and dining areas and well-equipped kitchens. The second-floor unit includes a private deck, while the additional space includes a full kitchen, 1 bedroom, 1 bath, and in-unit laundry. Added highlights include a 2-car garage, extra driveway parking, basement access from all units, and ample storage.

Single Family Active

Price

^$ 2,999,999

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 30,939

Style

Lot Size

0.23

Year Built

1953

Town/City

Brookline

County/Region

Norfolk

MLS | Web ID

73454644

List By

Dan Rosenthal

Listing Agent

Rise Signature Homes

Broker

Affordability Calculator

$21,294

Per Month

Monthly Principal & Interest: $18,716
Monthly Property Taxes: $2,578
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% 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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Nearby

Trends

Single family listings in Brookline, MA

Average List Price ^$5,530,600

Percent of Sale Price 84%

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.

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Pricing History

Date	Price	Price Change	Description
11/13/2025	$2,999,999		Listed Price

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255 Tappan Street, Brookline, MA, 02445 is a Single Family Home for sale at $2,999,999 with 4,171 sqft and a lot size of 0.23. 255 Tappan Street has 7 bedrooms, 5.0 baths, and was built in 1953. The property's zip code is 02445 which is in Brookline, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% 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 12/13/2025.

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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255 Tappan Street

Single Family Home for sale in Brookline, MA

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