255 Tappan Street, Brookline, MA 02445

$2,999,999

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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.

— MLSPIN #: 73454644

Map of 255 Tappan Street, Brookline, MA 02445

255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
255 Tappan Street, Brookline, MA 02445 255 Tappan Street, Brookline, MA 02445
List Price:$2,999,999
Status:Active
MLS ID:73454644
Town:Brookline
County:Norfolk
Zip:02445
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:7
Full Baths:5
Living Area:4,171 sqft
Acres:0.23
Taxes:30,939
Cooling:Central Air
Flooring:Wood, Carpet, Concrete
Heating:Baseboard, Hot Water
Lot Features:Other
Status:Active
Water Source:Public
Year Built:1953
Directions:Please Use Google Maps (Off Beacon Street)
Foundation Details:Concrete Perimeter
Construction Materials:Brick
Listing Contract Date:2025-11-13
Cooling?:Yes
Fireplace?:Yes
Garage?:Yes
Heating?:Yes
Lot Size Area:0.23
Lot Size Square Feet:9,919
Fireplaces Total:3
Rooms Total:14
Architectural Style:Other (See Remarks)
Bathrooms Total Integer:5
Building Area Source:Public Records
Building Area Total:4,171
Community Features:Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
Levels:Multi/Split
Living Area Units:Square Feet
Lot Size Units:Acres
Parcel Number:37541
Road Frontage Type:Public
Road Surface Type:Paved
Sewer:Public Sewer
Zoning:T-6
Covered Spaces:2
Elementary School:John D. Runkle School
Garage Spaces:2
High School:Brookline High School
Year Built Source:Public Records
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Color:Red brick
Disclosure:No
Dpr Flag:No
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$719.25
Page:586
Price Per Sqft:$719.25
Square Feet Incl Base:No
Original List Price:$2,999,999
Parking Total:4
Tax Assessed Value:$3,134,600
Tax Year:2025
Year Built Details:Actual
Waterview Flag:No

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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.

MLS Property Information Network, Inc. data last updated on November 22, 2025 08:23 PM

Property Last Updated: November 17, 2025 03:07 AM

Listing Courtesy of: Rise Signature Homes
Listing Agent: Dan Rosenthal