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 #: 73443932

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:73443932
Town:Brookline
County:Norfolk
Zip:02445
Property Type:Residential Income
Property Sub Type:Multi Family
Bedrooms:7
Full Baths:5
Living Area:4,171 sqft
Acres:0.23
Taxes:30,939
Appliances:Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer
Flooring:Wood, Carpet, Concrete
Parking Features:Paved Drive, Off Street, Paved
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:2025-10-15
Fireplace?:Yes
Garage?:Yes
Lot Size Area:0.23
Lot Size Square Feet:9,919
Fireplaces Total:3
Rooms Total:14
Bathrooms Total Integer:5
Basement:true
Basement:Full, Garage Access
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
Exterior Features:Rain Gutters, Garden
Fencing:Fenced
Interior Features:Living Room, Dining Room, Kitchen, Family Room
Levels:3
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:2
Open Parking?:Yes
Other Structures:Shed(s)
Parcel Number:37541
Patio And Porch Features:Deck, Patio, Patio - Enclosed
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
Stories Total:3
Year Built Source:Public Records
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Apod Available:No
Color:Red brick
Disclosure:No
Dpr Flag:No
Flrs 1:1
Flrs 2:2
Flrs 3:1
Lead Paint:Unknown
Lease 1:No
Lease 2:No
Lease 3:No
Levels 1:1
Levels 2:1
Levels 3:1
Listing Alert:No
List Price Per Sqft:$719.25
Page:586
Price Per Sqft:$719.25
Square Feet Disclosures:Buyers representative shall perform all customary due diligence related to the property.
Square Feet Incl Base:No
Original List Price:$3,399,000
Parking Total:6
Tax Assessed Value:$3,134,600
Tax Year:2025
Year Built Details:Actual
Waterview Flag:No
Bedrms 1:3
Bedrms 2:3
Bedrms 3:1
F Bths 1:2
F Bths 2:2
F Bths 3:1

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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 13, 2025 02:50 PM

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