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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
Massachusetts>Norfolk County>Aspinwall Hill

255 Tappan StreetBrookline, MA 02445

For Sale

$2,999,999

Smart Buyer Rebate $15,000

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.

Listed by Dan Rosenthal

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Rise Signature Homes

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617-733-5155

Last updated November 17, 2025

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Source: MLSPin #73454644

Listing Facts

  • TypeSingle-family
  • NeighborhoodAspinwall Hill
  • Bedrooms7
  • Bathrooms5
  • Days on Prevu6
  • Taxes$30,939/year
  • Size4,171 sqft
  • Price per sqft$719

Amenities

  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

11/13/2025
Listed by Rise Signature Homes
$2,999,999

Property Details for 255 Tappan Street

Association

Amenities

  • 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

Construction

  • Year Built: 1953
  • Year Built Details: Actual
  • Architectural Style: Other (See Remarks)
  • Construction Materials: Brick

Features

  • Road Frontage Type: Public

Measurements

  • Building Area Total: 4,171
  • Building Area Units: Square Feet
  • Lot Features: Other
  • Lot Size Acres: 0.23
  • Lot Size Area: 0
  • Lot Size Square Feet: 9,919
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 37541
  • Tax Annual Amount: $30,939.00
  • Tax Assessed Value: $3,134,600.00
  • Tax Year: 2025

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Wood, Carpet, Concrete

Measurements

  • Living Area: 4,171
  • Living Area Source: Public Record

Rooms

  • Bathrooms Full: 5
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 7
  • Rooms Total: 14

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: John D. Runkle School

High School

  • High School: Brookline High School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Baseboard, Hot Water
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

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.