255 Tappan St, Brookline, MA 02445
SOLD
DEC 23, 2025

255 Tappan St
Brookline, MA 02445

Aspinwall Hill
  • 7 Beds
  • 5 Baths
  • 4,171 sqft

$2,820,000

Last Sold: Dec 23, 2025
6% below list $3M
$676/sqft
Est. Refi. Payment $16,392/mo*
Refinance Your Home

$2,820,000

Last Sold: Dec 23, 2025
6% below list $3M
$676/sqft
Est. Refi. Payment $16,392/mo*
Refinance Your Home
7 Beds
5 Baths
4,171 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 23, 2025

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
HOA
None
Price/Sqft
$676/sqft
Listed
180+ days ago

Home Details for 255 Tappan St

Interior Features

Interior Details
Basement: Full,Garage AccessNumber of Rooms: 14
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 4171 Square Feet
Appliances & Utilities
Appliances: Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, WasherDishwasherDisposalMicrowaveRefrigeratorWasher
Fireplace & Spa
Number of Fireplaces: 3Has a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Carpet, Concrete
Levels, Entrance, & Accessibility
Number of Stories: 3Floors: Wood, Carpet, Concrete

Exterior Features

Exterior Home Features
Patio / Porch: Deck, Patio, Patio - EnclosedFencing: FencedOther Structures: Shed(s)Exterior: Rain Gutters, GardenFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6Has a GarageHas Open ParkingParking Spaces: 8Parking: Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4171

Property Information

Year Built
Year Built: 1953
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Construction Materials: BrickDoes Not Include Home Warranty
Property Information
Parcel Number: 37541

Price & Status

Price
List Price: $2,999,999Price Per Sqft: $676/sqft
Status Change & Dates
Off Market Date: Sun Dec 14 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Brookline
School Information
Elementary School: John D. Runkle SchoolHigh School: Brookline High School

Building

Building Area
Building Area: 4171 Square Feet

Community

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, UniversityNot Senior Community

Lot Information

Lot Area: 9919 sqft

Miscellaneous

BasementMls Number: 73443932Above Grade Unfinished Area: 4171

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity
Last check for updates: about 2 hours ago
Listed by Dan Rosenthal, (617) 733-5155
Rise Signature Homes, (617) 383-5659
Dan Rosenthal, (617) 733-5155
Bought with: Shari Lyons, (617) 947-8280, Coldwell Banker Realty - New England Home Office, (781) 684-6300
Source: MLS PIN, MLS#73443932

Price History for 255 Tappan St

DatePriceEventSource
12/23/2025$2,820,000Sold
MLS PIN #73443932
11/05/2025$2,999,999PriceChange
MLS PIN #73443932
10/15/2025$3,399,000Listed For SaleMLS PIN #73443932

Market trends in Brookline

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
99.0%
Price per sq ft
$809
Available listings
227
28MoM
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Property Tax and Assessment

Year2025
Tax$30,939
Assessment$3,134,600
Home facts updated by county records

Comparable Sales for 255 Tappan St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
35-37 Winthrop Rd, Brookline, MA
0.37
Multi-Family Home
$2,452,000
06/16/25
8
3
3,544
1572 Beacon St, Brookline, MA
0.39
Multi-Family Home
$2,200,000
02/02/26
5
3
3,978
30 Ackers Ave, Brookline, MA
0.68
Multi-Family Home
$2,735,000
12/12/25
10
4.5
4,112
589-591 Washington St, Brookline, MA
0.39
Multi-Family Home
$1,800,000
01/13/26
9
4
3,102
18 Milton Rd, Brookline, MA
0.62
Multi-Family Home
$1,900,000
08/08/25
6
3.5
3,895
91 Verndale St, Brookline, MA
0.83
Multi-Family Home
$2,862,500
10/21/25
8
4
4,166
65 Atherton Rd, Brookline, MA
0.69
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
15 Garrison Rd, Brookline, MA
0.21
Multi-Family Home
$3,050,000
08/08/25
9
8.5
5,150
19-21 Orkney Rd, Brighton, MA
0.65
Multi-Family Home
$1,255,000
12/02/25
5
3
3,630

Nearby homes

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Assigned Schools

These are the assigned schools for 255 Tappan St.

Neighborhood Overview

Aspinwall Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Aspinwall Hill

  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
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  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
    0
    Flag
  • Billy W.
    "It has a public park at the very top of the hill."
    0
    Flag
  • Billy W.
    "I can either drive or take public transportation."
    0
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag
  • Jessicalmartin
    "Beautiful and quiet streets, shops, near to the T. Gorgeous in the snow! A really lovely place to live, I’ve been here about 3 years so far. "
    0
    Flag
  • Harumi T.
    "It is so nice to live here. "
    0
    Flag

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Off Market Homes Near 255 Tappan St

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The property listing data and information 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 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 255 Tappan St

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255 Tappan St, Brookline, MA 02445 is a 7 bedroom, 5 bathroom, 4,171 sqft multi-family built in 1953. 255 Tappan St is located in Aspinwall Hill, Brookline. This property is not currently available for sale. 255 Tappan St was last sold on Dec 23, 2025 for $2,820,000 (6% lower than the asking price of $2,999,999). The current Trulia Estimate for 255 Tappan St is $2,855,000.