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

$2,912,900

Trulia Estimate
  • 7 Beds
  • 5 Baths
  • 4,171 sqft

255 Tappan St, Brookline, MA 02445

Aspinwall Hill
Est. Refi. Payment $18,055/mo*
Refinance Your Home
Currently Off Market - Sold Dec 23, 2025 for $2,820,000 (6% below list price)

Home Value

Trulia Estimate
$2.91M
Since last month
Decreased$15K (-0.5%)
Since last year
Decreased$164K (-5.3%)
Since last sale
Increased$93K (+3.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +38% in the last 10 years
MonthEstimated value
2026
September 2026$2.91M
August 2026$2.94M
July 2026$2.93M
June 2026$2.91M
May 2026$2.85M
April 2026$2.85M
March 2026$2.83M
February 2026$2.85M
January 2026$2.83M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
91 Verndale St, Brookline, MA
0.83
Multi-Family Home
$2,862,500
10/21/25
8
4
4,166
126 Westbourne Ter, Brookline, MA
0.55
Multi-Family Home
$2,200,000
06/10/26
6
2
4,369
65 Atherton Rd, Brookline, MA
0.69
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277
1847 Commonwealth Ave, Brighton, MA
0.90
Multi-Family Home
$2,250,000
08/28/26
11
5
5,489
19-21 Orkney Rd, Brighton, MA
0.65
Multi-Family Home
$1,255,000
12/02/25
5
3
3,630
41 Orkney Rd, Brighton, MA
0.70
Multi-Family Home
$2,341,500
09/11/26
11
6
5,028

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
261 Tappan St #1, Brookline, MA 02445
0.01
$2,950,000
5
5.5
4,047
For Sale
261 Tappan St #2, Brookline, MA 02445
0.02
-
5
4
3,487
Off Market
261 Tappan St #Townhouse 1, Brookline, MA 02445
0.02
-
5
5.5
4,047
Off Market
178 Rawson Rd, Brookline, MA 02445
0.03
$1,675,400
4
3.5
2,125
Off Market
267 Tappan St #2, Brookline, MA 02445
0.03
-
4
4
3,318
Off Market
267 Tappan St #1, Brookline, MA 02445
0.03
-
4
4
3,035
Off Market
37-39 Beaconsfield Rd, Brookline, MA 02445
0.05
$3,195,000
9
5
4,600
For Sale
179 Rawson Rd #2, Brookline, MA 02445
0.06
-
6
2
3,377
Off Market
227 Tappan St #227, Brookline, MA 02445
0.07
-
4
3.5
2,678
Off Market
59 Addington Rd #1, Brookline, MA 02445
0.08
$1,272,300
2
2.5
1,393
Off Market
59 Addington Rd #3, Brookline, MA 02445
0.08
$1,720,300
3
2.5
1,467
Off Market

Local Information

  • Map ViewExplore the area around 255 Tappan St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1953
4,171 sqft
$676/sqft
Garage

About this House

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.
255 Tappan St, Brookline, MA 02445 is a 7 bedroom, 5 bathroom, 4,171 sqft multi-family in Aspinwall Hill, built in 1953. It last sold for $2,820,000 on Dec 23, 2025 (6% below the $2,999,999 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,912,900, with a rent estimate of $5,735/month.
Last check for updates: about 20 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

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

Price and Tax history

DateEventPrice
Dec 23, 2025
Source: MLS PIN #73443932
Sold
$2,820,000
Nov 5, 2025
Source: MLS PIN #73443932
PriceChange
$2,999,999
Price decreased by 12%
Oct 15, 2025
Source: MLS PIN #73443932
Listed For Sale
$3,399,000

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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. "
    0
    Flag
  • 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

LGBTQ Local Legal Protections

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.

Frequently asked questions about 255 Tappan St

  • What is 255 Tappan St estimated to be worth?
    Trulia's estimated value for 255 Tappan St in Brookline, MA is $2,912,900.
  • What is the price history for 255 Tappan St?
    255 Tappan St in Brookline, MA last sold for $2,820,000 in December 2025.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.24M. That is up $23.33K from the prior month.
  • Does 255 Tappan St have a pool?
    Yes, 255 Tappan St in Brookline, MA has a pool.

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