104 Walnut St, Brookline, MA 02445
OFF MARKET

104 Walnut St
Brookline, MA 02445

High Street Hill
  • 6 Beds
  • 6 Baths
  • 3,657 sqft

$2,842,800

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $16,866/mo*
Refinance Your Home

$2,842,800

Trulia Estimate
as of Jul 20, 2026
Est. Refi. Payment $16,866/mo*
Refinance Your Home
6 Beds
6 Baths
3,657 sqft

Local Information

  • Map ViewExplore the area around 104 Walnut St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

INVESTORS & DEVELOPERS TAKE NOTICE! Beautiful triple-decker in sought after Pill Hill Brookline, mins to Brookline Village. This is your opportunity to get into a great cash flowing asset or condo conversion in a A+ location. The building has 3 units each with an identical floor plan consisting of 2 beds, 1 bath, living, and dining room with built-in china cabinets, eat-in kitchen w/ pantry as well as hardwood floors throughout. The full unfinished basement has a full-sized walkout, separate utilities & laundry hookup for each unit. Unit 2 is vacant and easy to show. Tenants at will in units 1 and 3 renting below market. Great bones! The exterior of the building has been lovingly maintained: brickwork repointed in 2010, front porches replaced in 2016. Driveway parking for 4 cars. This property is being sold as is. Great proximity to Brookline Village, Longwood Medical, Rt. 9, Jamaica Pond & downtown Boston. Don???t miss this opportunity!
104 Walnut St, Brookline, MA 02445 is a 6 bedroom, 6 bathroom, 3,657 sqft multi-family in High Street Hill, built in 1900. It last sold for $2,500,000 on Sep 30, 2021. It is currently off market. The Trulia Estimate is $2,842,800, with a rent estimate of $5,532/month.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 104 Walnut St

Interior Features

Interior Details
BasementNumber of Rooms: 15
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: OtherExterior: Brick

Property Information

Year Built
Year Built: 1900Year Updated: 2021
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 4050 sqft

Price History for 104 Walnut St

DatePriceEventSource
09/30/2021$2,500,000Sold
MLS PIN #72828539
06/28/2019$1,860,000Sold
N/A
04/20/2019$1,599,000PendingAgent Provided
04/09/2019$1,599,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Property Tax and Assessment

Year2025
Tax$24,783
Assessment$2,510,900
Home facts updated by county records

Comparable Sales for 104 Walnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
174 Fisher Ave, Roxbury, MA
0.58
Multi-Family Home
$2,220,000
07/31/25
6
4.5
3,400
50-52 Linden Pl, Brookline, MA
0.33
Multi-Family Home
$2,730,000
08/29/25
7
3
4,134
18 Milton Rd, Brookline, MA
0.42
Multi-Family Home
$1,900,000
08/08/25
6
3.5
3,895
19-21 Elm St, Brookline, MA
0.28
Multi-Family Home
$1,800,000
10/31/25
5
2
2,252
106 Brook St, Brookline, MA
0.38
Multi-Family Home
$2,125,000
04/13/26
5
3.5
2,540
9 Searle Ave, Brookline, MA
0.32
Multi-Family Home
$1,690,000
08/15/25
5
2
2,310
9 E Milton Rd, Brookline, MA
0.36
Multi-Family Home
$999,999
04/30/26
8
3
3,898
181 Harvard St, Brookline, MA
0.58
Multi-Family Home
$3,475,000
11/06/25
8
5
5,682
91-93 Calumet St, Roxbury Crossing, MA
0.77
Multi-Family Home
$2,200,000
04/14/26
12
4
3,866
65 Atherton Rd, Brookline, MA
0.98
Multi-Family Home
$2,650,000
12/12/25
6
3.5
3,277

Nearby homes

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Assigned Schools

These are the assigned schools for 104 Walnut St.
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

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

What Locals Say about High Street Hill

At least 31 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 88 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 63 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say it's quiet

  • 46 % Say there's wildlife

  • 45 % Say parking is easy

  • 42 % Say yards are well-kept

  • 40 % Say car is needed

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

353 pet-friendly rentals in Brookline, MA

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Explore by feature - Outdoor Space

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Homes for sale near 104 Walnut St

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Off Market Homes Near 104 Walnut St

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