100 Walnut Pl, Brookline, MA 02445
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Property image
OFF MARKET

100 Walnut Pl
Brookline, MA 02445

High Street Hill
  • 7 Beds
  • 5 Baths
  • 6,000 sqft (on 0.82 acres)

$5,170,100

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $30,531/mo*
Refinance Your Home

$5,170,100

Trulia Estimate
as of Jul 19, 2026
Est. Refi. Payment $30,531/mo*
Refinance Your Home
7 Beds
5 Baths
6,000 sqft
(on 0.82 acres)

Local Information

  • Map ViewExplore the area around 100 Walnut Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Settled on a private lane in the historic Pill Hill neighborhood, 100 Walnut Place is a "City Retreat" that provides privacy, space and proximity to the city. Located on .82 acres, this home grants quick access to the city, a short walk to Brookline Village and borders conservation land. The property has undergone a complete restoration and features a newly attached 2-car garage. A grand front entry leads to a fire-placed dining room, formal living room with paneled walls and a spectacular family room with three walls of triple hung windows that overlook the sweeping lawn. The kitchen showcases a true chef's kitchen with custom cabinetry, built-ins and banquette seating. Upstairs houses a spacious master suite, a laundry room, plus 4 bedrooms and two full bathrooms. Downstairs has a wine cellar, craft room with kitchenette, and secondary living space with an attached bedroom. The lower level walks out to a brick terrace over-seeing the fire pit, expansive lawn and conservation land.
100 Walnut Pl, Brookline, MA 02445 is a 7 bedroom, 6 bathroom, 6,000 sqft single-family home in High Street Hill, built in 1847. It last sold for $3,950,000 on Oct 2, 2019. It is currently off market. The Trulia Estimate is $5,170,100, with a rent estimate of $9,277/month.

Home Highlights

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

Home Details for 100 Walnut Pl

Interior Features

Interior Details
BasementNumber of Rooms: 13
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1847Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 0.82 acres

Price History for 100 Walnut Pl

DatePriceEventSource
10/02/2019$3,950,000Sold
N/A
07/03/2019$3,950,000ListingRemovedAgent Provided
06/20/2019$3,950,000PendingAgent Provided
06/13/2019$3,950,000Listed For SaleAgent Provided
06/15/2017$2,100,000Sold
N/A
05/03/2017$2,050,000PendingAgent Provided
04/18/2017$2,050,000Listed 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$48,192
Assessment$4,882,700
Home facts updated by county records

Comparable Sales for 100 Walnut Pl

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Walnut Pl, Brookline, MA
0.15
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
371 Walnut St, Brookline, MA
0.46
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
469 Walnut St, Brookline, MA
0.64
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
21 Sargent Crossway, Brookline, MA
0.41
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772
36 Allerton St, Brookline, MA
0.28
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
14 Irving St, Brookline, MA
0.25
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
213 Gardner Rd, Brookline, MA
0.78
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
100 Cottage St, Brookline, MA
0.65
Single-Family Home
$5,790,000
12/19/25
6
7.5
9,380
12 Zamora St, Boston, MA
0.52
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
236 Walnut St, Brookline, MA
0.20
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963

Nearby homes

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Assigned Schools

These are the assigned schools for 100 Walnut Pl.
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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

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Explore by feature - Outdoor Space

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Homes for sale near 100 Walnut Pl

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Off Market Homes Near 100 Walnut Pl

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