249 Walnut St, Brookline, MA 02445
Property image
Property image
OFF MARKET

249 Walnut St
Brookline, MA 02445

High Street Hill
  • 3 Beds
  • 1 Bath
  • 5,121 sqft

$2,323,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $13,947/mo*
Refinance Your Home

$2,323,700

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $13,947/mo*
Refinance Your Home
3 Beds
1 Bath
5,121 sqft

Local Information

  • Map ViewExplore the area around 249 Walnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1900
Living Area
5,121 sqft
Price/Sqft
$454

About this House

Located on Walnut Street, this home is completely updated with a new Granite and Stainless kitchen and bath with Jetted Tub, gorgeous gleaming hardwood floors, 2 great bedrooms and a 3rd smaller room, great for a kid/young adult or a home office. Formal Dining room, great living room with Bay windows and lots of light, simple first floor living in the historic and highly desired Lincoln School District, located in Pill Hill. This home is available NOW, so setup a time today to enjoy all that Brookline and this home has to offer. A short walk (about 5 mins to either) to both Brookline Village T stop and Brookline Hills T-Stop, home includes your own PRIVATE parking space on site as well!
249 Walnut St, Brookline, MA 02445 is a 3 bedroom, 1 bathroom, 5,121 sqft condo in High Street Hill, built in 1900. More recently, it was listed as a rental in November 2012 with an asking price of $2,495 per month. That rental listing was removed on December 13, 2012. It is currently off market. The Trulia Estimate is $2,323,700, with a rent estimate of $3,986/month.

Home Details for 249 Walnut St

Interior Features

Interior Details
BasementNumber of Rooms: 20
Heating & Cooling
Heating: Other, GasHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1900Year Updated: 1970
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 3

Lot Information

Lot Area: 5227 sqft

Price History for 249 Walnut St

DatePriceEventSource
12/13/2012$2,495ListingRemovedAgent Provided
11/13/2012$2,495Listed For RentAgent 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$22,359
Assessment$2,265,300
Home facts updated by county records

Comparable Sales for 249 Walnut St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
127 Sumner Rd #1, Brookline, MA
0.34
Condo
$980,000
08/29/25
2
1
1,229
11 Cameron St #1, Brookline, MA
0.10
Condo
$1,149,000
09/30/25
2
2
1,338
20 Rice St #2, Brookline, MA
0.12
Condo
$740,000
05/14/26
3
1
978
255 Walnut St #B, Brookline, MA
0.01
Condo
$1,310,000
06/29/26
3
1.5
1,543
59 Auburn St #2, Brookline, MA
0.61
Condo
$1,700,000
04/30/26
3
2.5
1,529
60 Pond St #2, Jamaica Plain, MA
1.05
Condo
$2,500,000
06/30/26
3
1
3,341
124 Chestnut St #2, Brookline, MA
0.29
Condo
$900,000
04/21/26
3
1
1,232
72 Cypress St #1, Brookline, MA
0.22
Condo
$935,000
02/11/26
2
1
1,115
114 Davis Ave #2, Brookline, MA
0.16
Condo
$1,265,000
07/30/26
3
2
1,247
70-72 Halifax St #1, Jamaica Plain, MA
0.77
Condo
$825,000
05/13/26
2
1
1,140

Nearby homes

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Assigned Schools

These are the assigned schools for 249 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

319 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

70 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

540 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

68 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

781 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

24 rentals with an outdoor space in Brookline, MA

Homes for sale near 249 Walnut St

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Off Market Homes Near 249 Walnut St

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Frequently asked questions about 249 Walnut St

  • What is 249 Walnut St estimated to be worth?
    Trulia's estimated value for 249 Walnut St in Brookline, MA is $2,323,700.
  • 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 $1.4M. That is down $16.67K from the prior month.
  • What do residents say about the High Street Hill neighborhood?
    Residents describe the High Street Hill neighborhood in Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in High Street Hill, Brookline.