44 Brier St, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$1,405,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,048 sqft

44 Brier St, Winnetka, IL 60093

Est. Refi. Payment $9,948/mo*
Refinance Your Home
Currently Off Market - Sold Jul 10, 2013 for $770,000

Home Value

Trulia Estimate
$1.41M
Since last month
Increased$8K (+0.6%)
Since last year
Increased$183K (+14.9%)
Since last sale
Increased$644K (+83.6%)
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 +90% in the last 10 years
MonthEstimated value
2026
September 2026$1.41M
August 2026$1.41M
July 2026$1.4M
June 2026$1.43M
May 2026$1.38M
April 2026$1.37M
March 2026$1.35M
February 2026$1.28M
January 2026$1.24M
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
38 Brier St, Winnetka, IL
0.01
Single-Family Home
$800,000
10/14/25
3
1.5
2,571
611 Roger Ave, Kenilworth, IL
0.18
Single-Family Home
$837,500
07/24/26
3
2.5
1,850
727 Roger Ave, Kenilworth, IL
0.16
Single-Family Home
$1,216,000
04/08/26
4
3
1,921
724 Maclean Ave, Kenilworth, IL
0.07
Single-Family Home
$1,125,000
07/08/26
3
2.5
3,000
158 Woodland Ave, Winnetka, IL
0.26
Single-Family Home
$910,000
12/17/25
3
3
2,200
707 Roger Ave, Kenilworth, IL
0.15
Single-Family Home
$1,203,000
05/20/26
3
3
1,817
554 Brier St, Kenilworth, IL
0.19
Single-Family Home
$950,000
05/29/26
3
2
1,980
737 Maclean Ave, Kenilworth, IL
0.06
Single-Family Home
$1,635,000
03/02/26
5
3.5
3,185
420 Brier St, Kenilworth, IL
0.33
Single-Family Home
$1,600,000
08/31/26
4
3
2,334
748 Maclean Ave, Kenilworth, IL
0.10
Single-Family Home
$1,595,000
01/09/26
4
2.5
4,335

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
38 Brier St, Winnetka, IL 60093
0.01
$1,394,500
3
1.5
2,571
Off Market
713 Maclean Ave, Kenilworth, IL 60043
0.03
$1,818,000
6
4.5
3,100
Off Market
67 Brier St, Winnetka, IL 60093
0.04
$1,890,008
5
6
4,200
Recently Sold
737 Maclean Ave, Kenilworth, IL 60043
0.06
$1,635,000
5
3.5
3,185
Recently Sold
538 Meadow Rd, Winnetka, IL 60093
0.06
$1,612,900
4
3.5
2,907
Off Market
542 Meadow Rd, Winnetka, IL 60093
0.07
$1,652,900
4
3.5
3,384
Off Market
724 Maclean Ave, Kenilworth, IL 60043
0.07
$1,125,000
3
2.5
3,000
Recently Sold
711 Brier St, Kenilworth, IL 60043
0.05
$1,555,000
4
2.5
-
Recently Sold
732 Maclean Ave, Kenilworth, IL 60043
0.08
$1,440,900
3
2.5
2,156
Off Market
707 Brier St, Kenilworth, IL 60043
0.06
$1,428,100
3
1.5
2,436
Off Market
751 Maclean Ave, Kenilworth, IL 60043
0.09
$1,700,600
3
3.5
2,454
Off Market
748 Maclean Ave, Kenilworth, IL 60043
0.10
$1,595,000
4
2.5
4,335
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Brier St.
  • Schools1 Preschool School1 Elementary School2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1927
2,048 sqft
$686/sqft
Garage

About this House

KENILWORTH SCHOOL DISTRICT...WINNETKA PARK DISTRICT! Lovely colonial home that has been beautifully updated with attention to detail throughout. Gracious liv rm with fireplace, formal din rm, fully appointed kit with bkfst area, and fam rm with door to expansive deck,spacious yard and play area. Walk to Sears School(Jr Kdg-8th Gd...tunnel under Greenbay Rd), New Trier, train and the lake! Move right in and enjoy!
44 Brier St, Winnetka, IL 60093 is a 4 bedroom, 3 bathroom, 2,048 sqft single-family home built in 1927. It last sold for $770,000 on Jul 10, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,405,700, with a rent estimate of $4,294/month.

Home Details for 44 Brier St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Stucco
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7366 sqft

Price and Tax history

DateEventPrice
Jul 10, 2013
Source: MRED as distributed by MLS GRID #08340465
Sold
$770,000
Jun 7, 2013
Source: Agent Provided
Pending
$799,000
May 11, 2013
Source: Agent Provided
PriceChange
$799,000
Price decreased by 4%
Apr 29, 2013
Source: Agent Provided
PriceChange
$829,000
Price decreased by 2%
Apr 22, 2013
Source: Agent Provided
Listed For Sale
$849,000

Market trends in Winnetka

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
5MoM

Around this home

What Locals Say about Winnetka

At least 78 Trulia users voted on each feature.

  • 94 % Say people would walk alone at night

  • 90 % Say it's dog friendly

  • 88 % Say kids play outside

  • 88 % Say there's holiday spirit

  • 87 % Say there are sidewalks

  • 82 % Say yards are well-kept

  • 81 % Say it's walkable to restaurants

  • 80 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 72 % Say it's walkable to grocery stores

  • 71 % Say they plan to stay for at least 5 years

  • 70 % Say neighbors are friendly

  • 66 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • DRD
    "Great schools and public works. Incredible beaches. Great fire and police systems. Amazing playing fields for kids’ sports. "
    0
    Flag
  • allisonbowersbrown
    "Park district, block parties, parades, fireworks. Neighborhood get together, school and church events. "
    0
    Flag
  • Jillian D.
    "I take the metra and walk to work. It’s easy and about as fast in the train to Chicago as it is in a car. Going west without a car is not as doable though. "
    1
    Flag
  • Acparacchini
    "Great dog beach, easy walk to town with coffee shops, restaurants, etc and bring the dog! 4th of July parade and everyone brings their dogs "
    0
    Flag
  • Phil L. .
    "Great parks, families and restaurants. Easy walk to restaurants , train, and interesting stores. Lots of people out walking, running or on bikes. "
    0
    Flag
  • Jillian D.
    "I take the train and walk. There are usually window seats available on the Metra when I leave winnetka at 7:21. "
    1
    Flag
  • Jillian D.
    "There are lots of green parks for doggos to play at! There’s also lil fountains where you can get water for people and dogs in the summer. "
    2
    Flag
  • Sarahvaile687
    "Winnetka music festival, summer music in the park...there are plenty of events hosted by the community."
    1
    Flag
  • Winnetka mom
    "I’ve lived here for 14 years and Winnetka is the most warm, welcoming neighborhood I’ve ever lived in!"
    1
    Flag
  • Benjamin J. D.
    "They would like it. It’s a great community with tons of parks. Move here! You won’t regret it. It’s like living in a Rockwell painting."
    1
    Flag
  • Mklein
    "Lived here for 22 years. Raised our family here. Would do it again given the chance. Great mix of people from different backgrounds and heritage. Only downfall is politically backwards and cannot get anything done in the village that’s required to stay current with infrastructure or lifestyle. "
    5
    Flag
  • Sbardoni29
    "Wonderful place to live. Gorgeous homes and great apartment living above shops and restaurants. So close to the lake and Metra runs right through city to downtown. "
    0
    Flag
  • Coveyandclay
    "family friendly and perfect for children! parks are wonderful and schools are best in country. park district facilities are top notch"
    0
    Flag
  • Coveyandclay
    "great parks and lots of kids playing there all the time. very family friendly. many kids events put on by park district also."
    0
    Flag
  • Erin K. C.
    "Very dog friendly. There is a great private dog beach that is well maintained with a dog wash and passholder only gate. All dogs are required to be well behaved and up to date on all shots. "
    0
    Flag
  • Acparacchini
    "Lived in Winnetka essentially since I was 9! Great place to raise a family. Beautiful homes, great town, great beaches, excellent schools, easy transportation to the city! "
    2
    Flag
  • Gabriel
    "Safe, quiet and architecturally nice. A great place to live and raise a family. Great schools and close to the lake. "
    0
    Flag
  • mtoyama60
    "Wonderful neighborhood close to lake and town and highly rated schools. Family community. Quiet residential street. Great investment."
    0
    Flag
  • Patty E.
    "I want to move here ,whith my kids."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 44 Brier St

  • What is 44 Brier St estimated to be worth?
    Trulia's estimated value for 44 Brier St in Winnetka, IL is $1,405,700.
  • What is the price history for 44 Brier St?
    44 Brier St in Winnetka, IL last sold for $770,000 in July 2013.
  • Is Winnetka a buyer's or seller's market?
    Winnetka is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winnetka?
    Residents describe Winnetka, IL as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Winnetka, IL.
  • How big is the lot at 44 Brier St?
    The lot at 44 Brier St in Winnetka, IL is about 0.17 acres (7,366 sq ft).
  • Does 44 Brier St have a garage?
    Yes, 44 Brier St in Winnetka, IL has a garage.

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