995 Pine St, Winnetka, IL 60093
OFF MARKET

995 Pine St
Winnetka, IL 60093

  • 4 Beds
  • 3 Baths
  • 2,838 sqft

$1,423,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,734/mo*
Refinance Your Home

$1,423,900

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $9,734/mo*
Refinance Your Home
4 Beds
3 Baths
2,838 sqft

Home Value

Trulia Estimate
$1.42M
Since last month
Decreased$8K (-0.6%)
Since last year
Increased$102K (+7.7%)
Since last sale
Increased$473K (+49.8%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$1.42M
July 2026$1.43M
June 2026$1.44M
May 2026$1.4M
April 2026$1.37M
March 2026$1.37M
February 2026$1.32M
January 2026$1.3M
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
706 Foxdale Ave, Winnetka, IL
0.29
Single-Family Home
$1,225,000
03/31/26
4
2.5
2,777
972 Elm St, Winnetka, IL
0.21
Single-Family Home
$1,350,000
06/24/26
5
3.5
2,800
674 Foxdale Ave, Winnetka, IL
0.30
Single-Family Home
$1,020,000
03/27/26
4
3
1,704
916 Oak St, Winnetka, IL
0.32
Single-Family Home
$1,515,000
04/30/26
4
2.5
2,116
925 Elm St, Winnetka, IL
0.21
Single-Family Home
$925,000
02/24/26
3
3.5
2,216
1105 Elm St, Winnetka, IL
0.26
Single-Family Home
$1,340,000
06/24/26
3
3.5
2,435
1087 Ash St, Winnetka, IL
0.45
Single-Family Home
$1,670,000
07/23/26
4
3
3,163
1092 Spruce St, Winnetka, IL
0.23
Single-Family Home
$1,800,000
09/10/25
5
4.5
2,872
821 Foxdale Ave, Winnetka, IL
0.40
Single-Family Home
$900,000
10/08/25
4
3
2,016
995 Oak St, Winnetka, IL
0.24
Single-Family Home
$1,730,000
07/13/26
4
4.5
3,639

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
675 Blackthorn Rd, Winnetka, IL 60093
0.13
$5,517,300
6
8.5
-
Off Market
965 Spruce St, Winnetka, IL 60093
0.09
$1,934,900
4
3.5
3,000
Off Market
928 Pine St, Winnetka, IL 60093
0.12
$1,714,200
4
3.5
3,153
Off Market
953 Spruce St, Winnetka, IL 60093
0.10
$2,798,200
5
5.5
5,026
Off Market
680 Walden Rd, Winnetka, IL 60093
0.15
$2,950,000
6
4.5
6,411
Recently Sold
1045 Pine St, Winnetka, IL 60093
0.10
$3,141,400
5
5
5,637
Off Market
660 Walden Rd, Winnetka, IL 60093
0.15
$1,482,700
3
3
2,662
Off Market
920 Pine St, Winnetka, IL 60093
0.14
$2,553,800
5
4.5
4,399
Off Market
1045 Starr Rd, Winnetka, IL 60093
0.14
$4,808,900
7
8
8,800
Off Market
636 Walden Rd, Winnetka, IL 60093
0.15
-
4
2.5
-
Off Market
1046 Dinsmore Rd, Winnetka, IL 60093
0.17
$1,956,800
5
5
3,182
Off Market
Address Not Disclosed, Winnetka, IL 60093
0.19
$1,905,000
5
4.5
3,737
Recently Sold

Local Information

  • Map ViewExplore the area around 995 Pine St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
2,838 sqft
Price/Sqft
$502
Parking
Garage

About this House

There's nothing quite like this delightful wooded property This gem of a home features a bluestone pathway, natural landscaping and unique features in a friendly neighborhood. Walk through the spacious foyer and into the expansive living room. You'll be drawn to the window seat overlooking a sunny bay window. On winter nights, you'll appreciate the fireplace with gas logs. The adjacent dining room includes French doors, opening to the back walkway, with an extra parking pad. Relax is the roomy family room with knotty pine, built-in bookshelves, a skylight, and a doorway that leads into a coveted screened-in porch with scenic views. An eat-in kitchen takes you to the convenient first floor laundry/mudroom with lots of storage, and a two-car garage. You'll appreciate the first-floor bedroom (or office), and full bath with Kohler hardware and designer tiles. Upstairs, you'll find 3 roomy bedrooms, including a sumptuous master suite with 2 huge bay windows, 2 well-appointed walk- closets and a spa bathroom with a whirlpool tub and walk-in shower. Sunlight streams in through skylights above the staircase, in the upstairs hallway, and in the second floor bathroom with double sinks and walk-in shower. The two added bedrooms upstairs exude a tree-house effect, with generous closets and large windows overlooking tall trees. Move right into this lovely home. Newly painted first floor. Full basement. Walk to town, train, schools, library, and parks. Taxes are being reduced.
995 Pine St, Winnetka, IL 60093 is a 4 bedroom, 3 bathroom, 2,838 sqft single-family home built in 1952. It last sold for $950,000 on Feb 9, 2022. It is currently off market. The Trulia Estimate is $1,423,900, with a rent estimate of $6,005/month.

Home Details for 995 Pine St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 9Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Carpet, Hardwood, Laminate

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherExterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8668 sqft

Price and Tax history

DateEventPrice
Feb 9, 2022
Source: MRED as distributed by MLS GRID #11282072
Sold
$950,000
Jan 18, 2022
Source: MRED as distributed by MLS GRID #11282072
Pending
$950,000
Dec 14, 2021
Source: MRED as distributed by MLS GRID #11282072
Contingent
$950,000
Dec 6, 2021
Source: MRED as distributed by MLS GRID #11282072
Listed For Sale
$950,000
Apr 1, 2020
Source: MRED as distributed by MLS GRID #10598852
Sold
$720,000

Market trends in Winnetka

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
4MoM

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 995 Pine St

  • What is 995 Pine St estimated to be worth?
    Trulia's estimated value for 995 Pine St in Winnetka, IL is $1,423,900.
  • What is the price history for 995 Pine St?
    995 Pine St in Winnetka, IL last sold for $950,000 in February 2022.
  • 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.
  • Does 995 Pine St have air conditioning?
    Yes, 995 Pine St in Winnetka, IL has air conditioning.
  • Does 995 Pine St have laundry facilities?
    Yes, 995 Pine St in Winnetka, IL has in-unit laundry.

Explore by feature - Pet Friendly

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