999 Pine Tree Ln, Winnetka, IL 60093
OFF MARKET

$3,864,700

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,728 sqft (on 0.50 acres)

999 Pine Tree Ln, Winnetka, IL 60093

Est. Refi. Payment $27,220/mo*
Refinance Your Home
Currently Off Market - Sold Jul 26, 2017 for $2,700,000

Home Value

Trulia Estimate
$3.87M
Since last month
Decreased$55K (-1.4%)
Since last year
Increased$655K (+20.4%)
Since last sale
Increased$1M (+43.1%)
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 +310% in the last 10 years
MonthEstimated value
2026
September 2026$3.86M
August 2026$3.92M
July 2026$3.83M
June 2026$3.86M
May 2026$3.62M
April 2026$3.7M
March 2026$3.48M
February 2026$3.39M
January 2026$3.22M
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
1560 Tower Rd, Winnetka, IL
0.27
Single-Family Home
$1,825,000
10/31/25
3
3
2,960
767 Ivy Ln, Glencoe, IL
0.09
Single-Family Home
$950,000
01/16/26
4
2.5
2,276
985 Pine Tree Ln, Winnetka, IL
0.02
Single-Family Home
$3,000,000
04/17/26
6
5.5
7,200
1560 Asbury Ave, Winnetka, IL
0.12
Single-Family Home
$3,367,000
04/28/26
5
6
6,982
599 Woodlawn Ave, Glencoe, IL
0.30
Single-Family Home
$2,145,000
07/15/26
4
4.5
4,654
330 Brookside Ln, Glencoe, IL
0.12
Single-Family Home
$2,325,000
03/04/26
5
4.5
5,000
1503 Edgewood Ln, Winnetka, IL
0.24
Single-Family Home
$2,200,000
10/15/25
4
4
3,319
1523 Tower Rd, Winnetka, IL
0.27
Single-Family Home
$1,103,000
05/13/26
4
3
2,503
1492 Asbury Ave, Winnetka, IL
0.24
Single-Family Home
$1,030,000
04/02/26
4
2.5
2,380
1505 Tower Rd, Winnetka, IL
0.29
Single-Family Home
$1,305,000
05/15/26
4
4
3,225

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
985 Pine Tree Ln, Winnetka, IL 60093
0.02
$3,000,000
6
5.5
7,200
Recently Sold
945 Pine Tree Ln, Winnetka, IL 60093
0.11
$4,250,000
-
-
-
Recently Sold
767 Ivy Ln, Glencoe, IL 60022
0.09
$950,000
4
2.5
2,276
Recently Sold
Address Not Disclosed, Winnetka, IL 60093
0.12
$3,367,000
5
6
6,982
Recently Sold
290 Drexel Ln, Glencoe, IL 60022
0.12
$2,972,700
5
6
6,425
Off Market
330 Brookside Ln, Glencoe, IL 60022
0.12
$2,325,000
5
4.5
5,000
Recently Sold
735 Brookvale Ter, Glencoe, IL 60022
0.12
$1,951,200
4
3.5
3,270
Off Market
300 Grove St, Glencoe, IL 60022
0.16
$2,743,900
5
6
5,794
Off Market
361 Bluff St, Glencoe, IL 60022
0.17
$2,225,700
6
5
5,540
Off Market
900 Pine Tree Ln, Winnetka, IL 60093
0.19
$2,444,700
3
2.5
3,597
Off Market
920 Pine Tree Ln, Winnetka, IL 60093
0.20
$2,400,000
5
5.5
-
Recently Sold
1509 Asbury Ave, Winnetka, IL 60093
0.20
$2,087,000
5
4.5
-
Off Market

Local Information

  • Map ViewExplore the area around 999 Pine Tree Ln.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1942
0.5 acre lot
2,728 sqft
$1,417/sqft
Garage

About this House

A nice 4 bedroom, 2 bath rental home on approximately .75- acre lot in ideal location, near town and Edens. Newer baths, hardwood floors and kitchen with granite counters. Fireplaces in living room and master bedroom. 1st-floor laundry/no basement. New windows and 2+-car attached garage. Very workable and generous space be it short or long term. Pets are permitted.
10;
999 Pine Tree Ln, Winnetka, IL 60093 is a 4 bedroom, 2 bathroom, 2,728 sqft single-family home built in 1942. It last sold for $2,700,000 on Jul 26, 2017. More recently, it was listed as a rental in February 2016 with an asking price of $3,000 per month. That rental listing was removed on February 17, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,864,700.

Home Details for 999 Pine Tree Ln

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1942
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price and Tax history

DateEventPrice
Jul 26, 2017
Source: N/A
Sold
$2,700,000
Feb 17, 2016
Source: Agent Provided
ListingRemoved
$3,000
Feb 3, 2016
Source: Agent Provided
Listed For Rent
$3,000
Dec 23, 2015
Source: Agent Provided
ListingRemoved
$3,000
Aug 22, 2015
Source: Agent Provided
Listed For Rent
$3,000

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 999 Pine Tree Ln

  • What is 999 Pine Tree Ln estimated to be worth?
    Trulia's estimated value for 999 Pine Tree Ln in Winnetka, IL is $3,864,700.
  • What is the price history for 999 Pine Tree Ln?
    999 Pine Tree Ln in Winnetka, IL last sold for $2,700,000 in July 2017.
  • 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 999 Pine Tree Ln have air conditioning?
    Yes, 999 Pine Tree Ln in Winnetka, IL has air conditioning.
  • How big is the lot at 999 Pine Tree Ln?
    The lot at 999 Pine Tree Ln in Winnetka, IL is about 0.50 acres (21,780 sq ft).

Explore by feature - Pet Friendly

11 pet-friendly rentals in Winnetka, IL

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16 rentals with a washer/dryer in Winnetka, IL

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