495 Willow Rd, Winnetka, IL 60093
Property image
Property image
OFF MARKET

$2,556,600

Trulia Estimate
  • 6 Beds
  • 4.5 Baths
  • 6,000 sqft (on 0.30 acres)

495 Willow Rd, Winnetka, IL 60093

Est. Refi. Payment $17,867/mo*
Refinance Your Home
Currently Off Market - Sold Jun 11, 2025 for $2,400,000

Home Value

Trulia Estimate
$2.56M
Since last month
$1K (0%)
Since last year
Increased$154K (+6.4%)
Since last sale
Increased$166K (+6.9%)
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 +50% in the last 10 years
MonthEstimated value
2026
September 2026$2.57M
August 2026$2.56M
July 2026$2.56M
June 2026$2.54M
May 2026$2.52M
April 2026$2.5M
March 2026$2.48M
February 2026$2.43M
January 2026$2.48M
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
355 Myrtle St, Winnetka, IL
0.05
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
386 Fairview Ave, Winnetka, IL
0.04
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284
321 Woodland Ave, Winnetka, IL
0.21
Single-Family Home
$2,600,000
09/18/25
6
5
4,698
566 Willow Rd, Winnetka, IL
0.14
Single-Family Home
$3,510,000
08/14/26
6
6.5
6,689
334 Woodland Ave, Winnetka, IL
0.15
Single-Family Home
$3,005,000
04/23/26
5
4.5
3,748
567 Oak St, Winnetka, IL
0.28
Single-Family Home
$2,825,000
09/11/26
5
4
4,212
335 Fairview Ave, Winnetka, IL
0.12
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
410 Cedar St, Winnetka, IL
0.28
Single-Family Home
$2,527,000
04/27/26
6
5.5
3,504

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
355 Myrtle St, Winnetka, IL 60093
0.05
$2,473,100
5
4.5
4,544
Off Market
502 Willow Rd, Winnetka, IL 60093
0.05
$3,386,100
6
6.5
3,768
Off Market
386 Fairview Ave, Winnetka, IL 60093
0.04
$2,030,000
4
3.5
5,284
Recently Sold
468 Ash St, Winnetka, IL 60093
0.08
$3,325,800
5
5.5
6,945
Off Market
463 Orchard Ln, Winnetka, IL 60093
0.10
$2,528,100
5
5.5
-
Off Market
335 Fairview Ave, Winnetka, IL 60093
0.12
$1,995,000
4
4.5
3,288
Recently Sold
333 Fairview Ave, Winnetka, IL 60093
0.12
$1,772,100
6
4.5
4,112
Off Market
325 Fairview Ave, Winnetka, IL 60093
0.14
$2,264,400
5
4.5
4,269
Off Market
415 Willow Rd, Winnetka, IL 60093
0.13
$1,950,600
5
3.5
3,218
Off Market
525 Ash St, Winnetka, IL 60093
0.10
$4,995,000
5
7
4,450
Recently Sold
310 Fairview Ave, Winnetka, IL 60093
0.14
$1,551,500
4
3.5
-
Off Market

Local Information

  • Map ViewExplore the area around 495 Willow Rd.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1921
0.3 acre lot
6,000 sqft
$426/sqft
Garage

About this House

Steps from Lake Michigan, this stunning 5BR+/4.1BA brick home is ideally situated on an expansive extra-wide lot (70x186) in a prime walk-to-everything east Winnetka location. Renovated down to the studs with an addition in 2002 plus a kitchen refresh in 2019, this home combines timeless architecture, modern sophistication and thoughtfully designed interiors boasting soaring ceilings, arched entryways, intricate millwork, rich hardwood floors, and customized details throughout. The smart and generously scaled floor plan seamlessly connects formal and casual spaces while maximizing natural light and offering picturesque views with an effortless indoor-outdoor flow. The gracious foyer leads to a handsomely appointed dining room and oversized formal living room with a stately fireplace and floor to ceiling windows, opens to a sun-drenched sunroom or potential first floor office. The generously scaled family room, anchored by custom built-ins, a fireplace, and a wall of windows and French doors, overlooks the deck and professionally landscaped backyard - extending the home's living space. At the heart of it all is a gourmet cook's kitchen equipped with premium appliances, custom cabinetry, a large center island, and quartz countertops along with a spacious breakfast area and a built-in command central desk. French doors connect the kitchen and adjoining family room to the outdoor living areas, enhancing the home's open and airy ambiance - perfect for both entertaining and everyday life. Additional main-level highlights include a large walk-in pantry, and a spacious mudroom and custom storage solutions. Upstairs, the luxurious primary suite offers a peaceful retreat with a spa-inspired marble bath, dual walk-in closets, custom cabinetry, and a versatile attached room ideal for either a nursery or separate dressing area. Three additional bedrooms-each with organized closets and adjacent baths (updated in 2022) along with a second-floor laundry room and access to a private deck complete the upper level. The fully finished lower level features over 9-foot ceilings and includes a large recreation room with built in wet bar, game area, home office/exercise, sixth bedroom, full bath and generous storage -whether for relaxation, work, or play, this level provides exceptional versatility. Step outside to enjoy the lush, professionally landscaped grounds filled with mature trees, fragrant gardens, a spacious deck and patio - an ideal backdrop for outdoor gatherings or peaceful afternoons. Perfectly located, this exceptional home is just a short walk from the lakefront, train, downtown Winnetka, and top-rated schools. Move-in ready and meticulously maintained, this is a rare opportunity to own a truly remarkable home in one of the North Shore's most desirable neighborhoods.
495 Willow Rd, Winnetka, IL 60093 is a 6 bedroom, 5 bathroom, 6,000 sqft single-family home built in 1921. It last sold for $2,400,000 on Jun 11, 2025 (9% above the $2,200,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,556,600, with a rent estimate of $7,031/month.
Last check for updates: about 11 hours ago
Listed by Paige Dooley, (847) 446-9600
Compass
Bought with: Courtney Cook, (773) 655-3354, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#12349779

Home Details for 495 Willow Rd

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: Finished,FullNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom 6, Dining Room, Family Room, Kitchen, Laundry, Living Room, Office, Recreation Rm, Sun RoomWet Bar
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6000 Square Feet
Appliances & Utilities
Appliances: Humidifier, Multiple Water HeatersLaundry: Upper Level,Sink
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Wood Burning, Gas Starter, Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 200+ Amp Service
Windows, Doors, Floors & Walls
Window: ScreensFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood
View
No View

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Roof Deck, Deck, PatioFoundation: Concrete Perimeter
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: Asphalt,Garage Door Opener,On Site,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (below surface): 2000 Square Feet

Property Information

Year Built
Year Built: 1921
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Traditional
Building
Construction Materials: BrickNot a New Construction
Property Information
Parcel Number: 05211320050000

Price & Status

Price
List Price: $2,200,000
Status Change & Dates
Off Market Date: Wed May 28 2025Possession Timing: Close Of Escrow

Location

Direction & Address
City: Winnetka
School Information
Elementary School: Greeley Elementary SchoolElementary School District: 36Jr High / Middle School: Carleton W Washburne SchoolJr High / Middle School District: 36High School: New Trier Twp H.S. Northfield/WiHigh School District: 203

Building

Building Area
Building Area: 6000 Square Feet

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 0.30 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12349779Activation Date: Sun May 25 2025

Additional Information

MRD SHARE WITH CLIENTS: YesSource Internet Entire Listing DisplayMRD REMARKSINTERNET: YesSource Internet Address Display

Price and Tax history

DateEventPrice
Jun 11, 2025
Source: MRED as distributed by MLS GRID #12349779
Sold
$2,400,000
May 29, 2025
Source: MRED as distributed by MLS GRID #12349779
Contingent
$2,200,000
May 25, 2025
Source: MRED as distributed by MLS GRID #12349779
Listed For Sale
$2,200,000
Nov 9, 2019
Source: Agent Provided
ListingRemoved
$1,799,000
Oct 7, 2019
Source: Agent Provided
PriceChange
$1,799,000
Price decreased by 2%

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

Based on information submitted to the MLS GRID as of 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Click here for more information

Frequently asked questions about 495 Willow Rd

  • What is 495 Willow Rd estimated to be worth?
    Trulia's estimated value for 495 Willow Rd in Winnetka, IL is $2,556,600.
  • What is the price history for 495 Willow Rd?
    495 Willow Rd in Winnetka, IL last sold for $2,400,000 in June 2025.
  • 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 495 Willow Rd have air conditioning?
    Yes, 495 Willow Rd in Winnetka, IL has air conditioning.
  • Does 495 Willow Rd have laundry facilities?
    Yes, 495 Willow Rd in Winnetka, IL has laundry facilities.

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Off Market Homes Near 495 Willow Rd

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