386 Fairview Ave, Winnetka, IL 60093
Property image
Property image
SOLD
JAN 29, 2026

$2,087,000

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 5,284 sqft

386 Fairview Ave, Winnetka, IL 60093

Est. Refi. Payment $14,365/mo*
Refinance Your Home
Currently Off Market - Sold Jan 29, 2026 for $2,030,000 (12% below list price)

Home Value

Trulia Estimate
$2.09M
Since last month
$600 (0%)
Since last year
Decreased$20K (-1%)
Since last sale
Increased$60K (+3%)
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 +168% in the last 10 years
MonthEstimated value
2026
August 2026$2.09M
August 2026$2.09M
July 2026$2.09M
June 2026$2.08M
May 2026$2.08M
April 2026$2.06M
March 2026$2.04M
February 2026$2.03M
January 2026$2.05M
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
335 Fairview Ave, Winnetka, IL
0.12
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
314 Woodland Ave, Winnetka, IL
0.18
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
355 Myrtle St, Winnetka, IL
0.08
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
556 Willow Rd, Winnetka, IL
0.16
Single-Family Home
$2,000,000
05/08/26
5
4.5
4,023
321 Woodland Ave, Winnetka, IL
0.20
Single-Family Home
$2,600,000
09/18/25
6
5
4,698
305 Poplar St, Winnetka, IL
0.18
Single-Family Home
$1,500,000
01/15/26
3
2.5
3,128

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
468 Ash St, Winnetka, IL 60093
0.04
$3,325,800
5
5.5
6,945
Off Market
495 Willow Rd, Winnetka, IL 60093
0.04
$2,556,600
6
4.5
6,000
Off Market
525 Ash St, Winnetka, IL 60093
0.10
$4,995,000
5
7
4,450
Recently Sold
355 Myrtle St, Winnetka, IL 60093
0.08
$2,473,100
5
4.5
4,544
Off Market
502 Willow Rd, Winnetka, IL 60093
0.08
$3,386,100
6
6.5
3,768
Off Market
548 Cherry St, Winnetka, IL 60093
0.15
$2,650,100
6
4.5
5,800
Off Market
415 Willow Rd, Winnetka, IL 60093
0.11
$1,950,600
5
3.5
3,218
Off Market
445 Sheridan Rd, Winnetka, IL 60093
0.15
$8,543,200
5
7
6,174
Off Market
474 Sheridan Rd, Winnetka, IL 60093
0.17
$2,846,500
6
4.5
4,251
Off Market
419 Sheridan Rd, Winnetka, IL 60093
0.15
-
7
11
13,894
Off Market
335 Fairview Ave, Winnetka, IL 60093
0.12
$1,995,000
4
4.5
3,288
Recently Sold

Local Information

  • Map ViewExplore the area around 386 Fairview Ave.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1921
5,284 sqft
$384/sqft
Garage

About this House

Situated in the desirable Greeley School District, this stunning 5-bedroom, 3.5-bath home is just one block from the lakefront and a short walk to charming downtown Winnetka. With over 4200sqft of above ground living space the fully finished basement is not included in the size! Designed for both style and function, the home showcases a chef's kitchen by Benvinuti & Stein with Viking, Sub-Zero, and Bosch appliances-perfect for everyday living and entertaining. No detail has been overlooked since the current owners moved in. Thoughtful upgrades include a complete remodel of the primary bath, new windows and flooring in the sun-filled all-seasons room, and a full lower-level renovation complete with a beautiful new laundry room. The second floor features three spacious bedrooms, while the third-floor loft offers incredible versatility with one bedroom, an office (or additional bedroom), a large living area, and a full bath. The 2.5-car garage includes built-out rooms above-ideal for storage, a playroom, or an art studio. This home combines timeless design, modern updates, and an unbeatable location near schools, shopping, dining, and the beach. All new mechanicals(hvac, ac 2023, new sump pump, new water heater, new windows in the sun room, the list goes on of upgrades.
386 Fairview Ave, Winnetka, IL 60093 is a 4 bedroom, 4 bathroom, 5,284 sqft single-family home built in 1921. It last sold for $2,030,000 on Jan 29, 2026 (12% below the $2,295,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,087,000, with a rent estimate of $6,486/month.
Last check for updates: about 7 hours ago
Listed by Alexa Hara, (847) 899-3700
@properties Christie's International Real Estate
Bought with: Jena Radnay, (312) 925-9899, @properties Christie's International Real Estate
Source: MRED as distributed by MLS GRID, MLS#12494483

Home Details for 386 Fairview Ave

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, Bonus Room, Dining Room, Eating Area, Family Room, Foyer, Kitchen, Laundry, Living Room, Office, Recreation Rm, Storage, Sun RoomWet Bar
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5284 Square Feet
Appliances & Utilities
Appliances: Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Wine RefrigeratorDishwasherDisposalDryerMicrowaveWasher
Heating & Cooling
Heating: Natural Gas,Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood, Laminate
Levels, Entrance, & Accessibility
Stories: 2Accessibility: No Disability AccessFloors: Hardwood, Laminate
View
No View

Exterior Features

Parking & Garage
Number of Garage Spaces: 2.5Number of Covered Spaces: 2.5Has a GarageNo Attached GarageParking Spaces: 2.5Parking: Yes,Garage Owned,Detached,Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1921Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: OtherNot a New Construction
Property Information
Parcel Number: 05211320030000

Price & Status

Price
List Price: $2,295,000Price Per Sqft: $384/sqft
Status Change & Dates
Off Market Date: Thu Oct 23 2025Possession Timing: Close Of Escrow

Location

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

Building

Building Area
Building Area: 5284 Square Feet

HOA

HOA Fee Includes: None

Lot Information

Lot Area: 8383 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: 12494483Attic: Finished

Additional Information

Source Internet Automated Valuation DisplaySource Internet Consumer CommentSource Internet Entire Listing DisplayMRD Listing On IDX Display: YesMRD REMARKSINTERNET: YesSource Internet Address Display

Price and Tax history

DateEventPrice
Jan 29, 2026
Source: N/A
Sold
$2,030,000
Nov 24, 2025
Source: MRED as distributed by MLS GRID #12494483
Sold
$2,030,000
Nov 20, 2025
Source: MRED as distributed by MLS GRID #12494483
Pending
$2,295,000
Oct 23, 2025
Source: MRED as distributed by MLS GRID #12494483
Contingent
$2,295,000
Oct 13, 2025
Source: MRED as distributed by MLS GRID #12494483
PriceChange
$2,295,000
Price decreased by 4%

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

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 386 Fairview Ave

  • What is 386 Fairview Ave estimated to be worth?
    Trulia's estimated value for 386 Fairview Ave in Winnetka, IL is $2,087,000.
  • What is the price history for 386 Fairview Ave?
    386 Fairview Ave in Winnetka, IL last sold for $2,030,000 in January 2026.
  • 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 386 Fairview Ave have air conditioning?
    Yes, 386 Fairview Ave in Winnetka, IL has air conditioning.
  • Does 386 Fairview Ave have laundry facilities?
    Yes, 386 Fairview Ave in Winnetka, IL has in-unit laundry.

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