519 Cherry St, Winnetka, IL 60093
OFF MARKET

519 Cherry St
Winnetka, IL 60093

  • 5 Beds
  • 4 Baths
  • 3,951 sqft (on 0.26 acres)

$2,257,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $15,375/mo*
Refinance Your Home

$2,257,300

Trulia Estimate
as of Aug 7, 2026
Est. Refi. Payment $15,375/mo*
Refinance Your Home
5 Beds
4 Baths
3,951 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 519 Cherry St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1970
Lot Size
0.26 acres
Living Area
3,951 sqft
Price/Sqft
$571
Parking
Garage

About this House

Best of the best! Appealing newer home in East Winnetka on 1/4 acre just 4 houses from lake & beach. Renovations in last 2 years sparkle with up-to-the-minute style and tasteful, neutral colors. Enjoy large & gracious rooms, lovely dark hardwood floors, 2 fireplaces, ideal floorplan. Party-sized Living Room and Dining Room. Next to sharply updated cook's Kitchen is the big Family Room with welcoming fireplace, built-in cabinets, handsome antique hutch + open to large, private backyard & terrace. Hard-to-find deluxe spacious Master Bedroom features large walk-in closet and gorgeous marble bath. Second floor has 2 additional BRs, hall bath, Laundry Room; third floor with 2 big BRs, hall bath, huge walk-in attic area. Fun for all ages in big finished basement with Rec Room, Game or Exercise Room, bar, wine cellar, desk area, powder room. All this plus attached 2 car garage. Best location near village, train, lake and playgrounds ... Move in for school! *Many improvements and pristine*
519 Cherry St, Winnetka, IL 60093 is a 5 bedroom, 5 bathroom, 3,951 sqft single-family home built in 1970. It last sold for $1,310,000 on Nov 15, 2019. It is currently off market. The Trulia Estimate is $2,257,300, with a rent estimate of $6,822/month.

Home Details for 519 Cherry St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 12Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

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

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Price History for 519 Cherry St

DatePriceEventSource
11/15/2019$1,310,000Sold
MRED as distributed by MLS GRID #10405505
09/10/2019$1,395,000PendingAgent Provided
08/23/2019$1,395,000PriceChange
Agent Provided
07/25/2019$1,450,000Listed For SaleAgent Provided
03/13/2017$1,450,000Sold
MRED as distributed by MLS GRID #09499739
09/06/2016$1,495,000PriceChange
Agent Provided
08/04/2016$1,545,000PriceChange
Agent Provided
05/30/2016$1,595,000PriceChange
Agent Provided
01/19/2016$1,695,000Listed For SaleAgent Provided
07/15/2002$1,450,000Sold
N/A
09/04/1998$800,000Sold
N/A

Market trends in Winnetka

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.93M
Sale-to-List Price
—
Price per sq ft
$511
Available listings
34
8MoM
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Property Tax and Assessment

Year2024
Tax$30,763
Assessment$1,390,000
Home facts updated by county records

Comparable Sales for 519 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
500 Sheridan Rd, Winnetka, IL
0.07
Single-Family Home
$1,950,000
03/30/26
4
3.5
5,482
545 Sheridan Rd, Winnetka, IL
0.18
Single-Family Home
$2,200,000
09/30/25
4
3.5
3,659
325 Ridge Ave, Winnetka, IL
0.47
Single-Family Home
$1,425,000
11/07/25
5
3.5
3,822
529 Cedar St, Winnetka, IL
0.23
Single-Family Home
$2,550,000
04/23/26
5
4
4,307
386 Fairview Ave, Winnetka, IL
0.15
Single-Family Home
$2,030,000
01/29/26
4
3.5
5,284
355 Myrtle St, Winnetka, IL
0.22
Single-Family Home
$1,925,000
10/23/25
5
4.5
4,544
556 Willow Rd, Winnetka, IL
0.22
Single-Family Home
$2,000,000
05/08/26
5
4.5
4,023
335 Fairview Ave, Winnetka, IL
0.27
Single-Family Home
$1,995,000
01/13/26
4
4.5
3,288
314 Woodland Ave, Winnetka, IL
0.33
Single-Family Home
$1,995,000
01/30/26
4
4
3,700
373 Sunset Rd, Winnetka, IL
0.54
Single-Family Home
$1,380,000
06/26/26
5
3.5
3,465

Nearby homes

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Assigned Schools

These are the assigned schools for 519 Cherry St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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  • 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
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  • 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
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  • Patty E.
    "I want to move here ,whith my kids."
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

25 pet-friendly rentals in Winnetka, IL

Explore by feature - Air Conditioning

12 rentals with air conditioning in Winnetka, IL

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21 rentals with a washer/dryer in Winnetka, IL

Homes for sale near 519 Cherry St

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Off Market Homes Near 519 Cherry St

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