419 Maple St, Winnetka, IL 60093
OFF MARKET

419 Maple St
Winnetka, IL 60093

  • 3 Beds
  • 2.5 Baths
  • 1,918 sqft

$1,303,700

Trulia Estimate
as of Jun 25, 2026
Est. Refi. Payment $8,788/mo*
Refinance Your Home

$1,303,700

Trulia Estimate
as of Jun 25, 2026
Est. Refi. Payment $8,788/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,918 sqft

Local Information

  • Map ViewExplore the area around 419 Maple St.
  • Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Description

This Charming, Sleek and Sophisticated property is located in the heart of East Winnetka. Enjoy walking to town, the beach and train from this stunning designer home! Natural light abounds in this totally renovated turn-of-the century cottage. The open, airy and flexible floor plan allows for great entertaining and relaxation options. The top of the line European kitchen has a walk in pantry, quartzite counters and Bertazzoni appliance suite. First floor office or sunroom with new Andersen windows and beautiful half bath. Up the refinished staircase, the primary suite has 3 walk in closets and designer bath with heated floors. There are two additional bedrooms with great closet space, one with a woodburning fireplace and sitting area. The hall bath is simply marvelous, with a farmhouse sink, soaking tub, custom tile and heated floors. There is abundant storage - including a finished attic with easy access. The basement has been opened up, upgraded and reinforced with steel beams and columns, new staircase, waterproofing system that includes drain tiles and a sump pump with back up. A brand new garage, 200 amp electrical service and smart home technology complete this turn-key home. This is a true gem!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 419 Maple St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: Other, SlateExterior: Stucco, BrickPatioPorch
Parking & Garage
GarageParking Spaces: 5Parking: Garage Detached

Property Information

Year Built
Year Built: 1917
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6568 sqft

Price History for 419 Maple St

DatePriceEventSource
12/11/2020$829,000Sold
MRED as distributed by MLS GRID #10884462
10/03/2020$829,000PendingAgent Provided
09/28/2020$829,000Listed For SaleAgent Provided
12/13/2019$785,000Sold
MRED as distributed by MLS GRID #10533050
10/20/2019$825,000PendingAgent Provided
09/30/2019$825,000Listed For SaleAgent Provided
03/28/2019$485,000Sold
N/A
03/07/2019$515,000PendingAgent Provided
03/01/2019$515,000PriceChange
Agent Provided
11/17/2018$539,900PriceChange
Agent Provided
10/08/2018$574,000PriceChange
Agent Provided
08/20/2018$599,000PriceChange
Agent Provided
07/13/2018$619,000Listed For SaleAgent Provided

Market trends in Winnetka

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
7MoM
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Property Tax and Assessment

Year2024
Tax
Assessment$800,000
Home facts updated by county records

Comparable Sales for 419 Maple St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
770 Cherry St, Winnetka, IL
0.22
Single-Family Home
$1,030,000
07/07/25
3
2.5
2,300
436 Maple St, Winnetka, IL
0.05
Single-Family Home
$987,000
02/24/26
4
1.5
3,100
259 Ridge Ave, Winnetka, IL
0.33
Single-Family Home
$1,210,000
01/22/26
3
3
2,114
607 Orchard Ln, Winnetka, IL
0.19
Single-Family Home
$1,300,000
04/14/26
3
3
1,982
220 Poplar St, Winnetka, IL
0.42
Single-Family Home
$650,000
06/26/25
3
3
1,983
305 Poplar St, Winnetka, IL
0.32
Single-Family Home
$1,500,000
01/15/26
3
2.5
3,128
334 Forest St, Winnetka, IL
0.19
Single-Family Home
$1,750,000
06/26/25
4
2.5
2,826
925 Elm St, Winnetka, IL
0.56
Single-Family Home
$925,000
02/24/26
3
3.5
2,216
886 Willow Rd, Winnetka, IL
0.45
Single-Family Home
$1,100,000
08/01/25
4
3.5
2,534
913 Cherry St, Winnetka, IL
0.49
Single-Family Home
$950,000
03/19/26
4
1.5
1,396

Nearby homes

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Assigned Schools

These are the assigned schools for 419 Maple St.
View nearby schools on GreatSchools
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

  • 75 % Say it's quiet

  • 74 % Say car is needed

  • 72 % Say there are community events

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say it's walkable to grocery stores

  • 70 % Say neighbors are friendly

  • 67 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • 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

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Off Market Homes Near 419 Maple St

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419 Maple St, Winnetka, IL 60093 is a 3 bedroom, 3 bathroom, 1,918 sqft single-family home built in 1917. This property is not currently available for sale. 419 Maple St was last sold on Dec 11, 2020 for $829,000. The current Trulia Estimate for 419 Maple St is $1,303,700.