500 Maple St

Winnetka, IL 60093

$2,395,000
Price
5
Beds
5,170 Sq. Ft.
$463 / Sq. Ft.
5,170
Sq. Ft.
$463
per Sq. Ft.
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Compass Coming Soon
Compass Coming Soon

Description

COMING SOON ON MAY 19! Exceptional East Winnetka Georgian on serene and lush 0.4-acre grounds (96x160) with sweeping views of the Village Green. Architecturally significant and award-winning classic home restored and preserved to the modern standard, including a 2007 addition. Just a short walk to everything - town, train, beaches, school, and more - with your own private backyard garden oasis, this home offers a unique blend of timeless charm and contemporary luxury overlooking the iconic Village...COMING SOON ON MAY 19! Exceptional East Winnetka Georgian on serene and lush 0.4-acre grounds (96x160) with sweeping views of the Village Green. Architecturally significant and award-winning classic home restored and preserved to the modern standard, including a 2007 addition. Just a short walk to everything - town, train, beaches, school, and more - with your own private backyard garden oasis, this home offers a unique blend of timeless charm and contemporary luxury overlooking the iconic Village Green vistas. This classic architectural gem has been meticulously renovated and lovingly maintained to showcase architectural details, with every graciously scaled room beautifully appointed with breathtaking panoramic views. From the moment you enter the classic foyer with detailed millwork and soaring ceilings, the seamless flow of the home provides an ideal layout for everyday living and formal entertaining. The expansive living room features gorgeous built-in bookshelves, a beautiful wood-burning fireplace (overmantle designed by the homeowner), and glass French doors along every wall, offering incredible natural light and floor-to-ceiling Village Green views. Enjoy stunning vistas at any time of the year from either of the two 4-exposure sunrooms (one off LR and one off DR). A separate formal dining room, conveniently located with access to the kitchen, offers enough space for all of your entertaining needs, and opens to the second sunroom. The family room (2007) is a showstopper with vaulted ceilings and skylights, a handsome stone fireplace (gas), detailed built-in bookshelves, and oversized windows highlighting breathtaking views of the award-winning backyard. The bright kitchen with center island and wall-to-wall built-ins is perfectly positioned between the dining room, family room, and back hall mudroom. The gracious front hall staircase invites you upstairs to find the primary suite with bay window overlooking the gorgeous grounds, private bath, and walk-in closet. Two additional well-sized bedrooms share a Jack-and-Jill bath, as well as a hall bath with washer/dryer offering potential for a full second floor laundry room. Retreat up to the third floor with two bedrooms and a full bath - the ultimate treetop suite! The lower level offers a large finished recreation room that was dug out in 2007 for optimal ceiling height, while the expansive unfinished area has unlimited potential and endless possibilities. The backyard is a true private oasis - a sanctuary from the hustle and bustle of everyday life - offering serene tranquility and peaceful moments. Featuring bluestone terraces and limestone pathways, the backyard reveals a true secret garden with lush plantings, 3 waterfalls, a koi pond, and a bridge to the Japanese teahouse / gazebo. This home was thoughtfully renovated in 1989 and updated meticulously over the years, including an award-winning addition, 2003 detached garage, and updated Marvin windows. Experience elegance and comfort in an A+ location, just steps from town, train, schools, and Maple Beach!

Listing Agents

  1. Paige Dooley

    Paige Dooley

    Listing Agent

    Compass

    paige.dooley@compass.com

    P: (847)-609-0963

    CallTextEmail
  2. Caroline Keehn

    Caroline Keehn

    Alternative Listing Agent

    Compass

    CallTextEmail

Property Details for 500 Maple Street

Area
Winnetka
Township
New Trier
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Num of Interior Fireplaces
2
Architectural Style
Colonial
LISTING UPDATED: 05/01/2026 03:01 PM

Property Details for 500 Maple Street

StatusActive ( Private )
MLS #12631320
Days on Market-
Taxes$40,527 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeDetached Single / 3 Stories
Year Built1920
Lot Size0.36 AC / 15,681 SF
CountyCook County
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Location

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Building Information for 500 Maple Street

Stories-Year Built1920Building Size-Lot Size0.36 AC / 15,681 SF

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$15,437 per month

30 year fixed, 6.46% Interest

Principal and Interest

$12,060

Property Taxes

$3,377

HOA Dues

$0

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Property Information for 500 Maple Street

General Information
School Information
  • Elementary School District: 36
  • Elementary School: Greeley Elementary School
  • Jr High Middle School: Carleton W Washburne School
  • High School District: 203
  • High School: New Trier Twp H.S. Northfield/Wi
  • Middle Or Junior School District: 36
Addtl Parking Information
  • Parking Details: Brick Driveway, Garage Door Opener, Yes, Garage Owned, Detached, Garage
Location and General Information
  • Front Exposure: South, East, West
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee: No
  • Master Association Fee Frequency: Not Required
  • Additional Parcels: No
Property Information
Interior Features
  • Interior Property Features: Vaulted Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, Historic/Period Mlwk, Special Millwork, Separate Dining Room
  • Num Of Rooms: 8
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
  • Attic: Finished
  • Fireplace Features: Wood Burning, Gas Log
  • Basement Type: Partially Finished, Full
  • Bedrooms Possible: 5
  • Flooring: Hardwood, Carpet
  • Dining Room: Separate
  • Basement Bathrooms: No
  • Fireplace Location: Family Room,Living Room
  • Num of Baths: 3.2
Exterior Features
  • Patio And Porch Features: Patio
  • Type: 3 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
Property/Lot Information
  • Exterior Property Features: Lighting
  • New Construction YN: No
  • Rebuilt: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Type Detached: 3 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Description: Corner Lot, Landscaped Professionally, Mature Trees, Garden
  • Lot Size: .25-.49 Acre
  • Lot Size Source: County Records
  • Lot Dimensions: 97x160
  • Other Structures: Pergola
  • Zero Lot Line: No
  • Waterfront: No
  • Disability Access and/or Equipped: No
  • Exterior Building Type: Brick
  • Construction: Brick
  • Roof Type: Shake
  • General Information: School Bus Service
  • Living Area Source: Assessor
  • Assessor Square Footage: 5170
Property and Assessments
  • Public Document Count: 0
  • Photos Count: 12
  • Rural: N
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Tub & Separate Shwr
  • Master Bedroom Dimensions: 16X15
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 15X13
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 15X13
Bedroom #4 Information
  • 4th Bedroom Level: Third
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 16X16
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 15X15
Family Room Information
  • Family Room Level: Main
  • RoomType_FR: Family Room
  • Family Room Dimensions: 28X17
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 16X16
Laundry Information
  • Laundry Level: N/A
  • Room Type: Laundry
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 26X15

Public Records for 500 Maple Street

Taxable ValueLand$51,456Additions$122,543Total$173,999
Tax Record2023$38,955 ($3,246 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt5,170 SqFtAbove Grade Finished SqFt5,170 SqFtStories2Lot Size15,593 SqFtStyleSingle Family ResidenceYear Built1921CountyCOOKAPN05-21-109-010Fireplace TypeHas Fireplace

Schools near 500 Maple Street

This home is within Winnetka School District 36.
Rating
School
Type
Grades
Distance
Greeley Elementary School
Public - K to 4
The Skokie School
Public - 5 to 6
Carleton W Washburne School
Public - 7 to 8
New Trier Township H S Northfield
Public - 9
Rating
School
Distance
Greeley Elementary School
PublicK to 4

The Skokie School
Public5 to 6

Carleton W Washburne School
Public7 to 8

New Trier Township H S Northfield
Public9

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 500 Maple Street, Winnetka, IL 60093

500 Maple Street is a single family home Coming Soon in Winnetka, IL 60093. This property is currently priced at $2,395,000. This listing's school districts are Winnetka School District 36, New Trier Twp Hsd 203 School District. Nearby schools include Greeley Elementary School, The Skokie School and Carleton W Washburne School. 500 Maple Street is a 5-bed, 5-bath, 5,170 sqft single family home built in 1920.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 05/01/2026 03:01 PM. 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.