104 Longmeadow Road

Winnetka, IL
$ 4,975,000 Beds 6 Baths 8.5 Sq 13,135 Virtual Tour
Monthly Estimate* How much can I afford?

Combining Sophistication and Tradition with Grandeur, this magnificent home is in pristine condition and offers the latest in color choices and design. Beautifully positioned with gracious circular paver driveway, a elegant foyer greets you and takes you into an exceptional main floor with spectacular kitchen, open floor plan with hardwood flooring throughout to a family room and cozy fireplace. Also on this first level are two custom designed offices with exquisite millwork, an elegant dining room, spacious mudroom and butler's pantry. Cheery sunroom welcomes you year-round with fireplace that opens to the outside patio as well. Exquisite 5-bedroom suites on second level with spectacular finishes, custom walk-in closets and ample storage throughout. Primary suite like no other- sitting room, custom his & her closets, soaking tub and separate shower. Third floor brings a private library, safe room, full bath and 2 flexible rooms for storage/hobbies/crafts. Well-positioned elevator awaits to bring you to the lower level with a 6th bedroom and full bath, complete with kitchenette. Expansive gym and exercise rooms, spa quality bathroom with sauna, Rome-inspired wine cellar with private tasting room and theatre totally equipped with sound proofed walls complete this level. Outdoors, a welcoming brick patio with a fireplace and built-in grill will delight guests of all ages. Private island with fire pit, canoe launch and beautiful Lake Longmeadow views await you. Fabulous location, meticulous, rare move in ready home, your own private oasis of relaxation begins right here!

Single Family

  • Price
  • $ 4,975,000
  • City
  • Winnetka
  • Bedrooms
  • 6
  • Full Bathrooms
  • 8
  • County
  • COOK
  • Half Bathrooms
  • 1
  • Area
  • Winnetka
  • Lot Size
  • 1.12 Acres
  • Zip
  • 60093
  • Sqr Footage
  • 13,135
  • Year Built
  • 2008
  • Taxes
  • $ 54563
  • Style
  • English
  • MLS#
  • 11410628
Listed By: Jameson Sotheby's International Realty
Data Source: Midwest Real Estate Data (MRED)



Appliances Double Oven, Microwave, Dishwasher, Refrigerator, Bar Fridge, Freezer, Disposal, Wine Refrigerator
Architectural Style English
Association Fee Includes Lake Rights
Basement Full, English
City Winnetka
Community Features Lake, Dock, Water Rights, Gated, Street Lights, Street Paved
Cooling Central Air, Zoned
County Cook
Days on Market 64
Directions Hibbard Rd, south of Winnetka Ave, West on Longmeadow Rd
Elementary School Avoca West Elementary School
Elementary School District 37
Exterior Features Balcony, Patio, Porch, Outdoor Grill, Fire Pit
Garage Spaces, Detached Garage 3
HOA Fee 1350
HOA Fee Frequency Annually
Heating Natural Gas, Forced Air, Zoned
High School New Trier Twp H.S. Northfield/Wi
High School District 203
Interior Features Sauna/Steam Room, Bar-Wet, Elevator, Hardwood Floors, In-Law Arrangement, Second Floor Laundry, First Floor Full Bath, Walk-In Closet(s), Bookcases, Ceiling - 10 Foot, Health Facilities, Separate Dining Room
MLS Area Winnetka
Middle/Junior High School Marie Murphy School
Middle/Junior School District 37
New Construction No
Other Structures Shed(s)
Ownership Fee Simple
Possession Closing
Property Type Detached Single
Property Type Residential
Sewer Public Sewer
Standard Status Active
Status Active
Street Name Longmeadow
Tax Annual Amount 54563.03
Tax Year 2020
Total Rooms 17
Township New Trier
Virtual Tour https://player.vimeo.com/video/711405256?h=5e19663072
Waterfront Y/N Yes
Year Built 2008

Interior Features

Basement Finished, Bathroom Rough-In, Egress Window, Rec/Family Area, Roughed-In Fireplace, Sleeping Area, Storage Space
Bathrooom Separate Shower, Steam Shower, Double Sink, Soaking Tub
Bedrooms Possible 6
Below Grade Finished Area 3965
Fireplace Features Double Sided, Gas Log, Gas Starter
Full Baths 8
Half Baths 1
Laundry Features Gas Dryer Hookup, Multiple Locations, Sink
Livingareasource Estimated
Room Type Bedroom 5, Office, Library, Recreation Room, Game Room, Sitting Room, Exercise Room, Theatre Room, Mud Room, Bedroom 6
Street Suffix Road
Total Baths 9
Total Bedrooms 6
Total Fireplaces 7
Window Features Blinds, Double Pane Windows, Plantation Shutters, Screens, Wood Frames

Exterior Features

Living Area 13135
Door Features French Doors, Lever Style Door Handles
Exterior Stone
Foundation Details Concrete Perimeter
Garage Onsite Yes
Garage Ownership Owned
Garage Type Attached
Lot Dimensions 111X421
Lot Features Lake Front, Water Rights, Water View, Mature Trees
Lot Size Acres 1.12
Other Equipment Ceiling Fan(s), Generator
Total Parking 4
Water Source Lake Michigan, Public


  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator


Per Month

Based on the average sale price from the Chicago, IL office

  • Monthly Principal & interest $2,268
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Default based on a 30-year fixed rate of 5.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.


Elementary School Avoca West Elementary School
Middle School Marie Murphy School Middle School
High School New Trier Twp H.S. Northfield/Wi

Price History

5/27/2022 Listed $5,900,000
6/13/2022 7% - $5,500,000
7/13/2022 10% - $4,975,000

Property vs Zip Code Average in 60093

AVG $2.43M
AVG $30,615
AVG 65
Year Built
AVG 1965
AVG 36
Data Provided by Walkscore ® not using MLS data


Areas That We Cover

104 Longmeadow Road Winnetka, IL is a Single Family Home for sale at $4975000 with 13135 sqft and a lot size of 1.12 Acres Acre(s). 104 Longmeadow Road Winnetka has 6 bedrooms, 8 baths and was built in 2008. The property's zip code is 60093 which is in Winnetka, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 5.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.