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Detached Single · Winnetka, IL
$29,900,000
7 beds · 11 baths · 20,000 sqft
319 SHERIDAN Road, Winnetka, IL, 60093
A brick-and-mortar place to make your own — room to make it home.
Active

What’s special

Central air4-car garage2.00-acre lotIn-unit laundry
It's time to unveil the pinnacle of lakefront living in IL, as this newer construction estate is better than brand new construction as it encompasses features that could never be built today with the new lakefront building ordinances. Try to top this...your personal wellness club that is only 20 steps out to your own private, 141-foot wide, sandy beach with indoor pool, sauna, and state-of-the-art gym, to outdoor entertainment space with built-in bluff terrace, 20x40 pool & spa with matching cabana, enclave fire pit, outdoor kitchen and grass tennis court. And the inside...first start from the very top by taking the elevator to the 3rd floor: where guests can have privacy in the in-law suite with a bar, studio, and private patio with panoramic lake views. Hit the 2nd floor with 5 more beds, laundry, and posh master suite with marble bath and jaw dropping lake views, 2 walk-in wardrobe rooms and massive bedroom with fireplace and private patio. Now for the main floor... a dramatic entry with cascading bridal staircase that was made famous with the hit show "Empire" will seem familiar as you step into the reception hallway with 15-foot soaring ceilings. Sun-drenched formal rooms with a stoic mahogany paneled office where deals get done as you step right out the French doors to the pool area. The great room is the perfect viewpoint to capture all the magnificent outdoor fun zones through the floor to ceiling windows with the blues of the lake in the distance. A kitchen that no real chef cannot fall in love with...double islands, endless counter space, all high-end appliances, even a built-in rice maker. The Solarium breakfast room allows for non-depressing meals even on a rainy day and a fabulous sun room with terraced patio for private conversations. Now down to the lower level as there is not one thing missing... theater room, wine room, bar, massive rec room for teenage parties and that secret tunnel to your own wellness wing. Of course, an attached 4-car garage, private gated entrance & motor court drive. No words can really bring this estate to life as only a private tour can bring this living experience to reality. No need to build... as this would cost over $55 million minimum to replicate. Your smartest lakefront investment is now available and even with lake front homes it's still about location, location, location. 319 Sheridan Rd. is the PRIME part of Sheridan Road where two other $30 million plus homes have just closed in the last year as these homes are not high in the bluffs but are in-town estates. Walk to Greeley & New Trier in 10 minutes, ride your bike to town in 5 minutes, jump on the train for a 29 minute ride to the city, and best yet...spend only 3 minutes pulling out your boat from the commercial level boathouse right into the gorgeous waters of Lake Michigan from your own private sandy beach! Private lakefront fun zone...enter at your own risk!
— the listing agent’s description

The home

7 beds
11 baths
20,000 sqft
Built in 2007
2.00-acre lot
4-car garage
Detached Single
French Provincial

What it’ll cost

$1,495 / sqft
$313,777 taxes / yr
No HOA
8 days on dwello

Estimated monthly payment

$193,849/mo
Principal & interest$158,980
Property taxes$26,148
Homeowners insurance$8,721
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Tour this home

In person, on your schedule — a dwello agent meets you there.
WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
Schedule a tour
8 days on dwello
Price history
Listed for sale
Jun 18, 2026
$29,900,000
Property taxes
2025
Annual tax bill (MLS)
$313,777/yr
Assessed value
2019
County assessor
$1,420,272~$14,202,720 mkt
2018
$1,108,301~$11,083,010 mkt
2017
$1,166,950~$11,669,500 mkt
2016
$1,270,000~$12,700,000 mkt
2015
$1,195,000~$11,950,000 mkt
2014
$1,195,000~$11,950,000 mkt
2013
$1,195,000~$11,950,000 mkt
2012
$922,332~$9,223,320 mkt
Assessed value from the Cook County Assessor (open records). Estimated market ≈ assessed × 10 for residential; not an appraisal — verify with the assessor.

Features

Central AirNatural GasRadiant FloorStoneLimestonePublic SewerBrick DrivewayGarage Door Opener

Schools

Elementary — Greeley Elementary School
Middle — The Skokie School
High — New Trier Twp H.S. Northfield/Wi
Assigned schools per the listing — always verify enrollment + boundaries with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Jena Radnay · @properties Christie's International Real Estate
Listing last updated Jul 6, 2026 · data refreshed from the MLS Jul 6, 2026, 8:57 PM CT
Based on information submitted to the MLS GRID as of Jul 6, 2026, 8:57 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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