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Detached Single · Winnetka, IL
$2,695,000
4 beds · 4.5 baths · 4,509 sqft
1140 Oakley Avenue, Winnetka, IL, 60093
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Central air2-car garageIn-unit laundry
A rare, fully renovated and updated home offering move-in-ready luxury and thoughtful craftsmanship throughout. The primary bath was renovated down to the studs, and now offers a generous shower, private water closet, and all-new fixtures, plumbing, and lighting, plus a huge closet/dressing room with a 7-foot quartz-topped built-in with 24 custom drawers, and floor to ceiling custom built-ins. Two bedrooms were combined into a spacious home office (larger than the primary) with hardwood floors, updated lighting, custom closet built-ins, and upgraded networking. The first-floor office was reimagined as a dramatic library, with custom maple built-ins, matching ceiling moldings, a window seat, and high-gloss lacquered finishes. The home is wired throughout for CAT6 and wifi, with home theater wiring, an upgraded security system, energy-efficient attic insulation, and improved HVAC routing - smart, efficient, and move-in ready. Owner is a Licensed Real Estate Broker.
— the listing agent’s description

The home

4 beds
4.5 baths
4,509 sqft
Built in 1938
Lot 85 x 139.9
2-car garage
Detached Single

What it’ll cost

$598 / sqft
$30,382 taxes / yr
No HOA
13 days on dwello

Estimated monthly payment

$17,647/mo
Principal & interest$14,329
Property taxes$2,532
Homeowners insurance$786
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Tour this home

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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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13 days on dwello
Price history
Listed for sale
Jul 31, 2026
$2,695,000
Property taxes
2025
Annual tax bill (MLS)
$30,382/yr
Assessed value
2026
County assessor
$180,000~$1,800,000 mkt
2025
$180,000~$1,800,000 mkt
2024
$126,000~$1,260,000 mkt
2023
$126,000~$1,260,000 mkt
2022
$126,000~$1,260,000 mkt
2021
$107,065~$1,070,650 mkt
2020
$106,653~$1,066,530 mkt
2019
$115,928~$1,159,280 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 GasVinyl SidingBrickPublic SewerBrick DrivewayGarage Door Opener

Schools

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 Anne Maitland · Jameson Sotheby's International Realty
Listing last updated Aug 12, 2026 · data refreshed from the MLS Aug 12, 2026, 10:36 PM CT
Based on information submitted to the MLS GRID as of Aug 12, 2026, 10:36 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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