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Price cut: $110,000
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Detached Single · Chicago, IL
$489,900$599,900
4 beds · 3.5 baths · 3,300 sqft
9935 S Winston Avenue, Chicago, IL, 60643
A brick-and-mortar place to make your own — room to make it home.
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What’s special

Central airIn-unit laundry
Gorgeous 6-bed, 3.5-bth home offering over 3,000 sq ft of beautifully designed living space - truly move-in ready with room for everyone. Step inside to a bright, open floor plan highlighted by stunning hardwood floors throughout the home. The spacious living room flows seamlessly into the dining area and continues into the kitchen, creating the perfect layout for everyday living and entertaining. The kitchen is a true showstopper, featuring a large island with breakfast bar, all newer SS appliances (2024), and modern finishes. The main level also includes a versatile bedroom and a convenient half bath. Upstairs, retreat to the expansive primary suite complete with a private en-suite featuring double sinks and a sleek subway-tiled shower. Two additional generously sized bedrooms and a full bath complete the second floor. The finished basement adds even more living space, offering a large rec room, two additional bedrooms, and a third full bath. Head outside to enjoy the expansive backyard with both a deck and patio, perfect for relaxing or entertaining. Conveniently located near highways, public transit, parks, shopping, and more. Easy to show, schedule your tour today!
— the listing agent’s description

The home

4 beds
3.5 baths
3,300 sqft
Built in 2024
0.18-acre lot
Detached Single

What it’ll cost

$148 / sqft
$3,827 taxes / yr
No HOA
Listed $599,900
Now $489,900
55 days on dwello

Estimated monthly payment

$3,067/mo
Principal & interest$2,605
Property taxes$319
Homeowners insurance$143
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Estimate only — not a loan offer. Example rate; taxes and insurance estimated; your actual rate, payment, taxes, and insurance will vary. dwello is not a lender. Equal Housing Opportunity.
Tour it with a real dwello agent
The agent who meets you here is an actual dwello Home Group team member who knows these streets — not a stranger who bought your name from a portal. You get straight answers on the spot, and the same person stays with you through closing.
On our team, vettedYour info is never soldWith you through closing

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
55 days on dwello
Price history
Price reduced
Jun 1, 2026
↓ $110,000$489,900
Listed for sale
Apr 8, 2026
$599,900
Now $110,000 below the original list price.
Property taxes
2025
Annual tax bill (MLS)
$3,827/yr
Assessed value
2025
County assessor
$19,000~$190,000 mkt
2024
$19,000~$190,000 mkt
2023
$14,647~$146,470 mkt
2022
$14,647~$146,470 mkt
2021
$8,500~$85,000 mkt
2020
$7,450~$74,500 mkt
2019
$8,187~$81,870 mkt
2018
$8,187~$81,870 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 GasForced AirVinyl SidingPublic SewerConcreteDriveway
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Cesar Juarez · Redfin Corporation
Listing last updated Jun 1, 2026 · data refreshed from the MLS Jun 17, 2026, 6:22 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:22 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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