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Price cut: $10,000
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Detached Single · Chicago, IL
$490,000$500,000
3 beds · 2 baths · 2,318 sqft
3723 S Winchester Avenue, Chicago, IL, 60609
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
Welcome to 3723 S. Winchester - a stunning, fully renovated home in the heart of McKinley Park offering the perfect blend of modern design, functional living space, and timeless Chicago character. This expansive 3-bedroom, 2-bath residence with 4-bedroom potential has been thoughtfully reimagined from top to bottom and features three levels of finished living space designed for today's lifestyle. The main level showcases an open-concept floor plan with beautifully appointed finishes throughout. The spacious layout flows effortlessly, making it ideal for everyday living and entertaining alike. At the rear of the home, a light-filled bonus room offers additional flexible living space and is drenched in natural sunlight, particularly in the morning hours. Whether utilized as a reading retreat, creative workspace, sitting room, breakfast area, or simply an extension of the home's living space, it provides the kind of versatility today's buyers are searching for. The finished upper level provides an incredible flex space perfect for a future primary retreat, fourth bedroom, home office, playroom, media room, fitness area, or additional family room. The finished lower level offers even more versatile living space, creating room for a growing household without sacrificing comfort or style. Additional highlights include updated mechanicals, recessed lighting, designer fixtures, a beautifully finished laundry/mud room, sleek glass shower enclosure, oversized 2-car garage with a RARE attached workshop/storage area ideal for hobbies, tools, equipment, or additional workspace. Located less than a block from the renowned 71-acre McKinley Park, residents enjoy immediate access to a fishing lagoon, outdoor swimming pool, ice-skating rink, athletic fields, tennis courts, playgrounds, fitness center, walking trails, community gardens, and year-round recreational activities. This is a RARE opportunity to own a truly move-in-ready home in one of Chicago's most beloved neighborhoods. Fully renovated homes with this level of finish, flexibility, and proximity to McKinley Park rarely become available. Schedule your showing today.
— the listing agent’s description

The home

3 beds
2 baths
2,318 sqft
Lot 25x125
2-car garage
Detached Single
Cottage

What it’ll cost

$211 / sqft
$3,818 taxes / yr
No HOA
Listed $500,000
Now $490,000
14 days on dwello

Estimated monthly payment

$3,066/mo
Principal & interest$2,605
Property taxes$318
Homeowners insurance$143
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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
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14 days on dwello
Price history
Price reduced
Jun 16, 2026
↓ $10,000$490,000
Listed for sale
Jun 4, 2026
$500,000
Now $10,000 below the original list price.
Property taxes
2025
Annual tax bill (MLS)
$3,818/yr
Assessed value
2025
County assessor
$24,001~$240,010 mkt
2024
$24,001~$240,010 mkt
2023
$18,001~$180,010 mkt
2022
$18,001~$180,010 mkt
2021
$18,001~$180,010 mkt
2020
$17,215~$172,150 mkt
2019
$19,343~$193,430 mkt
2018
$19,343~$193,430 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 GasAluminum SidingBrickPublic SewerOff AlleyGarage Door Opener

Schools

Elementary — Nathaneal Greene Elementary Scho
Middle — Evergreen Academy Elementary Sch
High — Kelly High School
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 Robert Adolfson · @properties Christie's International Real Estate
Listing last updated Jun 16, 2026 · data refreshed from the MLS Jun 17, 2026, 6:33 PM CT
Based on information submitted to the MLS GRID as of Jun 17, 2026, 6:33 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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