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Listing provided courtesy of The Leading Realtors Corp.MREDas Distributed by MLSGrid- MLS# 12650207MLS Provider

5303 S Winchester AvenueChicago, IL 60609

Single Family · 3 Beds · 1 Full Bath · 1,120 Sq. ft.
$225,000 Active

5303 S Winchester Avenue Overview

Time on Site:
30 days
Visits:
0

Welcome home to this charming three-bedroom ranch offering comfortable single-level living and endless potential. Featuring a full basement, a detached two-car garage, and a fully fenced backyard, this property provides plenty of space for storage, recreation, gardening, or entertaining. The front yard is beautifully accented with mature landscaping and colorful flowers, creating inviting curb appeal. Inside, you'll find a solid home that is ready for your personal touch. Bring your decorating ideas and a fresh coat of paint to unlock the property's full potential. With only minimal cosmetic updates needed, this is an excellent opportunity for homeowners, investors, or anyone looking to build equity. Conveniently laid out and full of possibilities, this home offers a great foundation to create the space you've always envisioned. Currently tenant-occupied. Property is being sold As-Is.

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5303 S Winchester Avenue Facts & Features

  • Type Single Family
  • Sq. ft. 1,120
  • Price/Sq.ft. $201

Details

General

Association/HOA

  • Association Fee: $0.00
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None

School Information

  • School District: 299

Building Information

  • New Construction: No
  • Year Built: 1959

Location/Region

  • County Or Parish: Cook
  • MLS Area Major: CHI - New City
  • Township: Jefferson

Tax Information

  • Tax Annual Amount: $2,421.82
  • Tax Year: 2024

General Information

  • New Construction: No
  • Ownership: Fee Simple
  • Parcel Number: 20074170020000
  • Property Type: Residential
  • Special Listing Conditions: None

Interior

Building Information

  • Approx. Total Finished SqFt.: 0
  • Disability Access: No
  • Total SqFt.: 0

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms Total: 1
  • Bedrooms Total: 3
  • Bedrooms Possible: 3

General Information

  • Basement: Unfinished, Full
  • Cooling: Central Air, None
  • Heating: Natural Gas
  • Living Area: 1120
  • Living Area Source: Assessor
  • Rooms Total: 5

Exterior

Parking Information

  • Parking Features: Yes, Garage Owned, Detached, Garage
  • Parking Total: 2

Lot Information

  • Additional Parcels: No
  • Lot Size Dimensions: 25 X 125
  • Water Source: Lake Michigan, Public

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Construction Materials: Brick

General Information

  • Sewer: Public Sewer

Room Information

Room: Bedroom 2

  • Level: Main
  • Dimensions: 12X10

Room: Bedroom 3

  • Level: Main
  • Dimensions: 10X10

Room: Kitchen

  • Level: Main
  • Dimensions: 16X10

Room: Living Room

  • Level: Main
  • Dimensions: 16X12

Room: Master Bedroom

  • Level: Main
  • Dimensions: 12X11

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

  • Level: N/A

Room: Bedroom 4

  • Level: N/A

Room: Dining Room

  • Level: N/A

Room: Family Room

  • Level: N/A

Room: Laundry

  • Level: N/A

5303 S Winchester Avenue Neighborhood

Community

60609 (CHICAGO) Demographics

34
Median Age
7,786
Population Density (per sq. mile)
22%
College Educated
$40,324
Estimated Median Income
8,185
Estimated Total Home Owners
13,782
Estimated Total Renters
37% / 63%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

5303 S Winchester Avenue Monthly Cost

$
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$
$
Jeremy Woods
* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

5303 S Winchester Avenue Market Data

Based on the last 30 days in this zip code

$297,104
Average List Price
$204
Average Price per Square Foot
15
Properties Sold
81
Average Days on Market
71
Properties for Sale
Calculations provided by Reliance Network

5303 S Winchester Avenue History

Date Event Value Agent
6/29/2026Source: MRED Status Change
Active
6/24/2026Source: MRED Price Reduction
$225,000 -2.2%
6/24/2026Source: MRED Status Change
Price Change
6/4/2026Source: MRED Status Change
Active
5/30/2026Source: MRED Added to Database
May 30, 2026
6/20/2022Source: MRED Added to Database
January 27, 2022
6/20/2022Source: MRED Added to Database
January 27, 2022