5303 S Winchester Avenue, Chicago, IL 60609
Cook County
Key Facts
Description
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.
Property Information
Property Type
Residential
Sub-Type
Single Family Residence
Year Built
1959
Living Area
1,120 sq ft
Lot Dimensions
25 X 125
Garage Spaces
2
Parking Spaces
2
Ownership
Fee Simple
Days on Market
33
MLS® Listing#
12650207
Property Features
Cooling
Heating
Basement
Parking
Construction
Sewer
Water Source
Rooms
- Bedroom 212X10Main
- Bedroom 310X10Main
- Bedroom 4
- Dining Room
- Family Room
- Kitchen16X10Main
- Laundry
- Living Room16X12Main
- Master Bedroom12X11Main
Financial Details
Annual Taxes
$2,422
Tax year 2024
Parcel Number
20074170020000
Directions
TAKE DAMEN N OR S TO 53RD ST E TO ADDRESS.
Affordability Calculator
$45,000
Estimated monthly payment
$1,198/mo
Principal $180,000 · Est. interest $251,116 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Chicago, IL
- $389,049
- Median Listing Price
- 46
- Median Days on Market
- 1,422
- Median Sq Ft
- $277
- Median Price / Sq Ft
- 4,620
- Active Listings
- This home’s price is 42% below the area median.
- Its price per sq ft is 27% below the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Chicago, IL.
Location
- 5303 S Winchester Avenue, Chicago, IL 60609
Points of Interest in Chicago, IL
Showing the Chicago area map.
Nearby Schools
Fulton Elementary School
Elementary · 0.2 mi away
Regeneration Schools
School · 0.3 mi away
Cics Basil
Elementary · 0.3 mi away
Chicago Public Schools
School · 0.3 mi away
Universal Temple of Christ Training School
School · 0.4 mi away
Henderson Elementary School
Elementary · 0.5 mi away
Horizon Science Academy Southwest-Charter
School · 0.5 mi away
Big Picture High School
Secondary · 0.5 mi away
Cesar Chavez Upper Center
Elementary · 0.6 mi away
First Start Academy South
School · 0.6 mi away
Libby Elementary School
Elementary · 0.7 mi away
San Miguel School Chicago
Elementary · 0.7 mi away
Hedges Elementary School
Elementary · 0.7 mi away
Christopher Elementary School
Elementary · 0.7 mi away
Back of the Yards College Preparatory High School
Secondary School · 0.8 mi away
Chavez Elementary Multicultural Academy
Secondary · 0.8 mi away
Chicago Public Schools
Secondary · 0.8 mi away
Carson Elementary School
Elementary · 0.8 mi away
Chicago Public Schools
Elementary · 0.9 mi away
Second Chance High School
Secondary · 0.9 mi away
Commute Calculator
Nearby Homes
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Similar Home Values
Comparable nearby listings and their asking prices.
| Address | Price | Beds | Baths | Sq Ft |
|---|---|---|---|---|
| 7005 99th Street 4, Chicago Ridge, IL | $158,900 | 2 | 1 | 900 |
| 7041 S EBERHART Avenue, Chicago, IL | $159,000 | 4 | 2 | 1,760 |
| 6323 W 64th Place 1D, Chicago, IL | $159,000 | 2 | 1 | 900 |
| 8322 S Baker Avenue, Chicago, IL | $159,000 | 7 | 2 | — |
| 1233 W 73RD Place, Chicago, IL | $159,000 | 4 | 2 | 1,300 |
| 5333 S Ellis Avenue 3A, Chicago, IL | $159,000 | 2 | 1 | 800 |
Moving Cost Estimate
EXIT Agents in Chicago
Listing Courtesy: The Leading Realtors Corp. - 6304559995
Last Updated: 2026-05-29