# 7837 S Winchester Avenue, Chicago, IL 60620

> **TL;DR:** 4bd/2ba residential multi family, $289,900, built 1926. Est. $1,256/mo. Listed 8 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $289,900 |
| Bedrooms | 4 |
| Bathrooms | 2 full |
| Year Built | 1926 |
| Property Type | Residential Multi Family (Other) |
| Status | For Sale |
| Days on Market | 8 |

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $1,256 |
| **Total** | **$1,256** |

## Property Highlights

- Built in 1926
- 2 parking spaces

## Description

### Agent Description
This well-maintained brick 2-flat in Auburn Gresham is exactly what smart buyers are looking for -- a chance to plant roots in an established neighborhood while building real wealth from day one. Live in one unit, rent the other, and let your tenant help cover your mortgage. Built in 1926 and thoughtfully updated of the years, this solid Chicago two-flat offers 2,278 square feet of living space across two units, four bedrooms, and two full baths. The big-ticket items have already been addressed -- new roof, gutters, and tuckpointing completed in 2025, along with updated flooring throughout. The full unfinished basement has good ceiling height, giving a future owner real options for additional living space, or storage. The boiler is 12 years old, functional and well maintained. Auburn Gresham is a neighborhood with deep roots and a strong sense of community, close to public transit, local dining, and everything the South Side has to offer. For the buyer who wants more than a house and is looking for a real asset, this one is worth a close look.

## Location

- **Address:** 7837 S Winchester Avenue, Chicago, IL 60620
- **County:** Cook
- **Coordinates:** 41.750839, -87.671424
- **Google Maps:** https://www.google.com/maps?q=41.750839,-87.671424

## Listing Agent

- **Name:** Jerome Harper
- **Brokerage:** Keller Williams ONEChicago
- **Phone:** (312) 216-2422
- **Email:** jerome@thecollectivechicago.com

## Primary Photo

![7837 S Winchester Avenue - Primary Photo](http://lh.rdcpix.com/f9ab02d016e3094fcbd844538fcb7a4el-f2003478503r.jpg)

*14 total photos available on [listing page](https://www.propertysimple.com/listing/7837-s-winchester-avenue-chicago-il-60620-12605788)*

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**MLS#:** 12605788 | **Updated:** 2026-04-26
**Source:** listhub

*Copyright © 2026 Midwest Real Estate Data, LLC. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/7837-s-winchester-avenue-chicago-il-60620-12605788)

---

## Structured Data

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