Back 7440 South Oglesby Avenue
Off Market

7440 South Oglesby Avenue

Chicago IL 60649

5
4
2
3212 sq. ft.
Single-Family
Last sold for $620,000
Robin ConnerRobin Conner, last sold this property on 26 January 2026 after 256 days on market.

Overview

Modern Luxury Meets South Shore Charm - Welcome to 7440 S Oglesby Ave! Step into elevated city living at 7440 South Oglesby Avenue - a bold, design-forward reimagining of the classic Chicago brick bungalow, nestled on a peaceful, tree-lined street in the vibrant South Shore neighborhood. This 5-bedroom, 4-bathroom, nearly 3,000 sq ft home delivers a seamless fusion of timeless architecture and high-end, contemporary finishes. From the moment you walk in, the light-filled open layout welcomes you with soaring ceilings, an eye-catching chandelier, and a sleek fireplace that anchors the living space. The brand-new light oak flooring and modern climate-control windows infuse the home with warmth and energy-efficient comfort. 2-inch white slat blinds provide clean, stylish privacy throughout. At the heart of the home lies a true chef's kitchen - featuring Silestone Miami White quartz waterfall countertops, full-height backsplash, and custom ceiling-height shaker cabinetry with glass-pane accents. A 14-foot center island with a Ruvati 45-inch workstation sink, dual faucets, and seating for six sets the stage for both entertaining and everyday living. The butler's pantry with beverage cooler makes hosting effortless, and a 48-inch, 8-burner gas range anchors the premium stainless steel appliance package. A flexible main-floor bedroom or office, adjacent to a stunning spa-like bath with rainfall shower, adds function and flexibility. Don't miss the thoughtfully designed mudroom and oversized laundry room, fully outfitted with a Samsung front-load washer/dryer, utility sink, and custom organization. Upstairs...two luxe en-suite bedrooms offer the ultimate urban retreat, each with walk-in closets and spa-inspired bathrooms designed for relaxation. The custom staircase, with modern glass panel railings, makes a bold architectural statement as you ascend. The fully finished lower level extends the living space with a large recreation room, two additional bedrooms, a dedicated home gym/flex room, and a beautifully appointed full bath - ideal for guests, extended family, or a live/work setup. Step outside to a private, fenced-in backyard oasis with brand-new landscaping, decorative river rock, and a spacious back deck made for entertaining under the stars. The underground sprinkler system keeps everything lush, while the two-car garage with luxury floor tile offers secure parking and extra storage. For peace of mind, the property is equipped with 5 exterior Arlo security cameras and a Vivint smart security system, with one year of monitoring included. Location? Unmatched. You're minutes from Lake Shore Drive, the lakefront, South Shore Cultural Center, golf courses, parks, museums, Obama Presidential Center, University of Chicago, and the Quantum Computing campus. Enjoy nearby cafes, restaurants, and transit access that connects you seamlessly to downtown and beyond. 7440 S Oglesby isn't just a home - it's a lifestyle upgrade. Come experience modern South Shore living at its finest. BACK ON THE MARKET DUE TO BUYER FINANCING.

Features

5 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
3212 sq. ft. floor area
Single-Family

Estimated Value

Based on this property and similar 5 bedroom single-family properties sold in Chicago over the last 12 months, the estimated median property value of 7440 South Oglesby Avenue is $495k.

Median value
$495k
Estimated value range
$182k - $1.52m
Median days on market
39
Estimated value trend
75%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Chicago. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 7440 South Oglesby Avenue

2026
Sold
$620,000
26 Jan 2026 by Robin Conner, of Keller Williams Preferred Rlty
2024
Sold
$130,000
30 May 2024 by Tatianna Barnett, of Dior Realty Group
2021
Sold
$135,000
09 Feb 2021 by Diego Lagunas, of Nelly Corp Realty

Happy sellers in Chicago

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We have insufficient information to provide an overview of customer satisfaction for Chicago. Viewing the agent profiles, reviews and sales for Chicago can provide insights for this location.

Local market activity for 5 bedroom single-family properties in Chicago

In the last 12 months, 5 five-bedroom single-family properties similar to 7440 South Oglesby Avenue, have been sold.

This represents a 62% increase in five-bedroom single-family properties sales when compared to the previous 12 months.

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