7440 S Oglesby Avenue
Chicago, IL, 60649 $ 635,000
Bedrooms5 Baths4.0 Sq 3,212 Monthly Estimate*
$ 3,962
for $635,000 with 5 bedrooms and 4 full baths. This 3,212 square foot home was built in 1923.
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.
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FeaturesGeneralLiving Area 3212
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Closing
Roof Asphalt
Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Stainless Steel Appliance(s) Wine Refrigerator Range Hood Front Controls on Range/Cooktop Gas Oven
Garage Spaces 2
Association Fee Includes None
Architectural Style Bungalow
Construction Materials Brick
Year Built 1923
Township Hyde Park
Tax Year 2023
Ownership Fee Simple
Community Features Curbs Gated Sidewalks Street Lights Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Other Structures Shed(s)
Total Rooms 10
Full Baths 4
Status Re-activated
Directions Stony Island to 75th St East to Oglesby North to home
City Chicago
High School District 299
MLS Area CHI - South Shore
Tax Annual Amount 4023
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
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InteriorInterior Amenities 1st Floor Bedroom 1st Floor Full Bath Built-in Features Walk-In Closet(s) Open Floorplan Separate Dining Room Quartz Counters
Basement Finished Exterior Entry Rec/Family Area Full Daylight
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Electric
Half Baths 0
Laundry Features Main Level Gas Dryer Hookup In Unit Sink
Total Bedrooms 5
Below Grade Finished Area 1269
Room Type Recreation Room Exercise Room Foyer Mud Room Utility Room-Lower Level Storage Walk In Closet Deck Bedroom 5
Total Baths 4
Bedrooms Possible 5
Bathroom Full Body Spray Shower Soaking Tub
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ExteriorParking Features Off Alley Garage Door Opener Yes Garage Owned Detached Garage
Lot Features Landscaped
Water Source Lake Michigan Public
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 39 X 124
Waterfront Y/N N
Other Equipment Security System Sprinkler-Lawn Security Cameras
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* Excluded FeaturesList ByKeller Williams Preferred RltyBroker
rbutler333@hotmail.com;robinconner@kw.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,962
- Monthly Property Taxes
- $335
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chicago, IL
Average List Price $499,830
Percent of Sale Price 21%
About Chicago, IL 2,755,380 Population
-4% Since 2002
$ 53,088 Median Income
36.07 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
566059 Elementary School
566846 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 10/15/2025 | $635,000 | | Listed Price |