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.
Closed
$620,000
7440 S Oglesby Ave, Chicago, IL 60649
5beds
3,212sqft
Single Family Residence
Built in 1923
4,836 Square Feet Lot
$636,400 Zestimate®
$193/sqft
$3,535 Estimated rent
Home value
$636,400
$573,000 - $706,000
$3,535/mo
Zestimate® history
Owner options
List your home for rent
$3,535/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$3,535/mo
Rent Zestimate®
Refinance and save
$4,430/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,430/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Sleek fireplaceTree-lined streetFully finished lower levelModern glass panel railingsModern climate-control windowsTwo luxe en-suite bedroomsSoaring ceilings
Zillow last checked:
Listing updated:
Listed by:
Robin L Conner 708-798-1111,
Keller Williams Preferred Rlty
Bought with:
Jonathan Fox
Compass
Source: MRED as distributed by MLS GRID,MLS#: 12491745
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 4
Rooms
- Room types: Recreation Room, Exercise Room, Foyer, Mud Room, Utility Room-Lower Level, Storage, Walk In Closet, Deck, Bedroom 5
Primary bedroom
- Features: Flooring (Hardwood), Bathroom (Full)
- Level: Second
- Area: 336 Square Feet
- Dimensions: 24X14
Bedroom 2
- Features: Flooring (Hardwood)
- Level: Second
- Area: 210 Square Feet
- Dimensions: 15X14
Bedroom 3
- Features: Flooring (Hardwood)
- Level: Main
- Area: 140 Square Feet
- Dimensions: 14X10
Bedroom 4
- Features: Flooring (Hardwood)
- Level: Lower
- Area: 150 Square Feet
- Dimensions: 15X10
Bedroom 5
- Level: Lower
- Area: 221 Square Feet
- Dimensions: 17X13
Deck
- Level: Main
- Area: 391 Square Feet
- Dimensions: 23X17
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15X12
Exercise room
- Level: Main
- Area: 72 Square Feet
- Dimensions: 9X8
Foyer
- Features: Flooring (Hardwood)
- Level: Main
- Area: 40 Square Feet
- Dimensions: 10X4
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Island, Pantry-Butler, Custom Cabinetry), Flooring (Hardwood)
- Level: Main
- Area: 260 Square Feet
- Dimensions: 20X13
Laundry
- Features: Flooring (Hardwood)
- Level: Main
- Area: 36 Square Feet
- Dimensions: 9X4
Living room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 286 Square Feet
- Dimensions: 22X13
Mud room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 56 Square Feet
- Dimensions: 8X7
Recreation room
- Level: Lower
- Area: 572 Square Feet
- Dimensions: 26X22
Storage
- Features: Flooring (Hardwood)
- Level: Second
- Area: 92 Square Feet
- Dimensions: 23X4
Other
- Level: Lower
- Area: 20 Square Feet
- Dimensions: 5X4
Other
- Level: Lower
- Area: 28 Square Feet
- Dimensions: 7X4
Walk in closet
- Features: Flooring (Hardwood)
- Level: Second
- Area: 49 Square Feet
- Dimensions: 7X7
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Stainless Steel Appliance(s), Wine Refrigerator, Range Hood, Front Controls on Range/Cooktop, Gas Oven
- Laundry: Main Level, Gas Dryer Hookup, In Unit, Sink
Features
- 1st Floor Bedroom, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), Open Floorplan, Separate Dining Room, Quartz Counters
- Flooring: Hardwood
- Windows: Drapes
- Basement: Finished,Exterior Entry,Rec/Family Area,Full,Daylight
- Number of fireplaces: 1
- Fireplace features: Electric, Living Room
Interior area
- Total structure area: 3,212
- Total interior livable area: 3,212 sqft
- Finished area below ground: 1,269
Property
Parking
- Total spaces: 2
- Parking features: Off Alley, Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Deck
- Fencing: Fenced
Lot
- Size: 4,836 Square Feet
- Dimensions: 39 X 124
- Features: Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 20252270230000
- Special conditions: List Broker Must Accompany
- Other equipment: Sprinkler-Lawn
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow
- Property subtype: Single Family Residence
Materials
- Brick
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1923
- Major remodel year: 2025
Utilities & green energy
- Sewer: Public Sewer
- Water: Lake Michigan, Public
Community & HOA
Community
- Features: Curbs, Gated, Sidewalks, Street Lights, Street Paved
- Security: Security System, Closed Circuit Camera(s)
HOA
- Services included: None
Location
- Region: Chicago
Financial & listing details
- Price per square foot: $193/sqft
- Tax assessed value: $158,000
- Annual tax amount: $4,023
- Date on market: 10/15/2025
- Listing terms: Conventional
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 1/26/2026 | Sold | $620,000-2.4%$193/sqft |
Source:  MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 1/24/2026 | Pending sale | $635,000$198/sqft |
Source: MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 12/19/2025 | Contingent | $635,000$198/sqft |
Source: MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 12/11/2025 | Listed for sale | $635,000$198/sqft |
Source: MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 11/20/2025 | Pending sale | $635,000$198/sqft |
Source: MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 11/10/2025 | Contingent | $635,000$198/sqft |
Source: MRED as distributed by MLS GRID #12491745 Report a problem | ||
| 9/28/2025 | Price change | $635,000-2.2%$198/sqft |
Source: MRED as distributed by MLS GRID #12447647 Report a problem | ||
| 5/15/2025 | Listed for sale | $649,000+399.2%$202/sqft |
Source: MRED as distributed by MLS GRID #12336392 Report a problem | ||
| 5/30/2024 | Sold | $130,000-23.5%$40/sqft |
Source: MRED as distributed by MLS GRID #11957503 Report a problem | ||
| 4/29/2024 | Pending sale | $170,000$53/sqft |
Source: MRED as distributed by MLS GRID #11957503 Report a problem | ||
| 3/6/2024 | Price change | $170,000-18.7%$53/sqft |
Source: MRED as distributed by MLS GRID #11957503 Report a problem | ||
| 2/20/2024 | Price change | $209,000-2.8%$65/sqft |
Source: MRED as distributed by MLS GRID #11957503 Report a problem | ||
| 1/8/2024 | Listed for sale | $215,000+59.3%$67/sqft |
Source: MRED as distributed by MLS GRID #11957503 Report a problem | ||
| 4/29/2021 | Sold | $135,000+13.4%$42/sqft |
Source: Public Record Report a problem | ||
| 1/20/2021 | Contingent | $119,000$37/sqft |
Source: MRED as distributed by MLS GRID #10971259 Report a problem | ||
| 1/14/2021 | Listed for sale | $119,000$37/sqft |
Source: MRED as distributed by MLS GRID #10971259 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $15,800 -16.8% |
| 2023 | $4,023 +2.9% | $18,999 |
| 2022 | $3,908 +2.3% | $18,999 |
| 2021 | $3,821 +18.4% | $18,999 +31.2% |
| 2020 | $3,226 +0.9% | $14,482 -9% |
| 2019 | $3,198 +1.7% | $15,915 |
| 2018 | $3,144 -6.7% | $15,915 +1.7% |
| 2017 | $3,370 +47.9% | $15,654 |
| 2016 | $2,278 -20.6% | $15,654 |
| 2015 | $2,869 +499% | $15,654 +1.6% |
| 2014 | $479 -0.4% | $15,400 |
| 2013 | $481 +6.8% | $15,400 |
| 2012 | $450 -8.7% | $15,400 -20.8% |
| 2011 | $493 +10.6% | $19,454 |
| 2010 | $445 +6.6% | $19,454 |
| 2009 | $418 -9% | $19,454 -0.7% |
| 2008 | $459 -12.7% | $19,595 |
| 2007 | $526 -5.8% | $19,595 |
| 2006 | $559 -15.4% | $19,595 +58.7% |
| 2005 | $660 -4.8% | $12,349 |
| 2004 | $693 -49.9% | $12,349 |
| 2003 | $1,384 +58% | $12,349 +13.2% |
| 2002 | $876 -6.6% | $10,910 |
| 2001 | $937 -31% | $10,910 |
| 2000 | $1,359 +0.8% | $10,910 +7.1% |
| 1999 | $1,348 | $10,182 |
Find assessor info on the county website
Neighborhood: South Shore
Nearby homes
- $272,9003 bd2 ba1.5k sqft7446 S Oglesby Ave, Chicago, IL 60649Off Market
- $295,3003 bd2 ba1.8k sqft7436 S Oglesby Ave, Chicago, IL 60649Off Market
- $266,6005 bd3 ba2.8k sqft7432 S Oglesby Ave, Chicago, IL 60649Off Market
- $228,0005 bd3 ba2.8k sqft7432 S Oglesby Ave, Chicago, IL 60649Sold
- $--1 bd1 ba1k sqft7450 S Oglesby Ave APT 2, Chicago, IL 60649Off Market
- $66,0006,600 Square Feet2320 E 75th St, Chicago, IL 60649Off Market
- $--6,600 Square Feet2320 E 75th St, Chicago, IL 60649Off Market
- $190,8004 bd1 ba2.2k sqft7428 S Oglesby Ave, Chicago, IL 60649Off Market
Nearby schools
GreatSchools rating
- 4/10Bouchet Elementary Math & Science AcademyGrades: PK-8Distance: 0.4 mi
- 4/10South Shore Intl Col Prep High SchoolGrades: 9-12Distance: 0.5 mi
- 1/10Chicago Vocational Career Academy High SchoolGrades: 9-12Distance: 1.5 mi
Schools provided by the listing agent
- District: 299
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$636,400
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$636,400
- Illinois
- Cook County
- Chicago
- 60649
- South Shore
- 7440 S Oglesby Ave
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Chicago Topics
