4532 South Oakenwald, Chicago IL 60653
Property Description
North Kenwood Luxury - 5BR, 3.5BA, Rooftop Deck with City & Lake Views, 1 Block to Lake Michigan + Rare 3-Car Garage! Discover modern luxury in this stunning all-brick, 5-bedroom, 3.5-bath transitional-style home in Chicago's sought-after North Kenwood neighborhood, just one block from Lake Michigan. Featuring a private rooftop deck with panoramic skyline and lake views, this residence offers an unmatched blend of timeless craftsmanship, contemporary design, and an unbeatable location. From the moment you arrive, the gated, landscaped front courtyard welcomes you with elegance and privacy. A custom 8' mahogany entry door opens to a bright, open-concept main level with oversized windows, gleaming hardwood floors, and seamless living and dining spaces-perfect for both entertaining and relaxed everyday living. The chef's kitchen is a true showpiece, showcasing a custom granite slab, premium appliances, abundant custom cabinetry, a large breakfast bar, a second prep sink in the island, and a pot filler for added convenience. Rounded walls throughout the main level add architectural interest and a bespoke touch rarely seen in today's builds. French doors lead to an oversized deck overlooking the backyard, while a spiral staircase ascends to the rooftop deck, creating a fluid connection between all levels of outdoor living. The primary suite is a private retreat with a spa-inspired bath featuring a deep soaking tub, stand-alone double-head shower, dual vanities, and a makeup station. Four additional bedrooms and 3.5 beautifully designed baths provide flexibility for family, guests, or a home office. The finished lower level expands the living space with a generous family room, perfect for game nights or casual gatherings, plus a multi-tiered theater room for movie lovers. Step outside to experience multi-level, custom-designed landscaping with brick pavers and a rare party door leading to the spacious 3-car garage. From backyard gatherings to rooftop soirees, this home was designed for both comfort and celebration. Location is everything-and here, you're just steps from the pedestrian walk bridge to the lakefront. Enjoy beaches, bike paths, and jogging trails right outside your door. Whether it's sunrise runs along the water, afternoons at the park, or sunset rooftop gatherings, this home offers the perfect setting to enjoy Chicago's lakefront lifestyle. Homes with this level of craftsmanship, space, and location rarely come to market. Schedule your private showing today and make this North Kenwood lakefront treasure your own.
Features & Information
Key Details
- List Price $1,050,000
- Property Taxes $11,155.18
- Square Feet 4140
- Price/ Sq. Ft. $253.62
- Year Built 1993
- Parking Type Garage
- Status Contingent
Rooms
- Total Rooms 11
- Basement F
-
Master Bedroom
- Master Bath F
- Room Size 21X18
-
Bedroom 2
- Room Size 11X9
- Floor Level 2nd Level
-
Bedroom 3
- Room Size 14X11
- Floor Level 2nd Level
-
Bedroom 4
- Room Size 11X11
- Floor Level 2nd Level
-
Living Room
- Room Size 20X20
- Floor Level Main Level
- Flooring Hardwood
-
Family Room
- Room Size 23X19
- Floor Level Main Level
-
Dining Room
- Room Size 20X23
- Floor Level Lower
- Flooring Hardwood
-
Kitchen
- Room Size 16X12
- Kitchen Type Eating Area-Breakfast Bar
- Floor Level Main Level
- Flooring Hardwood
-
Basement
- Basement Description Finished
- Bathroom(s) in Basement Y
Additional Rooms
-
Additional Room 1
- Additional Room 1 Name Media Rm
- Additional Room Size 20X14
- Additional Room Level Lower
-
Additional Room 2
- Additional Room 2 Name 5th Bdrm
- Additional Room Size 16X14
- Additional Room Level Lower
Interior Features
-
Appliances
- Appliances Included Oven/Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Range Hood
-
Heating & Cooling
- Heating Type Gas
- Air Conditioning Central Air
-
Fireplace
- # of Fireplaces 2
- Type of Fireplace See through/Multi Sided,Attached Fireplace Doors/Screen,Gas Logs,Gas Starter
Exterior Features
-
Building Information
- Age of Building 31-40 Years
- Exterior Construction Brick
- Foundation Concrete
-
Parking
- Parking Garage
- # of Cars 3
Location
- County Cook
- Township Hyde Park
- Corporate Limits Chicago
- Directions to Property 43rd Street East To Oakenwald And South To Home 4532 S Oakenwald Ave.
-
Schools
- Elementary School District 299
- Junior High District 299
- High School District: 299
-
Property Taxes
- Tax 11155.18
- Tax Year 2023
- Tax Exemptions Homeowner
- Parcel Identification Number 20024041100000
-
Lot Information
- Dimensions 33 X 137
- Acreage 0.1071
Utilities
- Sewer Sewer-Publ
Listed by Richard Lomax for Fulton Grace Realty | Source: MRED as distributed by MLS GRID
Based on information submitted to the MLS GRID as of 8/23/2025 10:02 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Explore North Kenwood
This classy south side Chicago neighborhood is rapidly reviving itself to its former glory. Once coined the “Lake Forest of the South Side,” Kenwood is flanked with landmark buildings and breathtaking homes designed by influential architects such as Frank Lloyd Wright. Kenwood is associated with another name that has gained worldwide recognition in recent years, Barack Obama. He and his family live in the upscale section of the neighborhood where million-dollar properties are the norm. Other areas of Kenwood offer more affordable real estate in the way of condominiums and three-bedroom single-family houses. Along with a growing commercial district, Kenwood has established itself as a center for the arts. A couple design and art galleries are located in the community, supplying residents and other Chicagoans with venues to exhibit their creative talents and educational opportunities to fine tune those artistic skills.
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