4532 S Oakenwald Avenue
Chicago, IL, 60653
$1,050,000
5 Beds
4 Baths
4,140 SqFt
0.11 Acres
Add
Add
$1,050,000
4532 S Oakenwald Avenue
Chicago, IL, 60653
MLS #MRD12443731 image #0
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.

Property Details

Price:
$1,050,000
MLS #:
MRD12443731
Status:
Active Under Contract
Beds:
5
Baths:
4
Type:
Single Family
Neighborhood:
chikenwood
Listed Date:
Aug 12, 2025
Finished Sq Ft:
4,140
Year Built:
1993
Chi – KenwoodChikenwood

Schools

School District:
299

Interior

Appliances
Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Disposal, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood
Heating
Natural Gas

Exterior

Community Features
Park, Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick
Exterior Features
Roof Deck
Parking Features
On Site, Garage Owned, Detached, Garage
Parking Spots
3
Roof
Asphalt

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$11,155
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

More About Debra

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chicago as of Sep 10, 2025
3,051
Single Family Listed
71
Avg DOM
227
Avg $ / SqFt
$550,197
Avg List Price

Community

Subdivisions in Chicago

Similar Listings Nearby

broker reciprocity
MLS# MRD12460369broker reciprocity
2418 W Pensacola Avenue
Chicago, IL

$1,350,000

3.6 miles away

broker reciprocity
MLS# MRD12199678broker reciprocity
2923 N Southport Avenue #4
Chicago, IL

$1,350,000

3.6 miles away

broker reciprocity
MLS# MRD12461086broker reciprocity
1807 W Ohio Street
Chicago, IL

$1,350,000

3.6 miles away

broker reciprocity
MLS# MRD12371716broker reciprocity
2235 W Oakdale Avenue #9-C
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12460351broker reciprocity
1329 W Wellington Avenue
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12453495broker reciprocity
1036 E Hyde Park Boulevard
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12419826broker reciprocity
2235 W Oakdale Avenue #11-D
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12413824broker reciprocity
2036 W Huron Street
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12426989broker reciprocity
460 N CANAL Street
Chicago, IL

$1,300,000

3.6 miles away

broker reciprocity
MLS# MRD12440444broker reciprocity
1320 N Moorman Street
Chicago, IL

$1,299,995

3.6 miles away

Property Summary

    4532 S Oakenwald Avenue Chicago IL is a Single Family for sale in Chicago, IL, 60653. It is listed for $1,050,000 and features 5 beds, 4 baths, and has approximately 4,140 square feet of living space, and was originally constructed in 1993. The current price per square foot is $254. The average price per square foot for Single Family listings in Chicago is $227. The average listing price for Single Family in Chicago is $550,197. To schedule a showing of MLS#mrd12443731 at 4532 S Oakenwald Avenue in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
4532 S Oakenwald Avenue
Chicago, IL