$999,999
9924 S Longwood Drive
Chicago, IL, 60643
A Rare Architectural Legacy on Prestigious Longwood Drive For the discerning buyer who appreciates exceptional architecture, rich history, and timeless craftsmanship, this extraordinary Mediterranean Renaissance estate offers an opportunity that comes along only once in a generation. Built in the 1920s and encompassing an impressive **4,724 square feet**, this distinguished residence stands as one of Longwood Drive’s architectural treasures, where old-world elegance meets limitless potential. Every room tells a story, showcasing the artistry and meticulous craftsmanship that defined one of America’s most celebrated architectural eras. From the moment you step through the grand entrance, you are welcomed by an unforgettable foyer anchored by a dramatic **turret-inspired winding staircase**, setting the tone for the home’s remarkable scale and sophistication. Expansive entertaining spaces unfold gracefully, including a **ballroom-sized living room** centered around a stately fireplace and an elegant formal dining room designed to host unforgettable gatherings. Throughout the home, soaring ceilings, original transom windows, exquisite plaster detailing, handcrafted beam and coffered ceilings, and remarkable architectural millwork create an atmosphere of enduring luxury rarely found in today’s construction. The kitchen serves as a true work of art, highlighted by one-of-a-kind custom metal artisan cabinetry that blends creativity with functionality while honoring the home’s distinctive character. The upper level offers four spacious bedrooms and two baths, including an exceptional primary suite complete with a private sitting room, walk-in wardrobe, and ensuite bath-creating a tranquil retreat within this historic residence. On the main level, a fifth bedroom with its own ensuite bath, an elegant study, and an additional powder room provide ideal accommodations for guests or multigenerational living. The expansive basement extends the home’s living and entertaining possibilities, featuring a recently renovated full bath, generous recreation space, and a dedicated workshop and storage area. Outside, a private courtyard-style garden invites quiet mornings and intimate evenings, while the sun-filled solarium offers a peaceful sanctuary bathed in natural light throughout the seasons. This is more than a home-it is a landmark residence waiting for its next steward. For those with a passion for architectural preservation and luxury living, this remarkable estate presents the rare opportunity to restore, personalize, and elevate one of Chicago’s most captivating historic homes while preserving its extraordinary legacy for generations to come.
Property Details
Price:
$999,999
MLS #:
MRD12779635
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subdivision:
Beverly Hills
Neighborhood:
chibeverly
Listed Date:
Oct 7, 2026
Finished Sq Ft:
4,724
Year Built:
1927
Schools
School District:
299
Elementary School:
Sutherland Elementary School
High School:
Morgan Park High School
Interior
Appliances
Range, Refrigerator, Washer, Dryer
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Window Unit(s)
Fireplaces Total
1
Flooring
Hardwood
Heating
Radiant
Interior Features
Cathedral Ceiling(s), Dry Bar, 1st Floor Bedroom, 1st Floor Full Bath, Walk-In Closet(s), Coffered Ceiling(s), Historic/Period Mlwk, Beamed Ceilings, Special Millwork
Laundry Features
Gas Dryer Hookup, In Unit, Sink
Exterior
Architectural Style
Mediterranean
Community Features
Curbs, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Stone
Fencing
Fenced
Garage Spaces
2
Lot Features
Landscaped
Parking Features
Concrete, Side Driveway, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Roof
Tile
Window Features
Screens
Financial
HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2023
Taxes
$13,748
Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.
More About DebraMortgage Calculator
Map
Current real estate data for Single Family in Chicago as of Nov 04, 2026
2,670
Single Family Listed
69
Avg DOM
246
Avg $ / SqFt
$552,083
Avg List Price
Community
- Address9924 S Longwood Drive Chicago IL
- SubdivisionBeverly Hills
- CityChicago
- CountyCook
- Zip Code60643
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Property Summary
- Located in the Beverly Hills subdivision, 9924 S Longwood Drive Chicago IL is a Single Family for sale in Chicago, IL, 60643. It is listed for $999,999 and features 5 beds, 5 baths, and has approximately 4,724 square feet of living space, and was originally constructed in 1927. The current price per square foot is $212. The average price per square foot for Single Family listings in Chicago is $246. The average listing price for Single Family in Chicago is $552,083. To schedule a showing of MLS#mrd12779635 at 9924 S Longwood Drive in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
9924 S Longwood Drive
Chicago, IL





