View All Calumet Heights Chicago IL Mid-Century Modern Homes Listings

3 Beds ⋅ 2 Baths ⋅ 12610446 MLS ⋅ CLOSED Status

This fabulous mid-century modern 3-bedroom, 2-bath split-level sits on a peaceful, tree-lined street in Pill Hill, one of the south side of Chicago's most established and desirable communities. The main level features bright, open living and dining areas with beautiful hardwood floors, while the lower level includes a spacious family room and kitchen. Practical highlights include hardwood floors throughout, vaulted ceilings, newer appliances, a full-size washer/dryer, central air, a covered outdoor patio, a detached garage, a lawn sprinkler system, and alarm systems. The bathrooms present a great opportunity for personalized updates. Commuters will appreciate quick access to Stony Island, LSD, I-94, I-90, I-57, CTA, NICTD, and Metra.

9238 S Constance Avenue, Chicago

$290,000

4 Beds ⋅ 2 Baths ⋅ 12605701 MLS ⋅ CLOSED Status

Welcome to this beautifully maintained residence in the highly sought after Pill Hill community on Chicago's South Side, where timeless design meets modern day comfort. Offering 4 spacious bedrooms and 2 full baths, this mid century modern home showcases a seamless blend of functionality and understated elegance. From the moment you enter, you are greeted by gleaming hardwood floors, an abundance of natural light, and a thoughtfully designed layout that effortlessly supports both everyday living and elevated entertaining. The spacious kitchen features beautiful cabinetry and ceramic tile, creating a warm and inviting space that balances style and practicality. Expansive living and dining areas provide the perfect backdrop for gatherings, celebrations, and quiet evenings at home. The lower level introduces a generously sized family room, ideal for entertaining, relaxing, or creating a dedicated work from home environment, while the finished basement offers additional versatility for recreation, fitness, or extended living space. Outdoors, a spacious backyard invites you to unwind or entertain with ease, offering endless possibilities for creating your own private retreat. An attached garage enhances convenience, while the home's prime location provides effortless access to Lake Shore Drive, I 57, and I 94, bringing the best of the city within easy reach. This residence presents an exceptional opportunity to own a home that embodies space, comfort, and location, set within one of Chicago's most desirable South Side neighborhoods.

1629 E 92Nd Street, Chicago

$485,000

4 Beds ⋅ 5 Baths ⋅ 12518233 MLS ⋅ CLOSED Status

Welcome to 9222 S Cregier Ave - a Pill Hill masterpiece offering over 4,000 square feet of luxurious living in one of Chicago's most sought-after neighborhoods. This beautifully updated mid-century gem seamlessly blends timeless architecture with contemporary sophistication. Featuring four spacious bedrooms-three with its own private en-suite bathroom-making a total of four and a half baths, this home is designed for both comfort and elegance. The outstanding chef's kitchen showcases solid wood cabinets, Carrera marble countertops, a wine frig, high-end oven with built-in air fryer, a walk-in pantry, and a separate island ideal for prep or casual dining. Three cozy fireplaces create warmth and ambiance throughout. Step outside to the rooftop terrace, complete with a built-in grill and putting green-perfect for entertaining or relaxing. The private home theater is equipped with an 85-inch TV and surround sound system, creating the ultimate entertainment experience. Upgrades include all-new windows, a brand-new intercom system, two new furnaces, two humidifiers, and a whole-house generator, offering modern efficiency and peace of mind. Superior finishes, thoughtful updates, and impeccable craftsmanship set this home apart. Too much to mention! Don't miss your chance to own a truly unique and luxurious residence in the heart of Pill Hill. A true statement home!

9222 S Cregier Avenue, Chicago

$268,800

3 Beds ⋅ 2 Baths ⋅ 12492838 MLS ⋅ CLOSED Status

Charming mid-century home in a beautiful location nicely situated in the Pill Hill neighborhood. This charming 3-bedroom, 2-bath split-level home is surrounded by 'perfectly' manicured yards and some of the best examples of mid-century homes built in Chicago. This home retains much of its original mid-century modern charm while offering move-in ready comfort for new owners! Hardwood floors in all bedrooms and 'virgin' hardwood floors under the plush, clean carpet in the living room. Sun-drenched living/dining room, a lower-level walk-out family room, and an oversized 2.5 car garage with patio door. Newer windows, roof, furnace, and central AC for peace of mind. Kitchen appliances and washer/dryer will stay. Move right in and enjoy all that this highly sought after neighborhood has to offer!

9020 S Constance Avenue, Chicago

$294,000

4 Beds ⋅ 3 Baths ⋅ 12352262 MLS ⋅ CLOSED Status

Step into this fully renovated 4-bedroom, 2.5-bath brick Georgian, reimagined in 2025 with full City of Chicago permits and a clear vision of timeless style. From the moment you enter the welcoming foyer, you'll be drawn into a thoughtfully expanded living and dining space, showcasing rich two-tone finishes and gleaming brand-new appliances that blend seamlessly into your modern lifestyle. Two bedrooms and a stylish half-bath offer easy single-level living or a perfect guest/home office setup on the main floor. Upstairs, you'll discover two extra-large bedrooms, awash in natural light and comfort, with a beautifully tiled spa-inspired walk-in shower that elevates your morning routine. A conveniently placed linen closet ensures everything has its place. But the magic doesn't stop there. The fully finished basement invites endless possibilities-with a European-style full bath, dedicated laundry room, and flexible open space perfect for a home gym, media room, or private retreat. Every inch of this home is designed to serve and inspire. Modern upgrades include a new water heater, central air, and a complete electrical overhaul with a powerful 200-amp panel-ensuring peace of mind for years to come. Outside, the 2-car garage provides convenience and security, while the manicured exterior retains the solid elegance of the home's Georgian roots. Whether you're looking for a home where you can grow, entertain, or simply unwind, this property delivers it all-wrapped in the charm of a storied neighborhood that continues to offer a strong appeal. Originally developed in the mid-20th century as a haven for professionals-especially in the medical field-Pill Hill remains one of the South Side's most sought-after neighborhoods. Welcome to your forever home in this prestigious and historically rich community-one of Chicago's hidden gems known for its well-kept streets, tight-knit pride of ownership, and a legacy rooted in excellence. With its serene, tree-lined blocks and easy access to Lake Shore Drive, the South Shore Cultural Center, and downtown, this community offers both peace and proximity.

8907 S Luella Avenue, Chicago

$215,000

4 Beds ⋅ 5 Baths ⋅ 12111930 MLS ⋅ CLOSED Status

CASH ONLY! POF REQUIRED TO BE EMAILED BEFORE THE SHOWING IS SCHEDULED. Renovate this Mid-Century Modern Split Level 4 Bedroom, 3.5 Bath home with 2 car attached garage and deck. This corner property with decorative brick fencing has plenty to offer the future homeowner. Bring your design style and make this comfortable and spacious home your own. Split level home has: Main level has a spacious Foyer with cathedral ceiling, Living Room, Dining Room, Kitchen with Breakfast Nook. Then up a few stairs to the 2nd level featuring 4 spacious Bedrooms and 3 Full Baths. The Basement has 1/2 bath, Kitchenette, Dining Area, Den and Rec Room. The Subbasement is unfinished with another 1/2 Bath, Laundry and Mechanicals. Total living area (Main + 2nd Level) has 2,050 square feet. The Basement and Subbasement adds an additional 2,050 square feet. Also, there's a walk-out deck that is over the 2-car attached garage. This will be a beautiful home once it is finished. Serious CASH investors only.

9222 S Cregier Avenue, Chicago

$329,000

3 Beds ⋅ 2 Baths ⋅ 11820664 MLS ⋅ CLOSED Status

So many steps above an investor flip! Tour this stunning Calumet Heights 4-bedroom, 2-bath oversized raised ranch home with private side drive. Extensive renovation completed in 2020 and customized with high-end finishes throughout. The result? A perfect blend of mid-century and contemporary design in this 1960s home with custom paint and attention to detail at every turn. Sunny main floor has open sight lines and spacious rooms, including two bedrooms that easily fit a king-size bed and a 3rd currently set up as a large office. Same kitchen everywhere? Not here. Large U-shaped layout opened to the living and dining rooms boasts quartz countertops, pantry, and breakfast nook. The sellers are sad to leave this Ultracraft cabinetry with dovetailed wood drawers and German-engineered corner pull-out shelves. And the bathrooms here are sanctuaries of relaxation with sleek frameless glass installations: main-floor bath features a Duravit soaking tub and custom floating vanity; basement bath has a timeless design and custom shower. Full finished walk-out basement is an entertainer's dream, complete with a wet bar, exercise area, decorative fireplace, HUGE 4th bedroom and storage galore! Could be a lovely Airbnb suite with its own entrance. Parking will never be an issue with the 2-car garage and an additional 2+ car parking available on the driveway. Unwind and relax on the bright and airy enclosed 3-season rear sunroom, overlooking a lovely, fully-fenced yard. Located in desirable Calumet Heights/Pill Hill, convenient to I-90/94, the Chicago Skyway, Calumet Park beach, and minutes to the new Justice of the Pies bake shop! 1-year home warranty included! Broker owned.

9146 S Oglesby Avenue, Chicago

$335,000

3 Beds ⋅ 3 Baths ⋅ 11841471 MLS ⋅ CLOSED Status

Mid-Century Modern three+ bedroom/two and half bath home has it all! Delight in the modern design that keeps your privacy with its wide lot and discrete doors. This light-filled home with huge windows, open floor plan tamed by the different levels and kitchen walls is simply a design marvel. Speaking of kitchens, this completely redone eat-in kitchen has ample quartz counters, sleek flat panel cabinets and stainless-steel appliances. Off the dining and living rooms, the huge patio windows/doors create seamless indoor to outdoor living that is perfect for entertaining and relaxing. Upstairs are three spacious bedrooms filled with light. One bedroom has a fun lofted area and one easily fits a king bed. The lower level is all about relaxation. Step down to the lower level to a wonderful recreation area or even a guest room as it has a full bath and private entry. The back offers a two car brick garage with solidly built weather overhang and party door, and large patio with lovely side yard space. Move-in ready peace of mind: new HVAC, roof, windows, garage doors, concrete and newly finished lower level with completely new bathroom. Additionally, spot tuck-pointing, kitchen, baths, electric and plumbing were updated. The Pill-Hill location is superb with loads of shopping and near public transportation as well as easy access to the Skyway, public parks and Lake Shore Drive. Call us today for a private tour; you will be glad that you did!

1736 E 92Nd Place, Chicago

$215,000

3 Beds ⋅ 2 Baths ⋅ 11776241 MLS ⋅ CLOSED Status

Thoughtfully designed Split-Level 3 bed, 2 full bath Mid-Century ranch nestled among dozens of other beautiful homes on a block that most love to live on. This home has great bones. Hardwood flooring throughout, lighting, sparkling white kitchen with appliances. 3 large bedrooms and two bathrooms. Large sub-basement family-room with the 2nd full bathroom downstairs. Nice spacious laundry room with plenty of space including the washer and dryer. Central Air and Heating. Manicured lawn, ready for your personal touches. The house is just awaiting your special touches to enhance its existing structure.

1629 E 92Nd Street, Chicago

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