South Side Homes with Contemporary Style

Welcome to the vibrant South Side of Chicago, a neighborhood that beautifully marries rich history with contemporary flair. Nestled in Cook County, this area is renowned for its diverse culture, lively arts scene, and a strong sense of community. The South Side is not just a place to live; it’s a place to thrive, offering residents a unique blend of urban convenience and suburban tranquility.

One of the standout features of the South Side is its stunning array of homes, particularly those with contemporary style. These modern residences boast sleek lines, open floor plans, and an abundance of natural light, making them perfect for today’s discerning homeowner. Whether you’re looking for a chic townhouse or a spacious single-family home, the South Side has something to suit every taste. Many contemporary homes here incorporate eco-friendly designs and innovative technology, ensuring that comfort and sustainability go hand in hand.

Living in the South Side means being part of a dynamic community with access to lush parks, bustling local markets, and a variety of dining options that reflect the area’s rich culinary heritage. Enjoy leisurely strolls in nearby Washington Park or immerse yourself in the vibrant cultural offerings at the DuSable Museum of African American History.

With its contemporary homes and lively atmosphere, the South Side of Chicago is not just a neighborhood; it’s a lifestyle choice. Come discover the perfect blend of modern living and community spirit that awaits you in this remarkable area!

Newest South Side Homes with Contemporary Style

$1,225,000

9 Beds ⋅ 6 Baths ⋅ 12807413 MLS ⋅ NEW Status

1 Left! Welcome to the Calumet Collection, Magical Storybook Street Setting, Magazine Caliber, Simply Spectacular. Expansive footprint New Construction 3 flat all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Floor to Ceiling Windows, Professional Fully Appointed Slim Line Sleek Kitchen Cabinetry, Under Cabinet Lighting, Integrated Stainless Steel Appliances, Quartz Island Full Back Splash & Waterfall Edge. Custom Mill Work, Wet and Dry Bars, Premium Wide Plank White Oak Hardwood Floors, Acoustic Panel Feature Wall with Media Console, Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent oversized Shower w/ Frameless Glass, Double Vanity, Custom Mirrors & Niches paired with designer plumbing fixtures. Professional closet organizers throughout. Unit 3 features interior Floating Staircase to Loft Bonus room with Wet Bar and Cantilevered Roof Deck equipped with gas, water, power completed in composite with option to expand offers Sensational City Views plus Additional Front Glass Terraces, rear patio and 3 Car Covered Carport Urban Intimacy w/ Hyper Convenience Experience excellence. Hands on Veteran developer includes 1 year builder warranty. Hyper Convenient, AAA Trophy Piece Perfect Turnkey, Owner Occupied, Investor or 1031. This is part of a 3 building series. This is exceptional property and location. IMMEDIATE Delivery. Pictures are from actual project. Projected Monthly $9650/ $115,800 Annual/ 7.8 CAP Ask about preferred lender incentives

4134 S Calumet Avenue, Chicago

$1,125,000

9 Beds ⋅ 6 Baths ⋅ 12807407 MLS ⋅ NEW Status

THE PRAIRIE ASSEMBLY | BRONZEVILLE Refined Living. Projected income $105,000 at a 7.3 CAP. Exceptional 3 Flat compromised of expansive 3-bedroom, 2-bath full-floor flats of an elite caliber in an intimate boutique setting on wider than typical lot size - perfect for the seasoned investor with opportunity to scale, a 1031 exchange, generational living, or an owner-occupant with rentals offsetting cost. Fluid integration of modernity and grounded transitional design. Professional cabinetry, full finished backsplash and slab quartz on an expansive peninsula. Curated built-in bar extends the entertaining wing, anchored by a fireplace framed in custom large-format tile paneling, with floor-to-ceiling windows pulling light deep into the plan. Resort-quality bathrooms in a cohesive configuration of porcelain and quartz, built-in niches, frameless glass, primary spa shower with handheld. Oversized engineered flooring, premium millwork, spectacular built-in mud rooms, smart thermostat, CAT 6, custom closets throughout, in-unit full-size laundry center. Private walk-out patio and large oversized rear decks. Three-car garage - one space per residence. Three blocks to the Green Line; minutes to the Lakefront, U of C, UIC, the Medical District and South Loop. Exceptional hands-on veteran developer with over 35 years of experience and extraordinary attention to detail. One-year builder warranty.

4605 S Prairie Avenue, Chicago

$1,099,000

9 Beds ⋅ 6 Baths ⋅ 12807403 MLS ⋅ NEW Status

Magazine Caliber Simply Stunning, Massive Expansive footprint, with 3 car garage New Construction 3 flat all 3 bedroom 2 baths set on over sized 152 deep lot. Exceptional, Elegant, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Full Back splash, Fireplace with Custom Mill Work and indirect Lighting, Mud Rooms, Wide Plank Engineered Flooring, Accent Wall Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent over sized Shower w/ Frame less Glass, & Custom Mirrors and designer plumbing fixtures. Professional closet organizers throughout, 3 car Garage. Urban Intimacy w/ Hyper Convenience Experience excellence. Veteran developers of 25 + years, 1 year warranty included. Hyper Convenient, AAA Trophy Piece Perfect Turn key, Owner Occupied, Investor or 1031.This is exceptional property and location. IMMEDIATE Delivery. Pictures are from actual project. Actual* Monthly Income $8950/ $105,000 Annual/7.5 CAP Move in ready Ask about preferred lender incentives *Unit 3 at value

4841 S Prairie Avenue, Chicago

$299,900

3 Beds ⋅ 2 Baths ⋅ 12801735 MLS ⋅ NEW Status

WELCOME TO WASHINGTON HEIGHTS!!! LOOKING FOR A HOUSE WITH SPACE, STYLE AND COMFORT? YOU ARE GOING TO LOVE THIS ONE!!! STEP INSIDE AND ENJOY THE BEAUTIFUL HARDWOOD FLOORS AND A STUNNING ELECTRIC FIREPLACE, A BRAND NEW KITCHEN IN NEUTRAL TONES WITH ELEGANT GOLD ACCENTS, QUARTZ COUNTERTOPS AND BACKSPLASH, STAINLESS STEEL APPLIANCES, ADDING AN EXTRA TOUCH TO THIS BEAUTIFUL SPACE. THE FINISHED BASEMENT OFFERS ADDITIONAL LIVING SPACE, INCLUDING 1 BEDROOM A FULL BATH AND OPEN SPACE WITH RECESSED LIGHTNING PERFECT FOR ENTERTAINING AND MAKING THIS THE IDEAL SETTING FOR THIS HOLIDAY SEASON, IN ADDITION WE HAVE A LAUNDRY HOOKUP FOR DAILY LIVING CONVENIENCE. THIS HOME ALSO PROVIDES A PEACE OF MIND WITH UPDATED PLUMBING AND ELECTRICITY, NEW WINDOWS AND BRAND NEW ROOF. ON THE OUTSIDE A BACKYARD HAS BEEN PARTIALLY PAVED WITH CEMENT. A SPACIOUS 2 CAR GARAGE FOR EASY PARKING AND CONVENIENTLY LOCATED CLOSE TO 90/94 EXPRESSWAY. SCHEDULE YOUR SHOWING TODAY!!!!

423 W 96Th Place, Chicago

$689,900

5 Beds ⋅ 4 Baths ⋅ 12800458 MLS ⋅ ACTIVE Status

Just reduced! Modern elegance meets an unbeatable location in this newer-construction Bronzeville home! This 5-bedroom 3.1-bathroom home features an open floor plan on the main level with hardwood floors, architectural coved ceilings, and a chef's kitchen with an island, white cabinets, quartz countertops and stainless steel appliances. The adjacent family room offers a fireplace and coffered ceiling. On the second level, the primary suite includes a tray ceiling and en suite luxury bath with a soaking tub and separate shower, plus two additional bedrooms with a Jack-and-Jill bath and 2nd-floor laundry. The finished basement adds a recreation room with a custom wet bar, 4th & 5th bedrooms, a full bath, and a second laundry room! Seller is offering up to $7,000 towards the buyer's closing costs or rate buy-down, depending on the strength of the offer. Plenty of storage space and work-from-home space! Minutes to the Lake Shore Drive, schools, parks, transit, the lakefront and I-94 expressway. Just 15 minutes to downtown Chicago!

4607 S Calumet Avenue, Chicago

$799,900

5 Beds ⋅ 4 Baths ⋅ 12798611 MLS ⋅ PRICE CHANGE Status

BOOMING BRONZEVILLE NEIGHBORHOOD! Rarely available newer construction extra-wide 2 FLAT (Built in 2021) with double lot INCLUDED! Stunning upper-level single-family style living featuring approx 2277sf, 3BR/2.5BA DUPLEX up with huge rooftop deck & rear deck great for entertaining! Bright and spacious lower-level unit features approx 1090sf, 2BR/1BA (walkout front & rear). Contemporary finishes include; prefinished hardwood flooring upper level (laminated wood on entire lower-level living space/carpet in upper bedrooms), white shaker style cabinetry, stone tops, extended island, stainless steel appliance package, decorator lighting package, and W/D in upper unit and W/D in lower unit. Main bedroom features dual WIC, and adjoining luxury bath with dual vanity, stone tiled tub & sep shower. Secondary bedrooms feature Jack-N-Jill bathroom. Contemporary lighting, electronic blinds, electronic wireless buzzer system, and security light sensors. Custom mudroom on both levels. 2 car garage & gated backyard. Amazing opportunity to live in one home and collect rental income on the other or for multi-family use, Airbnb, or complete rental income...your choice! Stunning lower level great for rental income, AirbnB, or in-law suite. Seller added thousands in additional upgrades! PICS FROM PREVIOUS LISTING BUT SIMILAR LOOK/SOME AI STAGING PICS. Lot next door (north side) included (20 x 137/has sep PIN & taxes); great for future sale or large side yard for garden or entertaining. Minutes to loop, lake, Hyde Park, U of C, public transportation, dining, expressway, Mariano's and future Trader Joe's grocery store.

4041 S Prairie Avenue, Chicago

$1,199,000

9 Beds ⋅ 6 Baths ⋅ 12748378 MLS ⋅ ACTIVE Status

1 Left. Welcome to the Indiana Collection, Storybook Street Setting, Magazine Caliber Simply Stunning, Massive Expansive footprint, set on 25 x 160 deep lot with 3 car garage New Construction 3 flat all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Full Back splash, Fireplace with Custom Mill Work and indirect Lighting, Dry Bars, Mud Rooms, Wide Plank Engineered Flooring, Accent Wall Cohesive Design offering relief from ordinary, sequestered primary suite, lifestyles primary bathroom offer Opulent over sized Shower w/ Frame less Glass, & Custom Mirrors and designer plumbing fixtures. Professional closet organizers throughout, 3 car Garage. Urban Intimacy w/ Hyper Convenience Experience excellence. Veteran developers of 25 + years, 1 year warranty included. Hyper Convenient, AAA Trophy Piece Perfect Turn key, Owner Occupied, Investor or 1031. This is part of a 2 building series. This is exceptional property and location. IMMEDIATE Delivery. Projected Monthly $8950/ $107,400

4741 S Indiana Avenue, Chicago

$1,150,000

9 Beds ⋅ 6 Baths ⋅ 12793919 MLS ⋅ ACTIVE Status

Welcome to 4906 S Saint Lawrence, a magazine-caliber, simply stunning building featuring extra-wide 1,600 sq ft units in this expansive newer construction three-flat. All units offer 3 bedrooms and 2 baths with exceptional elegance, intelligent design, professionally appointed kitchen cabinetry, integrated appliances, a quartz island, custom backsplash, engineered hardwood floors, and more. Offering a curated gallery of cohesive design that provides relief from the ordinary, the property features a sequestered primary suite with a spa-inspired bathroom showcasing an oversized shower with frameless glass, custom mirrors, and designer plumbing fixtures. Professional closet organizers are installed throughout, along with a 3-car garage. Urban intimacy with hyper convenience. Experience excellence. A true AAA trophy piece-perfect turnkey opportunity for an owner-occupant, investor, or 1031 exchange.

4906 S Saint Lawrence Avenue, Chicago

$349,900

8 Beds ⋅ 3 Baths ⋅ 12793189 MLS ⋅ ACTIVE Status

Welcome to 6629 S Racine Ave-a fully transformed parkside multi-family directly across from historic Ogden Park! This move-in-ready property features 8 beds and 3 baths across two updated units, each with a spacious living room, updated kitchens, and washer/dryer hookups ready to go. Brand new stainless steel appliances in both units. The crown jewel upper unit is a rare 5-bed, 2-bath duplex-up featuring a private 3rd-floor loft flex space, boasting bright natural light and contemporary finishes. The main floor is a 3-bed and 1-bath. Capital updates provide total peace of mind: a new roof, new gutters, new water heaters, and separate forced-air HVAC so tenants pay their own utilities. Enjoy permanent park views, vibrant curb appeal, and convenient CTA bus access on Racine & Marquette.

6629 S Racine Avenue, Chicago

$884,900

4 Beds ⋅ 4 Baths ⋅ 12791054 MLS ⋅ ACTIVE Status

WHAT IF YOUR PROFESSION COULD OPEN THE DOOR TO YOUR DREAM HOME WITH ZERO DOWN? Doctors, nurses, attorneys, CPAs, actuaries, architects, and pilots-your career opens doors to exclusive mortgage programs offering zero-down financing! Imagine owning this spectacular Bronzeville home with no money down! Let's talk about how your profession can help make homeownership a reality. SOME HOMES SIMPLY CHANGE YOUR ADDRESS. OTHERS CHANGE EVERYTHING ABOUT THE WAY YOU LIVE! Welcome to 4542 S Prairie Avenue, where exceptional craftsmanship, sophisticated design, and everyday luxury come together in one extraordinary home. Situated on an expansive 25 x 162.5 lot, this stunning newer construction home offers four spacious bedrooms, three full bathrooms, a powder room, two beautifully designed stories, and a finished lower level. AND HERE'S THE BEAUTY OF THIS FLOOR PLAN! With the generous space available, this four-bedroom home offers the exciting possibility of creating a fifth bedroom! FROM THE MOMENT YOU ENTER, PREPARE TO FALL IN LOVE! Soaring 10-foot ceilings, dramatic oversized windows, impressive 8-foot interior doors, rich hardwood floors, exquisite millwork, and elegant Calacatta quartz finishes create an atmosphere of timeless sophistication. Every detail has been thoughtfully selected to make everyday living feel extraordinary. THE KITCHEN IS WHERE THE MAGIC HAPPENS! Imagine slow Sunday mornings with coffee at your spectacular waterfall island, preparing meals in your chef-inspired kitchen, or hosting unforgettable dinner parties that flow effortlessly into your elegant dining and living spaces. As the evening winds down, gather around the warmth of your gas fireplace and enjoy the simple pleasure of being home. AND LET'S TALK ABOUT THOSE CLOSETS! Beautifully designed custom closets throughout the home make organization feel like a luxury boutique experience. Shoes, handbags, accessories, and wardrobes all have their own beautifully appointed spaces. Even getting dressed becomes something to look forward to! YOUR PRIMARY SUITE IS A PRIVATE SANCTUARY! Escape to your spa-inspired bathroom featuring heated floors and a luxurious wet room. It's the perfect place to unwind, recharge, and enjoy a little everyday indulgence. BUT WAIT UNTIL YOU SEE THE BACKYARD! Situated on an exceptionally deep lot, this private outdoor retreat offers the kind of space that's increasingly difficult to find in the city. Imagine summer evenings beneath your gazebo, weekend barbecues, elegant outdoor dinners, or peaceful mornings enjoying your own beautiful sanctuary. There's room to entertain, relax, and create unforgettable memories. THE FINISHED LOWER LEVEL TAKES THIS HOME TO ANOTHER LEVEL! Create the ultimate movie lounge, fitness studio, recreation room, guest retreat, or explore the possibility of a fifth bedroom. A second laundry setup adds even more everyday convenience. Located in historic Bronzeville, this home offers easy access to the lakefront, Hyde Park, neighborhood restaurants, cultural attractions, parks, and downtown Chicago. AND HERE'S ANOTHER REASON TO FALL IN LOVE! Professional mortgage programs offer zero-down financing for doctors, nurses, attorneys, CPAs, actuaries, architects, and pilots. Plus, ask about an available interest rate as low as 5.99 through a participating lending partner. Your profession could be the key to unlocking the home and lifestyle you've been working toward! FOUR BEDROOMS WITH THE POTENTIAL FOR FIVE. THREE FULL BATHROOMS PLUS A POWDER ROOM. CUSTOM CLOSETS THROUGHOUT. A SPA-INSPIRED PRIMARY SUITE. AN EXTRAORDINARY BACKYARD. BEAUTIFUL NEWER CONSTRUCTION. Some homes are simply places to live. Others become the backdrop for everything that makes life beautiful. YOUR PROFESSION OPENS DOORS. LET 4542 S PRAIRIE BE THE BEGINNING OF YOUR NEXT CHAPTER! Schedule your private tour today and let's talk about making this extraordinary Bronzeville home yours!

4542 S Prairie Avenue, Chicago

$1,199,999

9 Beds ⋅ 6 Baths ⋅ 12790800 MLS ⋅ ACTIVE Status

STRIKING ARCHITECTURE. EXPANSIVE LIVING. EXCEPTIONAL INCOME POTENTIAL. Welcome to 4217 S Indiana Ave-a newly constructed, full-masonry three-flat on an impressive 25 160-foot lot. Set along a picturesque streetscape, this distinctive property pairs beautifully appointed interiors with generous private outdoor spaces and a three-car masonry garage. Ready for immediate delivery. Each three-bedroom, two-bath residence offers approximately 1,400 square feet of thoughtfully planned living space. Soaring ceilings, oversized front windows and an open layout create a dramatic sense of volume, drawing natural light deep into the interiors. Every room reflects an intentional approach to proportion, function and everyday comfort. The fully appointed kitchens feature professionally designed cabinetry, integrated appliances, substantial quartz islands and full-height backsplashes. Privately positioned primary suites offer a refined retreat, complete with oversized showers, frameless glass enclosures, custom mirrors and designer plumbing fixtures. Professional closet organizers throughout bring order to everyday living, while carefully curated finishes deliver enduring style. Each residence extends outdoors to its own approximately 14 10-foot balcony-generous space for dining, relaxing and entertaining. The three-car masonry garage provides enclosed parking for every unit and features a higher-load-capacity truss system, offering possibilities for future improvements, subject to design and applicable approvals. Located approximately two blocks from the elevated train, the property offers convenient transit access with a welcome measure of separation from the tracks. Spacious interiors, substantial outdoor living and thoughtful design make this an equally compelling choice for an owner-occupant seeking rental income or an investor pursuing a newly built asset. Projected rental income of $9,000 per month / $108,000 annually. Built by a veteran development team with more than 40 years of experience and backed by a one-year builder warranty. Part of an exclusive two-building collection. A standout opportunity to own new construction with architectural presence, uncompromising livability and long-term investment appeal.

4217 S Indiana Avenue, Chicago

$995,000

5 Beds ⋅ 4 Baths ⋅ 12622017 MLS ⋅ ACTIVE Status

Lux New Construction Home right here in Chicago's Premier Gap Neighborhood. This Faboulous home pulls out all the stops. Walk in and you'll be greeted with Red Oak flooring throughout the home, Sun drenched living room with electric fireplace. Walk through to the Amazing Custom Chef's Kitchen complete with a Quartz book matched waterfall island with cabinetry on both sides of the island and overhang for seating plus attached family room. Custom Stainless Kitchen Aid appliances including a French door Refrigerator, Dishwasher, and a Kitchen Aid Gas Range with custom ventilation system plus a built in sharp microwave drawer. This Home Features Custom Light Fixtures, LED recessed lighting, custom fans, Kohler water fixtures, security camera system, pre wired for cable and internet. Walk upstairs to your Luxurious Master Bed and Bath retreat with a posh like bathroom that features a dual vanity, marble inspired flooring, plus heated Bathroom floors, soaking tub, glass enclosed walk in shower, walk in closets, plus a separate toilet closet. Also on the 2nd floor has its own laundry plus 2 more large bedrooms and full bath. Retreat down to the English basement filled with natural light. Custom Luxury Vinyl Flooring, Plus the whole basement has heated floors with its own separate boiler. Recreation room includes a downstairs wet bar along with beverage cooler. Plus 2 large bedrooms and a 2nd Laundry room. The whole home is wired for electric or gas appliances. The home is fully fenced with an awesome no maintenance trex decking, huge backyard and 2 car garage with party door. Garage is prewired for an electric vehicle charger. Home will be fully professionally landscaped. This Lux home is waiting for you and will be ready for occupancy in June.There's nothing like a Brand New Home Built by a local builder that resides in the neighborhood and has built many New Homes right here.. Great Location just west of the Lakefront beach and bike/walking trails. Minutes to the loop with Metra,cta bus and red/green line service nearby. Easy access to shopping ,grocery stores,White Sox stadium, Wintrust Stadium, McCormick place and so much more..This is Chicago's Premier Neighborhood! Call us today to find out more and set up your private tour.

3319 S Prairie Avenue, Chicago

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South Side Homes with Contemporary Style

Newest South Side Homes with Contemporary Style

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How much is your home worth?