View All South Shore Chicago IL Homes with Double Island Listings

$605,000
5 Beds 4 Baths 12658854 MLS CLOSED Status
Welcome to 7247 S. Luella Avenue, a beautifully renovated brick bungalow in Chicago's historic South Shore neighborhood, offering 6 bedrooms, 4 full baths, and flexible living across 3 finished levels. Set on a well kept residential block lined with classic brick homes, this residence blends timeless Chicago bungalow character with modern updates, generous room sizes, and an outstanding location near Lake Michigan, Jackson Park, Rainbow Beach, South Shore Cultural Center, Metra, and the Obama Presidential Center in Jackson Park. The main level makes an immediate impression with expansive living and dining areas, refinished hardwood flooring, oversized windows, recessed lighting, fresh paint, updated fixtures, detailed trim, and beautiful natural light. The open layout creates an easy flow for everyday living and entertaining, while the updated kitchen anchors the home with rich cabinetry, stainless steel appliances, a center island, modern pendant lighting, sleek counters, and a full height backsplash. 2 bedrooms and 1 full bath on the first floor provide excellent flexibility for main level living, guest space, office use, or multigenerational needs. The second level offers 3 additional bedrooms and 2 full baths, including a spacious private primary ensuite with new carpet, skylights, generous natural light, and a beautifully updated bath with dual vanity, black accent finishes, and a separate tub and shower. The finished lower level expands the home even further with an additional bedroom, full bath, large recreation area, wet bar, laundry room, and flexible space for entertaining, guests, work from home needs, or extended living. Outside, enjoy a fenced backyard, side driveway, and rear garage, along with classic brick curb appeal and a refreshed exterior presence. Additional highlights include a new roof, new kitchen and baths, new fixtures, fresh paint, refinished hardwood flooring throughout the first floor, and new carpet on the stairs and second level. With proximity to the lakefront, parks, cultural destinations, public transportation, and some of South Shore's most notable amenities, this renovated bungalow delivers the space, updates, and location buyers are searching for. Schedule your private tour now!

7247 S Luella Avenue, Chicago

$620,000
5 Beds 4 Baths 12491745 MLS CLOSED Status
Modern Luxury Meets South Shore Charm - Welcome to 7440 S Oglesby Ave! Step into elevated city living at 7440 South Oglesby Avenue - a bold, design-forward reimagining of the classic Chicago brick bungalow, nestled on a peaceful, tree-lined street in the vibrant South Shore neighborhood. This 5-bedroom, 4-bathroom, nearly 3,000 sq ft home delivers a seamless fusion of timeless architecture and high-end, contemporary finishes. From the moment you walk in, the light-filled open layout welcomes you with soaring ceilings, an eye-catching chandelier, and a sleek fireplace that anchors the living space. The brand-new light oak flooring and modern climate-control windows infuse the home with warmth and energy-efficient comfort. 2-inch white slat blinds provide clean, stylish privacy throughout. At the heart of the home lies a true chef's kitchen - featuring Silestone Miami White quartz waterfall countertops, full-height backsplash, and custom ceiling-height shaker cabinetry with glass-pane accents. A 14-foot center island with a Ruvati 45-inch workstation sink, dual faucets, and seating for six sets the stage for both entertaining and everyday living. The butler's pantry with beverage cooler makes hosting effortless, and a 48-inch, 8-burner gas range anchors the premium stainless steel appliance package. A flexible main-floor bedroom or office, adjacent to a stunning spa-like bath with rainfall shower, adds function and flexibility. Don't miss the thoughtfully designed mudroom and oversized laundry room, fully outfitted with a Samsung front-load washer/dryer, utility sink, and custom organization. Upstairs...two luxe en-suite bedrooms offer the ultimate urban retreat, each with walk-in closets and spa-inspired bathrooms designed for relaxation. The custom staircase, with modern glass panel railings, makes a bold architectural statement as you ascend. The fully finished lower level extends the living space with a large recreation room, two additional bedrooms, a dedicated home gym/flex room, and a beautifully appointed full bath - ideal for guests, extended family, or a live/work setup. Step outside to a private, fenced-in backyard oasis with brand-new landscaping, decorative river rock, and a spacious back deck made for entertaining under the stars. The underground sprinkler system keeps everything lush, while the two-car garage with luxury floor tile offers secure parking and extra storage. For peace of mind, the property is equipped with 5 exterior Arlo security cameras and a Vivint smart security system, with one year of monitoring included. Location? Unmatched. You're minutes from Lake Shore Drive, the lakefront, South Shore Cultural Center, golf courses, parks, museums, Obama Presidential Center, University of Chicago, and the Quantum Computing campus. Enjoy nearby cafes, restaurants, and transit access that connects you seamlessly to downtown and beyond. 7440 S Oglesby isn't just a home - it's a lifestyle upgrade. Come experience modern South Shore living at its finest. BACK ON THE MARKET DUE TO BUYER FINANCING.

7440 S Oglesby Avenue, Chicago

$399,900
3 Beds 3 Baths 12477164 MLS CLOSED Status
Ask About the Limited 3.99 Interest Rate for Qualified Buyers - A Powerful Opportunity to Secure This Modern New-Construction Rowhome Now Modern new-construction rowhome with 3 bedrooms, 2.1 baths, and a private rooftop deck - designed for the way you live today. This light-filled residence blends clean contemporary style with thoughtful functionality across an airy, open floor plan. The main level flows from a generous living and dining area into a chef's kitchen appointed with quartz countertops, contemporary cabinetry, stainless steel appliances, and a striking island that makes weeknight dinners and weekend entertaining effortless. Your spacious primary suite is a true retreat with a walk-in closet and spa-like bath. Two additional bedrooms flex beautifully for guests, a home office, fitness, or creative space, while a conveniently located powder room keeps private areas undisturbed when hosting. Three outdoor retreats elevate everyday living: a private rooftop deck with skyline views for golden-hour evenings, a balcony off the kitchen for morning coffee, and a backyard patio for easy indoor-outdoor flow. Practical perks include dual-zoned heating and air for year-round comfort and an attached two-car garage for convenience and storage. Location matters - and this South Shore address delivers. You're moments from the South Shore Cultural Center (golf, tennis, beach, and lakefront trails), with quick access to the Metra for an easy downtown commute. Dining, parks, and neighborhood amenities are all close by, bringing the best of lakefront living to your doorstep. Financing that moves you forward: ask about the limited 3.99 interest rate available for qualified buyers - an exceptional opportunity to make this modern new home yours. Imagine mornings with sunlight streaming through oversized windows, afternoons spent on the balcony or patio, and evenings on the rooftop deck taking in the city - all from a home that perfectly balances modern style with everyday comfort. Schedule your private showing today and make your move while this opportunity is available. Interest rate availability subject to lender approval, qualification, and change without notice. Terms and conditions apply.

7239 S Exchange Avenue, Chicago

$457,275
4 Beds 4 Baths 12475530 MLS CLOSED Status
Stunning Fully Renovated Bungalow - A South Shore Gem! Welcome to your dream home! This breathtaking 6-bedroom, 4-bathroom bungalow in the heart of South Shore is a rare find, perfectly blending modern luxury with functional living. Nestled on a tranquil, tree-lined street, this exquisite property offers a lifestyle of refined elegance and comfort. Designed by iFlipChicago, this contemporary masterpiece features a spacious open floor plan that seamlessly combines intimate spaces with expansive entertainment areas. The main level fireplace creates the perfect ambiance for both large gatherings and family moments. The designer kitchen is a chef's delight, featuring a stylish tile backsplash, 42-inch cabinets, an impressive 8-foot island, and top-of-the-line Samsung stainless steel appliances. The second-floor owners' suite is a luxurious retreat, complete with a sumptuous full bath, walk-in closet, and an additional bedroom and full bath, along with convenient second-floor laundry! The fully finished basement is perfect for hosting parties or relaxing with loved ones, offering two additional bedrooms, a full bath, and another laundry room. Your peace of mind is assured with essential updates, including a drain tile system, fairly new plumbing, electrical, heating & cooling with new AC and furnace, and energy-efficient windows. Step outside to your expansive front porch, ideal for sipping coffee while enjoying peaceful mornings, or retreat to the sun room with your favorite book. The exterior features include wooden privacy fencing, a 2-car garage, and a spacious patio, perfect for summer barbecues. Conveniently located just blocks from the Metra, South Shore High School, parks, and CTA, plus a mile from Lakeshore Drive, the beach, and Jackson Park Golf Course, this home offers the perfect blend of urban living and suburban tranquility. Don't miss out on this extraordinary opportunity! Schedule your showing today!

7650 S Cregier Avenue, Chicago

$465,000
3 Beds 4 Baths 12451624 MLS CLOSED Status
ARE YOU SERIOUS RIGHT NOW...!!! This MASTERFULLY REMODELED 4-BEDROOM, 3.5-BATH MEGA-STUNNER is absolutely loaded with OBSESSIVE CRAFTSMANSHIP and UNMATCHED DETAIL. We're talking nearly 3,500 sq ft of jaw-dropping living space with 10ft ceilings, thanks to a HUGE 2-STORY ADDITION on the top and rear. And guess what? EVERYTHING inside is BRAND NEW, not Updated, not Patched, but built inside from the ground up with excellence. Hands down, this is the BEST home on the market in the entire area. Sitting on a great block with great neighbors, this home delivers an OPEN CONCEPT layout, jaw-dropping high-end scratch-resistant luxury vinyl flooring, MAGAZINE WORTHY bathrooms with double sinks in 2 of the bathrooms, and a MASSIVE finished basement-perfect for movie nights, sports, entertaining, or even a pool table and bar setup. The KITCHEN is a total SHOWSTOPPER with sunlight pouring in, endless cabinet space, quartz countertops, soft-close shaker cabinets, a huge island/bar for cocktails, coffee, and everything in between, plus NEW upgraded Stainless-Steel appliances. AND THE PRIMARY SUITE? It's absolutely RIDICULOUS!! It features a spa-like waterfall shower, deep and large 2-person whirlpool tub, his-and-hers double vanities, and a giant walk-in closet you could get lost in. UNREAL!!! Outside, enjoy a fenced-in yard with a massive 20x11 Deck leading to a patio, ideal for summer BBQs, kids, pets, and pure relaxation. And don't forget the BRAND NEW oversized 2-car garage with a bonus party door leading straight to the patio to entertain like a pro year-round! BUT WAIT, THERE'S MORE! NEW Electric Service & Panel, NEW Electrical and Plumbing inside the walls, NEW Energy-Efficient Windows Throughout, NEW 30-Year Architectural Shingled Roof, NEW 95% Efficient Furnace & A/C, NEW Tankless Water Heater, NEW Integrated Smoke & CO Detectors, NEW Upstairs Laundry Room w/ High-End Washer & Dryer, and a Professionally Waterproofed Basement. This isn't just remodeled-it's practically a NEW BUILD. Built right, built smart, and built to blow you away. CALL US DIRECTLY NOW for your private showing before someone else grabs this once-in-a-lifetime home!

7741 S Bennett Avenue, Chicago

$335,000
3 Beds 3 Baths 12362309 MLS CLOSED Status
Peacefully settled amidst the historic charm of Jackson Park Highlands, this 3 bedroom 3 bath home is the slice of tranquility you seek. Situated on a quiet tree-lined street with proximity to the best green spaces Chicago has to offer, you gain the vibrancy of the city wrapped in the solace of nature. A uniquely crafted layout welcomes you first to the lower level living space complete with a decorative fireplace, full bath, expansive laundry room and storage area. Whether it is a welcome bar, library, game room, or office, the limits of this space are up to your imagination. Head up the illuminated staircase to the main level and into the sprawling kitchen. Fitted with stainless steel appliances, energy efficient glass block windows and a chic center island, this gourmet kitchen is ready for your culinary concoctions. A tasteful formal dining opens to a classic living room with an elegant emerald accented decorative fireplace enveloped in abundant natural light. Your capacious primary suite is adorned unique 14" wide plank flooring with rope accents adding the allure of rustic charm. The ensuite bathroom features an extended dressing area that has ample space for linens, vanity shelf or make up station. The second and third bedrooms are nestled in the upper level and share a full bath. The third bedroom opens to an outdoor space that can be finished into a rooftop deck for added value. The highlight of your summers will be bustling backyard barbecues and intimate candle lit dinners with your favorites under the pergola. Keep your pets occupied in the fenced in back lawn and designate a space for an herb garden adjacent to your 2-car garage. Rain or shine, amenities abound in the vicinity to keep the whole family entertained. Explore historic Jackson Park, its lagoons, the Wooded Island, Bobolink Meadow, Garden of the Phoenix and recreational facilities, with two beaches and two golf courses within walking distance. Take leisurely bike rides or romantic strolls alongside the Lakefront trail and picnic on the beach. Relish the exhibits, events and educational programs in the Museum of Science and Industry, South Shore Cultural Center and the 19-acre Obama Presidential Center, scheduled to open in 2026.Utilize the convenience of the nearby Metra and Jeffrey Jump J14 bus for those uninhibited evenings exploring downtown. With an eclectic mix of historic elegance, outdoor recreation and cultural relevance minutes from your doorstep, your new chapter awaits.

6914 S Cregier Avenue, Chicago

$123,000
1 Beds 1 Baths 12323824 MLS CLOSED Status
Welcome to the Quadrangle House Condominium, a prime lakefront residence in South Shore Chicago! This affordable condo unit features one bedroom, and one bathroom, an open floor plan with a kitchen bar island overlooking the living and dining area, and floor-to-ceiling windows offering an abundance of natural lighting and scenic views of Lake Michigan and the South Shore Golf Course. The unit also includes one conveniently designated indoor garage parking space. The monthly HOA includes utilities and amenities like water, heat, gas, parking, 24-hour security, a doorman, an exercise room with lake views, a conference room, and full-time building maintenance. For those looking to invest, the unit can be leased with a minimum one-year lease plus an annual landlord deposit of five hundred dollars, and only cats or service animals are permitted in the building. This home is situated in a prime location in a rapidly developing area! Just steps from the lakefront, walking and biking trails, CTA bus transportation, Metra train station, and 2 golf courses. Just minutes from the Fresh Market Grocery Store, the future Obama Presidential Center, and a short drive to the Hyde Park University of Chicago and Downtown Chicago. This is an ideal opportunity for investors or any homebuyer looking for affordable lakefront living! Just add your personal touches and make this condo a dream investment. NOTE: This unit is being SOLD-AS-IS. The unit is now fully VACANT AND EMPTY of all furniture and is MOVE-IN-READY. The Photos display the most recent occupant's layout. Don't miss out! Schedule your showing, make your offer, and be one step closer to lakefront living.

6700 S South Shore Drive Unit #19C, Chicago

$373,000
4 Beds 3 Baths 12342996 MLS CLOSED Status
Welcome to this stunning fully renovated 4-bedroom, 3- full bathroom Bungalow home in the heart of Chicago's South Shore neighborhood designed for modern living, comfort and style. This move-in ready home is a must see. Step into the bright and airy living space with its gleaming hardwood floors flowing throughout the first floor, complemented by large windows that bring in an abundance of natural light. The modern kitchen is a true showstopper, boasting sleek quartz countertops, an elegant backsplash, abundant cabinetry with soft close features, an oversized black island with additional cabinet space and stainless steel appliances-perfect for everyday cooking and entertaining. Two spacious bedrooms and stylish full bathroom on the main level add additional functionality to this home. Head up the handcrafted stairs to the carpeted second floor which features two additional cozy bedrooms. The master bedroom has its own full bathroom and ample closet space and skylights for extra lighting. The meticulously handcrafted stairway leads you to the lower level and its fully finished tiled basement with additional living space for relaxation, entertaining or even a home office,complete with a sleek custom-built bar, full bathroom with tiled shower and a spacious laundry room with ample storage space. Outside, enjoy the convenience of a newly built two-car garage. Other upgrades include mudroom, brand-new windows, new electrical and plumbing, whole house insulated, handcrafted stairways, and high-quality finishes throughout. Located near shopping, dining, downtown, Lake Michigan, Obama Library and public transportation. This home is truly a South Shore standout. Don't miss your chance-schedule a showing today!

7621 S Luella Avenue, Chicago

$410,000
4 Beds 3 Baths 12310910 MLS CLOSED Status
THIS IS THE 1!! 3 Levels of Luxury Living! This Historical South Shore New Construction Secret awaits you! Embracing the Historical South Shore, Jackson Park Highlands, and Woodlawn neighborhoods, Walking distance to The Obama Library, The Jackson Park Golf course, The Marina, The Museum of Science and Industry and all the benefits of Shoreline Living. Everything NEW! This home greets you with an alluring luxury design the moment you step in being captivated by the cathedral ceilings and skylights. Exquisite Hardwood flooring laying everywhere. The primary ensuite is a private island paradise with an over sized bedroom, walkout patio wood deck, walk-in closet and separate shower and tub. This home boasts 4-bedrooms and 3 full bathrooms. A Beautiful Kitchen with custom 42in cabinets, quartz counter tops, stainless steel appliances is all included. An oversized custom Farm style sink and a custom built in wine cooler ready for your fabulous Dinner Parties. In a prime location, steps away from the lake front, enjoy the scenery with a relaxing lake front bike ride . This homes speaks style and functionality for all of your family and entertaining desires. Not just one but two beautiful oversized wood decks. The lower level is another get away with its own front entry and exit. Washer and dryer is included. Come experience the peace of mind of a New Construction. An extra large backyard, with a 3 car specialty garage ready for your large vehicles . The front yard is gated & has professional landscaping. This home perfectly combines the comfort of modern urban living. Don't miss the opportunity to make it yours! Welcome Home!

7011 S Cornell Avenue, Chicago

$168,000
2 Beds 2 Baths 12306570 MLS CLOSED Status
Stylish & Spacious 2BR/2BA Condo in South Shore - Move-In Ready! Discover modern living in this beautifully updated two-bedroom, two-bathroom condo in Chicago's vibrant South Shore neighborhood. This first-floor unit offers approximately 1,200 square feet of thoughtfully designed space, blending contemporary finishes with classic charm. Step into a bright and airy open-concept living and dining area, where gleaming hardwood floors flow throughout. The inviting electric fireplace creates a cozy atmosphere, making it the perfect place to unwind. The updated kitchen is designed for both style and function, featuring granite countertops, custom wood flooring, an island with a breakfast bar, and a full suite of stainless steel appliances, including an oven/range, microwave, dishwasher, and refrigerator. The spacious primary suite provides a peaceful retreat with its own en-suite bath. Both bathrooms are elegantly finished with custom marble tile, a luxurious whirlpool tub, and a double sink vanity. A private deck extends the living space outdoors, offering a charming spot for morning coffee or entertaining guests. The convenience of an in-unit washer and dryer adds to the home's appeal. Smart home features, including a security system, intercom, carbon monoxide detectors, and a ceiling fan, enhance both comfort and safety. An assigned parking space is included, providing added convenience. The gated building offers additional security, while low HOA fees cover essential services such as water, exterior maintenance, and snow removal. Located just minutes from Jackson Park, the South Shore Cultural Center, and the future Obama Presidential Center, this home offers easy access to public transportation, the Metra, and major roadways, making commuting a breeze. This move-in-ready condo combines style, comfort, and an unbeatable location. Don't miss the opportunity to make it yours-schedule your showing today!

7008 S Merrill Avenue Unit #1, Chicago

$339,000
6 Beds 3 Baths 12199439 MLS CLOSED Status
This remarkable property combines the zoning of a multifamily dwelling with the charm of a single-family home, offering a unique opportunity for buyers. The welcoming foyer leads to a spacious first floor, featuring an expansive eat-in kitchen with a central island for meal prep and casual dining. The formal dining room is perfect for family gatherings, while versatile living areas provide serene retreats. The first floor includes one well-sized bedroom, while the second floor boasts three additional bedrooms, including two elegant master suites that share a luxurious bathroom with a Jacuzzi. Original hardwood flooring and three antique fireplaces add character and warmth throughout the home. Convenience is key with three full bathrooms and a finished basement that offers a recreational room and a fully equipped kitchen, ideal for hosting events, guests or inlaw arrangement. Located just minutes from Lake Michigan, downtown, and scenic trails, the property is zoned RM-5, allowing for potential configuration into six bedrooms and opportunities for income, such as Airbnb. The seller includes two detailed floor plans: one for the current layout and another for redesign possibilities. This property is sold "As Is-Where-Is," making it a fantastic opportunity for buyers ready to maximize its potential. Don't miss out on this gem! This property is also available for viewing under the property type of a Single-Family , referenced MLS #12215356.

7326 S Coles Avenue, Chicago

$680,000
3 Beds 5 Baths 12091063 MLS CLOSED Status
Welcome to 6826 S Cregier, an exquisite estate that beautifully blends historic charm with modern comforts. Nestled within the historic Jackson Park Highlands neighborhood, this stunning property features 4 spacious bedrooms and 4 luxurious full bathrooms, making it perfect for those seeking ample space and elegance. As you step inside, you'll be greeted by a grand foyer that leads to expansive living areas, adorned with classic architectural details and high ceilings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, custom cabinetry, quartz countertops and a generous island for both meal prep and casual dining. The open flow floor plan with a beautiful kitchen for entertaining to host your dinner parties and holiday events on the main floor. The main floor also includes a living room, family room, formal dining room, and bonus powder room. The primary suite is a private retreat, complete with a spa-like en-suite bathroom featuring a soaking tub, walk-in shower, and dual vanities. Each additional bedroom offers ample closet space and large windows that fill the rooms with natural light. Finished basement offers plenty of additional entertaining space for you. Outside, the property boasts beautifully landscaped grounds, perfect for entertaining or enjoying serene moments. The backyard oasis includes a patio area, lush gardens, and mature trees that provide both beauty and privacy. The detached 2 car garage offers storage and a long side driveway with additional parking. Beautifully renovated in 2022. Ready for a quick move-in, this home is walking distance to Jackson Park and the golf course, South Shore Cultural Center, and South Shore Beach. Less than 5 minutes drive to the Obama Presidential Library, University of Chicago campus, and 15 minutes to downtown Chicago. This estate is not just a home; it's a lifestyle. Don't miss the opportunity to own a piece of timeless elegance.

6826 S Cregier Avenue, Chicago

Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED 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.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

South Shore, Chicago IL · Curated MLS Search

Homes with Double Island in South Shore, Chicago IL

An editorially curated view of every active homes with double island listing in South Shore, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings