View All Oakland Chicago IL Homes with Double Island Listings

Once in a Generation, The Crown Jewel of Oakland set on a botanical campus spanning 70 feet of frontage. If you seek the best, if you have exquisite taste, if you want a one of a kind with an elevator that opens directly into most apartments with grand terraces, you have arrived. Located in an exclusive community alongside million dollar homes & within 1/4 block of Mandrake Park, 5 minute walk to the lakefront at the very north end of Drexel Blvd, with its idyllic fountain & cul-de-sac is a magical whimsical storybook setting offering 5 Massive full-floor units ultra-luxurious 3-4 Bed/2-3 Bath residences set in a made for TV boutique, elegant, Gothic Greystone. Be inspired by the grand, formal lobby with inlaid stone floors, intricate woodwork, stunning modern art, a crystal cut chandelier & super "mod" LED wall sconces. The elevator opens directly into most residences' private foyer, which leads to a massive great room, with soaring ceilings & 7' tall window bays that capture phenomenal sun soaked south & west vistas up & down lush & forested Drexel Boulevard. Gorgeous plank hardwood floors, which contrast with sleek 7" crown & baseboard moldings, 8' tall solid core doors, polished chrome door handles & accessories, a custom designed & built fireplace with glass, stone & quartz mantel + gorgeous lighting with Decora switches & dimmers. Adjacent to the great room, cook, entertain & eat in a true & REAL gourmet kitchen with 1 1/4" thick quartz countertops, a massive work island with bar stool seating, state-of-the-art stainless appliances, a multi burner stove, tunnel exhaust hood, dishwasher, 36" refrigerator with ice & water dispensers, built-in microwave drawer & brilliant porcelain full height backsplashes. Other features include strategically placed cable & electric for flat screen televisions, Hi Efficiency HVAC, high tech LED lighting & many other features. Gracious jaw dropping primary bedroom suite with an infusion of natural light from tall south facing windows, enormous walk-in closet is ready to house a large wardrobe, with custom double hanging SS organizers some which include 20 lineal feet of hanging & 55 lineal feet of shelves. Resort Luxury spa bathroom with heated porcelain tile heated floors, steam shower, quartz bench, a custom designed floor to ceiling glass wall & door system, a rain shower, handheld shower & separate body washes, 6' air bath, a wall mounted floating double bowl vanity & two large mirrored medicine cabinets. Numerous oversized rear terraces offer respite to enjoy cocktails, read a book or have breakfast through dinner, private & spacious with sweeping downtown views. Full Laundry Center complete with full size washer & dryer, countertops & cabinetry cabinets. Enjoy fully curated exotic botanical gardens fully with specimen trees & bushes, many grafted, from around the world, including Japan, various countries in Eastern Europe, Canada & the USA ( all irrigated controlled by app) topped off with 9 car garage (2 of 9 Tandem). Fully stabilized with exceptional longer term tenants, this stunning, unique, trophy property offers a rare hybrid opportunity pairing investment with legacy. Full financials, floorplans, survey, and extensive pictures available. Actual Annual Income $213,045/NOI $141,525 / 6.5CAP Pre Approved buyers only. 48-72 hours' notice to show M-F (no weekend showings)

3967 S Drexel Boulevard, Chicago

$775,000

4 Beds ⋅ 3 Baths ⋅ 12754216 MLS ⋅ NEW Status

2,800 sq. ft., 4-story, 4 BD/2.1 BA townhome + an attached (heated) 2 car garage. Experience unobstructed views of Lake Michigan and the downtown Chicago skyline. Featuring 2 prominent sun exposures - northern & southern plus a 1st floor patio (18' x 7') & 2nd, 3rd, and 4th floor balconies! Throughout the townhome, there are custom wood railings with tempered glass inserts, hardwood flooring, and recessed lighting. The kitchen features an expansive peninsula with rainfall quartz countertops, a built-in dry bar, high gloss cabinetry, a quartz backsplash, and a stainless steel Bosch appliance package including an external venting range hood. Other exciting home features include: an electric fireplace and media wall adorned with marbled quartz, custom Norman window treatments (including mechanical ones in the living room), CAT-6 wiring, a top floor wet bar, Inspired custom closets, and a spa-like primary bathroom with heated floors and a soaring vaulted ceiling. Easy access to I-90/94, I-55, Mariano's, LA Fitness, Jewel-Osco, Bronzeville Dog Park, Ellis, Madden, & Mandrake Parks, Wintrust Arena, Rate Field, Chinatown Square, Illinois Institute of Technology McCormick Place, Soldier Field, Northerly Island, Oakwood Beach, and Burnham Park Harbor. 1.1 miles from the CTA Green Line Indiana Station. 1.3 miles from the CTA Green Line 43rd Station. 1.4 miles from the CTA Green Line Bronzeville-IIT Station. 1.3 miles from the METRA 47th Street/Kenwood Station. HOA $130/monthly (includes water, sewer, trash removal, common area insurance, and common area maintenance). No special assessments ongoing or upcoming. Roofs are unit owner responsibility (10-year warranty). No rental restrictions - corporate rentals, short-term rentals, or even Airbnb/VRBO are allowed.

3901 S Lake Park Avenue, Chicago

$349,900

3 Beds ⋅ 2 Baths ⋅ 12675539 MLS ⋅ CLOSED Status

Back on the market! 3 bedroom 2 bathroom 1,800 square feet condo in the Oakland community priced to sell! This unit features a living room/dining room combo, hardwood floors throughout, a gas fireplace in the living room, in-unit laundry, front balcony and a 1-car garage parking space. The kitchen includes an island, oak cabinets, granite countertops and stainless steel appliances. The primary bedroom suite has dual sinks, a jacuzzi and separate shower. Short distance to Mandrake Park, the lakefront, Lake Shore Drive, public transportation and plenty of shopping options.

3932 S Lake Park Avenue Unit #2N, Chicago

$800,000

3 Beds ⋅ 4 Baths ⋅ 12513856 MLS ⋅ CLOSED Status

Experience refined luxury and modern sophistication in this impeccably designed four-level Windsor Row home, where timeless architecture meets contemporary comfort and craftsmanship in every detail. Spanning approximately 3,000 sq. ft. of beautifully finished living space, this elegant residence welcomes you with a soaring 14-foot foyer that opens into a grand living room featuring 8-foot doors, coffered ceilings, and a cozy fireplace. The formal dining room offers an inviting space for both intimate dinners and lively gatherings. At the heart of the home lies the gourmet 21x21 chef's kitchen - a true showpiece featuring Bosch stainless steel appliances, including a 5-burner cooktop, designer hood, and drawer microwave. The oversized island, pantry, and spacious private deck-perfect for BBQs, alfresco dining, or relaxing outdoors-make this kitchen ideal for both entertaining and everyday living. The primary suite is a serene retreat, offering elegant detailing, a spa-inspired bathroom with a jacuzzi tub, rain shower, heated floors, and a walk-in closet. Additional highlights include a large main-level family room and a versatile lower-level recreation suite with a full bathroom and walk-in closet-ideal for a guest suite, entertainment area, or the ultimate man cave. The home also features dual furnaces, integrated sound and internet wiring, ample storage, and a comprehensive security system for year-round comfort and peace of mind. A rare find in the City of Chicago, the property includes a two-car attached garage with a gated private driveway, offering convenience and comfort-especially during the winter months. Location, location, location! Ideally situated in the sought-after Oakland/Kenwood neighborhood, just steps from the community park, 7 minutes to Downtown Chicago, and close to Hyde Park's premier shopping, dining, and entertainment. Enjoy a five-minute walk to the 39th Street Beach and scenic Lake Shore Drive's picturesque lakefront. View our video and photos - once you step inside, you'll be captivated by every thoughtful detail of this exceptional home!

4065 S Ellis Avenue, Chicago

$375,000

3 Beds ⋅ 2 Baths ⋅ 12172251 MLS ⋅ CLOSED Status

Discover urban living at its finest with this expansive 3-bedroom, 2-bath condo! Spanning 1,850 sq ft, this modern residence features a bright, open floor plan with gleaming hardwood floors in the main areas and cozy carpet in the bedrooms. Enjoy two private balconies and an abundance of natural light throughout the home. The heart of this condo is its fully renovated kitchen, completed in 2022-23, boasting sleek quartz countertops, a huge waterfall island, and ample drawer storage. Stainless steel appliances add a touch of sophistication and functionality. Additional highlights include a new water heater (June 2023), new carpet in the primary and middle bedrooms (August 2021), and recent building updates such as a new roof (Spring 2021), lintel repair (Fall 2022), masonry repair (Fall 2023), and back deck/porch repair (Spring 2024). Enjoy easy access to Oakwood Beach just a short walk away and a nearby dog park within a 2-minute stroll. With in-unit laundry and an exterior parking space included, convenience and comfort are at your fingertips. Don't miss out on this exceptional blend of modern amenities and prime location!

3862 S Lake Park Avenue Unit #3N, Chicago

$403,000

3 Beds ⋅ 2 Baths ⋅ 12061609 MLS ⋅ CLOSED Status

Beautiful Oakland condo for sale! This second floor east facing condo boasts 3 Bedrooms and 2 Bathrooms. It features beautiful hardwood floors with an open concept layout, gas fireplace, a large stainless steel Kitchen with granite counter tops and island. The master bedroom spacious with a walk-in closet and master bath. In-unit washer and dryer hook-up. The bonus is the beautiful back deck for your personal oasis or entertaining guest with a barbecue. Another bonus - 2 garage spaces. Located seconds from the lakefront and Lakeshore Drive, it is a short walk or bike ride to Oakwood Beach.

3968 S Ellis Avenue Unit #2S, Chicago

$415,000

3 Beds ⋅ 3 Baths ⋅ 12039333 MLS ⋅ CLOSED Status

You don't want to miss the opportunity to start fresh in this stunning 3 bed/2.1 bath condo in Bronzeville, just a few short blocks from Lake Michigan. This building has been maintained superbly and was built just a short time ago in 2018. As soon as you walk into the condo you will be in awe and ready to call this home. Walk right into this open floorplan that immediately shows off the amazing kitchen, dining room, and living room. Floor-to-ceiling windows with an abundance of natural sunlight. In the kitchen, enjoy your double-stacked shaker cabinets, stainless steel appliances, recessed lighting, quartz countertops, a subway-style backsplash, and a center island with storage and bartop seating. Just steps away from the kitchen, enjoy your balcony if you want to do some grilling or enjoy a quiet evening with food and drinks. The living room includes a modern stacked stone fireplace and plenty of space to relax and enjoy some family time. Primary bedroom is at the opposite end of the condo and has tray ceilings and a private balcony. Primary bathroom has double vanities, freestanding soaking tub, large standup shower, and plenty of room as you feel like you are in a spa. Secondary bedroom also includes lots of space with custom tiles, a large tub, and shower. Third bedroom and powder room off the hallway, and perfect for guests. Enjoy amenities like garage parking and rooftop deck with amazing views of the city and lake. Location is unmatched - close to schools, parks, Oakwood Beach, and lakefront trails. Right next to Bronzeville Winery, grocery store, and just minutes drive to downtown. Hurry, as this won't last long! ***** This home qualifies for 5% of the loan amount up to $25K in assistance towards your down payment, closing costs, and to BUY DOWN YOUR RATE! *****

4226 S Ellis Avenue Unit #4N, Chicago

$385,000

3 Beds ⋅ 2 Baths ⋅ 11992193 MLS ⋅ CLOSED Status

Spectacular North Kenwood 2200 sq ft. luxury condo . Features include 3 bedroom with 2 baths, refinished hardwood floors throughout the entire unit. Remodeled rain shower with Granite surround, Newer Jacuzzi Tub. Updated all recessed lighting to digital lighting, Huge kitchen w/granite Island , Entire deck replaced in 2022 Unit comes with 1 garage space & 1 outdoor space . Additional storage in the basement area. In unit washer & dryer , 9Ft. ceilings built in 2004. Minutes to Lake Shore Drive, Enjoy the lakefront, Parks, Museums , Soldier field & the Downtown area . Easy to show Call LO

3968 S Ellis Avenue Unit #2N, Chicago

$745,000

4 Beds ⋅ 3 Baths ⋅ 11998335 MLS ⋅ CLOSED Status

This is your opportunity to own this new construction (2021) Brick Multi-level Row Home w/ unobstructed terraces and spectacular downtown/lake views. This breathtaking corner home is located in the Oakland/North Kenwood neighborhood. This home offers an open concept layout; you enter into the ground level foyer that leads you to the 1st bedroom that can also be used as office/guestroom/playroom etc. w/ sliding doors into outdoor patio area. As you walk up to main level you will notice the custom railings that flow into a gourmet island kitchen with quartz rainfall countertops and backsplash to match, stainless steel Bosch appliances. Open living/dining room combo, stone media wall with electric fireplace, powder room with wainscoting detailed walls. On the second level you will find the 2nd & 3rd bedroom, full bath, sitting loft area with small balcony and laundry closet. The 3rd level offers you the private primary suite level with sitting area that walks out to your balcony with panoramic city views, wet bar, a spa like bathroom with a soaring vaulted ceiling and walk in closet. Hardwood floors throughout, modern finishes, custom cabinetry. Enjoy the convenience of being in a walkable neighborhood within minutes from the city, world class Museum of Science and Industry, Newark Street dog park, which is across the street, 31st Street Harbor (Pier), McCormick Place which is the largest convention center, and the Historical University of Chicago & IIT. Your backyard consists of the scenic bike and nature trails, award winning bridges, blocks from the lakefront, Lake Shore Drive and the spectacular views of the skyline of Chicago. Brand NEW, never lived in, little to no maintenance, Low HOA, Low property taxes! Nothing to do but move in and enjoy. Schedule your showing today!!

3901 S Lake Park Avenue, Chicago

$413,000

2 Beds ⋅ 4 Baths ⋅ 11878836 MLS ⋅ CLOSED Status

Welcome to the historic Bronzeville! This charming 2-story brick townhome is just a block off of beautiful treelined Drexel Boulevard, a short drive to the area beaches, or a quick bike ride to the lake front trail. This spacious home offers 3 bedrooms, 3.5 bathrooms, and a 2-car garage, complete with a deck, two separate living areas, and a private backyard. Each bedroom comes with its own full ensuite bathroom, along with the convenient half bath on the main floor for guests. The kitchen features granite countertops, high quality cabinets, and a center island with more cabinet space and room for barstools. The main floor boasts high ceilings, recessed lighting, and hardwood floors, which continue to the upper level. The space provides the perfect canvas for you to add your personal touch and is ready for a fresh life. The finished basement receives ample natural light in the living room and third bedroom. The fenced backyard provides a secluded outdoor space for entertaining. This ideal location puts you close to downtown via Lake Shore Drive, the Metra, or a 30 minute bike ride. The University of Chicago, shopping, Hyde Park dining, popular Bronzeville attractions, cultural landmarks, the beaches, and trails along Lake Michigan are all just minutes away.

843 E 40Th Street, Chicago

$685,000

4 Beds ⋅ 4 Baths ⋅ 11809513 MLS ⋅ CLOSED Status

This contemporary and elegant home is a true masterpiece. It has four bedrooms, three and a half bathrooms, and is located steps away from Chicago's beautiful Lakefront. From the moment you lay eyes on this property, you'll be impressed by its remarkable features, including a statement making mural garage and side drive. The interior is just as impressive with beautiful white oak hardwood floors throughout the upper levels, a spacious and modern Marfa chef's kitchen with quartz counters, a huge island, and a sleek fireplace that's both stylish and eco-friendly. The en-suite bedroom is a peaceful retreat with impressive tall ceilings, a bold contemporary bathroom, and ample closet space. This thoughtful design offers many unique and practical amenities, including a "real" laundry room in the basement, abundant storage, a second laundry on the bedroom floor, automatic fresh air intakes, mudroom area, a full pantry, and a hidden exhaust fan in the kitchen. The spacious back deck off the kitchen is perfect for grilling or relaxing while overlooking the yard with a custom-painted mural on the garage door, providing a beautiful backdrop to any entertaining. Located in the desirable Bronzeville area, this home is just down the block from the stunning 35th Street Bridge crossover and offers easy access to Lake Meadows shopping center, Gallery Guichard, Two Fish Restaurant, Simply Soups Salad and Sandwiches, Mariano's, Bronzeville Winery and more. Enjoy the convenience of the city with access to bike trails, jogging paths, CTA trains and buses, the Metra, LSD and 90/94. Don't miss your chance to experience this exceptional home - call us today to schedule a private tour.

3625 S Ellis Avenue, Chicago

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Oakland, Chicago IL · Curated MLS Search

Homes with Double Island in Oakland, Chicago IL

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