View All Oakland Chicago IL Homes with Multi-Car Garage 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

$350,000

3 Beds ⋅ 3 Baths ⋅ 12723667 MLS ⋅ CONTINGENT Status

****H&B OFFERS DUE BY MIDNIGHT TONIGHT (8/13/26)**** This STUNNING villa remodel with GORGEOUS Kitchen and SHOW-STOPPING Bath are just what you've been waiting for -- A spacious and smart 3 Bed, 2.5 bath dream villa with Premium Luxury touches everywhere; THE KITCHEN: Beautiful Navy & Gold cabinets give style and class and Luxurious double-thick Quartz countertop give gravitas to the High-end appliances and finishes throughout. Built-in Custom bench seating/cabinetry gives cohesion and elegant efficiency. SPA BATH: A deluge of luxury and beauty - the shower/bath enclosure satisfies with rainfall shower head, handheld shower, body sprays, 48" linear floor drain, premium soaking tub, custom tile and lighting and premium designer fixtures. LOCATIONx3: So close to Lake Michigan (3 min), so close to downtown (7 min) so close to Hyde Park (7 min); super up-and-coming neighborhood - Bronzeville, historically and culturally rich area including Gallery Guichard (art gallery on 47th and MLK Dr), many shopping establishments nearby (Jewel, Mariano's, restaurants, banks, shopping areas), easy access to highways (Lake Shore Drive, I55, 90/94, 290), dog park 1 block away (Lake Park and Oakwood), beautiful park 2 blocks away with running track - Mandrake Park Athletic Track). MORE: Private Side Entrance, Garage parking INCLUDED, Laundry in-unit, Storage Closet, Custom soffits and paint... No expense spared. Come and see! [Appraised at $450,000 but deal fell apart due to financing issues.]

3735 S Lake Park Avenue Unit #G, Chicago

$639,900

5 Beds ⋅ 3 Baths ⋅ 12671795 MLS ⋅ CLOSED Status

Rarely available Lake Park Avenue duplex! This property offers exceptional flexibility for owner-occupants, multigenerational living, or investors in a sought-after Bronzeville location near the lakefront and downtown. The property features a 3-bedroom, 1.5-bath owner's duplex and a private 2-bedroom, 1-bath garden unit with strong rental potential. The main duplex boasts hardwood floors throughout, a kitchen with stainless steel appliances, updated bathrooms, and a separate laundry room. The primary suite includes a private balcony with seasonal lake views and a walk-in closet with the potential to add a second full bath. Enjoy seamless indoor-outdoor living with an oversized patio deck and a large backyard. The potential for additional space, such as an office or studio, is found within the separate 2-bedroom, 1-bath garden unit, in-unit laundry. This unit features its own private entrances and offers this additional living space for the owner's use, related living, guests, or as a source of strong rental income. Outdoor space includes a landscaped side yard and patio area. The property is conveniently located near the lakefront, Oakwood Beach, Mandrake Park, public transportation, shopping, and nearby neighborhoods, including Hyde Park, Kenwood, and South Loop. Easy access to Lake Shore Drive, parks, bike trails, and downtown Chicago completes this opportunity to own a solid, well-cared-for property. The property is being sold as is, and the price reflects the garage requiring repair or replacement. The property has two addresses (3761-3763). The lower-level unit's most recent rental income (2022) was $1,900. Agent owned/interest.

3761 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

$425,000

3 Beds ⋅ 2 Baths ⋅ 12622479 MLS ⋅ CLOSED Status

Spacious and thoughtfully updated 3-bedroom, 2-bath residence offering approximately 2,200 sq ft of modern living in the heart of Bronzeville! This stunning home features a massive open-concept floor plan flooded with abundant natural sunlight pouring in from the bay windows; perfect for both everyday living and entertaining. The new kitchen boasts sleek quartz countertops, contemporary finishes, and ample cabinetry. Enjoy the convenience of in-unit laundry with full-sized side-by-side machines. Stylish upgrades continue throughout with a beautifully renovated bathroom, updated lighting fixtures, and a striking fireplace with a modern accent wall. Step outside to relax or entertain on your rear deck. Additional highlights include a 1 garage spot, 1 gated exterior spot, and 1 private storage room.

3968 S Ellis Avenue Unit #2N, Chicago

$439,000

4 Beds ⋅ 3 Baths ⋅ 12564840 MLS ⋅ CLOSED Status ⋅ Bronzeville BLDG.

Experience space, style, and luxury in this stunning duplex located in the sought-after Oakland community. This expansive residence offers the perfect blend of comfort and convenience with 4 bedrooms plus an office (or optional 5th bedroom) and 3 full bathrooms. Enjoy a chef's kitchen featuring stainless steel appliances, granite countertops, and ample cabinetry, ideal for everyday living or entertaining. The primary suite includes a spa-like bathroom with heated floors, creating the perfect retreat. Host friends and family in the large entertaining room complete with a wet bar and wine fridge, or unwind outdoors on one of three private outdoor spaces. Additional features include in-unit laundry, an oversized storage locker, and garage parking. Located just 5 minutes from grocery stores, restaurants, parks, and the beach, and only 10 minutes to Hyde Park and Downtown Chicago this home truly has it all.

4029 S Ellis Avenue Unit #2S, Chicago

$725,000

4 Beds ⋅ 4 Baths ⋅ 12222630 MLS ⋅ CLOSED Status

Stately Vintage 3 story Greystone. Current owner a long time Chicago architect has loving restored the home maintaining much of the original charm and character. The home features a sprawling open floor plan full of character at every turn. Patterned mahogany wainscoting wrap 3 stunning levels of stairs, intricate ornamental plaster ceiling inlays, turret rooms, 7 fireplaces, and a turn of the century entry & foyer that will transport you to the golden age of the Chicago Greystone. What a beautiful home! Main level features large updated kitchen adjacent to dining room and set at the rear of the home so perfect for outdoor entertaining. An open parlor connects the dining room to the enormous living room and eventually to the formal entry. The second floor features a large primary suite complete with turret room, enormous walk in closet, and separate water closet/shower & makeup station/sink. Two additional bedrooms with large walk-in closets, a full hall bath, and gracious open space atop the stairs complete the floor. The third floor contains a large open recreation room with lake views! Also additional bedroom and multiple storage/walk-in closets that would be ideal for work from home space. Lower level is partially finished with large open room, kitchenette, potential bedroom, and storage abound but does need some attention for proper use. Substantial work has been done to the home over the past 10 years including but not limited to... entirely new roof including structural elements; newer electrical & plumbing; various windows replaced or repaired; new sewer and water supplies; addition of zoned HVAC systems & new hot water heater; refinished wood, doors, and trim; various tuck pointing & chimney work; and the list goes on. Massive 20 x 40 garage with an open lofted room above. Above grade square footage estimated at 3300sf but total square footage is over 5000sf including basement & garage loft. Superb Bronzeville/Oakland location with new construction in every direction. Close to IIT, UIC, University of Chicago, lake front & trail, 15 minutes to the loop, 8 minutes to Hyde Park, and close to so much more. A rare find in a city of extraordinary homes! Any questions regarding this listing please contact Norbert Mika - Text or email preferred.

3982 S Lake Park Avenue, Chicago

$650,000

4 Beds ⋅ 4 Baths ⋅ 12283731 MLS ⋅ CLOSED Status

Discover this stunning 4-bedroom, 3.5-bath single-family home in the sought-after Oakland community of Bronzeville! This beautifully designed home offers an ideal layout, with three bedrooms on the second floor, including a spacious primary suite with a private en-suite bath. The fully finished lower level (completed in 2022) features a versatile fourth bedroom, perfect as a second primary suite or in-law suite. The Kitchen features brand new stainless steel appliances. Step outside to a picturesque backyard that comes to life in spring, adorned with lush hydrangeas and vibrant plants-a true urban oasis! A detached 2-car garage adds convenience. Enjoy an unbeatable location just a short walk to the lakefront and parks, with Mariano's only 3 minutes away. Plus, downtown and major expressways are less than 15 minutes away for an effortless commute. This home blends comfort, style, and convenience-don't miss your chance to make it yours! Schedule a showing today!

817 E 38Th Street, Chicago

$415,000

3 Beds ⋅ 2 Baths ⋅ 12144870 MLS ⋅ CLOSED Status

Discover this stunning condo just minutes from downtown and steps away from Oakwood Beach and Lakeshore Drive. Spanning 2,200 square feet in the desirable Oakland/North Kenwood area, this raised first-floor unit boasts an inviting open floor plan, featuring 3 generous bedrooms and 2 full baths, all adorned with beautiful oak hardwood flooring. The primary suite is a true retreat, featuring a newly installed custom closet and a spa-like marble bath equipped with a double vanity, whirlpool tub, and separate shower. Enjoy outdoor living on the expansive private deck, perfect for relaxation or entertaining. Additional highlights include a dedicated garage space and fresh paint throughout, making this home move-in ready for its new owners. With its spacious layout and prime location, this condo is a rare find you won't want to miss!

3976 S Ellis Avenue Unit #1N, Chicago

$287,000

3 Beds ⋅ 2 Baths ⋅ 12143212 MLS ⋅ CLOSED Status

Discover this stunning 3-bedroom, 2-bathroom condo in the heart of Bronzeville. This luxurious unit boasts exposed brick, a cozy gas fireplace, and gleaming hardwood floors in the living areas, with brand-new carpeting in the bedrooms. Freshly painted throughout, the condo features a modern kitchen with stainless steel appliances, including a new stove and microwave, complemented by elegant granite countertops. Enjoy the comfort of central heating and air conditioning, along with the convenience of an in-unit washer and dryer. The property includes a large size porch, a garage space and is ideally situated just steps from 39th Street Beach, with easy access to Lake Shore Drive.

842 E 40Th Street Unit #2W, Chicago

$430,000

3 Beds ⋅ 2 Baths ⋅ 12107937 MLS ⋅ CLOSED Status

Discover the potential of this charming 3-bed, 2-bath single-family home, perfectly situated in an incredibly desirable neighborhood. An identical property at 3616 S. Ellis recently sold for $530k in May 2024, showcasing the value and potential of this home. With minor upgrades, you can quickly create $75k to $100k of equity, enhancing the value of your investment. This property is a fantastic investment opportunity, offering potential for monthly rental income or lucrative Airbnb earnings. Properly managed, single-family homes in this area generate $4k to $10k per month on Airbnb. Enjoy summer days with a leisurely walk to the lake, hosting BBQs from your open garage, or simply relaxing in your cozy home. The basement features 9-foot ceilings and incredible space, offering you the opportunity to finish it to your liking, adding even more value and livable area to the home. Located just 17 minutes from the Magnificent Mile, 6 minutes from Soldier Field, and less than 10 minutes from downtown Chicago, this home offers unbeatable access to the city's best attractions. With a little sweat equity, transform this house into your perfect cozy home!!!!! Don't miss this incredible opportunity! Schedule your private showing today and start envisioning your dream home.!!!!

4137 S Ellis Avenue, 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

$429,000

3 Beds ⋅ 2 Baths ⋅ 12039238 MLS ⋅ CLOSED Status

"Embrace the epitome of urban luxury living at 3968 S Ellis #3N, nestled in the vibrant Oakland/North Kenwood neighborhood. Just minutes away from downtown, enjoy easy access to the city's bustling attractions, dining hotspots, and cultural delights. But the allure doesn't stop there. Step outside your door and find yourself mere moments from the tranquil shores of the lake, perfect for leisurely strolls or morning jogs. This penthouse paradise offers 2200 square feet of sophisticated living space, featuring 3 bedrooms, 2 baths, and a host of upscale amenities. From the vaulted ceilings to the chef's kitchen adorned with stainless steel appliances, every detail exudes elegance and style. With a garage space and an exterior secured parking space, parking is a breeze, granting you more time to explore the city or unwind in the comfort of your own home. Don't let this opportunity slip away. Experience the best of city living combined with the serenity of lakeside charm. Schedule your viewing today and make 3968 S Ellis #3N your urban oasis."

3968 S Ellis Avenue Unit #3N, 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

$389,900

3 Beds ⋅ 2 Baths ⋅ 11984314 MLS ⋅ CLOSED Status

Welcome to your beautiful and spacious 3 bed/ 2 bath Chicago condo home! Located in the heart of Bronzeville, this boutique building boasts an elevator, secure keypad entrance and heated attached garage. The unit is a corner tier with bright East and South views. And it only has one shared wall with a neighbor... giving you privacy. Enjoy the split bedroom floor plan, walk-in laundry room, stainless steel chefs kitchen, large storage space, and vaulted ceilings. Large bathrooms including the primary which features a jetted tub, large stand alone spa shower & double bowl vanity just beyond the walk-in closet with built in shelving system. Steps to restaurants, parks, LSD and the beach via the easy access 43rd Street Pedestrian Bridge. One attached garage space and a private storage room included in the price! You have to view this condo in person to really see it all.

4234 S Ellis Avenue Unit #2C, Chicago

$590,000

3 Beds ⋅ 4 Baths ⋅ 11859747 MLS ⋅ CLOSED Status

Historic Queen Anne cottage. Own a part of Chicago's history with a side yard and enormous high ceiling 2 car brick garage. Brand new furnace/AC & on demand hot water heater. Floors have been refinished, fresh paint, and new carpet in lower level. The lot next door is included with a 2 1/2 car high ceiling garage. Buyer to verify ability to install a garage roof deck. 3 bed plus 1 bed in lower level 3 1/2 bath. Great open first level floor plan. Close to the beach and 90/94 expressway! This is a Landmarked home and the front facade cannot be altered. LOW TAXES. $3084.

4143 S Berkeley 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

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Oakland, Chicago IL · Curated MLS Search

Homes with Multi-Car Garage in Oakland, Chicago IL

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