Chicago, IL Homes for Rent with Pool

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  $2,458 - $9,555 per month

  727 West Madison

  Studio - 3 Beds

  727 W Madison St, Chicago, IL 60661

  Iconic living starts at the intersection of Madison and Halsted. 727 West Madison includes unparalleled views, luxe amenities and premier access to Chicago's best restaurants and nightlife. Welcome to West Loop living. The price shown reflects Base Rent only. Residents are responsible for additional required fees, including but not limited to an application fee, security deposit, community

  727 W Madison St, Chicago, IL 60661
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Condo for Rent

  211 N Harbor Dr Unit 2203, Chicago, IL 60601

  Cirrus Condominiums, the newest lakefront addition to Lakeshore East! This unit is a spacious and thoughtfully designed 2-bedroom, 2-bathroom with floor to ceiling windows & washer/dryer, custom closets, and automated shades. The residence also includes a private outdoor space and boasts interiors by Kaufman O'Neil, featuring wide plank white oak hardwood floors, custom Snaidero cabinetry,

  Matt Laricy Americorp, Ltd

  211 N Harbor Dr Unit 2203, Chicago, IL 60601
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  $2,351 - $5,931 per month

  Catalyst

  Studio - 3 Beds

  123 N Desplaines St, Chicago, IL 60661

  Along the western banks of the Chicago River, the jostle and push of life in the Loop meets the vibrant spirit of Fulton Market and the West Loop.This is the change agent. It is a place of regeneration, where connections are cultivated and transformation takes place. This is Catalyst. Come stop by Catalyst to check out our fully renovated social lounge, coworking space, lobby, and leasing office!

  123 N Desplaines St, Chicago, IL 60661
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  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft
  • Condo for Rent

  680 N Lake Shore Dr Unit 1119, Chicago, IL 60611

  Experience refined lakefront living in this spacious, nearly 2,200 SF south-facing luxury condo available for rent in the heart of Streeterville. Timeless and sophisticated, this beautifully updated 3-bedroom, 2.1-bath residence features vaulted ceilings, elegant moldings, brand-new hardwood flooring, and fresh paint throughout. The expansive dine-in kitchen is a chef's dream, complete with

  Jane Lee RE/MAX Top Performers

  680 N Lake Shore Dr Unit 1119, Chicago, IL 60611
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  $2,073 - $4,175 per month

  Scio at the Medical District

  Studio - 2 Beds

  901 S Ashland Ave, Chicago, IL 60607

  Discover your new home at SCIO at Medical District Apartments in West Loop! We offer a variety of floor plans that include studios, one and two-bedroom units, so you can choose the floor plan that exactly fits your needs. Come home to your own personal oasis that includes efficient appliances, a beautiful balcony with views, hardwood floors, and more! Enjoy our must-have amenities such as a

  901 S Ashland Ave, Chicago, IL 60607
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  $2,500 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  111 E Chestnut St Unit 39D, Chicago, IL 60611

  Newly updated condo unit in the Gold Coast. Sun drenched spacious 1-bedroom unit. All the features you want including new luxury laminate floors, open kitchen with granite counter tops, stainless steel appliances and tons of closet space. Spacious bathroom with large vanity and stand up shower. Service-oriented upscale highrise with 24 hour door staff, outdoor pool, sundeck with grills, fitness

  Kathy Barcham HomeSmart Connect LLC

  111 E Chestnut St Unit 39D, Chicago, IL 60611
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  $2,327 - $7,310 per month

  1225 Old Town

  Studio - 3 Beds

  1225 N Wells St, Chicago, IL 60610

  Come home to our luxury apartments located in renowned Old Town Chicago! Conveniently nestled within the Wells Street Corridor, 1225 Old Town offers easy access to nearby boutique stores, local vintage shops, and plenty of dining and entertainment! Indulge in one of our one, two, and three bedroom floor plans outfitted with modern finishes and luxury touches. Surround yourself with exciting

  1225 N Wells St, Chicago, IL 60610
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  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  Unlisted Address

  Nice condo with a view in desirable Edgewater ** spacious 1 BR condo with great views of Lake, Beach and the city ** move in condition ** Full amenity building with heat, water, Air conditioning, Cable TV and internet included ** Express Bus at the door and the building is in walking distance to Red line ** Beach is located behind the building ** Close to Loyola University, Restaurants and

  Vipin Gulati RE/MAX Professionals Select

  Unlisted Address
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  $1,964 - $3,754 per month

  The Rosie

  Studio - 1 Bed

  1461 S Blue Island Ave, Chicago, IL 60608

  The Rosie is conveniently located between Pilsen, the Near West Side, and Little Italy. In proximity to UIC, the Illinois Medical District, and Rush University Medical Center, check out the brand-new Studio, 1 Bed, Convertible, and 2 Bed apartments at the Rosie.

  1461 S Blue Island Ave, Chicago, IL 60608
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  $2,500 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  659 W Randolph St Unit 911, Chicago, IL 60661

  Modern 1BR + Den/Office. Skyline Views & Pool West Loop Luxury Living. Experience vibrant West Loop living in this beautifully updated 1-bedroom condo, perfectly located where downtown meets Fulton Market. There is an in-unit washer and dryer. Rent includes Heat, AC, Water, Gas cable TV & Internet access. 659 W Randolph is the only full-amenity condo building in the West Loop (pool, sound deck,

  Ankeit Ghai Ayalis Realty

  659 W Randolph St Unit 911, Chicago, IL 60661
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  $1,695 - $2,390 per month

  The Sally

  Studio - 1 Bed

  1135 W Winona St, Chicago, IL 60640

  Welcome to The Sally, the second phase of Flats' largest adaptive reuse project in the Chicago, The Draper. The Sally pays homage to and compliments The Draper’s mid-century style and design through its sleek and sophisticated; ground-up construction. The Sally Phase 1 will offer 64-units, while the second phase will deliver an additional 116-units in 2024. Best-in-class amenities include a

  1135 W Winona St, Chicago, IL 60640
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  $2,435 per month

  • 1 Bath
  • 541 Sq Ft
  • Apartment for Rent

  Unlisted Address

  Sublet Opportunity with an option to renew. Available as early as Feb, 1st. Lease goes till 8/15/2026. HIGH CEILINGS in this Jr one bedroom with a separate sleeping space. Luxury rental property with an OUTDOOR POOL in the best location of Wicker Park! Unit features include: Italian soft-close cabinetry, Balterio grey-tone plank flooring, SS Whirlpool appliances, CUSTOM CLOSETS, Floor-to-Ceiling

  Shilan Afshani Luxury Living Real Estate

  Unlisted Address
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  $1,612 - $2,663 per month

  The Duncan

  Studio - 1 Bed

  1515 W Monroe St, Chicago, IL 60607

  The Duncan, located in Chicago's West Loop, spans nearly an entire city block and combines the best of apartment living with rich amenities, including a full fitness center with an indoor pool and spa, a lobby serving as a co-working space with an attached coffee shop and bar, as well as three roof terraces for warm-weather fun. Founded as the Near West Side YMCA, one of the contributing

  1515 W Monroe St, Chicago, IL 60607
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  $2,650 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  175 E Delaware Place Unit 5618, Chicago, IL 60611

  Experience modern urban living in this south-facing one-bedroom plus den, featuring a reimagined open-concept layout and gleaming hardwood floors throughout. This home is offers tons of storage including an exceptionally large walk-in foyer closet. Large windows provide jaw-dropping panoramic views of the Chicago skyline and Navy Pier, where you can watch summer fireworks from the comfort of your

  Diana Soldo Massaro Baird & Warner

  175 E Delaware Place Unit 5618, Chicago, IL 60611
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  $3,026 - $14,098 per month

  One Chicago

  Studio - 3 Beds

  14 W Superior St, Chicago, IL 60654

  One Chicago offers three elegant luxury rental offerings with boutique resort amenities. Located where the Gold Coast and River North meet at State & Chicago. One Chicago Apartments, 23 West Lofts, & 23 West Apartments offer studio through 3 bedroom options. Enjoy iconic residences with spectacular views at One Chicago. One Chicago offers a lifestyle where every need is anticipated.

  14 W Superior St, Chicago, IL 60654
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  $2,650 per month

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft
  • Condo for Rent

  405 N Wabash Ave Unit 207, Chicago, IL 60611

  Don't miss your chance to lease one of River North's most beautifully renovated and perfectly located condos-this home is the kind of unit renters wait months for. Completely redesigned from top to bottom, this 1 bed, 1 bath condo offers a level of comfort, style, and convenience that stands out in the downtown rental market. From the moment you step inside, the space welcomes you with

  Christina Ghanayem Realty of America, LLC

  405 N Wabash Ave Unit 207, Chicago, IL 60611
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  $1,792 - $3,993 per month

  Lake and Wells

  Studio - 2 Beds

  210 N Wells St, Chicago, IL 60606

  Work & Rec while exploring the Riverwalk, shopping along the Mag Mile or meeting friends for a bite at a River North hot spot. It's Healthy Convenient, with amazing access to both lakefront trails and CTA/Metra trains. It's also Stay & Play in plentiful amenity spaces, including a stylish clubroom, convenient work-from-home spaces, and a year-round pool. In an effort to continue to reduce our

  210 N Wells St, Chicago, IL 60606
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  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  5701 N Sheridan Rd Unit 14E, Chicago, IL 60660

  Welcome to Hollywood tower. Great one bedroom condo freshly painted with new flooring and some new appliances. Great floor plan with south east and west view. Great amenities building with great location. Outdoor swimming pool, exercise room, doorman, pike room, laundry, storage room, lake shore path access. close to bus stop, train and shopping.

  Nader Shahat Green Equities LLC

  5701 N Sheridan Rd Unit 14E, Chicago, IL 60660
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  $2,366 - $13,048 per month

  OneEleven

  Studio - 3 Beds

  111 W Wacker Dr, Chicago, IL 60601

  At OneEleven, every day counts. Located at 111 West Wacker Drive, our brand new apartments feature floor-to-ceiling windows with river views that create a breathtaking scene. Generous floor plans reveal the high-minded design and finish of the open layouts. Club OneEleven features expansive private amenities with an array of indulgences including a fitness center, spa pool, signature outdoor

  111 W Wacker Dr, Chicago, IL 60601
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  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Condo for Rent

  1400 S Michigan Ave Unit 1603, Chicago, IL 60605

  BEAUTIFUL AND 2 BEDROOM AND 2 FULL BATHROOMS PLUS DEN IN THIS NORTHEAST CORNER UNIT WITH DIRECT LAKE VIEW AND CITY VIEWS. NEWER VINLY FLOORS THROUGHOUT LIVING/DINING, NEWER CARPET IN BEDROOMS, WALK-IN-CLOSET USE AS DEN OR STUDY. WASHER AND DRYER IN UNIT. OUTDOOR HEATED POOL, 24HR DOORMAN & MAINTENANCE, MANAGEMENT ON SITE, FITNESS CNTR & HEATED INDOOR GARAGE PARKING ON FIRST PARKING FLOOR IS EXTRA

  Richard Pan RE/MAX of Naperville

  1400 S Michigan Ave Unit 1603, Chicago, IL 60605
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  $2,016 - $3,940 per month

  3450 N. Lake Shore Drive

  Studio - 3 Beds

  3450 N Lake Shore Dr, Chicago, IL 60657

  Discover an unparalleled style of living in Lakeview East where the allure and beauty of Lake Michigan unites with the luxury and convenience of urban living.3450 N. Lake Shore Drive exemplifies a lifestyle like no other. Amongst the everyday hustle and bustle, you will discover the tranquil yet vibrant location of this 40 story mid-century modern tower where you can enjoy carefree living

  3450 N Lake Shore Dr, Chicago, IL 60657
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  $2,700 per month

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft
  • Condo for Rent

  505 N Lake Shore Dr Unit 2118, Chicago, IL 60611

  Large 1bed+1 bath (1100sqft approx) with unforgettable Chicago skyline and lake views. Walk or bike along Lake Michigan, enjoy restaurants, shops on Michigan Ave, easy public transportation, Convenient grocery stores all with-in steps from your door. Building offers 5-star amenities which include: 24hr door staff, indoor pool, outdoor pool, gym, sauna, business center, Mini grocery store, 2.5

  Denise Salazar Coldwell Banker Realty

  505 N Lake Shore Dr Unit 2118, Chicago, IL 60611
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  $2,430 - $6,060 per month

  465 North Park

  Studio - 3 Beds

  465 N Park Dr, Chicago, IL 60611

  We began with the goal to create a place that is special. By focusing on thousands of little details, we?ve created something big: an entirely new way to live in Streeterville. Open the door to any one of our residences and the first thing you will see is the view... the shimmering lake, the breathtaking city, the cerulean sky. Now, take another look and you will see something even more amazing:

  465 N Park Dr, Chicago, IL 60611
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  $7,085 per month

  • 3 Beds
  • 2.5 Baths
  • 1,574 Sq Ft
  • Apartment for Rent

  Unlisted Address

  Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery,

  Jordan Pomputis Jameson Sotheby's Intl Realty

  Unlisted Address
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  $2,220 - $5,068 per month

  Aspire Residences

  1 - 3 Beds

  2111 S Wabash Ave, Chicago, IL 60616

  Discover refined One-, Two-- and Three-bedroom pet-friendly apartment living at Aspire Residences, located in the vibrant South Loop of Chicago. Our sophisticated amenities include a resort-style pool deck, a tastefully designed pub lounge, a state-of-the-art fitness center, an engaging game room, and dedicated work-from-home spaces.The modern apartment interiors feature sweeping

  2111 S Wabash Ave, Chicago, IL 60616
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  $3,128 per month

  • 1 Bed
  • 1 Bath
  • 827 Sq Ft
  • Apartment for Rent

  313 W Wolf Point Plaza Unit 1910, Chicago, IL 60654

  Available Sep 20th! 11 month lease available (Sublet) in prime River North location of Wolf Point Plaza along the River Walk. 827 sq ft located on the 19th floor with incredible north facing city skyline views with fantastic natural light. Boasting floor to ceiling windows, hardwood flooring throughout, modern European style kitchen, stainless steel appliances, quartz countertops, kitchen pantry,

  Frankie DaPonte @properties Christie's International Real Estate

  313 W Wolf Point Plaza Unit 1910, Chicago, IL 60654
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  $1,968 - $3,803 per month

  1133 North Dearborn

  Studio - 2 Beds

  1133 N Dearborn St, Chicago, IL 60610

  This high-rise building has a list of enviable amenities and features. Enjoy the stunning lake and skyline views from your own private balcony. Or get in a workout in the fitness center or an evening swim in the outdoor pool. The large, convertible one-bedroom and two-bedroom apartments feature modern kitchens with separate dining areas, designer plank flooring, floor-to-ceiling windows,

  1133 N Dearborn St, Chicago, IL 60610
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  $3,450 per month

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft
  • Apartment for Rent

  440 N Wabash Ave Unit 3506, Chicago, IL 60611

  Located in the heart of River North, 440 N Wabash offers an unbeatable downtown Chicago lifestyle just steps from the Chicago River, Michigan Avenue, world-class dining, nightlife, and premier shopping. This prime location puts residents at the center of it all, with easy access to public transit, major employers, and the city's most vibrant cultural attractions. The building blends urban

  Daniel Management Group Daniel Management Group Inc

  440 N Wabash Ave Unit 3506, Chicago, IL 60611
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  $1,735 - $5,845 per month

  The Montrose

  Studio - 2 Beds

  4334 N Hazel St, Chicago, IL 60613

  Choosing The Montrose means choosing a life of adventure. This stand-out apartment community in Chicagos historic Uptown neighborhood has been given fresh energy over the last year, with the addition of brand new studio and one bedroom apartments that we call the Modern Flats. The Montrose Modern Flats feature chic euro style cabinets, slate black stainless steel appliances, under-mount sink,

  4334 N Hazel St, Chicago, IL 60613
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  $2,350 per month

  • 1 Bed
  • 1 Bath
  • 885 Sq Ft
  • Apartment for Rent

  200 N Dearborn St Unit 1402, Chicago, IL 60601

  PRIME LOOP LOCATION, UPDATED CORNER ONE BEDROOM AVAILABLE FOR IMMEDIATELY OCCUPANCY, 24 HOUR DOORMAN, INDOOR SWIMMING POOL, GYM, SUNDECK AND GRILLS IN THE SUMMER WALKING TO TRAIN, LOOP OFFICE, RIVER WALK, RESTAURANTS, THEATRES AND GROCERY STORES

  Jenny Fultz Jin's Group Corporation LTD

  200 N Dearborn St Unit 1402, Chicago, IL 60601
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  $2,995 - $6,595 per month

  Env Chicago

  1 - 2 Beds

  161 W Kinzie St, Chicago, IL 60654

  Situated perfectly in the heart of River North, EnV Chicago offers cutting edge amenities, meticulously groomed grounds, and a one of a kind dwelling to call home. Nearby you?ll discover endless shopping, award-winning schools, local museums and parks, and ample activities sure to entertain. Each apartment home features granite countertops in the kitchens, floor to ceiling windows and bamboo wood

  161 W Kinzie St, Chicago, IL 60654
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  130 N Garland Ct Unit 1102, Chicago, IL 60602

  LIVE IN STYLE in this Stunning corner 2 bedroom, 2 bathroom unit with lovely northwest city, sunset and garden terrace views from floor to ceiling windows at 130 N Garland - The Heritage! Open kitchen with tall cabinets, granite countertops, backsplash and stainless steel appliances. Hardwood floors in the living/dining area and 2nd bedroom, carpet in the primary bedroom. Tons of closet space.

  Eric Frost Compass

  130 N Garland Ct Unit 1102, Chicago, IL 60602
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  $1,997 - $6,024 per month

  Alta

  Studio - 3 Beds

  555 W Kinzie St, Chicago, IL 60654

  Alta is the premiere rental residence located between River North and the West Loop. Inside these two modern towers, you will find stylish eco-friendly rental residences designed for the dynamic lifestyle of the modern urban dweller. Shop, dine, socialize and play in the neighborhood hotspots, all just steps from your front door. Access the LRT at K Station for your commute downtown or walk to

  555 W Kinzie St, Chicago, IL 60654
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  $1,900 per month

  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  2728 N Hampden Ct Unit 1704, Chicago, IL 60614

  Experience elevated city living in this stylish, fully remodeled, high-floor studio featuring expansive, unobstructed west-facing views. Floor-to-ceiling windows flood the home with natural light and showcase Chicago's vibrant neighborhoods. Perfectly located in the heart of Lincoln Park-steps to the lakefront, Lake Shore Drive, public transportation, top-rated restaurants, grocery stores, and

  Tony Tinoco Alexander Realty LLC

  2728 N Hampden Ct Unit 1704, Chicago, IL 60614
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  $2,342 - $6,109 per month

  Westerly

  Studio - 3 Beds

  740 N Aberdeen St, Chicago, IL 60642

  Westerly, located in Chicago's vibrant River West neighborhood, offers urban elegance combined with modern convenience. Residents can indulge in a wealth of top-tier amenities designed to enhance their lifestyle, including a state-of-the-art fitness center, a beautifully landscaped rooftop terrace, and a stylish resident lounge perfect for entertaining. Thoughtfully designed residences boast

  740 N Aberdeen St, Chicago, IL 60642
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  $2,700 per month

  • 1 Bed
  • 1 Bath
  • 1,093 Sq Ft
  • Condo for Rent

  10 E Ontario St Unit 4907, Chicago, IL 60611

  SPECTACULAR CITY & LAKE VIEWS! Now available for lease at 10 E Ontario St. in the heart of River North. This nearly 1,100 sq. ft. 1-bedroom residence on the 49th floor features floor-to-ceiling windows with breathtaking skyline and lake views, plus a rare 150 sq. ft. private balcony-perfect for entertaining or relaxing above the city. The residence features a spacious and well-designed layout.

  Sheila Zisk HomeSmart Connect LLC

  10 E Ontario St Unit 4907, Chicago, IL 60611
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  $2,005 - $2,880 per month

  777 South State

  Studio - 2 Beds

  2 E 8th St, Chicago, IL 60605

  Limited Availability! Select apartments only. Terms and conditions apply. Contact us for additional details.

  2 E 8th St, Chicago, IL 60605
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  $3,000 per month

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • House for Rent

  6436 S Lamon Ave, Chicago, IL 60638

  Beautiful brick raised ranch featuring a bright and spacious living room with a formal dining area. The updated eat-in kitchen offers modern white cabinetry and plenty of natural light. The huge basement is perfect for entertaining, with an additional bedroom and bathroom - great for co-living or guests! Enjoy the private fenced yard with a refreshing pool! 2.5-car detached garage includes a

  Irais Torres Barron Extreme Realty LLC

  6436 S Lamon Ave, Chicago, IL 60638
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  $2,901 - $7,914 per month

  The Sinclair

  Studio - 4 Beds

  1201 N La Salle Dr, Chicago, IL 60610

  Brand new apartments, now leasing! The Sinclair is living life in Chicago?s most admired neighborhood: Gold Coast. You?ll not only have the best of city living every day, but also the experience of living life with the inspired features and amenities that make you feel at home. Make everyday a luxurious one ? from the artfully designed kitchens to the sun terrace featuring high-end cabanas. A

  1201 N La Salle Dr, Chicago, IL 60610
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  $2,700 per month

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft
  • Apartment for Rent

  545 N Dearborn St Unit W1506, Chicago, IL 60654

  Experience elevated living at Grand Plaza in the heart of River North. This custom-updated modern 1-bedroom condo offers stunning east-facing city views and an exceptional blend of style, comfort, and functionality. The spacious, sun-filled living area features floor-to-ceiling windows, remote-controlled blinds, and sleek wood flooring, creating a bright and inviting atmosphere. The fully

  Amir Fouad @properties Christie's International Real Estate

  545 N Dearborn St Unit W1506, Chicago, IL 60654

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