Luxury Homes for Sale in Chicago, IL

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  /37

  $1,750,000 Pre-Foreclosure

  • 5 Beds
  • 4 Baths
  • 5,991 Sq Ft

  1312 N Astor St, Chicago, IL 60610

  Rare Historic Gem on Prestigious Astor Street. Step into a piece of Chicago's architectural legacy with this remarkable corner rowhome, designed in 1887 by the iconic firm Burnham & Root. Originally one of four distinguished residences showcasing the bold elegance of the Richardsonian Romanesque style, this home sits next to 1310 N. Astor-once the personal residence of John Wellborn Root, a

  Todd Szwajkowski Baird & Warner

  1312 N Astor St, Chicago, IL 60610
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  /13

  $1,749,000

  • 5,000 Sq Ft

  1363 W Walton St, Chicago, IL 60642

  Exceptional 7 Unit MultiFamily in Noble Square / West Town. All-brick building fully gut-rehabbed in 2016. This turnkey investment features: Seven thoughtfully designed units - front building, middle building, and rear locations offering spacious layouts. Premium finishes throughout - beautiful hardwood-style vinyl floors, gourmet kitchens with stainless steel appliances and granite countertops,

  Daniel Merrion Coldwell Banker Realty

  1363 W Walton St, Chicago, IL 60642
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  /31

  $1,749,000

  • 3 Beds
  • 4.5 Baths
  • 3,000 Sq Ft

  1040 N Lake Shore Dr Unit 4C, Chicago, IL 60611

  Experience elevated living and modern luxury in this impeccably designed 3-bedroom, 4.5-bath residence in the renowned Carlyle. Located in a premier full-service building in the prestigious Gold Coast, this home features lake and skyline views through floor-to-ceiling windows, flooding the space with natural light. Enjoy warmer weather on the east and lake facing front balcony and sunsets from a

  Stephanie Poulakidas Compass

  1040 N Lake Shore Dr Unit 4C, Chicago, IL 60611
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  /16

  $1,700,000

  • 2 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  401 N Wabash Ave Unit 49I, Chicago, IL 60611

  Rarely Available Pentier-Level Residence with Breathtaking Lake & River Views This exceptional, nearly 2,200 sqft residence occupies a coveted pentier level-an opportunity that rarely arises. Soaring 11-foot finished ceilings with recessed lighting enhance the expansive and perfectly conceived floor plan, which is bathed in light and offers stunning southeast views of the Lake and River.

  James Qiu Kale Realty

  401 N Wabash Ave Unit 49I, Chicago, IL 60611
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  /6

  $1,700,000

  • 3 Beds
  • 6 Baths

  1629 N Halsted St, Chicago, IL 60614

  Located at 1629 N Halsted, this 3 unit, 5,755 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The below grade former restaurant space offers the opportunity for an owner/user to open up shop and use the residential and office unit income to cover their mortgage, or an

  Daniel Hyman Millennium Properties RE, Inc.

  1629 N Halsted St, Chicago, IL 60614
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  /9

  $1,700,000

  • 6 Beds
  • 7 Baths

  1623 N Halsted St, Chicago, IL 60614

  Located at 1623 N Halsted, this 3 unit, 5,388 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1623 N Halsted St, Chicago, IL 60614
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  /28

  $1,699,999 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  3107 N Oakley Ave, Chicago, IL 60618

  Welcome to this stunning new-construction, 5-bedroom, 3.5-bath single-family home in the heart of West Lakeview. Nestled on a picturesque, tree-lined street, it showcases an inviting layout and stylish finishes throughout. Tall ceilings and gleaming hardwood floors fill the home with light and create a bright, open feel. Step past the charming front porch into the main level, where the living and

  Karen Schwartz Baird & Warner

  3107 N Oakley Ave, Chicago, IL 60618
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  /25

  $1,699,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 3.5 Baths

  1720 N Winchester Ave, Chicago, IL 60622

  Stunning single-family home on one of Bucktown's most sought-after blocks, meticulously maintained and highly upgraded throughout. The main level features high ceilings, two gas fireplaces, formal living and dining rooms, and a bright west-facing great room. The chef's kitchen offers commercial-grade stainless steel appliances, quartzite countertops and backsplash, a large breakfast bar, and

  Joey Tanzillo Baird & Warner

  1720 N Winchester Ave, Chicago, IL 60622
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  /25

  $1,699,900

  • 2 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  401 N Wabash Ave Unit 72F, Chicago, IL 60611

  Priced to sell

  James Qiu Kale Realty

  401 N Wabash Ave Unit 72F, Chicago, IL 60611
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  /33

  $1,699,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  1359 W Fullerton Ave Unit PH, Chicago, IL 60614

  Luxury Penthouse Living in the Heart of Lincoln Park! Welcome to the Penthouse at 1359 W Fullerton - a truly exceptional 4-bedroom, 3-bathroom penthouse residence offering 3,200 square feet of single-level living with the privacy and exclusivity of direct elevator access to your home. This rare, full-floor gem boasts two expansive rooftop decks showcasing breathtaking skyline views! The

  Melanie Giglio-Vakos Compass

  1359 W Fullerton Ave Unit PH, Chicago, IL 60614
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  /53

  $1,699,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  2337 W Belden Ave, Chicago, IL 60647

  Truly extraordinary Bucktown home built with quality and character throughout! Loaded with custom details and innovative design elements, this artfully crafted property is one of a kind and unmistakably special. Equally impressive as the home's craftsmanship is its livability, with generous room sizes throughout, including a spacious family room addition that provides a primary living area with

  Tim Sheahan Compass

  2337 W Belden Ave, Chicago, IL 60647
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  /50

  $1,699,000

  • 6 Beds
  • 3 Baths

  2026 N Humboldt Blvd, Chicago, IL 60647

  This Vintage 2 unit building sits on a historic Humboldt boulevard 50x165' double lot and has driveways on both sides that creates an enhanced feeling of openness yet also privacy and security. Each unit is 1750 sq ft and has 7 large rooms, crown molding, classic woodwork, hardwood floors plus there is a 1750 sq ft basement that could be a separate apartment. Create 2 units with a duplex unit

  Colette Cook arhome realty

  2026 N Humboldt Blvd, Chicago, IL 60647
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  /56

  $1,699,000

  • 9 Beds
  • 4 Baths

  1918 N Humboldt Blvd, Chicago, IL 60647

  Incredible restoration or redevelopment opportunity at one of the most architecturally significant properties in Logan Square. Revered architect Hermann Gaul, famous for designing some of Chicago's most significant churches and schools, drew only a few residential buildings in the city, this being one of them. Large covered balconies overlook the boulevard. The facade is amazing, abound with

  Lucas Blahnik @properties Christie's International Real Estate

  1918 N Humboldt Blvd, Chicago, IL 60647
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  /18

  $1,699,000

  • 3 Beds
  • 3.5 Baths
  • 2,578 Sq Ft

  111 S Peoria St Unit 703, Chicago, IL 60607

  Welcome to your dream home in one of Chicago's most vibrant neighborhoods, the West Loop. Sold furnished, this three-bedroom plus den, three and a half bath condo combines modern luxury and comfort with the industrial-chic character the neighborhood is known for. Step inside to soaring ceilings, wide-plank hardwood floors, and Italian design throughout. The open-concept living area features

  Sherri Hoke Jameson Sotheby's Intl Realty

  111 S Peoria St Unit 703, Chicago, IL 60607
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  /30

  $1,692,600

  4043 S Drexel Blvd, Chicago, IL 60653

  Exceptional 2006-built 8-units located in the heart of the rapidly appreciating Bronzeville neighborhood. This well-maintained, elevator building features eight spacious units available with separate utilities, ensuring ease of management and lower operating costs. Investors will appreciate the 8 exterior parking spaces, plus a garage space, offering ample tenant parking-a rare find in the area.

  Loreal Urso Baird & Warner

  4043 S Drexel Blvd, Chicago, IL 60653
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  /42

  $1,690,000

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft

  363 E Wacker Dr Unit 4304, Chicago, IL 60601

  Welcome to Chicago's premier address, this lightly lived-in, high-floor corner unit offers unobstructed views of Navy Pier, fireworks, Lake Michigan, the Chicago River, and the city skyline. The spacious primary suite features two large walk-in closets and double vanities. With over $25K in upgrades, including heated bathroom floors, enhanced kitchen cabinetry, appliances, and a water filter.

  Bo Xu Corcoran Urban Real Estate

  363 E Wacker Dr Unit 4304, Chicago, IL 60601
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  /32

  $1,689,000 Open House 1/10

  • 3 Beds
  • 3 Baths

  1646 N Orchard St Unit 2, Chicago, IL 60614

  This full masonry luxury NEW CONSTRUCTION 5-unit building is located in the leafy heart of Lincoln Park. Built with luxury, transitional finishes, a private outdoor terrace & garage parking. This totally unique full floor 3 bed/3 bath residence home has an intelligent spacious floor plan featuring two separate living spaces - a gracious bright living room plus a great space for formal dining. The

  Patrick Teets Jameson Sotheby's Intl Realty

  1646 N Orchard St Unit 2, Chicago, IL 60614
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  /22

  $1,685,000

  • 2 Beds
  • 2 Baths
  • 1,711 Sq Ft

  363 E Wacker Dr Unit 3404, Chicago, IL 60601

  Luxury 2 Bed/2 Bath in Lakeshore East! Experience high-end living with Gaggenau & Thermador appliances, sleek Snaidero cabinetry, wide plank hardwood floors, and spa-like baths with full-height stone walls. Enjoy 5-star amenities: indoor/outdoor pools, hot tub, gym, wine tasting room, private dining, dog run & more. Walk to the lakefront and downtown offices. Prime location, unmatched

  Jingen Xu Land Fairy Realty Corp.

  363 E Wacker Dr Unit 3404, Chicago, IL 60601
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  /42

  $1,680,000

  • 3 Beds
  • 3.5 Baths
  • 2,540 Sq Ft

  600 N Lake Shore Dr Unit 3205, Chicago, IL 60611

  This exceptional residence, featuring extensive custom enhancements, is a rare find as the largest three-bedroom unit in the North Tower at 600 North Lake Shore Drive. Upon entering, the foyer reveals a wealth of intricately designed upgrades, including hardwood flooring and crown molding in every room, complemented by accent molding on all doors and trim. The foyer seamlessly transitions into

  Stephanie Maloney HomeSmart Connect LLC

  600 N Lake Shore Dr Unit 3205, Chicago, IL 60611
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  /13

  $1,669,248

  • 2 Beds
  • 2 Baths
  • 1,728 Sq Ft

  363 E Wacker Dr Unit 2304, Chicago, IL 60601

  The Residences at The St Regis Chicago with 5 Star Amenities an architectural masterpiece, designed by Jeanne Gang located in Lakeshore East. World-renowned interior design specialists Hirsch Bedner Associates (HBA) created four distinct finish palettes with no detail overlooked. Gaggenau& Thermador appliances, Snaidero cabinetry with cantilever countertops, wide plank solid hardwood flooring

  Leila Zammatta Magellan Marketing Group LLC

  363 E Wacker Dr Unit 2304, Chicago, IL 60601
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  /46

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  130 N Garland Ct Unit 3205, Chicago, IL 60602

  Unsurpassed views of the lakefront & Millennium Park from this rarely available 4-bedroom 3 full bath Southeast corner residence at the award-winning Heritage at Millennium Park building. The 4th bedroom has been opened to the kitchen as a great room or office, but could easily be converted back to a bedroom with a full bath. Gracious open floor plan offers 2,450 sq ft of living space. Fabulous

  Barbara Proctor @properties Christie's International Real Estate

  130 N Garland Ct Unit 3205, Chicago, IL 60602
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  /36

  $1,650,000

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  415 E North Water St Unit 3206, Chicago, IL 60611

  Enjoy breathtaking views from this 3,500 sq ft, 4 bedroom, 3.1 bath penthouse residence at RiverView. This gorgeous corner unit stuns with floor-to-ceiling windows capturing north, east, and west exposures of the skyline, river, and lake. Hardwood flooring flows seamlessly through an expansive, open floor plan. A large formal entryway with ample wall space for an art collection welcomes you home.

  Carrie McCormick @properties Christie's International Real Estate

  415 E North Water St Unit 3206, Chicago, IL 60611
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  /16

  $1,650,000

  • 2 Beds
  • 3 Baths
  • 2,742 Sq Ft

  401 N Wabash Ave Unit 32H, Chicago, IL 60611

  The Best deal on the biggest 2-bedroom, 2.5 bathroom (2742 sq ft) end Unit. This unit, featuring 60 feet of floor -to-ceiling glass, offers panoramic views of the Chicago River, Lake, Navy Pier, and the city's iconic architecture. In addition to its prime location, the unit enjoys lower property taxes compared to similar units. The open chef's kitchen is equipped with Subzero, Miele and Wolf

  Natalya Gorodetsky Core Realty & Investments, Inc

  401 N Wabash Ave Unit 32H, Chicago, IL 60611
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  /3

  $1,650,000

  • Land
  • 0.5 Acre
  • $3,300,000 per Acre

  10448 S Pulaski Rd, Oak Lawn, IL 60453

  GREAT LOCATION WHERE YOUR BUSINESS WILL BE SEEN. *28,500 VEHICLES PER DAY* CURRENT USE IS THE SUCCESSFUL LONGWOOD ARTS MEDICAL CENTER. THIS CAN BE AN INVESTMENT PROPERTY WITH SEVERAL TENANTS ALREADY IN PLACE. PURCHASER CAN EXPAND THEIR OWN PRACTICE/BUSINESS ENTIRELY INTO THIS WELL ESTABLISHED NEIGHBORHOOD MEDICAL/OFFICE COMPLEX OR BUILDING CAN BE TORN DOWN AND REDEVELOPED.

  Tim Olsick Olsick Realty, Inc.

  10448 S Pulaski Rd, Oak Lawn, IL 60453
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  /71

  $1,600,000

  • 4 Beds
  • 4.5 Baths
  • 4,924 Sq Ft

  600 N Kingsbury St Unit 506, Chicago, IL 60654

  This three-story penthouse at 600 N Kingsbury is a rare opportunity to own one of River North's most dramatic and spacious residences. With four bedrooms, four-and-a-half bathrooms, a private four-car attached garage, and nearly 1,800 square feet of exclusive outdoor space, this home blends the scale of a single-family residence with the convenience of full-amenity condominium living. Inside,

  Grigory Pekarsky Vesta Preferred LLC

  600 N Kingsbury St Unit 506, Chicago, IL 60654
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  /34

  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 4,106 Sq Ft

  1530 W Ohio St, Chicago, IL 60622

  Newly constructed in 2023, this elegant single-family home in West Town seamlessly blends modern luxury with functional design. This 5-bedroom, 4.5-bathroom residence features a full rooftop deck, a garage deck, and a spacious grass front yard and backyard. Lumini windows and 6.5-inch wide-plank hardwood floors enhance the interior's sophistication. The open floor plan showcases a bright,

  Michael Greco Baird & Warner

  1530 W Ohio St, Chicago, IL 60622
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  /23

  $1,600,000

  • 2 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  20 E Cedar St Unit 8B, Chicago, IL 60611

  Fabulous two story living room with wood burning fireplace! Separate dining room and gourmet kitchen great room. Fantastic light from the two story south facing windows. Newer HVAC system! Industrial strength exhaust hood in kitchen allows for grilling and wok cooking! Storage space included. Parking available off site-Don't miss this one.

  Jim Kinney Baird & Warner

  20 E Cedar St Unit 8B, Chicago, IL 60611
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  /4

  $1,600,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 4,300 Sq Ft

  2638 W Superior St, Chicago, IL 60612

  Be the first to own this architecturally striking 5-bedroom, 3.5-bath custom new construction home, offering approximately 4,300 square feet of refined living space. Meticulously designed for modern living, this residence blends high-end finishes, energy efficiency, and elevated style throughout. The open-concept main level features 10-foot ceilings, 4-inch wide white oak hardwood floors, and

  Emilia Crespo RCI Realty LLC

  2638 W Superior St, Chicago, IL 60612
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  /70

  $1,599,900 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  529 N Hartland Ct, Chicago, IL 60622

  This stunning new construction custom home is truly one-of-a-kind-not just on its block, but across the entire neighborhood. Featuring a striking exterior design that looks as if it belongs on the pages of an architectural design magazine, this home immediately stands apart. Its most rare feature is a full third floor with a private rooftop deck and breathtaking Chicago skyline views, a

  Svitlana Creadon Compass

  529 N Hartland Ct, Chicago, IL 60622
• 

  /2

  $1,599,000

  • 3 Beds
  • 3.5 Baths

  1455 W Melrose St Unit PH, Chicago, IL 60657

  **NEW CONSTRUCTION DUPLEX UP PENTHOUSE. Welcome to 1455 W. Melrose St. ***DELIVERING MAY 2026***This INTIMATE all masonry luxury new construction 2-unit building is Located in the heart of THE Southport corridor. This incredible 3 bed 3.1 bath PENTHOUSE DUPLEX-UP home with FULLY PAVED AND BUILT OUT PRIVATE ROOF TERRACE. Built with luxury transitional finishes, A spacious open floor plan, a

  Sam Jenkins Jameson Sotheby's Intl Realty

  1455 W Melrose St Unit PH, Chicago, IL 60657
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  /33

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 2,785 Sq Ft

  1313 N Ritchie Ct Unit 2701, Chicago, IL 60610

  This Penthouse home is the Crown Jewel of Ritchie Court. Located in the most premier Gold Coast location featuring stunning Lake Views to the East, sparkling City Views to the South and sensational Sunset Views to the West. Designer inspired, luxurious home offers an expansive floor plan with generous room sizes and sophisticated contemporary finishes. Perfect for entertaining, family life and

  Kimberly Gleeson Baird & Warner

  1313 N Ritchie Ct Unit 2701, Chicago, IL 60610
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  /40

  $1,595,000

  • 2 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  401 N Wabash Ave Unit 73F, Chicago, IL 60611

  Welcome to one of the most coveted tiers at the iconic Trump Tower Chicago. Situated on the 73rd floor, this extraordinary residence commands breathtaking, unobstructed views in the three most desirable directions, east, south, and north. Through soaring 10-foot floor-to-ceiling windows, every room is framed by Chicago's most dramatic skyline, with panoramic vistas of the lake, river, and city

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 73F, Chicago, IL 60611
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  /10

  $1,570,000

  3011 W 87th St, Evergreen Park, IL 60805

  16 Unit Building. This asset is comprised of 15 (1) bed units and (1) studio unit. Opportunity to raise rents. 8 of the units have been updated. California style building with on site laundry. 10 car parking in back plus street parking.

  Neil Gates Chase Real Estate LLC

  3011 W 87th St, Evergreen Park, IL 60805
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  /5

  $1,570,000

  • 3 Beds
  • 4 Baths

  1631 N Halsted St, Chicago, IL 60614

  Located at 1631 N Halsted, this 3 unit, 5658 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1631 N Halsted St, Chicago, IL 60614
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  /30

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  211 N Harbor Dr Unit 2502, Chicago, IL 60601

  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,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 2502, Chicago, IL 60601
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  /57

  $1,550,000

  • 3 Beds
  • 3.5 Baths
  • 2,170 Sq Ft

  10 E Delaware Place Unit 18E, Chicago, IL 60611

  Experience the epitome of luxury living in the coveted Gold Coast neighborhood, just steps away from the Magnificent Mile, Lake Michigan, high-end shopping and fine dining. Designed by renowned architect Lucien Lagrange, this exquisite condominium combines modern comforts with classic European elegance. Impeccable appointments include Nest Home Control, upgraded Poggenpohl cabinetry, Sonos Sound

  Jonathan Missirlian eXp Realty

  10 E Delaware Place Unit 18E, Chicago, IL 60611
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  /39

  $1,525,000

  • 3 Beds
  • 3 Baths
  • 2,043 Sq Ft

  18 N Carpenter St Unit PHN, Chicago, IL 60607

  Stunning skyline views, refined design, and sleek modern features define this quintessential West Loop penthouse. Step directly into your home via a private elevator and discover a dramatic residence with soaring 22-foot ceilings and floor-to-ceiling windows that frame sweeping vistas of Willis Tower and downtown Chicago. The living room is a showpiece, enhanced with high-end lighting, custom

  Carrie McCormick @properties Christie's International Real Estate

  18 N Carpenter St Unit PHN, Chicago, IL 60607
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  /39

  $1,500,000

  • Land
  • 0.35 Acre
  • $4,285,714 per Acre

  2948 N Narragansett Ave, Chicago, IL 60634

  Presenting a rare dual-parcel opportunity in Chicago's Montclare neighborhood, offering both a fully renovated two-unit residential income property and a high-visibility corner commercial site, creating a combined land assemblage of approximately 15,000+ square feet with 120 feet of frontage on Narragansett Avenue. Residential Income Property (Two-Unit Building) Originally constructed in 1920,

  

  Cecil Sabu

  ALLURE Real Estate

  (312) 313-3743

  2948 N Narragansett Ave, Chicago, IL 60634
• 

  

  /76

  $1,500,000

  • 3 Beds
  • 3.5 Baths
  • 2,743 Sq Ft

  155 N Harbor Dr Unit 3301-3302-3314, Chicago, IL 60601

  Enjoy south, east & west views all day from the 33rd floor at Harbor Point! Bright, sunny & large 3 bed/3.5 bath offers spacious living, panoramic views, and modern updates. This rare triple combined unit and thoughtful floor plan is what makes this meticulously cared for home so unique. Pristine flooring and built-in shelving throughout the unit, along with a flexible open layout and generous

  Christina Riordan Gold Coast Realty Chicago

  155 N Harbor Dr Unit 3301-3302-3314, Chicago, IL 60601
• 

  

  /17

  $1,500,000

  2454 N Nordica Ave, Chicago, IL 60707

  This extraordinary rental investment opportunity features six 2-bedroom, 1-bath units, two 1-bedroom, 1-bath units, and a SEPARATE, FREE STANDING 2-BEDROOM, 1.1 BATH SINGLE FAMILY HOME with full basement and two-car garage on the same property PIN number. This classic red brick building is located in the desirable Montclare neighborhood, just blocks from Metra, shopping, restaurants, and

  Joseph Woodbury Baird & Warner

  2454 N Nordica Ave, Chicago, IL 60707

Showing Results 241 - 280, Page 7 of 18