Luxury Homes for Sale in Chicago, IL

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  /52

  $2,875,000

  $320K PRICE DROP Pending

  • 5 Beds
  • 4.5 Baths

  1816 N Hudson Ave, Chicago, IL 60614

  This 5-bedroom, 4.1 bath residence is move in ready offering exceptional entertaining space and meticulous updates throughout the home. Ideally situated on one of the most sought after blocks in prestigious East Lincoln Park. This home showcases refined architectural details and high-end finishes throughout, reflecting an uncompromising attention to detail. The fabulous gourmet kitchen features

  Rosalie Lemperis Coldwell Banker Realty

  1816 N Hudson Ave, Chicago, IL 60614
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  /40

  $2,850,000

  • 5 Beds
  • 4.5 Baths
  • 3,767 Sq Ft

  6 N Carpenter St Unit 5B, Chicago, IL 60607

  Style, Substance, & Location offered in this enormous light filled 1/2 floor residence. Stunning skyline views and 2 huge, covered terraces. Residence 5B is a thoughtfully upgraded home with private elevator entry, 5 large suites (3 ensuite baths and 2 with shared jack & jill bath), 2 distinct offices, large family room, separate library area, massive living/dining/kitchen great room all sharing

  Craig Faust @properties Christie's International Real Estate

  6 N Carpenter St Unit 5B, Chicago, IL 60607
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  /33

  $2,850,000

  • 2 Beds
  • 2.5 Baths
  • 4,100 Sq Ft

  1540 N Lake Shore Dr Unit 8N, Chicago, IL 60610

  Welcome to the iconic 1540 N Lake Shore Drive building impeccably located facing Lake Michigan at North Avenue Beach and adjacent to Lincoln Park. A perfect balance of incredible new luxury finishes and restored original details - every inch of this home has been thoughtfully reimagined, redesigned, and restored in 2023. Upon entering the gracious lobby, full time staff will escort you to your

  Carrie McCormick @properties Christie's International Real Estate

  1540 N Lake Shore Dr Unit 8N, Chicago, IL 60610
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  /13

  $2,850,000

  • 6,528 Sq Ft

  2120 W Belmont Ave, Chicago, IL 60618

  Fully renovated 6-unit mixed-use building located in the highly desirable Roscoe Village neighborhood. The property underwent a complete gut renovation and reconfiguration in 2020, creating modern layouts with king-sized bedrooms, added closet space, and sleek contemporary finishes throughout. Designed for low maintenance and strong tenant appeal, the building offers a stable monthly rent roll

  Helen Bailey Pioneer Realty Group LLC

  2120 W Belmont Ave, Chicago, IL 60618
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  /16

  $2,850,000

  New Construction

  • 3 Beds
  • 3.5 Baths

  224 N Elizabeth St Unit T2-7A, Chicago, IL 60607

  Fulton Bond is not just an address; it is a permanent mark on Chicago's skyline. Crafted by the visionary architects at Kohn Pedersen Fox, with bespoke interiors by MAWD | March and White Design, this collaborative masterpiece by Sulo Development bridges Fulton Market's industrial grit with the peak of modern refinement. Every monumental arch, clean line, and tailored finish honors the storied

  Tim Sheahan Compass

  224 N Elizabeth St Unit T2-7A, Chicago, IL 60607
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  /60

  $2,849,000

  Pre-Foreclosure

  • 5 Beds
  • 4.5 Baths
  • 6,806 Sq Ft

  652 W Sheridan Rd, Chicago, IL 60613

  Nestled in leafy East Lakeview is this iconic 5 BR/4.1 BA Chicago Greystone on a massive 35' x 167.5' lot, with over 6,800 sq. ft. of finished living space. This home is essentially new construction inside of a vintage envelope. During its extensive 2016 gut renovation, no detail was overlooked, nor expense spared. Thoughtfulness, craftsmanship and innovation were at the fore. New Marvin windows

  Alex Wolking Keller Williams ONEChicago

  652 W Sheridan Rd, Chicago, IL 60613
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  /10

  $2,800,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  2468 N Orchard St Unit 3, Chicago, IL 60614

  Welcome to 2468 N Orchard LAST OPPORTUNITY!!! **UNDER CONSTRUCTION MARCH 2027 DELIVERY** A boutique four-residence ELEVATOR building blending historic Lincoln Park character with sophisticated modern design. The FULL-FLOOR SIMPLEX residences offer exceptional scale rarely found in condominium living, including a remarkable 50' EXTRA-WIDE LIVING SPACE! That's nearly half the length of an Olympic

  Eugene Fu @properties Christie's International Real Estate

  2468 N Orchard St Unit 3, Chicago, IL 60614
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  /54

  $2,800,000

  New Construction Pending

  • 6 Beds
  • 6 Baths
  • 4,080 Sq Ft

  1442 W Fletcher St, Chicago, IL 60657

  Just Completed! Heart of Lake View New Construction Single Family Home in Burley School District. Luxurious property with great curb appeal with light brick facade and limestone accents and black, European windows. Spacious, open floor plan with very super high ceilings throughout, kitchen with custom cabinets with quartz counters and backsplash, huge island, high end appliance package, custom

  Beata Gaska @properties Christie's International Real Estate

  1442 W Fletcher St, Chicago, IL 60657
• 

  /2

  $2,800,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft

  340 E Randolph St Unit 4903, Chicago, IL 60601

  Extremely rare four bedroom in Lakeshore East's Prized 340 on the Park. Residence 4903 is a floor plan that only exists on floors 44 through 56. Sprawling 2,750 square feet, Residence 4903 is a 4/3.1, all south facing residence with permanent and unobstructed views of the very best representation of Chicago including Lake Michigan, Maggie Daley, Grant and Millennium Parks, Chicago Skyline of

  Nicholas Colagiovanni Baird & Warner

  340 E Randolph St Unit 4903, Chicago, IL 60601
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  /31

  $2,799,000

  New Construction Pending

  • 6 Beds
  • 6 Baths
  • 4,500 Sq Ft

  2228 N Southport Ave, Chicago, IL 60614

  Spectacular new construction home on a 25' x 128' oversized lot in the heart of Lincoln Park and an easy walk to Oscar Meyer! An easy walk to multiple retail corridors, this home is the perfect combination of high end, designer finishes and an open, functional floor plan. The main level boasts a stunning custom kitchen with professional grade appliances including integrated side by side fridge /

  Jeffrey Lowe Compass

  2228 N Southport Ave, Chicago, IL 60614
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  /36

  $2,789,000

  $210K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,505 Sq Ft

  435 N Michigan Ave Unit 2004, Chicago, IL 60611

  Located in the iconic and highly coveted Tribune Tower, this spectacular 20th-floor residence features one of the most unique and desirable floor plans in the entire building. This rare duplex offers an exceptional blend of historic architectural character and sophisticated modern luxury. The dramatic two-story living and dining room serves as the heart of the home, showcasing soaring 20-foot

  Ryan Smith Smith Partners & Associates

  435 N Michigan Ave Unit 2004, Chicago, IL 60611
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  /44

  $2,775,000

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

  333 W Hubbard St Unit 701, Chicago, IL 60654

  Some homes have outdoor space, this home has an outdoor lifestyle! A private escape above the city, this penthouse-level corner developer's residence offers approximately 3,200 square feet of beautifully renovated living space and nearly 1,800 square feet of extraordinary private outdoor living. Stretching an impressive 88 feet along the entire length of the home, the terrace is more than outdoor

  Carrie McCormick @properties Christie's International Real Estate

  333 W Hubbard St Unit 701, Chicago, IL 60654
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  /48

  $2,750,000

  $250K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 7,000 Sq Ft

  2733 N Pulaski Rd, Chicago, IL 60647

  Explore the unmatched elegance of 2733 N Pulaski Road, where HGTV's Alison Victoria has transformed a historic bowtruss building into a Parisian-inspired live-work sanctuary in Logan Square West. Its discreet facade belies the opulent 7,000+ square feet of living space within. From the street, your first enter a dedicated work haven with its own bedroom/separate office and full bathroom, offering

  Vincent Anzalone Baird & Warner

  2733 N Pulaski Rd, Chicago, IL 60647
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  /8

  $2,750,000

  • 5 Beds
  • 3 Baths
  • 7,500 Sq Ft

  1962 N Bissell St, Chicago, IL 60614

  Chris Katsulis THE NAV AGENCY

  1962 N Bissell St, Chicago, IL 60614
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  /8

  $2,750,000

  $550K PRICE INCREASE

  • Land
  • 0 Sq Ft

  2429-2431 W Fullerton Ave, Chicago, IL 60647

  Aaron Anovitz ANOVITZ ASSOCIATES INC

  2429-2431 W Fullerton Ave, Chicago, IL 60647
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  /16

  $2,750,000

  New Construction Pending

  • 2 Beds
  • 2.5 Baths

  224 N Elizabeth St Unit T1-15B, Chicago, IL 60607

  SOLD BEFORE PRINT | Fulton Bond is not just an address; it is a permanent mark on Chicago's skyline. Crafted by the visionary architects at Kohn Pedersen Fox, with bespoke interiors by MAWD | March and White Design, this collaborative masterpiece by Sulo Development bridges Fulton Market's industrial grit with the peak of modern refinement. Every monumental arch, clean line, and tailored finish

  Mark Icuss Compass

  224 N Elizabeth St Unit T1-15B, Chicago, IL 60607
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  /4

  $2,729,000

  1209 W Madison St, Chicago, IL 60607

  1209 E. Madison Park and 1210 E. Hyde Park Blvd. are two back-to-back 4-unit buildings with 8 units, 37 bedrooms, and 19 bathrooms on the border of Hyde Park and Kenwood. Unit sizes are exceptional for the submarket: four and five-bedroom layouts averaging 1,800 square feet with in-unit laundry, renovated kitchens and baths, and original vintage detail throughout. The property is fully occupied,

  Steven Rapoport Chicago Real Estate Resources

  1209 W Madison St, Chicago, IL 60607
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  /30

  $2,699,000

  New Construction

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  3714 N Claremont Ave, Chicago, IL 60618

  Coming Soon- Exceptional New Construction in the Bell School District. Situated on an extra-wide 30 -foot lot.This stunning home offers outstanding craftsmanship , thoughtful design ,and luxury finishes throughout. The showpiece custom walnut kitchen is outfitted with top-of the lineSub-Zero and Wolf appliances ,quartzite countertops ,and a spacious walk-in pantry. Covered deck directly off the

  Dorota Krajewska Infiniti Properties, Inc.

  3714 N Claremont Ave, Chicago, IL 60618
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  /18

  $2,699,000

  New Construction

  • 6 Beds
  • 6 Baths

  2429 N Rockwell St, Chicago, IL 60647

  NEW CONSTRUCTION 6 BEDROOM/5 BATHROOM/1 HALF-BATH SINGLE FAMILY HOME ON AN EXTRA-WIDE, 37' LOT COMING SOON TO A GREAT PART OF LOGAN SQUARE. HOME FEATURES MASSIVE LIVING AREAS, BUTLERS PANTRY, AND KITCHEN WITH LARGE DEDICATED EATING AREA. 4 BEDROOMS UPSTAIRS INCLUDING PRIMARY SUITE WITH TWO WALK-IN CLOSETS AND BATHROOM WITH OVERSIZED SHOWER AND SEPARATE SOAKING TUB. LOWER LEVEL HOUSES 2 BEDROOMS,

  William Goldberg Fulton Grace Realty

  2429 N Rockwell St, Chicago, IL 60647
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  /44

  $2,690,000

  $110K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,948 Sq Ft

  401 N Wabash Ave Unit 43A, Chicago, IL 60611

  43A - Rarely Available Premier Residence - Very rarely available, this exceptional 4,000 sq ft residence is one of only 9 units in the building with this highly sought-after floor plan. The home offers 3 bedrooms, 4.5 bathrooms, a separate den, and an oversized media room. A gracious foyer opens into a sun-filled living and dining area, framed by dramatic floor-to-ceiling windows with sweeping,

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 43A, Chicago, IL 60611
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  /35

  $2,675,000

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

  45 E Cedar St Unit 200, Chicago, IL 60611

  As featured in Crain's Business, see this spectacular 1200 square foot flower garden Terrace luxury Condominium in the heart of the Gold Coast. Your private elevator opens into the elegant foyer leading into an open 10' high ceilings walling into the living and dining room with gas log fireplace with custom built-in bookcases surrounding the fireplace. Custom De Gillio cream kitchen cabinets.

  Meladee Hughes Baird & Warner

  45 E Cedar St Unit 200, Chicago, IL 60611
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  /38

  $2,665,000

  Pending

  • 4,500 Sq Ft

  2028 N Oakley Ave, Chicago, IL 60647

  Rare opportunity to own a well-maintained 6-unit apartment building in the heart of Bucktown. This property features a desirable unit mix that appeals to a wide range of renters. It's comprised of two separate buildings that share a party wall. Each has a separate PIN and three apartments. Could be purchased as a single entity or divided. The building was recently renovated in April 2026 and

  Niko Apostal Essex 312, LLC

  2028 N Oakley Ave, Chicago, IL 60647
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  /9

  $2,610,000

  $90K PRICE DROP

  1246 N Artesian Ave, Chicago, IL 60622

  CRER is proud to exclusively present 1246 N Artesian Ave, a fully gut-renovated 8-unit multifamily asset located in the heart of Chicago's premier West Town neighborhood. This turnkey building features a highly desirable unit mix of predominantly 2-bedroom apartments, each outfitted with modern finishes, updated layouts, and secure digital entry systems, all set on a quiet, tree-lined street. The

  Ian Luscombe Chicago Real Estate Resources

  1246 N Artesian Ave, Chicago, IL 60622
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  /34

  $2,600,000

  • 4 Beds
  • 3 Baths
  • 3,437 Sq Ft

  225 N Columbus Dr Unit 8006, Chicago, IL 60601

  Penthouse Level-Outdoor Space: Experience breathtaking views of the lake and city from an 80th-floor penthouse in Chicago's iconic Aqua Tower. Designed by award-winning architect Jeanne Gang, the building features distinctive, gently rippling balconies that give the skyscraper its signature sculptural form. This deluxe penthouse in Chicago's Lakeshore East - New Eastside rises to the 80th floor,

  Alexis Eldorrado Eldorrado Chicago Real Estate

  225 N Columbus Dr Unit 8006, Chicago, IL 60601
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  /7

  $2,600,000

  11027 S King Dr, Chicago, IL 60628

  11027-11035 S King Dr. offers a rare scale opportunity on a prominent South Side corridor, combining meaningful square footage with efficient day-to-day operations. The property spans approximately 25,000 SF supported by a tenant base composed primarily of voucher tenants. This is a rare inventory profile in today's market, where comparable opportunities trade infrequently.

  Brian Mond 33 Realty

  11027 S King Dr, Chicago, IL 60628
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  /2

  $2,600,000

  New Construction Pending

  • 6 Beds
  • 4.5 Baths
  • 4,600 Sq Ft

  3738 N Leavitt St, Chicago, IL 60618

  Sold before print

  Janusz Luterek Negotiable Realty Services, In

  3738 N Leavitt St, Chicago, IL 60618
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  /57

  $2,599,000

  • 4 Beds
  • 4.5 Baths
  • 5,363 Sq Ft

  1246 N Marion Ct, Chicago, IL 60622

  Completed in 2023, this exceptional single-family home combines sophisticated modern design, thoughtfully curated interiors and an impressive collection of private outdoor spaces. With 4 bedrooms, 4.5 baths, expansive living and entertaining spaces, a heated attached two-car garage and fully built-out rooftop, 1246 N. Marion offers a distinctive combination of space, design and indoor-outdoor

  Joanna Olszynska Compass

  1246 N Marion Ct, Chicago, IL 60622
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  /49

  $2,599,000

  • 4 Beds
  • 3.5 Baths
  • 5,046 Sq Ft

  2039 N Humboldt Blvd, Chicago, IL 60647

  Stunning architectural masterpiece by Wheeler Kearns on coveted, tree-lined Humboldt Boulevard. Situated on an oversized 35' x 153' corner lot, this exceptional 4 BD, 3.1BA SFH was gutted to the studs in 2019 to seamlessly blend luxe, contemporary design with smart home technology in 5,000+ square feet on 3 levels. The sun-drenched main level welcomes you with high ceilings, a linear gas

  Sharon Gillman Compass

  2039 N Humboldt Blvd, Chicago, IL 60647
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  /61

  $2,595,000

  • 3 Beds
  • 4 Baths
  • 3,437 Sq Ft

  401 N Wabash Ave Unit 38A, Chicago, IL 60611

  Let me know A truly exceptional 3,500 square foot residence, Unit 38A follows the graceful eastern curve of Trump Tower, showcasing breathtaking panoramic lake and river views through more than 60 feet of floor to ceiling windows over looking Chicago River and lake . Beautifully and stylishly remodeled with sophisticated finishes and custom motorized shades throughout, this expansive two bedroom

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 38A, Chicago, IL 60611
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  /33

  $2,595,000

  • 4,347 Sq Ft

  1840 W Augusta Blvd, Chicago, IL 60622

  Beautiful, gut-renovated legal 8-unit building in excellent Wicker Park location. All units are 1br/1ba with high-end, tastefully designed finishes, massive walk-in closets, Central Heat/AC, and in-unit laundry. 2F and 3F both feature additional front offices off of the living room. All updated electric and copper plumbing. The entire building has been updated into the 21st century while still

  Reed Meyer Lease312INC

  1840 W Augusta Blvd, Chicago, IL 60622
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  /77

  $2,595,000

  $300K PRICE DROP

  • 7 Beds
  • 6.5 Baths
  • 7,000 Sq Ft

  5235 S University Ave, Chicago, IL 60615

  Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and approximately a 10 minute

  

  Shirley Walker

  Berkshire Hathaway HomeServices Chicago

  5235 S University Ave, Chicago, IL 60615
• 

  

  /23

  $2,575,000

  • 7,235 Sq Ft

  1334 W 18th Place, Chicago, IL 60608

  1334 W. 18th Pl. is an 11-unit multifamily asset in the heart of Pilsen. A 3-story front building with loft space and a detached coach house deliver a diverse mix of 1, 2, and 3-bedroom units. Renovated in 2016, the masonry property is professionally managed and fully occupied with staggered lease expirations through 2027. Every unit features in-unit laundry, central A/C, and its own gas

  Matthew Fritzshall Triton Realty Group LLC

  1334 W 18th Place, Chicago, IL 60608
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  /49

  $2,535,000

  $145K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,577 Sq Ft

  363 E Wacker Dr Unit 2708, Chicago, IL 60601

  The Height of Sophistication at St. Regis Residences. Experience a masterclass in urban elegance in this sprawling 3-bedroom plus den, 2.5-bathroom corner residence. Perfectly situated in Lakeshore East, this bespoke home offers a front-row seat to Chicago's most iconic vistas, with sweeping Northeast views of the river and the city skyline.One of the largest floor plans in the same tier. Refined

  

  Kristine Chen Frost

  Compass

  363 E Wacker Dr Unit 2708, Chicago, IL 60601
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  /39

  $2,500,000

  • 4 Beds
  • 5 Baths
  • 3,427 Sq Ft

  220 S Green St Unit 4S, Chicago, IL 60607

  A true West Loop penthouse with exceptional private outdoor space, this spectacular top-floor duplex offers more than 3,400 square feet of luxury living and an expansive walk-out terrace designed for entertaining. Set within an intimate eight-unit boutique elevator building, the residence combines the privacy and scale of a single-family home with the convenience of sophisticated condominium

  Carrie McCormick @properties Christie's International Real Estate

  220 S Green St Unit 4S, Chicago, IL 60607
• 

  

  /13

  $2,500,000

  • Land
  • 1.72 Acres
  • $1,453,488 per Acre

  4743 S Washtenaw Ave, Chicago, IL 60632

  An exceptional opportunity to acquire approximately 75,000 square feet (1.72 acres) of strategically located development land in Chicago's Brighton Park neighborhood. This highly visible infill site offers tremendous potential for investors, developers, owner-users, and those seeking a well-positioned asset in one of Chicago's established growth corridors. The site was previously approved by the

  Erika Villegas Re/Max In The Village

  4743 S Washtenaw Ave, Chicago, IL 60632
• 

  

  /14

  $2,500,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  1282 W Washington Blvd Unit 3B, Chicago, IL 60607

  **8 of 16 Homes PRE-SOLD before the MLS!** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than any

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit 3B, Chicago, IL 60607
• 

  

  /53

  $2,500,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  2424 N Burling St, Chicago, IL 60614

  Incredible opportunity for a 5 bedroom/4.5 bath home on picturesque Burling street. Home features hardwood flooring throughout, high ceilings, a newly renovated open concept kitchen/family room with custom cabinetry, Sub Zero and Wolf appliances, fridge drawers and large island. Family room leads to deck and additional garage rooftop deck for seamless entertaining. The sweeping open staircase

  Caroline Chambers Jameson Sotheby's Intl Realty

  2424 N Burling St, Chicago, IL 60614
• 

  

  /10

  $2,500,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 2,954 Sq Ft

  1282 W Washington Blvd Unit PHD, Chicago, IL 60607

  **12 of 16 Homes Pre-Sold Before Public Launch!** 1282 Washington is an exclusive collection of 16 single-level residences in the peaceful West Loop, just 2-3 blocks from Skinner West Elementary, Whitney Young High School, Skinner Park, and the dog park. The elegant masonry design features stunning residences that will offer more bedrooms, more bathrooms, more offices, and more living spaces than

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  1282 W Washington Blvd Unit PHD, Chicago, IL 60607
• 

  

  /80

  $2,500,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 3,113 Sq Ft

  435 N Michigan Ave Unit 1008, Chicago, IL 60611

  Welcome to life at Tribune Tower, one of Chicago's most iconic and sought-after addresses, where timeless architecture meets effortless luxury. This stunning corner residence offers over 3,100 square feet with 3 bedrooms, 3.1 baths, soaring windows that fill every room with natural light, wide-plank hardwood floors, and sophisticated finishes throughout. The expansive living room with a gas

  Dan Mercurio Compass

  435 N Michigan Ave Unit 1008, Chicago, IL 60611
• 

  

  /10

  $2,500,000

  Pending

  • 3 Beds
  • 3.5 Baths
  • 2,563 Sq Ft

  1447 N Dearborn St Unit 3S, Chicago, IL 60610

  Eight new construction, exclusive, full-floor residences offer a refined lifestyle that blends eclectic interiors with unparalleled luxury and an estimated delivery date of 12 months. Discover an extraordinary opportunity to live boldly at 1447 N. Dearborn, an enduring Gold Coast icon. Nestled on a quiet street, these residences overlook treelined and courtyard views, offering a sense of peace in

  Carrie McCormick @properties Christie's International Real Estate

  1447 N Dearborn St Unit 3S, Chicago, IL 60610

Showing Results 161 - 200, Page 5 of 18