Luxury Homes for Sale in Chicago, IL

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  /76

  $1,899,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,427 Sq Ft

  363 E Wacker Dr Unit 1402, Chicago, IL 60601

  Experience la dolce vita at architectural masterpiece envisioned by world-renowned architect Jeanne Gang, St Regis Chicago. Enjoy breathtaking city skyline, lake Michigan and Chicago river views from floor to ceiling windows at three bedroom two baths 2427 Sf home. Snaidero cabinetry, Gaggenau and Thermador appliances, hardwood flooring, Kallista plumbing. Residents state-of-the-art amenities

  Joanna Olszynska Compass

  363 E Wacker Dr Unit 1402, Chicago, IL 60601
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  /48

  $1,895,000

  • 3 Beds
  • 3.5 Baths
  • 2,940 Sq Ft

  77 E Walton St Unit 24D, Chicago, IL 60611

  Perched high above the Gold Coast, this exceptional residence offers nearly 3,000 square feet of sophisticated living with sweeping city views and access to the renowned Four Seasons Hotel Chicago amenities and services. Located on the 24th floor, this rarely available pristine three-bedroom, three-and-a-half-bath home features expansive entertaining spaces, floor-to-ceiling windows, custom

  Tim Salm Jameson Sotheby's Intl Realty

  77 E Walton St Unit 24D, Chicago, IL 60611
• 

  

  

  /43

  $1,895,000

  Pending

  • 3 Beds
  • 3.5 Baths

  340 E Randolph St Unit 1701, Chicago, IL 60601

  Spectacular Lake Shore East living at 340 on the Park. Enjoy beautiful, unobstructed and protected views of the skyline, Lake Michigan, Monroe Harbor, Millennium Park, and Grant Park from this corner three-bedroom, three-and-a-half-bath residence. Each bedroom features an ensuite bath, including a spacious primary suite with a custom built-out closet. The home offers a contemporary open floor

  Millie Rosenbloom Baird & Warner

  340 E Randolph St Unit 1701, Chicago, IL 60601
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  /26

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 2,155 Sq Ft

  363 E Wacker Dr Unit 2802, Chicago, IL 60601

  Lakeshore East's highest standard of living offered at the St. Regis with all of the hotel amenities and two award winner and exclusively rated restaurants, Tre Dita and Miru within the building. This tower offers floor to ceiling glass curtain walls recessed terraces and stunning, unobstructed views of Lake Michigan, Navy Pier glorious fireworks shows, and the north end's city scape, Chicago

  Vickie Liu Baird & Warner

  363 E Wacker Dr Unit 2802, Chicago, IL 60601
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  /34

  $1,875,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  1340 W Chestnut St Unit 401, Chicago, IL 60642

  Premier new construction boutique elevator building overlooking Eckhart Park with sprawling 4200 sf floor plan all on one level making it an amazing single family home alternative. Residence 401 is the best unit in the building with an unprecedented 53 ft width, sunny southern and eastern exposure with dramatic skyline views, ideal corner unit layout with 4 bedroom + den + family room, 4.5

  Jeffrey Lowe Compass

  1340 W Chestnut St Unit 401, Chicago, IL 60642
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  /27

  $1,875,000

  New Construction

  • 5 Beds
  • 4 Baths

  3923 N Janssen Ave Unit 1E, Chicago, IL 60613

  New construction 5BR / 4BA duplex-down in a great part of Lakeview, offering single-family-style living with high-end finishes throughout. The main level features an open-concept living and dining space and a chef's kitchen with custom cabinetry, walk-in pantry, Sub-Zero & Wolf appliances, and oversized island. Enjoy a separate wet bar area with beverage center outdoor living with a massive

  William Goldberg Fulton Grace Realty

  3923 N Janssen Ave Unit 1E, Chicago, IL 60613
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  /9

  $1,875,000

  $75K PRICE DROP Pending

  2153 E 87th St, Chicago, IL 60617

  Proud to present 2153 E. 87th, an 18 unit courtyard building located in a desirable neighborhoods of Avalon Park/Calumet Heights. Unit mix consists of (6) 2bd 1ba's and (12) 1bd 1ba's. Building improvements include new tear off shingle roof with insulated roof cavity and new gutters and downspouts (2020), insulated hot water pipes (2020), two modulating high-end efficient radiant heat boilers

  Luke Wojcik Triton Realty Group LLC

  2153 E 87th St, Chicago, IL 60617
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  /45

  $1,875,000

  Pending

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

  1518 N Park Ave, Chicago, IL 60610

  This home has it all! Great Old Town location with two car garage. Owner upgraded all windows. Huge storage area over garage. Custom built multi purpose room with a wet bar on top floor with outdoor deck! outdoor court yard on main level---must see!

  Jim Kinney Baird & Warner

  1518 N Park Ave, Chicago, IL 60610
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  /59

  $1,865,000

  Pending

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

  2600 N Lakeview Ave Unit 9B, Chicago, IL 60614

  From the moment you enter The Marlborough's beautifully restored lobby, this rarely available top-floor 3,500+ sq. ft. southeast corner penthouse sets an elevated tone. Designed in 1912 by Chicago architect Robert DeGoyler, The Marlborough is a classic Beaux-Arts building overlooking Lincoln Park and the lake-offering a rare "New York Central Park" feel in the heart of the city. Private

  Deborah Ballis Compass

  2600 N Lakeview Ave Unit 9B, Chicago, IL 60614
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  /30

  $1,850,000

  • 3 Beds
  • 3.5 Baths
  • 3,503 Sq Ft

  1035 N Dearborn St Unit 19, Chicago, IL 60610

  Step into elevated city living with this exceptional full-floor contemporary residence in the heart of Chicago's coveted Gold Coast. A private elevator opens directly into your home, welcoming you with a grand gallery foyer that sets the tone for the expansive, light-filled living space beyond-lined with windows and designed for both everyday comfort and elegant entertaining. At the center of the

  Monica Canellis Jameson Sotheby's Intl Realty

  1035 N Dearborn St Unit 19, Chicago, IL 60610
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  /52

  $1,850,000

  • 2 Beds
  • 2.5 Baths
  • 2,446 Sq Ft

  363 E Wacker Dr Unit 2709, Chicago, IL 60601

  Iconic Southeast Corner Sanctuary at the St. Regis Chicago Rising above the city on a coveted corner tier, this sprawling 2,400+ SF residence offers a masterclass in urban elegance. Floor to ceiling glass wraps every room, providing an uninterrupted, 180 degree gallery of Lake Michigan, Millennium Park, and Navy Pier. Exquisite Design & Bespoke Upgrades: Curated by world renowned Hirsch Bedner

  

  Kristine Chen Frost

  Compass

  (872) 260-3777

  363 E Wacker Dr Unit 2709, Chicago, IL 60601
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  /46

  $1,850,000

  $50K PRICE DROP

  • 8 Beds
  • 6 Baths

  1053 N Damen Ave, Chicago, IL 60622

  Completely rehabbed in 2022. Brick 2-flat plus a fantastic updated coach house above a 2-car garage. The owner's duplex-down features 4 bedrooms and 3.5 bathrooms. High end finishes and vintage touches throughout. The large kitchen with an island opens up to a living/dining area with a fireplace. Gorgeous powder room off the main living area with a vessel sink and venetian plaster wall. En-suite

  Lucas Blahnik @properties Christie's International Real Estate

  1053 N Damen Ave, Chicago, IL 60622
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  /41

  $1,850,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 4,800 Sq Ft

  Unlisted Address

  Your search is over! Exquisite, highly upgraded and impeccably maintained custom-built solid brick and limestone home, on serene tree-lined, one-way street, in fantastic walk-to-everything location in the heart of Roscoe Village. Features great light, spacious rooms, an open layout, a thoughtful floor plan ideal for family living and entertaining, and stunning high-end finishes throughout.

  Ian Schwartz Coldwell Banker Realty

  Unlisted Address
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  /7

  $1,850,000

  New Construction Pending

  • 3 Beds
  • 3 Baths

  Chicago, IL 60614

  SOLD BEFORE PRINT. Beautifully designed residence on a quiet, tree-lined street in a great part of Lincoln Park. Take the ELEVATOR to this spacious home which offers a wide, open-concept living and dining area filled with natural light-ideal for both everyday living and entertaining. The well-appointed kitchen features generous cabinetry, ample counter space, and an island with seating,

  William Goldberg Fulton Grace Realty

  Chicago, IL 60614
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  /32

  $1,849,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,874 Sq Ft

  118 E Erie St Unit 27G, Chicago, IL 60611

  Experience refined luxury living at The Ritz-Carlton Residences in this beautifully appointed 3-bedroom, 2.1 bath home spanning an expansive, light-filled layout. Perfectly capturing both sunrise and sunset, two private balconies showcase sweeping views of Lake Michigan and the downtown skyline. The residence features a DeGiulio chef's kitchen with marble countertops and backsplash,

  Jacqueline Luxem @properties Christie's International Real Estate

  118 E Erie St Unit 27G, Chicago, IL 60611
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  /8

  $1,849,000

  2616 N Marshfield Ave, Chicago, IL 60614

  A rare offering in a great East Lincoln Park location, 2616 N Marshfield is a fully occupied five-unit building consisting of four spacious 3-bedroom, 2-bath duplexes plus a separate coach house unit. These units consistently attract long-term tenants, and the building has a strong history of low vacancy. Each unit features thoughtful layouts, great natural light, and a blend of vintage character

  Alex Anderson The Apartment Source

  2616 N Marshfield Ave, Chicago, IL 60614
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  /49

  $1,849,000

  • 6 Beds
  • 4.5 Baths
  • 4,700 Sq Ft

  4801 S Kimbark Ave, Chicago, IL 60615

  First time on the market in over 25 years, this amazing 3-story, 5000 sq ft Queen Anne home offers 6 spacious bedrooms and 4.5 baths in a prized location on one of the most coveted blocks in the South Kenwood Historic Landmark District. Built in 1891 by the well-regarded firm of Patton & Fisher, it is sheathed in beautiful New York red slate, in a distinctive fish-scale pattern, above an imposing

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  4801 S Kimbark Ave, Chicago, IL 60615
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  /10

  $1,849,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2821 N Orchard St Unit 4, Chicago, IL 60657

  Coming Fall 2026 - The Condo That Redefines "Wow"! Welcome to your future lifestyle upgrade-a sleek, serene and sophisticated 3-bedroom, 2-bath luxury condo that's as smart as it is stunning. Currently under construction and slated for a grand debut in late August of 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a built-in

  Anam Hargey Real Broker LLC

  2821 N Orchard St Unit 4, Chicago, IL 60657
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  /42

  $1,849,000

  Pending

  • 6 Beds
  • 4.5 Baths

  2312 W Charleston St, Chicago, IL 60647

  Tucked onto one of Bucktown's prettiest tree-lined streets, 2312 W Charleston is a rare find: a true single-family home in a neighborhood where most properties started life - and stayed - as two- and three-flats. In 2018, the sellers took this classic Bucktown multi-unit on a wide 27.22 lot down to the studs and reimagined it as a thoughtfully designed single-family residence, blending the

  Stephanie Turner Jameson Sotheby's Intl Realty

  2312 W Charleston St, Chicago, IL 60647
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  /29

  $1,845,000

  $50K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 2,714 Sq Ft

  450 E Waterside Dr Unit 3409, Chicago, IL 60601

  Iconic views! Penthouse with 14 foot ceilings and full floor to ceiling windows with the most amazing the city has to offer! Stunning views of the Chicago River, lake Michigan and beautiful skyrises light up the night sky. The views will capture you both day and night. Property features 2 balconies and 2 gas fireplaces and a gas line for grilling. Spacious chefs kitchen with barrel vaulted

  Meg Whitted Baird & Warner Fox Valley - Geneva

  450 E Waterside Dr Unit 3409, Chicago, IL 60601
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  /11

  $1,825,000

  $75K PRICE DROP

  • 12,000 Sq Ft

  8602 S Euclid Ave, Chicago, IL 60617

  Triton Realty Group LLC is proud to present 8602 S. Euclid, a yellow brick Tudor style 19 unit building located in the desirable south side neighborhoods of Avalon Park/Calumet Heights. All units are large 1bd's with separate dining rooms. Recent improvements include tear off shingle roof on Euclid side (2021), sealed flat roof (2024), insulated roof cavity throughout (2019), new insulated hot

  Luke Wojcik Triton Realty Group LLC

  8602 S Euclid Ave, Chicago, IL 60617
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  /39

  $1,825,000

  Pending

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

  1303 W Diversey Pkwy, Chicago, IL 60614

  Sleek, stylish and extra wide 4 bedroom, 4.1 bath Lincoln Park row home with a 2 car attached heated garage and 4 outdoor spaces including a custom roof deck terrace with high-end finishes, landscaping, and stunning skyline views - all in one of the city's best locations. Attention to detail exudes throughout this LG Development home. You enter the home through a private gated entrance that opens

  Jeffrey Lowe Compass

  1303 W Diversey Pkwy, Chicago, IL 60614
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  /16

  $1,825,000

  Pending

  3901 W Belden Ave, Chicago, IL 60647

  Legal 9-unit brick multifamily building in the heart of vibrant Logan Square, one of Chicago's most sought-after neighborhoods. This property offers a compelling blend of stabilized income and value-add potential, making it an ideal acquisition for savvy investors. With eight fully rehabbed units generating strong current performance and a ninth unit ready for redevelopment, the building

  Alexander Summers Triton Realty Group LLC

  3901 W Belden Ave, Chicago, IL 60647
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  /60

  $1,825,000

  Pending

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

  22 E Division St Unit 1, Chicago, IL 60610

  This sophisticated and impeccably designed Gold Coast duplex lives like a single-family home, offering a private entry and over 900 square feet of extraordinary outdoor living space. Perfectly situated just steps from the lakefront, scenic parks, world-class shopping, and premier dining, this exceptional residence delivers the pinnacle of luxury city living. Meticulously curated with elevated

  Tracy Lee Berkshire Hathaway HomeServices Starck Real Estate

  22 E Division St Unit 1, Chicago, IL 60610
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  /27

  $1,825,000

  New Construction Pending

  • 5 Beds
  • 4.5 Baths
  • 3,885 Sq Ft

  2235 W Oakdale Ave Unit 21-B, Chicago, IL 60618

  MOVE-IN THIS FALL! NOW UNDER CONSTRUCTION! Introducing RiverWard - a collection of 35 new construction, extra-wide row homes tucked along the north branch of the Chicago River. Perfectly situated in an idyllic location and with access to Southport, Roscoe Village, and the expressway, this exclusive offering will deliver contemporary new construction row homes never before available in the

  

  Cory Robertson

  Jameson Sotheby's Intl Realty

  (872) 360-8842

  2235 W Oakdale Ave Unit 21-B, Chicago, IL 60618
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  /39

  $1,824,999

  $50K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,735 Sq Ft

  229 E Lake Shore Dr Unit 10E, Chicago, IL 60611

  Luxurious, updated 10th floor coop on East Lake Shore Drive in an elegant building designed by the prominent Chicago architectural firm Fugard & Knapp. With a gray limestone front modeled on a Renaissance palazzo, the apartment offers sweeping views over Lake Michigan and the Chicago skyline, combining the serenity of space with the convenience of the best location. With hardwood floors

  Ryan Cherney Circle One Realty

  229 E Lake Shore Dr Unit 10E, Chicago, IL 60611
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  /16

  $1,815,000

  4948 W Dickens Ave, Chicago, IL 60639

  4948-58 W. Dickens Ave., a well-cared-for 11-unit apartment property featuring a large corner brick building, a recently paved private parking lot, and a coach house. The Subject Property is comprised of four (4) 3 Bed/1 Bath, five (5) 2 Bed/1 Bath, and two (2) 1 Bed/1 Bath units. Unit finishes feature hardwood floors, a mix of granite and laminate countertops, stainless steel or white

  Quinn Evans Essex 312, LLC

  4948 W Dickens Ave, Chicago, IL 60639
• 

  

  /30

  $1,810,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  270 E Pearson St Unit 101, Chicago, IL 60611

  Step into unparalleled elegance at 270 E Pearson St #101, where timeless sophistication meets modern convenience. This rare gem in the prestigious Belvedere building is distinguished by soaring 13-foot ceilings, creating an airy, grand ambiance you won't find elsewhere. The centerpiece of the living space is a stunning crystal chandelier, a bespoke piece gifted by Ralph Lauren, adding a touch of

  Carlton Buck Compass

  270 E Pearson St Unit 101, Chicago, IL 60611
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  /42

  $1,808,000

  $293K PRICE DROP Pending

  • 5 Beds
  • 7 Baths
  • 8,800 Sq Ft

  3214 S Canal St, Chicago, IL 60616

  Presenting an extraordinary traditional single-family residence, constructed in 2007, this home is a true architectural gem. Spanning an impressive 8,800 square feet and situated on a generous double lot measuring 50' x 125' (6,250 square feet), it offers an abundance of space for both relaxation and entertainment. Crafted with full masonry brick, limestone, and steel, this residence is adorned

  Chaz Walters Coldwell Banker Realty

  3214 S Canal St, Chicago, IL 60616
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  /33

  $1,800,000

  • 2 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  401 N Wabash Ave Unit 30J, Chicago, IL 60611

  Rising high above the water, this expansive 2,100-square-foot sanctuary offers a front-row seat to the dramatic intersection of Lake Michigan and the Chicago River. The home is a striking collaboration between architectural legend Adrian Smith and the iconic house of Lalique. Inside, towering ceilings frame the sun-drenched southeast views, while custom-tailored Macassar ebony built-ins establish

  Emily Sachs Wong @properties Christie's International Real Estate

  401 N Wabash Ave Unit 30J, Chicago, IL 60611
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  /52

  $1,800,000

  • 1 Bed
  • 1.5 Baths
  • 1,703 Sq Ft

  435 N Michigan Ave Unit 701, Chicago, IL 60611

  Tribune Tower Residences, one of Chicago's most prestigious and sought-after addresses, presents a rare opportunity to own one of the building's most desirable one-bedroom homes. Spanning over 1,700 square feet, this exceptional south-facing residence showcases breathtaking panoramic views of the Chicago River, its iconic bridges, and the city's magnificent skyline, all enhanced by abundant

  Chezi Rafaeli Coldwell Banker Realty

  435 N Michigan Ave Unit 701, Chicago, IL 60611
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  /15

  $1,800,000

  $150K PRICE DROP

  1-15 N Keeler Ave, Chicago, IL 60624

  Outstanding, turnkey, previously fully rehabbed, Garfield Park 24-unit mixed use building in prime location with 12.65% cap rate on 50x175 foot corner lot with B3-2 zoning. Building consists of 5 studios, 5 one-bedrooms, 8 two-bedroom apartments & 6 retail spaces (Grocery store accounts for three of the commercial units). Retail spaces have central air. All apartments have been remodeled with

  Mike Frank Keller Williams Preferred Realty

  1-15 N Keeler Ave, Chicago, IL 60624
• 

  

  /34

  $1,800,000

  Pending

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

  1040 N Lake Shore Dr Unit 17D, Chicago, IL 60611

  Welcome to this high-floor, preferred-tier corner residence at The Carlyle, offering breathtaking views of Lake Michigan, Oak Street Beach, and the city skyline. Floor-to-ceiling windows and a wide, flowing floor plan provide the perfect setting for both entertaining and everyday living. The spacious eat-in kitchen features granite countertops, stainless steel appliances, abundant cabinetry, a

  An-An Ku Urban Living Properties, LLC

  1040 N Lake Shore Dr Unit 17D, Chicago, IL 60611
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  /28

  $1,800,000

  Pending

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

  2131 W Melrose St, Chicago, IL 60618

  Exceptional 5 BD, 3.5BA and 4,000 sf SFH in the heart of Roscoe Village- located in sought-after Audubon School District-just three blocks to the school and steps to neighborhood parks, boutiques, dining, and transportation. Built by luxury builder Paul Petersen, this residence blends timeless craftsmanship with modern design. The main level features 10 foot high ceilings with floor-to-ceiling

  Sharon Gillman Compass

  2131 W Melrose St, Chicago, IL 60618
• 

  

  /10

  $1,800,000

  New Construction Pending

  • 4 Beds
  • 3.5 Baths

  2234 W Grand Ave Unit PH-402, Chicago, IL 60612

  Sold Before Print

  Roman Popovych Prodan Realty Inc

  2234 W Grand Ave Unit PH-402, Chicago, IL 60612
• 

  /2

  $1,800,000

  Pending

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

  1500 N Lake Shore Dr Unit 12C, Chicago, IL 60610

  Sold before print

  Suzanne Gignilliat @properties Christie's International Real Estate

  1500 N Lake Shore Dr Unit 12C, Chicago, IL 60610
• 

  

  /41

  $1,799,900

  Pending

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

  1934 N Bissell St, Chicago, IL 60614

  Welcome to this meticulously renovated 4 bedroom, 4 bathroom single-family home located on highly coveted Bissell St. in Lincoln Park. This residence flawlessly combines historic charm with modern luxury, featuring a thoughtfully crafted 3rd and 4th story addition completed in 2012 and a stunning redesign of the entire home in 2021. The current owners completed a gut rehab of the 1st and 2nd

  Elizabeth Lothamer Compass

  1934 N Bissell St, Chicago, IL 60614
• 

  

  /41

  $1,799,900

  Pending Pre-Foreclosure

  • 6 Beds
  • 7 Baths

  1517 N Dearborn Pkwy, Chicago, IL 60610

  Own a significant piece of Chicago history on the Gold Coast's premier block. 1517 N Dearborn is a multi unit property that offers over 4700 sqft of living space over three levels plus a finished basement, two car garage and private fenced backyard. Features include vaulted ceilings, 6 fireplaces, beautifully restored vintage bathrooms, hardwood floors, a spacious duplex up main unit, plus three

  Kirby Pearson Pearson Realty Group

  1517 N Dearborn Pkwy, Chicago, IL 60610
• 

  

  /51

  $1,799,000

  • 4 Beds
  • 4.5 Baths
  • 3,390 Sq Ft

  2434 W Superior St, Chicago, IL 60612

  Welcome to The Cove - West Town's Crown Jewel of Modern Contemporary Exquisite Living. Perfectly situated in the heart of Ukrainian Village, one of Chicago's most vibrant and sought-after neighborhoods, The Cove is a stunning new-construction single-family home offering the perfect fusion of sophisticated design, spacious comfort, and superb urban living. Boasting 4 generously sized bedrooms and

  Patty Moran-Barocio Berkshire Hathaway HomeServices Chicago

  2434 W Superior St, Chicago, IL 60612
• 

  

  /10

  $1,799,000

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  2821 N Orchard St Unit 3, Chicago, IL 60657

  Coming Fall 2026 - The Condo That Redefines "Wow"! Welcome to your future lifestyle upgrade-a sleek, serene and sophisticated 3-bedroom, 2-bath luxury condo that's as smart as it is stunning. Currently under construction and slated for a grand debut in late August of 2026, this masterpiece isn't just a home-it's a statement. Spin into Style: Yes, your indoor garage parking comes with a built-in

  Anam Hargey Real Broker LLC

  2821 N Orchard St Unit 3, Chicago, IL 60657

Showing Results 361 - 400, Page 10 of 18