Luxury Homes for Sale in Chicago, IL

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  $2,200,000

  • Land
  • 0 Acre

  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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  /27

  $2,199,000

  • 7 Beds
  • 6 Baths

  1412 W Diversey Pkwy, Chicago, IL 60614

  Jumbo Lincoln Park 2 unit building with over 6,000 SF of indoor and outdoor living spread over a spacious 4 bed 2 1/2 bath duplex down and a bright and airy 3 bed 2 1/2 bath triplex up with both South and North facing roof decks & Skyline Views. Both units feature dramatic 22 foot tall ceilings in the living room. This is a modern build, full masonry building with a 2 car detached garage in a

  Rob Sikkel @properties Christie's International Real Estate

  1412 W Diversey Pkwy, Chicago, IL 60614
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  /24

  $2,199,000

  • 3 Beds
  • 3.5 Baths
  • 2,721 Sq Ft

  363 E Wacker Dr Unit 3109, Chicago, IL 60601

  3 bedroom, 3.5 bathroom southeast corner residence at the St. Regis Chicago, Jeanne Gang's landmark tower in Lakeshore East. Residence 3109 captures open lake, river, and city views from two exposures through floor to ceiling glass, with a private balcony extending the living space outdoors. The 2,721 square foot floor plan is efficient and well resolved, finished with wide plank hardwood floors

  Mike Larson Jameson Sotheby's Intl Realty

  363 E Wacker Dr Unit 3109, Chicago, IL 60601
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  /21

  $2,199,000 Open House 1/17

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

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

  This exquisite two-bedroom residence at Trump Tower is a masterpiece of luxury living, featuring a grand open-concept layout with a spacious family room and dedicated media room, all bathed in natural light from over 10 feet of floor-to-ceiling windows that showcase breathtaking panoramic views of the lake and river along the building's graceful eastern curve; the lavish master suite boasts

  James Qiu Kale Realty

  401 N Wabash Ave Unit 33A, Chicago, IL 60611
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  /2

  $2,199,000

  • Land
  • 0 Acre

  Unlisted Address

  Zoning Fully Approved for a 26 unit apartment building. 75 x 108 lot with a Type 1 Zoning change approved. The sale will include the plans and zoning in place. 26 x 2 bed 2 baths units. 2 units on the ground floor and 6 per floor on floors 2-5. 12 total parking spaces and no commercial component. 6 affordable units required

  Sam Jenkins Jameson Sotheby's Intl Realty

  Unlisted Address
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  /39

  $2,195,000 New Construction

  • 5 Beds
  • 6 Baths
  • 4,060 Sq Ft

  1416 W Warner Ave, Chicago, IL 60613

  Sophisticated 5 bedroom, 4.2 bath new construction single-family home with bright and spacious floor plan in the heart of Graceland West. Stunning limestone and brick exterior, fully enclosed yard, multiple outdoor entertaining spaces including roof top deck, and detached 2-car garage with second roof deck. Step inside to a welcoming sitting room at the entry-highlighted by oversized front

  Jason O'Beirne Jameson Sotheby's Intl Realty

  1416 W Warner Ave, Chicago, IL 60613
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  /29

  $2,185,000 Pre-Foreclosure

  • 4 Beds
  • 5 Baths
  • 4,222 Sq Ft

  55 E Elm St, Chicago, IL 60611

  In Chicago's coveted Gold Coast historic district, Elm Street is considered a premier block for distinctive row houses and greystones. Off Lake Shore Drive and a short walk to some of Chicago's best schools, shops, and restaurants, it's a dream location for an enjoyable urban lifestyle. At home at 55 E Elm, you will find the elegance of 19th century architecture reimagined for the way we live

  Linda Shaughnessy Jameson Sotheby's Intl Realty

  55 E Elm St, Chicago, IL 60611
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  /45

  $2,175,000

  • 4 Beds
  • 3.5 Baths
  • 4,575 Sq Ft

  1327 W Washington Blvd Unit 5, Chicago, IL 60607

  Welcome to Fulton Market, one of the hottest and most sought-after neighborhoods in Chicago. This warm and welcoming multi-level penthouse residence offers a spacious 4575SF open floor plan living space with spectacular, unobstructed and unprecedented Chicago skyline views. Many upgrades in 2025 brings a fresh look to this residence including the massive stone features in the chef's kitchen

  James Gramata @properties Christie's International Real Estate

  1327 W Washington Blvd Unit 5, Chicago, IL 60607
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  /82

  $2,166,667

  • 5 Beds
  • 4.5 Baths
  • 4,975 Sq Ft

  3817 N Lowell Ave, Chicago, IL 60641

  3817 North Lowell Avenue, Chicago, IL 60641 Welcome to this extraordinary residence offering 4,975 square feet of living space on a .165-acre lot. With 6 bedrooms, 4 full baths, and 1 half bath, this home blends elegant design with modern amenities, perfect for both everyday living and entertaining. First Floor- Inviting living room with fireplace and bay windows. Spacious coat closet and

  Ryan Casper eXp Realty

  3817 N Lowell Ave, Chicago, IL 60641
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  /25

  $2,150,000

  • 2 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  363 E Wacker Dr Unit 2709, Chicago, IL 60601

  A rare southeast-facing residence in one of Chicago's most iconic luxury towers. Designed by celebrated architect Jeanne Gang, The St. Regis Chicago soars above Lakeshore East, blending architectural brilliance with unmatched elegance. This high-floor, open-layout home showcases sweeping views of the Chicago River, lake, and skyline through floor-to-ceiling windows that flood the space with

  Jojo Cui Citywide Real Estate

  363 E Wacker Dr Unit 2709, Chicago, IL 60601
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  /58

  $2,150,000 New Construction

  • 5 Beds
  • 3.5 Baths

  2127 W Dickens Ave, Chicago, IL 60647

  SOPHISTICATED NEW CONSTRUCTION single-family home exuding refined elegance, ideally situated on one of Bucktown's most coveted tree-lined streets. This exquisite 5-bedroom, 3.1-bath residence with a 2-car garage and four private outdoor spaces offers a meticulously designed layout, premium finishes, and 7" wide-plank oak hardwood flooring throughout. Soaring 10-foot coffered ceilings and two

  Azin Amiran Jameson Sotheby's Intl Realty

  2127 W Dickens Ave, Chicago, IL 60647
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  /16

  $2,100,000

  • 3 Beds
  • 3.5 Baths
  • 2,580 Sq Ft

  29 E Scott St, Chicago, IL 60610

  Timeless elegance meets enduring craftsmanship. Step into a piece of history masterfully constructed in 1888-an era when architectural integrity was paramount. This residence is a testament to quality and integrity with brick walls and a rock-solid foundation that has stood the test of time. Impressively open floor plan, the home welcomes with soaring ceilings and four levels that gracefully

  Betsy Green Coldwell Banker Realty

  29 E Scott St, Chicago, IL 60610
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  /25

  $2,100,000

  9231 W Irving Park Rd, Schiller Park, IL 60176

  Rarely available, this well-maintained 12-unit apartment building offers the ideal combination of stable income, desirable tenant mix, and multiple revenue streams. The property consists of a balanced selection of one- and two-bedroom apartments across two adjoining buildings, ensuring consistent rental demand and long-term tenant stability. In addition to strong rental income, ownership is

  Stephen Costa Weichert Realtors Ambassador

  9231 W Irving Park Rd, Schiller Park, IL 60176
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  /36

  $2,100,000

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

  21 E Huron St Unit 4701, Chicago, IL 60611

  Commanding the entire floor at the iconic Lucien Lagrange-designed Pinnacle, this exceptional 5,500 sq ft penthouse offers sweeping sunrise-to-sunset views of Lake Michigan and Chicago's dazzling skyline through dramatic floor-to-ceiling windows. Located at the confluence of the Gold Coast, Streeterville, and River North, this residence delivers the ultimate in privacy and sophistication,

  Jill Silverstein Compass

  21 E Huron St Unit 4701, Chicago, IL 60611
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  /9

  $2,100,000

  • 9 Beds
  • 8 Baths

  1625 N Halsted St, Chicago, IL 60614

  Located at 1625 N Halsted, this 4 unit, 8,174 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.

  1625 N Halsted St, Chicago, IL 60614
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  /60

  $2,100,000

  • 2 Beds
  • 3 Baths
  • 2,754 Sq Ft

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

  Once-in-a-Lifetime Opportunity at Trump Tower - Designed by Adrian Smith. Introducing Unit 49G, the only residence in the building offering this extraordinary combination of volume, custom finish, and jaw-dropping views. Spanning approximately 2,750 square feet, this fully remodeled home features soaring 12-foot ceilings-a rare architectural highlight that transforms the space and elevates the

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 49G, Chicago, IL 60611
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  /45

  $2,100,000

  • 5 Beds
  • 4.5 Baths
  • 5,113 Sq Ft

  1242 W Dickens Ave, Chicago, IL 60614

  Located in the heart of Lincoln Park, this Warren Baker built home features an all brick exterior with center entrance that opens to an expansive floor plan which spreads over four levels of living space! AS you walk into the foyer you are greeted by a grand curving staircase, beautiful hardwood floors run throughout the main level adding character and charm to a newer built home! The main level

  Ryan Smith RE/MAX Premier

  1242 W Dickens Ave, Chicago, IL 60614
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  /35

  $2,095,000 New Construction

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

  1907 W Wolfram St, Chicago, IL 60657

  Exceptional 5 bed, 4.2 bath new construction single-family home in prime West Lakeview location. Great curb appeal with nice landscaping and brick paver walkway. Striking facade with Hardie lap + board and batten siding, limestone front steps, and modern black accents. Spacious floor plan with great consideration given to fixtures and finish materials. Combined living/dining room features

  Jason O'Beirne Jameson Sotheby's Intl Realty

  1907 W Wolfram St, Chicago, IL 60657
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  /23

  $2,015,000

  1437 W Superior St, Chicago, IL 60642

  1437 W Superior is a fantastic opportunity to acquire fully renovated 6 unit multi-family building in Chicago's West Town neighborhood. The property is ideally located just east of Ashland and tucked into the neighborhood just south of Chicago Ave. Its close to the highway, and easy walking distance to the commercial corridor along Chicago Ave. The existing building has under gone a significant

  Davis Edgerly 33 Realty

  1437 W Superior St, Chicago, IL 60642
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  /9

  $2,000,000

  • Land
  • 0 Acre

  1041 W Polk St, Chicago, IL 60607

  ESTATE SALE... Very rare assemblage opportunity consisting of three (3) adjacent parcels located at 1041, 1043, and 1045 W Polk St in the highly sought-after Little Italy / University Village area of Chicago. This offering presents an incredible development opportunity in one of the city's most dynamic and supply-constrained submarkets. The property is ideally positioned just west of the Loop

  William Lundy Brookline Real Estate LLC

  1041 W Polk St, Chicago, IL 60607
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  /52

  $2,000,000

  • 3 Beds
  • 3.5 Baths
  • 2,733 Sq Ft

  450 E Waterside Dr Unit 3302, Chicago, IL 60601

  This stunning penthouse combines dramatic 10'+ ceilings with panoramic Lake Michigan, River, and Navy Pier views-visible from every room. Designed for refined living, the expansive great room seamlessly connects living, dining, and a chef's kitchen, all enhanced by exquisite custom millwork and stone finishes that surpass developer standards. Three luxurious ensuite bedrooms provide exceptional

  Naomi Wilkinson Magellan Marketing Group LLC

  450 E Waterside Dr Unit 3302, Chicago, IL 60601
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  /22

  $2,000,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,885 Sq Ft

  2235 W Oakdale Ave Unit 18-B, Chicago, IL 60618

  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 neighborhood. Residence

  Cory Robertson Jameson Sotheby's Intl Realty

  2235 W Oakdale Ave Unit 18-B, Chicago, IL 60618
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  /51

  $1,999,999

  • 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
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  /50

  $1,999,900

  • 5 Beds
  • 4.5 Baths
  • 4,300 Sq Ft

  908 N Winchester Ave, Chicago, IL 60622

  Exceptional Design Meets Modern Luxury in Hot Ukrainian Village / Wicker Park Experience refined living in this one-of-a-kind 5-bedroom, 4.5-bath single-family home showcasing exceptional design and craftsmanship. The open-concept main level features a chef's kitchen with a massive island, high-end appliances, and a pot filler for added convenience. Hardwood floors span every level of the home,

  Konstantin Shelegeda Inter Properties Inc

  908 N Winchester Ave, Chicago, IL 60622
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  /60

  $1,999,000

  • 5 Beds
  • 7 Baths
  • 5,000 Sq Ft

  1252 N State Pkwy, Chicago, IL 60610

  Dramatic Gold Coast 5 bed/5.2 bath limestone end-unit row house at 1252 N State Parkway! This architecturally significant home was built in 1872 just after the Chicago fire by famed developer Potter Palmer and designed by architect David Adler. This impressive home offers 5000 sq. ft. over 4 levels plus a coach house apartment. It's modern layout is ideal for entertaining, while still showcasing

  Paul Fortman @properties Christie's International Real Estate

  1252 N State Pkwy, Chicago, IL 60610
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  /37

  $1,999,000

  5015 N Damen Ave, Chicago, IL 60625

  SELLER SAID BRING OFFER ------Hello investors and owner occupiers---- this Classic Chicago brick 6 + units building in the Ravenswood neighborhood, very well-kept and fully rented to a long-time tenant All large units with 2 bedrooms and 1 bath, hardwood floors throughout. low rents that can be increased with time large Livingroom and Dining room. enclosed porch, beautiful back yard for summer

  Sam Elddine Coldwell Banker Realty

  5015 N Damen Ave, Chicago, IL 60625
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  /21

  $1,995,000

  • 11,584 Sq Ft

  1371 S California Ave, Chicago, IL 60608

  Beautifully rehabbed, fully turn key, large 10 unit building across from Douglass Park. Full renovation completed in 2023 with upgrades including central AC/Heat, dishwashers, micro hoods and in-unit & coined laundry. Building is comprised of 2-bedroom units (9) and a 1-bedroom unit. Two separate building entrances offer access to the front building servicing 4 units with in-unit laundry, and the

  Petros Kyvelos Teva Realty

  1371 S California Ave, Chicago, IL 60608
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  /37

  $1,995,000

  • 4 Beds
  • 3 Baths

  2773 N Hampden Ct Unit PH03, Chicago, IL 60614

  Top Floor Penthouse in East Lincoln Park - Featuring the Largest Private Rooftop in the Hampdens! Welcome to your smart-tech sanctuary in one of Chicago's most coveted neighborhoods-just steps from North Pond, the Zoo, Alcott Elementary, and the lakefront. This architectural showpiece blends sleek modern design with effortless indoor-outdoor living. Inside, discover a 3-bedroom + den, 3-bath

  Daniel Merrion Coldwell Banker Realty

  2773 N Hampden Ct Unit PH03, Chicago, IL 60614
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  /2

  $1,995,000

  • Land
  • 0.62 Acre
  • $3,217,742 per Acre

  4101 W Montrose Ave, Chicago, IL 60641

  Development Opportunity! Vacant Landsite For Sale or Build to Suit. Busy 6 corner intersection, approx. 25,535 SqFt lot. Includes 4 pin numbers: 13154040150000, 13154040170000, 13154040160000, 13154040140000.You get 134' exposure on Montrose, 43' facing the 3 way intersection (Elston, Montrose, Keystone), and 66' on Keystone. Current Zoning B3-2. Located at a high traffic corner of Montrose

  MJ Weinberger Strauss Realty Ltd

  4101 W Montrose Ave, Chicago, IL 60641
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  /8

  $1,995,000 New Construction

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

  2821 N Orchard St Unit 5, Chicago, IL 60657

  Coming Spring 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 Spring 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 @properties Christie's International Real Estate

  2821 N Orchard St Unit 5, Chicago, IL 60657
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  /40

  $1,950,000

  • 6 Beds
  • 3.5 Baths

  5611 S Kenwood Ave, Chicago, IL 60637

  Nestled on a tree-lined cul-de-sac directly opposite Ray Elementary School playground, this prestigious rowhome was designed in 1903 by New York architectural firm Mann, MacNeille & Lindeberg in the classic Renaissance Revival style for University of Chicago academics and represents a rare opportunity on Hyde Park's storied Professor's Row. Beyond the stunning and well-preserved Gothic arched

  Chandra Shealey North Clybourn Group, Inc.

  5611 S Kenwood Ave, Chicago, IL 60637
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  /42

  $1,950,000 New Construction

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

  2213 W Huron St, Chicago, IL 60612

  Incredible new construction home from Tullamore Dev built with amazing craftsmanship and attention to detail. Thoughtful open floor-plan this house will impress you on every level. 6 bedrooms and 4.2 baths and is equipped with smart technology allowing for remote access to heating/cooling & security. Fabulous designer chefs kitchen with Subzero, Wolf & Bosch Appliances, additional prep sink, 2nd

  Tom Moran @properties Christie's International Real Estate

  2213 W Huron St, Chicago, IL 60612
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  /57

  $1,949,000 New Construction

  • 6 Beds
  • 6 Baths
  • 4,100 Sq Ft

  2036 W Erie St, Chicago, IL 60612

  Stunning New Construction in West Town - Luxury Meets Livability Welcome to your dream home in the heart of West Town! This newly constructed 6-bedroom, 4 full bath, 2 half bath residence blends timeless craftsmanship with modern amenities across three levels of meticulously designed living space. Interior Highlights: Wide-plank 7" oak hardwood floors throughout, Two elegant indoor fireplaces

  Kevin Bigoness Baird & Warner

  2036 W Erie St, Chicago, IL 60612
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  /8

  $1,945,000 New Construction

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

  2821 N Orchard St Unit 4, Chicago, IL 60657

  Coming Spring 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 Spring 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 @properties Christie's International Real Estate

  2821 N Orchard St Unit 4, Chicago, IL 60657
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  /56

  $1,925,000 New Construction

  • 6 Beds
  • 6 Baths
  • 4,100 Sq Ft

  2203 W Huron St, Chicago, IL 60612

  Welcome to 2203 Huron, West Town's newest single-family home, ideally located in the sought-after Mitchell Elementary School district. This expansive 6-bedroom, 4.2-bath residence showcases top-of-the-line finishes, thoughtful design and elevated craftsmanship throughout. A limestone staircase with a snowmelt system and gated entry leads into a striking foyer highlighted by a lacquered ceiling.

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  2203 W Huron St, Chicago, IL 60612
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  /32

  $1,924,900 Open Sun 12:30PM - 2:30PM

  • 6 Beds
  • 6 Baths
  • 3,800 Sq Ft

  1916 N Hermitage Ave, Chicago, IL 60622

  Stunning new construction single-family home in prime Bucktown location by a highly experienced builder. With 6 bedrooms and 4.2 baths, this residence combines suburban-scale living spaces with designer-curated materials and bespoke finishes to set a new standard for luxury. The main level is anchored by a chef's kitchen with Taj Mahal quartzite countertops and backsplash, a custom vent hood

  Beata Gaska @properties Christie's International Real Estate

  1916 N Hermitage Ave, Chicago, IL 60622
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  /30

  $1,900,000

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

  2421 W Belden Ave, Chicago, IL 60647

  FULL WALK THRU VIDEO ON VTOUR BUTTON - WALK THE HOUSE FROM YOUR CHAIR. Amazing single family home in prime Logan Square location on an extra wide lot. Modern white board and batten facade with black accents and limestone entry. Spacious, extra wide floor plan with 6 bedrooms (four bedrooms on the second level - 2 in the lower level). Sun filled main level with 10' ceilings and white oak hardwood

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  2421 W Belden Ave, Chicago, IL 60647
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  /29

  $1,900,000

  • 2 Beds
  • 3 Baths
  • 2,754 Sq Ft

  401 N Wabash Ave Unit 54E, Chicago, IL 60611

  Perched high in one of Chicago's most iconic luxury skyscrapers, this residence embodies sophistication and elegance. The preferred "E" tier layout is prized for its breathtaking panoramic views-stretching from the Chicago River to the lake, then south across Grant and Millennium Parks to the city skyline- giving you amazing sunrises and sunsets! Spanning more than 2,700 square feet, this home

  Richard Neal @properties Christie's International Real Estate

  401 N Wabash Ave Unit 54E, Chicago, IL 60611
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  /31

  $1,900,000

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

  401 N Wabash Ave Unit 84F, Chicago, IL 60611

  Introducing unit 84F - the epitome of urban sophistication in the heart of River North. This meticulously gut-rehabbed residence designed by renowned modern architect Eric Cobb caters to the discerning buyer, offering a fusion of sleek design and breathtaking views unlike any other in Chicago that are sure to leave you speechless. Every detail has been carefully curated to create an atmosphere

  Lauren Mitrick Wood Compass

  401 N Wabash Ave Unit 84F, Chicago, IL 60611
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  /49

  $1,900,000

  • 5 Beds
  • 4.5 Baths

  2845 W Division St, Chicago, IL 60622

  Stunning, massive graystone with a 2-unit coach house overlooking Humboldt Park. The main house was meticulously rehabbed and features fantastic quality and custom vintage inspired details throughout. Huge rooms with large bay windows, 4 separate living spaces, 5 bedrooms and 4.1 bathrooms with abundant storage. The facade is stunning, with ornate limestone details and huge windows looking into

  Lucas Blahnik @properties Christie's International Real Estate

  2845 W Division St, Chicago, IL 60622

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