Chicago, IL Homes for Sale under $2,000,000

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  /13

  $1,550,000

  New Construction Pending

  • 3 Beds
  • 3.5 Baths

  1404 W George St Unit PH, Chicago, IL 60657

  NEW, UNDER-CONSTRUCTION DUPLEX UP PENTHOUSE . Welcome to 1404 W. George St. ***DELIVERING FALL 2026*** Intimate all masonry new construction 2-unit building 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 wonderful

  Sam Jenkins Jameson Sotheby's Intl Realty

  1404 W George St Unit PH, Chicago, IL 60657
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  /38

  $1,575,000

  New Construction

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

  2638 W Superior St, Chicago, IL 60612

  Space, design, and outdoor living come together in this exceptional 5-bedroom, 3.5-bath custom new construction residence offering approximately 4,300 square feet of beautifully finished living space. Designed for buyers who want more than the ordinary, this home delivers impressive scale, elevated finishes, modern efficiency, and two private rooftop decks. From the moment you enter, the home

  Emilia Crespo RCI Realty LLC

  2638 W Superior St, Chicago, IL 60612
• 

  

  

  /43

  $1,500,000

  Pending

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

  3856 N Whipple St, Chicago, IL 60618

  ***OFFERS RECEIVED, HIGHEST AND BEST DUE MONDAY AT 5. NO ESCALATION CLAUSES PLEASE. Rare opportunity to own a spectacular 2024 luxury new-construction home in the heart of Irving Park. This move-in-ready masterpiece blends sophisticated design, exceptional craftsmanship, and modern functionality throughout an expansive, light-filled open floor plan featuring 5 bedrooms and 3.5 baths. Designed for

  Jim Abbott Baird & Warner

  3856 N Whipple St, Chicago, IL 60618
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  /46

  $1,999,900

  • 8 Beds
  • 6 Baths

  3317 N Avers Ave, Chicago, IL 60618

  LUXURY LIVING Redefined! Your Upscale Sanctuary at 3317 N Avers Avenue! Welcome to a realm of refined elegance and contemporary sophistication nestled at 3317 N Avers Ave in the prestigious Avondale neighborhood. This exquisite building epitomizes upscale living at its finest, offering a sanctuary of luxury and comfort in a prime location. As you step inside, you're greeted by a spacious living

  Rob Wilczynski Luna Realty Group

  3317 N Avers Ave, Chicago, IL 60618
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  /16

  $1,550,000

  New Construction

  • 2 Beds
  • 2.5 Baths

  224 N Elizabeth St Unit T2-3B, 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 T2-3B, Chicago, IL 60607
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  /50

  $1,748,000

  4734 S Prairie Ave, Chicago, IL 60615

  4734-36 S Prairie Exceptionally Striking , Classic Iconic Chicago, 6 units Side by Side 3 Story 1890's Greystones on collective lot size 50 ft by 161 with 4 garages. Mammoth Floorplans, Multiple Bays, Expansive footprints , offer (6) 3 bedroom 2 baths, separate GFA/CA, washer dryer in units, hardwood floors, high ceilings, fireplaces, significant mill work and built ins, 2 full basements with

  Karen Biazar North Clybourn Group, Inc.

  4734 S Prairie Ave, Chicago, IL 60615
• 

  

  /31

  $1,500,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  855 W Lill Ave Unit 2, Chicago, IL 60614

  A rare opportunity to own an extra-wide, design-forward condo in the heart of Lincoln Park that feels more like a custom home. Better than new and thoughtfully enhanced by its current owners, this sophisticated 3 bedroom, 3 bathroom residence blends timeless finishes, warm textures, and exceptional craftsmanship throughout. Set within an intimate boutique building on an oversized 37.5' lot along

  Vikas Wadhwa Urban Living Properties, LLC

  855 W Lill Ave Unit 2, Chicago, IL 60614
• 

  

  /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
• 

  

  /29

  $1,599,900

  New Construction Pending

  • 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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  /53

  $1,500,000

  Pending

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

  401 N Wabash Ave Unit 31J, Chicago, IL 60611

  Experience elevated living at its finest in this impeccably remodeled 31J residence at the iconic Trump Tower Chicago. Encompassing nearly 2,100 square feet, this extraordinary 2-bedroom, 2.5-bath home combines architectural elegance, modern sophistication, and panoramic southeast views where the Chicago River meets Lake Michigan. From the moment you enter, soaring ceilings and floor-to-ceiling

  Philip Skowron Compass

  401 N Wabash Ave Unit 31J, Chicago, IL 60611
• 

  

  /39

  $1,799,000

  Pending

  • 6 Beds
  • 5.5 Baths
  • 5,300 Sq Ft

  3830 N Lowell Ave, Chicago, IL 60641

  Welcome to this beautiful home, located in the heart of historic Old Irving Park. Lovely extra large 40 x 144 lot with no alley behind affords coveted quiet and privacy so rarely found in the city. As you approach the brick entry and side drive, you will know you have arrived somewhere quite special. 2015 construction features classic and timeless finishes throughout all 4 living levels. An old

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  3830 N Lowell Ave, Chicago, IL 60641
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  /9

  $1,700,000

  $25K PRICE DROP

  • 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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  /25

  $1,690,000

  $810K PRICE DROP Pending

  • 22,546 Sq Ft

  5636 W Division St, Chicago, IL 60651

  This 33-unit mixed-use property, a bank-owned asset in Chicago's thriving North Austin neighborhood, presents an attractive investment opportunity in a historic urban setting. Constructed in 1925, the elegant terracotta building features 7 commercial storefronts, 20 one-bedroom/one-bathroom apartments, and 6 two-bedroom/one-bathroom apartments, creating a diverse and stable revenue stream. The

  David Geary Geary's Realty LLC

  5636 W Division St, Chicago, IL 60651
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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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  /36

  $1,550,000

  • 3 Beds
  • 3 Baths
  • 2,124 Sq Ft

  600 N Lake Shore Dr Unit 4211, Chicago, IL 60611

  The BEST value for a very high floor 3 bedroom luxury residence at 600 LSD! Dream-like forever views of Lake Michigan are visible through floor to ceiling windows in every room of this stunning light-filled home. This desirable layout features a split floorplan with two ensuite primary bedroom options on each end. Each suite contains a large, fully customized walk-in closet and full spa bathroom

  Shayne Wulbert @properties Christie's International Real Estate

  600 N Lake Shore Dr Unit 4211, Chicago, IL 60611
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  /2

  $2,000,000

  New Construction Pending

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

  2127 W Huron St, Chicago, IL 60612

  New construction , photo of previous build.

  Kevin Bigoness Baird & Warner

  2127 W Huron St, Chicago, IL 60612
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  /45

  $1,650,000

  $50K PRICE DROP

  • 13 Beds
  • 4 Baths

  3136 W Logan Blvd, Chicago, IL 60647

  Four-unit vintage brick apartment building located along one of Logan Square's most iconic and sought-after residential corridors. The property consists of 4,860 rentable square feet across a desirable unit mix of (1) two-bedroom, (1) three-bedroom, and (2) four-bedroom units, offering a strong blend of unit sizes that appeal to both owner-occupants and long-term rental demand. Constructed in

  Jack Doyle Essex 312, LLC

  3136 W Logan Blvd, Chicago, IL 60647
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  /24

  $1,650,000

  5500 W Lake St, Chicago, IL 60644

  11 unit building which offers comfortable living on the West Side-less than half a mile from Oak Park. This unique and rare investment opportunity features 11 spacious, cozy units, each thoughtfully designed with one separate bedroom, a large living room suitable for a living/dining room combination, one bathroom, a kitchen, hall closet, and a private furnace room. New flooring and freshly

  Heriberto Ruiz R4 Commercial Real Estate Solutions

  5500 W Lake St, Chicago, IL 60644
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  /40

  $1,525,000

  • 4 Beds
  • 3.5 Baths

  1454 N Wieland St, Chicago, IL 60610

  Recently Renovated Old Town Single-Family Home | 4 Bedrooms | 3.1 Baths | Attached 2-Car Garage Beautifully updated and filled with natural light, this spacious 4-bedroom, 3.1-bath home offers generous room sizes, soaring ceilings, hardwood floors throughout, and an attached 2-car garage. The living room features a fireplace and oversized windows, while the formal dining room is complemented by a

  Ronda Fish Jameson Sotheby's Intl Realty

  1454 N Wieland St, Chicago, IL 60610
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  /45

  $1,950,000

  New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,915 Sq Ft

  2329 N Cambridge Ave Unit G, Chicago, IL 60614

  Delivery starting in 45 days! Welcome to Cambridge: Lincoln Park's newest luxury rowhome development by renowned builder Ogden Partners and designed by Booth Hansen Architects, known for their exceptional craftsmanship and thoughtfully designed residences. Cambridge offers luxury living in the heart of the city with timeless architecture, refined finishes, and spacious functional layouts designed

  Jeffrey Lowe Compass

  2329 N Cambridge Ave Unit G, Chicago, IL 60614
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  /27

  $1,899,000

  New Construction

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

  1914 N Rockwell St, Chicago, IL 60647

  2026 New Construction in Prime Logan Square location with 4 bedrooms on the second level and breezeway to garage. First floor features 10 foot ceilings and wolf/subzero appliances with Second floor feature 4 bedrooms, including a vaulted primary bathroom with massive walk in closet and spa shower. The second level also features 2 linen closets along with a built out laundry room. 4 Dedicated

  Neil Browne Core Realty & Investments Inc.

  1914 N Rockwell St, Chicago, IL 60647
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  /35

  $1,500,000

  • 2 Beds
  • 2.5 Baths
  • 2,063 Sq Ft

  401 N Wabash Ave Unit 37K, Chicago, IL 60611

  Experience the pinnacle of urban sophistication in this exquisite 2-bedroom, 2.5-bath residence at the iconic Trump Tower Chicago. Encompassing 2,063 square feet in the coveted "K" tier, this home offers breathtaking panoramic views of the Chicago River, Lake Michigan, and the city's most celebrated architectural landmarks along Michigan Avenue. Every window captures postcard-perfect vistas

  Philip Skowron Compass

  401 N Wabash Ave Unit 37K, Chicago, IL 60611
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  /43

  $1,695,000

  Pending

  • 4 Beds
  • 3.5 Baths

  1307 N Sutton Place, Chicago, IL 60610

  Welcome to 1307 N. Sutton Place: a fully gut-renovated, four-story brick townhouse set within one of Chicago's most coveted and rare private gated communities. Tucked behind the secure gatehouse of the Sutton Place enclave, an intimate 50-unit, 100% owner-occupied community in the heart of the Gold Coast, this extraordinary home was completely reimagined from the foundation up in 2021. Every

  Carrie McCormick @properties Christie's International Real Estate

  1307 N Sutton Place, Chicago, IL 60610
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  /32

  $1,599,000

  Pending

  • 3 Beds
  • 4 Baths

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

  Welcome home to The Carlyle: an exquisite home in a truly exquisite building. Unit 16C lives like a single-family home in the sky with Lake Michigan as your front yard and city views of historic Drake Hotel and Oak Street Beach. The building greets you with luxury from the moment you take a step on the curved stairwell and into the grand, double height lobby outfitted with rich wood millwork and

  William Goldberg Fulton Grace Realty

  1040 N Lake Shore Dr Unit 16C, Chicago, IL 60611
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  /24

  $1,979,000

  New Construction

  • 3 Beds
  • 3 Baths
  • 1,942 Sq Ft

  363 E Wacker Dr Unit 6805, Chicago, IL 60601

  St Regis 5 Star Residences located in Lakeshore East. World-renowned interior design specialists Hirsch Bedner Associates (HBA) with no detail overlooked. Gaggenau & Thermador appliances, Snaidero cabinetry with cantilever countertops, wide plank hardwood flooring throughout, Kallista plumbing fixtures, full height stone walls with Robern medicine cabinets. Amenities include indoor & outdoor

  Leila Zammatta Magellan Marketing Group LLC

  363 E Wacker Dr Unit 6805, Chicago, IL 60601
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  /32

  $1,549,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 4,605 Sq Ft

  6305 N Keeler Ave, Chicago, IL 60646

  Welcome to 6305 N. Keeler Avenue, an exceptional new construction home in the highly sought-after Sauganash neighborhood of Chicago. This stunning 6-bedroom, 5.5-bath residence offers three full levels of thoughtfully designed living space, along with a spacious 3-car garage. Every detail has been carefully considered including engineered trusses for taller ceilings, showcasing premium

  Phyllis Bisceglie @properties Christie's International Real Estate

  6305 N Keeler Ave, Chicago, IL 60646
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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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  /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
• 

  

  /21

  $1,550,000

  • 3 Beds
  • 3.5 Baths

  600 N Lake Shore Dr Unit 1305, Chicago, IL 60611

  Rarely available northeast corner residence at 600 N. Lake Shore Drive offering around 2,500 square feet of thoughtfully designed living space and panoramic views of Lake Michigan. This highly desirable three-bedroom, three and a half bath home combines expansive entertaining areas with exceptional privacy, featuring floor-to-ceiling windows that showcase the lake from nearly every room. The

  Pasquale Recchia @properties Christie's International Real Estate

  600 N Lake Shore Dr Unit 1305, Chicago, IL 60611
• 

  

  /40

  $1,995,000

  Pending

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

  3012 N Hoyne Ave, Chicago, IL 60618

  Meticulously crafted and impeccably maintained, this all-brick custom residence, built in 2017, is a standout in the coveted Hamlin Park area of Lakeview. Boasting five bedrooms, three full baths, and two half baths, this home radiates sophistication while offering the ultimate in modern comfort. A true showstopper, the full rooftop deck is outfitted for gas grill, gas fireplace, speaker system,

  Ryan Huyler Compass

  3012 N Hoyne Ave, Chicago, IL 60618
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  /2

  $1,600,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 2,146 Sq Ft

  Unlisted Address

  Priced to sell

  James Qiu Kale Realty

  Unlisted Address
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  /38

  $1,665,000

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

  5631 S Blackstone Ave, Chicago, IL 60637

  A wonderful combination of impeccable mid-century style and unbeatable location, this 1959 I.M. Pei and Harry Weese designed Hyde Park townhome has it all. Perfectly located in heart of the University of Chicago campus neighborhood, it features three levels of bright, well-thought-out, beautifully designed living space. The approach to the front door is through an impressively landscaped private

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  5631 S Blackstone Ave, Chicago, IL 60637
• 

  

  /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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  /41

  $1,650,000

  $50K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 4,120 Sq Ft

  1752 W Erie St, Chicago, IL 60622

  Stunning, extra-wide 4-bedroom + office single-family home in sought-after West Town with generous living spaces, abundant outdoor areas and a 2-car garage. Bright, elegant and stylish, 1752 West Erie is the perfect property for you and yours to call home. Enter into the inviting formal living and dining room, highlighted by soaring ceilings and sleek architectural design. The remodeled chef's

  Howard Andron Mark Allen Realty ERA Powered

  1752 W Erie St, Chicago, IL 60622
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  /37

  $1,650,000

  $25K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  530 N Lake Shore Dr Unit 1205, Chicago, IL 60611

  Much coveted rarely available "05" tier with 26' curved wall of east facing windows offering SPECTACULAR Lake, Navy Pier, Ohio St Beach, Harbor and Park views. Gorgeously renovated and a great floorplan! So many beautiful features to mention! (besides the views!) There are the 2 east facing balconies with tiled floors, open renovated kitchen with Wolf range, all stainless appliances, new

  Gail Spreen Jameson Sotheby's Intl Realty

  530 N Lake Shore Dr Unit 1205, Chicago, IL 60611
• 

  

  /37

  $2,000,000

  New Construction

  • 6 Beds
  • 4.5 Baths
  • 4,800 Sq Ft

  4844 N Hermitage Ave, Chicago, IL 60640

  New construction in sought-after Ravenswood neighborhood, this exceptional 6-bedroom, 4.5-bath residence sits on an oversized 165-foot-deep lot, offering a level of space that is increasingly rare in today's market. Set on a picturesque tree-lined street with convenient transit access, acclaimed dining, and neighborhood parks nearby, the home delivers both luxury and everyday convenience in one

  Joel Halperin Compass

  4844 N Hermitage Ave, Chicago, IL 60640
• 

  

  /32

  $1,999,000

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

  800 N Michigan Ave Unit 5501, Chicago, IL 60611

  A rare opportunity in one of Chicago's most coveted addresses, the iconic Park Tower at 800 North Michigan Avenue, this three-bedroom, 3.1-bath sanctuary offers gracious scale, refined spaces for both everyday living and elevated entertaining, and breathtaking, unobstructed east, south, and west exposures with sweeping views of Lake Michigan, the city skyline, and beyond. This extraordinary

  Stacy Burgoon Compass

  800 N Michigan Ave Unit 5501, Chicago, IL 60611
• 

  

  /44

  $1,525,000

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

  508 W Melrose St Unit PHW, Chicago, IL 60657

  Rarely available approx. 3,500 sq ft on one-floor penthouse in elegant East Lakeview elevator building. Single-family home living in this spacious and well planned 3 bedroom plus study, 3.5 bath unit. Included with the unit are in building 3 deeded side by side heated garage parking spaces. Walk in and be amazed at the open concept kitchen, living room, and dining room area, perfect for

  Sara McCarthy Keller Williams ONEChicago

  508 W Melrose St Unit PHW, Chicago, IL 60657
• 

  

  /44

  $1,749,000

  • 4 Beds
  • 4 Baths
  • 3,350 Sq Ft

  310 S Michigan Ave Unit 1100, Chicago, IL 60604

  With forever unobstructed park, lake and city views from 11 floors above Michigan Avenue, this expansive northeast corner residence offers panoramic views of many of Chicago's most celebrated landmarks, including Millennium Park, Grant Park, Maggie Daley Park, BuckinghamFountain, Navy Pier, Lake Michigan, the Art Institute, Shedd Aquarium and Field Museum. Spanning 3350 square feet, this

  Joy Larkin @properties Christie's International Real Estate

  310 S Michigan Ave Unit 1100, Chicago, IL 60604
• 

  

  /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

Showing Results 41 - 80, Page 2 of 6