Penthouses for Sale in Chicago, IL

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  $8,900,000

  • 4 Beds
  • 4.5 Baths
  • 7,880 Sq Ft

  159 E Walton Place Unit PH, Chicago, IL 60611

  Own the pinnacle of Chicago elegance in this 7880 sq ft duplex penthouse, formerly home to Vince Vaughn and the original headquarters of Hugh Hefner's Playboy enterprise. The Palmolive Building is a true Art Deco icon- its historic beacon once lit the skies to guide pilots to Midway Airport and today it shines as one of the most distinguished addresses in the city. This two-story residence is the

  Brian Loomis Jameson Sotheby's Intl Realty

  159 E Walton Place Unit PH, Chicago, IL 60611
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  $6,000,000

  • 4 Beds
  • 5.5 Baths
  • 4,029 Sq Ft

  401 N Wabash Ave Unit 86A, Chicago, IL 60611

  Spectacular Penthouse unit on the 86th floor, designed by the world-renowned architect Adrian Smith. This super upscale residence is turn-key and fully furnished, ready for immediate move-in. With 4 bedrooms + Den and 5.1 baths, each room is glamorously and professionally designed, offering unobstructed N, E, S, W & lake views. Revel in super high ceilings, panoramic floor-to-ceiling windows, and

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 86A, Chicago, IL 60611
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  $515,000

  • 8 Beds
  • 8 Baths

  1817 S Ashland Ave, Chicago, IL 60608

  Most Desirable Pilsen location within the business shopping district at 18th and Ashland Ave...with fantastic rental possibilities! A deceptively large building with approx. 1,300 sq. ft. per floor (times 4 levels)! You can walk to the 18th St.-PINK Line elevated train station. Minutes from downtown Chicago, lakefront, UIC campus, 18th St. entertainment and restaurants district, Thalia Hall,

  Mike Santore Keller Williams Thrive

  1817 S Ashland Ave, Chicago, IL 60608
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  $1,720,000

  • 2 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  175 E Delaware Place Unit 9102, Chicago, IL 60611

  Penthouse, exquisite rehab in the Northwest corner of the 91st floor in the prestigious Hancock building. Breathtaking North views of Lake Michigan all the way to the North Shore. Romantic sunsets stretching West and South include the signature skyline. No other condo boasts these views. Soaring ceilings over 13 feet with cove lighting, and spectacular fixtures by Lightology in every room.

  Meg Nagel Berkshire Hathaway HomeServices Chicago

  175 E Delaware Place Unit 9102, Chicago, IL 60611
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  $10,000,000

  • 4 Beds
  • 7 Baths
  • 9,000 Sq Ft

  1867 N Burling St, Chicago, IL 60614

  AAA+++ location on a 50x131 lot !!! The Savane Design + Build team presents the opportunity to create an exceptional custom new construction home on THE most desirable block in Chicago on a ultra rare double lot. This home offers 5 to 8 Bedrooms, 5 plus baths, state-of-the-art luxury finishes, expansive indoor/outdoor living spaces, lavish master suite, Front driveway access to your 4 plus car

  Tom Moran @properties Christie's International Real Estate

  1867 N Burling St, Chicago, IL 60614
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  $1,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,997 Sq Ft

  1226 W 33rd Place, Chicago, IL 60608

  BEAUTIFUL BRIDGEPORT VILLAGE HOME IN THE HEART OF THE ARTIST DISTRICT. Spacious move in condition 4 Bedroom home!! Huge Kitchen with tons of cherry cabinetry, granite counters,built-in office desk and adjacent family room! Finished basement with large Family Room. Master Bedroom, with two walk-in closets and sitting area. Master bath features separate shower, soaking tub, & double vanities! "Jack

  James Wood Gateway Realty Group INC

  1226 W 33rd Place, Chicago, IL 60608
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  $1,275,000 New Construction

  • 3 Beds
  • 2.5 Baths

  3037 N Lincoln Ave Unit PH-01, Chicago, IL 60657

  Welcome to AFINITY, PLD Homes newest luxury offering-a boutique 15-unit elevator building in the heart of Lakeview. This penthouse expansive 3-bedroom, 2 1/2-bath residence features an open-concept layout designed for effortless living and seamless entertaining. Soaring 12' ceilings and oversized 10' windows flood the space with natural light, enhancing the clean, modern design. The gourmet

  Barbara O'Connor Dream Town Real Estate

  3037 N Lincoln Ave Unit PH-01, Chicago, IL 60657
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  $2,650,000 Open Sun 11AM - 1PM

  • 4 Beds
  • 4.5 Baths

  2218 N Burling St Unit PH, Chicago, IL 60614

  Stunning Lincoln Park Penthouse - A True Urban Oasis! Finished and ready for occupancy. Discover the epitome of luxury living in this magnificent penthouse located on one of Lincoln Park's most sought-after tree-lined streets, just steps from Oz Park. Set on a rarely available 32' wide lot, this property boasts a beautifully detailed facade of classic limestone and brick. Designed and built by

  Sabina Szura Dream Town Real Estate

  2218 N Burling St Unit PH, Chicago, IL 60614
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  $899,000 New Construction

  • 3 Beds
  • 2 Baths

  1548 W Ardmore Ave Unit 4C, Chicago, IL 60660

  Welcome to 1548 W Ardmore, a stunning new development in the heart of Andersonville. This boutique elevator building offers a variety of thoughtfully designed floor plans featuring spacious layouts and private balconies-some with rooftop terraces equipped with water, gas lines, and sweeping city views. This penthouse unit includes its own private rooftop terrace. With soaring 9.5-foot ceilings

  Hadley Rue Dream Town Real Estate

  1548 W Ardmore Ave Unit 4C, Chicago, IL 60660
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  $2,699,900 Open Sat 11AM - 1PM

  • 5 Beds
  • 6 Baths

  1834 N Hudson Ave Unit 2, Chicago, IL 60614

  Luxury new construction two-unit building in prime Lincoln Park location. Developed by PRO-HOMES. This TRIPLEX PENTHOUSE HOME features 5 bedrooms, 4.2 bathrooms, and a distinctive functional floor plan. Highlights include a chef's kitchen with Sub-Zero & Wolf appliances, signature trim, porcelain and quartz stone accents, 5-inch-wide plank white oak flooring, and custom cabinets. The first floor

  Thomas Gibbons FairGreen Real Estate LLC

  1834 N Hudson Ave Unit 2, Chicago, IL 60614
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  $799,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,978 Sq Ft

  4343 N Richmond St Unit 3N, Chicago, IL 60618

  Located in Irving Park, this oversized 3-bed, 2-bath unit offers 2,000 sq. ft. of open-concept living space with 10.5 ft ceilings, 8 ft solid core doors, and hardwood floors. The spacious living room features a fireplace and sliding glass doors that lead to a large balcony with a gas line. 1700 sq foot PRIVATE roof top deck with pavers, water and natural gas line. Andersen doors and windows

  Hadley Rue Dream Town Real Estate

  4343 N Richmond St Unit 3N, Chicago, IL 60618
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  $997,000 New Construction

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

  2307 W Foster Ave Unit 1, Chicago, IL 60625

  Welcome to this brand-new, three-unit boutique building in the heart of Andersonnville! Step inside this incredible 3000 SF duplex-down home that truly lives like a single-family home. Featuring 4 spacious bedrooms, 3.5 luxurious bathrooms, and multiple private outdoor spaces, this residence is thoughtfully designed for elevated living and entertaining. The main level boasts a massive living

  Svitlana Creadon Compass

  2307 W Foster Ave Unit 1, Chicago, IL 60625
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  $799,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  4347 N Richmond St Unit 3N, Chicago, IL 60618

  Located in Irving Park, this oversized 3-bed, 2-bath unit offers 2,000 sq. ft. of open-concept living space with 10.5 ft ceilings, 8 ft solid core doors, and hardwood floors. The spacious living room features a fireplace and sliding glass doors that lead to a large balcony with a gas line. 1700 sq foot PRIVATE roof top deck with pavers, water and natural gas line. Andersen doors and windows

  Hadley Rue Dream Town Real Estate

  4347 N Richmond St Unit 3N, Chicago, IL 60618
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  $750,000 New Construction

  • 2 Beds
  • 2 Baths

  2456 W Cortez St Unit 3W, Chicago, IL 60622

  ONLY 4 UNITS LEFT! 2 UNITS SOLD BEFORE PRINT. Experience modern luxury in this stunning new construction development, perfectly positioned on a south-facing corner lot within an exclusive 6-unit building.This rare corner unit is a true gem, offering exceptional natural light from multiple exposures. Professionally designed PENTHOUSE with top-of-the-line finishes and meticulous attention to

  Svitlana Creadon Compass

  2456 W Cortez St Unit 3W, Chicago, IL 60622
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  $750,000 New Construction

  • 2 Beds
  • 2 Baths

  2456 W Cortez St Unit 3E, Chicago, IL 60622

  ONLY 4 UNITS LEFT! 2 UNITS SOLD BEFORE PRINT. Experience modern luxury in this stunning new construction development, perfectly positioned on a south-facing corner lot within an exclusive 6-unit building. Professionally designed PENTHOUSE with top-of-the-line finishes and meticulous attention to detail. This 2 bed/ 2 bath top-floor unit features a stylish chef's kitchen with custom two-toned

  Svitlana Creadon Compass

  2456 W Cortez St Unit 3E, Chicago, IL 60622
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  $1,775,000 New Construction

  • 4 Beds
  • 3.5 Baths

  851 W Wolfram St Unit PH, Chicago, IL 60657

  Presenting 851 West Wolfram. East Lakeview's newest Boutique Luxury Development. Ideally situated on beautiful tree-lined Wolfram and just step from everything East Lakeview and Lincoln Park have to offer. This expertly crafted, new construction duplex up unit offers 4 well-appointed bedrooms and 3.5 design inspired baths, open concept living spaces, timeless finishes, and abundant private

  James Sheehan Sheehan Real Estate

  851 W Wolfram St Unit PH, Chicago, IL 60657
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  $824,900 Open Sun 11AM - 1PM

  • 4 Beds
  • 3.5 Baths
  • 2,655 Sq Ft

  222 S Oakley Blvd Unit 3, Chicago, IL 60612

  UPDATE: NOW FULLY PAINTED & TOUCHED UPS DONE, CLEAR GLASS STAIR & DECK RAILINGS NOW INSTALLED! Beautiful blend of salvaged Chicago brick & sleek/modern black cement composite paneling & steel windows in this incredible new construction 2,655 sqft 4BD/3.5BA penthouse duplex up feat two primary suites (each w/large fully organized walk-in closets), two living/entertaining rooms & beautiful views

  Jeffrey Stewart @properties Christie's International Real Estate

  222 S Oakley Blvd Unit 3, Chicago, IL 60612
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  $899,999 Open Sat 12PM - 2PM

  • 9 Beds
  • 6 Baths

  6538 S Rhodes Ave, Chicago, IL 60637

  Prime New Construction 3-Flat in Woodlawn - Investor Opportunity! Exceptional investment opportunity in booming Woodlawn! This brand-new construction 3-flat offers spacious 3-bedroom, 2-bathroom units, each boasting approximately 1,600 sq. ft. - larger than most comparable properties in the area. Designed for modern living, each unit features high-end finishes including European flat panel

  Julia Myers eXp Realty

  6538 S Rhodes Ave, Chicago, IL 60637
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  $1,197,000 New Construction

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

  2307 W Foster Ave Unit 3, Chicago, IL 60625

  Welcome to this brand-new, three-unit boutique building in Andersonville! Step inside this incredible over 3,000 sq ft duplex-up Penthouse that truly lives like a single family home. With 4 spacious bedrooms, 3.5 luxurious bathrooms, and multiple private outdoor spaces, this home is designed for exceptional living and entertaining. The main level welcomes you with a massive living room and dining

  Svitlana Creadon Compass

  2307 W Foster Ave Unit 3, Chicago, IL 60625
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  $665,000 New Construction

  • 3 Beds
  • 2.5 Baths

  3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618

  All Brick and High-Quality New Construction in Prime Avondale location, by Masonry contractor/ Builder with 25+ years of experience. Located on a tree-lined street, this boutique development on a double lot, offers a total of 5 units, comprising 3 spacious Duplexes and 2 Penthouse Units featuring private rooftop decks. This exceptional building with great outdoor space and an elegant two-story

  Beata Sieczka New Home Realty Inc

  3339 N Ridgeway Ave Unit 1S, Chicago, IL 60618
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  $1,849,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 3.5 Baths

  1646 N Orchard St Unit 3S, Chicago, IL 60614

  ***PICTURES FROM RECENT SIMILAR PROJECT***Welcome to to The Orchard Collection! This all masonry luxury NEW CONSTRUCTION 5-unit building is located in the leafy heart of Lincoln Park. Built with luxury, transitional finishes, multiple private outdoor spaces & garage parking. This stunning 3 bed 3.1 bath PENTHOUSE DUPLEX-UP WITH FULLY DECKED PRIVATE ROOF TERRACE has an intelligent spacious floor

  Patrick Teets Jameson Sotheby's Intl Realty

  1646 N Orchard St Unit 3S, Chicago, IL 60614
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  $1,100,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft

  5114 S Kenwood Ave Unit PHA, Chicago, IL 60615

  Introducing 5114 Kenwood - a collection of new construction luxury condominium residences coming soon to Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood is set to deliver the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with

  Cory Robertson Jameson Sotheby's Intl Realty

  5114 S Kenwood Ave Unit PHA, Chicago, IL 60615
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  $2,098,999 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  2127 N Racine Ave Unit 2, Chicago, IL 60614

  Coming soon, to a coveted pocket on Racine Ave... 2127 is nestled on the quiet, tree-lined street in Oscar Meyer and Lincoln Park High School districts. A Brand New, solid brick masonry, 2 unit building crafted by a reputable Lincoln Park developer. Unit 2, a duplex-up will expand approximately 18x60 ft to include an extra large, fully covered, built-out terrace complete with composite decking,

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  2127 N Racine Ave Unit 2, Chicago, IL 60614
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  $665,000 New Construction

  • 3 Beds
  • 2 Baths

  3339 N Ridgeway Ave Unit 2N, Chicago, IL 60618

  All Brick and High-Quality New Construction in Prime Avondale location, by Masonry contractor/ Builder with 25+ years of experience. Located on a tree-lined street, this boutique development on a double lot, offers a total of 5 units for those seeking a blend of comfort and style in a tranquil setting. This 3 beds 2 baths Penthouse Unit is featuring private rooftop deck along with a spacious

  Beata Sieczka New Home Realty Inc

  3339 N Ridgeway Ave Unit 2N, Chicago, IL 60618
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  $729,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,250 Sq Ft

  6218 S Woodlawn Ave Unit B, Chicago, IL 60637

  Discover INSPIRE Woodlawn, a premier gated community featuring 14 newly constructed townhomes designed by Studio Dwell architects. These extra wide-27' feet--residence offers a main level with a great room and a chef's kitchen equipped with custom Italian flat-panel cabinets, a Bertazzoni appliance suite-including a 30" electric range, paneled counter-depth French door refrigerator, built-in

  Michelle Browne @properties Christie's International Real Estate

  6218 S Woodlawn Ave Unit B, Chicago, IL 60637
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  $769,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  6216 S Woodlawn Ave Unit A, Chicago, IL 60637

  Discover INSPIRE Woodlawn, a premier gated community featuring 14 newly constructed townhomes designed by Studio Dwell architects. These extra wide-27' feet--residence offers a main level with a great room and a chef's kitchen equipped with custom Italian flat-panel cabinets, a Bertazzoni appliance suite-including a 30" electric range, paneled counter-depth French door refrigerator, built-in

  Michelle Browne @properties Christie's International Real Estate

  6216 S Woodlawn Ave Unit A, Chicago, IL 60637
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  $650,000 New Construction

  • 3 Beds
  • 2.5 Baths

  3339 N Ridgeway Ave Unit 1N, Chicago, IL 60618

  All Brick and High-Quality New Construction in Prime Avondale location, by Masonry contractor/ Builder with 25+ years of experience. Located on a tree-lined street, this boutique development on a double lot, offers a total of 5 units, comprising 3 spacious Duplexes and 2 Penthouse Units featuring private rooftop decks. Along with great outdoor space and an elegant two-story design, this

  Beata Sieczka New Home Realty Inc

  3339 N Ridgeway Ave Unit 1N, Chicago, IL 60618
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  $459,900 New Construction

  • 4 Beds
  • 2 Baths

  6523 S Minerva Ave Unit 3, Chicago, IL 60637

  Tucked away on the charming, tree-lined streets of 6523 S Minerva Ave, this one-of-a-kind penthouse redefines urban living with a seamless blend of sophisticated design, energy efficiency, and breathtaking city views. As Chicago braces for another round of property tax hikes, savvy buyers are looking for homes that are both practical and cost-efficient this 4-bedroom masterpiece delivers in

  Hasani Steele RE/MAX Premier

  6523 S Minerva Ave Unit 3, Chicago, IL 60637
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  $1,000,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  5114 S Kenwood Ave Unit PHB, Chicago, IL 60615

  Introducing 5114 Kenwood - a collection of new construction luxury condominium residences coming soon to Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood is set to deliver the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with

  Cory Robertson Jameson Sotheby's Intl Realty

  5114 S Kenwood Ave Unit PHB, Chicago, IL 60615
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  $5,995,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 5,187 Sq Ft

  21 N May St Unit 1502, Chicago, IL 60607

  Offered as Raw Space: 7,500sqft of luxury penthouse living, inside and out, on top of the West Loop's best selling building: Embry. Overlooking the city skyline, with nearly 5,200sqft of indoor and over 2,300sqft of outdoor living, this space provides 12' ceilings with soaring floor-to-ceiling windows. Direct elevator access transports you to the highest condo in the West Loop, with unobstructed

  Mark Icuss Compass

  21 N May St Unit 1502, Chicago, IL 60607
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  $1,350,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  2923 N Southport Ave Unit 4, Chicago, IL 60657

  ***PENTHOUSE**Welcome home to 2923 N Southport, an incredible new construction elevator building in highly desirable Lakeview and inside the Burley school district. Extraordinary design and high-end finishes await you, along with unrivaled outdoor space. Exiting the elevator directly into the condo, you are welcomed with a 1900+SF unique 3-bed and 2.5-bath floorplan. Concrete between floors

  Jason Rowland Compass

  2923 N Southport Ave Unit 4, Chicago, IL 60657
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  $4,499,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 4,647 Sq Ft

  453 W Briar Place Unit PH-WEST, Chicago, IL 60657

  BRAND NEW CONSTRUCTION PENTHOUSE CONDO ON AN EXTRA-WIDE LOT WITH PRIVATE ELEVATOR ACCESS DIRECTLY INTO THE UNIT. This beautiful, TRUE penthouse East Lakeview condo has an elevator that will take you right from the front door or garage and into your beautiful, multi-level home. With 5 bedrooms and 5.5 bathrooms, this home comes with an enviable amount of space, perfect for hosting a party of any

  Konrad Dabrowski Fulton Grace Realty

  453 W Briar Place Unit PH-WEST, Chicago, IL 60657
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  $4,800,000 New Construction

  • 6 Beds
  • 5.5 Baths

  1854 N Howe St, Chicago, IL 60614

  Incredible new construction from Environs on premier Howe Street with Fall 2025 occupancy. This remarkable 6 bedroom, 5.5 bath home benefits from side-yard zoning relief to be equivalent in width to that of a typical 25' standard lot home. The sophisticated home features a highly functional, unusually open layout with a convenient 1st Floor Mudroom, expansive Media Room and a 5 stop Elevator

  Kevin Wood @properties Christie's International Real Estate

  1854 N Howe St, Chicago, IL 60614
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  $1,452,000

  • 4 Beds
  • 7 Baths
  • 5,400 Sq Ft

  545 W Aldine Ave Unit 6E, Chicago, IL 60657

  Amazing opportunity in Prime East Lakeview location. Sophisticated 5400 sq ft penthouse condo featuring 4 bedrooms, 4 full bathrooms, and 3 half baths in a well-maintained elevator building. Huge open layout with multiple outdoor patios and a full rooftop deck with amazing views. Unit features an abundance of space and natural light and presents the perfect canvas for a full renovation. Master

  Kirby Pearson Pearson Realty Group

  545 W Aldine Ave Unit 6E, Chicago, IL 60657

Showing Results 201 - 234, Page 6 of 6