Chicago, IL Homes for Sale with Rooftop Deck

• 

  

  

  /15

  $600,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths

  1717 N Humboldt Blvd Unit 2S, Chicago, IL 60647

  Beautiful newer-construction, all-brick condo on historic Humboldt Boulevard. This sun-filled 3-bedroom, 2-bath home features soaring 10-foot ceilings, an open and airy layout, and two private outdoor spaces. The expansive living and dining area flows seamlessly into the beautifully appointed kitchen, complete with quartz countertops, a herringbone tile backsplash, Bosch stainless steel

  Laura Bibbo Katlin @properties Christie's International Real Estate

  1717 N Humboldt Blvd Unit 2S, Chicago, IL 60647
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  /32

  $775,000

  $25K PRICE DROP Pending

  • 2 Beds
  • 2 Baths

  1018 N Wood St Unit 3, Chicago, IL 60622

  Spacious 2-bedroom + den, 2-bathroom condo with 10.5' ceilings, floor-to-ceiling east-facing windows, southern exposure, and an exceptional fully outfitted private rooftop deck that serves as a true extension of the living space. The open-concept layout is filled with natural light and features wide-plank oak hardwood flooring and upgraded lighting throughout. The kitchen includes a BOSCH

  Deborah Ballis Compass

  1018 N Wood St Unit 3, Chicago, IL 60622
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  /55

  $1,775,000

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

  930 W Wolfram St, Chicago, IL 60657

  Architecturally distinctive and flooded with natural light, this exceptional residence offers just under 5000SF of beautifully maintained living space in an ideal Lakeview/Lincoln Park location, steps to the Diversey Brown Line and minutes from Lake Shore Drive. Designed for entertaining, the home features dramatic living spaces throughout, including a stunning two-story dining room with soaring

  David Mahoney Jameson Sotheby's Intl Realty

  930 W Wolfram St, Chicago, IL 60657
• 

  

  

  /40

  $815,000

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,323 Sq Ft

  839 S Miller St Unit 1, Chicago, IL 60607

  Welcome to this complete remodel of a duplex-down home, which includes a surprise floor plan, in which all 3 bedrooms are located on the 1st floor, along with the living area, NOT below it. Enter the home to the newly remodeled kitchen,which includes quartz countertops, added backsplash, wine-fridge, refinished cabinets, updated plumbing, new lighting, new counter depth french-door fridge and new

  Terri Buseman RE/MAX Premier

  839 S Miller St Unit 1, Chicago, IL 60607
• 

  

  

  /39

  $1,049,000

  $150K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  1009 N Riverwalk St, Chicago, IL 60610

  WATERFRONT LIVING AT ITS FINEST. RARELY AVAILABLE 3 BEDROOM 3 BATHROOM TOWNHOME LOCATED ON THE NORTH BRANCH OF THE CHICAGO RIVER. ENJOY EVERYTHING THE RIVERWALK HAS TO OFFER INCLUDING BOAT SLIPS, PARKS AND RESTAURANTS YET STILL BE TUCKED AWAY IN A TRANQUIL OASIS. CUSTOM UPGRADES, DESIGNER LIGHT FIXTURES & WINDOW TREATMENTS. FOYER OPENS UP TO A FIRST FLOOR BEDROOM OR OFFICE ENSUITE. MAIN LEVEL

  Katherine Kucharski @properties Christie's International Real Estate

  1009 N Riverwalk St, Chicago, IL 60610
• 

  

  /18

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,162 Sq Ft

  2626 N Lakeview Ave Unit 302, Chicago, IL 60614

  Prized Northeast corner Residence in sought after "02" tier in prime east Lincoln Park along the park and waterfront. Rare offering features a bonus annexed, elegant hallway gallery to Residence 302, open kitchen concept features Maytag cooktop, Thermador range, elegant 1.25" curved edge granite counters, all wood cabinetry with inlay design base, upper cabinets with glass panes, and shelves for

  Nicholas Colagiovanni Baird & Warner

  2626 N Lakeview Ave Unit 302, Chicago, IL 60614
• 

  

  /20

  $329,995

  • 1 Bed
  • 1 Bath

  100 E Walton St Unit 36C, Chicago, IL 60611

  Step into refined sophistication in this beautifully appointed high-floor 1-bedroom, 1-bath residence at the highly sought-after Walton Colonnade with in-unit laundry. Perfectly positioned in the heart of Chicago's prestigious Gold Coast, this exceptional home places you moments from the world-renowned boutiques, designer flagship stores, acclaimed restaurants, and vibrant nightlife of Michigan

  Ryan Cherney Circle One Realty

  100 E Walton St Unit 36C, Chicago, IL 60611
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  /50

  $7,995,000

  Pending

  • 4 Beds
  • 4.5 Baths
  • 6,085 Sq Ft

  14 W Superior St Unit 6900, Chicago, IL 60654

  Astonishing FULL FLOOR home with breathtaking 360 degree views, outdoor space, direct elevator access and bespoke finishes! Still time to customize your home to the caliber you have come to expect from JDL Development!! Completion slated for second quarter 2026! Welcome to One Chicago - 77 visionary homes in the sky, starting on the 44th floor, with spectacular city and lake views. Merging the

  Nancy Tassone Jameson Sotheby's Intl Realty

  14 W Superior St Unit 6900, Chicago, IL 60654
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  /32

  $960,000

  Pending

  • 3 Beds
  • 3 Baths

  1955 W Barry Ave Unit 2W, Chicago, IL 60657

  Multiple offers received. Sunday open cancelled. Beautifully updated duplex-up in an intimate boutique building, offering the feel and functionality of a single-family home with low HOA dues and exceptional indoor-outdoor living. Perfectly positioned across from Hamlin Park, this move-in-ready residence combines designer finishes with thoughtful recent upgrades. The sun-filled main level features

  Joanne Nemerovski Compass

  1955 W Barry Ave Unit 2W, Chicago, IL 60657
• 

  

  /9

  $2,500,000

  Pending

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

  2054 N Mohawk St, Chicago, IL 60614

  Bank Owned! Bank Owned! Bank Owned! This fabulous home offers an extra-wide floorplan and thoughtful design throughout. It is located on one of the most desirable blocks in East Lincoln Park. The main living space is situated on the second level, providing excellent privacy while being filled with sensational natural light from large east-facing windows. The luxurious all-white kitchen features

  Thomas Cardoni Cardoni Real Estate Development LLC

  2054 N Mohawk St, Chicago, IL 60614
• 

  

  /29

  $570,000

  Open Sat 1PM - 3PM $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  728 W Jackson Blvd Unit 302, Chicago, IL 60661

  Discover this beautifully updated 2-bedroom, 2-bathroom loft condo in the highly desirable Haberdasher Square Lofts, where timeless character and modern design come together effortlessly. Enter through a welcoming foyer into an expansive open-concept layout highlighted by original hardwood floors, soaring loft-style ceilings, and newly added limewash paint throughout the main living areas and

  Jonathan Darin Coldwell Banker Real Estate Group

  728 W Jackson Blvd Unit 302, Chicago, IL 60661
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  /31

  $949,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  2009 N Hoyne Ave, Chicago, IL 60647

  Beautifully updated 3 bedroom townhome in prime Bucktown location on a lovely, tree lined Hoyne featuring a private roof deck, 2 living areas and a coveted ATTACHED 2 car garage. This bright, incredibly custom 4 level home offers an open floor plan with floor to ceiling bay windows that flood the living space with natural light, a gas fireplace, and hardwood floors. The classically chic and

  Elena Theodoros-Tamillo @properties Christie's International Real Estate

  2009 N Hoyne Ave, Chicago, IL 60647
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  /39

  $1,099,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  1339 W Ancona St, Chicago, IL 60642

  Exceptional newer-construction fee-simple single-family home on a quiet one-way street in the heart of West Town. This 4-bedroom, 3.5-bath single family home combines modern design with thoughtful luxury throughout. The sun-filled main level features floor-to-ceiling windows, hardwood floors, recessed lighting, a striking glass staircase, and an open-concept layout perfect for everyday living and

  KC Kaage Compass

  1339 W Ancona St, Chicago, IL 60642
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  /52

  $1,250,000

  Pending

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

  3500 N Lake Shore Dr Unit 12C, Chicago, IL 60657

  Unique, rarely available, fully renovated, upper-floor corner unit located within one of East Lakeview's most established lakefront buildings! This expansive 3,500-square-foot residence offers uninterrupted, vivid blue views of Lake Michigan from every window, all of which are brand new. The new Pella windows not only enhance the aesthetic and energy efficiency of the home, but they also feature

  Carrie McCormick @properties Christie's International Real Estate

  3500 N Lake Shore Dr Unit 12C, Chicago, IL 60657
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  /40

  $3,900,000

  Pending

  • 5 Beds
  • 6 Baths
  • 9,200 Sq Ft

  1352 N La Salle Dr, Chicago, IL 60610

  Best value! Stately, sophisticated, and truly one of a kind - this oversized 33 x 149 ft estate sits in the heart of prime Old Town, offering the scale and presence rarely found this close to both Old Town and the Gold Coast. Originally restored and thoughtfully reimagined in 2016, the home seamlessly blends historic architecture with modern livability. Most recently refreshed by Brianne Bishop

  Julie Harron Jameson Sotheby's Intl Realty

  1352 N La Salle Dr, Chicago, IL 60610
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  /25

  $600,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  2524 W Bloomingdale Ave Unit D, Chicago, IL 60647

  Tucked away along the 606 Trail in the heart of Bucktown, this 2-bedroom, 2-bathroom duplex-up penthouse is a hidden gem offering skyline views, private outdoor space, and an unbeatable location. The upper level is dedicated to the spacious primary suite, complete with a large walk-in closet, refreshed en-suite bathroom with new lighting, vanity top, and faucet, and access to a private 17x21-foot

  Lauren Green Baird & Warner

  2524 W Bloomingdale Ave Unit D, Chicago, IL 60647
• 

  

  /29

  $684,900

  Pending

  • 3 Beds
  • 2 Baths

  1310 N Ritchie Ct Unit 27B, Chicago, IL 60610

  Presenting this stunning brand new gut renovated three bedroom unit in a prestigious location, on a high floor with spectacular views, in the landmarked Ritchie Tower building. The newly redesigned floor plan provides a bright open space that has a chef's kitchen that opens to the living & dining areas for entertaining and family gatherings. The three bedrooms are generously sized and there are

  Eamonn Stafford @properties Christie's International Real Estate

  1310 N Ritchie Ct Unit 27B, Chicago, IL 60610
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  /21

  $525,000

  $28K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  201 E Chestnut St Unit 23A, Chicago, IL 60611

  HUGE PRICE REDUCTION! Welcome to 201 E. Chestnut, Unit 23A-where style, comfort, and convenience come together in the heart of the city, ideally positioned on the quiet southeast corner of Chestnut. Step inside and immediately appreciate the thoughtful design details throughout, including recessed lighting, concealed closets, and elegant marble flooring. The true showstopper is the expansive

  Vernetta Jackson RE/MAX Premier

  201 E Chestnut St Unit 23A, Chicago, IL 60611
• 

  /2

  $678,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  850 N Lake Shore Dr Unit 1410, Chicago, IL 60611

  **SOLD BEFORE PRINT** Now over 70% sold and ready for immediate occupancy! One-, two-, and three-bedroom units available ranging from 1000-3700+ square feet. 1410 is a 1256 sq ft, western facing split 2 bedroom with great city views, loads of closets, all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. 850 Lake Shore Drive, awarded Development of the Year, is a fully

  Tyler Gregory Wolf Residential Group LLC

  850 N Lake Shore Dr Unit 1410, Chicago, IL 60611
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  /37

  $1,299,900

  Pending

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

  2635 W Iowa St, Chicago, IL 60622

  Welcome to a masterpiece of modern luxury on a beautiful tree lined street in the heart of Chicago's vibrant West Town enclave. Boasting an expansive, custom designed 4900 square feet of interior living space, this extraordinary single family home offers a rare blend of grand scale entertaining, multi-generational flexibility, and unprecedented outdoor luxury. The main level serves as the

  John Parillo First Team Realty

  2635 W Iowa St, Chicago, IL 60622
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  /45

  $1,249,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,640 Sq Ft

  2648 N Southport Ave Unit 2, Chicago, IL 60614

  This renovated four-story end-unit townhome in Lincoln Park's highly sought after Embassy Club offers an incredible amount of space! You get 4 levels of living, with a roof deck, and fully enclosed front landscaped patio. The first level includes a flexible room that would be perfect for a home office, in-law bedroom, or den with custom built-in shelving, a powder room, plenty of closets, storage

  Alex French @properties Christie's International Real Estate

  2648 N Southport Ave Unit 2, Chicago, IL 60614
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  /47

  $1,299,900

  Pending

  • 4 Beds
  • 2.5 Baths

  2717 N Racine Ave Unit 1, Chicago, IL 60614

  Incredible 4-bedroom duplex-down in the heart of prime Lincoln Park offering an exceptional blend of luxury, functionality, and incredible indoor-outdoor living. This all-brick, 100% owner-occupied building delivers sophisticated design throughout with sleek finishes, soaring coffered ceilings, and beautiful hardwood floors across the main level. Enter into the sun-filled living room featuring a

  Keith Brand Berkshire Hathaway HomeServices Chicago

  2717 N Racine Ave Unit 1, Chicago, IL 60614
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  /79

  $275,000

  $44K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 807 Sq Ft

  440 N Wabash Ave Unit 3703, Chicago, IL 60611

  VIEWS. VIEWS. VIEWS. Coveted tier and corner unit with west views overlooking the Chicago River, the Riverwalk and Skyline from the 37th floor. There are hardwood floors throughout the unit (no carpeting - huge advantage) with ceramic tile in foyer, kitchen and bathroom. The master bedroom has a HUGE walk-in closet. Steps from Michigan Avenue, location can't be beat. There are ceiling to floor

  Jeffrey Sklar Beycome Brokerage Realty LLC

  440 N Wabash Ave Unit 3703, Chicago, IL 60611
• 

  

  /20

  $329,900

  • 2 Beds
  • 1 Bath

  5455 N Sheridan Rd Unit 3108, Chicago, IL 60640

  Be the first one to live in this brand new, gut rehabbed 2-bed unit. Enjoy the mesmerizing and forever south views of Lake Michigan and the city from every room. Exceptional finishes all throughout the unit. Contemporary 2-toned, soft-close kitchen cabinets with under cabinet LED lighting. Trendy kitchen quartz counter-top with matching backsplash, extra large bar which has: its own wine cooler,

  Ryan Cherney Circle One Realty

  5455 N Sheridan Rd Unit 3108, Chicago, IL 60640
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  /25

  $530,000

  • 2 Beds
  • 2 Baths
  • 1,359 Sq Ft

  737 W Washington Blvd Unit 2210, Chicago, IL 60661

  Welcome to this pristine and coveted 10 tier corner 2-bedroom, 2-bathroom condo at 737 W Washington Blvd in Chicago's vibrant West Loop. Spanning 1359 sq ft, this residence boasts an open kitchen layout ideal for entertaining and everyday living. The living space is amplified by floor-to-ceiling windows that not only bathe the room in natural light but also offer unobstructed city views. Step out

  John Campas Baird & Warner

  737 W Washington Blvd Unit 2210, Chicago, IL 60661
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  /8

  $199,999

  Pending

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  1540 N State Pkwy Unit 1C, Chicago, IL 60610

  Discover comfortable city living in Chicago's Gold Coast at 1540 N. State Parkway, Unit 1C. This 1-bedroom, 1-bath condominium features a functional floor plan designed to maximize space and everyday living. Abundant closet space, additional overhead storage, and large windows create a bright and practical living environment. Located directly across from the historic Cardinal's Mansion on a

  Jeffrey Sklar Beycome Brokerage Realty LLC

  1540 N State Pkwy Unit 1C, Chicago, IL 60610
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  /28

  $1,300,000

  New Construction

  • 5 Beds
  • 4.5 Baths

  513 W 28th Place, Chicago, IL 60616

  These are the homes people say they can't find. There are only two of them. You know what they mean. Not enough square footage to host without shuffling furniture. Not enough privacy unless everyone is floors apart. Not enough separate spaces, so the kitchen becomes the dining room becomes the office becomes the game room, and nothing ever really changes. Here, every part of life has somewhere to

  John Grafft Compass

  513 W 28th Place, Chicago, IL 60616
• 

  

  /22

  $825,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths

  2910 W Palmer St Unit 1, Chicago, IL 60647

  Beautiful, sunny south facing three-bedroom, two-and-a-half-bath duplex down in intimate 2 unit building in ideal Logan Square location. Desired open floor plan with living spaces on separate levels and spacious rooms. Home features clean modern finishes, high end appliance package, quartz counters, lux primary bath - heated floors/steam shower/dual vanity, hardwood floors, organized closets, 8'

  Samantha Porter Jameson Sotheby's Intl Realty

  2910 W Palmer St Unit 1, Chicago, IL 60647
• 

  

  /21

  $620,000

  $20K PRICE DROP

  • 7 Beds
  • 5 Baths

  915 S Kedzie Ave, Chicago, IL 60612

  Pleased to announce the sale of this beautiful 3 unit building. A commuters dream for tenants and owner occupants alike being at close proximity to the train and expressway. Perfect for an owner occupant to have the tenants cover the mortgage while still living in a condo quality unit. Investors can take pride in owning a newer building with less deferred maintenance than an older building while

  Noel Lopez Realty of America, LLC

  915 S Kedzie Ave, Chicago, IL 60612
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  /42

  $839,000

  • 4 Beds
  • 5 Baths
  • 2,911 Sq Ft

  1700 E 56th St Unit 701-702, Chicago, IL 60637

  Experience the pinnacle of Hyde Park luxury in this meticulously reimagined 2,900+ square-foot residence, combining units 701-702 into a sprawling 4-bedroom, 5-bathroom home plus a private office. This top-to-bottom renovation features all-new plumbing and electrical systems, a gourmet kitchen with a massive quartz waterfall island and wine fridge, and five designer bathrooms with premium

  Maurice Goodman CMG Realty & Property Management LLC

  1700 E 56th St Unit 701-702, Chicago, IL 60637
• 

  

  /32

  $799,000

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

  2943 N Lincoln Ave Unit 212, Chicago, IL 60657

  Spacious 3-bedroom, 2.5-bath duplex-up nestled within a picturesque ivy-covered courtyard building in the heart of sought-after West Lakeview. This unique home lives like a townhouse and offers an exceptional blend of character, updates, and space. There are hardwood floors throughout, oversized windows, and a cozy fireplace. The updated kitchen features crisp white cabinetry, granite

  Kristin Gonnella Coldwell Banker Realty

  2943 N Lincoln Ave Unit 212, Chicago, IL 60657
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  /12

  $925,000

  Open Sun 10AM - 2PM $22K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,452 Sq Ft

  850 N Lake Shore Dr Unit 1902, Chicago, IL 60611

  Now 80% sold and ready for immediate occupancy! One-, two-, and three-bedroom units available ranging from 1000-3700+ square feet. 1902 is a 1452 sq ft lake facing one-bedroom with multi-purpose den, 12' ceilings, tons of closet space, and kitchen with all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. 850 Lake Shore Drive, awarded Development of the Year, is a fully

  Lisa McMillan Wolf Residential Group LLC

  850 N Lake Shore Dr Unit 1902, Chicago, IL 60611
• 

  

  /30

  $724,900

  Pending

  • 3 Beds
  • 2 Baths

  1310 N Ritchie Ct Unit 27C, Chicago, IL 60610

  Presenting this stunning brand new gut renovated three bedroom unit in a prestigious location, on a high floor with stunning views, in the landmarked Ritchie Tower building. The newly redesigned floor plan provides a bright open space that has a chef's kitchen that opens to the living & dining areas for entertaining and family gatherings. The three bedrooms are generously sized and there are two

  Eamonn Stafford @properties Christie's International Real Estate

  1310 N Ritchie Ct Unit 27C, Chicago, IL 60610
• 

  

  /33

  $1,895,000

  • 4 Beds
  • 3 Baths

  1905 N Bissell St Unit 3, Chicago, IL 60614

  One of Lincoln Park's most coveted streets, this extraordinary duplex-up Penthouse offers an unmatched combination of scale, luxury, and outdoor living in the heart of the sought-after Ranch Triangle. Thanks to incredibly rare RM-5.5 zoning, this residence boasts a significantly larger footprint than most homes in the neighborhood, delivering an expansive 4-bedroom, 3-bathroom floor plan with

  Steve Zaleski Compass

  1905 N Bissell St Unit 3, Chicago, IL 60614
• 

  

  /26

  $525,000

  Pending

  • 2 Beds
  • 2 Baths

  650 N Wood St Unit 3S, Chicago, IL 60622

  Welcome to one of the brightest condos in West Town - a top-floor 2-bedroom, 2-bath home in an intimate nine-unit building dating to 1906, where sunlight pours in from three exposures and treetop and skyline views frame nearly every window. Inside, a designer rehab preserved the building's turn-of-the-century character while fully updating the hardware, cabinetry, tile, counters, and light

  Grigory Pekarsky Vesta Preferred LLC

  650 N Wood St Unit 3S, Chicago, IL 60622
• 

  

  /21

  $229,999

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  5455 N Sheridan Rd Unit 908, Chicago, IL 60640

  Welcome to this beautifully renovated 1-bedroom, 1-bath residence offering breathtaking views of Lake Michigan and the Chicago skyline. Perched on a high floor, this light-filled home seamlessly blends modern design with thoughtful functionality, creating the perfect urban retreat. The updated kitchen is both stylish and practical, featuring custom cabinetry, sleek granite countertops, and a full

  Lina Survilaite Baird & Warner

  5455 N Sheridan Rd Unit 908, Chicago, IL 60640
• 

  

  /32

  $599,500

  $20K PRICE DROP Pending

  • 6 Beds
  • 4 Baths
  • 2,150 Sq Ft

  3024 N 76th Ave, Elmwood Park, IL 60707

  WELCOME TO 3024 N 76TH AVE IN ELMWOOD PARK! THIS ABSOLUTELY GORGEOUS AND EXCEPTIONALLY SPACIOUS TWO-STORY HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND FUNCTIONALITY. FEATURING 6 GENEROUSLY SIZED BEDROOMS AND 4 ELEGANT BATHROOMS, THIS MOVE-IN-READY RESIDENCE IS DESIGNED TO ACCOMMODATE BOTH EVERYDAY LIVING AND ENTERTAINING WITH EASE. THE MODERN KITCHEN OPENS TO INVITING LIVING SPACES

  Mark Gajos arhome realty

  3024 N 76th Ave, Elmwood Park, IL 60707

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