Chicago, IL Homes for Sale with Rooftop Deck

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  /20

  $730,000 New Construction

  • 3 Beds
  • 2 Baths

  5340 N Lincoln Ave Unit 401, Chicago, IL 60625

  New construction two-bedroom, two-bedroom plus den, and three-bedroom residences in a boutique nine-unit elevator building offer masterfully designed open floor plans in the heart of Lincoln Square. Each home is anchored by a custom kitchen featuring shaker cabinetry, a nine-foot island, premium appliances, and elegant brass fixtures. Ten-foot ceilings and oversized windows flood the living areas

  Emily Sachs Wong @properties Christie's International Real Estate

  5340 N Lincoln Ave Unit 401, Chicago, IL 60625
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  /27

  $440,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,143 Sq Ft

  3963 W Belmont Ave Unit 316, Chicago, IL 60618

  Rarely available "designer's dream" 3 bed / 2 bath at Shoemaker Lofts with a full slate of recent updates that make this one move-in ready. The kitchen features cherry cabinetry, granite counters, and all new Samsung stainless steel appliances (just 1 year old), flowing into an open living/dining space with access to a private balcony overlooking a green interior courtyard. The entire unit has

  Liz Jones Keller Williams ONEChicago

  3963 W Belmont Ave Unit 316, Chicago, IL 60618
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  $695,000

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

  1359 W Grand Ave Unit 2, Chicago, IL 60642

  Rare find on West Town's extra-wide commercial stretch of Grand. Soaring 12-ft ceilings, oversized windows, and a sun-drenched open layout. 2 beds, 2 full baths, chef-ready kitchen, spacious primary with walk-in, in-unit laundry, 2 private outdoor balconies and exceptional PRIVATE ROOF TOP DECK. Designated large storage room included. Garage parking is included, pre-wired for EV charger install.

  Chris Katsulis THE NAV AGENCY

  1359 W Grand Ave Unit 2, Chicago, IL 60642
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  $2,499,000 New Construction

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

  2457 W Byron St, Chicago, IL 60618

  Exquisite new construction luxury home in Chicago's North Center. Discover unparalleled modern living in this brand new 2026 construction masterpiece, meticulously designed for sophistication, entertaining, and comfort. This expansive residence features 6 bedrooms each boasting its own en suite bathroom, ensuring privacy and convenience for family and guest alike. The primary kitchen presents a

  Christopher Zaccaro CV Estates, LLC

  2457 W Byron St, Chicago, IL 60618
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  $865,000

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  321 N Jefferson St Unit P3211, Chicago, IL 60661

  Experience unparalleled luxury in this unbelievable 3-bedroom plus den, 2.1-bath duplex-up penthouse in an exceptional Fulton Market / West Loop location. Tucked within a boutique condo building on a quieter street, this sun-drenched residence offers a beautifully designed open-concept floor plan ideal for entertaining now elevated with a complete kitchen renovation, living room redesign, all new

  Natalie Renna Compass

  321 N Jefferson St Unit P3211, Chicago, IL 60661
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  $1,049,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  2341 W Belden Ave Unit 1, Chicago, IL 60647

  Experience modern living at its finest in this beautifully designed 3-bedroom, 2.5-bathroom duplex-down condominium. Thoughtfully crafted with high-end finishes and exceptional attention to detail, this spacious residence seamlessly blends indoor comfort with unique outdoor living. A rare highlight of the home is the private garage rooftop deck, complete with a louvered pergola, privacy fencing,

  Damian Wojcik Chicagoland Brokers, Inc.

  2341 W Belden Ave Unit 1, Chicago, IL 60647
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  /19

  $785,000

  • 3 Beds
  • 2.5 Baths
  • 1,928 Sq Ft

  1160 S Michigan Ave Unit 3107, Chicago, IL 60605

  Wake up to some of the most breathtaking views Chicago has to offer in this northeast corner residence overlooking Grant Park and the sparkling waters of Lake Michigan, perfectly positioned along vibrant Michigan Avenue. From the sweeping greenery of Grant Park to the shimmering waters of Lake Michigan, the outlook is nothing short of inspiring. Watch summer fireworks illuminate the sky above

  Ryan Cherney Circle One Realty

  1160 S Michigan Ave Unit 3107, Chicago, IL 60605
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  /30

  $1,399,000

  • 4 Beds
  • 3.5 Baths

  2338 N Oakley Ave, Chicago, IL 60647

  GORGEOUS 4 BED 3.5 BATH SINGLE FAMILY HOME IN BUCKTOWN. THIS PROPERTY IS IN THE PULASKI IB SCHOOL DISTRICT AND JUST AROUND THE CORNER FROM HOLSTEIN PARK AND OUTSTANDING BT DINING. MAIN FLOOR OFFERS AN OPEN CONCEPT LAYOUT WITH FAMILY ROOM OFF UPGRADED KITCHEN FEATURING PROFESSIONAL RANGE AND STAINLESS APPLIANCES PLUS PANTRY & FIREPLACE. THE FRONT HALF OF THE HOUSE HAS A REMODELED 1/2 BATH AND

  Jamie Connor Jameson Sotheby's Intl Realty

  2338 N Oakley Ave, Chicago, IL 60647
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  /9

  $600,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,090 Sq Ft

  1352 S Springfield Ave, Chicago, IL 60623

  Introducing The Bella by Mosaic Chicago, a modern 3-bedroom, 2.5-bath single-family home offering approximately 2,090 square feet of thoughtfully designed living space on a lot and a half. Open-concept main level with expansive living and dining areas flowing into a designer kitchen featuring shaker-style cabinetry, quartz countertops, stainless steel appliance package, and recessed LED lighting.

  Michael Saladino Keller Williams ONEChicago

  1352 S Springfield Ave, Chicago, IL 60623
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  /18

  $2,350,000 New Construction

  • 4 Beds
  • 3.5 Baths

  2679 N Orchard St Unit PHN, Chicago, IL 60614

  We are pleased to introduce 2679 N Orchard, East Lincoln Park's newest boutique luxury development. Ideally situated on an oversized lot within the highly sought-after Alcott Elementary and Lincoln Park School Districts these oversized duplex homes are a must see. This exclusive offering features four expansive duplex residences, each thoughtfully designed with four bedrooms and three-and-a-half

  Andrew Thurston Meridian Real Estate Chicago LLC

  2679 N Orchard St Unit PHN, Chicago, IL 60614
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  /37

  $648,500

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

  3312 N New England Ave, Chicago, IL 60634

  Jumbo Georgian on the best block in historic Schorsch Village. Lot is 40 x 145. Long time current owners. 3 good sized bedrooms and 1.1 bath. Fully finished basement with an oversized room for a typical Georgian could be possible 4th bedroom/office/family room/play area. Lots of updates and news over the years. Beautiful chef's kitchen 2015 with new appliances 2025. tuckpointing 2019. Copper

  April Kibler Coldwell Banker Realty

  3312 N New England Ave, Chicago, IL 60634
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  /23

  $750,000

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft

  2133 N Campbell Ave Unit 1D, Chicago, IL 60647

  Step inside your new sun-drenched, updated duplex that lives like a single-family home, offering soaring ceiling heights and an exceptional blend of style, comfort, and functionality. Designed for modern living, this residence features a highly sought-after open-concept floor plan with a refined kitchen - wrought with a big island, quartz counters, rich cabinetry, and stainless steel appliances -

  Julia Brenner - Lindquist Compass

  2133 N Campbell Ave Unit 1D, Chicago, IL 60647
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  /35

  $670,000 Open Sat 12:30PM - 2PM

  • 3 Beds
  • 3.5 Baths
  • 1,950 Sq Ft

  4232 W Belmont Ave Unit 4, Chicago, IL 60641

  Welcome to AVNDL Estates, a modern residential enclave set within one of Chicago's most historic and dynamic neighborhoods-Avondale. Developed by the award-winning Noah Properties and thoughtfully designed by Lisek Interiors, this private, gated community offers 52 luxury townhomes ranging from 1,950 to 4,250 square feet, each curated for contemporary living. Every residence delivers the space,

  Matt Laricy Americorp, Ltd

  4232 W Belmont Ave Unit 4, Chicago, IL 60641
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  /22

  $334,500

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 2910, Chicago, IL 60654

  Prepare to be captivated by this spectacular one-bedroom, one-bathroom residence on the 29th floor of the Chicago landmark, Marina City (often referred to as "Marina Towers"). Experience city living in this gut-rehabbed and intelligently re-imagined open layout. This unit showcases luxury living, boasting an enviable south and east-facing orientation that delivers breathtaking, panoramic views of

  Misael Chacon Beycome brokerage realty LLC

  300 N State St Unit 2910, Chicago, IL 60654
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  /39

  $1,049,000

  • 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
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  /9

  $2,500,000 Open Sun 12PM - 2PM

  • 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
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  /16

  $550,000

  • 2 Beds
  • 2 Baths

  Unlisted Address

  Welcome to 1542 N Artesian Ave, a stylish 2-bed, 2-bath condo offering modern comfort and effortless city living. This light-filled home features hardwood floors, an open-concept layout with a cozy fireplace, and a sleek kitchen with stainless steel appliances. The spacious primary suite includes an ensuite bath, while in-unit laundry adds everyday convenience. Enjoy multiple outdoor spaces

  Marina Carney Compass

  Unlisted Address
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  /23

  $275,000

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft

  450 W Briar Place Unit 7G, Chicago, IL 60657

  Enjoy sweeping city views from this sun-filled, impeccably maintained one-bedroom, one-bath condo in the heart of East Lakeview. The updated kitchen features sleek quartz countertops, stainless steel appliances, and a convenient breakfast bar, flowing seamlessly into a spacious living and dining area, perfect for both everyday living and entertaining. Floor-to-ceiling windows and hardwood floors

  Stephen Hnatow Keller Williams ONEChicago

  450 W Briar Place Unit 7G, Chicago, IL 60657
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  /25

  $2,299,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,086 Sq Ft

  2042 W Berteau Ave, Chicago, IL 60618

  Exceptional new construction single-family home by expert builder on an extra-long 133' lot in Coonley elementary district. Contemporary brick facade with dark bronze accents and modern front entry door. Spacious floor plan with 5 bedrooms and 4.1 baths. Combined living/dining room features large windows offering ample natural light and direct vent gas fireplace with custom surround. Chef quality

  Jason O'Beirne Jameson Sotheby's Intl Realty

  2042 W Berteau Ave, Chicago, IL 60618
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  /23

  $484,000 Open Sat 11AM - 12:30PM

  • 2 Beds
  • 2 Baths

  3204 N Kostner Ave Unit 505, Chicago, IL 60641

  LAST PENTHOUSE!! OVER 70 PRCNT SOLD! MOVE IN READY! Introducing 3204 Kostner! You will be blown away by the sweeping views! We are pleased to present one of Avondale/Kilbourn Park's ONLY and its NEWEST condominium development! This best-kept-secret neighborhood has long awaited high-quality new condominium homes and they're here! Come early to select your home from 30 fantastic units. Offering

  Karen Biazar North Clybourn Group, Inc.

  3204 N Kostner Ave Unit 505, Chicago, IL 60641
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  /30

  $779,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 2 Baths

  1423 W Belmont Ave Unit 4, Chicago, IL 60657

  Luxury Living in the Heart of Southport Corridor. Experience elevated city living in this stunning Southport Corridor penthouse, with a private rooftop This oversized 2-bedroom, 2-bathroom home offers a rare combination of space, style, and sophistication. Step into the expansive great room, where soaring 12-foot ceilings and an extra-wide floor plan create a bright, open environment perfect for

  Ryan Huyler Compass

  1423 W Belmont Ave Unit 4, Chicago, IL 60657
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  /46

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 2,547 Sq Ft

  600 N Lake Shore Dr Unit 1212, Chicago, IL 60611

  Tenant occupied until August 31st. Receiving 9,100 from rent. Refined quality and distinctive style only begin to describe this 3-bedroom luxury residence. From the moment you step inside, you'll fall for the rich and tasteful finishes starting in the foyer with the elegant overhead designer light fixture nestled in the trey ceiling. Custom millwork throughout includes crown molding, solid core

  Stephanie Maloney HomeSmart Connect LLC

  600 N Lake Shore Dr Unit 1212, Chicago, IL 60611
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  /21

  $552,500 Open Sat 11AM - 1PM

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

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

  Welcome to 201 E. Chestnut, Unit 23A - a beautifully updated residence in a full-amenity boutique building, perfectly blending style, comfort, and convenience in the heart of the city. Step inside and immediately appreciate the thoughtful details throughout, including recessed lighting, concealed closets, and elegant marble flooring. The kitchen, fully renovated in 2007, is a true chef's

  Vernetta Jackson RE/MAX Premier

  201 E Chestnut St Unit 23A, Chicago, IL 60611
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  /35

  $750,000 Open Fri 3PM - 6PM

  • 5 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  812 S Bell Ave, Chicago, IL 60612

  This one is truly special! One of a kind 5 bedroom home tucked away on a private dead-end street, full of character, charm, and history dating back to 1895. From the movie worthy staircase and tall ceilings to the warm, timeless details throughout, this home has the "wow factor". The library has beautiful floor to ceiling wood built in shelving and a ladder to reach the highest/farthest shelves

  Bridget Duniec @properties Christie's International Real Estate

  812 S Bell Ave, Chicago, IL 60612
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  /22

  $1,495,000

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

  1351 W Altgeld St Unit 3A, Chicago, IL 60614

  Rarely available and stunningly expansive 3,000+ square foot fee-simple **extra-wide townhome with a side-by-side layout-a refreshing alternative to traditional front-to-back designs-**lives like a true single-family residence and is one of only four of the largest floor plans in the highly sought after Altgeld Club. Set within a serene courtyard community, it offers exceptional scale, natural

  Ryan Cherney Circle One Realty

  1351 W Altgeld St Unit 3A, Chicago, IL 60614
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  /27

  $670,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  225 N Columbus Dr Unit 5310, Chicago, IL 60601

  Unprecedented sweeping 180-degree views of downtown Chicago's stunning lakefront, parks, striking skyline, Millennium Park and unmatched architecture from 2 separate wrap-around balconies, South East corner residence, you are drawn to the stunning views the minute you walk into the welcoming large foyer of this split floorplan residence with floor-to-ceiling windows and NEW custom wide plank wood

  Patricia Young @properties Christie's International Real Estate

  225 N Columbus Dr Unit 5310, Chicago, IL 60601
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  /26

  $775,000 Open Fri 4PM - 6PM

  • 3 Beds
  • 3 Baths
  • 2,200 Sq Ft

  634 W Grace St Unit 1E, Chicago, IL 60613

  This historic Greystone is truly one of a kind. Urban legend has it - the home's staircase rises through its very heart, carved from the oak tree that once stood proudly on this land. Its timber surrendered not in loss, but in transformation-what once reached skyward now anchors the home, its grain a quiet map of seasons long past. Step into present day and discover this rarely available,

  Alexandre Stoykov Compass

  634 W Grace St Unit 1E, Chicago, IL 60613
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  /17

  $508,000

  • 1 Bed
  • 1.5 Baths
  • 1,045 Sq Ft

  57 E Delaware Place Unit 3204, Chicago, IL 60611

  Experience breathtaking lake and city views from every window in this beautifully appointed high-rise residence-complete with a garage parking space included in the price. This spacious one-bedroom home offers over 1,000 square feet of thoughtfully designed living space, featuring 9-foot ceilings and rich maple flooring throughout the main living areas. The open-concept layout is ideal for both

  Jen Fay Re/Max Premier

  57 E Delaware Place Unit 3204, Chicago, IL 60611

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