268

Chicago, IL Homes for Sale with Rooftop Deck

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  • /21

    $219,900

    • Studio
    • 1 Bath
    • 500 Sq Ft

    300 N State St Unit 5225, Chicago, IL 60654

    BEAUTIFULLY RENOVATED STUDIO RIGHT ON THE CHICAGO RIVER IN THE ICONIC MARINA CITY TOWERS. BREATHTAKING VIEWS OF BOTH THE CHICAGO RIVER AND DOWNTOWN FROM YOUR EXPANSIVE PRIVATE BALCONY. STEPS AWAY FROM RIVERWALK, FINE DINING, SHOPPING, ENTERTAINMENT, MICHIGAN AVE, NIGHTLIFE, NAY PIER, OAK STREET BEACH, TRANSPORTATION, AND MORE. SPACIOUS LAYOUT WITH A LARGE OPEN CONCEPT KITCHEN. QUARTZ COUNTERTOPS,

    Mike Najarian NCL Realty, INC.

    300 N State St Unit 5225, Chicago, IL 60654
  • /38

    $2,575,000 Open Sun 12PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,560 Sq Ft

    4442 N Greenview Ave, Chicago, IL 60640

    This beautiful house has a great street appeal, it is featuring five bedrooms, third floor spacious sixty five feet deck with pergola, open first floor porch and three car garage. The house is located in well acclaimed Ravenswood elementary School District, it features 10-foot ceilings on every level and high-end finishes throughout. The main level boasts custom millwork, crown moldings, and

    Milena Birov @properties Christie's International Real Estate

    4442 N Greenview Ave, Chicago, IL 60640
  • /22

    $210,000

    • 1 Bed
    • 1 Bath
    • 734 Sq Ft

    3600 N Lake Shore Dr Unit 1608, Chicago, IL 60613

    Spacious one-bedroom residence in the South Tower, perfectly positioned with north-facing views overlooking Montrose Harbor, Lake Michigan, and the park's tennis courts. This thoughtfully updated home features hardwood floors throughout, white cabinetry, stainless steel appliances, and an open-concept kitchen ideal for modern living. Recently repainted for a fresh, move-in-ready feel. Enjoy

    Melissa Siegal @properties Christie's International Real Estate

    3600 N Lake Shore Dr Unit 1608, Chicago, IL 60613
  • /87

    $8,995,000

    • 7 Beds
    • 5.5 Baths
    • 8,691 Sq Ft

    1853 N Burling St, Chicago, IL 60614

    Set on an expansive 44-ft-wide lot on the most coveted block of one of Chicago's most prestigious streets, 1853 N Burling is an exceptional custom-built estate. Situated in the heart of Lincoln Park, this architectural tour de force seamlessly combines masterful craftsmanship & refined modern living. Designed for extraordinary living, every element of this home has been carefully curated to

    Carrie McCormick @properties Christie's International Real Estate

    1853 N Burling St, Chicago, IL 60614
  • /51

    $1,600,000

    • 4 Beds
    • 4.5 Baths
    • 4,924 Sq Ft

    600 N Kingsbury St Unit 506, Chicago, IL 60654

    This three-story penthouse at 600 N Kingsbury is a rare opportunity to own one of River North's most dramatic and spacious residences. With four bedrooms, four-and-a-half bathrooms, a private four-car attached garage, and nearly 1,800 square feet of exclusive outdoor space, this home blends the scale of a single-family residence with the convenience of full-amenity condominium living. Inside,

    Grigory Pekarsky Vesta Preferred LLC

    600 N Kingsbury St Unit 506, Chicago, IL 60654
  • /5

    $2,175,000 New Construction

    • 3 Beds
    • 2 Baths

    1839 N Dayton St Unit PH-02, Chicago, IL 60614

    1839 North Dayton Street: The Pinnacle of Lincoln Park Luxury Introducing a highly anticipated, exclusive collection of new-construction luxury residences situated on a prestigious residential block in the heart of Lincoln Park. This boutique development brings sophisticated, modern living to one of Chicago's most desirable streets /blocks of Lincoln Park, Designed for ultimate privacy and

    Sabina Szura Mark Allen Realty ERA Powered

    1839 N Dayton St Unit PH-02, Chicago, IL 60614
  • /51

    $3,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,272 Sq Ft

    1532 W George St, Chicago, IL 60657

    1530-1532 W George St is an urban oasis on an oversized 55'x125' Lakeview lot within acclaimed Burley School neighborhood attendance boundary and 2 blocks from award-winning Alphonsus Academy. Exceptional opportunity features a luxury residence (25' lot) flooded with natural light from 12' ceilings and east- and south-facing windows overlooking a fully landscaped side yard, garden, and outdoor

    Matt Shrake Coldwell Banker Real Estate Group

    1532 W George St, Chicago, IL 60657
  • /36

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft

    1445 N State Pkwy Unit 1904, Chicago, IL 60610

    Welcome to Unit 1904, a stunning three-bedroom, two-bath corner residence offering 1,600 sq. ft. of modern, open-concept living in one of Chicago's most iconic neighborhoods. Step inside and immediately feel the light pour in through expansive windows, framing sweeping city views and enhancing the spacious, airy layout. The open living and dining space flows seamlessly-perfect for entertaining,

    Lizanne Pilot Coldwell Banker Realty

    1445 N State Pkwy Unit 1904, Chicago, IL 60610
  • /27

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    161 W Harrison St Unit 708, Chicago, IL 60605

    Welcome to Market Square Lofts in the South Loop/River South. This spacious 2-bedroom, 2-bath southeast-corner loft offers an open split-bedroom layout, tall ceilings, hardwood floors, city views, and a private balcony off the living area. The kitchen features stainless steel appliances, granite countertops, white cabinetry, and a breakfast bar that opens to the living/dining space with a gas

    John O'Connor Top Care Realty LLC

    161 W Harrison St Unit 708, Chicago, IL 60605
  • /78

    $3,999,000 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 9 Baths
    • 7,500 Sq Ft

    53 E Division St, Chicago, IL 60610

    Classic in style and transitional in design, 53 E. Division St. is a 7,500-square-foot, 5 bed/9 bath luxury home in the heart of the Gold Coast with four private outdoor spaces and a rare attached garage. One of the only residential works by famed architect Jarvis Hunt, located steps from Oak Street Beach and moments from the Mag Mile, the renovated Beaux-Arts exterior is a masterpiece of ornate

    Tim Salm Jameson Sotheby's Intl Realty

    53 E Division St, Chicago, IL 60610
  • /19

    $219,900

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    6301 N Sheridan Rd Unit 11C, Chicago, IL 60660

    Enjoy lakefront living just steps from Loyola University Chicago and Chicago's beautiful beaches. Completely renovated 1-bedroom, 1-bath condo featuring a modern kitchen with stainless steel appliances, wine cooler, quartz countertops, and ample cabinetry. Bright open living and dining area with elegant flooring throughout, spacious bedroom with generous closet space, and updated bathroom with

    Rina Hodzic Panther Pro Realty Inc.

    6301 N Sheridan Rd Unit 11C, Chicago, IL 60660
  • /31

    $1,490,000

    • 4 Beds
    • 4.5 Baths
    • 3,797 Sq Ft

    1733 S Prairie Ave, Chicago, IL 60616

    Newly redesigned layout offering four bedrooms and four and a half bath townhome is a true modern masterpiece, offering 3,797 square feet of living space. Welcome to an exquisite residence at 1733 South Prairie Avenue, located in the heart of Chicago's Historic Prairie District. As you approach, you'll be greeted by a gated front yard and garden, leading to a charming patio perfect for outdoor

    Nadine Ferrata Compass

    1733 S Prairie Ave, Chicago, IL 60616
  • /14

    $269,900

    • 1 Bed
    • 1 Bath

    420 S Clinton St Unit 110A, Chicago, IL 60607

    Beautifully updated 1 bed / 1 bath loft in the Gotham Lofts in the West Loop! Be the very first to enjoy the brand-new, fully remodeled kitchen featuring sleek modern cabinetry, quartz countertops, stylish undermount lighting, and a contemporary sink-perfectly designed. This bright and inviting home has been freshly painted throughout and features brand-new carpet in the bedroom and updated

    Stephanie Biederman Berkshire Hathaway HomeServices Chicago

    420 S Clinton St Unit 110A, Chicago, IL 60607
  • /50

    $3,195,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 4,308 Sq Ft

    1816 N Hudson Ave, Chicago, IL 60614

    This exceptional 5-bedroom, 4-full and 1-half-bath residence offers meticulously updated living space across four expansive levels. Ideally situated on one of the most sought after blocks in prestigious East Lincoln Park. This home showcases refined architectural details and high-end finishes throughout, reflecting an uncompromising attention to detail. The fabulous gourmet kitchen features

    Rosalie Lemperis Coldwell Banker Realty

    1816 N Hudson Ave, Chicago, IL 60614
  • /21

    $435,000 Open House 5/09

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

    4351 S Vincennes Ave Unit 2, Chicago, IL 60653

    Looking for a Bronzeville condo that actually lives like a home? Welcome to the Flats on Vincennes, an all-brick duplex that gives you the space, light, and privacy you desire. This large, two-level home offers an easy, functional layout with plenty of room to breathe. The open living and dining area is bright, ideal for hosting, relaxing, and of course, everyday living. The kitchen is modern and

    Naja Morris @properties Christie's International Real Estate

    4351 S Vincennes Ave Unit 2, Chicago, IL 60653
  • /35

    $950,000

    • 5 Beds
    • 3.5 Baths

    1304 N Lawndale Ave, Chicago, IL 60651

    1304 N Lawndale is a striking newer-construction single-family home that delivers an exceptional combination of scale, quality finishes, and outdoor living that is genuinely rare at this price point in Chicago. Set on an oversized 30x125 lot in a vibrant West Side neighborhood just minutes from the 606 Trail and Humboldt Park, this spacious 5-bedroom, 3.1 bath residence spans four thoughtfully

    Carrie McCormick @properties Christie's International Real Estate

    1304 N Lawndale Ave, Chicago, IL 60651
  • /18

    $315,000

    • 1 Bed
    • 1 Bath
    • 715 Sq Ft

    849 N Franklin St Unit 1206, Chicago, IL 60610

    This spacious 1 bedroom, 1 bath concrete soft loft condo is located in River North's upscale Parc Chestnut building. It offers an open floor plan and stunning north views that extend for two blocks, visible through the expansive window line. Hardwood floors throughout the unit provide a modern and elegant touch. The ceilings are painted (reduces shedding) and reach a height of 12 feet, adding to

    Jorge Zea Jorge Zea Managing Broker

    849 N Franklin St Unit 1206, Chicago, IL 60610
  • /25

    $350,000

    • 2 Beds
    • 2 Baths

    2206 W Monroe St Unit 2, Chicago, IL 60612

    Pristine 2 bedroom 2 bath updated condo with nice appointments including redone hardwood flooring, kitchen with granite counters and stainless steel appliances, including new oven (2026), newer primary bath with double vanity, large walk in shower and heated floors, all custom closets, marble 2nd full bath, 2 outdoor spaces (including a shared roof top deck), gated parking and additional storage,

    Susan Kanter Baird & Warner

    2206 W Monroe St Unit 2, Chicago, IL 60612
  • /15

    $415,000

    • 1 Bed
    • 1 Bath
    • 875 Sq Ft

    420 E Waterside Dr Unit 907, Chicago, IL 60601

    Welcome to The Regatta in coveted Lakeshore East! This fully-renovated, rarely-available, 1 bed/1 bath condo blends modern elegance with everyday comfort. The large open-concept living and dining areas boast floor-to-ceiling windows with custom black-out drapes, filling the space with natural light from the private, covered balcony. The kitchen features recently-updated stainless steel

    Samuel Check Compass

    420 E Waterside Dr Unit 907, Chicago, IL 60601
  • /23

    $361,000

    • 3 Beds
    • 2 Baths

    2108 W 18th Place Unit 2, Chicago, IL 60608

    Modern 3-Bed Oasis in the Heart of Pilsen! Welcome home to this impeccably designed 3-bedroom, 2-bathroom condo, offering sleek modern aesthetics and high-end finishes. Built in 2018, this all-masonry first-floor home is flooded with light from a sunny southern exposure. The open-concept living space is perfect for entertaining, featuring custom flat-panel cabinetry, quartz countertops, and

    Arvind Sarup HomeSmart Realty Group

    2108 W 18th Place Unit 2, Chicago, IL 60608
  • /29

    $319,500

    • 2 Beds
    • 2 Baths
    • 958 Sq Ft

    8 W Monroe St Unit 1403, Chicago, IL 60603

    OPPORTUNITY IS KNOCKING! Two blocks to Millennium Park! Just updated 2 BED / 2 BATH condo unit in the historic North American Building. Super- sunny Southern exposure make this unit sparkle! Stainless appliances, in-unit washer/dryer hookups, open floor plan with split bedroom for maximum privacy. Ensuite master bedroom setup offers combo walk in closet and full bath with oversized tub. New

    David Piche Piche Partners

    8 W Monroe St Unit 1403, Chicago, IL 60603
  • /22

    $1,149,000

    • 3 Beds
    • 3 Baths

    505 W Elm St Unit 5, Chicago, IL 60610

    Seven on Elm Residences. We are thrilled to introduce a rare opportunity to own a piece of Chicago history: seven luxury residences within a stunning church conversion in the Historic Old Town neighborhood. This project masterfully blends timeless architectural character with modern sophistication, offering truly one-of-a-kind homes designed for elevated urban living. This spacious 3-bedroom

    Michelle Browne @properties Christie's International Real Estate

    505 W Elm St Unit 5, Chicago, IL 60610
  • /24

    $1,150,000

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

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

    ARCHITECT-OWNED and thoughtfully remodeled, this 3 BED + DRESSING ROOM/OFFICE residence sits on the ICONIC CURVE of Lake Shore Drive with JAW-DROPPING LAKE AND SKYLINE VIEWS from nearly every room. Designed by the architect-owner who actually lives in the space, the home layers RECLAIMED WOOD FLOORS, a CUSTOM REWORKED FLOOR PLAN, and a level of detail FAR BEYOND builder-grade finishes. The

    Eugene Fu @properties Christie's International Real Estate

    990 N Lake Shore Dr Unit 16C, Chicago, IL 60611
  • /42

    $895,000

    • 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
  • /48

    $649,000

    • 7 Beds
    • 4 Baths

    441 E 42nd St, Chicago, IL 60653

    Discover an incredible investment opportunity at 441 E 42nd Street, a classic Chicago greystone nestled in one of the city's most sought-after and historic neighborhoods. Recently updated in 2021. Perfectly positioned just minutes from downtown, Lake Shore Drive, and an abundance of shopping, dining, and entertainment options, this property offers both convenience and long-term value. This

    Nia Crawford Realty of America, LLC

    441 E 42nd St, Chicago, IL 60653
  • /45

    $7,750,000

    • 5 Beds
    • 4.5 Baths
    • 6,031 Sq Ft

    1838 N Burling St, Chicago, IL 60614

    Classic limestone and brick single-family home on two and a half lots on coveted Burling Street with spectacular outdoor space. This outdoor footprint includes a swimming pool, outdoor kitchen, temperature controlled four-season glass atrium with accordion windows, sport court, and a gated parking pad for guests. The main level features high ceilings across a large living room with hardwood

    Ryan Preuett Jameson Sotheby's Intl Realty

    1838 N Burling St, Chicago, IL 60614
  • /16

    $155,000

    • Studio
    • 1 Bath

    3600 N Lake Shore Dr Unit 523, Chicago, IL 60613

    Outstanding Lakeview East opportunity. This 5th-floor studio offers beautiful lake & Lincoln Park views and a highly functional layout with ample living/dining space. The home is move-in ready, newly painted, and features refinished hardwood floors throughout. Large windows provide abundant natural light and showcase beautiful lake & park views. The kitchen offers ample cabinet space and a white

    Margaret Klein Baird & Warner

    3600 N Lake Shore Dr Unit 523, Chicago, IL 60613
  • /14

    $499,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1635 W Belmont Ave Unit 320, Chicago, IL 60657

    Welcome to Unit 320 at Cinema Lofts, a rare and stunning 2-bedroom, 2-bathroom unit in one of Chicago's most iconic converted loft buildings in the heart of the Southport Corridor. The building's breathtaking ornate terra cotta facade is a true architectural showpiece, with intricate Baroque detailing and soaring floor-to-ceiling windows. Spanning approximately 1,200 square feet, seamlessly

    Benjamin Lissner Baird & Warner

    1635 W Belmont Ave Unit 320, Chicago, IL 60657
  • /9

    $600,000 New Construction

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

    1359 S Avers 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. 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. Upstairs includes a

    Michael Saladino Keller Williams ONEChicago

    1359 S Avers Ave, Chicago, IL 60623
  • /35

    $490,000

    • 2 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    1701 N Damen Ave Unit 105, Chicago, IL 60647

    Experience this beautifully updated 2-bedroom, 1.5-bath duplex down in the heart of vibrant Bucktown. Offering over 1,400 square feet of living space, this south-facing home is filled with natural light, highlighted by soaring 12-foot timber ceilings and expansive picture windows. The open-concept kitchen features 42" maple cabinetry, a spacious breakfast bar with seating for three, and flows

    Jen Fay Re/Max Premier

    1701 N Damen Ave Unit 105, Chicago, IL 60647
  • /50

    $8,350,000

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

    14 W Superior St Unit 7100, Chicago, IL 60654

    Astonishing FULL FLOOR home with breathtaking 360 degree views, outdoor space, direct elevator access and bespoke finishes! Delivery in August. Welcome to One Chicago - 77 visionary homes in the sky, starting on the 44th floor, with spectacular city and lake views. Merging the exclusive neighborhoods of the Gold Coast and River North, One Chicago offers a whole new perspective on city living,

    Nancy Tassone Jameson Sotheby's Intl Realty

    14 W Superior St Unit 7100, Chicago, IL 60654
  • /27

    $1,800,000

    • 3 Beds
    • 3.5 Baths
    • 3,043 Sq Ft

    1040 N Lake Shore Dr Unit 17D, Chicago, IL 60611

    Welcome to this high-floor, preferred-tier corner residence at The Carlyle, offering breathtaking views of Lake Michigan, Oak Street Beach, and the city skyline. Floor-to-ceiling windows and a wide, flowing floor plan provide the perfect setting for both entertaining and everyday living. The spacious eat-in kitchen features granite countertops, stainless steel appliances, abundant cabinetry, a

    An-An Ku Urban Living Properties, LLC

    1040 N Lake Shore Dr Unit 17D, Chicago, IL 60611
  • /40

    $3,950,000

    • 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
  • /41

    $2,995,000

    • 3 Beds
    • 5 Baths
    • 6,021 Sq Ft

    55 W Delaware Place Unit 1101, Chicago, IL 60610

    Stunning rarely available custom duplex penthouse with over 6000 sq ft of immaculate living space. One of Chicago's most unique homes with multiple outdoor spaces including a 3500 sq ft wraparound remodeled outdoor oasis with city and park views. Fall in love with the elegance and charm of this wonderful open concept home with beautiful finishes and details throughout. Sophisticated features from

    Naomi Wilkinson Magellan Marketing Group LLC

    55 W Delaware Place Unit 1101, Chicago, IL 60610
  • /67

    $3,499,999

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

    1936 N Wilmot Ave, Chicago, IL 60647

    A showpiece of refined design and modern innovation, this extraordinary residence, featured in Modern Luxury and Crate & Barrel, was masterfully reimagined in 2021 to deliver a seamless blend of architectural character and state-of-the-art living, anchored by a breathtaking 35' atrium crowned by a dramatic spiral staircase that sets an unforgettable first impression. Striking interiors captivate

    Melanie Giglio-Vakos Compass

    1936 N Wilmot Ave, Chicago, IL 60647
  • /45

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,694 Sq Ft

    3407 N Bell Ave Unit B, Chicago, IL 60618

    An extraordinary, design-forward townhome offering four bedrooms and four-and-a-half baths, thoughtfully crafted for those who value both elevated aesthetics and uncompromising comfort. Located in the heart of highly sought-after Roscoe Village, this newer-construction residence delivers a rare combination of refined architecture, expansive living, and seamless indoor-outdoor flow-all with the

    Leigh Marcus @properties Christie's International Real Estate

    3407 N Bell Ave Unit B, Chicago, IL 60618
  • /28

    $1,065,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,756 Sq Ft

    225 N Columbus Dr Unit 6301, Chicago, IL 60601

    Updated kitchen and floors! Live above it all at Aqua in Lakeshore East! This renovated 3 bed, 2.1 bath home offers iconic southwest views from a full wraparound balcony. Features include new engineered hardwood floors, Sonos surround sound, Lutron automated blinds, heated primary bath floors and fresh finishes throughout. Aqua is a resort-style building designed by STARchitect Jeanne Gang, with

    Lance Kirshner Compass

    225 N Columbus Dr Unit 6301, Chicago, IL 60601
  • /34

    $769,900 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    1447 N Bosworth Ave Unit 3, Chicago, IL 60642

    Welcome to your stunning penthouse condo in Wicker Park filled with luxurious finishes, hardwood floors, and rooftop patios with skyline views! The expansive living room features soaring ceilings with a beautiful tray detail, a gas-start fireplace, and oversized west-facing windows that flood the space with sunlight. Updated kitchen with granite countertops, stainless steel appliances, large

    Kate Newey Real Broker, LLC

    1447 N Bosworth Ave Unit 3, Chicago, IL 60642

Showing Results 121 - 160, Page 4 of 7

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