View All Edgewater Chicago IL Homes with Rooftop Deck Listings

$1,250,000
5 Beds 4 Baths 12754178 MLS NEW Status
Stately, all brick 2012 built home with the perfect blend of sophisticated design and modern finishes. This home was updated in 2024 and features an extra wide footprint, front fenced yard and attached garage - features hard to find in the City! Enjoy 5 bedrooms, 3 1/2 baths and 2 living rooms; three levels of beautifully finished living space (all above grade). 2 impressive outdoor spaces! A private fenced front yard and an impressive 900-square-foot rooftop deck designed for entertaining and outdoor living. The main level showcases a bright, open-concept floor plan with tall ceilings, oversized windows, and seamless flow between the living, dining, and kitchen spaces. The spacious living area is ideal for both everyday living and entertaining, while the dedicated dining space comfortably accommodates large gatherings. At the heart of the home is a stunning chef's kitchen featuring high-end Bosch appliances, Sub-Zero fridge, custom cabinetry, quartz countertops, abundant storage and an oversized island. A powder room, pantry and coat closet complete the thoughtfully designed first floor. The second level offers three generously sized bedrooms, two beautifully appointed bathrooms, and a versatile family room or lounge area-perfect for movie nights, a playroom, or a second living space. The luxurious primary suite provides a true retreat with a gas fireplace, two large walk-in closets, and a spa-inspired en-suite bath featuring a double vanity, soaking tub, oversized walk-in shower and private water closet. An additional bedroom on this level offers flexibility for guests, a home office or fitness room. Located in on a perfectly tucked away lot, this home is close to everything Andersonville and Edgewater have to offer while offering privacy. Minutes from the new Ridge Metra Station, the CTA Red Line, the lakefront, and Andersonville's acclaimed restaurants, cafes, boutiques, Gethsemane and neighborhood favorites. This remarkable home delivers the perfect combination of luxury, convenience, space and lifestyle in one of Chicago's most desirable neighborhoods.

5954 N Paulina Street, Chicago

$350,000
2 Beds 2 Baths 12730139 MLS CONTINGENT Status
Heated deeded garage parking space included in the price! Move-in ready and freshly painted throughout in 2026. This stunning 2-bedroom, 2-bath modern loft condo is located in the heart of Edgewater. Bright and spacious, this home features an open floor plan with soaring 10-foot concrete ceilings, hardwood floors, a cozy gas fireplace, and west-facing windows offering beautiful sunset views. Step out to the private balcony off the living area. The updated kitchen features granite countertops, a large breakfast bar/island, and stainless-steel appliances. The desirable split-bedroom floor plan provides excellent privacy and flexibility. The spacious primary bedroom includes an en-suite bath, while the fully enclosed second bedroom features a window and easy access to the second full bath. The second bedroom comfortably accommodates a king-size bed plus additional furniture, or can serve as a library or home office. Enjoy the convenience of in-unit washer/dryer and central heat and air. Full-amenity elevator building offers a top-floor fitness center, expansive rooftop deck with lake and city views, lounge, party room, bike storage, secure package/receiving room, and on-site management. Private storage cage #233 is included. Prime location just one block from the newly rebuilt CTA Bryn Mawr Red Line station, with convenient bus service nearby. Shopping and dining along N. Clark Street in Andersonville are just a few blocks away. Jewel-Osco and Mariano's are a little over one block away, with Whole Foods, ALDI, and other grocery options nearby. Assessments include Heat/AC, water, gas, and internet. Pet-friendly building. Reserves are approximately $5.5 million as of August 2026. The fully paid facade project is currently expected to be completed by mid-September. Schedule your tour today-this beautiful home won't last long!

1122 W Catalpa Avenue Unit #716, Chicago

$1,075,000
3 Beds 3 Baths 12683182 MLS PENDING Status
A serene and private retreat in Andersonville, this exceptional brick home is a must-see. As you walk through the front gate, you are greeted by a beautifully landscaped private garden on a wide lot, creating a warm and welcoming entrance while setting the tone for the tranquility found throughout the property. The first floor offers an expansive floor plan with a separate formal living room featuring a fireplace, a separate dining room, and a spacious kitchen that opens seamlessly to the family room, creating an ideal layout for both everyday living and entertaining. The kitchen is thoughtfully appointed with ceiling-height wood cabinetry, GE stainless steel appliances, an additional wall oven, a Bosch dishwasher, a wet bar with a beverage refrigerator, and a large island overlooking the inviting family room with custom built-in bookcases. The family room opens to a private patio and an expansive garage rooftop deck, providing the perfect setting for outdoor entertaining or relaxing. Throughout the home, impressive 9.5-foot ceilings, rich hardwood floors, elegant crown molding, and newer Andersen windows create a bright and inviting atmosphere filled with natural light. The second level offers three spacious bedrooms, including a primary suite complete with its own fireplace and a large walk-in closet. A loft, large walk-in storage closet, and conveniently located laundry room add functionality and flexibility to the upper level. Abundant closet space and exceptional storage can be found throughout the home. Beautifully updated bathrooms feature quartz countertops, porcelain tile, marble finishes, and classic herringbone flooring. The spa-inspired primary bath includes dual vanities, a rain shower with a built-in bench, full closet and refined designer finishes. Additional highlights include a new roof and a rare 2.5-car garage, offering ample space for parking, storage, and hobbies. Ideally located in Andersonville, this home is within walking distance of the neighborhood's acclaimed restaurants, boutiques, cafes, and vibrant nightlife. Commuting is effortless with the Peterson Metra station just steps away, while Lake Shore Drive and the lakefront are only minutes from your door. Despite its convenient location on a main thoroughfare, the home feels remarkably private and quiet, offering a peaceful retreat in one of Chicago's most sought-after neighborhoods.

1727 W Peterson Avenue, Chicago

$1,799,900
3 Beds 5 Baths 12549176 MLS CLOSED Status
Impeccable, better-than-new construction single-family home by an expert builder elevated even further by the current owners with additional "bells & whistles" since purchasing brand new just 1.5 years ago (sellers are SADLY moving due to out of state job transfer!), including custom window treatments in every room, a stunning, professionally designed primary suite, and a pergola added to the garage rooftop deck for the ultimate outdoor entertaining space. A striking contemporary brick facade with dark accents and modern front entry opens to a spacious 5BD/4.1BA floor plan filled with natural light. The combined living/dining room features oversized windows, a gas fireplace with custom stone surround, and a show-stopping live/green wall. White oak hardwood floors span the main and upper levels, highlighted by an inset herringbone pattern in the living/dining area. Chef's kitchen is built for entertaining with professional-grade Wolf/Sub-Zero appliances, water purification system, an expansive island with bar seating, custom shaker cabinetry with under-cabinet lighting, and striking quartz countertops + full-height backsplash. A butler pantry, walk-in pantry, and breakfast area with built-in seating complete the space. The adjoining family room is anchored by floor-to-ceiling built-in cabinetry and display shelving, plus large windows overlooking the yard. The home's design offers a private rear mudroom that includes a built-in bench for effortless everyday function. Upstairs, the spacious primary suite offers cathedral ceilings and two walk-in closets plus a third closet, all with custom organizers, and a spa-like ensuite bath with frameless glass steam shower, dual vanities, heated floors, and a dramatic black freestanding soaking tub framed by moody accent walls and a modern chandelier. Two additional bedrooms each feature ensuite baths with heated floors. Convenient upper-level laundry room includes washer/dryer, sink, and storage. Finished lower level with radiant heated flooring throughout offers a large recreation room and one of the most beautiful wet bars with beverage center, open shelving, and designer wallpaper accent, plus two guest bedrooms, full bath, excellent storage room, mechanicals, and a second laundry. Every detail has been thoughtfully curated: high-end fixtures and finishes, statement lighting, custom millwork, designer wallpaper, modern dark paint accents, arched entryways, skylight, built-out closets, and security alarm/cameras. Fully enclosed yard with rear paver patio and a detached two-car garage with drywall-finished interior and a Trex rooftop deck, now enhanced with a pergola, creating multiple outdoor living options. Garage is prepped for an electric car charger. There is no other home like this show stopper out there! Fantastic dream location with easy access to the best of Andersonville, Edgewater, and surrounding neighborhoods. Near the lakefront, parks, public transit, 2 schools, grocery stores, the broadway redevelopment and the Red Line. Showings begin Feb 13th, possibly sooner. This one IS THE ONE!

1454 W Edgewater Avenue, Chicago

$342,500
2 Beds 2 Baths 12544116 MLS CLOSED Status
PICTURE PERFECT VIEWS OF LAKE MICHIGAN, LAKEFRONT PUBLIC GREEN SPACE, AND OF THE EDGEWATER COMMUNITY ARE ALL ON DISPLAY FROM THIS EAST-FACING CONTEMPORARY 2 BEDROOM/2 BATH SOFT LOFT CONDO. A WELCOMING FOYER WITH A GENEROUSLY-SIZED CLOSET AND TRACK LIGHT GUIDES YOU INTO AN OPEN CONCEPT LIVING/DINING ROOM AND KITCHEN. BATHED IN NATURAL SUNLIGHT, THE LIVING/DINING AREA HAS A GAS FIREPLACE WITH BRICK SURROUND, TASTEFUL CHANDELIER, ADDITIONAL TRACK LIGHTING, PLUS DIRECT ACCESS TO A PRIVATE OUTDOOR DECK SPACE. THE CONTEMPORARY KITCHEN HAS AN OVERSIZED ISLAND, WHITE SHAKER-STYLE CABINETRY, AMPLE GRANITE COUNTERS, AND STAINLESS STEEL APPLIANCES. THE IMPRESSIVE EAST-FACING VIEWS FROM THE LIVING/DINING ROOM AND KITCHEN CONTINUE INTO THE PRIMARY SUITE WITH ITS NEWLY-INSTALLED ENGINEERED HARDWOOD FLOORING, LARGE CLOSET, AND WELL-APPOINTED PRIMARY BATHROOM WITH EXTRA-DEEP/EXTRA-LONG SOAKING TUB. SECOND BEDROOM IS BIG AND EASILY FITS A KING-SIZED BED WITH PLENTY OF ROOM FOR ADDITIONAL FURNITURE. THERE'S ALSO AN ADDITIONAL SECOND FULL BATHROOM PLUS IN UNIT LAUNDRY. ENGINEERED HARDWOOD FLOORING IS IN EXCELLENT CONDITION AND IS THROUGHOUT THE HOME. TEN FOOT HIGH CONCRETE CEILINGS GIVE THIS HOME A SLEEK CONTEMPORARY VIBE AND SIGNIFICANTLY LESSEN NOISE TRANSFER BETWEEN UNITS. A DEEDED PARKING SPOT IN THE ATTACHED HEATED GARAGE IS INCLUDED ALONG WITH PRIVATE STORAGE AND BICYCLE STORAGE. THIS FULL AMENITY BUILDING IS PROFESSIONALLY MANAGED, WELL MAINTAINED WITH RESPECTABLE OWNERSHIP PERCENTAGES, HAS AMPLE RESERVES, AND SEVERAL RECENTLY COMPLETED COMMON AREA IMPROVEMENTS. THE BUILDING'S COMMON LOBBY WELCOMES YOU AND YOUR GUESTS WITH ITS COMFTY SEATING AREA. OFF OF THE LOBBY IS A SECURED PACKAGE ROOM WHICH KEEPS THE COMMON LOBBY FREE FROM UNNECESSARY CLUTTER AND ENSURES THAT YOUR DELIVERIES ARE SAFE AND SECURE EVEN WHEN YOU ARE NOT HOME TO RECEIVE THEM. THE BUILDING'S AMENITIES ARE PLENTIFUL. MULTIPLE ROOFTOP DECKS PROVIDE YOU WITH 360 DEGREE NEIGHBORHOOD, CITY SKYLINE AND LAKE MICHIGAN VIEWS. ADDITIONAL BUILDING AMENITIES ARE FOUND ON THE PROPERTY'S PENTHOUSE LEVEL. THOSE AMENITIES INCLUDE A ROOFTOP DOG RUN. THERE'S ALSO A COMMON EXERCISE ROOM WITH GREAT VIEWS OF THE LAKE AND NEIGHBORHOOD. THE LARGE EXERCISE ROOM IS OUTFITTED WITH SEVERAL CARDIO MACHINES, WEIGHTLIFTING MACHINES AND FREE WEIGHTS. HOSTING LARGER-SCALE GATHERINGS IS POSSIBLE IN THE SPACIOUS PENTHOUSE LEVEL COMMUNITY ROOM. IT HAS AN ATTACHED FULL KITCHEN AND WEST-FACING NEIGHBORHOOD AND SUNSET VIEWS. EXPERIENCE ALL THAT CHICAGO'S EDGEWATER COMMUNITY HAS TO OFFER. WALK TO OUR CITY'S WORLD-RENOWN LAKEFRONT, JUST TWO BLOCKS TO THE EAST, AND ENJOY MILE AFTER MILE OF UNINTERRUPTED PUBLIC GREEN SPACE, BICYCLE AND JOGGING PATHS. WALK ALSO TO FOSTER BEACH AND OSTERMAN/HOLLYWOOD BEACH BOTH ONLY A FEW SHORT BLOCKS AWAY. ONE-OF-A-KIND SHOPPING AND DINING ARE JUST BEYOND YOUR DOORSTEP ALONG N BROADWAY AND W BRYN MAMR. ADDITIONAL ONE-OF-A-KIND SHOPPING AND DINING IS FOUND ALONG N CLARK STREET IN ANDERSONVILLE JUST A FEW BLOCKS TO THE WEST. BOTH JEWEL/OSCO AND MARIANO'S GROCERY STORES ARE A LITTLE OVER ONE BLOCK AWAY. SEVERAL OTHER LARGE GROCERY STORES LIKE WHOLE FOODS AND ALDI ARE NEARBY ALONG WITH OTHER SPECIALTY GROCERS. PUBLIC TRANSIT OPTIONS ARE PLENTIFUL. THE NEWLY-REBUILT CTA BRYN MAWR RED LINE STATION IS ONE BLOCK AWAY. NUMEROUS BUS ROUTES - BOTH LOCAL AND EXPRESS - DISSECT THE NEIGHBORHOOD. DRIVERS WILL APPRECIATE EASY ACCESS TO N LAKE SHORE DRIVE. SCHEDULE YOUR TOUR AND PLAN ON BEING IMPRESSED.

1122 W Catalpa Avenue Unit #703, Chicago

$257,500
2 Beds 2 Baths 12481412 MLS CLOSED Status Catalpa Gardens BLDG.
Don't miss this fantastic opportunity to own a beautiful 2 bedroom, 1.5 bathroom condo in the Catalpa Gardens building. Featuring soaring 10' concrete ceilings and expansive west-facing windows, this home is bathed in natural light and offers an airy, modern vibe. Inside you'll find hardwood floors in the main living space, brand-new carpet in the bedrooms and fresh paint throughout. The open kitchen features espresso cabinetry, granite countertops, stainless steel appliances and an island with room for bar stool seating-perfect for cooking and entertaining! The living room, complete with a cozy gas fireplace, easily accommodates a dining table and flows seamlessly to your private balcony-ideal for enjoying a glass of wine while taking in the sunset views. The spacious primary suite includes an attached bathroom with a soaking tub. Additional features include central heat/AC, in-unit laundry, heated garage parking and a storage cage. Catalpa Gardens offers premium amenities: a fitness center with lake views, a large rooftop deck, a party room, a dog run, and on-site management. The assessments include heat, cooking gas, and high-speed internet. All of this in an unbeatable Edgewater location-close to the Red Line, Hollywood Beach, lakefront trails, Whole Foods, Jewel and an array of neighborhood dining, coffee shops and shopping. Enjoy a short walk to Andersonville through the charming Lakewood Balmoral historic district.

1122 W Catalpa Avenue Unit #612, Chicago

$831,000
3 Beds 2 Baths 12299382 MLS CLOSED Status
Rarely available 3 bedroom, 2 bathroom penthouse in one of Andersonville's premier solid-brick, boutique elevator buildings - 5647 N. Clark. If you enjoy outdoor entertaining, you will love the home's two separate outdoor spaces. The first is a 200 square foot private roof deck situated in the desirable southeast corner of the building. Impress your guests during parties with uninterrupted panoramic skyline and city views while enjoying 700 square feet of outdoor space when combined with the immediately adjacent shared turf yard. 5647 N. Clark is one of the few buildings in Andersonville with elevator access direct to the rooftop. For the second outdoor space, enjoy a cup of coffee while the sun rises each morning on the east-facing 150 square foot terrace, which is seamlessly integrated with the home's main living area. A shade sail provides reprieve from the sun as needed, and a custom irrigation system services all landscaping and plants located in both outdoor spaces. Step inside the home for the best in modern and intimate luxury living. Located away from bustling Clark Street, this corner penthouse unit provides unparalleled privacy. Nestled amidst lush trees, the home beams with sunlight from large windows which provide both south and east exposure along with clearance above neighboring buildings. You will love the spacious chef's kitchen with its expansive island, double oven, built in microwave, tall cabinetry spanning two separate walls, Viking appliances, white quartz countertops and Carrara marble backsplash. Adjacent to the open-concept kitchen, the living and dining areas blend harmoniously, further enhanced by recessed lighting and modern fixtures. A gas fireplace creates a relaxed ambience on those cozy winter nights. The high ceilings, crown molding, 8-inch baseboards and 8-foot solid doors amplify the expansive feel of the home. Retreat to the luxurious master suite, with a walk-in closet, a room spacious enough for a king-sized bed, and an en-suite bathroom with dual vanity sinks, a rejuvenating steam shower and separate soaker air tub. The home's secondary and third bedrooms, situated in a distinct wing, offer both space and privacy. The third bedroom / office offers magnificent skyline views of the city. Additional features include built-in surround speakers in the family room and the master suite, maximized organization with built-out closets in every room, convenient in-unit laundry, a secure attached heated garage parking space large enough to fit two cars in a tandem parking space, and a generously sized walk-in climate controlled storage room. Andersonville, rich in Swedish heritage and voted the second coolest neighborhood in the world by TimeOut magazine, is renowned for its eclectic mix of independent shops, charming boutiques, and diverse eateries, offering residents a truly unique urban village experience. Walk from this beautiful home to the new Peterson Metra or the Bryn Mawr CTA Red Line stop, Lakeshore Path, and Hollywood / Kathy Osterman Beach. This home is mere steps from all that Andersonville has to offer: Little Bad Wolf, Uvae, Pizza Lobo, Ora Sushi, Jeni's Ice Cream, Hopleaf, Gethsemane Garden Center and so much more! Schedule your private showing today and act fast on this amazing home!

5647 N Clark Avenue Unit #403, Chicago

$685,000
2 Beds 2 Baths 12330617 MLS CLOSED Status
Absolutely stunning, luxury penthouse in Andersonville! This expansive 2-bedroom, 2-bath condo with two garage parking spaces offers the perfect blend of style and sophistication. The open-concept kitchen features high-end Bosch appliances, sleek quartz countertops, and a massive center island ideal for hosting friends and family. A spacious dining room and living area with built-in shelves, a custom entertainment center, and two gas fireplaces-one in the living room and the other on the rooftop deck, creating a cozy ambiance both indoors and outdoors. Attention to detail is evident throughout the home, from the striking modern wall paneling in the living room and hallway to the creative stone vanity made from upcycled vintage lockers in the 2nd bath. The primary suite is a true retreat, with a large walk-in closet complete with an Elfa shelving system, a luxurious double stone-top vanity, and a spa-like walk-in shower. Hardwood floors throughout and fresh paint make this condo feel crisp, bright, and new. Step outside onto the impressive 800+ square-foot private roof deck, a true standout feature of the property. The deck is designed for ultimate relaxation and entertaining, complete with a charming pergola and an outdoor gas fireplace. There is also a private balcony off the living room with a gas line, ideal for grilling and outdoor dining. This condo includes two assigned parking spaces, and a convenient mudroom with custom built-in storage. A generous laundry/utility room adds additional convenience. Located in the vibrant Andersonville neighborhood, this gem is steps away from shops, restaurants, and the new Peterson Metra station, making commuting a breeze. This is a rare opportunity to own a luxurious home in one of Chicago's most desirable areas.

5820 N Clark Street Unit #404, Chicago

$1,315,000
5 Beds 4 Baths 12217196 MLS CLOSED Status
This custom-built home offers a modern design across four expansive floors, culminating in an open rooftop deck on the 4th level, perfect for entertaining or relaxing while soaking in panoramic views. Sunlight floods the interior through tall windows on each floor, illuminating the spacious, thoughtfully designed living spaces. Each level boasts soaring 10' ceilings and wide rooms, all complemented by custom-built closets for ample storage. The primary bedroom suite is a true retreat, featuring vaulted ceilings, a cozy fireplace, and a large walk-in closet. The luxurious spa-like bathroom includes an air tub, dual vanities, a second walk-in closet, and a separate linen closet for extra storage. The ground floor offers a welcoming, open-concept kitchen and living area, complete with radiant heated floors for added comfort. The kitchen is equipped with brand-new, high-end Bosch appliances, making it a chef's dream. A conveniently located half-bath makes entertaining a breeze. Outside, enjoy the privacy of a wide, white-fenced front yard, perfect for gardening or simply relaxing. The home also offers easy access to the attached 2-car garage through the kitchen and side exterior entrance. All major systems in the home are only a few years old and have been meticulously maintained. The property comes with a 5-year extensive home warranty from Choice Warranty, ensuring peace of mind for years to come. Perfectly situated just two minutes from the new Ridge Metra Station and a quick walk to the "L" train station. Enjoy the convenience of being a short stroll from the lakefront and the vibrant shops, cafes, and restaurants in Andersonville! This incredible home offers the perfect blend of luxury, location, and lifestyle-don't miss your chance to own a piece of this highly sought-after neighborhood.

5954 N Paulina Street, Chicago

$635,000
2 Beds 2 Baths 12187278 MLS CLOSED Status
Prepare to be wowed! This spacious 2BR plus den Andersonville townhome has 3-car parking (1 garage space and 2 adjacent deeded outdoor parking spaces as well), a private rooftop-deck and the fenced patio and yard of your dreams! This spectacular property lives like a single-family home at a fraction of the cost. This sunny end-unit is the perfect oasis from busy city life. It offers a wide and expansive floor plan with an open layout that's just perfect for entertaining. From the porcelain tiled foyer to the walnut-stained hardwood flooring and gorgeous light fixtures throughout, this home is so stunningly designed that it's like living in a magazine! It also has all the bells and whistles including a laundry closet on the bedroom level with newer washer and dryer (2022), central air conditioning, living room fireplace, attached garage and additional private storage space outside the home. The ground level patio is so tranquil and has water and electricity as well. The adjacent den/family room could also be used as an office space or easily used as a 3rd bedroom as some other owners have done. The main level features a beautiful living room with fantastic south-facing Juliet balcony letting in tons of sunshine, a picture hanging system in the living room that features customizable hanging and lighting options, a powder room, a very spacious dining room area and a large and bright kitchen with ample storage and counter top space, it also opens up to the living and dining space. Bedroom level features a laundry room, a spacious primary bedroom and spa-like bath with double sinks, separate shower, whirlpool soaking tub, custom tile, beautiful stone counter top as well as a 2nd bedroom (currently used as an office). Bathroom has direct access to the primary bedroom and to the hallway as well. It is also so large that it could be easily divided in two and another full ensuite bathroom could be created with access to the 2nd bedroom with minimal effort and cost. Third floor leads to a large, private roof-top deck with south, east, west and north views and is perfect for entertaining with a view! All this on a quiet, tranquil tree-lined street just 2.5 blocks from the new Peterson/Ridge Metra Station and a short walk to Andersonville and all it's wonderful shops and restaurants, the Red Line Thorndale stop and the lakefront as well!

5844 N Hermitage Avenue Unit #P, Chicago

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Edgewater, Chicago IL · Curated MLS Search

Homes with Rooftop Deck in Edgewater, Chicago IL

An editorially curated view of every active homes with rooftop deck listing in Edgewater, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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