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Uptown Real Estate

Uptown has a glamorous past as the stomping grounds of Charlie Chaplin, Gloria Swanson and Al Capone. Today it shines as a place to call home for Chicagoans seeking incredible access to the lakefront, public transportation and a vibrant entertainment scene.
Uptown’s early glamour is still reflected in its historic buildings. The neighborhood’s commercial and cultural center is Broadway, with historic Uptown Square at its center.
The area experienced a housing construction boom following the World’s Columbian Exposition. Several of the neighborhood’s luxurious entertainment venues were built in the 1920s reflecting the ornate artistry of the Exposition pavilions.
Uptown continues to be one of the city’s most popular destinations for music lovers, with rock concerts at Aragon Ballroom and Riviera Theatre and jazz at the legendary Green Mill. The jazz venue was a favorite of notorious gangster Capone, who used its underground tunnels to bootleg whiskey and make a hasty retreat from police.
In addition to entertainment, the neighborhood has a number of independent bookstores, art galleries, cafes, and restaurants. The community works to balance new development with a commitment to preserve its past.
Homebuyers have their choice of many housing styles, from lakefront high-rises and vintage walk-ups to new-construction condos and townhomes. A number of beautiful old mansions also line several streets just west of Margate Park.

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Browse All Uptown IL Properties for Sale

$400,000
2 Beds 2 Baths 11887874 MLS CONTINGENT Status Sheridan Park BLDG.
***Multiple Offers Received*** PENTHOUSE LIVING! Large, N/E corner unit in sought-after PappaGeorge/Haymes boutique elevator building in Sheridan Park. This open-concept, split-bedroom layout features oversized windows for tons of natural light and unobstructed top-floor city views with an oversized private balcony. Very quiet, semi-private floor with only 1 other unit on the opposite side of the building. Interior features include an updated kitchen with 42" white shaker-style cabinets, granite countertops w/ breakfast bar peninsula, classic subway-tile backsplash, and stainless steel appliances. Hardwood floors throughout and designer baths with custom tile, vessel sink, and 72" Jacuzzi tub. Generously sized rooms include a HUGE 22' x 17' primary bedroom and the 2nd bedroom features a built-in office desk & shelving with plenty of room for a guest bed. Full-sized side-by-side in-unit washer/dryer and tons of in-unit storage with organized closets and storage locker & bike room. Huge common roof deck with panoramic city & skyline views. Heated garage parking space + $25K. Professionally managed and secured building with 24-hr surveillance & Butterfly access system. Pet-friendly building within walking distance to Challenger Dog Park. Excellent location with a short walk to all the great area restaurants, shopping, Starbucks, EL stop, parks, lakefront & Montrose Harbor, Wrigleyville, Southport Corridor, Buena Park, Andersonville & more!

1100 W Montrose Avenue Unit #801, Chicago

$575,000
4 Beds 3 Baths 11884757 MLS ACTIVE Status
Newer than the Wilson Stop, Classic as Argyle, Roomier than the Green Mill (double lot means extra ~2.5' of width inside your unit vs a single lot building), Hot as Pho. Steps to where The Rolling Stones, Pearl Jam, Lupe Fiasco, Frank Sinatra, Chuck Berry, Red Hot Chili Peppers, Snoop Dogg, Duke Ellington, Grateful Dead, Smashing Pumpkins, Ramones, Aero Smith, Ozzy Osbourne, U2, Metallica, Stevie Wonder, White Stripes, Green Day, Curtis Mayfield, The Doors, Nirvana, Queens of the Stone Age, and thousands of iconic artists got their first break. Maybe this will be your first home? We hope so and who doesn't want to be on the ground floor of the burgeoning Uptown revitalization as it enters a new Golden Era. If history, jazz, dancing, some of the best food north of Randolph, being 2 blocks from the lake, lower price per square foot than any adjacent neighborhood, being 1 block to the train and a divvy station, and less than 1 mile to the Metra doesn't entice you than these must-have finishes will: European kitchen cabinets with soft-close hardware and under cabinet lighting complimented by clean quartz counters and backsplashes. Enormous outdoor space off the living room with gas hook up with understated lighting ready for your grill. The European style turn-and-tilt windows are quiet, energy-efficient, and smooth. 8" solid-core flat panel doors. The bamboo wood floors are environmentally conscious through sustainable sourcing while having the durability to withstand the daily wear and tear of real life. Both the floors and the paint are eco-friendly low VOC. The master bath is appointed with heated porcelain tile, linear drains, floating vanities, and modern mid-century decor throughout. Your second bath is just as gorgeous and the powder room will make all your guests jelly. Did you see the side entry? You have a private entrance to greet your guests with your Adler inspired lighting ~15' above in this dramatic space. The only thing better than reading this description is seeing it in person. Contact the listing agent today to schedule a private showing! 1 parking space included | WalkScore 95 | TransitScore 80 | BikeScore 93 | 23-minute Lyft, 35-minute L ride, or a 47-minute cycle to The Loop | 18-minute Lyft, 31-minute L ride, or a 35-minute cycle to Evanston | Divvy station 1 block away | 0.1 mi to the Red Line, 0.5 mi to the Purple line and 0.9 mi to the Metra | The 36/81/146/151 bus lines are within 0.2 mi.

4858 N Kenmore Avenue Unit #1W, Chicago

$174,500
1 Beds 1 Baths 11857476 MLS CONTINGENT Status
THIS MODERN/UPDATED 1 BEDROOM CORNER CONDO UNIT IS CITY LIVING AT ITS BEST! ENTER THE PROPERTY THROUGH A SECURED GATED ENTRY AND WALK THROUGH AN INVITING LANDSCAPED COURTYARD. ONCE INSIDE THE HOME THE FOYER WITH ITS LARGE COAT CLOSET GUIDES YOU INTO THE COMBINATION LIVING/DINING ROOM OVERLOOKING THE LANDSCAPED COMMON COURTYARD. LIVING/DINING ROOM ALSO HAS DIRECT ACCESS TO YOUR OWN PRIVATE OUTDOOR TERRACE. THE UNIT'S KITCHEN WAS RECENTLY RENOVATED WITH CONTEMPORARY FLAT FACED EXTRA-TALL CABINETRY, LUX GRANITE COUNTERS, AND STAINLESS STEEL APPLIANCES INCLUDING A BRAND NEW STOVE. A GENEROUSLY-SIZED BEDROOM EASILY FITS A KING-SIZED BED WITH PLENTY OF ROOM TO SPARE AND ITS CLOSET IS EXTRA LARGE SPANNING ALMOST THE ENTIRE LENGTH OF THE BEDROOM. THE BATHROOM WAS RECENTLY UPDATED WITH BRAND NEW FLOORING, NEWER CONTEMPORARY SINK AND CABINET PLUS A TUB/SHOWER COMBO WITH MODERN SUBWAY TILE SURROUND. OTHER UNIQUE UNIT FEATURES INCLUDE: NEW CONTEMPORARY WOOD FLOORING THROUGHOUT, MODERN RECESSED LIGHTING IN THE LIVING/DINING ROOM AND KITCHEN, PLUS GAS FORCED HEAT/CENTRAL AIR CONDITIONING. THIS AWESOME LOCATION IS ONLY A FEW SHORT BLOCKS FROM CHICAGO'S AMAZING LAKEFRONT. WALK TO BOTH FOSTER BEACH AND OSTERMAN/HOLLYWOOD BEACH. BIKE/JOG ALONG MILES OF LAKEFRONT PATHS AND PUBLIC GREEN SPACE. SHOPPING AND DINING OPTIONS ARE PLENTIFUL IN NEARBY ANDERSONVILLE ALONG CLARK STREET, STEPS AWAY ALONG N BROADWAY, AND ON NEARBY W ARGYLE STREET. TWO LARGE GROCERY STORES (JEWEL OSCO AND MARIANO'S) ARE BOTH ONE BLOCK AWAY. PUBLIC TRANSIT IS NUMEROUS INCLUDING THE CTA'S RED LINE TRAINS AT BERWYN STATION (1 BLOCK AWAY) AND THE ARGYLE STATION (1.5 BLOCKS AWAY); THE 146 AND 147 EXPRESS BUSES ARE ONE BLOCK AWAY; PLUS SEVERAL ADDITIONAL BUS LINES CRISS-CROSS THE AREA INCLUDING THE 92 FOSTER, 36 BROADWAY, AND 151 SHERIDAN ROAD BUSES. DRIVERS CAN QUICKLY AND EASILY ACCESS LAKE SHORE DRIVE FROM THIS IDEAL LOCATION.

1069 W Foster Avenue Unit #1C, Chicago

$445,000
2 Beds 3 Baths 11876556 MLS CONTINGENT Status
In sought-after Andersonville, this recently constructed two-story duplex, boasting ultra-high 10-foot ceilings, provides an optimal and streamlined design for social gatherings and daily living. Every room and surface in this home has undergone meticulous enhancements. The kitchen has been entirely remodeled, taking full advantage of the expanded window area. This intelligent design ensures a continual stream of natural light for the kitchen. An all-wood accent wall not only offers an organic contrast but also provides ample storage space. Equipped with stainless appliances, a Wolf gas range, a hood vent, and bar seating for four, this kitchen exudes magazine-worthy aesthetics. Lighting throughout the unit has been added and refined, ensuring a warm ambiance at any hour. The living room, accentuated by its expansive corner setting, is bathed in natural light and anchored by a striking floor-to-ceiling fireplace. Flanking the living area are options for both indoor and outdoor dining. An elegant dining room effortlessly merges with the living and kitchen areas, while the expansive south-facing deck extends the living space outdoors, epitomizing indoor-outdoor living. The duplex design distinctively separates the bedrooms, ensuring a peaceful retreat. Each bedroom boasts spacious, fully customized walk-in closets and abundant natural light. All bathrooms embody contemporary elegance and have been freshly revamped. A bonus: external storage and one designated parking spot are included in the price. This duplex is situated in a contemporary, boutique 5-unit building-currently fully owner-occupied-it's evident this building is impeccably maintained. This unique property is a mere stroll away from the Red Line, lakefront running and biking trails, various parks, Chicago's finest and most diverse restaurants and bars, and eclectic shops; this is the vibrant community spirit that Andersonville has become famous for!

1313 W Carmen Avenue Unit #1S, Chicago

$945,000
4 Beds 4 Baths 11879462 MLS ACTIVE Status
Nestled in the sought-after desirable Andersonville neighborhood, this luxury extra-wide & long residential multi-level home is an exquisite contemporary gem. From the moment you step inside, you'll be captivated by its innovative living arrangement that offers a sense of openness, high ceilings, and versatility without any compromise of comfort or privacy. This is a great opportunity for those discriminating buyers who enjoy sophisticated design and functionality while also demanding next-level attention to detail. Step inside, and you'll be greeted by a generously sized kitchen and entertaining space- a true haven for culinary enthusiasts and memory-making social gatherings. Its stylish amenities like a wet bar, showcase appliances, designer countertops, and ample storage make it the heart of the home. 10ft ceilings on the lower level with radiant heated floors! The living space sprawls into four spacious bedrooms and three and a half bathrooms offering ample room for the entire family to live and grow in their personal retreats. The highlight of this home is undoubtedly its splendid enormous private roof deck a perfect setting for hosting unforgettable gatherings with friends and loved ones. The unobstructed neighborhood views from the roof deck simply provide the perfect picturesque backdrop to relax and reflect. When you walk the Andersonville neighborhood, you'll enjoy the many offerings like restaurants, cafes, bars, lounges, boutiques, retailers, resellers, family-friendly spaces, fitness centers, salons, services, and more... Experience the buzz of vibrant city living where wellness, elegance, and lifestyle make possible the difference between simply living and truly living. Taxes don't indicate exemptions.

1355 W Winnemac Avenue Unit #1, Chicago

$664,900
3 Beds 3 Baths 11876762 MLS ACTIVE Status
One spacious floorplan remaining! ~NEW CONSTRUCTION~ #1N is ready to occupy now! Latest rendition of today's modern by Vari Architects. 4900 N Kenmore is in the emerging East Andersonville area, only 1 block to the El station and just blocks to the lakefront. This is a duplex unit: three bedrooms & two and a half bathrooms, with a 17'x7' front terrace plus additional 144sqft garage top deck. The building has a total of seven units positioned on a 50'x150' corner lot allowing for wide and long unit footprints. This is a full-masonry building with significant window openings, an all brick exterior, modern design, and fine attention to every detail. Oversized European multi-position windows allow for maximum light and air from all exposures. Superior European-inspired finishes throughout. Details include wide 5" plank engineered white oak floors, recessed LED lighting, 7' solid-core doors, and 9'+ ceiling height. Custom European-style flat panel cabinetry, oversized island, quartz countertops, quartz slab backsplash, Bosch appliance package, under-cabinet lighting, and a dry beverage bar are just a few of the luxury finishes in the kitchen. Bathrooms have quartz countertops, porcelain tile, and polished chrome fixtures. The master bath also has a NuHeat heated floor system with a programmable thermostat. Private decks are finished with composite decking, lighting, power, and gas connections. The property is fenced and has concrete sidewalks and rear driveway. Garage parking is included. Peace of mind with the one year builder warranty. A list of recently completed projects by architect/builder Vari Architects is available. Residence is complete and ready for you!

4900 N Kenmore Avenue Unit #1N, Chicago

$749,000
3 Baths 11832136 MLS ACTIVE Status
Welcome to 1325 W Carmen - a brand new construction building boasting only five exclusive units, offering privacy and an intimate community atmosphere in vibrant Andersonville. As you step into this spacious duplex down, you'll immediately be captivated by the luxurious blend of warm styled woods and high contrast dark finishes that create an inviting and sophisticated ambiance. The attention to detail and craftsmanship is evident throughout, showcasing a modern, chic aesthetic that effortlessly combines style and functionality. The open-concept living space is designed to impress, featuring soaring ceilings and an abundance of natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal environment for entertaining guests or simply enjoying quiet evenings at home. The gourmet kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances, sleek cabinetry, and elegant countertops. Whether you're a seasoned chef or simply love to dabble in the culinary arts, this kitchen is sure to inspire your inner creativity. Escape to the master suite, a true retreat within the city. With its spacious layout and thoughtfully designed en-suite bathroom, complete with luxurious fixtures and finishes, you'll find relaxation and tranquility at the end of a long day. Additional, same-level bedrooms provide ample space for all of your evolving lifestyle needs. Step outside onto your private terrace and experience breathtaking views of the surrounding neighborhood. Enjoy your morning coffee, host intimate gatherings, or simply unwind while taking in the sights and sounds of the city. Conveniently located in the desirable Andersonville neighborhood, you'll have easy access to a plethora of trendy boutiques, diverse dining options, and vibrant entertainment venues. Explore the local shops, indulge in the culinary delights, or take a leisurely stroll along the nearby parks and lakefront. This building is a Walking score's dream as it is within walking distance to several public transit lines: including the Ravenswood Metra, the Argyle Red Line stop, the 36 and 22 CTA bus routes, and a Divvy location within a short walk. Photos are from a past project of the developer's. Expected delivery October 2023.

1327 W Carmen Avenue Unit #1S, Chicago

$430,000
2 Beds 2 Baths 11811261 MLS CONTINGENT Status
STOP RENTING. OWN this impeccable, 4th floor, 2BR/2BTH in desirable Sheridan Park in booming Uptown. Just painted en trend pale gray and new carpet installed in both bedrooms, it's ready for you to move right in. This home features an open concept layout with a spacious kitchen, living and dining area. The kitchen has loads of 42" oak cabinets, all stainless steel appliances (refrigerator 2020), and 1.25" granite counter tops. A huge island is perfect for food prep and entertaining. The dining area accommodates a large table to host friends and family. This South West corner unit gets bright sunlight all day long. The master bedroom has a great full wall of closets and an ensuite bathroom with dual bowl vanity, deep soaking tub and separate shower. The 2nd bedroom also has a large closet and makes an ideal guest room or office. A South facing balcony off of the dining area, is great for relaxing, gathering, and grilling. In unit laundry, central AC and gas forced air heat complete the space. One deeded garage parking space is included. A rare 2nd garage spot, next to the other spot, is available for an additional $30k. There is a fantastic communal roof top deck with 360 degree views of the city. Walk to parks, the lake and bike/running path, the Wilson el station (Red & Purple), Wrigley, Andersonville, Target, theaters, cafes, grocery, dispensaries, casual and fine dining & so much more. Call today.

1100 W Montrose Avenue Unit #405, Chicago

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