Uptown Condos for Sale

Welcome to Uptown, one of Chicago’s most vibrant and eclectic neighborhoods, where culture meets community in a delightful tapestry of urban living. Nestled along the shores of Lake Michigan, Uptown boasts a rich history and a dynamic atmosphere that attracts residents from all walks of life. With its diverse array of restaurants, theaters, and parks, this area is perfect for those seeking an active lifestyle infused with cultural experiences.

Uptown is known for its stunning architecture, featuring a mix of historic buildings and modern developments. As you stroll through the tree-lined streets, you'll discover charming boutiques, lively cafes, and an array of entertainment options, including the iconic Aragon Ballroom and the historic Uptown Theatre. The neighborhood is also home to numerous parks, such as Montrose Beach and Wilson Park, offering residents ample opportunities for outdoor activities and relaxation.

For those considering a move to this vibrant community, there are exciting condos for sale that cater to a variety of lifestyles and budgets. Whether you’re looking for a sleek modern space with breathtaking views of the city skyline or a cozy unit in a vintage building with character, Uptown has something for everyone. Many condos feature open floor plans, contemporary finishes, and convenient amenities, making them perfect for both first-time buyers and seasoned investors.

Living in Uptown means embracing a lifestyle full of energy, creativity, and connection. Don’t miss the chance to be a part of this thriving neighborhood—explore the available condos for sale today and discover your new home in Uptown, Chicago!

Newest Uptown Condos for Sale

$725,000

2 Beds ⋅ 2 Baths ⋅ 12716650 MLS ⋅ NEW Status ⋅ Andersonville BLDG.

Modern, light-filled 2-bedroom penthouse in a beautiful historic Chicago greystone, tucked onto a quiet residential street in one of the city's most vibrant neighborhoods. Fully updated in 2021, this home blends contemporary style and convenience with the architectural character of the original building. The south-facing main living space is bathed in incredible natural light and features hardwood floors, 9 foot ceilings, and motorized blinds for effortless comfort. At the heart of the home, a large open kitchen offers abundant storage, generous counter space, and a functional layout perfect for everyday living and entertaining. The spacious, updated primary suite includes a well-appointed bath with a large shower featuring both rainfall and handheld options. The unit has been professionally finished throughout in designer Farrow & Ball paint. Every room feels curated and move-in ready. Enjoy central air and heat, a full size washer and dryer, and a parking spot with a Level 2 EV charger. The unit has ample storage to round out the thoughtful details. You will find custom solid-wood closet organizers throughout, including both bedrooms, pantry, and hallway closets. Enjoy two private outdoor spaces: a convenient side deck off the kitchen, ideal for grilling or enjoying your morning coffee, and a roof deck (30x14) with sweeping views and room to gather. The unit includes full south building roof rights (an unfinished additional 27x21 area). Both finished decks feature premium, low-maintenance composite decking and gas line hookups. Unbeatable location: a 0.1-mile walk to the CTA Red Line and just half a mile to Andersonville's beloved independent shops and restaurants, a downtown express bus stop, and the attractions of Uptown-historic music venues, a climbing gym, international markets and more. The lakefront is under a mile away. Coffee shops, grocery stores, bakeries, gyms, parks, and museums are all just steps from your door. Well-maintained building with engaged, friendly neighbors and healthy reserves. A rare opportunity to own a turn-key penthouse in a welcoming, diverse community where there's always something to do nearby. The 2021 rehab included all new electrical, plumbing, as well as new water and sewer service lines. Spray foam insulation was added for increased comfort and energy savings. There is a layer of concrete between each floor providing excellent privacy and quiet.

1226 W Winnemac Avenue Unit #3S, Chicago

$425,000

2 Beds ⋅ 2 Baths ⋅ 12710041 MLS ⋅ NEW Status ⋅ The Sheridan Grande BLDG.

A true urban oasis. Check out this 2bed/2bath, appx 1,400 sqft. 4th floor condo in Uptown! Walk in to a lovely foyer, including large laundry room/closet to the left, featuring upgraded LG washer/dryer units (2024) and extra storage. Continue on into the amply-sized combo kitchen and living room, with separate dining space large enough for an 8-person table. Large sliding doors take you to the attached front balcony. Kitchen features upgraded LG stainless appliances (2022), wrap around granite counter top that finishes at a 4-6 person breakfast bar, with space for an additional island for even more kitchen storage. Second bedroom and bathroom just off the living space will fit a queen-size bed and furniture with ease. Further down takes you to the grand primary suite featuring functional walk-in closet, space for a king-size bed and furniture, and well-appointed en-suite bath with separate soaking tub and shower. Natural light is abundant from the slew of windows. A/C compressor replaced in 2024. Unit comes with assigned exterior parking space and additional storage cage on the first floor. Building features 2 pedestrian elevators, dog run, and expansive rooftop deck available for use year round by all residents. Up to 2 pets allowed per unit, no breed/weight restrictions. This is a lovely place to call home. Schedule your tour today!

4848 N Sheridan Road Unit #407, Chicago

$499,000

2 Beds ⋅ 2 Baths ⋅ 12674278 MLS ⋅ NEW Status

Chicago

$674,900

3 Beds ⋅ 3 Baths ⋅ 12712436 MLS ⋅ ACTIVE Status

Eclectic, historic, exciting and appreciating Uptown! 3 bedrooms/3 bathrooms -yes rarely available 3bds/3bths! in gorgeous architectural building in the heart of this vibrant community. This duplex down offers tall ceilings, bright rooms and space to roam and grow into. The top level has a generous open floor plan offering: a beautiful kitchen with large breakfast bar peninsula, living room/dining room leading to a spacious balcony for summer enjoyment, a huge principal en-suite bedroom with walk-in closet, marble double sink vanity, separate shower and whirlpool tub, a queen size bedroom plus a full bath too! The lower level with its tall majestic ceilings offer many possibilities - rec room for movie nights, gas fireplace to cozy up to, family room with wet bar and "second kitchen" amenities extend the multi-purpose concept. Bedroom number 3 and another full bathroom rounds out this well-appointed home. Coat closet, pantry/utility closet, laundry room, one garage parking spot included in the price plus a storage unit makes this condo stand out. Ideal location with close proximity to the "L", lake front, restaurants, entertainment and more. Pet friendly building. Come live the life!

4662 N Winthrop Avenue Unit #1S, Chicago

$825,000

3 Beds ⋅ 2 Baths ⋅ 12705201 MLS ⋅ ACTIVE Status

A rare opportunity to own an exceptionally spacious, designer-appointed residence in an intimate boutique building on one of Andersonville Terrace's most picturesque tree-lined streets. Set on a quiet residential block with peaceful treetop views, this impeccably maintained home offers an ideal blend of privacy, generous living space, and walkability, just minutes from Andersonville's acclaimed restaurants, cafes, boutiques, parks, and neighborhood conveniences. Built in 2013, this sophisticated all-brick residence showcases soaring ceilings, rich hardwood floors, custom millwork, and high-end built-in cabinetry throughout. The thoughtfully designed floor plan features expansive living and dining areas that flow seamlessly into an oversized chef's kitchen appointed with Viking and Bosch appliances, granite countertops, a pantry, and abundant storage-perfect for both everyday living and effortless entertaining. The luxurious primary suite serves as a private retreat with a custom dressing room and a spa-inspired marble bath featuring a dual vanity, steam shower, and multiple body sprays. Additional highlights include side by side washer dryer, gas fireplace, custom closets throughout, a spacious covered terrace just off the kitchen and two secure tandem parking spaces (one garage and one exterior). Residents also enjoy an impressive shared rooftop deck above the garage with multiple seating areas, offering the perfect setting to relax, entertain, and take in the surrounding neighborhood. An exceptional home offering timeless design, generous scale, and an unbeatable Andersonville location!

1238 W Argyle Street Unit #3, Chicago

$239,000

1 Beds ⋅ 1 Baths ⋅ 12712403 MLS ⋅ ACTIVE Status

Bright and open, this 1-bedroom condo offers abundant natural light, hardwood floors throughout, and charming treetop views overlooking Lawrence Avenue. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable and inviting space for everyday living and entertaining. The kitchen features warm maple cabinetry, generous counter space, and a breakfast bar with ample seating. The spacious bedroom has tons of closet space. Additional highlights include central air conditioning, in-unit laundry, and a large private storage locker. Located just steps from the lakefront, Lincoln Park, public transportation, and neighborhood dining and shopping, this pet-friendly building offers the perfect combination of convenience and city living.

835 W Lawrence Avenue Unit #2N, Chicago

$315,000

2 Beds ⋅ 2 Baths ⋅ 12704511 MLS ⋅ ACTIVE Status

Rarely available Uptown garden unit in VINTAGE historical low-rise building. This freshly painted unit located in a quiet pocket of UPTOWN, on a CUL-DE-SAC street offers lots of space and plenty of light throughout. The OPEN FLOORPLAN, solid, refinished HARDWOOD FLOORS, and HIGH CEILINGS makes it a hard to find home. The kitchen features GRANITE counters, custom cabinetry, stainless steel appliances, and a convenient breakfast bar. It opens to the spacious living room area with a COZY GAS FIREPLACE, and open window line. The PRIMARY suite has an EN-SUITE BATHROOM, double-sinks, whirlpool tub, and lots of closet space. Enjoy your own PRIVATE TERRACE space in the back as well. WASHER/DRYER in-unit, and assigned PARKING SPACE. Large STORAGE ROOM on the same level. Sump pump and check valve to prevent backflow. Conveniently located within walking distance of all the area amenities, including lakefront trails, public transportation, and the vibrant restaurant scene. ACT FAST.

929 W Eastwood Avenue Unit #GW, Chicago

$585,000

3 Beds ⋅ 4 Baths ⋅ 12622656 MLS ⋅ ACTIVE Status

Fantastic opportunity in this sun filled gem in one of Chicago's hottest neighborhoods! This unique property consist of TWO adjoining units 12B and 12C each with its own PIN. Situated in a boutique concrete loft-style building, this top floor condos feature dramatic 10+ ceilings, floor to ceiling windows and multiple storage options . UNIT 12C features huge living room, dining room, kitchen with lots of cabinets and bar area, powder room, primary suite with ensuite bath , second bedroom with private bath, in unit laundry, balcony and 2 parking spaces. UNIT 12B is a spacious studio with kitchenette, bathroom, balcony and 1 parking space. This intimate building is pet-friendly and offers a fitness room, bike storage, package lockers, common laundry, and a rooftop deck with panoramic views. Ideally located near shops, Target, Mariano's, Aldi, restaurants, nightlife, and just blocks from Montrose Beach, lakefront trails, and Uptown's iconic entertainment venues. Convenient access to CTA Red Line stations and express buses makes commuting easy. Don't miss the opportunity to own this exceptional condo in a dynamic and growing neighborhood!

1000 W Leland Avenue Unit #12BC, Chicago

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