Uptown Real Estate

Uptown Real Estate

Uptown: A Vibrant Neighborhood in Chicago's Cook County, Illinois

Located in the heart of Chicago, Uptown is a diverse and vibrant neighborhood that offers a unique blend of history, culture, and entertainment. Situated in Cook County, Illinois, Uptown is a thriving community that attracts residents and visitors alike with its lively atmosphere and convenient location.

One of the highlights of Uptown is its rich history. Once known as an entertainment hub in the early 20th century, Uptown was home to numerous theaters, jazz clubs, and speakeasies. Today, remnants of its glorious past can still be seen in iconic landmarks like the Aragon Ballroom and the Uptown Theatre, which continue to host a variety of live performances.

In addition to its historical significance, Uptown is also known for its diverse population. The neighborhood is home to people from various ethnic backgrounds, creating a multicultural environment that is celebrated by its residents. This diversity is reflected in the eclectic range of dining options, from authentic Ethiopian cuisine to classic American diners.

Uptown's central location is another major draw for residents. With easy access to public transportation, including the CTA Red Line and several bus routes, commuting to downtown Chicago or other parts of the city is a breeze. The neighborhood is also within close proximity to Lake Michigan, offering residents the opportunity to enjoy outdoor activities and breathtaking lakefront views.

Whether you're looking for a lively nightlife scene, cultural attractions, or a welcoming community, Uptown has it all. With its rich history, diverse population, and convenient location, this neighborhood in Chicago's Cook County, Illinois, is an ideal place to call home.

Newest Listings in Uptown

$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
$150,000
1 Beds ⋅ 1 Baths ⋅ 12716054 MLS ⋅ NEW Status ⋅ Shoreline Park BLDG.
Charming one-bedroom in full amenity building. Stainless steel appliances in the kitchen and luxury vinyl floors throughout. Great location across from lakefront bike path and close to Montrose & Foster beaches. Plenty of public transportation nearby (the 136, 146 and 148 buses stop right in front of the building). Restaurants, stores and historical music venues all within walking distance. Building amenities includes on-site management office & maintenance, 24 hr front desk staff, package receiving, laundry room, gym, game room, business center, community center, 2 rooftop decks with 360 views of lake and city, bike rooms, and more. Heat is included in the rent. Condo can be rented out, minimum of 6 month lease required. The association allows up to 49% and rentals are currently at 36%.

4960 N Marine Drive Unit #214, Chicago
$2,875,000
12715402 MLS ⋅ NEW Status
844-846 W. Lakeside Pl., a classic center-entrance six-flat apartment building located in Chicago's Uptown neighborhood, a short walk from Lake Michigan and Montrose Harbor. The Property consists of five (5) three-bedroom/two-bathroom units and one (1) four-bedroom/two-bathroom unit, with each apartment measuring approximately 1,600 square feet. The Offering also includes five (5) garage parking spaces and a basement workspace currently rented for $550/month. Tenants have large private storage spaces in the basement as well. The apartments showcase preserved vintage character - coffered ceilings, wainscoting, crown molding, decorative fireplaces, and built-in cabinetry - paired with select unit-level updates including refinished hardwood floors, quartz countertops, stainless-steel appliances, HVAC, in-unit washer/dryers, and renovated bathrooms. Capital improvements include a fully rebuilt rear porch system (2023) and a 400-amp electrical service upgrade (2016). A new owner may choose to pursue additional cosmetic renovations to kitchens and bathrooms to push rents above current market levels, building on the unit modernization already completed elsewhere in the building. The Property may also support the addition of an Accessory dwelling unit (ADU) or two, pending city approval. 844-846 W. Lakeside Pl. is ideally situated on a quiet, tree-lined street one block from the Lakefront Trail and Montrose Harbor, with three CTA stations nearby - Lawrence Red Line (7 minutes), Wilson Red/Purple (8 minutes), and Argyle Red Line (10 minutes) - all providing direct service to the Loop.

844 W Lakeside Place, Chicago
$499,000
2 Beds ⋅ 2 Baths ⋅ 12674278 MLS ⋅ NEW Status

Chicago
$674,900
3 Beds ⋅ 3 Baths ⋅ 12712436 MLS ⋅ NEW 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
$169,900
1 Beds ⋅ 1 Baths ⋅ 12695459 MLS ⋅ NEW Status
Stunning 1bed/1bath in 1939 historic Art Moderne building on the park! This spacious home features an open living/dining concept ideal for entertaining or relaxing. Gorgeous updated kitchen with quartz countertop, back splash and stainless steel appliances. Hardwood floors throughout, ample closet space filled with natural light. This secure elevator building includes an exercise room, beautiful interior courtyard, on-site maintenance, management and evening/weekend security. Nearby Lake Michigan, restaurants, grocery stores, CTA (red line and buses) and more! Move-in ready home and ready to be your new home!

5056 N Marine Drive Unit #4A, 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
$30,000
12712104 MLS ⋅ ACTIVE Status
Attention Owners at 4343 N Clarendon (The Boardwalk) there is a PRIMO ground floor parking space available for purchase. You can buy it use it yourself or you can rent it out (rental spaces go for $225-250/mo) Only available for owners of this building.

4343 N Clarendon Street Unit #117, Chicago
$219,900
1 Beds ⋅ 1 Baths ⋅ 12705374 MLS ⋅ ACTIVE Status
Wake up to breathtaking views of Lake Michigan, Clarendon Park, and Montrose Harbor, from this beautifully updated high-floor, East-facing condo in the heart of Buena Park. Floor-to-ceiling windows flood the space with natural light and frame a view you'll never get tired of. The thoughtfully updated kitchen showcases quartz countertops, 42" cabinetry, and designer backsplash tile, while newer vinyl flooring runs throughout the entire unit. One heated parking garage space in prime location is included in the price. Assessments include heat, AC, cable, internet and parkingThe full-amenity building offers 24-hour door staff, an outdoor pool and sundeck, party room, tennis courts, and a bike room. Investors and pet owners welcome. Steps from the Red Line, multiple bus routes, a rumored Trader Joes, Target, Jewel, Aldi, the lakefront trail, and some of the best dining and shopping the North Side has to offer. Don't miss this one!

4343 N Clarendon Avenue Unit #1812, 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
$265,000
2 Beds ⋅ 1 Baths ⋅ 12704336 MLS ⋅ ACTIVE Status
Two bedrooms. Lake view. Endless possibilities. Perched on the 21st floor of sought-after, investor friendly Imperial Towers, this bright and move-in-ready home offers something buyers rarely find at this price point: the flexibility of a two-bedroom floor plan without sacrificing light, views, or location. Whether you need a dedicated home office, guest room, creative space, or simply room to spread out, this home adapts to the way you live. Natural light pours through expansive windows framing views of Lake Michigan, the park, and the city skyline. The open living and dining area strikes the right balance between comfort and functionality, creating a welcoming space for everyday living and easy entertaining. The kitchen features stainless steel appliances, a pantry, and ample storage, while generous closets throughout help keep life organized. Beyond the front door, Imperial Towers offers the convenience of full-service living with 24-hour door staff, an outdoor pool and sundeck, fitness center, grilling areas, community garden, party room, package receiving room, bike storage, guest suites, a convenient laundry facility, and an on-site market and dry cleaner. Garage parking is available for lease within the building. Recent improvements include updated elevators, renovated hallways and common areas, enhanced internet service, and beautifully maintained grounds. Located just minutes from Montrose Beach, the lakefront trail, parks, restaurants, shopping, and public transportation, this home places the best of Buena Park right outside your door. Monthly assessments include heat, water, cable, Wi-Fi, and fitness center access. Move in, settle in, and enjoy a home that fits your life. Schedule your private showing today.

4250 N Marine Drive Unit #2130, Chicago
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