Chi - Uptown Homes for Sale

Welcome to the vibrant neighborhood of Uptown in Chicago, Illinois! Located in Cook County, Uptown offers a diverse and dynamic living experience for its residents. With a mix of historic charm and modern amenities, this neighborhood is a popular choice for those looking to buy a home in the Windy City.

Uptown is known for its rich cultural heritage and lively entertainment scene. The area is home to several theaters, including the iconic Aragon Ballroom and the historic Uptown Theatre, which has hosted legendary performers over the years. Residents can enjoy live music, comedy shows, and a variety of performances right in their own backyard.

In addition to its vibrant arts and entertainment scene, Uptown boasts a wide range of dining options. From cozy cafes to trendy restaurants, there is something to satisfy every palate. The neighborhood also features a bustling farmer's market, where residents can find fresh produce and artisanal goods.

When it comes to finding a home in Uptown, you'll discover a variety of options to suit your needs. From charming vintage apartments to modern high-rise condos, there is a style and size for every preference. Uptown also offers a mix of single-family homes, perfect for those looking for a bit more space.

With its convenient location and excellent public transportation options, Uptown provides easy access to all that Chicago has to offer. Whether you're commuting to downtown for work or exploring the city's many attractions, you'll find that Uptown is a great place to call home.

If you're considering buying a home in Uptown, now is a great time to explore the available options. Contact a local real estate agent to learn more about the homes for sale in this exciting neighborhood.

Newest Chi - Uptown Homes for Sale

$1,975,000

6 Beds ⋅ 5 Baths ⋅ 12756287 MLS ⋅ NEW Status

New construction in sought-after Ravenswood neighborhood, this exceptional 6-bedroom, 4.5-bath residence sits on an oversized 165-foot-deep lot, offering a level of space that is increasingly rare in today's market. Set on a picturesque tree-lined street with convenient transit access, acclaimed dining, and neighborhood parks nearby, the home delivers both luxury and everyday convenience in one of Chicago's most desirable neighborhoods. The main level is centered around a gourmet kitchen with custom cabinetry, premium appliances, and a large island designed for both daily living and effortless entertaining. Upstairs, the primary suite serves as a private retreat, featuring a spa-inspired bath with a soaking tub, heated floors, and a steam shower. Three additional bedrooms and two full baths provide ample flexibility for family, guests, or work-from-home needs, while a conveniently located second-floor laundry room adds to the home's thoughtful design. The fully finished 1,500-square-foot lower level offers exceptional versatility, with ample space for a recreation room, home gym, media lounge, guest suite, or all of the above. Outdoor living is equally impressive. Just off the main level, a covered back deck offers the opportunity to create a comfortable three-season room, extending enjoyment well beyond the summer months. The expansive backyard provides plenty of room for pets, play, gardening, or large gatherings. Crowning the home is a fully built-out rooftop deck, creating a spectacular setting for outdoor entertaining and taking in skyline views.

4844 N Hermitage Avenue, Chicago

$750,000

4 Beds ⋅ 3 Baths ⋅ 12755909 MLS ⋅ NEW Status

Welcome to this warm and spacious 5-bedroom, 3-bath home in the heart of Andersonville, offered for the first time in four decades. From the moment you step inside, soaring high ceilings and a gracious living room/dining room combo set the tone for comfortable everyday living. The eat-in kitchen features Stainless Steel Appliances NEW in 2020, oversized windows that bathe the space in natural light while framing views of the manicured backyard. The main level offers two bedrooms and a full bath, while upstairs you'll find two additional generously sized bedrooms, another full bath, and attic access. Thoughtfully maintained over the years with Electric updated in 2016, a tear-off roof in 2022, Washer and Dryer New in 2020. HVAC motor replaced in 2025. The basement adds incredible versatility with an "in-law" apartment - complete with a kitchenette, full bathroom, and a nicely sized bedroom bringing the total to 5 bedrooms and 3 full baths. (Legal status of the basement apartment cannot be verified.) This property has never had water intrusion in the basement. Detached 2 Car garage off alley. Prime Andersonville Location, The Waldorf School - just a block away. Chappell Elementary and Award-winning Amundsen High School - nearby. Andersonville's renowned shopping and dining district - moments from your door The Wednesday Farmer's Market and countless beloved local businesses and eateries. A very livable house with updates needed. Take your time living in it while you update. 5 total bedrooms and 3 bathrooms. Yard and 2 car garage. Wonderful schools like the highly rated Amundsen, Chappell, Waldorf school. Clark street shops and restaurants. Come and be a part of an amazing community and neighborhood (Andersonville) that ranked the coolest in the U.S. and the second-coolest in the world by Time Out!! Being sold strictly AS IS.

1721 W Foster Avenue, Chicago

$699,900

3 Beds ⋅ 4 Baths ⋅ 12753427 MLS ⋅ NEW Status

An amazing opportunity to live in a great pocket of Andersonville at a great price! This 3 bedroom, 3 1/2 bathroom home has been stylishly updated for a modern buyer! This home features a gorgeous kitchen with white cabinets, quartz countertops, stainless steel appliances and a beautiful marble backsplash. The main level has a great flow for living and entertaining with the kitchen open to the dining room, an entry foyer, a large living room and a powder room. On the second level, there are 3 bedrooms and 2 full bathrooms, including a primary suite that fits a king sized bed and has an ensuite bathroom. There is incredible light throughout this home with plenty of windows, including bay windows on both the main level and the second floor! The partially finished basement has a bonus family room, a full bathroom and a large room for laundry and additional storage. The charming front porch is a great place to enjoy morning coffee or summer evenings. There is no garage, but street parking is very easy. The sellers have easily parked on the street, but there is an option to rent a spot 1/2 a block away. This home is located on a beautiful tree lined street that is a short walk to Clark St. restaurants, bars and boutique shops. Easy access to several public transit options, including the Metra, the red and brown lines and several buses. If you enjoy spending time outdoors, you are a few blocks from Winnemac Park as well as a mile to the lake front with great beaches & bike trails. This home is a great alternative to owning a condo or townhome!

1610 W Carmen Avenue, Chicago

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