Uptown Real Estate

Welcome to Uptown, a vibrant neighborhood nestled in the heart of Chicago, Illinois, within Cook County. Known for its rich history and eclectic charm, Uptown offers a unique blend of urban living and cultural diversity that captivates residents and visitors alike.

As you stroll through the tree-lined streets of Uptown, you'll be greeted by a delightful mix of architectural styles, from historic buildings to modern condos. The neighborhood is steeped in history, once serving as a hub for entertainment during the early 20th century, with the iconic Aragon Ballroom and the Riviera Theatre still standing as testaments to its vibrant past. Today, these venues continue to host an array of concerts and events, making Uptown a cultural hotspot.

Uptown is also home to a diverse culinary scene that reflects its multicultural community. From cozy cafes to international restaurants, food enthusiasts will find a plethora of dining options to satisfy any craving. Don’t miss the chance to explore the local farmers' market, where you can discover fresh produce and artisanal goods.

For those who enjoy the outdoors, Uptown boasts beautiful green spaces like Montrose Beach and the picturesque Montrose Harbor, perfect for leisurely walks, picnics, or simply soaking up the sun. The neighborhood's accessibility to public transportation makes it easy to explore the rest of Chicago, while still enjoying the laid-back, community-oriented vibe of Uptown.

Whether you’re looking to settle down or simply visit, Uptown offers a unique blend of history, culture, and community that makes it one of Chicago’s most beloved neighborhoods. Come discover the charm of Uptown – where every corner tells a story!

Newest Listings in Uptown

832 W Gunnison Street Unit #2S, Chicago image

832 W Gunnison Street Unit #2S, Chicago $425,000

Steps from Margate Park and Puptown dog park, with Montrose Beach nearby, this bright two-bedroom, one-bath condo offers approximately 1,250 square feet on the second flo...

2 Beds
1 Baths
12756849 MLS
NEW Status

711 W Gordon Terrace Unit #310, Chicago image

711 W Gordon Terrace Unit #310, Chicago $300,000

Stunning south-facing 2-bedroom, 1.5-bath duplex with unobstructed park views, incredible natural light, and PARKING INCLUDED, all just one block from the lake. This brig...

2 Beds
2 Baths
12756212 MLS
NEW Status

4250 N Marine Drive Unit #2731, Chicago image

4250 N Marine Drive Unit #2731, Chicago $279,000

This residence offers the perfect combination of space, views, amenities, and a highly desirable lakefront lifestyle. This generously sized unit features hardwood floori...

1 Beds
1 Baths
12751246 MLS
NEW Status

4421 N Beacon Street Unit #1S, Chicago image

4421 N Beacon Street Unit #1S, Chicago $840,000

From the moment you walk through the front door and into the sun-filled living room, you'll quickly understand why so many people love this neighborhood. Historic Sherida...

3 Beds
3 Baths
12735943 MLS
NEW Status

4250 N Marine Drive Unit #2210, Chicago image

4250 N Marine Drive Unit #2210, Chicago $280,000

Updated and move-in ready! Enjoy stunning downtown, lake, and unobstructed city views from this high-floor unit. The open floor plan offers comfortable living and enterta...

1 Beds
1 Baths
12744048 MLS
NEW Status

4350 N Broadway Street Unit #1001, Chicago image

4350 N Broadway Street Unit #1001, Chicago $765,000

Developer's Penthouse | Rare Duplex Residence with Three Private Terraces Originally designed as the developer's own residence, this one-of-a-kind duplex penthouse off...

3 Beds
3 Baths
12728576 MLS
NEW Status

4170 N Marine Drive Unit #16H, Chicago image

4170 N Marine Drive Unit #16H, Chicago — Buena Park $292,500

Nestled in the HIGHLY coveted WaterFord Condominium Building is the ONLY 1 bedroom unit avail, it is vacant and ready for a new owner! This building was built AS condos (...

1 Beds
1 Baths
12753826 MLS
NEW Status
Buena Park Bldg.

1330 W Argyle Street, Chicago $2,300,000

1330 W. Argyle St., a center-entrance, six-unit fully renovated apartment building located in Chicago's Uptown neighborhood on the city's North Side. The Property cons...

12755430 MLS
NEW Status

4980 N Marine Drive Unit #1431, Chicago image

4980 N Marine Drive Unit #1431, Chicago $175,000

Welcome to Shoreline Park Condominiums, a classic mid-century high-rise near Foster Beach, Margate Park, the lakefront trail, dining, public transportation, and Lake Shor...

1 Beds
1 Baths
12755316 MLS
NEW Status

4725 N Kenmore Avenue, Chicago $825,000

Rare opportunity to own a solid brick legal 3-unit building in Chicago's Uptown neighborhood on beautiful tree-lined Kenmore Avenue. Situated on an oversized lot, this Up...

8 Beds
3 Baths
12754863 MLS
NEW Status

1247 W Leland Avenue Unit #1, Chicago image

1247 W Leland Avenue Unit #1, Chicago $299,000

Attention first time homebuyers and investors! Don't miss out on this charming and spacious vintage rehab in one of Chicago's hottest neighborhoods! This elevated 1st flo...

2 Beds
1 Baths
12754926 MLS
NEW Status

853 W Lakeside Place Unit #1W, Chicago image

853 W Lakeside Place Unit #1W, Chicago $774,900

VACANT AND READY FOR A NEW OWNER! This truly expansive 3-bedroom, 3-bath duplex-down with low monthly assessments and one garage parking space-all in a desirable Uptown l...

3 Beds
3 Baths
12754804 MLS
NEW Status