Uptown Condos For Sale 

Uptown is one of Chicago’s 77 designated community areas and it’s a neighborhood that has a rich history that dates all the way back to the early 1900s. In fact, for over a century now, Uptown has widely been recognized for being a thriving music and entertainment district, and even today, places like The Riviera, the Aragon Ballroom, and the famous Green Mill jazz lounge continue to be red hot destinations spots for music lovers of all genres. Although over the years the boundaries have changed a bit, most people today view Uptown’s borders as being Foster Avenue to the north, Ravenswood Avenue to the west, Montrose Avenue to the south, and beautiful Lake Michigan to the east. 

Browse Uptown Chicago condos for sale or learn more about the neighborhood below.

Search Uptown Real Estate For Sale Below:

Sort by:
Open House
4504 N Clark Street 404, Chicago, 60640

$925,000

↓ $24,000

4504 N Clark Street 404, Chicago, 60640

3 Beds 2.5 Baths 2,095 SqFt Residential MLS® # 12671717

Midwest Real Estate Data LLC Logo

New
4537 N Clark Street 3c, Chicago, 60640

$775,000

4537 N Clark Street 3c, Chicago, 60640

3 Beds 2 Baths 0 SqFt Residential MLS® # 12699231

Midwest Real Estate Data LLC Logo

Contingent
1470 W Winona Street 203, Chicago, 60640

$700,000

1470 W Winona Street 203, Chicago, 60640

2 Beds 2 Baths 0 SqFt Residential MLS® # 12671793

Midwest Real Estate Data LLC Logo

New Open House
4728 N Malden Street 3n, Chicago, 60640

$675,000

4728 N Malden Street 3n, Chicago, 60640

3 Beds 2 Baths 1,500 SqFt Residential
Sun, Jul 19th, 2026 @ 11am - 1pm
MLS® # 12706937

Midwest Real Estate Data LLC Logo

New
645 W Bittersweet Place 1, Chicago, 60613

$645,000

645 W Bittersweet Place 1, Chicago, 60613

3 Beds 2 Baths 1,750 SqFt Residential MLS® # 12702944

Midwest Real Estate Data LLC Logo

New Contingent
655 W Buena Avenue 3, Chicago, 60613

$615,000

655 W Buena Avenue 3, Chicago, 60613

3 Beds 2 Baths 1,750 SqFt Residential MLS® # 12668010

Midwest Real Estate Data LLC Logo

New
4447 N Magnolia Avenue 2, Chicago, 60640

$599,000

4447 N Magnolia Avenue 2, Chicago, 60640

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12697779

Midwest Real Estate Data LLC Logo

New Contingent
1712 W Wilson Avenue 3e, Chicago, 60640

$599,000

1712 W Wilson Avenue 3e, Chicago, 60640

2 Beds 2.5 Baths 1,479 SqFt Residential MLS® # 12684427

Midwest Real Estate Data LLC Logo

Open House
4711 N Malden Street 2s, Chicago, 60640

$599,000

↓ $16,000

4711 N Malden Street 2s, Chicago, 60640

3 Beds 2 Baths 1,600 SqFt Residential
Sun, Jul 19th, 2026 @ 12pm - 2pm
MLS® # 12664307

Midwest Real Estate Data LLC Logo

1000 W Leland Avenue 12bc, Chicago, 60640

$585,000

↓ $15,000

1000 W Leland Avenue 12bc, Chicago, 60640

3 Beds 3.5 Baths 2,100 SqFt Residential MLS® # 12622656

Midwest Real Estate Data LLC Logo

Contingent
4713 N Dover Street 3n, Chicago, 60640

$575,000

4713 N Dover Street 3n, Chicago, 60640

2 Beds 2 Baths 1,500 SqFt Residential MLS® # 12680041

Midwest Real Estate Data LLC Logo

New Open House
817 W Lawrence Avenue 1, Chicago, 60640

$550,000

817 W Lawrence Avenue 1, Chicago, 60640

3 Beds 2 Baths 2,000 SqFt Residential
Sun, Jul 19th, 2026 @ 12pm - 2pm
MLS® # 12648442

Midwest Real Estate Data LLC Logo

New Open House
4635 N Paulina Street 3s, Chicago, 60640

$549,900

4635 N Paulina Street 3s, Chicago, 60640

3 Beds 1 Bath 1,400 SqFt Residential
Sat, Jul 18th, 2026 @ 12:30pm - 2pm
MLS® # 12706323

Midwest Real Estate Data LLC Logo

New Contingent
4820 N Paulina Street 3n, Chicago, 60640

$549,900

4820 N Paulina Street 3n, Chicago, 60640

2 Beds 2 Baths 1,200 SqFt Residential MLS® # 12694459

Midwest Real Estate Data LLC Logo

New Contingent
934 W Agatite Avenue 1, Chicago, 60640

$549,000

934 W Agatite Avenue 1, Chicago, 60640

3 Beds 2 Baths 1,800 SqFt Residential MLS® # 12685842

Midwest Real Estate Data LLC Logo

Contingent
942 W Belle Plaine Avenue 3e, Chicago, 60613

$549,000

942 W Belle Plaine Avenue 3e, Chicago, 60613

2 Beds 2 Baths 1,600 SqFt Residential MLS® # 12637415

Midwest Real Estate Data LLC Logo

Additional information about Uptown real estate 

Outside of all the historic music and entertainment venues that line Broadway Street, Uptown is also where you’ll find a number of other Chicago attractions, starting with Montrose Beach and the Montrose Beach Dog Park. A bustling summertime seasonal retreat, Montrose Beach is among Chicago’s largest and most visited beaches. Sand volleyball is a popular pastime among beach-goers here and there’s also a bird sanctuary, plenty of open park space, access to the Lakefront Trail, and even a jet ski rentals facility and a concession stand that sells snacks and drinks. Little Vietnam is also part of the Uptown landscape, which is loaded with tasty vietnamese restaurants and eateries, and countless markets and shops that have some of the best deals around! 

Uptown condos & other real estate opportunities 

The Uptown real estate market is pretty similar to other north side neighborhoods in Chicago. All throughout the area are plenty of vintage condos, courtyard style apartment buildings, dozens of three and four flats, and even some extraordinary single-family home opportunities as well. Every now and then, buyers might even find a loft of two on the market, but Uptown definitely isn’t a location that’s known for its loft conversions. Newer construction condos are also commonly found in the area, so if there’s one way to describe real estate in Uptown, some might say its diversity of housing it what makes it a great place to being any north side Chicago home search.