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.

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New Contingent
1757 W Sunnyside Avenue A, Chicago, 60640

$1,050,000

1757 W Sunnyside Avenue A, Chicago, 60640

3 Beds 2.5 Baths 0 SqFt Residential MLS® # 12732237

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New Open House
4421 N Beacon Street 1s, Chicago, 60640

$819,900

4421 N Beacon Street 1s, Chicago, 60640

3 Beds 3 Baths 2,600 SqFt Residential
Sun, Oct 11th, 2026 @ 2am - 4pm
MLS® # 12778203

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Contingent
4858 N Kenmore Avenue 3n, Chicago, 60640

$799,000

4858 N Kenmore Avenue 3n, Chicago, 60640

3 Beds 2 Baths 0 SqFt Residential MLS® # 12752054

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Contingent
4350 N Broadway Street 1001, Chicago, 60613

$765,000

4350 N Broadway Street 1001, Chicago, 60613

3 Beds 3 Baths 2,606 SqFt Residential MLS® # 12728576

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New
853 W Lakeside Place 1w, Chicago, 60640

$749,900

853 W Lakeside Place 1w, Chicago, 60640

3 Beds 3 Baths 2,200 SqFt Residential MLS® # 12773162

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New
4350 N Broadway Street 1002, Chicago, 60613

$749,900

4350 N Broadway Street 1002, Chicago, 60613

3 Beds 2.5 Baths 2,004 SqFt Residential MLS® # 12769709

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New Contingent
4921 N Kenmore Avenue 1, Chicago, 60640

$725,000

4921 N Kenmore Avenue 1, Chicago, 60640

3 Beds 3 Baths 2,326 SqFt Residential MLS® # 12757940

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New
4858 N Kenmore Avenue 2n, Chicago, 60640

$675,000

4858 N Kenmore Avenue 2n, Chicago, 60640

3 Beds 2 Baths 0 SqFt Residential MLS® # 12772994

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Contingent
4618 N Paulina Street, Chicago, 60640

$650,000

4618 N Paulina Street, Chicago, 60640

2 Beds 2 Baths 1,800 SqFt Residential MLS® # 12746338

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Contingent
927 W Agatite Avenue 3s, Chicago, 60640

$650,000

927 W Agatite Avenue 3s, Chicago, 60640

2 Beds 2 Baths 1,400 SqFt Residential MLS® # 12710094

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4240 N Kenmore Avenue 3n, Chicago, 60613

$649,900

4240 N Kenmore Avenue 3n, Chicago, 60613

3 Beds 2 Baths 1,536 SqFt Residential MLS® # 12766514

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Contingent
4004 N Clarendon Avenue 2, Chicago, 60613

$600,000

4004 N Clarendon Avenue 2, Chicago, 60613

3 Beds 2 Baths 1,600 SqFt Residential MLS® # 12759338

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Contingent
4040 N Kenmore Avenue 3s, Chicago, 60613

$600,000

↓ $50,000

4040 N Kenmore Avenue 3s, Chicago, 60613

3 Beds 2 Baths 1,500 SqFt Residential MLS® # 12737967

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New Contingent
1321 W Winnemac Avenue 2e, Chicago, 60640

$599,900

1321 W Winnemac Avenue 2e, Chicago, 60640

2 Beds 2 Baths 1,600 SqFt Residential MLS® # 12766694

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New Open House
700 W Irving Park Road A-4, Chicago, 60613

$599,000

700 W Irving Park Road A-4, Chicago, 60613

3 Beds 2.5 Baths 2,100 SqFt Residential
Thu, Oct 8th, 2026 @ 5pm - 7pm
MLS® # 12777279

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Contingent
4333 N Dayton Street 1n, Chicago, 60613

$599,000

4333 N Dayton Street 1n, Chicago, 60613

4 Beds 2 Baths 0 SqFt Residential MLS® # 12756452

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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.