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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Contingent
707 West Junior Terrace Ph-12, Chicago, 60613

$1,250,000

707 West Junior Terrace Ph-12, Chicago, 60613

3 Beds 4 Baths 4,000 SqFt Residential MLS® # 12511711

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1304 West Winona Street 2, Chicago, 60640

$875,000

1304 West Winona Street 2, Chicago, 60640

3 Beds 3 Baths 1,750 SqFt Residential MLS® # 12569582

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Contingent
4135 North Kenmore Avenue 2n, Chicago, 60613

$869,000

4135 North Kenmore Avenue 2n, Chicago, 60613

3 Beds 3 Baths 2,000 SqFt Residential MLS® # 12534672

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Contingent
4859 North Ashland Avenue 2e, Chicago, 60640

$850,000

↓ $49,900

4859 North Ashland Avenue 2e, Chicago, 60640

3 Beds 3 Baths 0 SqFt Residential MLS® # 12502074

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1304 West Winona Street 1s, Chicago, 60640

$840,000

1304 West Winona Street 1s, Chicago, 60640

3 Beds 3 Baths 1,650 SqFt Residential MLS® # 12569592

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Contingent
4135 North Kenmore Avenue 1s, Chicago, 60613

$809,000

4135 North Kenmore Avenue 1s, Chicago, 60613

3 Beds 3 Baths 0 SqFt Residential MLS® # 12534668

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844 West Agatite Avenue 2w, Chicago, 60640

$799,000

844 West Agatite Avenue 2w, Chicago, 60640

4 Beds 4 Baths 3,200 SqFt Residential MLS® # 12015718

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Contingent
1302 West Winona Street 3w, Chicago, 60640

$745,000

1302 West Winona Street 3w, Chicago, 60640

2 Beds 2 Baths 0 SqFt Residential MLS® # 12567004

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Contingent
5148 North Ashland Avenue 1, Chicago, 60640

$725,000

5148 North Ashland Avenue 1, Chicago, 60640

4 Beds 4 Baths 2,400 SqFt Residential MLS® # 12552607

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Contingent
4933 North Winthrop Avenue 1n, Chicago, 60640

$700,000

4933 North Winthrop Avenue 1n, Chicago, 60640

3 Beds 3 Baths 2,700 SqFt Residential MLS® # 12562722

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New Open House
4516 North Greenview Avenue 2, Chicago, 60640

$650,000

4516 North Greenview Avenue 2, Chicago, 60640

3 Beds 2 Baths 2,000 SqFt Residential MLS® # 12575288

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645 West Bittersweet Place 1, Chicago, 60613

$645,000

645 West Bittersweet Place 1, Chicago, 60613

3 Beds 2 Baths 2,694 SqFt Residential MLS® # 12569196

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Contingent
847 West Ainslie Street 3w, Chicago, 60640

$603,000

847 West Ainslie Street 3w, Chicago, 60640

3 Beds 2 Baths 1,649 SqFt Residential MLS® # 12512991

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Contingent
835 West Belle Plaine Avenue 2, Chicago, 60613

$599,900

835 West Belle Plaine Avenue 2, Chicago, 60613

3 Beds 2 Baths 1,750 SqFt Residential MLS® # 12571464

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Contingent
847 West Ainslie Street 2w, Chicago, 60640

$599,000

847 West Ainslie Street 2w, Chicago, 60640

3 Beds 2 Baths 1,649 SqFt Residential MLS® # 12512987

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Contingent
1713 West Leland Avenue 2, Chicago, 60640

$595,000

1713 West Leland Avenue 2, Chicago, 60640

3 Beds 2 Baths 0 SqFt Residential MLS® # 12576136

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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.