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Uptown

From the bustling and historic entertainment district to the picturesque lakefront, Chicago’s Uptown neighborhood is buzzing with a variety of interesting shops, ethnic restaurants, exciting clubs and eclectic boutiques. Sharing its coveted Lake Michigan beaches with other communities along the water’s edge, Uptown owns the market on island paradise-like sands and beautiful shoreline parkland. There is even a public skatepark where rollerbladers and skateboarders can practice their moves and share wipe-out stories with fellow Uptown skaters. Set back from the Lake Michigan shore are the sought-after residential blocks of stately, landmark mansions and vintage, courtyard condominiums. Uptown has its share modern lofts and rehabbed residences, too. Upgraded condo conversions and top-of-the-line finishes are standard in much of the real estate available today. But, if you prefer that antiquated charm, with a fixer-up feel the old, un-renovated buildings of Uptown will be right up your alley.
Min. Price
Max. Price
Beds
Baths
4442 N Greenview Avenue Chicago, IL 60640
$2,250,000
6 Beds 4 | 1 Baths 4,560 SqFt Listing No. 12685898 Property Type: House camera (48) Listing courtesy of Compass
Details
1619 W Summerdale Avenue Chicago, IL 60640
$1,999,000
6 Beds 4 | 2 Baths 4,200 SqFt Listing No. 12649531 Property Type: House camera (47) Listing courtesy of Meridian Real Estate Chicago LLC
Details
1962 W Wilson Avenue Chicago, IL 60640
$1,999,000
5 Beds 4 | 1 Baths 4,000 SqFt Listing No. 12736994 Property Type: House camera (35) Listing courtesy of @properties Christie's International Real Estate
Details
4844 N Hermitage Avenue Chicago, IL 60640
$1,975,000
6 Beds 4 | 1 Baths 4,800 SqFt Listing No. 12756287 Property Type: House camera (38) Listing courtesy of Compass
Details
1716 W Berwyn Avenue Chicago, IL 60640
$1,895,000
5 Beds 4 | 1 Baths 3,843 SqFt Listing No. 12762354 Property Type: House camera (41) Listing courtesy of Jameson Sotheby's Intl Realty
Details
1907 W Berwyn Avenue Chicago, IL 60640
$1,549,000
5 Beds 3 | 1 Baths - Listing No. 12728858 Property Type: House camera (40) Listing courtesy of @properties Christie's International Real Estate
Details
1826 W Farragut Avenue Chicago, IL 60640
$1,399,000
4 Beds 3 Baths 2,400 SqFt Listing No. 12670789 Property Type: House camera (37) Listing courtesy of 4 Sale Realty Advantage LLC
Details
915 W Lawrence Avenue Chicago, IL 60640
$1,250,000
5 Beds 3 | 1 Baths 2,950 SqFt Listing No. 12761851 Property Type: House camera (39) Listing courtesy of @properties Christie's International Real Estate
Details
4542 N Ashland Avenue Chicago, IL 60640
$1,099,900
3 Beds 2 | 1 Baths 2,600 SqFt Listing No. 12613166 Property Type: House camera (29) Listing courtesy of Essex 312, LLC
Details
1757 W Sunnyside Avenue #A Chicago, IL 60640
$1,050,000
3 Beds 2 | 1 Baths - Listing No. 12732237 Property Type: Condo camera Virtual Tour camera (41) Listing courtesy of @properties Christie's International Real Estate
Details
4421 N BEACON Street #1S Chicago, IL 60640
$840,000
3 Beds 3 Baths 2,600 SqFt Listing No. 12735943 Property Type: Condo camera Virtual Tour camera (32) Listing courtesy of Redfin Corporation
Details
844 W Agatite Avenue #2W Chicago, IL 60640
$799,000
4 Beds 3 | 1 Baths 3,200 SqFt Listing No. 12726586 Property Type: Condo camera (24) Listing courtesy of Baird & Warner
Details
price

$2,250,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,560 SqFt 4,560 SqFt

listing no.

12685898 Listing No. 12685898

property type

House Property Type: House

gallery photos

camera (48)

Listing courtesy of Compass

price

$1,999,000

beds

6 6 Beds

baths

4 | 2 4 | 2 Baths

lot size

4,200 SqFt 4,200 SqFt

listing no.

12649531 Listing No. 12649531

property type

House Property Type: House

gallery photos

camera (47)

Listing courtesy of Meridian Real Estate Chicago LLC

price

$1,999,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,000 SqFt 4,000 SqFt

listing no.

12736994 Listing No. 12736994

property type

House Property Type: House

gallery photos

camera (35)

Listing courtesy of @properties Christie's International Real Estate

price

$1,975,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,800 SqFt 4,800 SqFt

listing no.

12756287 Listing No. 12756287

property type

House Property Type: House

gallery photos

camera (38)

Listing courtesy of Compass

price

$1,895,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

3,843 SqFt 3,843 SqFt

listing no.

12762354 Listing No. 12762354

property type

House Property Type: House

gallery photos

camera (41)

Listing courtesy of Jameson Sotheby's Intl Realty

price

$1,549,000

beds

5 5 Beds

baths

3 | 1 3 | 1 Baths

lot size

- -

listing no.

12728858 Listing No. 12728858

property type

House Property Type: House

gallery photos

camera (40)

Listing courtesy of @properties Christie's International Real Estate

price

$1,399,000

beds

4 4 Beds

baths

3 3 Baths

lot size

2,400 SqFt 2,400 SqFt

listing no.

12670789 Listing No. 12670789

property type

House Property Type: House

gallery photos

camera (37)

Listing courtesy of 4 Sale Realty Advantage LLC

price

$1,250,000

beds

5 5 Beds

baths

3 | 1 3 | 1 Baths

lot size

2,950 SqFt 2,950 SqFt

listing no.

12761851 Listing No. 12761851

property type

House Property Type: House

gallery photos

camera (39)

Listing courtesy of @properties Christie's International Real Estate

price

$1,099,900

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,600 SqFt 2,600 SqFt

listing no.

12613166 Listing No. 12613166

property type

House Property Type: House

gallery photos

camera (29)

Listing courtesy of Essex 312, LLC

price

$1,050,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

- -

listing no.

12732237 Listing No. 12732237

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (41)

Listing courtesy of @properties Christie's International Real Estate

price

$840,000

beds

3 3 Beds

baths

3 3 Baths

lot size

2,600 SqFt 2,600 SqFt

listing no.

12735943 Listing No. 12735943

property type

Condo Property Type: Condo

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (32)

Listing courtesy of Redfin Corporation

price

$799,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,200 SqFt 3,200 SqFt

listing no.

12726586 Listing No. 12726586

property type

Condo Property Type: Condo

gallery photos

camera (24)

Listing courtesy of Baird & Warner

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Based on information submitted to the MLS GRID as of MRED LLC 2026. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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MRED LLC data last updated at September 28, 2026, 9:52 AM CT
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