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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
$2,475,000
6 Beds 4 | 1 Baths 4,560 SqFt Listing No. 12648483 Property Type: House camera (48) Listing courtesy of Compass
Details
4444 N Greenview Avenue Chicago, IL 60640
$2,475,000
6 Beds 4 | 1 Baths 4,560 SqFt Listing No. 12653158 Property Type: House camera (47) Listing courtesy of Compass
Details
4846 N Hermitage Avenue Chicago, IL 60640
$2,195,000
6 Beds 4 | 1 Baths 4,800 SqFt Listing No. 12664651 Property Type: House camera (37) Listing courtesy of Compass Open House: Jun 20, 2026, 1:00 PM - 3:00 PM
Details
5415 N Ashland Avenue Chicago, IL 60640
$2,095,000
5 Beds 4 | 1 Baths 3,800 SqFt Listing No. 12624950 Property Type: House camera (56) Listing courtesy of @properties Christie's International Real Estate
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
1924 W Farragut Avenue Chicago, IL 60640
$1,725,000
5 Beds 4 | 2 Baths 3,942 SqFt Listing No. 12635358 Property Type: House camera (59) Listing courtesy of Compass
Details
1655 W Carmen Avenue Chicago, IL 60640
$1,700,000
5 Beds 4 | 1 Baths 3,800 SqFt Listing No. 12642366 Property Type: House camera (70) Listing courtesy of Compass
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
1825 W Sunnyside Avenue Chicago, IL 60640
$999,900
3 Beds 2 | 1 Baths - Listing No. 12662307 Property Type: House camera Virtual Tour camera (24) Listing courtesy of Keller Williams ONEChicago
Details
5428 N Winthrop Avenue #103 Chicago, IL 60640
$799,000
3 Beds 2 | 1 Baths - Listing No. 12633412 Property Type: Condo camera (21) Listing courtesy of Compass
Details
4537 N Clark Street #3C Chicago, IL 60640
$785,000
3 Beds 2 Baths - Listing No. 12654258 Property Type: Condo camera (26) Listing courtesy of @properties Christie's International Real Estate
Details
4627 N Beacon Street #2N Chicago, IL 60640
$725,000
3 Beds 2 Baths 1,650 SqFt Listing No. 12635422 Property Type: Condo camera (22) Listing courtesy of Berkshire Hathaway HomeServices Chicago
Details
price

$2,475,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,560 SqFt 4,560 SqFt

listing no.

12648483 Listing No. 12648483

property type

House Property Type: House

gallery photos

camera (48)

Listing courtesy of Compass

price

$2,475,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,560 SqFt 4,560 SqFt

listing no.

12653158 Listing No. 12653158

property type

House Property Type: House

gallery photos

camera (47)

Listing courtesy of Compass

price

$2,195,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,800 SqFt 4,800 SqFt

listing no.

12664651 Listing No. 12664651

property type

House Property Type: House

gallery photos

camera (37)

Listing courtesy of Compass

Open House: Jun 20, 2026, 1:00 PM - 3:00 PM

price

$2,095,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

3,800 SqFt 3,800 SqFt

listing no.

12624950 Listing No. 12624950

property type

House Property Type: House

gallery photos

camera (56)

Listing courtesy of @properties Christie's International Real Estate

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

$1,725,000

beds

5 5 Beds

baths

4 | 2 4 | 2 Baths

lot size

3,942 SqFt 3,942 SqFt

listing no.

12635358 Listing No. 12635358

property type

House Property Type: House

gallery photos

camera (59)

Listing courtesy of Compass

price

$1,700,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

3,800 SqFt 3,800 SqFt

listing no.

12642366 Listing No. 12642366

property type

House Property Type: House

gallery photos

camera (70)

Listing courtesy of Compass

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

$999,900

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

- -

listing no.

12662307 Listing No. 12662307

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (24)

Listing courtesy of Keller Williams ONEChicago

price

$799,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

- -

listing no.

12633412 Listing No. 12633412

property type

Condo Property Type: Condo

gallery photos

camera (21)

Listing courtesy of Compass

price

$785,000

beds

3 3 Beds

baths

2 2 Baths

lot size

- -

listing no.

12654258 Listing No. 12654258

property type

Condo Property Type: Condo

gallery photos

camera (26)

Listing courtesy of @properties Christie's International Real Estate

price

$725,000

beds

3 3 Beds

baths

2 2 Baths

lot size

1,650 SqFt 1,650 SqFt

listing no.

12635422 Listing No. 12635422

property type

Condo Property Type: Condo

gallery photos

camera (22)

Listing courtesy of Berkshire Hathaway HomeServices Chicago

© 2026 MRED LLC. All rights reserved.
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 June 17, 2026, 9:35 AM CT
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