Jackson Park Highlands, IL homes for sale & real estate

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ABOUT THIS HOME
Jackson Park Highlands, IL Homes for Sale
The Jackson Park Highlands is one of the city's best kept secrets. This amazing area of Land Mark Status homes features tree lined streets, well-manicured lawns, deep set backs and no alleys. It epitomizes suburban living within the city. Now offering for sale one of its most stately residences. A majestic English Tudor home with tall ceilings and spacious sun filled rooms. There are four bedrooms, two full baths, two powder rooms, a library with double door entry, butler's pantry and finished basement with wet bar. Loads of period charm and eloquence are found here. Side drive, 2.5 car garage, superb location near the University of Chicago, golf course, beaches, marinas, and only minutes a

$735,000

4 beds3 baths3,000 sq ft

6731 S Cregier Ave, Chicago, IL 60649

Well manicured lawns • No alleys • Deep set backs

ABOUT THIS HOME
Jackson Park Highlands, IL Homes for Sale
CASH ONLY. Price reduced to account for a planned 2026 special assessment to replace the passenger elevator, creating an exceptional opportunity for a buyer to get into this beautiful unit at a fantastic value. With the freight elevator fully operational and major improvements on the horizon, this is a chance to build equity quickly. Vintage Elegance Meets Modern Comfort! This expansive 2,500 sq. ft. 3-bedroom, 3-bath condo offers the best of both worlds-classic vintage charm with thoughtfully updated finishes throughout. Step inside to find 9-foot ceilings, gleaming refinished hardwood floors, a grand wood-burning or electric fireplace, and sun-filled rooms perfect for entertaining or rela

$185,000

3 beds3 baths2,500 sq ft

6922 S Jeffery Blvd Unit 5N, Chicago, IL 60649

Modern faucet • Stylish backsplash • New appliances

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ABOUT THIS HOME
Jackson Park Highlands, IL Homes for Sale
Fabulous opportunity to own a spacious South Shore two-flat-perfect for an owner-occupant. Each unit offers four generously sized bedrooms and two full baths, along with expansive living and dining areas, a bright sunroom, and a large open kitchen featuring an island and stainless steel appliances. Enjoy outdoor living with a newer rear deck, a two-car garage, and a sizable backyard. The full basement presents excellent potential for a third unit, with ADU approval-an outstanding value-add opportunity. Ideally located near South Shore's beautiful beaches and boat docks, the Museum of Science and Industry, and a variety of shopping and dining options. Convenient access to downtown via bus, t

$699,999

8 beds4 baths— sq ft

6818 S Chappel Ave, Chicago, IL 60649

South shore two-flat • Newer rear deck • Bright sunroom

$147,500

2 beds1.5 baths1,188 sq ft

1715 E 70th St, Chicago, IL 60649

1,306 sq ft lot • Parking • Built 1888

ABOUT THIS HOME
Jackson Park Highlands, IL Homes for Sale
Don't miss this spacious 5 bedroom, 3.5 bathroom property located in the highly sough after South Shore neighborhood. This home offers exceptional potential for investors, rehabbers, or buyers looking to customize a spacious residence to their own style. Renovation work has begun but is not complete, giving you the flexibility to finish the project as you desire. One bedroom on first floor, 2 bedrooms on second floor and 2 bedrooms in the basement. Whether you're looking for your next investment or a property to make your own, this South Shore gem has endless potential. Bring your bright ideas and vision--this one won't last long. Property being sold in AS IS condition, no surveys nor discl

$179,000

5 beds3.5 baths1,288 sq ft

7133 S Constance Ave, Chicago, IL 60649

3,750 sq ft lot • Garage • Built 1916

Based on information submitted to the MLS GRID as of Tue Dec 23 2025. All data is obtained from various sources and may not have been verified by 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.

Average home prices near Jackson Park Highlands, IL

Cities

Neighborhoods

Avalon Park homes for sale
$229,900
South Side homes for sale
$274,900
Chatham homes for sale
$245,000
South Chicago homes for sale
$198,000
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$321,750
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$179,900
Calumet Heights homes for sale
$244,444
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$222,500
Hyde Park homes for sale
$269,950
Woodlawn homes for sale
$325,000

Jackson Park Highlands, IL real estate trends

$73.25K

Sale price

-78.5%
since last year

$29

Sale $/sq ft

-73.6%
since last year

Under list price

8.3%

Days on market

Down payment

—

Total homes sold

See more Jackson Park Highlands, IL market insights

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