Vintage homes for sale & real estate in Hyde Park Kenwood Historic District, IL

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ABOUT THIS HOME
Vintage Home for sale in Hyde Park Kenwood Historic District, IL:
Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was configured as a 2-bedroom, 1-bath unit with laundry hookups-ideal for added rental income. Situated on an extra-deep, fully fenced lot with a 2-car garage, this property is just blocks from the University of Chicago campus and the future Chicago Medicine cancer center, ensuring a steady stream of studen

$449,000

9 beds3 baths— sq ft

5239 S Ingleside Ave, Chicago, IL 60615

Fully fenced lot • 3,920 sq ft lot • 2 garage spots

ABOUT THIS HOME
Vintage Home for sale in Hyde Park Kenwood Historic District, IL:
A rare opportunity to acquire a light-filled 1,500 square foot, three bedroom, one and a half bath residence within a prestigious, 3-unit Chicago Landmark. The Keck-Gottschalk-Keck Building was designed by the renowned Keck brothers and served as their personal residences. This iconic 1937 building is one of the city's earliest and most celebrated examples of International Style modernism, earning recognition by Chicago Magazine as one of its Top 50 Buildings. The Keck's commitment to innovation is evident in the distinctive external blinds, which allow the control of light and privacy while embracing the home's historical passive solar design. The 4th-story condo offers a unique living exp

$410,000

3 beds1.5 baths1,500 sq ft

5551 S University Ave #3, Chicago, IL 60637

Shared rear yard • Private terrace • Four sided exposure

$194,999

1 bed1 bath1,200 sq ft

5329 S Dorchester Ave Unit 3B, Chicago, IL 60615

Custom cabinets • Spa style bath • Remodeled kitchen

ABOUT THIS HOME
Vintage Home for sale in Hyde Park Kenwood Historic District, IL:
SPACIOUS 2 BR 1 BA vintage condo in immaculate condition. Convenient to everything Hyde Park has to offer! Hyde Park is a vibrant and historic neighborhood located on the South Side of Chicago, Illinois. Known for its rich cultural heritage, diverse community, and proximity to renowned institutions, Hyde Park offers a unique blend of urban conveniences and suburban tranquility. Location and Accessibility: Hyde Park is situated along the picturesque shores of Lake Michigan, providing residents with stunning views and access to beautiful lakefront parks. It is conveniently located approximately seven miles south of downtown Chicago, making it easily accessible by public transportation, includ

$240,000

2 beds1 bath1,200 sq ft

1112 E 52nd St #1, Chicago, IL 60615

Picturesque shores • Stunning views • Suburban tranquility

$299,000

2 beds1 bath950 sq ft

1404 E 56th St #1, Chicago, IL 60637

Shared grassy yard • Historic hyde park • Large back porch

Property at 1201 E Madison Park #3, Chicago, IL 60615, 5 beds, 3 baths

$995,000

5 beds3 baths— sq ft

1201 E Madison Park #3, Chicago, IL 60615

Property at 5611 S Kenwood Ave, Chicago, IL 60637, 6 beds, 3.5 baths

$1,950,000

6 beds3.5 baths— sq ft

5611 S Kenwood Ave, Chicago, IL 60637

Property at Sign in for address, Chicago, IL 60615, 2 beds, 1 bath

$175,000

2 beds1 bath1,037 sq ft

Property at Sign in for address, Chicago, IL 60615, 6 beds, 2.5 baths

$619,000

6 beds2.5 baths3,300 sq ft

Property at 1327 E 52nd St #202, Chicago, IL 60615, 4 beds, 2 baths

$375,000

4 beds2 baths1,700 sq ft

1327 E 52nd St #202, Chicago, IL 60615

Property at 5011 S Drexel Blvd, Chicago, IL 60615, 38 beds, 24 baths

$4,700,000

38 beds24 baths— sq ft

5011 S Drexel Blvd, Chicago, IL 60615

Property at 5133 S Greenwood Ave #2, Chicago, IL 60615, 3 beds, 2 baths

$329,000

3 beds2 baths1,700 sq ft

5133 S Greenwood Ave #2, Chicago, IL 60615

Property at 5200 S Woodlawn Ave, Chicago, IL 60615, 47 beds, 37 baths

$6,290,000

47 beds37 baths65,000 sq ft

5200 S Woodlawn Ave, Chicago, IL 60615

Property at 1424 E Hyde Park Blvd #2, Chicago, IL 60615, 2 beds, 1 bath

$325,000

2 beds1 bath1,315 sq ft

1424 E Hyde Park Blvd #2, Chicago, IL 60615

Property at 5140 S Kimbark Ave, Chicago, IL 60615, 27 beds, 18 baths

$2,990,000

27 beds18 baths— sq ft

5140 S Kimbark Ave, Chicago, IL 60615

Property at 1155 E Hyde Park Blvd Unit 2F, Chicago, IL 60615, 2 beds, 1 bath

$240,000

2 beds1 bath1,200 sq ft

1155 E Hyde Park Blvd Unit 2F, Chicago, IL 60615

Property at 5142 S Greenwood Ave #1, Chicago, IL 60615, 3 beds, 2 baths

$324,000

3 beds2 baths1,650 sq ft

5142 S Greenwood Ave #1, Chicago, IL 60615

Property at 1059 E Hyde Park Blvd #1, Chicago, IL 60615, 3 beds, 2 baths

$300,000

3 beds2 baths2,425 sq ft

1059 E Hyde Park Blvd #1, Chicago, IL 60615

Property at 1401 E 55th St Unit 602N, Chicago, IL 60615, 2 beds, 2 baths

$209,000

2 beds2 baths1,000 sq ft

1401 E 55th St Unit 602N, Chicago, IL 60615

Property at 1308 E 56th St #2, Chicago, IL 60637, 1 bed, 1 bath

$250,000

1 bed1 bath900 sq ft

1308 E 56th St #2, Chicago, IL 60637

Property at 4740 S Ingleside Ave Unit 2N, Chicago, IL 60615, 3 beds, 2 baths

$265,000

3 beds2 baths— sq ft

4740 S Ingleside Ave Unit 2N, Chicago, IL 60615

Property at 5517 S University Ave #1, Chicago, IL 60637, 3 beds, 2 baths

$399,999

3 beds2 baths1,600 sq ft

5517 S University Ave #1, Chicago, IL 60637

Property at 5469 S Ingleside Ave Unit 2N, Chicago, IL 60615, 2 beds, 1 bath

$299,000

2 beds1 bath1,100 sq ft

5469 S Ingleside Ave Unit 2N, Chicago, IL 60615

Property at 4836 S Dorchester Ave, Chicago, IL 60615, 7 beds, 4 baths

$975,000

7 beds4 baths— sq ft

4836 S Dorchester Ave, Chicago, IL 60615

Property at 5455 S Ingleside Ave Unit 2W, Chicago, IL 60615, 2 beds, 1 bath

$230,000

2 beds1 bath1,100 sq ft

5455 S Ingleside Ave Unit 2W, Chicago, IL 60615

Property at 5110 S Woodlawn Ave Unit 3H, Chicago, IL 60615, 2 beds, 1 bath

$220,000

2 beds1 bath— sq ft

5110 S Woodlawn Ave Unit 3H, Chicago, IL 60615

Property at 1006 E 54th St Unit J-2, Chicago, IL 60615, 2 beds, 1 bath

$149,000

2 beds1 bath750 sq ft

1006 E 54th St Unit J-2, Chicago, IL 60615

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Based on information submitted to the MLS GRID as of Fri Dec 26 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.

Vintage Homes for Sale in Hyde Park Kenwood Historic District

There are currently 27 vintage homes for sale in Hyde Park Kenwood Historic District at a median listing price of $285K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Hyde Park Kenwood Historic District stay on the market for 82 days and receive 1 offers. Popular neighborhoods include Bronzeville, South Shore, Kenwood, Hyde Park, and Woodlawn. This map is refreshed with the newest listings in Hyde Park Kenwood Historic District every 15 minutes.

In the past month, 9 homes have been sold in Hyde Park Kenwood Historic District. In addition to houses in Hyde Park Kenwood Historic District, there were also 72 condos, 10 townhouses, and 3 multi-family units for sale in Hyde Park Kenwood Historic District last month. Find your dream home in Hyde Park Kenwood Historic District using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Hyde Park Kenwood Historic District are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Hyde Park Kenwood Historic District. If you're looking to sell your home in the Hyde Park Kenwood Historic District area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Hyde Park Kenwood Historic District with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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