Vintage homes for sale & real estate in Illinois, IL

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ABOUT THIS HOME
Vintage Home for sale in Illinois, IL:
Welcome to an extraordinary opportunity nestled behind private gates at 5382 Guilford Rd in Rockford. This remarkable agricultural property offers 4.23 acres and is the perfect blend of country serenity and modern convenience, all within reach of urban amenities. The main residence features 3 spacious bedrooms and 2.5 bathrooms, providing comfortable living quarters for the discerning buyer seeking space and privacy. But this estate offers so much more than just a beautiful home. Horse enthusiasts and hobbyists will delight in the impressive equestrian facilities, including a well-maintained stable and an expansive 60 x 120 covered arena perfect for year-round riding and training. The charm

$995,000

3 beds2.5 baths2,507 sq ft

Covered arena • Gated sanctuary • 5.57 acres

5382 Guilford Rd, Rockford, IL 61107

$318,000

3 beds2.5 baths2,836 sq ft

Plaster walls • Heated garage • Central air

3655 Kent Pl, Crete, IL 60417

ABOUT THIS HOME
Vintage Home for sale in Illinois, IL:
THIS IS A SIGHT UNSEEN PURCHASE. PROPERTY IS CURRENTLY IN PRE-FORECLOSURE AND WILL BE A SHORT SALE. ALL ACCEPTED OFFERS ARE SUBJECT TO LENDER APPROVAL. BUYER RESPONSIBLE FOR OUTSTANDING HOA DUES AT CLOSING. HOA DUES ARE NOT INCLUDED IN LIST PRICE. ONLY AS-IS CASH OFFERS WILL BE CONSIDERED.

$150,000

3 beds3 baths2,200 sq ft

$524 HOA • Parking • Built 1935

6806 S Crandon Ave #2, Chicago, IL 60649

VIDEO TOUR

ABOUT THIS HOME
Vintage Home for sale in Illinois, IL:
ENDLESS POSSIBILITIES AWAIT! . .. A RARE OPPORTUNITY TO LIVE, WORK, AND DREAM ALL IN ONE PLACE! This is the perfect opportunity for the visionary buyer or entrepreneur ready to continue a long-time, turn-key business and/or bring an exciting new vision to life. Set on approximately 7 acres of breathtaking grounds, this property is a rare combination of beauty, versatility, and potential. From the moment you arrive, you'll be captivated by the manicured landscaping, gazebos, pergola, brick paver walkways, patios, and wildflower prairie that create a setting of timeless charm and natural elegance. Whether you're imagining weddings, events, retreats, or a boutique bed-and-breakfast, the possib

$1,995,000

4 beds4.5 baths3,240 sq ft

Wildflower prairie • Gazebos • Pergola

15165 Quigley Rd, Sycamore, IL 60178

ABOUT THIS HOME
Vintage Home for sale in Illinois, IL:
Solid frame 2-unit with a detached coach-house unit! This property offered as-is, providing a great opportunity for investors or buyers looking to add instant value. Situated on a quiet residential block with convenient access to public transit, parks, and local amenities. Bring your ideas and make this property your own. Sold As Is. Seller does not provide survey. Buyer to verify zoning compliance of coach house. Being offered as 2-unit. Utilities will not be activated. * Property not for rent - beware of rental scams. *

$149,900

5 beds2 baths— sq ft

Local amenities • 3,484 sq ft lot • Built 1888

7356 S Champlain Ave, Chicago, IL 60619

Property at 10801 S Hoxie Ave, Chicago, IL 60617, 11 beds, 4 baths

$159,000

11 beds4 baths— sq ft

10801 S Hoxie Ave, Chicago, IL 60617

Property at 3940 E 20th Rd, Serena, IL 60549, 5 beds, 1 bath

$365,000

5 beds1 bath1,804 sq ft

3940 E 20th Rd, Serena, IL 60549

Property at 3115 W Flournoy St, Chicago, IL 60612, 6 beds, 3 baths

$570,000

6 beds3 baths— sq ft

3115 W Flournoy St, Chicago, IL 60612

Property at 1608 Union Ave, Granite City, IL 62040, 3 beds, 1 bath

$89,500

3 beds1 bath1,034 sq ft

1608 Union Ave, Granite City, IL 62040

Property at 709 W Nevada St, Urbana, IL 61801, 11 beds, 6 baths

$589,000

11 beds6 baths— sq ft

709 W Nevada St, Urbana, IL 61801

Property at 111 W Railroad Ave NW, Bartlett, IL 60103

$420,000

— beds— baths2,300 sq ft

111 W Railroad Ave NW, Bartlett, IL 60103

Property at 1806 S Homan Ave, Chicago, IL 60623, 6 beds, 2 baths

$224,900

6 beds2 baths— sq ft

1806 S Homan Ave, Chicago, IL 60623

Property at 4837 S Union Ave, Chicago, IL 60609, 6 beds, 3 baths

$201,450

6 beds3 baths— sq ft

4837 S Union Ave, Chicago, IL 60609

Property at 5758 W 65th St, Chicago, IL 60638

$849,000

— beds— baths— sq ft

5758 W 65th St, Chicago, IL 60638

Property at 1893 N Milwaukee Ave, Chicago, IL 60647

$780,000

— beds— baths2,000 sq ft

1893 N Milwaukee Ave, Chicago, IL 60647

Property at 14637 Kenwood Ave, Dolton, IL 60419, 5 beds, 2 baths

$122,000

5 beds2 baths1,786 sq ft

14637 Kenwood Ave, Dolton, IL 60419

Property at 1718 W 48th St, Chicago, IL 60609

$260,000

— beds— baths— sq ft

1718 W 48th St, Chicago, IL 60609

Property at 827 N Fairfield Ave, Chicago, IL 60622, 12 beds, 5 baths

$1,149,000

12 beds5 baths— sq ft

827 N Fairfield Ave, Chicago, IL 60622

Property at 4785 S Archer Ave, Chicago, IL 60632

$725,000

— beds— baths3,840 sq ft

4785 S Archer Ave, Chicago, IL 60632

Property at 344 156th Pl, Calumet City, IL 60409, 4 beds, 2 baths

$210,000

4 beds2 baths1,600 sq ft

344 156th Pl, Calumet City, IL 60409

Property at 4159 W Fullerton Ave, Chicago, IL 60639

$720,000

— beds— baths— sq ft

4159 W Fullerton Ave, Chicago, IL 60639

Property at 1504 W Glen Flora Ave, Waukegan, IL 60085, 4 beds, 1 bath

$499,999

4 beds1 bath1,174 sq ft

1504 W Glen Flora Ave, Waukegan, IL 60085

Property at 7732 S Normal Ave, Chicago, IL 60620, 5 beds, 3 baths

$125,900

5 beds3 baths— sq ft

7732 S Normal Ave, Chicago, IL 60620

Property at 13341 Olde Western Ave, Blue Island, IL 60406

$375,000

— beds— baths2,300 sq ft

13341 Olde Western Ave, Blue Island, IL 60406

Property at 501 S Dean St, Royalton, IL 62983, 3 beds, 1 bath

$30,000

3 beds1 bath1,260 sq ft

501 S Dean St, Royalton, IL 62983

Property at 222 Buchanan St, Waterloo, IL 62298, 3 beds, 1 bath

$89,900

3 beds1 bath1,240 sq ft

222 Buchanan St, Waterloo, IL 62298

Property at 524 E 7th St, Alton, IL 62002, 5 beds, 2 baths

$102,500

5 beds2 baths2,429 sq ft

524 E 7th St, Alton, IL 62002

Property at 1048 W 92nd Pl, Chicago, IL 60620, 6 beds, 3 baths

$385,000

6 beds3 baths1,924 sq ft

1048 W 92nd Pl, Chicago, IL 60620

Property at 6243 S Wood St, Chicago, IL 60636, 8 beds, 4 baths

$474,900

8 beds4 baths— sq ft

6243 S Wood St, Chicago, IL 60636

Property at 123 W Waupansie St, Dwight, IL 60420, 6 beds, 2 baths

$130,000

6 beds2 baths— sq ft

123 W Waupansie St, Dwight, IL 60420

Property at 324 W 112th St, Chicago, IL 60628, 6 beds, 2 baths

$219,000

6 beds2 baths— sq ft

324 W 112th St, Chicago, IL 60628

Property at 2016 E 93rd St, Chicago, IL 60617, 5 beds, 1 bath

$209,999

5 beds1 bath1,524 sq ft

2016 E 93rd St, Chicago, IL 60617

Property at 1110 Saint Marcella Dr, Cahokia, IL 62206, 2 beds, 1 bath

$55,000

2 beds1 bath864 sq ft

1110 Saint Marcella Dr, Cahokia, IL 62206

Property at 5647-49 S Ashland Ave, Chicago, IL 60636, 3 beds, 1 bath

$105,000

3 beds1 bath1,100 sq ft

5647-49 S Ashland Ave, Chicago, IL 60636

Property at 515 E Stephenson St, Freeport, IL 61032

$55,000

— beds— baths5,300 sq ft

515 E Stephenson St, Freeport, IL 61032

Property at 921 S State St, Lockport, IL 60441

$843,000

— beds— baths6,264 sq ft

921 S State St, Lockport, IL 60441

Property at 700 N Kedzie Ave, Chicago, IL 60612

$750,000

— beds— baths— sq ft

700 N Kedzie Ave, Chicago, IL 60612

Property at 309 W 3rd South St, Mount Olive, IL 62069, 3 beds, 1 bath

$55,519

3 beds1 bath1,257 sq ft

309 W 3rd South St, Mount Olive, IL 62069

Property at 15627 Ashland Ave, Harvey, IL 60426, 3 beds, 1 bath

$120,000

3 beds1 bath2,952 sq ft

15627 Ashland Ave, Harvey, IL 60426

Property at 9338 S Marquette Ave, Chicago, IL 60617, 7 beds, 3 baths

$200,000

7 beds3 baths— sq ft

9338 S Marquette Ave, Chicago, IL 60617

Property at 350 E 115th St, Chicago, IL 60628

$95,000

— beds— baths— sq ft

350 E 115th St, Chicago, IL 60628

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Based on information submitted to the MLS GRID as of Wed Sep 09 2026. 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 Illinois

There are currently 10340 vintage homes for sale in Illinois. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Illinois every 15 minutes.

Find your dream vintage homes in Illinois 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 Illinois are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Illinois. If you're looking to sell your home in the Illinois area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Illinois with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Popular Cities in Illinois

Chicago homes for sale
$375,000
Naperville homes for sale
$672,000
Schaumburg homes for sale
$372,450
Arlington Heights homes for sale
$469,999
Glenview homes for sale
$725,000
Evanston homes for sale
$485,000
Oak Park homes for sale
$400,000
Des Plaines homes for sale
$415,000
Orland Park homes for sale
$420,000
Downers Grove homes for sale
$599,900
Mount Prospect homes for sale
$457,000
Lombard homes for sale
$357,000
Glen Ellyn homes for sale
$625,000
Skokie homes for sale
$425,000
St. Charles homes for sale
$485,000

Vintage homes for sale & real estate in Illinois, IL

Vintage Homes for Sale in Illinois

Popular Cities in Illinois

Popular Searches in Illinois, IL