Bucktown Real Estate, Living in Bucktown

Looking for one place to see all Chicago vintage properties for sale? If so, you’ve come to the right place. Chicago offers an amazing selection of gorgeous vintage homes and apartments for sale and for rent.

Best Chicago Properties provides you with the best and easiest way to search for your vintage Chicago property purchase. Here you’ll find all types of vintage properties in one place.

For example, greystones, workman’s cottages, brick 2-flats, 3-flats and 6-flats, victorian homes and more. Many but not all Chicago neighborhoods have vintage homes for sale.

This said, if you’re new to Chicago it might help you to check out our neighborhood guides for the neighborhoods that are known to have a wide range of townhouses from which to choose. For example, Lincoln Park and Ravenswood.

Please explore all the current vintage property listings below and then contact us to arrange a showing. Or use our Chicago Home Search to see all current listings.

Chicago Vintage Properties For Sale

$550,000
Condo For Sale
Active
2
BED
3
TOTAL BATHS
3740 North Lake Shore Drive #11B
Chicago, IL 60613
 
New Listing - 3 days online
$179,900
Single Family Home For Sale
New
2
BED
1
TOTAL BATHS
1,300
SQFT
3834 North Richmond Street #G
Chicago, IL 60618
 
New Listing - 4 days online
$224,900
Condo For Sale
New
1
BED
1
TOTAL BATHS
900
SQFT
710 West Wellington Avenue #1
Chicago, IL 60657
 
New Listing - 4 days online
$384,000
Condo For Sale
New
2
BED
1
TOTAL BATHS
1,224
SQFT
2147 North Kenmore Avenue #3S
Chicago, IL 60614
 
New Listing - 4 days online
$359,900
Condo For Sale
New
3
BED
2
TOTAL BATHS
2,200
SQFT
5510 North Sheridan Road #9B
Chicago, IL 60640
 
New Listing - 4 days online
$345,000
Single Family Home For Sale
New
2
BED
3
TOTAL BATHS
2,100
SQFT
1726 West Glenlake Avenue #B
Chicago, IL 60660
 
New Listing - 4 days online
$995,000
Single Family Home For Sale
New
4
BED
3
TOTAL BATHS
3,500
SQFT
3500 North Lake Shore Drive #2C
Chicago, IL 60657
 
New Listing - 4 days online
$420,000
Single Family Home For Sale
New
3
BED
2
TOTAL BATHS
5515 South Woodlawn Avenue #2N
Chicago, IL 60637
 
New Listing - 4 days online
$309,000
Condo For Sale
New
3
BED
2
TOTAL BATHS
1,600
SQFT
6527 North Bosworth Avenue #2
Chicago, IL 60626
 
New Listing - 5 days online
$135,000
Condo For Sale
New
1
TOTAL BATHS
3600 North Lake Shore Drive #2409
Chicago, IL 60613
 
New Listing - 5 days online
$899,000
Single Family Home For Sale
New
5
BED
4
TOTAL BATHS
4,500
SQFT
233 East Walton Place #4
Chicago, IL 60611
 
New Listing - 5 days online
$660,000
Condo For Sale
New
3
BED
2
TOTAL BATHS
640 West Fullerton Parkway #1
Chicago, IL 60614
 
New Listing - 6 days online
$330,000
Townhouse For Sale
New
4
BED
2
TOTAL BATHS
1,512
SQFT
2159 West Bowler Street
Chicago, IL 60612
 
New Listing - 6 days online
$625,000
Condo For Sale
Active
3
BED
2
TOTAL BATHS
1,700
SQFT
745 West Dickens Avenue #2
Chicago, IL 60614
 
New Listing - 6 days online
$256,000
Condo For Sale
Active
2
BED
1
TOTAL BATHS
2744 North Bosworth Avenue #1W
Chicago, IL 60614
 
New Listing - 6 days online
$289,000
Condo For Sale
Active
2
BED
1
TOTAL BATHS
1,092
SQFT
435 West Aldine Avenue #17
Chicago, IL 60657
 
New Listing - 6 days online
$425,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,200
SQFT
1635 West Belmont Avenue #203
Chicago, IL 60657
 
New Listing - 6 days online
$405,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,800
SQFT
843 West Gunnison Street #1W
Chicago, IL 60640
 
New Listing - 2 weeks online
$259,900
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,000
SQFT
3951 West Waveland Avenue #2
Chicago, IL 60618
 
New Listing - 2 weeks online
$420,000
Condo For Sale
Contingent
2
BED
2
TOTAL BATHS
810 West Buckingham Place #3W
Chicago, IL 60657
 
New Listing - 2 weeks online
$139,000
Single Family Home For Sale
Active
1
BED
1
TOTAL BATHS
800
SQFT
5460 South Kimbark Avenue #3E
Chicago, IL 60615
 
New Listing - 2 weeks online
$90,000
Condo For Sale
Active
1
BED
1
TOTAL BATHS
900
SQFT
1008 East 54th Street #K3
Chicago, IL 60615
 
New Listing - 2 weeks online
$370,000
Condo For Sale
Contingent
3
BED
2
TOTAL BATHS
1,800
SQFT
749 West California Terrace #1
Chicago, IL 60657
 
New Listing - 2 weeks online
$387,500
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,200
SQFT
2159 North Seminary Avenue #B
Chicago, IL 60614
SEMINARY GARDENS Subdivision
New Listing - 2 weeks online
$1,095,000
Condo For Sale
Contingent
3
BED
4
TOTAL BATHS
2,700
SQFT
1366 North Dearborn Parkway #10BC
Chicago, IL 60610
 
New Listing - 2 weeks online
$479,000
Single Family Home For Sale
Active
2
BED
2
TOTAL BATHS
1,400
SQFT
1120 North Lake Shore Drive #11C
Chicago, IL 60611
 
New Listing - 2 weeks online
$45,000
Single Family Home For Sale
Active
2
BED
1
TOTAL BATHS
1,000
SQFT
Address Withheld
Chicago, IL 60615
 
New Listing - 2 weeks online
$1,995,000
Single Family Home For Sale
Active
5
BED
5
TOTAL BATHS
4,350
SQFT
1530 North State Parkway #7
Chicago, IL 60610
 
New Listing - 2 weeks online
$324,500
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,800
SQFT
3534 North Lake Shore Drive #5C
Chicago, IL 60657
 
New Listing - 2 weeks online
$325,000
Condo For Sale
Active
2
BED
1
TOTAL BATHS
3001 West Logan Boulevard #1
Chicago, IL 60647
 
New Listing - 2 weeks online
$244,900
Condo For Sale
Active
2
BED
1
TOTAL BATHS
900
SQFT
618 Judson Avenue #3
Evanston, IL 60202
 
New Listing - 2 weeks online
$93,500
Single Family Home For Sale
Active
1
TOTAL BATHS
500
SQFT
5555 North Sheridan Road #130
Chicago, IL 60640
EDGEWATER BEACH APTS Subdivision
New Listing - 2 weeks online
$398,000
Single Family Home For Sale
Active
2
BED
2
TOTAL BATHS
1,600
SQFT
3750 North Lake Shore Drive #15G
Chicago, IL 60613
 
New Listing - 2 weeks online
$300,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,120
SQFT
646 West Bittersweet Place #4
Chicago, IL 60613
 
New Listing - 2 weeks online
$249,900
Condo For Sale
Contingent
1
BED
1
TOTAL BATHS
1,000
SQFT
434 West Aldine Avenue #1F
Chicago, IL 60657
 
New Listing - 2 weeks online
$675,000
Condo For Sale
Active
2
BED
3
TOTAL BATHS
1,800
SQFT
1408 West Belden Avenue #1
Chicago, IL 60614
 
New Listing - 2 weeks online
$87,000
Single Family Home For Sale
Active
1
BED
1
TOTAL BATHS
865
SQFT
1765 East 55th Street #C5
Chicago, IL 60615
 
New Listing - 3 weeks online
$280,000
Condo For Sale
Contingent
1
BED
1
TOTAL BATHS
1,100
SQFT
3323 North Paulina Street #2B
Chicago, IL 60657
 
New Listing - 3 weeks online
$399,900
Condo For Sale
Active
2
BED
2
TOTAL BATHS
2,000
SQFT
856 West Newport Avenue #1
Chicago, IL 60657
 
Short Sale
$155,000
Condo For Sale
Active
1
BED
1
TOTAL BATHS
827 Forest Avenue #2E
Evanston, IL 60202
 
New Listing - 3 weeks online
$115,000
Condo For Sale
Contingent
1
BED
1
TOTAL BATHS
750
SQFT
811 Lexington Street #12
Oak Park, IL 60304
 
New Listing - 3 weeks online
$475,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,644
SQFT
1128 West Wolfram Street #1
Chicago, IL 60657
 
New Listing - 3 weeks online
$575,000
Single Family Home For Sale
Active
6
BED
4
TOTAL BATHS
5,000
SQFT
5490 South South Shore Drive #10
Chicago, IL 60615
 
New Listing - 3 weeks online
$325,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,750
SQFT
4300 North Marine Drive #305
Chicago, IL 60613
BUENA PARK Subdivision
New Listing - 3 weeks online
$525,000
Condo For Sale
Contingent
2
BED
2
TOTAL BATHS
1,255
SQFT
1742 North Sedgwick Street #2
Chicago, IL 60614
 
New Listing - 3 weeks online
$374,500
Condo For Sale
Active
2
BED
1
TOTAL BATHS
1,150
SQFT
1962 North Howe Street #3
Chicago, IL 60614
 
New Listing - 3 weeks online
$317,900
Condo For Sale
Price Change
2
BED
1
TOTAL BATHS
5306 North Glenwood Avenue #2A
Chicago, IL 60640
 
New Listing - 3 weeks online
$1,495,000
Single Family Home For Sale
Active
5
BED
5
TOTAL BATHS
4,350
SQFT
1530 North State Parkway #4
Chicago, IL 60610
 
New Listing - 3 weeks online
$285,000
Condo For Sale
Active
3
BED
1
TOTAL BATHS
1,450
SQFT
6329 North Wayne Avenue #3N
Chicago, IL 60660
 
New Listing - 3 weeks online
$185,000
Condo For Sale
Contingent
1
BED
1
TOTAL BATHS
647 West Sheridan Road #6A
Chicago, IL 60613
 
New Listing - 3 weeks online
$874,000
Condo For Sale
Active
3
BED
3
TOTAL BATHS
1,920
SQFT
1366 North Dearborn Parkway #6A
Chicago, IL 60610
 
New Listing - 3 weeks online
$1,019,000
Condo For Sale
Active
3
BED
4
TOTAL BATHS
3400 North Lake Shore Drive #8B
Chicago, IL 60657
 
New Listing - 4 weeks online
$169,800
Condo For Sale
Active
2
BED
2
TOTAL BATHS
950
SQFT
4419 North Lawndale Avenue #1A
Chicago, IL 60625
 
New Listing - 4 weeks online
$315,000
Condo For Sale
Active
1
BED
1
TOTAL BATHS
1,000
SQFT
1366 North Dearborn Street #7B
Chicago, IL 60610
 
New Listing - 4 weeks online
$158,800
Condo For Sale
Active
2
BED
1
TOTAL BATHS
746 South Wesley Avenue #1N
Oak Park, IL 60304
 
New Listing - 4 weeks online
$609,000
Single Family Home For Sale
Contingent
4
BED
4
TOTAL BATHS
3,000
SQFT
3920 North Lake Shore Drive #3N
Chicago, IL 60613
 
$350,000
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,800
SQFT
3100 North Sheridan Road #8D
Chicago, IL 60657
THE BARRY Subdivision
$425,000
Condo For Sale
Contingent
4
BED
3
TOTAL BATHS
2,200
SQFT
924 West Leland Avenue #1W
Chicago, IL 60640
 
$209,900
Condo For Sale
Active
2
BED
2
TOTAL BATHS
1,449
SQFT
1353 West Wilson Avenue #G
Chicago, IL 60640
 
Price Change - 3 days ago
$464,900
Condo For Sale
Price Change
2
BED
3
TOTAL BATHS
1,400
SQFT
1434 North Astor Street #3
Chicago, IL 60610
 

Let’s Get Started!