Old Town Real Estate For Sale

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Within its iconic iron gates, Old Town and Old Town real estate stand as a hub of Chicago's cultural history. In fact, many of the city's oldest real estate can be found within the Old Town Triangle Historic District. This is where Chicago's famous improv scene all started with The Second City and a string of other comedy clubs. Modern full amenity condo buildings rise up in and around the Old Town neighborhood, providing excellent views of the city life below.

For those seeking quiet real estate options that exemplify Old Town's rich history, plenty of brick walk-ups may be found all throughout the area's peaceful tree-lined streets. And homebuyers looking to combine contemporary luxury with vintage charm can have the best of both worlds with a fully updated condo inside one of Old Town's many historical residential buildings.

Besides its many comedy clubs, Old Town offers plenty in the way of premier dining and nightlife. Restaurants, lounges and clubs line Wells Street, while cafes, bakeries and coffee shops supply your daytime fix. For those who prefer eating in, a variety of specialty ingredient shops like the Spice House or Old Town Oil will keep gourmet kitchens well-stocked.  For more information on Old Town real estate for sale and other downtown Chicago neighborhoods, contact Leo Clark, Chicago's luxury real estate expert.  

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$159,000

1355 North Sandburg Terrace 707, Chicago

1 Bed 1 Bath 600 SqFt Residential MLS® # 11760875

$169,900

1360 North Sandburg Terrace 1404, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11778006

$172,000

↓ $3,000

1360 North Sandburg Terrace 2004, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11764498

$179,900

↓ $10,000

1560 North Sandburg Terrace 1607j, Chicago

0 Beds 1 Bath 650 SqFt Residential MLS® # 11754922

$188,000

1560 North Sandburg Terrace 2207j, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11788583

$189,000

1360 North Sandburg Terrace 1207c, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11783990

$189,000

↓ $10,000

88 West Schiller Street 1403l, Chicago

0 Beds 1 Bath 0 SqFt Residential MLS® # 11774941

$189,000

1360 North Sandburg Terrace 2207, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11764229

$195,000

70 West Burton Place 2906, Chicago

0 Beds 1 Bath 550 SqFt Residential MLS® # 11775078

$195,000

88 West Schiller Street 907l, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11782752

$199,900

1360 North Sandburg Terrace 2108c, Chicago

1 Bed 1 Bath 800 SqFt Residential MLS® # 11770973

$210,000

1212 North Lasalle Street 2306, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11751797

$214,900

1212 North Lasalle Street 1705, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11772641

$219,000

70 West Burton Place 2604f, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11774904

$223,000

70 West Burton Place 1201f, Chicago

1 Bed 1 Bath 745 SqFt Residential MLS® # 11788815

$224,900

1255 North Sandburg Terrace 309e, Chicago

1 Bed 1 Bath 750 SqFt Residential MLS® # 11767813

$229,000

1407 North Mohawk Street G, Chicago

1 Bed 1 Bath 1,224 SqFt Residential MLS® # 11768144

$234,900

↓ $10,000

1212 North Lasalle Street 1703, Chicago

1 Bed 1 Bath 650 SqFt Residential MLS® # 11749498

$235,000

88 West Schiller Street 3006, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11785072

$235,000

1560 North Sandburg Terrace 903j, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11785972

$239,000

1455 North Sandburg Terrace 1804, Chicago

1 Bed 1 Bath 800 SqFt Residential MLS® # 11748364

$239,900

1360 North Sandburg Terrace 2503, Chicago

1 Bed 1 Bath 800 SqFt Residential MLS® # 11787711

$239,999

88 West Schiller Street 2506l, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11676684

$245,000

70 West Burton Place 1801, Chicago

1 Bed 1 Bath 745 SqFt Residential MLS® # 11762170

$246,900

1212 North La Salle Drive 509, Chicago

1 Bed 1 Bath 750 SqFt Residential MLS® # 11783858

$249,000

70 West Burton Place 2403, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11767962

$249,900

↓ $10,000

1212 North Lasalle Street 2310, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11777844

$249,900

1355 North Sandburg Terrace 808, Chicago

1 Bed 1 Bath 850 SqFt Residential MLS® # 11767821

$260,000

1560 North Sandburg Terrace 404, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11775662

$274,900

1560 North Sandburg Terrace 2311j, Chicago

1 Bed 1 Bath 820 SqFt Residential MLS® # 11757810

$279,000

1355 North Sandburg Terrace 1406d, Chicago

2 Beds 1 Bath 1,000 SqFt Residential MLS® # 11788430

$299,500

↓ $10,500

1460 North Sandburg Terrace 1808, Chicago

1 Bed 1 Bath 800 SqFt Residential MLS® # 11751404

$299,900

88 West Schiller Street 307l, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11786519

New

$299,900

88 West Schiller Street 305l, Chicago

1 Bed 1 Bath 0 SqFt Residential MLS® # 11789903

$329,000

1255 North Orleans Street 1103, Chicago

1 Bed 1 Bath 850 SqFt Residential MLS® # 11776097

$335,000

1460 North Sandburg Terrace 1011a, Chicago

2 Beds 2 Baths 1,100 SqFt Residential MLS® # 11737860

$339,900

1360 North Sandburg Terrace 2710c, Chicago

2 Beds 1 Bath 0 SqFt Residential MLS® # 11757688

$374,900

1455 North Sandburg Terrace 2204b, Chicago

2 Beds 1 Bath 0 SqFt Residential MLS® # 11787145

$375,000

↓ $23,000

1560 North Sandburg Terrace 501j, Chicago

2 Beds 2 Baths 1,250 SqFt Residential MLS® # 11786533

$375,000

↓ $24,900

1555 North Sandburg Terrace 607k, Chicago

2 Beds 2 Baths 1,250 SqFt Residential MLS® # 11785975

$379,000

1360 North Sandburg Terrace 601c, Chicago

2 Beds 2 Baths 1,200 SqFt Residential MLS® # 11679013

$385,000

↓ $14,000

1342 North North Park Avenue 3, Chicago

2 Beds 1 Bath 0 SqFt Residential MLS® # 11775468

$389,900

1444 North Orleans Street 5j, Chicago

2 Beds 2 Baths 1,350 SqFt Residential MLS® # 11633911

$395,000

343 West Old Town Court 702, Chicago

1 Bed 1 Bath 900 SqFt Residential MLS® # 11784406

$399,900

88 West Schiller Street 302l, Chicago

2 Beds 1 Bath 0 SqFt Residential MLS® # 11786363

$450,000

1560 North Sandburg Terrace 2601, Chicago

2 Beds 2 Baths 1,200 SqFt Residential MLS® # 11769364

$459,000

1546 North Orleans Street 501, Chicago

2 Beds 2 Baths 0 SqFt Residential MLS® # 11786465

$509,000

1530 North Cleveland Avenue 4, Chicago

2 Beds 2 Baths 1,650 SqFt Residential MLS® # 11786188

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Contact Our Old Town REALTORS®

Let our team of expert Old Town real estate agents help!

If you're ready to buy or sell a home in Chicago's Old Town neighborhood, call or text us right now to see how we can help. Our team of Old Town real estate agents knows the neighborhood housing market better than anybody in the business. And if you're specifically looking to sell, also be sure to reach out and we'll be happy to send you a free, no-obligation market analysis so you can get a better idea of what your Old Town home or condo is worth in today's market. 

Thinking of Selling Your Old Town Home or Condo?

If you're looking to sell your Old Town home or condo in today's ultra-competitive market, contact Gold Coast Realty to learn more about how we can get your property sold fast, and for the price you need!

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Popular Old Town Real Estate Searches 

The Location: Chicago's Old Town Neighborhood at a Glance

Bounded by the Gold Coast to the east, Lincoln Park to the north, and parts of River North to the south, it’s hard to dislike where living in Old Town puts you, as you’ll basically be surrounded by three of Chicago’s hottest and most sought after neighborhoods. For anyone working in downtown Chicago, Old Town also provide a pretty easy and quick commute to just about any part of the downtown area, especially the Gold Coast, Streeterville, the Loop, or the South Loop via the CTA Red Line. Old Town real estate for sale also features a pretty close proximity to the lakefront as well, which certainly has its perks during the spring and summer. Generally speaking, Old Town’s officialy boundaries are defined by Division Street to the south, Clybourn Avenue and Halsted Street to the west, Armitage Avenue to the north, and Clark Street to the east (but that’s if you include the Old Town Triangle sub-neighborhood as well).

As alluded to above, real estate for sale in Chicago’s Old Town neighborhood is quite diverse, ranging from historic old townhomes and vintage condo buildings to all kinds of newer construction condo and single-family home developments. Potential home buyers browsing the Old Town real estate market will also find a fairly nice mix of high-rise condos in the neighborhood as well, most notably along LaSalle or Clark Street. Depending on needs and wants, a great place to begin your Old Town home search in Chicago is somewhere near or along the Wells Street Corridor, as there’s nothing quite like living living near all the restaurants, bars, and entertainment that makes this neighborhood really come alive in the evenings. But be warned, real estate along Wells Street is definitely among the most highly sought after when it comes to Old Town real estate, so options may be limited!

Contact Us For More Information About Old Town Real Estate

For obvious reasons, Old Town continues to be a favorite among downtown Chicago home buyers, which is exactly why you should get all the help you can when looking for a new place to live somewhere in the neighborhood. So, for more information about Old Town real estate or to perhaps schedule a private showing for a home or condo listing you’d like to see in person, don’t delay any longer and contact Gold Coast Realty at (312) 280-9600 and discuss all your home buying goals with one of our downtown Chicago real estate experts today!