Old Town Real Estate

Welcome to Old Town, a charming and vibrant neighborhood nestled in the heart of Chicago, Illinois. Known for its rich history and eclectic character, Old Town offers a unique blend of classic architecture and modern amenities, making it a sought-after destination for both residents and visitors alike.

Steeped in history, Old Town was originally established in the mid-19th century and has retained much of its architectural charm, with stunning Victorian-era homes and historic buildings lining the streets. The neighborhood is a testament to Chicago's past, featuring landmarks like the iconic St. Michael's Church and the Old Town Triangle Historic District, which are both integral parts of the area’s cultural fabric.

Old Town is not just about history; it’s a lively hub for dining, shopping, and entertainment. The area is home to a diverse array of restaurants, from cozy cafés to upscale dining establishments, ensuring that there’s something to satisfy every palate. The vibrant nightlife scene includes trendy bars and live music venues, making it a perfect spot for socializing and unwinding.

Outdoor enthusiasts will appreciate the proximity to Lincoln Park, where residents can enjoy scenic walking trails, picnic spots, and the beautiful Lincoln Park Zoo.

With its friendly community vibe, cultural richness, and convenient access to downtown Chicago, Old Town is an exceptional place to call home. Whether you’re a young professional, a growing family, or looking for a lively retirement spot, Old Town offers a unique blend of charm and modern living that you won’t want to miss!

Newest Listings in Old Town

1314 N Cleveland Avenue Unit #2S, Chicago image

1314 N Cleveland Avenue Unit #2S, Chicago $499,900

Completely renovated, extra-wide 2-bedroom, 2-bath home offering an expansive open concept floor plan and two private outdoor spaces in an unbeatable Old Town/Lincoln Par...

2 Beds
2 Baths
12755471 MLS
NEW Status

1509 N Mohawk Street Unit #1, Chicago image

1509 N Mohawk Street Unit #1, Chicago $825,000

Multiple offers received, asking for highest and best by Saturday 9/12 @ 5pm Rarely Available & Exceptionally Spacious in the Heart of Old Town! This chic and sophistica...

4 Beds
3 Baths
12755939 MLS
NEW Status

409 W North Avenue Unit #2E, Chicago image

409 W North Avenue Unit #2E, Chicago $650,000

Welcome to this spacious 3-bedroom, 2-bath residence in a boutique elevator building at the crossroads of Old Town and Lincoln Park, taking in the best of both neighborho...

3 Beds
2 Baths
12755445 MLS
NEW Status

230 W Division Street Unit #1107, Chicago image

230 W Division Street Unit #1107, Chicago $425,000

Unobstructed northern skyline and partial lake views highlight this beautifully updated two bedroom condo in the heart of Old Town. Filled with natural light, the spaciou...

2 Beds
2 Baths
12754862 MLS
NEW Status

1407 N Mohawk Street Unit #1, Chicago image

1407 N Mohawk Street Unit #1, Chicago $485,000

This beautifully updated 2-bedroom condo in a boutique 4-unit building in desirable Old Town checks every box that matters in real estate: price, value, and location. Bet...

2 Beds
1 Baths
12754756 MLS
NEW Status

1225 N Orleans Street Unit #602, Chicago image

1225 N Orleans Street Unit #602, Chicago — Old Town Village East $459,000

First 6 Months of HOA fees credited to the buyer at closing! Located in the heart of Old Town, this second-floor 2-bedroom, 2-bathroom condo sits back off a quiet, tree-...

2 Beds
2 Baths
12754467 MLS
NEW Status
Old Town Village East Bldg.

1255 N Sandburg Terrace Unit #1411, Chicago image

1255 N Sandburg Terrace Unit #1411, Chicago — Eliot House $400,000

Welcome to The Eliot House at 1255 N. Sandburg Terrace, where modern city living meets casual neighborhood charm. This bright and airy 14th-floor corner residence offers ...

2 Beds
2 Baths
12753518 MLS
ACTIVE Status
Eliot House Bldg.

1360 N Sandburg Terrace Unit #2104C, Chicago image

1360 N Sandburg Terrace Unit #2104C, Chicago $260,000

Welcome home to this beautifully fully renovated 1-bedroom, 1-bathroom condo in the heart of Old Town. Thoughtfully updated from top to bottom, this move-in-ready residen...

1 Beds
1 Baths
12754021 MLS
ACTIVE Status

301 W Goethe Street Unit #304C, Chicago image

301 W Goethe Street Unit #304C, Chicago — Old Town Square $480,000

Discover your dream urban retreat in the heart of Chicago's dynamic Old Town with this captivating top-floor, 2-bedroom, 2-bathroom sanctuary. Step into luxury as you ent...

2 Beds
2 Baths
12753995 MLS
ACTIVE Status
Old Town Square Bldg.

1455 N Sandburg Terrace Unit #2306B, Chicago image

1455 N Sandburg Terrace Unit #2306B, Chicago — Gold Coast Galleria $319,900

Welcome to this stunning, fully renovated 1-bedroom, 1-bathroom condo perfectly situated on the border of Gold Coast and Old Town! This updated residence features breatht...

1 Beds
1 Baths
12753898 MLS
ACTIVE Status
Gold Coast Galleria Bldg.

1360 N Sandburg Terrace Unit #1106C, Chicago image

1360 N Sandburg Terrace Unit #1106C, Chicago $295,000

Ideally situated in the heart of Sandburg Village, this 1-bedroom residence at Cummings House offers comfortable city living with a private balcony and beautiful skyline ...

1 Beds
1 Baths
12736182 MLS
ACTIVE Status

331 W Evergreen Avenue, Chicago $1,499,000

Exceptional luxury living, completely RENOVATED on an unusually deep 25' x 141' lot with a gated private alley and beautiful southern exposure, filling the home with abun...

4 Beds
4 Baths
12753212 MLS
ACTIVE Status