Old Town
Vibe: Historic, cultural, centrally located.
Old Town combines historic architecture with a central location. Cobblestone streets, charming residential pockets, and access to downtown make it appealing to those who want city living with character. Housing includes walk ups, condos, townhomes, and high rise buildings. The neighborhood is known for its cultural institutions and walkability.
Old Town has a neighborhood feel you cannot fake. My favorite walk starts at Wells and North Avenue and heads south on Wells. It is the stretch I always point out on tours. Wells is lined with restaurants and shops, and the side streets are full of brick rowhouses. Turn onto one and it gets so quiet you forget you are ten minutes from the Loop. Every summer, the Old Town Art Fair was a must for me. I would wander the booths, explore the neighborhood, and stop to hear the local bands. It is summer in Chicago at its best, and it tells you a lot about who lives here and why they stay.
97
$610,000
86
Walking Score
Medium
Home-value
Transit Score
Key Details
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Location: Old Town is situated just north of downtown Chicago, bounded by Division Street to the south, North Avenue to the north, Clark Street to the east, and Larrabee Street to the west.
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Historic Character: Old Town is known for its well-preserved historic architecture, including charming 19th-century buildings, cobblestone streets, and Victorian-era homes. The neighborhood retains its historical charm while offering modern amenities.
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Wells Street: Wells Street is the heart of Old Town's commercial district, featuring a mix of boutique shops, art galleries, restaurants, bars, and entertainment venues.
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Second City: Old Town is home to The Second City, a renowned comedy theater that has produced many famous comedians and comedy shows. It is a hub for improvisational comedy and live performances.
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St. Michael's Church: St. Michael's Church, a historic Catholic church known for its stunning architecture, is located in Old Town. The church has played a significant role in the neighborhood's history.
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Entertainment and Nightlife: Old Town offers a vibrant nightlife scene with numerous bars, music venues, and theaters. It's a hub for cultural events, live music performances, and theatrical productions.
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Community Festivals: The neighborhood hosts various festivals and events, including the Old Town Art Fair, an annual outdoor art exhibition featuring the work of local and national artists.
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Historic Landmarks: Old Town is home to several historic landmarks, including the Chicago History Museum, which provides insights into the city's past, and the Old Town Triangle Historic District, preserving the neighborhood's heritage.
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Residential Diversity: Old Town has a mix of residential options, including historic rowhouses, vintage apartments, and modern condominiums. The neighborhood appeals to both long-time residents and newcomers.
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Public Transportation: Old Town is well-connected to public transportation, including CTA buses and the Sedgwick Brown Line "L" station, which provides easy access to other parts of the city.
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Lakefront Proximity: While not directly on the lakefront, Old Town is within a reasonable distance from Lake Michigan and its recreational areas.
