Old Town Homes For Sale

Prized for its sense of community, Old Town is the quintessential Chicago neighborhood. It hosts a small-town feel while remaining a dynamic part of big city life.Bordered by Clark Street to the east, Larrabee Street to the west, Division Street to the south, and North Avenue to the north-there is no limit to the entertainment that Old Town so famously provides.

Old Town architecture ranges from traditional single-family homes to modern condominiums, providing a vast array of potential housing options for every personality. These houses are situated close to multiple public, private, and magnet schools, making Old Town an ideal area in which to raise a family. The diverse residential community surrounds the neighborhood's social and commercial hub: Wells Street.

Wells Street is home to many famous Chicago eateries. Some restaurants of note are Topo Gigio Ristorante; Japanese restaurant and sushi bar Kamehachi; the Mexican Adobo Grill; and Nookies diner. The plethora of dining options is rivaled only by the amount of retail stores. Following dinner, it's near impossible to avoid the beckoning of clothing boutiques such as Handle with Care and Haberdash, numerous flower shops, and various specialty stores.

The nightlife in Old Town is particularly vibrant as well. In addition to the pubs and restaurants dotting Wells Street, it is possible to spend an evening enjoying live theater-sketch comedy at the acclaimed Second City Theater and traditional shows at the Red Orchid Theater. Each summer, the Old Town Triangle Association hosts an Art Fair, as does Wells Street. In the fall, Wells Street also holds a Fall Festival; and these celebrations are only some of many Old Town community events.

Like many Chicago neighborhoods, Old Town is easy to navigate. Visitors and residents often travel on foot or bike and take advantage of the numerous CTA stops, whether it is the Sedgwick Brown Line stop or the 72 North Avenue bus. In the colder months, many choose to take advantage of both the street parking and the multiple pay lots in the area. Regardless of their means of transportation, both residents and visitors can be sure of exploring Old Townwith ease.

OldTown is a Chicago gem-historical and modern, commercial and residential-and awonderful place to call home.

Old Town Real Estate, Over $1,000,000

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000


Old Town Real Estate, Over $1,000,000

$1,000,000
CHICAGO
Beds: 2, Baths: 2.0
Condominiums

Simply Spectacular. Opportunity Of A Lifetime To Reside In This Dream Home With The Best Lake & City Views Imaginable. Sophisticated Open...

$1,025,000
CHICAGO
Beds: 3, Baths: 2.1
Condominiums

Fabulous North East Corner Home At The Montgomery. Beautiful Lake And City Views Architecturally Stunning And Amazingly Bright, Functional Floor...

$1,047,000
CHICAGO
Beds: 2, Baths: 2.0
Condominiums

Urban Elegance At Its Finest With Unobstructed Views Of Navy Pier, Lake And City Scape. Marble Foyer, Diagonal Hardwood Floors, Built-in Entertainment...

$1,050,000
CHICAGO
Beds: 3, Baths: 2.1
Condominiums

Popular Tuxedo Park Townhome Great 3 Bedroom, 2.5 Baths Lives Like A Sfh In The Heart Of River North. Top Floor Family Rm, Additional Bed, And...

$1,050,000
CHICAGO
Beds: 2, Baths: 2.1
Condominiums

Rarely Available Spacious Southwest Corner Unit-the Largest 2br Floor Plan In The Building. Almost 1,700 Square Foot Plus 80sf South-facing Balcony....

$1,050,000
CHICAGO
Beds: 2, Baths: 2.1
Condominiums

2,700+ Sq. ft. WUnobstructed Lake Views Of Navy Pier & Ohio St. Beach, High Ceilings, Hardwood Floors In Living Area & Bdrms, Recent...

$1,075,000
CHICAGO
Beds: 3, Baths: 2.1
Condominiums

2150 Sf W26'x6' East Facing Balcony, Bbq Ok. Perfect Front Row For Air Show & Fireworks Hardwood Oak Flrs Throughout, All Ele Kitchen WMicro,...

$1,095,000
CHICAGO
Beds: 3, Baths: 3.0
Condominiums

Live On A Beautiful Residential Tree Lined Street In The Gold Coast. Two Units Combined For 2700 Sq 3bd3ba Plus Library. Floor To Ceiling Windows...

$1,099,000
CHICAGO
Beds: 2, Baths: 2.0
Condominiums

Ne Corner Penthouse WFloor To Ceiling Windows & One Of A Kind Views Recent Renovation Hw Floors & Crown Mldg. Lrg Living Space WFireplace,...

$1,100,000
CHICAGO
Beds: 2, Baths: 2.0
Condominiums

Luxurious Beautiful 12 Floor Corner 2 BB Condo In Boutique Coveted Bldg In Heart Of Gold Coast. Massive Walk-in Closets, Tons Of Storage Space....

$1,100,000
CHICAGO
Beds: 3, Baths: 3.0
Condominiums

Dramatic, Light-filled Penthouse In Boutique Building. Custom-built For Luxury, With Bertch Cabinets, Brazilian Cherry Hardwood Floors, Private...

$1,100,000
Chicago
Beds: 3, Baths: 2.1
Condominiums

3 Bed 2.1 Bath Northwest Corner Unit With Floor To Ceiling Windows, Hdwd Floors. Custom Designed Chefs Kitchen. Viking Appliances. Master Suite...

$1,100,000
CHICAGO
Beds: 3, Baths: 2.1
Condominiums

Off The Pages Of Elle Decor Mag Framing Lake And North City Views From 10' Flr To Ceiling Windows-this Cstm Designed Ne Crner-2245 Sf.- Hm Feats...

$1,100,000
CHICAGO
Beds: 2, Baths: 2.0
Condominiums

Stunning 2br2ba In Water Tower Residences. Sweeping Views Of Lake Shore Drive & Lake Michigan From The Highest 22 Floorplan In The Bldg....

$1,124,999
CHICAGO
Beds: 3, Baths: 2.1
Condominiums

Spectacular One-of-a-kind Home At Elm Tower With 2 Terraces Stunning 2600sf Floor Plan Features Spacious Foyer, Brazilian Cherry & Slate...

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