5 Most Expensive Homes for Sale in Old Town Chicago

Homes for Sale in Old Town Chicago

Old Town carries a storied past with a long legacy on Chicago’s north side. Filled with old-world charm, homes for sale in Old Town don’t sit on the market for long. Old Town sits just northwest of Gold Coast and both neighborhoods boast excellent restaurants and shopping. Old Town carries a distinct flare with long-standing institutions like The House of Glunz, a wine and spirits merchant that’s operated for more than 100 years. With limited inventory and buyers flocking to the sought-after area, Old Town proves one of Chicago’s most popular neighborhoods for purchasing a home. Because of the neighborhood’s rich history and storied architecture, it boasts some of the Chicago’s most expensive homes. Take a look at the top five most expensive homes for sale in Old Town Chicago.

1. 2015 North Cleveland Avenue Chicago IL 60614

$5,395,000 – 6 Bedroom, 6.3 Bathroom – Old Town

Take a look at this beauty. This absolutely stunning six bedroom home for sale in Old Town will take your breath away. Light-filled rooms capture the elegance and tradition of Chicago’s classic brick homes. The tree-lined street will lead you to this picturesque home. A lovely side-yard and amazing deck provide ample entertaining space. The chef’s kitchen and upgraded bathrooms will serve you well. Whether you’re ready to whip up a meal or relax in the soaker tub, you’ll feel right at home at 2015 North Cleveland Ave.

2. 1744 North Cleveland Avenue Chicago IL 60614

$3,695,000 – 5 Bedroom, 5.2 Bathroom – Old Town

This stately brick home puts the class in classic. You’ll be drowning in opulence from the stunning limestone trim. With a more traditional vibe, the timeless design of this home will never go out of style. The house resides on a quiet cul-de-sac, promising you serenity and a reprieve from the hustle and bustle of the city. Multiple decks allow for alfresco dining and entertaining. Wine lovers will fall head-over-heels for the custom wine cellar. Pop open a bottle on the private master deck and savor the good life.

3. 336 West Wisconsin Street Chicago IL 60614

$3,500,000 – 5 Bedroom, 4.2 Bathroom – Old Town

Five levels of luxurious living space in this beautiful Old Town Home. Cuddle around the elegant fireplace in the winter or throw a soiree on the rooftop deck in the summer. There’s no shortage of space in this stunning and sophisticated home in Old Town. Situated on one of the most beautiful blocks in all of Chicago, this home allows you to walk to all the things you love. The spa bathroom off of the master will let you truly unwind in style. The kitchen features professional quality appliances and a butler’s pantry for throwing large gatherings. Enjoy all that Old Town has to offer from this magnificent home.

4. 1925 North Hudson Avenue Chicago IL 60614

$3,250,000 – 7 Bedroom, 6.1 Bathroom – Old Town

This gorgeous home has all the space your family needs — and more. With four levels, an attached garage and a rooftop terrace, you’ll be able to fit all of your guests and still have room for privacy. With an unbeatable price, we consider this to be one of the finest options in the Old Town area. With modern upgrades to a timeless style, 1925 North Hudson is beautiful residence in a neighborhood that will never go out of style.

5. 1416 North North Park Avenue Chicago IL 60610

$3,000,000 – 5 Bedroom, 7.1 Bathroom – Old Town

If you’re looking for a home that makes a statement, look no further than 1416 North Park Avenue in Old Town. Clean lines meet comfortable living in this Old Town gem. If you’re a fan of open-concept living, you’ll thrive in this home. The contemporary, modernist kitchen leads into the first living room and dining area. The huge first level opens up to a second living area, connected by a stunning glass staircase. If you’re looking to unwind after a stressful day, enjoy the master bedroom. Need a more of an incentive to relax, take a break in the sauna. This amazing, upgraded home will take you to the next level.

These five homes represent the absolute best that Old Town has to offer. From traditional to contemporary, Old Town has it all. If you’re looking for a neighborhood with elegance and convenient access to downtown, you’ll find it here.

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