Old Town Homes For Sale - Chicago

The Old Town real estate market is filled with both prestigious and practical homes. Explore the market with Chicago Real Estate Mall.

As its name would suggest, Old Town is one of Chicago's most historic neighborhoods, with elegant Victorian-era buildings and brick alleys on many of the streets. Located in Chicago's North Side, just west of Gold Coast and south of Lincoln Park, Old Town has a charming business district, highlighted by a thriving arts and live theater scene. Those living here do so for many reasons, mainly because of the neighborhood's central location and walkability to most of the city's top attractions, but also because of the attractive home for sale in Old Town. The celebrated brick homes are part of the reason why the community is known for its affluence, but that doesn't mean there aren't affordable homes in Old Town. A variety of single- and multi-family options gives buyers and renters plenty of choice, so browse our listings to find your ideal home!

Learn additional benefits of living in Old Town below the listings. There's more info on the home styles and the amenities within the neighborhood.

Search Old Town Real Estate Listings

All Listings Under $100,000 $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
Refine your search to less than 500 properties to save.
Click on the map to draw your polygon search.
Click on the map to draw your radius search.
Search only mappable listings within the map's bounds.
$18,750,000
 

3 West Burton Place, Chicago

6 Beds, 13 Baths, 20k SqFt
Ideally located in the heart of the Gold Coast, Chicago's most iconic home is the epitome of sophistication, timeless luxury, and unparalleled appointments. Finished with nothing less than the finest of materials this home is elegant and yet still relaxed. From expansive living areas that lend themselves to grand scale entertaining, to beautiful, intimate private spaces for relaxed conversation, the thoughtful floor plan flows with ease and
$17,000,000
 

1500 North Lake Shore Drive Ph, Chicago

6 Beds, 7 Baths, 8,000 SqFt
Available for the first time in 50 years, the Ph at 1500 Lake Shore Drive stands as Chicago's most significant residential property. Set atop one of the cities most iconic cooperatives, this one-of-a-kind residence has the distinction of being famed NY architect, Rosario Candela's only residential commission in Chicago, and outside of NY. Encompassing the entire top floor, with unobstructed views in all directions, this urban oasis feels like
$13,500,000
 

15 West Burton Place, Chicago

6 Beds, 8 Baths, 10k SqFt
Sited on an extraordinary priceless corner lot in Chicago's finest neighborhood, this ultimate home of 120 plus linear feet of exterior limestone, clad facade, and completely custom mahogany triple hung windows, bathes the entire interior with natural light unlike almost any home in the Gold Coast! The beautifully executed Beaux-Arts architecture, replete with the most stately of presences and authentic detailing, stands proudly, as if it had
$10,995,000
 

1524 North Astor Street, Chicago

3 Beds, 6 Baths, 6,500 SqFt
Set in one of the city's most desirable locations with unobstructed views of the Cardinal's mansion and Lincoln Park, 1524 N. Astor was designed by Chicago architect, I. W. Colburn. Two renowned Chicago firms - Marvin Herman & Associates and Suzanne Lovell Inc. - completed a 5-year, spare no expense redesign for the current owner. Today, this home offers approximately 6,500 sqft of living space with three private outdoor venues and garage
$10,500,000
 

1336 North State Parkway, Chicago

5 Beds, 9 Baths, 9,000 SqFt
Historic elegance melds perfectly with modern sophistication throughout this meticulously updated and immaculately maintained 9000 square foot home. Perfectly sited in the heart of the Gold Coast, this landmark residence is uniquely positioned and flooded with sunlight. The epitome of grandeur and perfectly crafted for world class entertaining, this grand home also offers very comfortable moments for everyday living throughout. Tremendous
$9,950,000
 

1521 North State Parkway, Chicago

6 Beds, 8 Baths, 9,700 SqFt
Opportunities like this rarely come along! Designed by architect George Maher, this 1894 Gold Coast home was meticulous renovated over three years. The result is a sophisticated 9,700 sqft home filled with mint-condition classical architectural details. The elegant Beaux-Art style white limestone facade is a standout on the block. Once inside, the handsome plaster moldings, ornate paneling, fashionable herringbone floors, and resplendent
$9,350,000
 

1515 North State Parkway, Chicago

6 Beds, 7 Baths, 9,680 SqFt
Absolutely magical, truly custom residence in the heart of the Gold Coast. Located on an oversized parcel just steps from the park and lakefront, the owners spared absolutely no expense during a multi-year renovation of this one-of-a-kind property. Grand foyer with original coffered ceiling and fireplace opens to untold historic sophistication throughout which perfectly melds with every modern day convenience for today's lifestyle. Dream kitchen
$7,999,000
 

1325 North Astor Street 13, Chicago

6 Beds, 6 Baths, 7,900 SqFt
Absolutely stunning, David Adler designed duplex penthouse set atop one of the finest, vintage condominium buildings on Astor Street. Available for the first time in nearly 50 years, this 6 bedroom home boasts nearly 8000 square feet and features 3 separate private terraces with amazing city and lake views. The expansive living room, with parquet floors and original paneled walls is perfect for entertaining. The elegant, light-filled and
$7,875,000
 

1449 North Astor Street, Chicago

6 Beds, 10 Baths, 10k SqFt
Arguably the finest French Gothic home in the city on the most desirable block of Chicago's famed Gold Coast. This limestone home was built in 1911 and totally renovated down to the studs with an exacting attention to detail. Situated on an extra wide lot this home offers every modern convenience for the way we live today. Encompassing approx. 10,000 sq. ft. over five levels this home offers grand room sizes with gracious ceiling heights all
$7,500,000
 

1246 North Astor Street, Chicago

5 Beds, 8 Baths, 9,240 SqFt
GOLD COAST! LUXURIOUS MANSION LOCATED ON PRESTIGIOUS ASTOR STREET. HOME RENOVATED DOWN TO THE STUDS IN 2019 BY AWARD WINNING NOAH PROPERTIES AND DESIGNED BY LISEK INTERIORS. THIS APROX 10,000 SQUARE FEET, EXTRA WIDE, HISTORIC CORNER HOME FEATURES 5 SUN DRENCHED BEDS PLUS DEN ON SECOND AND THIRD FLOOR, 6 BATHS, 2 POWDER ROOMS, 3 WET BARS, BUTLER'S PANTRY, GREAT SIZE REC ROM IN LOWER LEVEL, ELEVATOR TO ALL FLOORS, PHENOMENAL OUTDOOR SPACE OVER
$7,100,000
 

9 West Walton Street 2201, Chicago

4 Beds, 4 Baths, 4,776 SqFt
Indulge in pure luxury in the Gold Coast's most sought after building - No. 9 Walton. This 4-bedroom, 3.5 bath, 4,775 square foot home has the best seat in the house! Floor to ceiling windows throughout provide breathtaking views of Chicago's lakefront as well as our beautiful city. No detail was spared in the luxe gourmet kitchen featuring custom O'Brien Harris cabinetry, 12-foot kitchen island, polished iceberg quartzite countertops,
New
$6,900,000
 

65 East Goethe Street M103, Chicago

3 Beds, 6 Baths, 7,500 SqFt
Boutique living at its finest. Reside on one of the Gold Coast's most coveted streets near Lake Michigan and Goudy Square Park. This beautifully upgraded Maisonette provides the best of both worlds - all of the privacy of single family style living with adjacent enclosed outdoor space, along with the convenience of a door staff and on-site engineer. Entertain graciously on the main floor with large kitchen and formal dining room, over-sized

 

For custom search tools, as well as the ability to save your favorite properties and receive email notifications about new listings that meet your specified requirements, register with Chicago Real Estate Mall today!

 

Discover Old Town Real Estate

The red brick exteriors of many Old Town homes for sale are perfect representations of classic residential Chicago architecture. As you make your way down these lovely tree-lined family-friendly streets, you'll likely find it to be a refreshing change from the high rises downtown. Townhomes, historic condos, and single-family homes blend together nicely, creating a plethora of options for a wide range of residents. In addition to homes built in the Victorian style, the Old Town real estate market also includes Queen Anne and Italianate-style homes.

However, if you like the neighborhood, but still prefer to live in a more modern high rise, you're still in luck. Several towering condo buildings are located along busier streets such as LaSalle Drive and Clark Street. Mid-rise condo buildings are also available, with many of the units providing modern interior features, much like the high rises. For those looking to living near Old Town's restaurant and bar district, there are many condos for sale and rent along Wells Street, which will put you at the heart of the action.

Old Town Amenities

Old Town's location puts you at a close proximity to almost all of the top areas of Chicago if you're looking for something to do. In fact, the entire city is easily accessible via public transit from everywhere in Old Town.

For amenities within the neighborhood, there are plenty of restaurants and live entertainment venues to keep you busy at night in this thriving community. Among the top places to eat are Sauce, Dinotto Ristorante, and Salpicon, along with plenty of ethnic chain restaurants. For a laugh after your meal, try The Second City Theater and Zanies Comedy Club. There are also several bars and night clubs to get your dance on.

Finally, one of the best perks of Old Town is that it's located right beside the western edge of Lincoln Park. This 1,200-acre section of green space, trails, and museums is perhaps the most renowned park in all of Chicago and brings joy to hundreds, if not thousands, of residents and tourists daily.

If you're interested in Old Town real estate, contact the experts at Chicago Real Estate Mall.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Ann M Mall INC are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on February 27th, 2021 at 6:45pm CST.