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.

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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

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

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

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

9 West Walton Street 2802, Chicago

3 Beds, 4 Baths,
Just completed and never lived in, elegant half-floor home in the Gold Coast's most coveted building - No. 9 Walton. Highly upgraded above and beyond developer finish, open floor plan perfect for entertaining. Beautiful City and Lake views. 750SF covered terrace with custom jacuzzi. O'Brien Harris fully equipped chef's kitchen with 14ft island, and custom mill work throughout. Primary bedroom with sitting room, wet bar, jaw-dropping walk-in

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,

1432 North State Parkway, Chicago

8 Beds, 7 Baths, 10.4k SqFt
Located on an extraordinary double lot in the heart of Chicago's Gold Coast, this 9,100 sqft mansion offers the best of all worlds! Original handcrafted architectural details have been preserved while it was transformed by LG Development into a comfortable 21st century home with state-of-the-art infrastructure and a modern floorplan designed for entertaining and family living. There are 7 bedrooms (including a luxurious full floor master with

1246 North Astor Street, Chicago

5 Beds, 8 Baths, 9,240 SqFt

1421 North Astor Street, Chicago

7 Beds, 10 Baths, 9,381 SqFt
Incredible opportunity to own an historic 10,000+ SQFT SF residence on an oversized dbl lot on 1 of the most desirable blocks of Astor St. Constructed in 1892, this home retains its orig architectural details, incl an exquisitely detailed Gothic fireplace crafted of cast limestone, walnut paneling, cast bronze sconces & leaded glass wndws in the great rm & a banquet size DR, great for entertaining. A graciously curved walnut staircase

1516 North Lake Shore Drive, Chicago

10 Beds, 7 Baths, 12k SqFt
A luxury residence like this is not viewed it's experienced. Originally built for Edward Tyler Blair, a Chicago investment banking magnate, the home was designated as a Chicago Landmark in 1989 and is listed on both the National Register and Illinois Register of Historic Places. Every once in a while an exceptional opportunity presents itself. This is one of those times. 1516 Lake Shore Drive is a jewel in the crown of the Gold Coast of

1316 North Astor Street, Chicago

6 Beds, 9 Baths, 10.6k SqFt
First time on the market since this renovation was first offered! Behind this classic Potter Palmer mansion sits an architectural vision with grand room sizes, gracious ceiling heights and cool modern lines throughout. Elevator access to all levels as well as an architecturally significant scissor staircase to all levels. The main level of the home offers great spaces for living and dining and tremendous light pours in through a two story

65 East Goethe Street M102, Chicago

4 Beds, 6 Baths, 5,800 SqFt
Unique and magnificent residence with the privacy of a single family and the concierge services of an 18-unit building in the heart of Chicago's Gold Coast. It's one of 4 maisonettes with approx. 5800 square feet on 2 floors and a private street entrance, yet with 24-hr door staff and on-site management.The home showcases the finest designer finishes, creating a timeless oasis with a perfect floor plan for family comfort. The space flows easily


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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 September 18th, 2020 at 9:00am CDT.