Chicago Real Estate Blog - River North

The Most Expensive Chicago Neighborhoods: Luxury Living in the Windy City

Chicago's Most Expensive Neighborhoods: What Buyers Need to Know in 2026

Chicago is one of the largest cities in the United States and has a reputation for delivering the very best in dining, architecture, art, culture, and lakefront living. Its most desirable neighborhoods are also its most expensive, but for buyers who understand what drives value in each area, the premium often tells a clear story.

Here's the landscape across Chicago's top luxury neighborhoods in 2026:

Gold Coast remains Chicago's most expensive neighborhood overall, with a combination of historic limestone mansions, Lake Michigan frontage, elite schools, and Magnificent Mile proximity that sustains top-of-market pricing across cycles. Single-family estate properties reach…

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The Most Expensive Condo Buildings in River North: Luxury Living in the Heart of Chicago

River North Luxury Condos: What Buyers Need to Know in 2026

Positioned along the Chicago River and anchored by the city's densest concentration of restaurants, art galleries, and nightlife, River North is one of Chicago's most compelling luxury condo markets. For buyers seeking the combination of full-service building amenities, genuine urban energy, and some of the most dramatic skyline and river views in the Midwest, this neighborhood consistently delivers.

Here is what defines River North's top buildings in 2026:

One Chicago sits at the absolute top of the market. With only 77 residences across 77 floors of a 971-foot tower, prices start above $1 million and the building's most expensive homes exceed $28 million. Inventory is rare and…

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Best Gated Communities in Chicago 2026: Townhomes, Condos & Luxury Homes

Chicago Gated Communities: What Buyers Need to Know in 2026

Chicago is renowned for its skyscrapers, architecture, and restaurant scene, but the city also has a collection of gated communities that offer privacy, security, and a more intimate residential experience within high-density urban neighborhoods. These communities, primarily concentrated in River North, Lakeview, and along the Chicago River, typically feature townhomes with private entrances and attached garages rather than the high-rise condo format that dominates Chicago's luxury market.

What distinguishes Chicago's gated communities from standard condos: Private entrances instead of shared lobbies, attached garages rather than separate parking structures, multi-floor townhome…

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Chicago's Most Expensive Property Sales & Rentals [Last 6 Months]

Low inventory and increasing mortgage rates have made much of 2023 both an interesting and challenging year for Chicago’s real estate market. But despite these difficult conditions, the last 6 months have yielded some pretty high-profile deals, both on the rental and the sales sides of the market. 

Most Expensive Homes/Apartments Rented in Chicago

(May-October '23)

Despite many of the most expensive apartments for rent being in newer construction buildings, a 12th floor unit in The Ambassador was the highest-priced apartment rented in Chicago over the last 6 months. The Row Fulton Market and One Bennett Park also continue to be among the city's most popular buildings for luxury rentals and are the only two buildings to have multiple units…

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Top River North Condo Buildings with a Swimming Pool

While features like door service, a fitness center, extra storage space, and even a social lounge can certainly be convenient to condo owners in Chicago, nothing quite says luxury like a spacious indoor pool, which of course can be enjoyed all year round even despite the awful winters Chicago sees each and every year. Nowadays, an indoor or outdoor pool is almost standard for new construction developments, but once upon a time that wasn’t always the case. Regardless of construction date, Chicago’s River North neighborhood is home to a number of high-end condo buildings with an indoor pool, and as you can expect, they’re among the area’s most sought after buildings. So, if a having access to an indoor pool is high up on your wish list, here’s a look…

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River North’s Top Condo Buildings With Bike Storage

Chicago is not only one of the busiest cities in the United States, but it’s also one of the most bike-friendly. In recent years, the city has gone to great lengths to improve the city’s biking conditions, including adding miles of bike lanes and bike sharing locations. For Chicago residents who prefer cycling as a primary means of transport or for exercise, bike storage is a top priority when choosing a place to call home. River North is one of the most highly sought-after neighborhoods in all of Chicago, and several of its top condo buildings have bike storage, making it easier than ever to get around the city on two wheels.

The Sterling - 345 N. LaSalle

The Sterling is synonymous with luxury for locals, and though it lies in the River North…

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Downtown Chicago Condo Buildings With Large Balconies

If there is one luxury that is a must-have in Chicago, it’s a large balcony for taking in the city’s breathtaking views. Whether buildings face Lake Michigan, the Chicago River, or the Chicago skyline, everywhere you turn is another magnificent view. Not only do large balconies make for the perfect place to take in the city’s scenery, but they also offer outdoor space for gardening, gathering, or relaxation. Outfit your balcony with an herb garden, flowers, outdoor furniture, or take a yoga mat outside for a peaceful outdoor workout. With a beautiful balcony, you’ll find countless reasons to get outside and enjoy the view.

Marina Towers

A Chicago landmark, Marina Towers located inside Marina City was the tallest residential building in the…

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Chicago’s Most Walkable Neighborhoods

A lot of buyers and renters in Chicago are searching for a neighborhood close to what they want and need, and that makes some of these walkable neighborhoods so desirable in today's fast-paced real estate market. So if you're looking for a condo that's close to shopping, dining, entertainment, and transit, here are several walkable neighborhoods in Chicago you'll want to consider.  

River North

The trendy River North neighborhood is where you’ll find some of the city’s best bars, restaurants, art galleries, and retailers. The walkable neighborhood is also home to Ward Park, which is right along the Chicago River, plus it hosts the annual Taste of River North festival, which brings in live music, food, and artwork. The highly desirable River…

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The Tallest Condo Buildings in Chicago

Chicago is packed with things to do, see, and experience. And if you want a birds-eye view of everything the city has to offer, why not buy a condo in one of the Chicago's tallest condo towers?

Trump Tower

401 N Wabash Ave, Chicago, IL 60611

As one of the nation’s tallest buildings, Trump Tower in Chicago rises high above the Chicago skyline. The more than 90-story high-rise delivers sweeping river and lake views. The height isn’t just for the building either, as private units in the building commonly have ceilings that range from 10 to 16-feet. Residential condos in the prestigious high-rise are located on floors 29 through 89. 

St. Regis Chicago

363 E Wacker Dr, Chicago, IL 60601

The lavish St Regis Chicago is another extremely…

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Downtown Chicago’s Top Investor-Friendly Condo Buildings

Downtown Chicago has no shortage of enviable condo buildings, and some of them are also investor friendly, which can be a real bonus for owners who want to rent out their unit for extra income. So if you're looking for an investor-friendly condo somewhere in the downtown Chicago area, try beginning your search at any of these desirable buildings. 

400 N. LaSalle

One such building is 400 N LaSalle. There are condos for sale and rent in the investor-friendly building. Expect to find floor plans mostly consisting of studios, one-, and two-bedrooms. Originally built in the early 2000s, some of the condos have been recently updated with newer appliances and more modern finishes. On-site amenities include an outdoor swimming pool, a fitness room, and…

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