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luxury houses for sale Chicago, United States

Chicago is not only one of America's largest cities, but also one of its most iconic! The big-city feel combined with the welcoming environment makes Chicago such a unique place to live. Immersed in rich culture and in the center of everything, Chicago is the ideal luxury real estate hub. You're bound to find a house for sale in Chicago that checks all your boxes.

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House 1
41

House Chicago (United States)

Turn-of-the-century Chicago architecture, estate-like living in the Gold Coast, an abundance of modern amenities, and a designer outdoor footprint... you can have it all. Located on one of Chicago's most prestigious streets, this 8600 square-foot, 6 bed/8 bath (6 full, 2 powder rooms) single family home seamlessly integrates Gilded Age charm and contemporary design. A brick and limestone exterior with professional landscaping give this home a stately curb appeal, welcoming guests into a foyer that sets a decidedly elegant tone for entertaining and everyday living. The main level features hardwood floors and detailed millwork throughout, including a grand living room with fireplace, a handsome study with a second fireplace, a gorgeous, all-white dining room with French doors that open onto a manicured side courtyard with a water fountain, and a polished family room for relaxed gatherings. The chef's kitchen features custom cabinetry, quartzite countertops, state-of-the-art Miele/Sub-Zero/Bosch appliances, a breakfast nook, a walk-in pantry, and a butler's pantry with an ice maker and a bonus dishwasher. Better still, the main level connects to a 600 square-foot back deck with an ivy-covered pergola and an outdoor kitchen with a built-in kitchen. Upstairs, the second level is entirely devoted to this home's spectacular primary suite which features a spacious bedroom with fireplace, marble ensuite baths, two custom walk-in closets, a private office, and a chicly appointed sitting room with access to an enclosed balcony. The third level presents four secondary bedrooms and three full baths, all expertly designed to be in keeping with the home's classic character, and a laundry room. But there's more... This home's fully finished basement level boasts a theater room with wet bar, a game room, a wine cellar, a guest bedroom with ensuite, a spa with massage room and stream shower, a second laundry, and direct access to an attached heated two-car garage. Additional callout details include front and back staircases, designer lighting, wallcoverings and drapery throughout, whole house gas generator, and Savant home automation system. Walking distance to Lincoln Park, the lakefront and world-class shopping and dining along the Mag Mile, 1451 N. Astor is the definition of Gold Coast luxury.

€5,557,600
6bedrooms
8bathrooms

By Jameson Sotheby's International Realty

House with pool and terrace 2
Contract pending
22

House with pool and terrace Chicago (United States)

The best of both worlds: Four story town-home located on the 12th floor, full-amenity luxury building. Completely gutted and elegantly upgraded to perfection with elevator, central four system, and custom kitchen with SubZero, Wolf and Miele. Master suite features fireplace, his and hers baths and huge walk-in closet. Wood paneled den with coffered ceiling and built-in bar and wine refrigerator. 1,000 plus square foot roof terrace with Ipe decking, outdoor kitchen with Viking grill and smoker and much more.

€2,405,700
3bedrooms
6bathrooms

By Jameson Sotheby's International Realty

House 3
New
16

House Chicago (United States)

One of a kind brick & timber 1-bedroom, 1-bathroom loft nestled in the heart of Bucktown at the site of the former Ludwig Drum Factory. Boasting a harmonious blend of historic charm and modern aesthetic, this residence features soaring 12ft ceilings, exposed brick walls, new hardwood flooring, expansive windows that flood the space with natural light, in-unit laundry and three walk-in closets. The open-concept layout seamlessly connects the living, dining, and kitchen area, creating an ideal space for entertaining. With its prime location near trendy shops, restaurants, parks, and public transportation, this timber loft offers the ultimate urban living experience in one of Chicago's most sought-after neighborhoods. Walk-in assigned storage cage included. Outdoor deeded parking is $25k additional. Condo is broker owned. Investor friendly. Welcome home to Bucktown!

€301,300
1bedroom
1bathroom

By Jameson Sotheby's International Realty

House 4
13

House Chicago (United States)

Welcome to Washington Heights! Welcome to this fully rehabbed traditional, Chicago bungalow. It features 3+ bedrooms and 2 bathrooms, along with an additional 2 bedrooms in the fully finished basement. This warm and inviting rehab boasts white, gray, and black design and material elements throughout. Flooded with natural sunlight, it offers a cozy and living and dinning room open floor plan with beautiful white cabinets, a combination of hardwood floors and tile flooring. The bedrooms are comfortable and pleasantly sized. As a bonus, the finished basement awaits your entertainment ideas and a ready to go backyard for entertaining or relaxing.

€319,700
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

House 5
22

House Chicago (United States)

Welcome to the epitome of elegance and timeless charm in the heart of East Lincoln Park. Presenting a masterpiece by Drimnagh Development, this vintage graystone building has been meticulously transformed into a collection of luxury new construction condos, seamlessly blending classic architecture with modern sophistication. This extra wide 3bed/2 bath simplex features a private, 1700sqft rooftop, high ceilings, oversized windows, and intricate moldings to showcase the building's historic roots. A gracious, bright living room with a fireplace and built-in cabinetry flows seamlessly into the chef's kitchen boasting top of the line appliances, custom cabinetry, and an island with mitered edge quartz countertops. Follow the long hall to your huge, 1700 sqft, fully built out, private rooftop with city views. The luxurious primary bathroom features large format tilework, separate WC, & oversized shower. Additionally, there are 2 other spacious bedrooms and 1 additional bathroom. Other highlights include: professionals built out closets, custom trim & moldings, white oak flooring, lightweight concrete between units for additional soundproofing, and custom quartz & tile work. Garage parking included. Residents of this exclusive address enjoy not only the luxury within but also the privilege of being situated in one of the most coveted neighborhoods in Chicago. East Lincoln Park is renowned for its tree lined streets, proximity to Lake Michigan, and access to world class dining, shopping, and cultural attractions. Drimnagh Development has once again redefined urban living with this exquisite conversion. Vintage charm meets contemporary luxury. Welcome home to the pinnacle of East Lincoln Park living. Photos are from developer's previous projects.

€1,413,700
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

House 6
28

House Chicago (United States)

Welcome to 1636 W Huron Ave, a stunning single family home in the heart of Chicago's vibrant West Town neighborhood. This 3BR 2.1 BA home has been newly renovated from top to bottom! This home offers 2700 sq ft of living and an open concept perfect for entertaining. The first floor offers spacious living with hardwood floors, a powder room, and a brand new renovated chefs kitchen with white shaker style cabinets, quartz countertops, and stainless steel appliances. A convenient mudroom off the back of the main floor leads to your backyard with a spacious newer deck with composite decking ideal for entertaining. The second floor features 3 spacious bedrooms and 2 newly renovated bathrooms. The primary suite is a haven for relaxation with a spa like primary bathroom with huge walk in shower. Enjoy your morning coffee from the terrace of the primary bedroom overlooking your yard. Huge walk in closet in with elf shelving Washer/Dryer conveniently located on second level. Tons of storage and Elfa Shelving throughout. 2 Car Garage. Ring Alarm system. Recent upgrades to this home include: Primary bathroom reno (2019), Guest bathroom reno(2023), Kitchen reno (2024), New exterior doors, new siding, and new composite deck (2022), New front awning, (2022), Primary bedroom balcony replaced(2022), Nelwy refinished hardwood floors (2020), new carpet 2020. Located on a tree-lined street close to booming Chicago Ave., Art District, Brewery District & tons of amazing restaurants, this home is ready for you to move in and start enjoying. Easy access to two expressways & West Loop/Fulton Market District. New Green Line stop at Damen & Lake is under construction and will soon provide easy CTA access to the Loop.

€829,700
3bedrooms
3bathrooms

By Jameson Sotheby's International Realty

House with pool 7
35

House with pool Chicago (United States)

In the heart of Streeterville, RiverView Condominium offers a tranquil retreat and a place to call home amidst the hustle and bustle of the city. It's the perfect blend of urban sophistication and serene escape, and it's ready to welcome you to a life of extraordinary living. This expertly renovated residence offers 3,500 square feet of living space including 4 bedrooms, 3 full baths, 1 powder room, and 2 large balconies with panoramic wraparound corner views of Lake Michigan, Navy Pier, the Chicago River, and city skyline. A recently remodeled Benvenuti & Stein kitchen with an open design, featuring custom cabinetry, an oversized island with seating for 4 & ample storage, quartzite countertops & an island waterfall, and top-of-the-line appliances overlooks a living room featuring oversized windows with breathtaking views of the city that enable abundant natural light. A recently renovated double-sided fireplace with custom-designed mantels separates the living and dining rooms. Within the dining room is a newly designed dry bar and serving station with custom cabinetry, quartzite countertop, designer tiled backsplash, and wine & beverage cooler that adds convenience for entertaining, and a balcony overlooking the city skyline, Navy Pier, and Lake Michigan. This condo lives like a single-family home with a split floor plan and generously sized rooms. One wing features a large primary bedroom suite with a custom walk-in closet and en-suite primary bath, a spacious (17x16) 4th bedroom(now used as a DEN, easy conversion back to a bedroom) with French doors for privacy, a balcony overlooking the Chicago River, and a large laundry room. The other wing features a newly renovated designer powder room, 2 large bedrooms, 2 full baths (1 en-suite), and another large walk-in closet. Parking for 2 cars is included in the price. A full-service 5-star luxury building including a 24-hour door staff, state-of-the-art fitness center, indoor pool, weight/yoga studio, sundeck, business & entertainment rooms, an on-site dry-cleaner, a dog run, as well as large storage lockers and a bike storage room. Located in a quiet neighborhood on a small tree-lined street just steps away from restaurants, shopping, Ohio Street Beach, water taxis, neighborhood parks, and the Chicago Riverwalk.

€1,621,400
3bedrooms
4bathrooms

By Jameson Sotheby's International Realty

House 8
16

House Chicago (United States)

Welcome to this fully rehabbed over-sized, Chicago bungalow. It features 4 bedrooms and 2 bathrooms, along with an additional 2 bedrooms and 1 bathroom in-law suite or Airbnb opportunity in the full basement. This warm and inviting rehab boasts white, gray, and black design and material elements throughout. The home offers a cozy and spacious living environment, with beautiful white cabinets, a combination of hardwood floors and manufactured flooring, and bright and inviting living spaces. The bedrooms are comfortable and feature pleasantly sized closets. As a bonus, there is an all weather porch, laundry on the first floor and in the basement and a cozy backyard for entertaining or relaxing.

€315,100
4bedrooms
3bathrooms
land  364

By Jameson Sotheby's International Realty

House 9
50
3D visit

House Chicago (United States)

Stately rehabbed super sunny and inviting, vintage walk-up featuring stately details and finishes on one of the most desirable streets in Lincoln Park. Steps to Lincoln School, Francis Parker, Lincoln High School, Oz Park, the zoo, lakefront and all that Lincoln Park has to offer- It is truly a unique opportunity. 6 bedrooms/5.5 baths, 2 dens, family room with a private finished lower level offers loads of flexibility. A gorgeous open kitchen (Thermador/Viking) with an expansive island and counter space is ideal for anyone who loves to cook and entertain, or just family dinners at the end of the day. Spacious patio and 2 car garage. 6300 sq ft and beautifully rehabbed in 2014 by Jeffers Gillespie Architects while maintaining much of the vintage touches. A one of a kind work of art. You will find a touch of original crown moldings, mill work, built-ins, stained-glass windows, impeccable hardwood floors & high ceilings while enjoying beautiful updates made throughout. 3 HVAC zones/all new mechanicals 2014. Garage structure built to withstand roof deck. Top floor has accessible hatch to roof-make a roof deck w/amazing views? Steps to Oz Park, the Zoo, shops, restaurants! All the amazing amenities Lincoln Park has to offer!

€2,688,400
6bedrooms
6bathrooms
land  202

By Jameson Sotheby's International Realty

House 10
25

House Chicago (United States)

Classic Chicago 2 Flat. Pristine, move-in ready! Totally updated and very well maintained. You'll love these condo quality apartments with pristine cherry floors, cherry kitchen cabinets and granite countertops. Two beautifully appointed baths. Newer windows throughout for comfort, newer roof and mechanicals. Convenient separate electric & gas forced air heat and A/C. Shared washer/dryer in the basement. Two enclosed back porches for additional living space. Full sized bsmt - perfect for the owner/occupant who wants to duplex down. All updated plumbing, electrical and copper water pipes. Pretty, sunny back yard, perfect for gardening, fully fenced, plus a brick 2-car garage. Nothing to do. Welcome home!

€556,200
4bedrooms
2bathrooms

By Jameson Sotheby's International Realty

House 11
27

House Chicago (United States)

A gorgeous townhome in the coveted Dearborn Village community, in a beautifully landscaped, private courtyard setting with paved walkways, mature trees, benches and lovely flowers. This very spacious END unit is three levels, has an attached garage AND a second parking space! Walk into your main floor living room that boasts hardwood floors, a cozy fireplace, an open concept adjoined dining room, that leads right into a huge kitchen. The kitchen has an abundance of white cabinets, granite countertops, and stainless steel appliances. The second floor has three full bedrooms - including the spacious primary suite with generous closet space and a gorgeous recently renovated spa like bathroom! This bathroom has beautiful granite counters, double sinks, a separate soaking tub, and a walk-in shower. The top floor is a great bonus room that could be a 4th bedroom, office, den, exercise room or home theater. This flex space leads to the private roof deck where you can enjoy amazing sunsets! There is one attached garage space and a second deed exterior space. This lovely home has been very well kept. Welcome home!

€496,000
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

House 12
18

House Chicago (United States)

Welcome home to this high-floor studio with beautiful west and south-facing city views. This studio's kitchen was completely remodeled in 2024. Enjoy brand-new appliances, and crisp gray/blue cabinets with a white quartz countertop. The condo also has new luxury vinyl flooring throughout providing a sleek and durable finish. The entire condo was professionally repainted as well. There is a large closet in the entry hall and a double-sided walk-in closet leading to the bathroom. The bathroom has a timeless blue/gray subway tile, a soaking tub, and a large medicine cabinet for storage. There is a new wall AC unit. Assessments include it all: heat, AC, electricity, gas, internet, and cable. A full-service building with a 24-hour doorman, package receiving room, onsite management, and head engineer. There is also on-site 24/7 valet parking for rent. A pet-friendly building with a fitness center and roof deck! The association has done various capital improvement projects: fitness room, driveway project, interior painting, roof deck with stunning views, modernized elevators, new AC sleeves, updated windows, and painted/tuckpointed the entire facade. Bus stop at the front door, Redline El down the street, Oak Street Beach access at the corner, and walk to Lincoln Park, Mag Mile, or Rush Street for fabulous shopping and dining. A fantastic location!

€165,900
1bathroom

By Jameson Sotheby's International Realty

House with terrace 13
19
Video

House with terrace Chicago (United States)

Nestled within Chicago's prime expanse, this exquisite luxury penthouse stands as a remarkable residence. Encompassing awe-inspiring vistas of both the city and the river, this dwelling resides in a boutique edifice that seamlessly merges the spaciousness of a townhouse with the amenities of a comprehensive building. The expansive layout, replete with lavish appointments like the Snadiero kitchen, top-tier Wolf and Sub Zero appliances, and a dedicated wine refrigerator, crafts an optimal environment for hosting gatherings. The panoramic views are an embodiment of grandeur and captivation. Featuring three bedrooms and three and a half baths, this penthouse offers generous living space. Beyond the lavish interiors, the building presents a range of first-rate amenities, encompassing a 24-hour door staff, fitness facilities, a serene yoga enclave, bicycle storage, and a purpose-built dog run. Yet, it's the rooftop amenity level that takes center stage, boasting a private lounge area. Within this sanctuary, a game room, media enclave, both indoor and outdoor kitchens, and an alfresco terrace with a fireplace coalesce to create an unparalleled experience. This luxury penthouse not only exudes opulence but also provides a lifestyle of utmost convenience at the heart of Chicago's vibrancy. Parking for each space is $75,000 for two spaces. Total parking is being sold for $150,000 for this unit.

€1,691,800
3bedrooms
4bathrooms

By Jameson Sotheby's International Realty

House 14
16

House Chicago (United States)

Step into beautiful living with this fully rehabbed, two-story home boasting modern design of a 3+ bedrooms and 2 bathrooms, along with an additional 2 bedrooms in the fully finished basement. Let's not forget the serene outdoor spaces via the expansive balcony and porch, offering tranquil views of the quiet backyard oasis. Natural light floods the open living and dining areas, accentuated by sleek white cabinets and a harmonious blend of hardwood floors and tile flooring. The pleasantly sized bedrooms offer comfort and tranquility, while the finished basement provides endless possibilities for entertainment and relaxation. Step outside to the ready-to-go backyard, perfect for hosting gatherings or unwinding after a long day. Welcome home.

€305,900
5bedrooms
3bathrooms

By Jameson Sotheby's International Realty

House 15
Contract pending
27

House Chicago (United States)

Welcome to your urban sanctuary! Nestled amidst the serene landscapes of Old Town, this extra-wide 3BR/3BTH townhome offers a rare blend of tranquility and urban convenience. Enjoy breathtaking views of Chicago's iconic skyline from your expansive private rooftop deck, a perfect spot for relaxation or entertaining under the city lights. The main level features hardwood floors, soaring ceiling heights, and a wall of windows drenching the space in sunlight from its southern exposure. The open floorplan is designed to effortlessly flow from the dining room to the living area, centered around a cozy gas fireplace. The chef's kitchen is a culinary haven, boasting black appliances, stone countertops, and a breakfast bar with seating for two. Ascend to the third floor to discover two spacious en suites, each complete with a large walk-in closet and a private bathroom for ultimate comfort and privacy. A sprawling rooftop deck is on the 3rd floor with interior access, a serene retreat to unwind amidst panoramic views of the city. Whether hosting al fresco soirees or enjoying a quiet moment under the open sky. The first floor provides a grand foyer featuring slate flooring and two closets for storage. A third bedroom with a sizable closet and private bathroom offers flexibility for guests or a home office. The laundry room includes side-by-side washer and dryer, along with additional storage space. Park with ease in the one-car attached garage, complete with extra storage for your convenience. This home has a rebuilt staircase for improved flow and remodeled bathrooms in the master suite and on the first floor. The penthouse level boasts newer siding and roof, while the addition of the deck expands your outdoor living space and adds to the allure of this exceptional home. Conveniently located in the heart of Old Town, walk to the brown line, all the shops & entertainment on Wells Street, New City & Clybourn corridor. Close to Lincoln Park, Zoo & North Ave beach! Steps to Catherine Cook, LaSalle, British, Immaculate Conception & Franklin schools.

€666,500
3bedrooms
3bathrooms

By Jameson Sotheby's International Realty

House 16
Contract pending
34
Video

House Chicago (United States)

Welcome home to beautiful tree-lined Walton Street in Ukrainian Village. This all brick, Chicago Brownstone home was completely redesigned and renovated to perfection. Upon entering, you will appreciate the care and attention to detail throughout the open-concept main level. The kitchen is a dream come true for any chef. Sub-Zero refrigerator and wine fridge, 36 inch Wolf stove and under counter oven, waterfall extra long island and a full walk-in pantry. The rear of home features an open stairway to the mudroom and lower level, allowing light to flow throughout the main level. The lower level features a wine storage room, wet bar, a Peloton exercise room, two bedrooms with a jack and Jill bathroom and a half bath. The second floor features a beautiful primary suite with his/her walk-in closets and an amazing primary bathroom featuring heated flooring and a steam shower. The second floor has three additional bedrooms - one with an en suite and a jack and jill bathroom connecting the other two bedrooms. The home features upgraded WIFI throughout as well a being wired for sound - perfect for working from home and Zoom calls. Customized window treatments, and motorized shades are additional features that make this home so enjoyable. The home is on a 33 foot wide lot and boasts an extra wide interior space as well as a spacious backyard and patio. Two car garage with plenty of storage and a fenced yard for privacy. A few blocks to Division Street restaurants, coffee shops, nightlife and shopping.

€1,854,100
6bedrooms
6bathrooms
land  405

By Jameson Sotheby's International Realty

House with pool 17
20

House with pool Chicago (United States)

Here is your chance to have amazing outdoor space in the city! This condo features a 1650 sf landscaped patio for you to enjoy grilling, entertaining or just relaxing in your own oasis in the City! This corner unit boasts floor-to-ceiling windows all around to show off the stunning skyline views of the best architecture we have in Chicago! Interior features showcase; all NEW KITCHEN with top of the line stainless steel appliances and fan hood. Expansive breakfast bar which is open to the kitchen, dining room and facing the outdoor patio! Great built-in dry bar with wine cooler and custom cabinetry. In unit front loading washer/dryer. Luxury Lutron lighting system! New upgraded carpet in the bedroom. Spacious bedroom with large walk in closet with closet organizers and LED lighting! The primary bath has marble tile, electronic toilets, double vanity, linen closet. The powder room is off the foyer for privacy and convenience. Parking available for rent. Full amenity building with community room, media room, business center, cardio room, weight room, sauna, outdoor pool, deck and park.

€597,900
1bedroom
2bathrooms

By Jameson Sotheby's International Realty

House 18
10

House Chicago (United States)

Brick Georgian with same owners for over 55 years. Amazing hardwood floors, with upgrade potential. Newer windows,and well maintained, being sold by trust as is.

€301,300
3bedrooms
2bathrooms

By Jameson Sotheby's International Realty

Farmhouse 19
Contract pending
12

Farmhouse Chicago (United States)

Welcome to this spacious condo in the heart of Wrigleyville. Featuring tons of natural light, hardwood floors throughout, in unit laundry, and your own, private patio. The kitchen boasts stainless steel appliances, granite countertops, and ample cabinet space. The large primary bedroom features ample storage and custom closet. This is a quiet, back corner unit. Situated just steps from the Red Line and iconic Wrigley Field, this home boasts access to some of Chicago's best attractions, dining, and entertainment. Garage parking available for additional $25k.

€287,400
1bedroom
1bathroom

By Jameson Sotheby's International Realty

House 20
1

House Chicago (United States)

The Homes at Webster Square are delivering a high-end, custom new construction single-family home designed by Northworks, one of Chicago's most highly regarded and skilled architect and design firms. The location is unbeatable, at the heart of East Lincoln Park, quietly tucked away on gorgeous tree lined Grant Place. Homeowners will be able to enjoy single-family living without the maintenance and with first class amenities of the Webster Square development including: private secured garage access, a beautifully landscaped private park, security and the availability to use the well-appointed fitness center, sundeck, community room and lounge just to name a few. This 5 bed, 5 1/2 bath home is built for entertaining and comfortable living! The extra-wide floor plan allows for generous room sizes, open kitchen and living areas, a large and luxurious primary suite and an elevator, which services all areas, including the large rooftop deck at the penthouse level. There is an underground 3-car garage plus additional parking available. Awesome front and rear yards. Delivery May 2024

€3,425,400
5bedrooms
6bathrooms

By Jameson Sotheby's International Realty

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About Chicago

With 77 neighborhoods, there's a house for sale in Chicago for everybody!

Whether you're looking for a lakefront property along the shoreline of lake Michigan, like South Loop, or a trendy young district like East Village - with such a diversified housing market and endless options, find the perfect house for sale in Chicago.

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With the perfect mixture of city life and breathtaking landscapes, living in Chicago really gives you the best of both worlds. Discover everything from high-end Chicago real estate and prestigious architecture, to the hundreds of parks, beaches, and nature sanctuaries.