luxury houses with pool for sale Chicago, United States

Prime Bucktown Location, Steps to Holstein Park + Senior Citizens park. This impeccably styled four-bedroom, three-and-one-half-bath all brick residence offers three full floors of above-grade living space - a rare find in Bucktown - plus exceptional outdoor living across decks and a designed garage rooftop terrace. The main entry level opens to a chic living room with custom library shelving and a built-in bar with beverage fridge, a guest bedroom, space for an office, and a full bath. The back door leads to a large deck and fenced yard with irrigation system. The second level houses the updated white kitchen with contrasting island, Viking range with vented hood, French door refrigerator, and microwave drawer, alongside a dining area with built-in banquette and a chic powder room. Double glass doors open to a deck and a catwalk connecting to the new two-car brick garage, topped by an impressive rooftop deck with custom pergola, privacy screening, and an outdoor kitchen featuring a Wolf grill. The third floor holds three bedrooms, including a sky-lit primary suite with vaulted ceiling, glass door to a private deck, and a contemporary bath with heated floors, double vanity, and walk-in shower. Two additional bedrooms with vaulted ceilings share an updated hall bath, with a newer front-loading washer and dryer on this level. Below grade, the lower level is purpose-built for storage and mechanicals. The home features dual-zone HVAC, and a sump pump with new (2026) battery backup and a complete tear off of the original roof and replaced with a new shingle roof. Ideally located near Bucktown's best shopping, dining, and nightlife, the 606 Trail, the Blue Line, expressway access, and Holstein Park and Pool. This home is in the Pulaski School District .

A rare opportunity to own a 5,245-square-foot single-family home with direct interior access to the exceptional amenities of 2550 N. Lakeview. Set on coveted Deming Place, this extra-wide, six-bedroom residence combines the privacy, space and outdoor living of a single-family home with the services, security and amenities of a premier full-service building, all accessible without ever stepping outside. One of the home's most distinctive features is its exceptional connection to outdoor space. The kitchen and great room open directly to the home's own private terrace, which in turn leads to 2550 Lakeview's expansive 1.25-acre private park, an extraordinary extension of the home's backyard. Residents also enjoy the children's playground and dog park, along with the full complement of 2550 Lakeview amenities, including an indoor pool and hot tub, fitness center, sauna and steam rooms, Pilates studio, sun deck, recreation room, library, private party room, receiving room, dry cleaning services, daily garbage pickup, 24-hour security and professional building staff. The residence is exceptionally well designed across four levels, all served by a private passenger elevator. The entry level offers a gracious foyer with extensive built-in storage, an at-grade guest suite or home office with full bath, and a fully outfitted mudroom with direct access to the home's private attached two-car garage. Two additional deeded garage spaces provide an extraordinary total of four indoor parking spaces. The main living level is bright and generously proportioned, with large windows overlooking Deming Place. Spacious living and dining areas connect to the kitchen and great room through an oversized butler's pantry complete with walk-in pantry, coffee bar, wine center and desk area. The eat-in kitchen features custom cabinetry, commercial-grade appliances, two dishwashers and quartzite countertops and opens to a family room with fireplace and custom built-ins. Just beyond is a large private terrace with direct access to the park. The bedroom level is anchored by a substantial primary suite with a separate dressing room, two walk-in closets and spa bath featuring heated floors, freestanding tub and oversized steam shower. Two additional bedrooms, a full bath and a walk-in laundry room complete this level. The upper floor offers two additional bedrooms, a full bath, powder room and large recreation room with wet bar opening to a second private terrace. Soaring ceiling heights, extensive custom millwork and built-ins, Control4 integrated audio, lighting and security complete the residence. An exceptional combination of single-family living, multiple private outdoor spaces, four-car indoor parking and seamless access to 2550 Lakeview's 1.25-acre park, amenities and services in one of East Lincoln Park's most desirable locations.

IT'S ALL ABOUT VIEW FROM THIS SOUTH FACING HIGH FLOOR ONE BEDROOM AT PARKVIEW! PANORAMIC VIEWS OF THE LAKE, CITY AND RIVER THAT WILL NEVER GET BORING! Floor to ceiling windows, large balcony, granite kitchen open to living room, hardwood floors, bath with whirlpool tub and separate shower, in unit washer/dryer. This owner does not own a parking space but there are spaces available for purchase and for rent from the garage. Full amenity buildingx has outdoor pool, whirlpool, fitness center, recently renovated community room, storage lockers, bike room.

Rarely available "A" tier at one of Gold Coast's premier buildings - The Warwick. This 3 bedroom/2.1 bath features 2,300 sq. ft. with tree top views of the fabulous State Parkway. Gracious living/dining room with parquet wood flooring, eat-in kitchen, lovely built-ins throughout. Large primary bedroom with two walk-in closets. Primary bath with a double vanity, separate tub/shower and private water closet. Two additional large bedrooms with en-suite baths. In-unit laundry and ample storage throughout. One garage parking spot is included in the assessment and the 2nd spot is an additional $250/month. Full amenity building in the heart of the Gold Coast featuring 24-hour door staff, on-site property manager, live-in engineer, indoor pool, work-out room, roof-top deck, free guest parking and a newly remodeled party room is coming soon!

Rarely does a home come to market that was never renovated by committee, but composed over more than two decades by a single visionary owner: a master carpenter, builder, and artist who transformed this West Town residence into a true architectural statement. Every material, window, and detail throughout the home was chosen with intention, not trend, to create harmony between light, craftsmanship, art, and nature. Rather than being remodeled room by room, the home was reimagined as one complete work. The rear staircase was fully reconstructed to flood the interior with light and open the home to the garden, resulting in an oversized architectural window that's as striking from outside as it is within. The original siding was replaced with custom-cut James Hardie fiber cement, detailed to honor the proportions of traditional wood clapboard. The front entrance itself is a discovery: antique Victorian pressed-metal panels, once used on the ceilings of classic Chicago bars, were applied to the original oak doors; most visitors assume the ornamentation is hand-carved wood. It is not. Upstairs, the second-floor studio was built around a single goal: capturing perfect north light. The roofline was re-engineered with a soaring cathedral ceiling, skylights, enlarged windows, and arched openings, creating a true working painter's studio. The adjoining library features ornate column capitals and intricately detailed plaster architectural reproductions, while the nearby bathroom carries the same poetic sensibility blue cabinetry chosen to mirror the sky through the skylight, and silvery white and gold tile accents that catch the moonlight. The kitchen began with a large antique cabinet found at a garage sale years before the renovation began, and grew from there. A bay window overlooks the garden. The countertop is Brazilian Green Piranha stone, selected after weeks of searching stone yards for something that evoked a riverbed. The backsplash is composed of ornamental antique tiles, salvaged from an old tile stove and discovered in a Hubbard Street antique gallery, arranged to form a second "window" onto an imagined garden. Outside, a custom wrought iron fence inspired by ornamental ironwork the owner encountered in Santa Fe replaced the original chain link. Built on 42-inch concrete foundations with custom rounded molding, it is believed to be the only fence of its kind in Chicago. The rear garden functions as another room of the home, anchored by a bird bath that draws songbirds through every season. Even the garage received the same care: its bay window was built from rare salvaged windows, originally rejected from another project over a single inch of code, held onto for years until the right home was found for them. The garage comfortably fits two cars. The location complements the home in every way. Situated in a West Town block that continues to grow more desirable, the home offers direct Blue Line access to downtown, O'Hare, and Midway. Orchestra Hall, City Hall, and Fulton Market are all within twelve minutes; the United Center, the emerging 1901 Project, and the coming casino are close by, while the street itself remains quiet and residential. Neighborhood bakeries, a diverse range of restaurants, ethnic and health food markets, the Eckhart Park farmer's market, and the Chicago and Ashland library branch are all within walking distance. The lakefront and Michigan Avenue are reachable in ten minutes via the No. 66 bus. This is not simply a renovated home; it is a thoughtfully crafted artist's residence where architecture, construction, landscape, and art come together as a single, cohesive vision. It cannot be replicated, because it was never built from a plan. It evolved over decades from passion, patience, and thousands of hours of hand craftsmanship, a true one-of-a-kind property.

Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier amenities with a focus on wellness include a dedicated fitness club with outdoor terrace, strength and motion studios, weekly fitness classes, massage room, salon, interactive sports simulator and media room. Additional private amenities that are the definition of next-level living include serene co-working and study spaces, upscale kitchen with private dining, plush lounges, 15,000 SF outdoor amenity deck, complete with a pool and cabanas, patio lounge with fire pits, open-air kitchen and grilling area with al fresco dining spaces. Residence 3607 features floor to ceiling windows, wide-plank hardwood flooring, spa-like baths and custom kitchen with sleek cabinetry, quartz counters, tile backsplash and Bosch panel appliances. Full-service building including 24-hr door staff, in-unit package service, drop-off dry cleaning services and more. Secure, indoor parking available.

Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery, restaurants and cafes. Luxury living is made easy with over 48,000 SF of amenities. Entertain on our beautiful 41st floor indoor/outdoor amenity space including a wine lounge, chef's table, catering kitchen, outdoor terrace featuring lawn area, fire pit and grilling stations for al fresco dining - all overlooking the stunning lakefront and skyline. Wellness-minded residents at Cirrus enjoy the fully equipped fitness center including strength studio, motion studio for spinning and yoga with complimentary daily fitness classes, massage suite, steam room, indoor and outdoor pools and hydrotherapy pool. Convenient co-working spaces, salon, kid's club and indoor/outdoor dog runs make daily life easy. The unique lounge spaces, sound-proof jam room, movie screening room, conservatory, pool cabanas, sports simulator and more make life at Cirrus extraordinary. 24-hour door staff and friendly management are committed to making Cirrus a world-class community. Unit 2304 features floor to ceiling windows, wide plank hardwood flooring throughout, custom Italian Snaidero cabinetry, quartz counters, luxury Gaggenau appliances, Dornbracht fixtures and spa-like baths. Indoor parking available.

SOLD BEFORE PRINT. Stunning city and river views! Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier amenities with a focus on wellness include a dedicated fitness club with outdoor terrace, strength and motion studios, weekly fitness classes, massage room, salon, interactive sports simulator and media room. Additional private amenities that are the definition of next-level living include serene co-working and study spaces, upscale kitchen with private dining, plush lounges, 15,000 SF outdoor amenity deck, complete with a pool and cabanas, patio lounge with fire pits, open-air kitchen and grilling area with al fresco dining spaces. Residence 2712 features floor to ceiling windows, wide-plank hardwood flooring, spa-like baths and custom kitchen with sleek cabinetry, quartz counters, tile backsplash and Bosch panel appliances. Full-service building including 24-hr door staff, in-unit package service, drop-off dry cleaning services and more. Secure, indoor parking available. Condos delivering now and model residences now available for viewing by appointment daily!

Perched high above the lakefront within the world-class One Bennett Park residences, Unit 5510 is a fully turnkey, design-forward home offering sweeping, unobstructed views of Lake Michigan and the Chicago skyline. Designed by Robert A.M. Stern Architects, this exceptional 3 bed/3.5 bath residence spans approximately 3,765 square feet and features a 350-square-foot private terrace stretching across the eastern frontage. A gracious gallery foyer opens to light-filled interiors defined by soaring 11-foot ceilings, white oak hardwood floors, custom millwork, and designer finishes throughout-including incredible lighting from A. Rudin, Vaughan and Urban Electric. Designed for both entertaining and everyday living, the expansive floor plan includes a dramatic living room, a sophisticated sitting room or study with custom built-ins, and a striking formal dining room framed by panoramic lake views and direct terrace access. The chef's kitchen is appointed with custom Plain & Fancy cabinetry, quartz countertops, integrated Sub-Zero and Wolf appliances, including double ovens and a wine refrigerator, and a large dine-up island. A sunlit breakfast area and inviting family room with a marble-front fireplace complete the space. The serene primary suite features breathtaking lake views, dual custom closets, and a spa-inspired bath with natural stone finishes, a dual vanity, soaking tub, and oversized shower. Two garage parking spaces included. Residents enjoy access to first-rate amenities, including indoor and outdoor pools, a fitness center, concierge services, and an exclusive owner's club level-all moments from Bennett Park, Michigan Avenue, Navy Pier, and Chicago's premier dining and cultural destinations.

33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone sits on a rare 23.5-foot-wide lot - one of the few wider residences built in the Gold Coast during that era. This historic property encompasses over 7,000 square feet across six levels and is currently configured as four income-producing apartments, with a rare four-car tandem garage created from the former fifth apartment and the original one-car garage. Whether maintained as an investment property, transformed into a boutique luxury residence, or restored into a magnificent single-family mansion, the opportunities here are truly endless. Each apartment throughout the building includes soaring 10+ foot ceilings, original millwork, stained glass, hardwood floors, carved oak mantels, and marble fireplaces. Lovingly maintained by the same owner for nearly 50 years, the property has many updates, including windows, electrical, plumbing, HVAC systems, and roof #1: A ground-level studio with a fireplace, generating $2,000 per month. Lease expires 4/30/27 #2: A generously sized bi-level 2-bedroom, 2-bath residence featuring four fireplaces, a formal dining room, a jacuzzi tub, a steam shower, a private deck (20.5 x 8.0), and rare 4-car parking, generating $5,500 per month. Lease expires 4/30/27. #3: A 1-bedroom apartment and fireplace generating $2,500 per month. Lease expires 10/31/26. #4: A large bi-level 3-bedroom residence featuring three fireplaces, a balcony, a jacuzzi tub, a steam shower, and an expansive private rooftop deck (39.9 x 15.10), generating $6,200 per month. Lease expires 7/31/26 Located in the heart of Chicago's prestigious Gold Coast, just steps from the lakefront, Oak Street Beach, the Magnificent Mile with shopping & fine dining, plus designer boutiques on Oak Street. Just moments from Oak Street Beach and Lake Michigan, Michelin-rated dining, world-class shopping, celebrated entertainment, and renowned cultural attractions, this address delivers the very best of Gold Coast living.

Classic limestone and brick single-family home on two and a half lots on coveted Burling Street with spectacular outdoor space. This outdoor footprint includes a swimming pool, outdoor kitchen, temperature controlled four-season glass atrium with accordion windows, sport court, and a gated parking pad for guests. The main level features high ceilings across a large living room with hardwood floors and a stone fireplace, a formal dining room with modern millwork and glass French doors that open to the deck, a grand staircase, a powder room, a chef's kitchen, a built-in breakfast table, and a family room with a second fireplace and a coffered ceiling. The family room connects via sliding doors to a four-season sunroom accessing the best-in-class outdoor space. Back inside, the second level features two secondary bedrooms, a laundry room, and a fabulous primary suite with a third fireplace, two custom walk-in closets, and a spa bath with a dual vanity, soaking tub, and steam shower. The top floor is dedicated to a large entertainment space, a game room with a wet bar, a guest bedroom or office, a full bath, and two more decks. This home's lower level has a large recreation space, a guest bedroom, a full bath, a 2nd laundry room, and access to the home's attached garage. Additional callouts include heated sidewalks, front steps, and parking pad, amazing natural light throughout, arched transitions and doorways, designer light fixtures, abundance of storage, composite decking, irrigation, and professional landscaping. There is private neighborhood security with multiple cars working each night. Located within a short walk to the best dining and shopping in Lincoln Park, 1838 N Burling is elevated living on Chicago's North Side.

Astonishing FULL FLOOR home with breathtaking 360 degree views, outdoor space, direct elevator access and bespoke finishes! Delivery in August. Welcome to One Chicago - 77 visionary homes in the sky, starting on the 44th floor, with spectacular city and lake views. Merging the exclusive neighborhoods of the Gold Coast and River North, One Chicago offers a whole new perspective on city living, just blocks from the lakefront on Superior Street between Dearborn and State. The covered motor court with dedicated valet marks the beginning of an elegant arrival sequence. An exclusive door team is there to welcome residents and guests to the hands-free elevators, which lead to residences with secure Latch Hardware entry systems. A sense of light and space in the open plan living area reveals awe-inspiring views and finishes, such as wide plank European oak wood floors, custom stepped ceiling details and full height windows. A custom-designed O'Brien Harris kitchen lies at the heart of each residence. Clean lines and luxurious finishes are the hallmark of every bathroom. Primary baths are sleek and flawless, offering floor-to-ceiling slab porcelain, custom-built vanities with lit mirrors and Kallista fixtures. Oversized showers are complemented with cantilevered benches, recessed storage niches, fog-free shave mirrors and effortlessly controlled with Kohler's DTV electronic, programmable system. Generous setbacks allow for uniquely large terraces, including the private ownership amenity deck. Residents will enjoy an exclusive membership to Life Time Athletic Resort and Spa's diamond level private club. Everyday fine dining, and a flagship Whole Foods are at the ground level. One Chicago offers a refined, beautifully appointed way of living in Chicago's most desirable neighborhood. With a wealth of amenities and an elegant approach to design, these residences offer the quiet tranquility of a private retreat with all the excitement of a city address.

Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent neighborhood parks, grocery, restaurants and cafes. Luxury living is made easy with over 48,000 SF of amenities. Entertain on our beautiful 41st floor indoor/outdoor amenity space including a wine lounge, chef's table, catering kitchen, outdoor terrace featuring lawn area, fire pit and grilling stations for al fresco dining - all overlooking the stunning lakefront and skyline. Wellness-minded residents at Cirrus enjoy the fully equipped fitness center including strength studio, motion studio for spinning and yoga with complimentary daily fitness classes, massage suite, steam room, indoor and outdoor pools and hydrotherapy pool. Convenient co-working spaces, salon, kid's club and indoor/outdoor dog runs make daily life easy. The unique lounge spaces, sound-proof jam room, movie screening room, conservatory, pool cabanas, sports simulator and more make life at Cirrus extraordinary. 24-hour door staff and friendly management are committed to making Cirrus a world-class community. Unit 1706 features floor to ceiling windows, wide plank hardwood flooring throughout, custom Italian Snaidero cabinetry, quartz counters, luxury Gaggenau appliances, Dornbracht fixtures and spa-like baths. Indoor parking available.

340 ON THE PARK! THE JEWEL IN THE CROWN OF LAKE SHORE EAST! 340 DELIVERS A MUSCULAR URBAN SCALE THAT STANDS UP TO ITS NEIGHBORS AND COMMANDS PRIDE OF PLACE AT THE NORTH END OF MILLENIUM PARK. ALL OF CHICAGO'S ICONIC DESTINATIONS ARE AT YOUR DOORSTEP: THE ANISH KAPOOR BEAN, THE FRANK GEHRY BANDSHELL, LAKE MICHIGAN, MONROE HARBOR, BUCKINGHAM FOUNTAIN. UNIT #1506 IS PRISTINE! THIS DELUXE ONE BED/1.5 BA IS LOCATED IN THE NW CORNER OF THE BUILDING WITH 2 WALLS OF WINDOWS. NEWER OAK HARDWOOD FLOORING, NEW GAS RANGE, NEW W/D, HIGHLY UPGRADED BATHROOM, NEW CARPET/PAINT SET THIS UNIT APART FROM THE STANDARD BUILD OUT. A UNIQUE DESIGN FEATURE OF A CUSTOM GRASSCLOTH COVERED WALL UNIFIES THE PUBLIC SPACE. THE OPEN KITCHEN W/ LARGE ISLAND ENCOURAGES CONVERSATION WHILE DOING MEAL PREP AND ENTERTAINING. THE PRIMARY BEDROOM, GUEST CLOSET AND POWDER ROOM ARE TUCKED AWAY FROM MAIN LIVING AREA. THE EN SUITE CARPETED PRIMARY BEDROOM IS GENEROUS FOR FURNISHINGS AND STORAGE. WINDOW TREATMENTS THROUGHOUT COMPLETE THIS HOME. 340 OFFERS A FULL AMENITY FLOOR ON 25 THAT INCLUDES: 2 STORY WINTER GARDEN WITH SOUTH FACING TERRACE, CLUB ROOM, CATERING KITCHEN, EXPANSIVE FITNESS CENTER W/ STATE OF THE ART EQUIPMENTS, NEWLY RENOVATED LOCKER ROOMS WITH SAUNA, STEAM, SHOWERS THAT LEAD TO THE 75' INDOOR LAP POOL. NO NEED TO JOIN A CLUB! SUPERIOR BUILDING STAFF WITH 24/7 DOOR STAFF, ON SITE MANAGER & ENGINEER. ATTENTION TO DETAIL IS PARAMOUNT TO THE PHILOSOPHY OF THE 340 LIFESTYLE! PARKING SPACE #P4-62 AND STORAGE LOCKER SP5-17 ARE INCLUDED IN PRICE.

Beautifully remodeled and well maintained brick ranch on this must see extra deep lot with amazing backyard! Not your typical city yard! Hardwood floors on first floor. Completely remodeled kitchen with maple cabinets and stainless steel appliances. Fully finished basement with full bath and third bedroom/office. Newer windows, washer and dryer, water tank, and gutters. Two car brick garage with additional storage and shed! Paved patio and swing set! This home is in truly move-in condition and located on a beautiful tree-lined street! Handicapped accessible.