View All Lakeview Chicago IL Penthouse Homes Listings

$950,000
3 Beds 2 Baths 12755857 MLS NEW Status
Rarely available Lakeview duplex penthouse with two private outdoor spaces including an incredible private rooftop deck with skyline and sunset views. This is anything but a cookie-cutter condo, with a distinctive, collected feel and a flexible floor plan that lives more like a home. The main level features hardwood floors throughout and a open floor plan with a gas fireplace and windows on multiple exposures. The renovated kitchen features abundant cabinetry, quartz countertops, island with seating and stainless steel appliances. The primary bedroom opens directly to a private deck, while a second bedroom and two full baths complete the main level. Upstairs, a dramatic family room offers incredible flexibility as a third bedroom, office, studio or additional entertaining space. Vaulted ceilings, hardwood floors and multiple skylights fill the room with natural light, while sliding doors provide direct access to the showpiece of the home: an enormous private rooftop deck with gas and water lines, multiple seating and dining areas, skyline views and incredible western sunsets. Additional highlights include newer HVAC, skylights, in-unit laundry, additional basement storage and one garage parking space. All of this in a prime Lakeview location convenient to the Southport Corridor, Wrigley Field, restaurants, shopping, parks and both the Belmont and Southport CTA stations. A truly unique penthouse with exceptional indoor/outdoor living in the heart of Lakeview.

3306 N Clifton Avenue Unit #3N, Chicago

$1,112,500
3 Beds 2 Baths 12680442 MLS CLOSED Status
Welcome home to this exceptional 3-bedroom, 2-bath penthouse condo in the heart of Chicago's coveted Southport Corridor. Perfectly situated on a quiet one-way street with minimal traffic, this 2020-built residence offers the ideal balance of vibrant city living and peaceful retreat. Just steps from restaurants, boutiques, parks, and transit. Designed with both luxury and livability in mind, the home features an intuitive open-concept layout that seamlessly connects the stunning chef's kitchen, dining area, and sun-filled living space. The kitchen is a true showpiece, complete with premium Wolf, Sub-Zero, and Asko appliances, expansive quartz countertops, and a large eat-in island ideal for entertaining or everyday living. Built-in cabinetry and bookshelves throughout add warmth, sophistication, and exceptional functionality, while integrated built-in speakers in the living room, primary suite, and private terrace create a seamless whole-home audio experience. Step outside to your spacious private terrace with nearly 200 square feet of usable outdoor living space-perfect for morning coffee, al fresco dining, or relaxing evenings. The crown jewel of the home is the spectacular approximately 1,450-square-foot private rooftop deck. Thoughtfully designed with multiple entertaining zones, it features dedicated dining space, a covered lounge area perfect for game days, and plenty of open-air space for sunbathing, gardening, or letting the pooch roll around against the backdrop of Chicago skyline views. Retreat to the inviting primary suite featuring custom built-ins, integrated media setup, and a spa-inspired bath with radiant heated floors, double vanity, and an oversized steam shower with body- and handheld-jets. Additional highlights include 7-inch white oak flooring throughout, a functional mudroom, separate laundry room with front-loading washer and dryer, basement storage, one garage parking space, and one tandem exterior parking space. This is elevated penthouse living at its finest-stylish, spacious, and perfectly located. Fall in love with your new home.

3929 N Greenview Avenue Unit #3, Chicago

$1,200,000
3 Beds 2 Baths 12640174 MLS CLOSED Status
Welcome to this luxuriously renovated oversized 3 bedroom, 2 bathroom Lakeview condo situated on a 30'' x 150' lot in the highly desirable Blaine school district! This penthouse home is nestled on a corner lot along a serene tree-lined one-way residential street within walking distance of your favorite restaurants and shops in the Southport Corridor. You'll love the soaring 10' ceilings and the open floor plan which is bathed in natural light through newer Marvin windows. The spacious living room is centered around a cozy gas fireplace with a stone surround, while the designated dining area offers an adjacent bar featuring quartz counters and a wine fridge - perfect for hosting dinner parties! The chef's kitchen has been beautifully renovated and boasts top-of-the-line Viking and Sub-Zero appliances, complemented by quartz counters, subway tile backsplash, and soft-close cabinetry with a microwave hidden in the generous pantry. The stunning barrel vault ceiling hall leads to three generously sized bedrooms, each featuring professionally built-out closets and solid core doors, a (rare) true laundry room with side-by-side washer/dryer and storage, as well as two highly updated bathrooms. The primary suite easily fits a king sized bed with ample space for nightstands and dressers, boasts a generously sized walk-in closet and a spa-like bath adorned with marble, separate vanities, an oversized shower, and a separate jacuzzi. Step out onto the spacious back deck, accessible from both the primary bedroom and the rear entry, and enjoy your morning coffee amidst tranquility. The 2nd and 3rd bedrooms easily fit queen size beds and make great combo guest rooms/offices. Ample closet space throughout, including a large pantry, coat closet, a huge walk in storage room in the basement. The expansive private rooftop deck is a real showstopper, stretching the entire length of the building offering amazing skyline views! Recently upgraded with composite decking and a pergola, this rooftop oasis sets the stage for unforgettable gatherings with a custom-built 10' bar, a 36" built-in grill, 24" outdoor fridge, turf, and even a 400 sq ft putting green! Newer privacy fencing and recessed deck lights finish off this remarkable space. Also included are 2 truly separate parking spaces, one garage space and one exterior space! Located just steps from Southport Corridor's outstanding dining and shopping options, including Crosby's Kitchen, Steingold's, Tango Sur, Anthropologie, Jewel Osco, Ella Elli, Sephora, Trader Joes, Whole Foods and more. The nearby Southport CTA station makes commuting a breeze or hop on Lakeshore Drive in minutes. Don't miss the opportunity to call this rare gem in an A+ Lakeview location your home!

3814 N Greenview Avenue Unit #3, Chicago

$1,425,000
4 Beds 3 Baths 12618497 MLS CLOSED Status
Location, Location! This fabulous 4BR, 3BTH penthouse condo with a private rooftop deck is situated on a quiet, tree-lined street in the Blaine School District, within the highly desirable Southport Corridor Neighborhood.This stunning home features an extra-wide footprint and a contemporary open layout, highlighted by high ceilings and an impressive mudroom with built-ins, tiled flooring, a bench, and in-unit laundry. The spacious living room boasts a beautiful fireplace with custom built-ins on both sides and opens to a large front terrace, perfect for grilling and entertaining.The ample dining area can accommodate any sized table you'd want, while the magazine-worthy kitchen showcases beautiful white cabinetry, Subzero and Wolf appliances, a built-in pantry, beautiful quartz countertops and subway tile backsplash.The primary suite offers a massive walk-in closet with high-end custom organizers, a bath with heated floors, a steam shower, and double vanities. There are three additional bedrooms which all feature custom closets, and one including an en-suite bathroom and custom Murphy Bed.The icing on the cake is the private rooftop deck which covers the entire building and features Trex decking, a custom pergola, and skyline views. This unit includes a 1-car garage plus a parking pad in front of the garage door.All of this is within walking distance to world-class shopping, bars, restaurants, and cafes along Southport Corridor, and just a short distance to Wrigley Field and the lakefront!

1419 W Byron Street Unit #3, Chicago

$750,000
2 Beds 2 Baths 12569125 MLS CLOSED Status
Highest and Best due at 5pm Monday 3/2! Stunning, sun-drenched 2-bedroom, 2-bath penthouse condo situated on a quiet, one-way, tree-lined residential street in Lakeview. This exceptional home offers a spacious private rooftop deck complete with an outdoor kitchen and sweeping downtown skyline views. The open-concept layout features a gourmet kitchen with cherry cabinetry, granite countertops, high-end appliances including SubZero, and a generous pantry. The living room boasts a wood-burning fireplace with gas starter and a charming Juliet balcony. The expansive primary suite easily accommodates a king-sized bed and includes a large private balcony, three closets (two walk-ins), and a spa-inspired bath with a Jacuzzi tub, steam shower, and heated floors. The second bedroom also comfortably fits a king-sized bed or is the perfect space for a work from home office. Enjoy abundant natural light from windows on all four sides, with eastern exposure in the primary suite and western exposure in the living room. Additional highlights include crown molding, Brazilian cherry hardwood floors throughout, in-unit laundry, and exceptional closet space. Attached garage parking and storage are included. Unbeatable location just steps from the Red Line, the lakefront, Whole Foods, Wrigley Field, Jewel, and the shops and restaurants of the Southport Corridor. Located within the Nettelhorst School district, in a friendly neighborhood and welcoming building.

3537 N Reta Avenue Unit #4, Chicago

$875,500
3 Beds 3 Baths 12530674 MLS CLOSED Status
Discover the charm of Southport Corridor living with this duplex-up penthouse, ideally located in one of Chicago's most sought-after neighborhoods. From the moment you step inside, you'll notice the thoughtful design, high cathedral ceilings, and spacious, light-filled living areas. The open-concept layout seamlessly connects the living room to the kitchen, making it perfect for hosting gatherings. This 3-bedroom, 3-bath condo offers flexibility with two bedrooms on the main level, giving you the option for a primary suite on either floor. Upstairs, a lofted space provides additional living possibilities-use it as a home office or lounge. Recently painted and updated with new carpeting, this home is ready for its next owners. The kitchen features an open layout with a separate dining area, ideal for everyday meals or entertaining. Built-ins in the living room add character and upstairs marble bath create a relaxing retreat. Additional highlights include an in-unit washer/dryer, ample storage, and two private outdoor spaces, including a wide deck for unwinding or hosting friends. Located in the highly regarded Burley School District, this home is steps from all that Southport Corridor offers-Schuba's, parks, dog parks, two nearby EL stops, and a lively selection of shops and restaurants. Garage parking is included for added convenience in this vibrant area. This well-maintained, light-filled property is ready to welcome you.

1312 W Fletcher Street Unit #3W, Chicago

$790,555
3 Beds 2 Baths 12476185 MLS CLOSED Status
HIGHEST AND BEST OFFERS DUE SUN SEPT 21 AT 7PM CST. Gorgeous updated 3 bedroom 2 bath penthouse duplex up condo in the highly coveted Southport Corridor and Burley School district! This unique and extra wide floor plan has soaring ceiling heights, tons of windows, lots of sunlight, hardwood floors throughout, and two large private outdoor spaces. Welcome guests into your formal foyer with coat closet which leads to a massive living room/dining room with gas fireplace and updated kitchen with newer white Shaker style soft close cabinets/drawers, stainless steel appliances and quartz counters as well as an island that seats 3. Down the hallway are two large bedrooms on the main level, one which has it's own large private balcony. Both bedrooms share a hallway bathroom which is across from the laundry area. Upstairs the entire second floor is a huge private primary suite with a massive private terrace, stunning city views, an ensuite bathroom with dual sinks, a soaking tub and a separate shower with rain showerhead along with a large organized walk in closet. This condo also comes with two parking spaces: one garage parking space plus an outdoor parking space right before the garage parking space as well as a storage unit in the basement. This stunning condo is just blocks away from Whole Foods, Target, the Belmont CTA station servicing the brown, purple, and red lines, Costco, Wrigley Field and tons of shops and restaurants. Or just a short drive to either Lake Shore Drive or 90/94.

1326 W Belmont Avenue Unit #3E, Chicago

$1,175,000
4 Beds 4 Baths 12460991 MLS CLOSED Status
Top of the line newer build Duplex Up Penthouse on the border of Roscoe Village and Lakeview. Boasting a spacious floor plan, this 4-bedroom, 3.5-bathroom residence with three outdoor spaces is designed for modern living with impeccable attention to detail. The gourmet kitchen is a chef's dream, featuring a Miele cooktop, double oven, range hood, Thermador refrigerator & freezer, Bosch dishwasher, and a built in Miele coffee machine. Whether you are hosting a dinner party or preparing a family meal, this kitchen is equipped to handle it all as is the butlers pantry with wet bar and a wine fridge. Hardwood floors flow seamlessly throughout the home. The first level has two seating areas with ample space for relaxation and entertainment both equipped with fireplaces and a front balcony. The second level features a primary suite that includes two walk-in closets, a balcony, a primary bath with a giant soaker tub, heated floors and steam shower. Walk down the hall and you'll find three more bedrooms one fitted perfectly as a guest suite for visitors. The third level leads you to a bonus room perfect as an office/home gym and to the massive private roof deck with panoramic views of the city. This home is custom built with power shades throughout / blackout in the bedrooms, shelving and desk in the family room and tons of storage throughout. Located in a 6 unit walk-up building on a wide lot, this condo offers a charming urban living experience. Steps from restaurants, shops and bars on Roscoe and Belmont. 1 garage parking space included.

2149 W Belmont Avenue Unit #3W, Chicago

$625,000
2 Beds 2 Baths 12414265 MLS CLOSED Status
Welcome home! This gorgeous, sun-drenched Lakeview penthouse features skyline views, soaring vaulted ceilings, and luxury updates. This top-floor 2 bed, 2 bath condo is filled with an abundance of natural light from skylights and oversized arched windows that frame peaceful treetop views. The spacious living room features a gas fireplace with a custom tile surround, built-in shelving, and a beverage fridge. The open-concept kitchen was modernized in 2022 with white upper and navy lower cabinets, quartz countertops, a marble tile backsplash, farmhouse sink, stainless steel appliances, and an oversized island with seating. The dining area sits beneath a skylight and flows naturally into the living space. The king-sized primary suite includes vaulted ceilings, a flexible nook perfect for lounging or a home office, 2 walk-in closets with organizers, and a walk out patio with a rebuilt deck completed in 2024. The en suite primary bath, remodeled in 2023, features grey subway tile, dual vanities, matte black hardware, and a oversized soaking tub. The second bedroom includes a full closet and access to a charming balcony, making it ideal for a guest room or office. The guest bath was fully remodeled in 2024 with stylish scalloped tile and a modern vanity. A separate laundry/mudroom includes side-by-side washer and dryer, extra cabinetry, and bonus storage. Garage parking includes EV Charging installed and ready for use. Located in a well-maintained building in the Blaine School District, just blocks from Southport Corridor, the Brown Line, Wrigley Field, shops, dining, and more.

3708 N Ashland Avenue Unit #3, Chicago

$711,000
2 Beds 2 Baths 12443892 MLS CLOSED Status Plaza 32 BLDG.
Step into this freshly updated 2 bedroom/2bathroom condo in Plaza 32, a sought-after elevator building in the heart of Lakeview with 24-hour door staff and secure garage parking. This corner penthouse has East and South exposures with an abundance of natural light. Sweeping views of both the lake and city skyline are framed by 10-foot ceilings, large windows, and stunning dark hardwood floors. The sleek, modern kitchen boasts honed black quartz countertops, stainless steel appliances, and ample cabinet space, opening seamlessly into the dining room and living area. A split floor plan ensures privacy, while faux concrete tile in the bedrooms and a brick veneer accent wall create a rare loft-inspired aesthetic not often found in Lakeview. The primary bedroom is a true retreat with double closets and a freshly remodeled bathroom with spa-like finishes. Enjoy the convenience of in-unit laundry, generous storage in and out of the bedrooms with modular shelving, and a private patio to soak in the incredible views. Perfectly located near shopping, dining, and transit, this unique home combines modern luxury with industrial charm in one of Chicago's most vibrant neighborhoods. Unit comes with a tandem parking spot for 2 cars. Building has bike storage, a storage space, and a common park between the two side of the building. Assessments include gas, water, DISH Network and high speed internet. Dog and cat friendly. Close proximity to the lake, Mariano's, Whole Foods, Starbucks, and Target as well as CTA-Belmont stop. This home will not last long, well run building and one of the most Extraordinary units in the building. Call today to see! Chandelier in living room and second bedroom are excluded from the sale.

3232 N Halsted Street Unit #D1001, Chicago

$695,000
2 Beds 2 Baths 12414521 MLS CLOSED Status
Calling all entertainer enthusiasts! This stunning 2-bedroom, 2-bath penthouse condo-located across from Hamlin Park-offers the ultimate in luxury living in one of Roscoe Village's most sought-after locations. Built in 2015, this spacious home lives like a single-family residence, with all the conveniences of condo living. Step inside to a large, light-filled living room featuring gleaming hardwood floors, a cozy gas fireplace, and custom built-ins with hidden lighting for a sophisticated touch. The open-concept layout flows seamlessly into the chef-inspired kitchen, complete with high-end Viking appliances, low-maintenance quartz countertops, a restaurant-grade range, and a breakfast bar perfect for hosting. The primary suite is a serene retreat with trayed ceilings, a generous walk-in closet, and a spa-like ensuite bathroom boasting Grohe fixtures, dual vanity, heated floors, and a luxurious steam shower with Carrera marble surround. Additional highlights include generously sized rooms, ample closet space, in-unit laundry, Hunter Douglas automatic blinds, an integrated sound system, and full smart home features including Nest-controlled heating/air and a built-in security system-enhancing both comfort and functionality. But the real showstopper? A massive private rooftop terrace that spans the entire building-ideal for entertaining-with interior access, a dry bar, and a gas grill hookup. Garage parking with EV charger is included. All this, just steps from Roscoe Village's best bars, restaurants, parks, and shopping. Enjoy peace of mind with some of the lowest HOA fees in Chicago-never raised since the building's construction in 2015. Don't miss your chance to own this exceptional home-schedule your private tour today!

2941 N Damen Avenue Unit #3, Chicago

$645,000
3 Beds 2 Baths 12311319 MLS CLOSED Status
Sun-Drenched Extra-Wide Penthouse in the Heart of Roscoe Village! Welcome home to this exceptional 3-bedroom, 2-bath penthouse condo, where luxury meets charm in the heart of Roscoe Village. With south, east, and west exposures, this extra-wide layout is bathed in natural light from oversized windows, creating a warm and inviting ambiance throughout. Step inside and be wowed by the gourmet chef's kitchen, featuring natural stone countertops, high-end cabinetry, a massive island with extra storage, a wine fridge, and a walk-in pantry-designed for effortless entertaining and everyday convenience. The open-concept living and dining area is a showstopper, showcases rich hardwood floors, soaring ceilings, intricate wainscoting, and elegant crown molding. Custom light fixtures enhance the space, while a cozy gas fireplace adds the perfect touch of warmth. French doors open to a spacious balcony, ideal for morning coffee, al fresco dining, or evening cocktails under the stars. Your private retreat awaits in the expansive primary suite, complete with a spa-inspired ensuite bathroom, featuring dual vanities, a glass-enclosed shower with body sprays, and a luxurious whirlpool tub-the ultimate escape after a long day. Both bathrooms and the primary bedroom have been freshly painted, offering a crisp, modern feel. But that's not all-this home includes rare roof rights, giving you the opportunity to create your own private rooftop oasis with breathtaking city views! Additional perks include one garage parking space and a ground-floor storage closet for all your extras. Nestled in the heart of vibrant Roscoe Village, you're just steps from trendy boutiques, acclaimed restaurants, cozy cafes, and the green spaces of Hamlin Park. Commuting is effortless with easy access to the CTA, and pet lovers will appreciate the pet-friendly building. This is a rare gem that truly has it all-don't miss your chance to call this stunning penthouse home! Schedule your private showing today!

1951 W Belmont Avenue Unit #3E, Chicago

$560,000
2 Beds 2 Baths 12363509 MLS CLOSED Status
Looking for a stylish city home with space to live, work, and entertain? This top-floor 2 bed / 2 bath condo in an intimate 3-unit walk-up delivers rare charm and smart design, right in the heart of Lakeview. Set on an extra-wide lot, the floor plan is noticeably more open and spacious than your typical condo. Hardwood floors run throughout the home, while vaulted ceilings and skylights flood the living room with natural light. The open living/dining area features a cozy wood-burning fireplace and a built-in window seat with hidden storage-perfect for curling up with a book or hosting friends. The kitchen is equal parts function and style, with stainless steel appliances, a breakfast bar, and generous counter space for everyday cooking or weekend entertaining. The primary suite offers excellent closet space and a private en-suite bath. The second bedroom is a flexible bonus-easily a home office, guest room, or both. Step outside to your oversized private deck-ideal for morning coffee or pregame hangouts before a short stroll to Wrigley Field. Bonus features include tandem parking for two cars, ample in-unit storage, and a massive private storage room in the basement. All this in the award-winning Blaine Elementary school district and just steps from the best of Lakeview: restaurants, nightlife, shops, CTA, the lakefront, and more. Don't miss your chance to own a one-of-a-kind penthouse in one of Chicago's most vibrant neighborhoods.

1206 W Addison Street Unit #3, Chicago

$950,000
2 Beds 2 Baths 12362845 MLS CLOSED Status
Luxury Penthouse, Enjoy Chicago summers on a 1,152 sq ft private rooftop terrace, plus a front balcony and garage parking on an extra-wide, DOUBLE LOT. 2022-built, extra-wide two-bedroom, two-bath penthouse offers modern design, premium finishes, and incredible natural light with soaring ceilings, expansive windows, and wide-plank oak floors- all on a charming tree-lined street. This professionally designed, open-concept kitchen exudes modern sophistication with custom cabinetry, clean architectural lines, and luxe quartz countertops. The extra-long waterfall-edge breakfast bar offers generous seating and a striking focal point for entertaining. Panel-ready Thermador appliances are seamlessly integrated for a sleek, built-in look that enhances the kitchen's refined aesthetic. The generous living room opens onto a large private balcony, perfect for outdoor lounging or entertaining. Framed by a wall of oversized windows, the living and spacious dining areas overlook a serene canopy of mature trees, creating a peaceful, leafy backdrop. The spa-inspired primary bath showcases luxurious marble finishes, an oversized glass-enclosed shower with a built-in bench and shower niche, and dual vanities. Radiant heated floors, custom vanity millwork with under-cabinet LED lighting, and illumination in the shower niche create a moody, relaxing ambiance. A large custom walk-in closet completes the serene primary suite. The second bedroom is generously sized and features a spacious custom closet. The adjacent full bath has a custom-made vanity topped with an 8" miter-profile Taj Mahal quartzite countertop and modern fixtures. The true showstopper is the exclusive rooftop deck, spanning the full footprint of the condo below and accessed via a private interior staircase. Enjoy expansive 360-degree views of the downtown skyline, including Wrigley Field, the Sears Tower, numerous landmark buildings, and the iconic big blue sky. With ample space for a garden, dog run, or lounge area, this rooftop is the ultimate setting for outdoor entertaining, unwinding, or simply soaking in the stunning cityscape. Additional highlights include abundant storage, custom-built closets, and enhanced soundproofing. This new build incorporates concrete between floors. Each main room is pre-wired with CAT 6E Ethernet and RG6 video lines for high-speed connectivity. A steel rear porch adds durability and convenient secondary access. Located just three blocks from the Belmont Red, Purple, and Brown Line stations and a short walk to the vibrant Southport Corridor, you're steps to notable dining, charming local boutiques, cozy coffee shops, grocery stores, and convenient transportation, making this home the perfect blend of luxury and location.

3219 N Seminary Avenue Unit #3N, Chicago

$965,000
4 Beds 3 Baths 12349978 MLS CLOSED Status
WEEKEND OPENS HAVE BEEN CANCELLED. Sophisticated Penthouse Living in Coveted Lakeview Locale. Perched atop an exclusive two-unit building in the heart of Lakeview, this extraordinary rare FOUR bedroom, three full bathroom penthouse offers the rare blend of single-family comfort and luxury condo convenience. Envision your own private urban oasis-bathed in natural light, framed by leafy treetop views, and meticulously designed with upscale, contemporary finishes. This expansive, top-floor residence is entirely turn-key and radiates refined elegance from the moment you enter. Newly installed wide-plank hardwood flooring flows throughout the home, setting a rich foundation for the thoughtfully curated interiors. The sun-drenched living room is boldly inviting, anchored by a sleek gas fireplace with built-ins, and framed by oversized windows and a slider door for a private Juliet balcony that welcomes abundant sunshine and verdant green trees. The fully renovated chef's kitchen is a statement in style and function, boasting quartz countertops, newer high-end stainless steel appliances, custom two-tone cabinetry in white and navy, trendy accessories and generous storage. A separate, oversized dining area easily accommodates large gatherings-perfect for entertaining in style. The flexible floor plan includes a full bath and spacious guest suite on the main level, ideal for guests or a serene home office. This main-level bedroom features an impressive CUSTOM walk-in closet and designer wood-paneled accent wall, creating the ultimate work-from-home sanctuary. Upstairs, the private quarters continue with three additional bedrooms. The lavish primary suite is a peaceful retreat with treetop views, a grand walk-in closet with natural light, and a spa-caliber en-suite bath featuring dual vanities, a soaking tub, and a separate glass-enclosed shower. Two generously sized secondary bedrooms provide ample space for queen beds and stylish functionality. Step outside to the show-stopping INTERIOR ACCESS PRIVATE rooftop deck - an entertainer's dream with newer decking, a custom pergola, and panoramic views of the city skyline. Whether hosting al fresco dinners or enjoying a tranquil morning coffee, this space offers unmatched outdoor living three seasons of the year. Additional features include side-by-side laundry with sink and storage, TWO CAR tandem parking with EV charging inside massive garage, newer custom closet systems, designer lighting, smart home technology, newer HVAC, and a low HOA in a well-managed building. Enjoy peaceful residential living with exceptional walkability - half a block from Chi Che Wang Park, great grocery options (Jewel, Whole Foods, Costco), shopping, dining, coffee shops and entertainment. Zoned in Prescott Elementary and Lincoln Park High School, and with easy highway access, this dream penthouse is truly the best of all worlds.

1645 W Wolfram Street Unit #2, Chicago

$315,000
1 Beds 1 Baths 12331760 MLS CLOSED Status Post Card Factory Lofts BLDG.
Rarely available - investor friendly top floor, oversized 1035 sf. 1 bed/1 bath timber loft penthouse in the iconic Postcard Factory Lofts! The perfect blend of industrial charm and modern convenience in a prime North Center/Ravenswood location. Featuring 14 ft ceilings with exposed beams and original brick walls with a gas starter wood-burning fireplace, this unit exudes character. The abundant natural light from the oversized north facing windows draw you into a warm inviting dining and living area. This one bedroom is larger than many two bedrooms and the living space easily accommodates a dining table, oversized living room furniture with enough additional space for an at home office area/desk set up. With a new HVAC system and hot water heater all replaced in 2023 and the roof redone 6 months ago you can customize the kitchen and bath with your preferred design updates! The dishwasher is being conveyed "as-is". In-unit laundry is permitted and coin operated commercial grade machines are available in a common 2nd floor laundry room. Storage is abundant and includes an in-unit crawl space providing ample storage for seasonal and bulky items. The building boasts a new common roof deck with stunning skyline views. Security and convenience are enhanced with a programmable intercom system. Street parking is easy and abundant. Located just a 2-minute walk from the Irving Park brown line stop and a bus stop right in front of the building, this condo offers exceptional accessibility.

1733 W Irving Park Road Unit #508, Chicago

$590,000
2 Beds 2 Baths 12312492 MLS CLOSED Status
This top-floor, corner penthouse offers an exceptional floor plan with extra-wide rooms and an abundance of windows, flooding the space with natural light. Nestled between Southport Corridor and Roscoe Village, this updated condo provides both walkability and practicality in a central Lake View location. The bright and airy great room is spacious enough for both living and dining, featuring vaulted ceilings with skylights, a cozy gas fireplace, and a small south-facing balcony-ideal for your grill or herb garden. Throughout the home, rich hardwood floors enhance the warmth and character of the space, while fresh white paint in the common areas creates a crisp, modern feel. The sizable eat-in kitchen features neutral white cabinetry, under-cabinet lighting, an island with seating, granite countertops, and stainless steel appliances. Both bedrooms are generously sized, offering organized closets and gleaming hardwood floors. The primary suite includes a double vanity with white cabinetry and a Jacuzzi tub/shower combo, while the second full bath boasts an updated vanity, a walk-in glass shower, and a linen closet. Love outdoor space? This home has THREE! A balcony off the kitchen, a wide back deck accessible through the main hallway, and a HUGE private 39' x 20' recently painted rooftop deck-perfect for entertaining or relaxing in the sun. Additional perks include a large private storage closet, garage parking with EV charging, and a prime location just steps from the Paulina Brown Line stop, multiple bus routes (#152, #X9, #9, #76), Whole Foods, Trader Joe's, and Target.

3426 N Ashland Avenue Unit #4S, Chicago

$1,262,500
3 Beds 3 Baths 12293991 MLS CLOSED Status
Experience luxury living in this exceptional penthouse condo, located in a newer construction elevator building in Lakeview. This residence offers a spacious, thoughtfully designed floor plan with timeless finishes and multiple outdoor spaces, including an expansive private rooftop deck boasting breathtaking architectural views. Step into a welcoming entry foyer that leads into an open layout featuring distinct and well-proportioned living and dining areas, bathed in natural light. As a top-floor NW corner unit, this home offers unparalleled views. The chef's kitchen is a true highlight, equipped with Thermador appliances, a blend of warm wood and white two-toned cabinetry, double-stacked cabinets for ample storage, a full-height stone backsplash, a convenient pot filler, and a large island perfect for entertaining. Adjacent to the dining area, a custom bar with Thermador wine fridges, additional storage, and display shelving elevates the space. The living room features a sleek fireplace and opens to a covered deck, ideal for morning coffee or evening cocktails while watching the sunset. The primary bedroom retreat includes automated Roman shades, a spacious walk-in closet, and a spa-like bathroom featuring a double-sink vanity with a marble countertop, heated floors, and classic tile for an added touch of elegance. Bedroom 2 offers flexibility with a custom-built Murphy bed, walk-in closet, and en-suite bath. The third bedroom is also generously sized and has an adjacent full bath. Head upstairs (or take the elevator) to the impressive private rooftop deck, complete with a custom pergola. This outdoor oasis offers captivating views that create the perfect backdrop for both daytime relaxation and evening entertaining. This home is perfectly located, with easy access to coffee shops, restaurants, grocery stores, and retail, all within walking distance. One garage space and additional storage are included with the unit.

2935 N Southport Avenue Unit #4F, Chicago

$740,000
2 Beds 2 Baths 12157401 MLS CLOSED Status
Experience unparalleled city living with this stunning 2 bedroom, 2 bath penthouse condo in the heart of Chicago's vibrant Lake View neighborhood. Built in 2003, this exceptional residence combines modern luxury with classic charm, offering an elevated lifestyle that's hard to match. Prime Location nestled just steps from exciting nightlife and an array of top-tier restaurants, this condo ensures you're always at the center of the action. Plus, convenient access to the train makes commuting and exploring the city a breeze. Expansive Rooftop Deck recently renovated with upgrade, the private rooftop deck is an entertainer's dream. Featuring durable Trex decking, a cozy gas fire pit, and decorative metal railing, it offers breathtaking panoramic city views and a sophisticated space for gatherings. Generous Layout this penthouse boasts an impressive 18-foot width, providing an open and airy living space that enhances your comfort and enjoyment. Elegant Interiors enjoy 10' ceilings, a gas-start wood-burning fireplace, and elegant crown molding. The beautifully designed gourmet kitchen includes a double oven and a separate gas cooktop, perfect for culinary enthusiasts. It combines functionality with style to meet all your cooking needs. Luxurious Master Suite is a true retreat, featuring a secluded balcony, a spacious bath, and three generous closets for ample storage and privacy. Convenient extra storage is available on the lower level, ensuring you have ample space for all your belongings. Includes one dedicated garage space for your convenience. This penthouse condo is a rare gem, offering a blend of modern amenities and timeless elegance in one of Chicago's most sought-after neighborhoods. Don't miss the opportunity to make this luxurious Lake View residence your new home.

1028 W Newport Avenue Unit #3, Chicago

$920,000
4 Beds 4 Baths 12153350 MLS CLOSED Status
Highly sought-after and rarely available 4 bedroom, 3.5 bath penthouse with garage parking in the heart of Lakeview, 2 blocks from Nettlehorst Elementary School. Three private outdoor spaces, high ceilings, cherry wood moldings and cherry hardwoods throughout the home! Built in 2000, the entire condo was lovingly rehabbed in 2016. Healthy condo reserves, massive and stunning 1200+ square foot composite roof deck with pergola. Two other outdoor spaces including a deck off the 2nd level bedroom and main level terrace. Most appliances and lower level windows new in the last 1-8 years (detailed list available). Hunter Douglas PowerView shades in the Master bedroom, ADT security system, Google home, and Lutron lighting. A brand new furnace, A/C condenser and water heater installed in 2022/2023. First level features a fully open plan with cherry wood floors throughout, a large living room with gas fireplace, wiring for surround sound, large kitchen with granite counters and kitchen island, Viking four burner range with grill and hood, dining room and half bath. The back of the first level boasts two adjoining bedrooms with one full bath and an outdoor terrace. The second level also has cherrywood floors throughout and a large Master bath with generous shower and soaking Jacuzzi tub. Another bedroom on the second level has its own ensuite bathroom with additional large storage closet and a private terrace. The huge master bedroom has a large banquette with tons of cedar storage underneath, hardwood floors, ceiling fan, gas fireplace and dual walk-in cedar closets. The gorgeous, private roof deck boasts views of both Wrigley Field and downtown. Add to all of this a very large, high-ceiling basement storage room, deeded garage parking and Nettlehorst school district and this property can't be beat!

820 W Buckingham Place Unit #3, Chicago

$1,042,000
3 Beds 2 Baths 12111861 MLS CLOSED Status Southport Corridor BLDG.
Welcome to your DREAM HOME in the heart of Lakeview's vibrant Southport Corridor, just four blocks from iconic Wrigley Field & steps from all the dining & entertainment along treasured Southport Ave. ***This 3 bedroom, 2 bath PENTHOUSE condo, nestled in an intimate 10-unit ELEVATOR building, offers 10 ft ceilings, 2,000 sq feet of interior living space PLUS a stunning roof-top SKY LOUNGE that is the ultimate urban oasis for anyone who enjoys outdoor living & entertaining!***Get ready to fall in love with the incredible amount of space, natural light, the extra-wide layout including separate dining nook & oversized kitchen island, ideal for both everyday living and entertaining. Recent updates include brand-NEW Quartz countertops & brand-NEW double oven, plus newer stainless appliances & the cabinets have been freshly updated with a new color palette. This beautiful space will inspire your culinary creativity! *** The enormous primary suite is tucked back in the rear portion of the building, facing north and offers a balcony and a spacious walk in closet. BRAND NEW UPDATES to the bathroom include sleek new flooring, a fresh color palette, modern lighting fixtures & mirrors. The primary suite is a sanctuary of comfort and style, newly updated to provide a spa-like experience.*** The main floor offers two additional spacious bedrooms, full bathroom with newer vanity & counter top, plus a laundry / utility room with side by side washer/dryer, a gas fireplace and large entry closet.*** Unit 4B is an entertainer's paradise offering multiple outdoor living spaces. One is a south-facing balcony with covered terrace off the living room, the 2nd is a secluded balcony tucked away, off the primary bedroom suite.*** The CROWN JEWEL is the spectacular rooftop SKY LOUNGE, with interior stair access, recently renovated with composite decking & a turf covered lounge area. You'll find a spacious dining area with a custom pergola, a built-in bar with a granite countertop, sink, wine tap, refrigerator, AV equipment, a portable hot tub, convenient irrigation system, custom lighting, and breathtaking 360 degree views.*** Whether you love having family & friends over to party it up, listen to the Cub's game, or one of the many summer concerts, or if you prefer to relax, catch some rays, enjoy a cocktail, book or a good soak in the hot tub, the options are limitless with this outdoor oasis! ***The condo comes with TWO parking spaces: one attached garage spot and an exterior space in the rear of the building which can be rented out through any of the shared parking apps.***Extra storage also included. Healthy reserves, self-managed. NEW ROOF AND RECENT TUCK POINTING completed.*** Ideally located in a walk-to-everything location, you're surrounded by eclectic restaurants, trendy & old school bars, pubs, boutiques and a plethora of amenities. This home offers the perfect balance of city living & neighborhood charm. Don't miss the chance to own this exquisite penthouse in one of Chicago's most sought-after neighborhoods. Your luxurious urban oasis awaits. Come live YOUR BEST LIFE @ 3601 N. Southport!

3601 N Southport Avenue Unit #4B, Chicago

$680,000
2 Beds 2 Baths 12045981 MLS CLOSED Status
Indulge in the ultimate urban luxury within this stunning penthouse featuring two bedrooms and two bathrooms, located in the sought-after Lakeview neighborhood. Inside, hardwood floors and modern window treatments adorn the space. The chef's kitchen harmoniously combines style and practicality, highlighting premium Subzero and Viking appliances, stylish 42" cabinetry, immaculate quartz countertops, and a striking marble backsplash. Warm undercabinet lighting creates a cozy atmosphere, ideal for cooking and hosting gatherings. The living area is a harmonious blend of comfort and elegance, featuring a gas fireplace for a cozy touch. Trey ceilings, refined crown molding, and floor-to-ceiling windows not only elevate the aesthetics but also flood the area with natural light, creating a welcoming ambiance. The primary suite provides a peaceful sanctuary with a well-appointed walk-in closet and a remodeled spa-like en-suite bathroom with heated floors, double sinks, and a walk-in shower with a deep soaking tub for a luxurious experience. Step outside to enjoy the penthouse's additional amenities: a spacious balcony for morning relaxation, a private rooftop deck with freshly stained flooring, Pergola and lighting offering breathtaking city views, and convenient garage parking. With extra storage space and a prime location near top dining, nightlife, Wrigley Field, and the CTA, this condo seamlessly combines luxury and convenience. Beyond being a residence, this exceptional Lakeview penthouse offers a lifestyle of unmatched comfort and sophistication. Don't miss this opportunity to make it yours and savor the ultimate urban living experience.

3251 N Kenmore Avenue Unit #3, Chicago

$655,000
2 Beds 2 Baths 12042372 MLS CLOSED Status
Nestled in the vibrant heart of Lake View, this stunning & bright penthouse offers a lifestyle of luxury and convenience in its amazing location. Boasting 2 bedrooms, 2 bathrooms, and a host of upgrades, this condo is a true gem. Upon entering, you'll be greeted by soaring cathedral ceilings that create an airy and spacious atmosphere and skylights. The open-concept layout flows seamlessly from the living area to the kitchen, where a breakfast bar awaits for casual dining or entertaining guests. Step out onto the Juliette balcony and take in the stunning views of the treelined streets or bask in the natural light that floods the space through large windows. This home has been meticulously updated with attention to detail. Enjoy the convenience of new stainless steel GE kitchen appliances, as well as a new a/c, furnace, and water heater installed in 2022. A laundry remodel and an attic storage expansion add practicality and functionality, leaving nothing for the new buyer to do but relax and enjoy. Hardwood floors throughout the entire residence, while the bathrooms have been elegantly redone with high-end finishes (2020.) The primary bedroom features a new marble bath, offering a spa-like retreat within the comfort of home. Step outside onto the private patio which can be accessed BOTH off the hallway and primary bedroom, perfect for enjoying your morning coffee or unwinding after a long day. Custom built-out closets in both bedrooms provide ample storage space for all your belongings. Included in the purchase price are one detached garage space and one storage space. Plus, the building features an amazing common garage roof deck, perfect for year-round enjoyment. The location couldn't be more ideal, with easy access to the Belmont CTA, Wrigley Field, Kenmore Park, restaurants, shopping, nightlife, and everything else that Lakeview has to offer. Don't miss this opportunity to experience the best of city living in one of Chicago's most coveted neighborhoods!

3144 N Kenmore Avenue Unit #3, Chicago

Start Your Search



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 our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) 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 accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. 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.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.

Lakeview, Chicago IL · Curated MLS Search

Penthouse Homes in Lakeview, Chicago IL

An editorially curated view of every active penthouse homes listing in Lakeview, Chicago IL. Updated in real time from the local MLS, presented without the noise.

Browse Active Listings