Cook Homes with Penthouse Style

Cook Homes with Penthouse Style

Welcome to Cook County, Illinois, a vibrant region that perfectly blends urban sophistication with suburban charm. As the second most populous county in the United States, Cook County is home to the bustling city of Chicago and its surrounding suburbs, offering a diverse range of lifestyles and amenities. From world-class dining and entertainment to stunning parks and cultural institutions, residents enjoy a rich tapestry of experiences right at their doorstep.

For those seeking a unique living experience, Cook County boasts an array of homes that embody penthouse style, even beyond the high-rise skyline of downtown Chicago. These residences offer spacious layouts, luxurious finishes, and breathtaking views that elevate everyday living to new heights. Imagine waking up to panoramic vistas of the city or the serene beauty of nearby Lake Michigan, all from the comfort of your own home.

Penthouse-style homes in Cook County often feature expansive outdoor spaces, perfect for entertaining or simply unwinding after a long day. High ceilings, modern appliances, and designer touches create an atmosphere of elegance and sophistication. Whether you’re drawn to the vibrant energy of the city or the tranquility of suburban life, these homes cater to a variety of lifestyles.

With easy access to public transportation, top-rated schools, and a plethora of shopping and dining options, Cook County is not just a place to live; it’s a community where you can thrive. Explore the possibilities of penthouse-style living in this dynamic region, and discover your dream home today!

Newest Cook Homes with Penthouse Style

$650,000
3 Beds ⋅ 2 Baths ⋅ 12724033 MLS ⋅ NEW Status
Welcome home to your 3 BD/2BA North Center Penthouse Oasis! This extra-wide layout is well-designed, perfectly located and full of natural light. Spacious stainless steel kitchen boasts a large breakfast bar and granite tops adorn all counters. Combined living/dining room features a ventless fireplace and looks out to the first (of three) private balconies perfect for BBQ and lounging. Spa-like primary suite offers privacy and luxury. A large W/I closet provides ample storage while the gracious ensuite includes separate jetted tub and glass-enclosed shower. Additionally, another attached massive balcony is attached, shaded by trees and completes the owners quarters. Additional bedrooms have ample closets and gleaming hardwood floors. An in-unit laundry and dedicated 2 car tandem parking are included in the price. This 4th floor walk-up also has full rooftop access and is prime for finishing. This space is for the exclusive use of this unit and would add a fantastic amount of outdoor enjoyment. Situated in the Coonley School district and just steps from incredible restaurants and shopping. Available with immediate occupancy. *Showings start Saturday, August 8.*

1927 W Irving Park Road Unit #4, Chicago
$299,900
2 Beds ⋅ 2 Baths ⋅ 12651896 MLS ⋅ NEW Status ⋅ The Pines BLDG.
Check out this beautifully updated 2 bedroom / 2 bathroom penthouse condo in the highly sought-after 55+ Community, The Pines! Step inside and you will immediately notice the open-concept layout featuring vaulted ceilings, a skylight, updated fixtures, a coat closet, and an abundance of natural light throughout. The kitchen offers newer appliances, updated cabinet hardware, ample cabinetry, a pantry cabinet with pull-out drawers, generous counter space, luxury vinyl plank flooring, and a cozy eat-in dining area. From the kitchen, enjoy direct access to the screened-in balcony featuring new carpeting and a convenient storage closet. The dining area flows seamlessly into the spacious living room, creating the perfect space for entertaining or relaxing. The primary suite features a large walk-in closet with custom built-ins and a private ensuite bath with a glass-enclosed walk-in shower with bench seating, a jetted tub, and a linen closet. A second bedroom, the full hall bathroom with a tub/shower combo, and an additional linen closet provide excellent space for guests or a home office. The laundry room includes a washer and dryer, shelving, and mechanicals for added convenience. Additional building amenities include temperature regulated parking on the main level, a private storage unit, and elevator access. Recent updates include flooring throughout, light fixtures, paint, cabinet hardware, and all windows were replaced in 2023 with a lifetime screen warranty. Additional improvements include the washer/dryer (2018), water heater (2014), and more. Conveniently located near restaurants, shopping, interstate access, the train station, and everything downtown Tinley Park has to offer!

6321 Pine Ridge Court Unit #3A, Tinley Park
$549,900
2 Beds ⋅ 1 Baths ⋅ 12722543 MLS ⋅ NEW Status
Unique and rarely available - Welcome to 2401 W Ohio St #34 - a hard-to-find vintage timber loft in vibrant Ukrainian Village/Smith Park! You are immediately drawn into the space with its exceptional 14'+ timber ceilings, exposed brick, and oversized windows. This expansive loft has an enviable floor plan featuring a lofted 2nd bedroom built over a fully enclosed main level bedroom. The wide main living/dining area includes a wood burning fireplace and surrounding hearth done by the owners in 2023. The full kitchen with ample work space features stainless appliances, concrete counters and a large island. A tucked away work from home office is an additional added unique feature. Unit has one full bath, washer dryer in-unit, separate mechanicals and hardwood floors throughout. On the top floor of this historic building, built in 1909, this unit has the roof rights above for future expansion of additional enclosed living space or for a private roof deck. Included is a rare deeded garage parking space conveniently located off the alley just outside the back freight elevator room. Additional, easy permit parking on Ohio just west of the building. Pet friendly. Building features a common rooftop deck with grills & lovely garden and huge original freight elevator that makes moving in easy. Entire roof was replaced in late 2024. No additional special assessments anticipated. At present only two units are rented. Easy access to 90/94 and all that West Town has to offer.

2401 W Ohio Street Unit #34, Chicago
$799,000
2 Beds ⋅ 2 Baths ⋅ 12722966 MLS ⋅ NEW Status
BRAND NEW CONSTRUCTION, 2 bed/2 bath PENTHOUSE CONDO in a great part of Cabrini-Green. The expansive living area leads way to a gorgeous kitchen with high-end appliances and luxury finishes with a lovely deck off of the main living area. The primary suite includes a custom-built walk-in closet and en-suite bath, while the second bedroom offers flexibility as a guest room, home office, or nursery. ON TOP OF IT ALL IS YOUR EXCLUSIVE, PRIVATE ROOF DECK with interior access and incredible skyline views. The building's elevator provides direct access to the attached parking garage, and parking is available for purchase. Anticipated Delivery: September 2026. *Renderings and plans, etc. are for marketing purposes only; finishes/plans may change at the discretion of Seller. Buyer(s) and their representation to confirm all finishes prior to purchase. Buyer's Broker must attend all showings/appointments.

515 W Elm Street Unit #502, Chicago
$449,000
2 Beds ⋅ 2 Baths ⋅ 12721821 MLS ⋅ NEW Status
Perfectly Located Wicker Park Penthouse with Vaulted Ceilings & Parking! Ideally situated just one block from Division Street, this beautifully updated 2-bedroom, 1.1-bath penthouse offers the perfect combination of style, convenience, and low-maintenance living in one of Chicago's most sought-after neighborhoods. The bright, open-concept floor plan is highlighted by soaring vaulted ceilings, hardwood floors, and abundant natural light. The spacious living room flows seamlessly into the kitchen, featuring 42" white cabinetry, a massive 8-foot granite island, pantry, and newer stainless steel appliances-perfect for everyday living and entertaining. Both bedrooms are generously sized with oversized closets, while the updated bathrooms showcase stylish tile finishes. Additional highlights include custom blinds, an in-unit stacked washer and dryer (2023), a private rear deck, and one exterior parking space included. This home has been meticulously maintained with numerous recent improvements, including newer appliances, custom blinds, a new stacked washer and dryer, and significant building updates such as a new roof (2025) and tuckpointing (2023), providing peace of mind for years to come. Low monthly assessments make this home an even better value. Enjoy an unbeatable location just steps from Division Street's renowned restaurants, coffee shops, boutiques, and nightlife. Commuting is easy with the Division Blue Line just an 8-minute walk away, the Damen Blue Line 12 minutes away, nearby CTA bus routes, and quick access to I-90/94. Explore the property in 3D! Click the 3D Tour button to virtually walk through every detail of this exceptional home.

1267 N Honore Street Unit #3, Chicago
$435,000
3 Beds ⋅ 2 Baths ⋅ 12669240 MLS ⋅ NEW Status
A gem, extra-wide 1,640-square-foot corner condo located east of Sheridan Road, just one block from Lake Michigan! With north, south, and east exposures, this sunny three-bedroom, two-bath home is filled with natural light throughout the day. A full wall of south-facing windows overlooks the treetops and creates a bright, airy atmosphere. The spacious and flexible floor plan includes a large living room with a fireplace, a sunroom, a separate dining room, and an open kitchen. The kitchen features abundant wood cabinetry, stainless steel appliances, and generous counter space-perfect for everyday living and entertaining. Beautiful vintage details, including classic trim, crown molding, and hardwood floors, add warmth and character while blending effortlessly with the home's modern layout. Additional highlights include brand-new central heating and air conditioning, an in-unit front-loading washer and dryer, and nearby rental parking options. Ideally located in the heart of Rogers Park, with Lake Michigan at the end of the block. Walk to the Loyola Red Line, Sheridan Road buses, Starbucks, Target, restaurants, shopping, and more. A spacious, sun-filled home in an unbeatable lakefront location.

6741 N Sheridan Road Unit #2S, Chicago
$2,200,000
4 Beds ⋅ 5 Baths ⋅ 12720933 MLS ⋅ NEW Status
Few residences in the Gold Coast offer what discerning luxury buyers value most: an entire floor to themselves, direct private elevator access, exceptional scale, historic character, and the quiet privacy of boutique living. At 257 East Delaware Place, all those qualities come together in one extraordinary penthouse. Set within an elegant 1917 boutique building with just 12 residences, Unit 10AB occupies the entire tenth floor, where a private elevator opens directly into nearly 4,000 square feet of beautifully reimagined living space. Renovated in 2019 with more than $1.2 million in improvements, the home seamlessly blends timeless prewar architecture with sophisticated contemporary design. Oversized arched windows grace the main living spaces, while expansive east-facing windows capture beautiful views of Lake Michigan. Southern and western exposures bathe the residence in exceptional natural light throughout the day. Designed for both grand entertaining and comfortable everyday living, the expansive floor plan features a gracious living room with a rare wood-burning fireplace, a dramatic 25-foot family room, open dining area, and an exceptional chef's kitchen with a 14-foot marble island, Wolf and Sub-Zero appliances, a walk-in pantry, dedicated wine cellar, and wet bar. The private primary suite offers a gas fireplace, dual custom walk-in closets, dressing area, and a spa-inspired marble bath with a Kohler steam shower, NuHeat heated floors, and an oversized soaking tub. Three additional en-suite bedrooms, a powder room, separate laundry room, and dedicated storage complete the residence. Residents also enjoy exclusive access to the building's beautifully landscaped private garden and gazebo an exceptionally rare amenity that provides a peaceful retreat in the heart of the Gold Coast. Just moments away are Oak Street Beach, Lake Michigan, the Magnificent Mile, luxury boutiques, acclaimed restaurants, and Chicago's finest hotels. For those seeking the scale and privacy of a single-family home with the convenience of condominium living, few homes offer the combination of a full-floor layout, boutique ownership, modern luxury, and one of Chicago's most prestigious addresses. Monthly valet parking is available nearby at 200 East Delaware. 257 East Delaware Place is one of the Gold Coast's rarest offerings...a full-floor penthouse that delivers exceptional privacy, timeless architecture, sophisticated design, and an unrivaled lifestyle.

257 E Delaware Place Unit #10AB, Chicago
$699,500
2 Beds ⋅ 2 Baths ⋅ 12722447 MLS ⋅ NEW Status
WELCOME home to this STUNNING 2 BEDROOM PLUS DEN PENTHOUSE - ALL BRICK 2021 BUILT in the heart of Ukrainian Village with a PRIVATE ROOFTOP. Bathed in natural sunlight thanks to its coveted south-facing exposure, this beautifully designed 2 BED/2 BATHS + DEN residence offers the perfect blend of modern luxury and everyday comfort. Step inside to discover wide-plank hardwood floors, soaring ceilings, custom cabinetry, quartz countertops, designer tile, and a sleek stainless steel appliance package. The spacious open-concept living area flows seamlessly to one of two private outdoor spaces, making entertaining effortless. Retreat to the expansive primary suite featuring generous closet space and a spa-inspired with heated floors ensuite bath designed for total relaxation. An INTERIOR STAIRCASE leads to your spectacular PRIVATE ROOFTOP DECK, where breathtaking skyline views create the perfect backdrop for morning coffee, sunset cocktails, or hosting friends. A second rear terrace provides even more outdoor living space to enjoy throughout the seasons. Complete with garage parking included, this exceptional home is just steps from WICKER PARK and Ukrainian Village's beloved restaurants, neighborhood cafes, boutiques, parks, and vibrant nightlife, while offering easy access to downtown. Modern construction, incredible outdoor living, abundant natural light, and one of Chicago's most sought-after neighborhoods-this is penthouse living at its finest.

2446 W Augusta Boulevard Unit #PH, Chicago
$2,200,000
3 Beds ⋅ 2 Baths ⋅ 12722436 MLS ⋅ NEW Status
1839 North Dayton Street: The Pinnacle of Lincoln Park Luxury Introducing a highly anticipated, exclusive collection of new-construction luxury residences situated on a prestigious residential block in the heart of Lincoln Park. This boutique development brings sophisticated, modern living to one of Chicago's most desirable streets /blocks of Lincoln Park, Designed for ultimate privacy and convenience, every residence includes a dedicated, attached 1-car garage parking space and direct access via a passenger elevator servicing all levels, including the rooftop. The Collection of 3-Bedroom Residences: The development features spacious layouts across three unique home types, with extra wide floor plans: Duplex-Down Homes: Expansive units with 4 bedrooms, 3 bathrooms and large terraces facing the tree lined Dayton street view. Simplex Condos: Single-floor residences offering 3 bedrooms and 2 bathrooms, large terraces. Luxury Penthouses: The penthouse residences include private roof-top decks with sweeping downtown views, in addition to the 3-bedroom, 2-bathroom layout and terrace. Exquisite Design and Finishes Design selections have been meticulously curated, ensuring an exquisite blend of contemporary elegance and timeless craftsmanship. Interiors feature hardwood floors and high-quality finishes throughout, including quartz counters, custom cabinets, and porcelain tile. Gourmet kitchens are outfitted with a Thermador appliance package. With pricing ranging from $1,450,000 to $2,200,000, Anticipated completion around June/ July 2026.

1839 N Dayton Street Unit #PH-01, Chicago
$425,000
2 Beds ⋅ 2 Baths ⋅ 12721674 MLS ⋅ NEW Status
Turn key - Move in ready! Two bedroom/ two bathroom 1,300 sq ft corner penthouse unit with roof rights. This is located in a classic courtyard building on a quite stretch overlooking the park in highly sought after Edgewater Glen. Featuring an open floor plan with hardwood floors throughout & a luxurious kitchen including maple cabinets, granite counter tops & stainless steel appliances. Special features include exposed brick, a fire place in the family room, deck great for grilling, gated parking & more. The primary bed room features an ensuite bathroom including dual vanity & jet bath tub. Tons of light through out the entire unit! Just moments from Lake Michigan, beaches, parks, public transportation, neighborhood cafes, shopping, dining, & all that Edgewater & Andersonville have to offer. Whether you're commuting downtown or enjoying the area's vibrant cultural scene, this location delivers the perfect balance of convenience & community. A rare opportunity to own a charming home in one of Chicago's most sought-after lakefront neighborhoods.

5884 N Ridge Avenue Unit #3, Chicago
$479,000
3 Beds ⋅ 2 Baths ⋅ 12720317 MLS ⋅ NEW Status
BRONZEVILLE | Refined Living New Construction by APMW Development Immediate Delivery. Top-floor penthouse residence in an intimate boutique setting - an expansive 3-bedroom, 2-bath full-floor home of an elite caliber offering fluid integration of modernity and grounded transitional design. Professional oversized slim-line cabinetry, full-slab finished backsplash, under-cabinet lighting, waterfall-edge quartz on an expansive peninsula. Curated built-in bar extends the entertaining wing, anchored by an acoustic panel feature wall with floating media center, floor-to-ceiling windows pulling light deep into the plan. Resort-quality bathrooms in a cohesive configuration of porcelain and subway tile, built-in niches, frameless glass, primary spa shower with trifecta rain head, handheld and wall mount, and built-in bench. Four-inch wide white oak hardwood throughout, premium millwork, smart thermostat, CAT 6, custom closets, in-unit full-size laundry center. Entertainment-sized terrace opens off the main living space, and a dramatic floating staircase rises to a private bonus room with direct access to a rare, dramatic sequestered roof deck - gas, water and power run, with a portion covered by a cantilever off the bonus room architecture. One covered, remote-access secured carport space. Two blocks to the Green Line, two blocks to the future Bronzeville Trail and The Forum. Minutes to the Lakefront, U of C, UIC, the Medical District and South Loop. Exceptional hands-on developer with over 25 years of experience. One-year unit builder warranty and common element warranty. Breathe rare air.

4132 S Calumet Avenue Unit #301, Chicago
$699,900
2 Beds ⋅ 2 Baths ⋅ 12720277 MLS ⋅ NEW Status
Luxury Living in the Heart of Southport Corridor. Experience elevated city living in this stunning Southport Corridor penthouse, with a private rooftop This oversized 2-bedroom, 2-bathroom home offers a rare combination of space, style, and sophistication. Step into the expansive great room, where soaring 12-foot ceilings and an extra-wide floor plan create a bright, open environment perfect for living and dining entertaining. The chef-inspired kitchen is a showstopper, featuring high-end appliance package, a massive 9-foot breakfast bar, and plenty of cabinet space to satisfy your culinary needs. Seamlessly blend indoor and outdoor living with three private outdoor spaces. Enjoy your morning coffee on the front or back balcony, perfect for relaxing, grilling, or cultivating your own urban garden. And when it's time to entertain, ascend to your private rooftop paradise. With 360-degree views, a pergola for shade, and ample room for multiple seating areas, a large dining table, and a grill, this space is designed to impress. The luxurious primary suite features a king-sized layout, a walk-in closet, and a spa-like ensuite bath with dual vanities, a jacuzzi tub, and a glass-enclosed shower with a multi-head spa system. The second bedroom is currently equipped with a Murphy Bed setup, another walk-in closet, and sliding glass doors that open to the back balcony, flooding the room with natural light. Completing this amazing unit is an attached garage space. Located in the desirable Burley School District and just steps from the best of Southport Corridor-restaurants, shops, and Whole Foods are less than two blocks away-this penthouse redefines urban luxury. Don't miss your chance to make this exceptional property your own!

1423 W Belmont Avenue Unit #4, Chicago
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