View All Hyde Park Chicago IL Homes with Rooftop Deck Listings

$729,000
3 Beds 2 Baths 12719163 MLS ACTIVE Status
Once in a season, we blend classic Hyde Park architecture with a gutted modern floor plan. This is it: a fully renovated Penthouse in the Heart of Hyde Park. Step into this one-of-a-kind 3BR/2BA oversized penthouse: a light-filled, design-forward home with three private outdoor living spaces, including a massive 862 sq ft rooftop deck with skyline views. Nestled in a classic brick-and-limestone building on an oversized lot, this home was completely reimagined with a focus on flow, light, and luxury. A private entrance leads to a spectacular open-concept living space featuring oak hardwood floors throughout, 11-foot coffered ceilings, custom millwork, and a fireplace. The chef's kitchen features white shaker cabinetry with crown molding, waterfall quartz counters, chef-grade stainless appliances: exhaust, French door refrigerator, range, dishwasher, and microwave, and a spacious walk-in pantry, ideal for entertaining or everyday elegance. The adjacent separate formal dining room doubles perfectly as a formal space or additional multipurpose living space. The sun-drenched primary suite offers dual custom closets and a spa-inspired bath wrapped in porcelain, complete with a multi-jet walk-in shower, rainfall showerhead, built-in bench, and steam shower. Two additional bedrooms provide plenty of flexibility. An interior staircase leads to a bright loft space, perfect for a Peloton or work from home setup, which opens to the show-stopping rooftop deck. In addition, there is one garage parking spot, an additional rear deck, front balcony, in-unit laundry, a pet-friendly building, and a recently renovated shared backyard that round out this perfect home. Moments from all that we love about Hyde Park: 53rd St Commercial Corridor, Butternut Park, University of Chicago, the Lab School, Whole Foods, Trader Joe's, Metra, and CTA. This is modern Hyde Park living...elevated.

5312 S Woodlawn Avenue Unit #3, Chicago

$860,000
3 Beds 3 Baths 12615093 MLS CLOSED Status
Time to close out this project - only 2 units left! 4.5% buy-down financing options available. Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Residence 4B is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a nearly 400 SF private rooftop deck with tile decking - entirely exclusive to Residence 4B. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Development is 80% sold out - don't miss your chance to call 5114 Kenwood home.

5114 S Kenwood Avenue Unit #4B, Chicago

$999,900
3 Beds 3 Baths 12593845 MLS CLOSED Status
Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Penthouse A is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout, including wide-plank hardwood flooring, upgraded lighting package, integrated laundry closet, and custom carpentry accent walls that beautifully highlight the space. Enjoy easy elevator access to a 400+ SF private rooftop deck with tile decking - entirely exclusive to Penthouse A. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Don't miss your chance to call the last available Penthouse at 5114 Kenwood home.

5114 S Kenwood Avenue Unit #PHA, Chicago

$825,000
3 Beds 3 Baths 12578358 MLS CLOSED Status
Time to close out this project - only 2 units left! 4.5% buy-down financing options available. Introducing 5114 Kenwood - A rare opportunity for new construction condominium living in a boutique elevator building at the vibrant epicenter of Hyde Park. Perfectly positioned on Kenwood Avenue, one of Hyde Park's most desirable residential streets, 5114 Kenwood delivers the product long missing from the neighborhood: single-level, contemporary residences with exceptional private outdoor living and secured, covered parking. Developed by acclaimed ZSD-known for successful mid-rise projects throughout the city-this collection brings thoughtful design and refined finishes to Hyde Park. Residence 3B is a move-in ready, luxury home offering 3 bedrooms (all en-suite), 2.5 baths, plus a sun-kissed den ideal for a home office or small fourth bedroom. It is the only remaining unit that still offers some ability to customize. The extra-wide floor plan features generous living spaces and is flooded with natural light from north, west, and east exposures. The elevator opens to a polished foyer and stylish private entry, setting the tone for the home's clean, modern aesthetic. The all-white kitchen showcases custom flat-front cabinetry, an oversized island, pantry closet, and integrated, professional grade appliances. An extra wide living and dining area opens to an oversized, east-facing walkout terrace with gas, water, and electric - perfect for effortless indoor-outdoor living. The serene primary suite is generous in size and luxury featuring an expansive dressing closet with custom organization and spa-inspired bath with floating double vanity, LED mirrors, European glass shower, and private water closet. Two additional bedrooms easily accommodate queen-sized beds and feature shared, en-suite bath with porcelain tile, soaking tub, double vanity, and quartz countertops. Sought-after finishes throughout including wide-plank hardwood flooring and an integrated laundry closet. Enjoy easy elevator access to a nearly 260 SF private rooftop deck with tile decking - entirely exclusive to Residence 3B. One secured, covered parking space included. Close proximity to neighborhood favorites for dining, shopping, and nightlife along 53rd Street and Hyde Park Boulevard, as well as everyday conveniences just minutes from your door. The lakefront, parks, and scenic paths are easily accessible for outdoor recreation, while nearby Metra, CTA bus routes, and Lake Shore Drive provide seamless connectivity throughout the city. This home also offers immediate access to top educational institutions including several highly regarded public and private options. A rare blend of tranquility, culture, and convenience-5114 Kenwood delivers the very best of Hyde Park and city living. Move-in ready and truly special! Development is 80% sold out - don't miss your chance to call 5114 Kenwood home.

5114 S Kenwood Avenue Unit #3B, Chicago

$1,000,000
3 Beds 3 Baths 12485430 MLS CLOSED Status
DELIVERING NOW! Introducing 5114 Kenwood - a collection of new construction luxury condominium residences now completed in Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood delivers the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with secure parking. Acclaimed developer ZSD, having achieved success with mid-rise developments in West Loop, Lincoln Park, and Noble Square, brings their skillful experience and thoughtful design to Hyde Park. Penthouse B is a stunning half-floor, single-level condo in the building and stretches the length of the top level, with north, west, and east exposures. The elevator delivers residents and guests to a posh foyer and sleek entry. A clean, contemporary aesthetic is carried throughout the home beginning with a massive 19-ft kitchen with flat front cabinetry, large island, pantry closet, and integrated appliances: Bosch dishwasher, Fisher & Paykel refrigerator/freezer, Kitchen-Aid induction range, and externally-vented exhaust hood. The 22-ft wide living room and dining spaces open to a 200 SF east-facing walkout balcony with gas, water, and electric hookups included. Wide-plank wood flooring runs throughout the home. The secluded Primary Suite features a 15-ft wide bedroom, massive dressing room, and contemporary bathroom with floating double vanity, European glass shower, and private water closet. Two secondary bedrooms are designed to easily accommodate a queen bed with nightstands and share an ensuite bathroom featuring porcelain tile, bathtub, wall-hung vanity, and quartz countertop. A powder room is located off the main hallway for non-overnight guests. The private office with natural north light creates a desirable workspace, play area, or game room. Take the elevator to the rooftop to enjoy a private 414 SF rooftop deck - entirely private for this residence. One secure parking space included in purchase price. This is the first opportunity for new construction condominium residences in prime Hyde Park in decades. From 899K to 1.1M. Move in ready! Don't miss your chance to call 5114 Kenwood your next home.

5114 S Kenwood Avenue Unit #PHB, Chicago

$130,000
1 Beds 1 Baths 12307028 MLS CLOSED Status
In the heart of downtown Hyde Park, this top-floor unit is newly rehabbed with designer finishes, well appointed, and offers an elevated blend of modern luxury and historic charm. The open-concept layout seamlessly connects the living area and gourmet kitchen, featuring custom ceramic tile with inlaid luxury vinyl plank flooring, sleek new appliances, a chic backsplash, granite countertops, and an oversized center island perfect for dining and entertaining. The upgraded cabinetry provides ample storage. The living room is flooded with excellent natural light from five large, oversized windows. There is a dedicated bedroom with mirrored sliding doors. Steps away is a custom-built-out closet. The bathroom features elegant ceramic flooring, a newly tiled shower, a double-mirrored medicine cabinet, a floating shelving vanity, and a built-in bidet. Luxury vinyl flooring, contemporary lighting, and ceiling fans throughout the unit create a cohesive and inviting atmosphere with a keyless entry to the unit. This well-ran HOA offers an array of amenities, including 24-hour front desk security (updated coming in 2025), onsite management, 24-hour maintenance staff, a receiving room, and a rooftop deck with 360-degree views of the city...come see the fireworks! A serene courtyard with a water fountain, four upgraded laundry facilities, newly remodeled hallways, an outdoor pool, a meditation garden, a fitness center, indoor and outdoor bike storage, and parking options are available. When you're ready to explore, the best of Hyde Park is just steps away. Excellent location near conveniences such as tons of fine dining and food chain restaurants options, Trader Joe's, Whole Foods, Target, Walgreens, Nichols Park, Jackson Park, the Museum of Science and Industry, the Presidential Library coming soon, the Lakefront Trail, the University of Chicago, and more. You do not want to miss out on this gorgeous unit! A 6-month private parking credit is being offered.

1451 E 55Th Street Unit #1022N, Chicago

$903,952
3 Beds 3 Baths 12027296 MLS CLOSED Status
Introducing 5114 Kenwood - a collection of new construction luxury condominium residences coming soon to Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood is set to deliver the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with secure parking. Acclaimed developer ZSD, having achieved success with mid-rise developments in West Loop, Lincoln Park, and Noble Square, brings their skillful experience and thoughtful design to Hyde Park. Residence 3A is the best-priced single level condo in the building and stretches the length of the 3rd level, with south, west, and east exposures. The elevator delivers residents and guests to a posh foyer and sleek entry. A clean, contemporary aesthetic is carried throughout the home beginning with a massive 19-ft kitchen with flat front cabinetry, large island, pantry closet, and integrated appliances: Bosch dishwasher, Fisher & Paykel refrigerator/freezer, Kitchen-Aid induction range, and externally-vented exhaust hood. The 22-ft wide living room and dining spaces open to a 200 SF east-facing walkout balcony with gas, water, and electric hookups included. Wide-plank wood flooring runs throughout the home. The secluded Primary Suite features a 15-ft wide bedroom, massive dressing room, and contemporary bathroom with floating double vanity, European glass shower, and private water closet. Two secondary bedrooms are designed to easily accommodate a queen bed with nightstands and share an ensuite bathroom featuring porcelain tile, bathtub, wall-hung vanity, and quartz countertop. A powder room is located off the main hallway for non-overnight guests. The private office with natural south light creates a desirable workspace, play area, or game room. Take the elevator to the rooftop to enjoy a private 386 SF rooftop deck with composite decking - entirely private for this residence. One secure parking space included in purchase price. This is the first opportunity for new construction condominium residences in prime Hyde Park in decades -- and is expected to sell out before construction completes. Three homes were already sold before public launch. From 799K to 1.1M. Delivering Summer 2025. Don't miss your chance to call 5114 Kenwood your next home.

5114 S Kenwood Avenue Unit #3A, Chicago

$949,641
3 Beds 3 Baths 12027316 MLS CLOSED Status
Introducing 5114 Kenwood - a collection of new construction luxury condominium residences coming soon to Hyde Park. Tucked along a quiet, tree-lined, one-way street, 5114 Kenwood is set to deliver the product missing in the neighborhood: single-level contemporary living and light-filled duplex residences - boasting incredible private outdoor living spaces - in an elevator-accessible building with secure parking. Acclaimed developer ZSD, having achieved success with mid-rise developments in West Loop, Lincoln Park, and Noble Square, brings their skillful experience and thoughtful design to Hyde Park. Residence 4A stretches the length of the 4th level, with south, west, and east exposures. The elevator delivers residents and guests to a posh foyer and sleek entry. A clean, contemporary aesthetic is carried throughout the home beginning with a massive 19-ft kitchen with flat front cabinetry, large island, pantry closet, and integrated appliances: Bosch dishwasher, Fisher & Paykel refrigerator/freezer, Kitchen-Aid induction range, and externally-vented exhaust hood. The 22-ft wide living room and dining spaces open to a 200 SF east-facing walkout balcony with gas, water, and electric hookups included. Wide-plank wood flooring runs throughout the home. The secluded Primary Suite features a 15-ft wide bedroom, massive dressing room, and contemporary bathroom with floating double vanity, European glass shower, and private water closet. Two secondary bedrooms are designed to easily accommodate a queen bed with nightstands and share an ensuite bathroom featuring porcelain tile, bathtub, wall-hung vanity, and quartz countertop. A powder room is located off the main hallway for non-overnight guests. The private office with natural north light creates a desirable workspace, play area, or game room. Take the elevator to the rooftop to enjoy a private 386 SF rooftop deck with composite decking - entirely private for this residence. One EV-prepped secure parking space included in purchase price. This is the first opportunity for new construction condominium residences in prime Hyde Park in decades -- and is expected to sell out before construction completes. Three homes were already sold before public launch. From 799K to 1.1M. Delivering Summer 2025. Don't miss your chance to call 5114 Kenwood your next home.

5114 S Kenwood Avenue Unit #4A, Chicago

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Hyde Park, Chicago IL · Curated MLS Search

Homes with Rooftop Deck in Hyde Park, Chicago IL

An editorially curated view of every active homes with rooftop deck listing in Hyde Park, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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