View All Hyde Park Chicago IL Penthouse Homes Listings

$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

$385,000
3 Beds 2 Baths 12466880 MLS CLOSED Status
Perched on the top floor of a classic vintage building on a tree-lined, one-way street in the heart of historic Hyde Park-just one block from Obama's home-this fully renovated 3-bedroom + den, 2-bath condo blends timeless character with modern luxury. As you step inside, you'll instantly feel welcomed by a flood of natural light, gleaming hardwood floors, and a thoughtful layout, designed to include every living space on your wishlist. Begin your mornings in the charming sunroom, framed by stained-glass accents and treetop views of a leafy, historic boulevard- a serene retreat for quiet reflection. Entertain with ease in the inviting living room, anchored by refinished bookcases and a beautifully tiled decorative fireplace. Gather in the spacious family room and adjacent dining space, offering flexibility for both intimate evenings and lively get-togethers. The designer kitchen will inspire you to try your hand at new recipes, featuring Eclipse cabinetry, premium quartz countertops, a sophisticated backsplash, stainless steel appliances, and a large island with bar seating-perfect for morning coffee and casual conversations. Your tranquil primary suite boasts multiple closets and a private, spa-like bath. Two additional bedrooms and a stylishly remodeled second bath provide versatile spaces to suit every lifestyle need. A dedicated den makes working from home effortless, and the in-unit washer/dryer brings everyday convenience. Your cozy back deck offers the perfect setting for an evening nightcap, while your shared backyard provides an inviting setting to soak in sunny afternoons. Thoughtfully reimagined in 2019, this residence has been completely updated. Highlights include refinished hardwood floors, custom built-out closets, designer lighting, upgraded plumbing and electrical, and new vintage-inspired windows that preserve its architectural soul while adding modern efficiency. Beyond the unit, enjoy a large private storage space, dedicated bike storage, and the ease of ample street parking. Your well maintained condo association just completed roof resurfacing and tuck pointing, while still maintaining healthy reserves- you can also enjoy the flexibility in ownership, with no rental cap. Located in one of Chicago's most storied neighborhoods, you'll be surrounded by historic mansions, cultural landmarks, mature trees, and vibrant community events like the Hyde Park Jazz Festival. Just moments from the University of Chicago, Washington Park, the lakefront, and 53rd Street's shops and dining, this residence offers the perfect balance of history, culture, and convenience. A rare opportunity to own a fully updated Hyde Park penthouse-this timeless classic is not to be missed!

5140 S Greenwood Avenue Unit #3, Chicago

$236,000
2 Beds 2 Baths 12159539 MLS CLOSED Status
This may well be the best 2-bed 2-bath condo in the whole University Park Condominium, a historically significant landmark building designed by well-known architects I.M. Pei and Araldo Cossutta. An eco-friendly renovation, by Elemental Green, has breathed new life into unit #1029S. The #EcoRenovate project started with a top-floor unit, a large floor plan, and walls of windows offering lots of light and sweeping views of Lake Michigan and Hyde Park. The striking kitchen was achieved by first removing walls for a flexible open floor plan. Designers then used sustainably sourced, handmade Fireclay Tiles for the distinctive backsplash and floors, sleek Plyboo bamboo cabinets and moveable island from French Cabinetry, and Dekton's beautiful sintered stone countertops. New bamboo floors in the living room are sustainable, especially durable, and manufactured without using harmful chemicals. Stainless steel appliances are from 2020. Both bathrooms have also been updated with more gorgeous ceramic tiles by Fireclay and high-end water-conscious fixtures including low-flow Nebia Spa Shower system, and a Kohler glass barn-door shower door in the ensuite bath. Contemporary lighting and window treatments were added throughout. Custom closet systems were installed in the entryway and primary bedroom. (The closet in the 2nd bedroom was removed for more space but could easily be put back.) All 3 air conditioners were replaced in 2020. And much of the unit was recently re-painted with low VOC paint. A prime garage parking space is included in the price! The association offers on-site management, 24-hour door staff security, laundry room, bike room, workout rooms, hospitality room, additional storage, and an outdoor swimming pool. It's investor-friendly and pet-friendly, too. The location can't be beat. It's close to the lakefront, parks, Trader Joe's, Whole Foods, tons of restaurants, shopping, and entertainment. There's easy access to Lake Shore Drive and many public transportation options for downtown and the University of Chicago (with a shuttle that stops right at the front door). Ask to see this stylish penthouse now, before it gets snapped up.

1450 E 55Th Place Unit #1029S, Chicago

$237,000
2 Beds 1 Baths 12091630 MLS CLOSED Status Star Tower Condominiums BLDG.
This penthouse unit is ABSOLUTELY Hyde Park's Best 2-bedroom Condo value! Do you want a trendy unit in move-in condition with very low HOA assessments and in-unit laundry and SPECTACULAR VIEWS? A light-filled, penthouse unit atop Hyde Park's Star Tower. You will enjoy low HOA/assessment fees at this special high-rise building with spectacular views and a super location near 53rd St. shopping, restaurants, services, and Metra Train Station & more! Stellar Hyde Park location near the University of Chicago campus and just a few blocks for access to express CTA buses to downtown Chicago ------ This loft-like unit was beautifully updated in 2021/2022 with a trendy decor, coordinated lighting, towel warmer, custom shelving, stainless steel breakfast bar, classic wood laminate floors, organized closets, and a new, electric heating and central air system, including a new rooftop A/C condenser (2022). ------ You will love the unique vintage style, modern conveniences, and high-floor living, without the high monthly fees. The kitchen features custom Italian cabinetry, frosted glass doors, granite counters, stainless steel appliances, and a separate pantry. There is an in-unit combo washer/dryer + a separate laundry room in the building for larger loads. ------ Star Tower Condominium building features a well-equipped exercise room, storage cube, bike room, double-security doors, and a separate freight elevator for pet use and moving. This building is investor-friendly.

5400 S Harper Avenue Unit #1404, Chicago

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Hyde Park, Chicago IL · Curated MLS Search

Penthouse Homes in Hyde Park, Chicago IL

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

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