View All Kenwood Chicago IL Homes with Outdoor Kitchen Listings

$399,900
3 Beds 2 Baths 12685740 MLS ACTIVE Status
Nestled in the heart of the historic South Kenwood Landmark District, this beautifully maintained 3-bedroom, 2-bath home offers the perfect blend of timeless neighborhood charm and modern comfort. Overlooking the green spaces of Madison Park, this second floor home enjoys peaceful treetop views. 5041 S Dorchester is a boutique building of just five residences. The property was completely renovated and modernized in 2001, including all new building systems. Inside, you'll find a thoughtfully designed open-concept layout featuring hardwood floors throughout, a contemporary kitchen with stainless steel appliances, granite countertops, and the perfect amount of space for both everyday living and entertaining. The spacious floor plan includes three generous bedrooms, two outdoor spaces, elegant marble tile baths, and the convenience of in-unit laundry along with central heat & air conditioning. The primary bedroom leads to its own private balcony for relaxing or morning coffee. The primary bath has dual entry access to the primary and second bedrooms. The third bedroom opens to a second outdoor space and leads down to the parking area. Rare for the neighborhood, the home includes two deeded parking spaces (one of the spaces is covered) in a secure gated lot. Enjoy an unparalleled Hyde Park lifestyle just steps from Whole Foods, Madison Park, neighborhood dining and shopping, the lakefront, and the vibrant cultural and academic amenities of the University of Chicago. Nearby Metra and CTA transportation provide quick access to downtown Chicago. A happy and spacious home in one of Chicago's most architecturally significant and sought-after neighborhoods.

5041 S Dorchester Avenue Unit #2N, Chicago

$999,000
3 Beds 4 Baths 12706221 MLS ACTIVE Status
Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences nestled on a quiet, tree-lined cul-de-sac in historic Kenwood. Thoughtfully designed as a full masonry build, each three-level residence delivers the scale and privacy of a single-family home with the ease of modern new construction, offering expansive living spaces, refined designer finishes, private outdoor living, and a 2-car garage. Sun-filled interiors are complemented by clean architectural lines and timeless finishes throughout. The beautifully appointed kitchen is designed for both everyday living and effortless entertaining, featuring custom dark wood Studio 41 cabinetry, an oversized quartz island, and a spacious pantry offering exceptional storage. Limited opportunity remains for buyer customization and select finish selections. The open-concept main living spaces flow seamlessly into a rare private outdoor retreat, ideal for entertaining, relaxing, and indoor-outdoor living rarely found in the neighborhood. With no monthly HOA assessment, The Kenwood Reserve delivers a rare combination of privacy, autonomy, and boutique luxury living. The lower level offers a warm and versatile secondary living space perfect for a media room, lounge, playroom, or fitness area, alongside a private fourth bedroom ideal for guests or a home office. A unique additional 230 SF unfinished space presents endless possibilities for customization, including a wine cellar, creative studio, wellness room, or additional storage. Dual HVAC systems with two furnaces and two central air-conditioning units for efficient, zoned comfort throughout.Located moments from Hyde Park, the University of Chicago, lakefront parks, dining, and cultural institutions, The Kenwood Reserve offers a rare opportunity to own full masonry new construction with private outdoor space, garage parking, and boutique luxury living in one of Chicago's most historic neighborhoods.

4721 S Ingleside Avenue, Chicago

$1,367,500
4 Beds 4 Baths 12617167 MLS CLOSED Status
Experience a truly rare and unique blend of traditional charm plus modernized conveniences in one of Chicago's most intellectually vibrant and architecturally distinguished neighborhoods. This 19th century Queen Anne Victorian represents an exceptional combination of depth, history, and warmth coupled with extensive updates that will allow you to immediately move in and live comfortably in the space. Set on parts of three oversized city lots totaling 108' x 150', this property provides a quiet sanctuary in the midst of urban sophistication unlike any other property or neighborhood in the city. The property provides multiple areas of outdoor living space with a large multi level bluestone and brick paver patio with; built in brick walls that double as seating ledges, an outdoor kitchen with a built in gas Weber Grill, mature trees, professional landscaping, an extensive nine-zoned sprinkler system that covers the entire property, its huge side yard and multiple vegetable gardening beds which you can enjoy with the frequent bird, and bunny visitors to the property. This 1885 home was painstakingly restored (completed in August 2016) with an all-encompassing professional renovation (copies of specs available for serious buyers) that included all new electrical, plumbing, HVAC (dual zoned), improved insulation, and wired high speed Cat 6 internet capability throughout the home. The extensive renovations retained the appeal and the spaciousness of Kenwood mansions of yesteryear, while at the same time improving the home to accommodate a contemporary and modern sensibility. The home boasts three floors of finished living space in addition to a full unfinished basement that can be used for virtually limitless storage or can be finished for additional living space. The formal living room anchors the home with a stunning tiered crystal chandelier, custom sconces, and a sun-drenched original stained-glass transom window. One set of pocket doors separates the formal living and dining areas from a chef's kitchen, while another original set of pocket doors leads into a side family room that can be used as a study or reading/sitting room. This light-filled property boasts multiple bay and oriel window bays, window seats, and remote controlled custom blinds on the first floor. The upper floors feature window treatments that allow top down operation, which offers all of the benefits of bathing your rooms and yourself in sunlight while also maintaining privacy as desired. The kitchen and bathrooms were professionally and thoughtfully designed. The chef's kitchen features a 48 inch Wolf gas dual oven and range with included grill and griddle/Plancha cooking surface plus a custom commercial grade vent hood, a pot-filler, two large sinks, and a dual temperature zone SubZero wine/beverage fridge. The kitchen also features high end fixtures, including custom Crystal cabinets with leathered granite outer countertops and White Princess Quartzite on the large, custom island. The home boasts four bedrooms including two primary suites, each with an en suite bathroom and large walk in closets. The larger en suite bathroom includes an Oceania air jetted tub, as well as a separate shower with a stone floor. The third bedroom is also oversized and features a working fireplace and bay window. Situated near the border of South Kenwood and Hyde Park, this property is a short 12 minute drive to downtown Chicago, seven minute walk to the Metra, two blocks to Whole Foods and express to downtown CTA bus service, a ten minute walk to the lake front, across the street from the Solon Beman designed Blackstone Library, just over a mile to the center of the University of Chicago campus, and a short walking distance from restaurants, cafes, bookstores, parks, tennis courts, and local shopping. Truly everything you could desire in your urban retreat. Contact us today to schedule a private showing. ***Broker owned property, and broker's primary residence. ***

4916 S Blackstone Avenue, Chicago

$900,000
3 Beds 3 Baths 12618439 MLS ACTIVE Status
The Dorchester Collection is an exclusive, newly constructed gated townhome community nestled in the prestigious Hyde Park/Kenwood neighborhood. Comprising just 13 residences, the development is thoughtfully designed around a beautifully landscaped courtyard, communal garden, and lush front grounds. This exceptional 3-bedroom, 2.5-bath townhome offers a rare blend of modern luxury and historic charm. Spanning three levels, the residence showcases remarkable architectural character, with select elements thoughtfully repurposed from the original 1904 church designed by renowned architect Solo Spencer Beman. The restored facade provides a striking and timeless presence. The main level features an open-concept layout anchored by a chef's kitchen with sleek Zecchinon Italian cabinetry, Bosch appliances, and abundant concealed storage-perfect for both everyday living and entertaining. The primary suite is a true retreat, offering expansive walk-in closets and a spa-inspired en-suite bath complete with a white marble shower, separate soaking tub, and a Restoration Hardware vanity accented by brass and matte black Hansgrohe fixtures. Upstairs, two additional generously sized bedrooms provide flexible space for guests, family, or a home office. This home includes one exterior parking space along with an attached, heated, above-grade oversized garage accommodating one vehicle. Two private outdoor spaces offer additional room to relax and unwind. Ideally located in the vibrant University of Chicago community, this home is just 10 minutes from downtown and moments from the shops, dining, and nightlife along 53rd Street. Enjoy easy access to the lakefront, museums, Kenwood Park, tennis courts, and the Kenwood Public Library-making this exceptional residence a true standout.

4840 S Dorchester Avenue Unit #1, Chicago

$1,089,500
5 Beds 3 Baths 12412880 MLS CLOSED Status
North Kenwood Living at Its Finest! This beautiful 5 bedroom, 2.1 bath home offers everything you're looking for, beginning with an exquisite front entry that opens into a refreshingly functional and elegant layout. The main level is ideal for both entertaining and everyday living, featuring a formal living room, a private parlor, a spacious dining room, and a gourmet chef's kitchen with a butler's pantry that leads to a gorgeous back deck and a serene, lushly landscaped private yard. A 2+ car garage completes the outdoor space. Upstairs, the second floor offers four generously sized bedrooms and a full bath. The top level is dedicated to a luxurious primary suite with space for a king-sized bed, a cozy sitting area, and a newly designed, lovely bath. The lower-level recreation room is perfect for games, movie nights, or gatherings, and includes multipurpose space ideal for a home gym, studio, or workshop. Set in one of Chicago's most architecturally rich and welcoming neighborhoods, this North Kenwood gem is moments from Lake Shore Drive, Lake Michigan's 43rd and 57th Street Beaches, the University of Chicago, the Griffin Museum of Science and Industry, and an excellent selection of grocery stores including Whole Foods, Trader Joe's, and Hyde Park Produce. You'll also enjoy easy access to Metra, CTA, and an array of dining and entertainment options. Don't miss the opportunity to call this timeless and spacious home your own. Schedule your private showing today.

4923 S Blackstone Avenue, Chicago

$1,600,000
5 Beds 5 Baths 12421410 MLS CLOSED Status
Custom renovation in Historic Kenwood! Sophisticated single-family home offers a perfect blend of mid-century charm and modern living. Large garden is a lovely oasis which includes a private pergola and formal dining area. Dine al fresco with family and friends using the large outdoor cooking area and expansive front yard. The home was completely reconstructed to the studs by the owner. The home features an open floor plan with intimate spaces filled with natural light and pre wired for entertainment through the house. Upon entering, you are welcomed by an elevated family room with a room-sized skylight, complemented by custom shelving and built-ins for both comfort and organization. This room boast floor-to-ceiling windows, creating a bright and airy atmosphere. The sunken living room features a vaulted ceiling, dual skylight, and modern double crystal chandeliers with pairing wall sconces. The dining room is adorned with a crystal chandelier and double archway doors. The room includes a built in custom wet bar and comfortably seats 12-14. Enjoy after-dinner wine or tea on the private enclosed patio. The sophisticated kitchen is a chef's dream, equipped with double ovens, microwave drawer, ample cabinetry, and a custom-designed built in armoire housing a Subzero refrigerator and pantry space. An oversized porcelain island and Wolf appliances complete this stunning culinary space, making it perfect for entertaining and cooking. On the second level, four of the five bedrooms are spacious and filled with natural light, with three featuring elegantly designed attached bathrooms. Custom closets are thoughtfully configured for optimal space usage. The primary bedroom is a standout, boasting a luxurious walk-in shower for two, a separate modern Victoria & Albert tub, a generous custom walk-in closet, and a private toilet room. The lower level offers 10-foot ceilings and contemporary spaces designed for relaxation and fun, including a game room, gym, guest bedroom, half bath, and a laundry room. Two attached heated garages provide convenient access from a gated, private entryway and heated driveway. A custom outdoor porch to patio perfect for outdoor cookouts, garden parties, and relaxation. Boasting white hydrangeas and other blooming flowers and trees all spring and summer long. Additional features include remotely operated skylights and custom door coverings, heated floors throughout, and numerous built-in custom closets for ample storage. This exquisite home seamlessly combines luxury and functionality, making it a must-see for discerning buyers.

1150 E 49Th Street, Chicago

$2,085,000
5 Beds 4 Baths 12415335 MLS CLOSED Status
Luxury Living in the Kenwood Historic District - Award-Winning Design, Massive Yard! Nestled in the heart of the prestigious Kenwood Historic District, this luxurious residence is a true architectural gem, boasting a massive, beautifully landscaped yard that spans nearly half the length of a football field. Designed by award-winning architect, Anthony Akindele in 1999, this home blends timeless elegance with modern comfort, highlighted by a striking turret staircase, soaring ceilings, and walls of windows that bathe the interiors in natural light. Step inside to a formal foyer adorned with custom stonework that sets the tone for the craftsmanship throughout. The main level features an expansive living room with a wall of windows and a cozy double-sided fireplace that opens to the formal dining room-perfect for entertaining guests, holiday dinners, and family gatherings. A stylish powder room adds convenience, while the gourmet kitchen is a chef's dream with top-tier appliances, granite countertops, abundant cabinetry, double ovens, a cooktop with a vented hood, and an oversized refrigerator. The kitchen's serene view of the backyard makes it a tranquil space to cook, gather, and unwind. Ascend the gracefully curved turret staircase to the second floor, where you'll find three spacious bedrooms, two full bathrooms, and a utility room. The highlight of this level is the sprawling primary suite, featuring custom closets and a spa-like bathroom complete with granite floors and walls, a dual-sink vanity, an walk-in shower with body sprays, and an oversized luxurious elevated whirlpool tub-your personal sanctuary. The grand lower level offers high ceilings and a large family room with a fireplace and wet bar, two additional bedrooms, a full bathroom, and an impressive laundry room with tons of storage space. Whether you're hosting game nights or housing extended guests, there's room for everyone. The lower level does have an exterior door. But the crown jewel is the yard-truly breathtaking. From the elevated deck to the custom stone patio and the expansive grassy field lined with privacy trees, lush plants, and vibrant flowers, this outdoor oasis is ideal for everything from backyard parties to family sports tournaments. It's rare to find this kind of outdoor space in such a coveted urban setting. Additional features include a 3-car garage and a prime location within walking distance of Hyde Park's shops and restaurants, the lakefront, and the University of Chicago. Meticulously maintained and in pristine condition, this home is a one-of-a-kind masterpiece in one of Chicago's most storied neighborhoods. Welcome home!

925 E 49Th Street, Chicago

$1,200,000
4 Beds 4 Baths 12321987 MLS CLOSED Status
Nestled in the heart of the sought-after Kenwood Historic District on a tree-lined street, this beautifully renovated rowhouse blends timeless charm with modern comfort. Perfectly positioned across from the neighborhood's large scenic park, the gracious home is bathed in natural light and offers picturesque views year-round. Step inside to the flowing floor plan where the vestibule opens to a formal living room with gleaming hardwood floors, classic wainscoting, and a cozy fireplace. A handsome staircase provides a graceful separation between the living area and the spacious dining room adjacent to the chef's kitchen - complete with a wall of windows overlooking the lush backyard. The outdoor space is ideal for entertaining or relaxing, with an oversized deck and elegantly landscaped yard featuring a flagstone patio, perfect for play or gatherings. Upstairs, the second floor hosts a luxurious primary suite with a spa bath and walk-in closet, along with two additional bedrooms and a stylishly renovated bathroom. The top floor offers incredible flexibility, featuring a bright, open space with a panoramic view. There is a ton of natural light and the space is ideal as a fourth bedroom, family room or guest suite, with a full bath and a charming loft space for an office or creative nook. The walk-out basement has been upgraded with new drainage, houses the laundry area, and offers abundant storage with potential for future finishing to add even more living space. Additional features include zoned air conditioning, newer windows throughout, and classic details preserved with care. A rare opportunity to own a piece of history, updated for modern living, within walking distance to amenities and schools and is located in one of the city's most beloved neighborhoods - welcome home!

1329 E 50Th Street, Chicago

$230,000
2 Beds 1 Baths 12322458 MLS CLOSED Status
Gorgeous condominium with spacious, open layout in prime Kenwood/Hyde Park location. This condo features beautiful hardwood floors throughout bedrooms and living room. The living room showcases wood beamed ceilings flanked with recessed lighting and a charming decorative fireplace. The spacious dining/kitchen combo is updated with granite counters, newer stainless stove and refrigerator and modern plank flooring in luxury vinyl. Just outside of the kitchen, enjoy a large rear patio ideal for outdoor furniture and grilling. This lovely unit has been recently painted throughout. Both bedrooms are east facing with unobstructed natural light shining through magnificent bay windows with treetop views. Bathroom features granite countertop and updated fixtures. Building amenities include laundry facility, large, private walk-in floor to ceiling storage unit and bike storage. The building is secured by a new Akuvox enabled entry system, allowing residents to see and talk with visitors via smartphone. Secure dual door entry for front entrance and a locked side gate for courtyard entrance to rear. Free street parking. Tree-lined, residential street directly across the street from Whole Foods, blocks from the University of Chicago campus, Trader Joe's. Walk to 53rd, 55th, 57th shopping and eateries. Convenient Metra Electric and public transportation. Pet friendly building, NO RENTAL RESTRICTIONS or RENTAL CAP. HEAT INCLUDED IN ASSESSMENTS. EASY TO SHOW VIA LOCK BOX.

5048 S Blackstone Avenue Unit #2, Chicago

$2,300,000
5 Beds 6 Baths 12318091 MLS CLOSED Status
This stunning Kenwood home seamlessly blends historic charm with contemporary comforts, making it a perfect sanctuary for families and entertainers alike. The grand entryway welcomes you into a spacious living area adorned with refined finishes and an abundance of natural light. The chef's kitchen, equipped with high-end appliances and ample counter space, is a culinary enthusiast's dream, ideal for both casual breakfasts and lavish dinner parties. The outdoor living space is equally impressive, featuring a well-designed patio that is perfect for open air dining or simply enjoying the serene surroundings. The lush garden, complete with blooming white floral pear trees, adds a touch of nature's beauty, creating a peaceful retreat right at home. The second and third levels provide ample space for privacy and relaxation. The second level includes a luxurious private suite which boasts a private sitting area and fireplace, a multi-party shower and generous closet space. The additional two bedrooms include private bathrooms and spacious closets, making this home suitable for families of all sizes. The third level includes fourth and fifth bedrooms, an additional full bathroom, a full wet bar, office and a large second family room. A roof deck with panoramic views of historic Kenwood tops this lovely third-floor retreat. The lower level is a perfect hang-out space for the kids, with two game rooms and a full bath. A dedicated gym and storage room cap off this space. The home is tri-zoned cooling and heating. Two car parking is available in the front driveway. With its thoughtful renovations, exceptional outdoor amenities, and spacious layout, this Kenwood home is truly a rare find. Experience the perfect blend of elegance and modern living in this exquisite residence, where every detail has been meticulously crafted for both comfort and style. Don't miss the opportunity to make this stunning home your own.

4816 S Kenwood Avenue, Chicago

$2,280,000
7 Beds 7 Baths 12005667 MLS CLOSED Status
Welcome to 4857 S Kimbark - a spacious stone and red slate house in a desirable South Kenwood location. This home has completely updated mechanicals and wiring, and offers all the modern amenities you expect, yet it retains a wealth of original details such as a stately wrap around porch, inviting wood paneled foyer, carved mantel pieces, built in cabinets and pocket doors in Birdseye maple, cherry and quartersawn oak. Step through the front door into a grand entry foyer with original staircase, wainscoting, fireplace and inlaid floors. Perfect for entertaining and large gatherings, this level offers several rooms and open spaces that can accommodate more or less formal living. New eat-in kitchen with white custom cabinets, quartz counter tops and Miele, Bosch and Thermidor appliances. There is also a sizeable pantry and a powder room on this level. Ascend the stairs to the second floor where you will find 4 very spacious bedrooms with custom built in closet interiors and high-end blinds and shades. There are three bathrooms on this level, two are ensuite. Primary bath has separate steam shower and a laundry room conveniently adjacent. There is a balcony which has just been completely rebuilt. On the third floor there are three additional bedrooms, two bathrooms, large storage closets and a family room with built in entertainment center, speakers, gas fireplace and wet bar with beverage fridge. The basement is finished and features an additional bedroom/ workout or office space, a full bathroom, storage, family/ entertainment room and a wine cellar with cork walls and built in wine racks and wine fridge. The house has 400 amp electric service, all new wiring, smart home wiring, three zone heating and two zone cooling systems, all new copper plumbing, new gas lines, new water service and drains. The inlaid gutters have been rebuilt and the house was fitted with insulation and new red slates in 2007. All 6 bathrooms have been recently remodeled and most feature designer tile, heated floors and Toto, Grohe, Kohler and Kallista fixtures. The gardens are custom designed and are automatically irrigated. The outdoor kitchen with piped gas grill and wood burning pizza oven sits in a peaceful corner of the garden. Thousands of bulbs await spring. There is a wrought iron electric side gate that allows two cars to park on the property. A car port could likely be fitted under the back porch to create more parking, however there is ample street parking. South Kenwood is a historic landmark neighborhood, and the home is designated under the preservation easement with landmarks. Welcome!

4857 S Kimbark Avenue, Chicago

$395,000
4 Beds 3 Baths 11898153 MLS CLOSED Status
This amazing spacious four bedroom-two and a half bath condominium, located on a beautiful treelined street in the heart of Kenwood/Hyde Park. The living room is oversized with a stunning accent wall over the beautifully stoned fireplace, the opposite wall has glass doors leading out to an enclosed balcony. The large entry foyer leads to a grand hallway with closets and ample wall space, perfect for displaying your photographs and artwork. The bedrooms are large, all bathrooms have been exquisitely updated and upgraded for modern taste, while seamlessly blending with the homes vintage character. The formal dining room is spacious and ideal for hosting large dinner parties. The newly renovated kitchen has new hardwood flooring, can lights, new cabinetry, quartz countertops and KitchenAid Stainless Steel appliances. The rest of the home's original hardwood flooring has been refinished and looks great, there is beautiful crown moulding in the living room and dining room. The in-unit laundry has new Chrome (Large) Stackable Washer & Dryer. There are new ceiling fans, updated light fixtures and can-lights throughout the unit. Assessments include heat. There is additional outdoor space, the unit has (3) storage lockers in basement of building. The association backyard has a Koi Pond as well as an outdoor kitchen with pizza oven and grills, all for the enjoyment of the residents. Ideally located steps from Ancona School, University of Chicago, Whole Foods, Metra, CTA, Parks, Bike/Jogging Paths and Lake Michigan.

1348 E 48Th Street Unit #1D, Chicago

$1,790,000
5 Beds 6 Baths 11798319 MLS CLOSED Status
Stunning 5-bedroom 4.5-bath home on one of the most desirable blocks in the South Kenwood historic landmark district. This fully and beautifully renovated 5-bedroom, 4.5-bath home is truly in move-in condition, ready for modern living, with all new electrical, plumbing, and HVAC systems. The first floor features a very versatile open floor plan. The living room, with its imposing wood-burning fireplace with marble surround, has French doors out to a spacious terrace overlooking the historic homes of Kimbark Avenue. The all-new white and stainless kitchen (with room-sized pantry) is fully open to both the living and dining room areas, as well as to a cozy family room, with doors out to the back deck overlooking the charming lawn and flowering garden. Upstairs, the second floor features a wonderful primary suite with enormous walk-in closet, and designer bath with separate vanities, soaking tub, and marble shower. Two more good-sized bedrooms share a hall bath. A full laundry room on this floor is truly a luxury. Completing this level is a private serene outdoor deck, with beautiful views overlooking the yard. The third floor truly adds a new dimension to this home, with two very spacious bedrooms, each with its own beautiful new bath. Either of these suites could easily function as an upstairs play-/media room. The basement, currently unfinished, has great ceiling height and provides endless opportunities for future development. While this impressive property is located on a quiet tree-lined street with little thru traffic, Lake Shore Drive access, the Metra station, and downtown bus stops are just a short distance away.

4812 S Kimbark Avenue, Chicago

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Kenwood, Chicago IL · Curated MLS Search

Homes with Outdoor Kitchen in Kenwood, Chicago IL

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

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