View All Kenwood Chicago IL Homes with Private Gym Listings

$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

$1,125,000
4 Beds 4 Baths 12390654 MLS CLOSED Status
Welcome to this spectacular and fully renovated luxury residence nestled among the historic mansions of Kenwood, located on the picturesque and iconic Drexel Boulevard. One of the few completely upgraded homes in the neighborhood, this stately property blends timeless architecture with modern elegance, offering over 4,200 square feet of refined living space. Renovated just five years ago, the home features FIVE spacious bedrooms, three and a half bathrooms, a full finished basement, and an oversized three-car garage-all behind a secure gated entrance. The main floor offers a perfect layout for both formal entertaining and comfortable everyday living, featuring a sophisticated sitting room with a fireplace and a formal dining area that easily accommodates a table for eight. The stunning gourmet kitchen is equipped with top-of-the-line Monogram appliances, quartz countertops, under cabinet lighting, a custom butler's pantry, striking custom wood ceiling beams and an adjacent family room with a fireplace. The second floor houses four full bedrooms and a full sized laundry room on one floor! Featuring the huge primary suite with a walk-out balcony, customized walk-in closet, and a gorgeous bathroom that looks like it is in a 5 star hotel! Both bathrooms on the second floor have heated floors. The fully finished basement with high ceilings offers even more space to enjoy, including a full bathroom, wet bar, and large recreation room and a fifth bedroom, ideal for guests, a home gym, or a private office. Additional highlights include custom window treatments through-out, a spacious fenced backyard, a dual-zoned HVAC system, modern designer light fixtures, RING alarm system and an advanced camera surveillance system for added peace of mind. A rare luxury in the city, this home offers a 3-car garage with ample space for vehicles and storage. All of this within walking distance to the lake front, the shops/restaurants in Hyde Park, and the University of Chicago. Combining luxury, comfort, and historic charm in one of Chicago's most coveted neighborhoods, this home is truly a rare find. It's more than a home-it's a legacy. Welcome to Drexel Boulevard.

4741 S Drexel Boulevard, 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

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Kenwood, Chicago IL · Curated MLS Search

Homes with Private Gym in Kenwood, Chicago IL

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

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