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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Kenwood Market — Homes with Private Gym Comparison

Live MLS data — Kenwood vs. Homes with Private Gym

Kenwood

Homes with Private Gym

inventory

Active Listings

Sold (Past 6 Mo.)

Under Contract

pricing

Avg. List Price

$1,048,934

$1,595,000

Cost / Sq. Ft.

$239

$335

typical home

Living Area

2,863 ft²

4,752 ft²

Avg. Beds

3.7

5.0

Avg. Baths

3.1

4.0

Days on Market

Homes with Private Gym in Kenwood: Market Data

Data as of October 20, 2026 (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 1 active listing for Kenwood homes with private gym. Listings like these do not come up often in Kenwood. These listings made up about 3% of the 29 active listings in Kenwood, across every property type. In a market this small, a listing alert is the most reliable way to hear about the next one.

Homes with Private Gym in Kenwood, Chicago IL, October 20, 2026
Measure	Value
Active listings	1
All active listings in Kenwood, every property type	29

Homes with Private Gym in other neighborhoods

Chicago: 100 active, median $525,500
Naperville: 17 active, median $774,000
Aurora: 8 active
Elgin: 8 active
Orland Park: 7 active

Market questions

How many Kenwood homes with private gym are on the market?

There was 1 active listing for Kenwood homes with private gym as of October 20, 2026, based on Chicago Real Estate Source's review of MLS data.

How do Kenwood homes with private gym compare with other neighborhoods?

As of October 20, 2026, there was 1 active listing for Kenwood homes with private gym. In the same search, Chicago had 100 homes with private gym for sale at a median list price of $525,500, Naperville had 17 homes with private gym for sale at a median list price of $774,000 and Aurora had 8 homes with private gym for sale.

How do Kenwood homes with private gym compare with all active listings in Kenwood?

As of October 20, 2026, there was 1 active listing for Kenwood homes with private gym, out of 29 active listings in Kenwood across every property type.

Listing data courtesy of Midwest Real Estate Data LLC.

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View All Kenwood Chicago IL Homes with Private Gym Listings

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 12786855 MLS ⋅ ACTIVE Status

Beautifully updated and move-in ready, this exceptional 3-story brick home on a coveted Kenwood block offers over 4,700 square feet of living space, 5+ bedrooms, 3 1/2 baths, and a fully finished and thoughtfully designed basement. A spacious, covered front porch welcomes you home, offering multiple seating areas and a ceiling fan for comfortable outdoor enjoyment even on the warmest days. Inside, the inviting entry hall opens seamlessly into the gracious living room, featuring a beautiful gas fireplace and built ins. The elegant separate dining room, with its handsome built-in cabinetry, is perfectly positioned between the living room and kitchen, connecting to the kitchen through an open butler's pantry. The spacious eat in kitchen is outfitted with a 2025 premium appliance package, including a Sub-Zero refrigerator, Viking cooktop, Wolf double oven and microwave, and Bosch dishwasher. Just off the kitchen, a large newly refinished deck overlooks the beautiful professionally landscaped yard and leads down to a full-size sport court -- an incredible amenity for recreation and entertaining. A conveniently tucked-away powder room is located beneath the staircase on the main floor. Up the grand staircase, the 2nd floor features a beautifully renovated custom office (with a discreetly integrated full-size washer and dryer), 2 generously sized bedrooms, a cozy family room, and a newly updated full bath. The 3rd floor offers a private primary suite with a newly renovated spa-like bath including radiant heated floors and a large walk in closet. Also on this level are another large bedroom, a fully renovated hall bath, and a versatile 2nd office or 5th bedroom. The fully finished lower level provides an expansive recreation room with endless possibilities-as a family room, play area, craft space, home gym, or whatever best suits your needs. A separate laundry area with sink, large walk-in pantry, second refrigerator and abundant additional storage add to the functionality of this level, which also offers convenient walk-out access to the backyard. Newer mechanicals include heat pump and space pack and 2 water heaters. The flat roof lining was replaced around 2017. This exceptional home combines beautiful original character with thoughtful updates, generous living space, and an impressive array of indoor and outdoor amenities. Truly move-in ready, it offers everything you have been looking for in a beautiful Kenwood home. Easy access to Lake Michigan, downtown transportation, and the University of Chicago campus.

4941 S Kimbark Avenue, 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

$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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