View All Kenwood Chicago IL Homes with Multi-Car Garage Listings

$665,000
3 Beds 3 Baths 12625810 MLS CLOSED Status
Move right into this stylish, high-end condo in the heart of Historic South Kenwood and located in desirable Madison Park, renowned for its lush private park and arboretum. This tastefully rehabbed home was redesigned (2020) with a contemporary palette, new central air and high-end modern finishes, yet still retains vintage features with high ceilings, crown moldings, original hardwood floors, handsome doors with original hardware and period woodwork. This home boasts a gracious entertaining layout with a large living room graced with a decorative fireplace, adjacent to a spacious dining room which is directly off a 3 season porch on one end and the 14 foot butler pantry on the other. The newly designed chef's kitchen and butler pantry has a ton of storage. It also features new quartz counters and porcelain backsplash with stylish white cabinets, stainess steel appliances with a chef's stove and vented hood with a charming breakfast nook and balcony. All three bedrooms have ensuite baths and ample closets. The primary bath with its gorgeous tilework and heated floors was enlarged and redesigned with wet and dry rooms. It includes designer double sinks, a stylish large shower with two rain shower heads and separate soaking tub. The primary bedroom has the 2nd and largest balcony overlooking the back garden and brick patio. This home also has a beautifully designed mud room and in-unit laundry, plus a garage space. Additional overnight parking in Madison Park is $500 per year. Super location- walking distance to UC, Whole Foods, shops and restaurants on 53rd and transportation.

1226 E Madison Park Unit #1, 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

$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

$1,125,000
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

$394,985
3 Beds 2 Baths 12289241 MLS CLOSED Status
Huge - 3BR/2BA Condo in Historic Kenwood - Elevator & Garage Parking! Nestled among the grand mansions of historic Kenwood, this stunning and spacious 3-bedroom, 2-bathroom condo offers an exceptional blend of elegance, comfort, and modern convenience. Located just walking distance from the University of Chicago, this home is set in one of the most stately buildings on picturesque Drexel Boulevard, featuring a secure and inviting gated entryway, an elevator, and attached garage parking. Step inside to discover a bright and expansive open floor plan that's perfect for entertaining. The humongous great room boasts a cozy fireplace, ample space for oversized furniture, and seamless access to a large west-facing balcony, where you can unwind with a morning coffee or evening cocktail while enjoying breathtaking sunset views over the boulevard's lush greenery. The chef's kitchen is a dream, equipped with granite countertops, a spacious island, abundant cabinetry, a pantry, and top-of-the-line stainless steel appliances, including Jenn-Air and Bosch. A double oven ensures effortless meal prep, making this kitchen as functional as it is stylish. The primary suite is a true retreat, featuring two generous closets and a luxurious spa-like en-suite bathroom complete with dual sinks, a soaking whirlpool tub, and a separate walk-in shower with a steam feature-perfect for relaxation. Two additional spacious bedrooms provide flexibility for family, guests, or a home office. Throughout the home, you'll find hardwood floors, elegant crown molding, and custom blinds, adding to its sophisticated charm. This well-maintained, pristine building is a true hidden gem in one of Chicago's most sought-after neighborhoods. Don't miss this rare opportunity-welcome home!

4815 S Drexel Boulevard Unit #2SW, Chicago

$1,152,400
4 Beds 4 Baths 12198069 MLS CLOSED Status
Introducing Madison Park Row, a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park -- with 6 of 7 homes already pre-sold! Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1331 boasts an enviable East Madison Park address and sits directly on the boulevard park. Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop, this 3-bedroom residence delivers a family room, loft office, and two car garage parking. All three bedrooms are on the same, second level and a fourth bedroom can be added to the first level for a limited time pre-construction. At the heart of this home is a spacious, contemporary kitchen, with flat front cabinetry and appliances from Fisher & Paykel, Bosch, and KitchenAid, designed to cater to both the casual cook and the culinary enthusiast. The massive peninsula, full-height pantry cabinet, and additional storage closet provide the desired function and storage expected from a home of this caliber. An open-concept living and dining room is tucked into the treetops of Madison Park while an oversize Family Room extends south to the 185 SF walkout terrace with gas, water, and electric. The impressive, extra-wide Primary Suite is designed as a personal retreat with large bedroom, dressing room, and wet room bathroom with European glass shower, standalone tub, and wall-hung vanity with quartz countertop. The additional two bedrooms share a bathroom on the same level as the Primary Suite. Traversing to the rooftop unveils a private loft office and 300 SF private rooftop terrace overlooking Madison Park. Two extra-wide, side-by-side garage parking spaces ensure you have all the comforts of a single-family home without any of the maintenance. Madison Park Row delivers contemporary new construction row homes to an enviable location in one of Chicago's most sought-after neighborhoods, Hyde Park. With 6 of 7 homes sold before launch, the construction pricing is only available for a limited time. Now under construction with deliveries beginning Q1 2025.

1329 E Madison Park, Chicago

$999,999
4 Beds 4 Baths 11921646 MLS CLOSED Status
The Dorchester Collection is a newly-constructed elegant gated townhome development located in the prestigious Hyde Park/Kenwood neighborhood. A courtyard, a communal garden, and a landscape front yard support a total of 13 townhouses. This 5 bedroom, 3.5 bath townhome is a dream for anyone looking for something a little extra from their home. The one-of-the-kind 3-story luxury residence offers exceptional character and gorgeous architectural details with multiple components repurposed from the historic space. This stunning facade is restored, a 1904 church designed by nationally famed architect Solo Spencer Beman. The main level is an open-concept chef's kitchen featuring custom two-tone cabinetry, a quartz countertop/backsplash, and a Bosch appliance package. There is still an opportunity for the buyer to select finishes. The primary suite, located on the top floor, includes 2 walk-in closets and an en-suite bathroom highlighting a stunning white marble shower and a separate soaking tub. The second floor features 3 spacious bedrooms and two full bathrooms. All bathrooms feature porcelain tiles, custom cabinetry, quartz countertops, and Hans Grohe plumbing fixtures. The unit has an attached, heated, above-ground, oversized garage that fits 2 cars. This University of Chicago community is ideally located just 10 minutes from downtown and a short distance to grocery stores, nightlife, distinctive restaurants, and cafes on 53rd street. Access to the lake and museums, and immediately next to the tennis court, Kenwood Park, and Kenwood public library, make this townhouse development a must-see. *Photos may be of a similar unit*

4840 S Dorchester Avenue Unit #2, Chicago

$920,000
4 Beds 4 Baths 11808106 MLS CLOSED Status
The Dorchester Collection is a newly-constructed elegant gated townhome development located in the prestigious Hyde Park/Kenwood neighborhood. A courtyard, a communal garden, and a landscape front yard support a total of 13 townhouses. This 4 bedroom, 3.5 bath townhome is a dream for anyone looking for something a little extra from their home. The one-of-the-kind 3-story luxury residence offers exceptional character and gorgeous architectural details with multiple components repurposed from the historic space. This stunning facade is restored, a 1904 church designed by nationally famed architect Solo Spencer Beman. The main level is an open-concept chef's kitchen featuring custom two-tone cabinetry, a quartz countertop/backsplash, and a Bosch appliance package. There is still an opportunity for the buyer to select finishes. The primary suite, located on the top floor, includes 2 walk-in closets and an en-suite bathroom highlighting a stunning white marble shower and a separate soaking tub. The second floor features 3 spacious bedrooms and two full bathrooms. All bathrooms feature porcelain tiles, custom cabinetry, quartz countertops, and Hans Grohe plumbing fixtures. The unit has an attached, heated, above-ground, oversized garage that fits 2 cars. This University of Chicago community is ideally located just 10 minutes from downtown and a short distance to grocery stores, nightlife, distinctive restaurants, and cafes on 53rd street. Access to the lake and museums, and immediately next to the tennis court, Kenwood Park, and Kenwood public library, make this townhouse development a must-see.

4840 S Dorchester Avenue Unit #10, Chicago

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Kenwood, Chicago IL · Curated MLS Search

Homes with Multi-Car Garage in Kenwood, Chicago IL

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

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