Kenwood Homes for Sale

Kenwood Homes for Sale

Located in the heart of Chicago, Kenwood is a vibrant neighborhood that offers a rich history, beautiful architecture, and a strong sense of community. Situated in Cook County, Illinois, this area is known for its diverse population and close proximity to the city's top attractions.

Kenwood is a haven for those seeking a mix of urban convenience and suburban tranquility. With its tree-lined streets and well-preserved historic homes, the neighborhood exudes charm and character. From grand Victorian mansions to elegant brownstones, Kenwood showcases a range of architectural styles that appeal to both history buffs and those with an eye for unique design.

For those looking to make Kenwood their home, there are plenty of options available. The real estate market in this neighborhood offers a variety of homes for sale, catering to different budgets and preferences. Whether you're in search of a spacious family home or a cozy apartment, there are properties to suit every need.

Living in Kenwood means being part of a close-knit community that takes pride in its heritage. The neighborhood boasts several parks, including the popular Burnham Park, which offers stunning lakefront views and recreational activities for all ages. Additionally, Kenwood is home to renowned cultural institutions such as the Hyde Park Art Center and the DuSable Museum of African American History, providing residents with ample opportunities for enrichment and entertainment.

With its prime location and unique charm, Kenwood is a neighborhood that offers a true sense of home. Whether you're a history enthusiast, a nature lover, or simply seeking a welcoming community, Kenwood has something to offer everyone. Explore the homes for sale in this area and discover the perfect place to call your own.

Newest Kenwood Homes for Sale

$2,440,000
5 Beds ⋅ 6 Baths ⋅ 12711888 MLS ⋅ NEW Status
An exceptional expression of architectural elegance and refined living, this distinguished 6-bedoom, 5.5-bath Kenwood residence offers the rare combination of grandeur, scale, and gracious comfort. Set on one of the neighborhood's most beautiful, tree-lined streets, this magnificent early 20th-century home is distinguished by its handsome brick facade, generous proportions and timeless craftsmanship, along with many significant modern upgrades. Spanning approximately 6,700 square feet, the residence unfolds across an impressive and thoughtfully designed floor plan, with soaring ceilings, exquisite hardwood floors, elegant millwork, and a wealth of original architectural character. The gracious entry leads to beautifully proportioned formal rooms, including an expansive living room anchored by a fireplace and an elegant dining room designed for memorable entertaining. The sophisticated yet inviting kitchen features top-quality stainless-steel appliances, a substantial center island, farmhouse sink, and abundant cabinetry, creating a refined setting for both intimate meals and large-scale gatherings. A private den offers an ideal retreat for work or relaxation. The sumptuous primary suite is a true sanctuary, featuring generous proportions, two large walk-in closets, and a luxurious marble bath with dual vanities, a deep soaking tub, and separate shower. Additional bedrooms are also generously sized and complemented by beautifully appointed baths, offering exceptional comfort and privacy. The lower level further enhances the home's remarkable livability, with an expansive finished recreation room featuring built-in shelving, and recessed lighting -- an ideal setting for casual entertaining, recreation. A separate guest room with private full bath completes this level. Outside, meticulously landscaped grounds create a private and serene urban oasis, complemented by a spacious backyard and a concrete drive from the street leading to a detached two-car garage. Perfectly positioned near the lakefront, parks, premier schools, downtown transportation, and the cultural and academic institutions of the greater Hyde Park community, 4900 S. Kimbark Avenue represents a rare opportunity to experience the grandeur of a classic Chicago residence with the comfort and sophistication of modern living. The home is truly in move-in condition, having undergone extensive mechanical & structural renovations from sub-foundation to roof, including multi-zone radiant heat and air conditioning, continuous hot water, 400 AMP electrical service, and replaced water, gas and sewer lines.

4900 S Kimbark Avenue, 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
$2,475,000
8 Beds ⋅ 5 Baths ⋅ 12485443 MLS ⋅ ACTIVE Status
Distinguished by its striking crow-stepped gable, this remarkable residence stands proudly in the heart of historic Kenwood. Built in 1896 for Edith and Laurence Carton, the home was designed by noted architect William Otis, a graduate of Paris's prestigious Ecole des Beaux-Arts and a protege of William LeBaron Jenney. At the height of Chicago's fascination with revival architecture, Otis looked to the canals of Amsterdam for inspiration, creating a residence that beautifully captures the elegance and craftsmanship of 17th-century Dutch design. Commissioned for the treasurer of Swift & Company, the home remains an exceptionally preserved example of architectural artistry and enduring quality. Beyond its richly detailed brick facade lies a grand yet welcoming interior filled with natural light. Original woodwork, art glass, and decorative tile have been meticulously preserved and thoughtfully complemented by modern updates. Expansive formal living and dining rooms flow effortlessly into a warm, inviting kitchen and a sunlit family room that opens onto a spacious deck-ideal for both elegant entertaining and everyday living. Offering eight bedrooms, multiple fireplaces, and a dramatic third-floor family room with soaring 15-foot ceilings, the residence provides extraordinary scale, character, and versatility. Set on a beautifully landscaped, tree-lined lot, the property also includes a charming coach house with a two-bedroom apartment-perfect for guests, extended family, or supplemental income. Timeless, sophisticated, and well maintained, this extraordinary home offers a rare opportunity to own a treasured piece of Kenwood's architectural heritage.

4923 S Greenwood Avenue, Chicago
Start Your Search



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.