Kenwood Homes for Sale

Kenwood Homes for Sale

Welcome to Kenwood, a historic neighborhood located in Chicago, Illinois. Known for its tree-lined streets, stunning architecture, and rich cultural heritage, Kenwood offers a unique blend of urban convenience and suburban charm.

Kenwood is situated in Cook County, just a short drive from downtown Chicago, making it a popular choice for those seeking a peaceful retreat within the bustling city. The neighborhood is home to a mix of elegant single-family homes, grand historic mansions, and modern condominiums, providing options to suit every lifestyle.

If you are considering making Kenwood your home, you will find a variety of homes for sale in the area. Whether you are looking for a spacious family home with a backyard oasis, a cozy bungalow with character, or a luxurious condo with skyline views, Kenwood has something for everyone. With easy access to parks, schools, shopping, dining, and cultural attractions, Kenwood offers the perfect balance of convenience and tranquility.

Don't miss the opportunity to explore the real estate options in Kenwood and discover the perfect place to call home in this vibrant Chicago neighborhood. Reach out to our team today to learn more about the homes for sale in Kenwood and start your journey towards finding your dream home.

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

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