Kenwood Homes for Sale

Kenwood is a charming neighborhood nestled in the heart of Chicago, Illinois. Located in Cook County, Kenwood offers a unique blend of historical charm and modern amenities. With its tree-lined streets and beautiful architecture, this neighborhood exudes a sense of elegance and sophistication.

For those looking to buy a home in Kenwood, there are plenty of options available. From stunning Victorian mansions to cozy townhouses, there is something to suit every taste and budget. The real estate market in Kenwood is diverse, offering a range of properties for sale.

One of the highlights of living in Kenwood is its proximity to Lake Michigan. Residents can enjoy breathtaking views of the lake and take advantage of the various recreational activities it offers. From jogging along the lakefront trail to picnicking in the parks, there is always something to do outdoors.

In addition to its natural beauty, Kenwood is also known for its cultural attractions. The neighborhood is home to the renowned University of Chicago, which brings a vibrant energy to the area. Residents can enjoy art galleries, museums, and theaters, all within a short distance from their homes.

Whether you are a young professional, a growing family, or a retiree, Kenwood has something to offer everyone. With its rich history, stunning architecture, and convenient location, it is no wonder that homes for sale in Kenwood are in high demand. Don't miss out on the opportunity to make this vibrant neighborhood your home.

Newest Kenwood Homes for Sale

$1,695,000

6 Beds ⋅ 6 Baths ⋅ 12705893 MLS ⋅ NEW Status

An extraordinary Kenwood greystone where historic craftsmanship takes center stage. Designed by celebrated Chicago builder Horatio Wilson, this remarkable 7-bedroom, 6-bath residence showcases more than 5,000 square feet of gracious living space, blending the grandeur of Chicago's architectural past with the comforts of modern living. Rich hardwood floors, extraordinary original millwork, handcrafted built-in cabinetry, decorative columns, pocket doors, and intricate wood detailing reflect a level of craftsmanship rarely found today. Formal living and dining rooms provide elegant spaces for entertaining and everyday living. Just beyond the dining room, a cozy lounge invites morning coffee or evening cocktails, while the adjoining butler's pantry offers a timeless transition into the kitchen. Tucked discreetly behind the kitchen, the original servant's staircase provides a charming connection between the home's first and second floors. Throughout the residence, seven fireplaces further celebrate its architectural heritage. The spacious primary suite serves as a private retreat with abundant closet space and a spa-inspired ensuite featuring a steam shower, soaking tub, dual vanities, and a walk-in closet. A finished lower level lives like a residence of its own with a second full kitchen, dining area, expansive family room, additional bedroom, and full bath-ideal for extended family, guests, or flexible living. Outside, a lush private garden offers a peaceful escape with mature landscaping and seasonal blooms. Ideally situated on a picturesque, tree-lined block in Kenwood near Hyde Park and the University of Chicago, this exceptional residence places you among one of Chicago's most architecturally significant neighborhoods, surrounded by historic homes, cultural institutions, acclaimed dining, and everyday conveniences. Homes of this caliber rarely become available, offering the opportunity to own not simply a remarkable residence, but an enduring chapter in Chicago's architectural story.

4942 S Ellis Avenue, Chicago

$2,440,000

5 Beds ⋅ 6 Baths ⋅ 12711888 MLS ⋅ ACTIVE 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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