Chi - Kenwood Real Estate

Chi - Kenwood Real Estate

Located in the heart of Chicago, Illinois, the neighborhood of Kenwood offers residents a unique blend of history, culture, and community. Situated in Cook County, Kenwood is a vibrant and diverse neighborhood that has become a sought-after destination for both homebuyers and visitors alike.

One of the standout features of Kenwood is its rich architectural heritage. The neighborhood is renowned for its stunning historic homes, many of which were designed by renowned architects such as Frank Lloyd Wright and George Maher. These beautiful residences showcase a variety of architectural styles, including Victorian, Queen Anne, and Prairie School, adding to the charm and character of the area.

In addition to its architectural splendor, Kenwood is also home to several cultural landmarks. The neighborhood is known for its close proximity to the University of Chicago, where renowned scholars and intellectuals have made their mark. The DuSable Museum of African American History, located in Kenwood, is another notable attraction that celebrates the contributions of African Americans to the cultural fabric of the United States.

When it comes to amenities, Kenwood has plenty to offer. Residents can enjoy easy access to a range of dining options, boutique shops, and recreational facilities. The neighborhood is also well-connected to the rest of Chicago, with convenient public transportation options available.

With its rich history, diverse community, and convenient location, Kenwood is undoubtedly an attractive neighborhood for those seeking a unique and vibrant place to call home.

Newest Listings in Chi - Kenwood

$47,500
2 Beds ⋅ 1 Baths ⋅ 12756600 MLS ⋅ NEW Status
Beautifully updated and move in ready 2 bed, 1 bath co-op in sought-after Hyde Park has custom closets throughout. North-facing unit offers peaceful tree-top views over the courtyard. Unbeatable location just steps to the University of Chicago, Lakefront Trail, Whole Foods, Trader Joe's, Metra Electric Line, CTA buses, and Michelin-starred restaurants. Cash transactions only; rentals not permitted. In addition to the purchase price, a $5,620 transfer shares deposit to Harper Square Cooperative is required.

4850 S Lake Park Avenue Unit #308B, Chicago
$1,400,000
3 Beds ⋅ 5 Baths ⋅ 12670499 MLS ⋅ NEW Status ⋅ Powhatan BLDG.
Perched on the 11th floor of the iconic 1929 Art Deco Powhatan, this exceptional residence offers a rare combination of luxury, elegance, and comfort. Widely regarded as one of the building's finest apartments, this expansive single-level home is larger than many houses and showcases breathtaking lake and park views, among the best in the city. Meticulously renovated and presented in move-in condition, the residence is flooded with natural light and thoughtfully designed for both grand-scale entertaining and everyday living. Highlights include a stunning chef's kitchen with top-of-the-line appliances, an estate-sized butler's pantry, a formal dining room, soaring ceilings, hardwood floors, a beautiful fireplace with a hand-carved mantel, two-zone central air conditioning, and a spacious in-unit laundry room. The private living quarters feature three generously sized bedrooms, abundant closet space, and beautifully re-imagined en-suite baths, including dual primary baths. The Powhatan is renowned for its striking Art Deco architecture and distinguished amenities, including a restored lobby, indoor swimming pool, fitness center, and a spectacular rooftop ballroom with expansive terraces for outdoor dining and entertaining. This full-service co-op offers 24-hour door staff, valet parking, elevator attendants, on-site maintenance personnel, and private storage. Monthly assessments include parking, real estate taxes, and an unparalleled level of service. Significant capital improvements completed over the past decade have further enhanced the building's infrastructure and long-term value. A truly one-of-a-kind residence in one of Chicago's most celebrated landmark buildings.

4950 S Chicago Beach Drive Unit #11A, Chicago
$40,000
2 Beds ⋅ 1 Baths ⋅ 12741378 MLS ⋅ NEW Status
A well-maintained residence offering excellent value and strong long-term potential. Located on the 7th floor, this unit provides bright natural light and pleasant open views. The building features a fully renovated marble lobby, 24hour reception, and onsite security, creating a secure and welcoming environment for residents and guests. The home includes 2 bedrooms, 1 bathroom, and a functional combined living/dining/kitchen layout that offers flexibility for updates or customization. Ideal for buyers seeking an affordable entry into the Hyde Park/Kenwood market or investors looking for a value-add opportunity. Close to the lakefront, parks, public transit, and neighborhood amenities. Cash only!

4850 S Lake Park Avenue Unit #709, Chicago
$2,729,000
12755416 MLS ⋅ NEW Status
1209 E. Madison Park and 1210 E. Hyde Park Blvd. are two back-to-back 4-unit buildings with 8 units, 37 bedrooms, and 19 bathrooms on the border of Hyde Park and Kenwood. Unit sizes are exceptional for the submarket: four and five-bedroom layouts averaging 1,800 square feet with in-unit laundry, renovated kitchens and baths, and original vintage detail throughout. The property is fully occupied, with every lease running through late 2026 and 2027. Five units are supported by Housing Choice Voucher contracts, pairing a government-backed rent component with a deep private renter pool. At $317,064 in annual scheduled rent, the offering combines immediate cash flow with clear near-term upside as a utility reimbursement program already in place on recent leases rolls out building-wide, one remaining original unit awaits renovation, and below-market units convert to market rent on turnover. This property is ideally suited for investors seeking a core Kenwood / Hyde Park position with strong in-place income and durable long-term value growth. The location drives consistently high demand, making this an outstanding opportunity in one of the most resilient and historically stable multifamily submarkets in Chicago.

1209 E Madison Park Boulevard, Chicago
$229,999
2 Beds ⋅ 2 Baths ⋅ 12755276 MLS ⋅ NEW Status
BEAUTIFUL TOP-FLOOR 2-BEDROOM, 2-BATH CONDO IN KENWOOD! This bright and spacious home features a desirable open-concept living and dining area with soaring ceilings and rich cherry hardwood floors throughout. The primary suite offers a private bath and a generous walk-in closet, creating the perfect retreat. The updated kitchen is equipped with stainless steel appliances, ample cabinetry, and an in-unit washer and dryer for added convenience. Low HOA assessments make this home an exceptional value. Ideally located in the heart of Kenwood, you'll enjoy easy access to the University of Chicago, shopping, restaurants, public transportation, Lake Shore Drive, and the expressway. Just minutes from downtown Chicago, this home offers the perfect combination of comfort, convenience, and location. Don't miss the opportunity to make this exceptional condo your new home!

4731 S Ingleside Avenue Unit #A3, Chicago
$399,998
3 Beds ⋅ 2 Baths ⋅ 12729152 MLS ⋅ NEW Status
Classic greystone character, generous room sizes, and thoughtful renovations come together in this approximately 1,800-square-foot, 3-bedroom, 2-bath second-floor condo. Hardwood floors flow through the main living areas, including a bright living room with bay windows, recessed lighting, and a fireplace, as well as a separate dining area framed by graceful arched openings. Renovated within the past five years, the kitchen features abundant white shaker cabinetry, marble-look quartz countertops, an oversized waterfall island with seating, a farmhouse sink, subway tile backsplash, stainless steel appliances, and a family-sized double-door refrigerator. The expansive primary suite offers plenty of room to unwind and connects to a beautifully renovated bath with marble-look porcelain tile, a freestanding tub, separate shower with rainfall showerhead and niche, and a double vanity with quartz countertops. A 200-square-foot rear deck extends the living space outdoors. In-unit laundry, central HVAC, and included exterior parking complete the home, all conveniently located near the University of Chicago and Metra transportation.

4512 S Greenwood Avenue Unit #3, Chicago
$144,900
1 Beds ⋅ 1 Baths ⋅ 12750129 MLS ⋅ NEW Status ⋅ Newport Condominiums BLDG.
Perched on the 19th floor of The Newport Condominiums, Residence 1911S pairs elevated lakefront living with the character and culture that make Hyde Park one of Chicago's most celebrated neighborhoods. This south-facing home is filled with natural light, showcasing sweeping views of Lake Michigan, Lake Shore Drive, and the surrounding neighborhood from nearly every room. The thoughtfully renovated interior features an open-concept kitchen completed in 2018, creating an effortless flow between the kitchen, living, and dining spaces-ideal for entertaining or unwinding against a beautiful lakefront backdrop. Coordinating appliances from the renovation include a sleek integrated dishwasher for a clean, streamlined finish, while the updated bathroom adds to the home's polished appeal. The Newport offers 24-hour door staff and security, on-site convenience store, common-area laundry, rooftop access with panoramic Chicago skyline views, and one assigned storage space. Heat, water, scavenger service, waste management, and extermination are included in the monthly HOA dues. The indoor pool, sauna, and fitness center are available through an optional annual membership for an additional fee. Parking for this residence is leased separately for an additional monthly fee. With no rental cap, this residence also presents an attractive opportunity for investors seeking a property in a desirable lakefront community. Cats are welcome; dogs are not permitted. The current special assessment has been paid in full by the owner for this unit. Just moments from the lakefront trails, beaches, the University of Chicago, the Museum of Science and Industry, neighborhood cafes, local dining, shopping, and convenient transportation downtown, Residence 1911S offers a refined yet connected Hyde Park lifestyle-with some of the city's most captivating views waiting at home. Schedule your private showing today.

4800 S Chicago Beach Drive Unit #1911S, Chicago
$2,175,000
8 Beds ⋅ 5 Baths ⋅ 12752094 MLS ⋅ NEW Status
Situated on one of the most desirable blocks in the heart of the Kenwood Historic District, this remarkable residence is distinguished by its striking crow-stepped gable and extraordinary architectural detail. Built in 1896, at the height of Chicago's fascination with revival architecture, the home was designed by noted architect William Otis, a graduate of Paris's prestigious Ecole des Beaux-Arts. His design captures the elegance and craftsmanship of 17th-century Dutch architecture, adding to the neighborhood's character. Exceptionally preserved, the house offers a rare combination of architectural authenticity, gracious scale, and thoughtful modern updates. Beyond its richly detailed brick facade, the interior unfolds with abundant natural light and an extraordinary collection of original craftsmanship, including finely carved woodwork, art glass, and decorative tile. Expansive formal living and dining rooms provide an elegant setting for entertaining, while the warm, inviting kitchen flows naturally into a sun-filled family room and out to a spacious deck - creating an effortless connection between formal and everyday living. With eight bedrooms, multiple fireplaces, and a dramatic third-floor family room featuring soaring 15-foot ceilings, the home offers remarkable scale and versatility. Every floor reveals another layer of the house's architectural character and thoughtful design. The beautifully landscaped, tree-lined lot is further enhanced by a charming coach house with a two-bedroom apartment, offering exceptional flexibility for guests, extended family, a private office, or supplemental income. Timeless in character and sophisticated in its proportions, this extraordinary residence represents a rare opportunity to become the steward of one of Kenwood's treasured pieces of architectural heritage-a home where history, craftsmanship, and modern living come together with grace.

4923 S Greenwood Avenue, Chicago
$445,000
4 Beds ⋅ 2 Baths ⋅ 12754001 MLS ⋅ NEW Status
Beautifully updated 4-bedroom home in the heart of Hyde Park featuring timeless hardwood floors, soaring ceilings, and an impressive vaulted foyer upon entry. The home has a dramatic 36 ft gallery hallway creating an elegant flow to spacious bedrooms. Sun-filled south-facing exposure pours natural light throughout the home, charming sunrooms at both the front and rear of the property offering the perfect spaces to relax, work, or entertain. Thoughtfully updated while maintaining character and warmth, this home combines classic architecture details and modern comfort in one of Hyde Park's most desirable areas. Enjoy easy access to local coffee shops, restaurants, whole foods, and neighborhood favorites along 53rd Street. Convenient transportation options include Metra, CTA, and easy access to Lake Shore Drive. Garage Parking and large storage space included. This home will not disappoint!

1140 E Hyde Park Boulevard Unit #3D, Chicago
$1,775,000
6 Beds ⋅ 5 Baths ⋅ 12753755 MLS ⋅ NEW Status

4801 S Kimbark Avenue, Chicago
$210,000
2 Beds ⋅ 2 Baths ⋅ 12748792 MLS ⋅ ACTIVE Status
Stunning 15th-floor 2-bedroom, 2-bath condo at The Newport Condominiums with sweeping panoramic views of Lake Michigan and Hyde Park. Expansive windows and desirable south, east and west exposures fill the home with natural light, creating a bright and inviting atmosphere. Spacious living and dining areas offer plenty of room to relax and entertain, while generously sized bedrooms provide comfort and flexibility. Enjoy full-service building amenities including 24-hour door staff, on-site management and engineering, valet service, rooftop sundeck, indoor pool, fitness center, package receiving and more. Optional access to the building's health club includes an indoor pool, hot tub, gym, sauna and locker rooms for a small additional fee. Perfectly situated near the University of Chicago, Lake Michigan lakefront, parks, shopping, public transportation and Hyde Park's renowned dining scene, this home combines comfort, convenience and breathtaking views in one unbeatable location. Don't miss the opportunity to make this stunning lakefront residence your own. Schedule your private showing today!

4800 S Chicago Beach Drive Unit #1507S, Chicago
$275,000
4 Beds ⋅ 4 Baths ⋅ 12749408 MLS ⋅ ACTIVE Status ⋅ Powhatan BLDG.
Huge (4197 sq. ft.), 4 br/4 bth sun-filled apartment w/ wonderful lake and park views at the Powhatan, an intimate 40-unit 1929 landmark designated Art Deco building overlooking Lake Michigan in Hyde Park. This beautiful apartment features gracious foyer opening to huge living rm ideal for family living and entertaining; large separate dining rm w/ 1920's chandelier sourced for the apartment; 4 ensuite bedrooms including luxurious primary suite w/ custom built-in closets and separate dressing rm; and bright, south-facing office/library w/ built-in bookshelves. Large gourmet kitchen features new maple countertops and painted tile commissioned by second homeowners from MoMA artist Jane Dickerman in the 1950's. The apartment also boasts high ceilings, parquet floors, new light fixtures throughout, washer/dryer, and assigned on-site self or valet parking in secure, gated lot. This full amenity building, famous for its exceptional service, includes 24-hour doorperson; on-site engineer; 24-hour elevator operator who accompanies all guests and residents to their apartments; roof top ballroom w/ piano, terraces and catering kitchen; indoor pool; exercise rm; bike rm; laundry rm and large private storage rm. Assessment includes parking, real estate taxes, and all building amenities and services.

4950 S Chicago Beach Drive Unit #4A, Chicago
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