Kenwood Homes for Sale

• 

  

  

  /17

  $120,000

  Pending

  • Studio
  • 1 Bath
  • 514 Sq Ft

  4800 S Chicago Beach Dr Unit 709S, Chicago, IL 60615

  Wake up to breathtaking glimpses of Lake Michigan, enjoy the convenience of full-service luxury living, and own one of Chicago's fastest-growing neighborhoods. Perfectly positioned just moments from the New Obama Presidential Center in Jackson Park, this spacious studio offers an exceptional opportunity for first-time buyers, students, medical professionals, investors, or anyone seeking an

  Elijah Reese Serene Realty, Inc.

  4800 S Chicago Beach Dr Unit 709S, Chicago, IL 60615
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• 

  

  

  /22

  $924,000

  New Construction Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,403 Sq Ft

  4719 S Ingleside Ave, Chicago, IL 60615

  Now offered at $924,000 - $75,000 below its November 2025 appraised value, with a private two-car garage included. Move-in ready new construction at The Kenwood Reserve, an exclusive collection of just three boutique luxury residences on a quiet, tree-lined cul-de-sac in historic Kenwood. Designed as a full masonry build to deliver lasting quality, timeless curb appeal, and long-term value, this

  Kelly Ladewig Baird & Warner

  4719 S Ingleside Ave, Chicago, IL 60615
• 

  

  

  /14

  $57,500

  $2K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  4850 S Lake Park Ave Unit 702B, Chicago, IL 60615

  Charming 3-Bedroom Condo in the Heart of Hyde Park Welcome to this beautifully maintained three-bedroom, one-and-a-half-bath condominium located in the heart of Hyde Park's historic district. This home perfectly blends classic character with modern comfort, offering spacious living areas, abundant natural light, and stunning views of the surrounding neighborhood's timeless architecture. Large

  Apryll McFerren United Real Estate - Chicago

  4850 S Lake Park Ave Unit 702B, Chicago, IL 60615
• 

  

  /2

  $120,000

  $33K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 773 Sq Ft

  4800 S Chicago Beach Dr Unit 2611-N, Chicago, IL 60615

  Located in vibrant Hyde Park, you're just minutes from the University of Chicago, Museum of Science & Industry, public transportation, shopping, dining, and all the lakefront has to offer. Perfect for owner-occupants or investors seeking strong rental potential in a full-amenity, lakefront building. This property needs updating and is being sold as-is, creating a prime opportunity to renovate and

  Pasquale Messina @properties Commercial

  4800 S Chicago Beach Dr Unit 2611-N, Chicago, IL 60615
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  /7

  $320,000

  $25K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  4321 S Ellis Ave Unit 2, Chicago, IL 60653

  Discover this beautifully maintained duplex condo located in the highly sought-after Kenwood neighborhood! Step inside and enjoy a bright, inviting open-concept layout designed for both comfort and entertaining. The spacious main level features rich hardwood floors and a decorative fireplace, creating a warm and elegant atmosphere with seamless flow between the living, dining, and kitchen areas.

  Rosa Weatherly Coldwell Banker Realty

  4321 S Ellis Ave Unit 2, Chicago, IL 60653
• 

  

  /12

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  1033 E 46th St Unit 406, Chicago, IL 60653

  Welcome to this sun-filled penthouse residence, perfectly positioned within the highly sought-after, gated Shakespeare Court community. This spacious 2-bedroom, 2-bath condo offers an inviting blend of comfort, style, and convenience. Refinished hardwood floors flow throughout the home, while the open-concept living and dining area is anchored by a cozy gas fireplace. The well-appointed kitchen

  Sharial Howard @properties Christie's International Real Estate

  1033 E 46th St Unit 406, Chicago, IL 60653
• 

  

  /35

  $139,900

  • 1 Bed
  • 1 Bath

  4800 S Chicago Beach Dr Unit 308S, Chicago, IL 60615

  Enjoy lakefront living in this beautifully updated one-bedroom condo at 4800 S. Chicago Beach Drive. Located in a full-service high-rise, this bright and spacious residence features a generous open layout, luxury vinyl flooring, newer kitchen cabinetry and countertops, and stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave.Large windows fill the unit with

  Yasir Malik Kairos Brokerage LLC

  4800 S Chicago Beach Dr Unit 308S, Chicago, IL 60615
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  /49

  $2,475,000

  • 8 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  4923 S Greenwood Ave, Chicago, IL 60615

  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

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  4923 S Greenwood Ave, Chicago, IL 60615
• 

  

  /16

  $154,900

  • 2 Beds
  • 1 Bath

  4523.5 S Drexel Blvd Unit 3W, Chicago, IL 60653

  Welcome Home to Your Sunny Sanctuary! Discover this beautifully renovated 2-bedroom, 1-bath top-floor condo in a charming vintage courtyard building in vibrant Kenwood. Bathed in natural light, this home features: *Modern Gallery-Style Kitchen - Perfect for culinary enthusiasts *Spacious Living/Dining Combo - Ideal for entertaining or relaxing *Prime Location - Just minutes from downtown Chicago

  Paul Crump Anchor Real Estate, Inc.

  4523.5 S Drexel Blvd Unit 3W, Chicago, IL 60653
• 

  

  /11

  $105,000

  $15K PRICE DROP

  • Studio
  • 1 Bath
  • 750 Sq Ft

  4800 S Chicago Beach Dr Unit 2308S, Chicago, IL 60615

  Located on the high 23rd floor in the south tower of the sought-after Newport Towers complex, this quaint, charming studio unit provides great space with amazing views of the lakefront and should not be overlooked! The unit offers a generous living space with southern and eastern exposure, sunrise views will brighten the space and make the unit feel larger and brighter day in day out! The galley

  Ryan Smith RE/MAX Premier

  4800 S Chicago Beach Dr Unit 2308S, Chicago, IL 60615
• 

  

  /14

  $139,900

  $10K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  4800 S Chicago Beach Dr Unit 804N, Chicago, IL 60615

  FHA APPROVED BUILDING! LAKE VIEW! PARKING SPOT INCLUDED IN PRICE! This building is the BEST! KEPT! SECRET! Unobstructed Lake Michigan view right along Lake Shore Drive! Short distance to University of Chicago, Museum of Science & Industry AND the new Obama Presidential Library site. Walk to Hyde Park shops & restaurants, parks & recreation or along Lake Michigan. 24 hour security building,

  Susan Rossi Re/Max 10

  4800 S Chicago Beach Dr Unit 804N, Chicago, IL 60615
• 

  

  /40

  $279,000

  $71K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,865 Sq Ft

  5000 S East End Ave Unit 24A, Chicago, IL 60615

  Spectacular East Hyde Park Lakefront Residence. Enjoy breathtaking panoramic views of the Lakeshore (East side view) and Hyde Park area (West side view), from this exceptional 24rd-floor residence in one of Hyde Park most prestigious vintage high-rises. This spacious home beautifully blends timeless architectural character with sophisticated modern updates. A dramatic 20-foot foyer welcomes you

  Carlos Matos Core Realty & Investments Inc.

  5000 S East End Ave Unit 24A, Chicago, IL 60615
• 

  

  /39

  $595,000

  Pending

  • 3 Beds
  • 3.5 Baths

  4926 S Cornell Ave Unit E, Chicago, IL 60615

  Well maintained 3 story townhouse at Cornell Square. Entering the home from the first level you will find a bedroom with en-suite bathroom. You can also enter the home from the attached 2 car garage, a great and convenient feature. Moving up to the 2nd level brings you to the open living/dining room with adjoining kitchen as well as a powder room. Light comes into this floor from the west and

  Joanne Bullen Ultimate Realty Group LLC

  4926 S Cornell Ave Unit E, Chicago, IL 60615
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  /4

  $2,950,000

  Pending

  1210 E Hyde Park Blvd, Chicago, IL 60615

  Stately apartment building located near the University of Chicago, one of the most powerful institutional anchors in the Midwest. Hyde Park is known for stable tenant demand, timeless architectural character, and consistent long term appreciation. The location offers immediate access to the University of Chicago along with close proximity to Lake Michigan, Downtown Chicago, and accessible public

  Steven Rapoport Chicago Real Estate Resources

  1210 E Hyde Park Blvd, Chicago, IL 60615
• 

  

  /31

  $569,900

  Pending

  • 3 Beds
  • 3 Baths
  • 2,126 Sq Ft

  4530 S Woodlawn Ave Unit 305, Chicago, IL 60653

  Move right in to the most upgraded townhome in the Shakespeare community, offered by its first and only owners, and truly move-in ready from top to bottom. Tucked into a lush, park-like courtyard setting that feels worlds away from the city, this quiet enclave is one of the community's best-kept secrets. This 3-bedroom, 3-full-bath residence spans three thoughtfully laid-out levels. Ideal for a

  Karla Thomas Urb & Burb Realty

  4530 S Woodlawn Ave Unit 305, Chicago, IL 60653
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  /28

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,465 Sq Ft

  5050 S East End Ave Unit 1E, Chicago, IL 60615

  A rare find in Hyde Park-Kenwood: the largest unit at The Chippewa. This first-floor 3BR/2BA co-op stuns with east-to-west views and a semi-open layout built for gathering. The kitchen delivers custom soft-close cabinetry, white quartz counters, a deep stainless sink, and an LG induction range. Both baths feature white porcelain tile. Enjoy large walk-in closets with California Closets built-ins

  Darryl Toney Jason Mitchell Real Estate IL

  5050 S East End Ave Unit 1E, Chicago, IL 60615
• 

  

  /16

  $185,000

  $25K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  4537 S Drexel Blvd Unit 203, Chicago, IL 60653

  Investor Special!!! Turnkey income-producing opportunity in the highly sought-after historic Drexel Boulevard corridor. This spacious 1-bedroom, 1-bath condominium offers wood-finish flooring throughout, a cozy fireplace, a large bathroom with dual vanities, and an efficient layout that appeals to long-term tenants. The well-maintained building features secure fob entry, an assigned exterior

  Chavez Carter LPT Realty LLC

  4537 S Drexel Blvd Unit 203, Chicago, IL 60653
• 

  

  /20

  $57,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,112 Sq Ft

  4800 S Lake Park Ave Unit 706A, Chicago, IL 60615

  Discover sophisticated city living in this spacious 2-bedroom condo located in the historic and highly sought-after Hyde Park/Kenwood neighborhood. This inviting residence features a stylish contemporary kitchen with sleek cabinetry, stainless steel appliances, built-in wall ovens, gas cooktop, designer range hood, and an expansive breakfast bar that seamlessly opens into the main living area -

  Eyliece Richardson Keller Williams ONEChicago

  4800 S Lake Park Ave Unit 706A, Chicago, IL 60615
• 

  

  /20

  $299,900

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  4731 S Ingleside Ave Unit D1, Chicago, IL 60615

  Welcome to this beautifully appointed 2-bedroom, 2.5-bath duplex that lives like a townhome, offering an exceptional combination of space, comfort, and modern convenience. Designed with both comfort and functionality in mind, this expansive home features hardwood flooring throughout the upper level, abundant natural light, and an open, inviting floor plan. The contemporary kitchen is appointed

  Paulette Hollingsworth Baird & Warner

  4731 S Ingleside Ave Unit D1, Chicago, IL 60615
• 

  

  /26

  $300,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

  4405 S Lake Park Ave Unit 2, Chicago, IL 60653

  Sprawling condominium in historic Kenwood, just blocks from Morgan Point Beach. This stretch of S. Lake Park Ave is both picturesque and rarely available. Situated in a stately six-unit building constructed in the early 2000s, the home offers modern amenities alongside generous square footage, both indoors and out. A quaint foyer and a long hallway - lined with ample storage and featuring an

  Michaela Gordon @properties Christie's International Real Estate

  4405 S Lake Park Ave Unit 2, Chicago, IL 60653
• 

  

  /14

  $200,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,105 Sq Ft

  1145 E 50th St, Chicago, IL 60615

  Unlock the potential of this Hyde Park/South Kenwood coach house-an ideal opportunity for investors ready to bring their vision to life. This 2-bedroom, 1-bath property offers over 1,100 square feet of living space, featuring generously sized closets and abundant natural light throughout. A rare highlight is the expansive 3-car garage, adding significant value and versatility. With solid bones

  Jason Rivera eXp Realty

  1145 E 50th St, Chicago, IL 60615
• 

  

  /36

  $925,000

  • 6 Beds
  • 5 Baths

  4836 S Dorchester Ave, Chicago, IL 60615

  Looking for a Stunning 3-Flat Georgian Style Multi-Family Building or convert to your Single Family Home in the Hyde Park/Kenwood Community, where historical elegance is seamlessly integrated with contemporary living. This rare gem has been updated on the 1st level only to offer both classic charm and modern amenities perfect for short-term rentals generating great annual income. Bring your own

  Carlas Gilbert Prince Realty Group LLC

  4836 S Dorchester Ave, Chicago, IL 60615
• 

  

  /23

  $425,000

  • 4 Beds
  • 1.5 Baths

  4753 S Woodlawn Ave, Chicago, IL 60615

  For the first time in 47 years, a rare value-add opportunity in the heart of historic Kenwood Mansion District. This spacious 4-bedroom, 1.1-bath townhome offers three levels of living space, including a partially finished basement and a large private fenced yard. Solid brick and concrete construction provides the perfect foundation for renovation, with tremendous upside for investors or

  Lane Chesebro Coldwell Banker Realty

  4753 S Woodlawn Ave, Chicago, IL 60615
• 

  

  /25

  $179,000

  Pending

  • 1 Bed
  • 1 Bath
  • 990 Sq Ft

  4800 S Chicago Beach Dr Unit 2611-S, Chicago, IL 60615

  The Newport stands as one of Hyde Park's finest condominium complexes, offering an exceptional lifestyle. With amenities such as an exercise room, indoor pool, hospitality room, parking, storage, commuter bus service and attentive doorperson services. This is the epitome of effortless living. Now available for sale is a delightful one bedroom unit that has been tastefully updated. Filled with

  Shirley Amico Berkshire Hathaway HomeServices Chicago

  4800 S Chicago Beach Dr Unit 2611-S, Chicago, IL 60615
• 

  

  /42

  $505,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  5036 S Drexel Blvd Unit 3N, Chicago, IL 60615

  Set along the iconic boulevard of historic Kenwood, this expansive and character-filled residence at 5036 S. Drexel Blvd. #3N blends timeless architectural detail with thoughtful modern updates. Located in a distinguished 1910 building designed by renowned architect Frank B. Jobson, this beautifully preserved home offers exceptional scale, rich craftsmanship, and a layout that lives comfortably

  Margaret Williams @properties Christie's International Real Estate

  5036 S Drexel Blvd Unit 3N, Chicago, IL 60615
• 

  

  /26

  $180,000

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft

  5000 S East End Ave Unit 2A, Chicago, IL 60615

  Beautiful and super spacious home in one of Hyde Park's most spectacular buildings. Great layout with expansive living and dining rooms, eat-in kitchen, en suite full baths for every bedroom, and all freshly painted. East and west exposure provides great natural light and wonderful cooling breezes. Ideal location a block from lakefront with bike trails, playgrounds, tennis courts, beaches, etc.

  David Jennett Coldwell Banker Realty

  5000 S East End Ave Unit 2A, Chicago, IL 60615
• 

  

  /55

  $1,485,000

  • 5 Beds
  • 4.5 Baths
  • 3,647 Sq Ft

  4558 S Ellis Ave, Chicago, IL 60653

  Beautiful single family greystone with almost 5,000 sq. feet over 4 levels of living space! 5 bedrooms/4.5 baths of complete gut rehab with generous room sizes on all levels--from bedrooms to bathrooms to walk-in showers and walk-in closets. Beautifully designed for large families or extended families, as this home has two master suites with their own bathroom/closet suites. Impressive front

  Mike Santore Keller Williams Thrive

  4558 S Ellis Ave, Chicago, IL 60653

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