Kenwood Homes

• 

  

  

  /23

  $597,000 Pending

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  4458 S Greenwood Ave Unit 3E, Chicago, IL 60653

  Located on a landmark block in the heart of historic North Kenwood/Hyde Park, this sun-filled 4 bedroom duplex up condo offers beautifully designed space for a thoughtful living lifestyle. Set among stately single-family and classic rowhomes, this residence delivers a true neighborhood feel with easy access to the shops, dining, parks and culture that makes this neighborhood so desirable. Inside

  Yvette DuPree @properties Christie's International Real Estate

  4458 S Greenwood Ave Unit 3E, Chicago, IL 60653
• 

  

  

  /14

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Apartment for Rent

  Unlisted Address

  Welcome home to this newly rehabbed 3BR/2BA apartment in the historic North Kenwood District. North Kenwood, the home neighborhood of former President Obama, is located only three miles south of downtown. Enjoy the ease of everyday living with a large kitchen / family room combination, in-unit laundry and private deck. Unit boast tall ceilings, a fully appointed kitchen, central air, continuous

  LaVette Jones ARNI Realty Incorporated

  Unlisted Address
• 

  

  /2

  $1,222,680 Sold Jul 15, 2025

  • 3,965 Sq Ft
  • $308/SF
  • 6 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2025

  1330 E Hyde Park Blvd, Chicago, IL 60615

  Introducing Madison Park Row - a collection of 7 new construction, extra-wide row homes in Chicago's most iconic neighborhood, Hyde Park. Perfectly situated in a prime location and a short drive to the University of Chicago Campus and Hospital, this exclusive offering will deliver contemporary new construction row homes never before available in the neighborhood. Residence 1330 boasts an

  Cory Robertson Jameson Sotheby's Intl Realty

  1330 E Hyde Park Blvd, Chicago, IL 60615
• 

  

  

  /26

  Est $434,764 Not Listed For Sale

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

  844 E 45th St, Chicago, IL 60653

  844 E 45th St, Chicago, IL 60653
• 

  

  

  /28

  $465,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,831 Sq Ft

  4606 S Woodlawn Ave, Chicago, IL 60653

  Sophisticated Living Awaits in North Kenwood's Finest Townhome. Step into elegance and discover this impeccably maintained three-story masonry masterpiece in the heart of coveted North Kenwood - where timeless design meets unmatched convenience. Just moments from the lakefront, DuSable Lake Shore Drive, the 47th Street Metra, and the University of Chicago campus, this rare offering combines an

  Vadie Reese Serene Realty, Inc.

  4606 S Woodlawn Ave, Chicago, IL 60653
• 

  

  /8

  $1,900 per month

  • 2 Beds
  • 1 Bath
  • 1,650 Sq Ft
  • Condo for Rent

  4459 S Oakenwald Ave Unit 1, Chicago, IL 60653

  Property Id: 104212Newly renovated stunning apartment. Tremendously spacious featuring 2 large bedrooms , 1 bathroom, with 12 foot ceiling, custom tile work, chef kitchen with granite counter tops, island, stainless steel appliances, dishwasher, central air, washer, and dryer. The apartment is located on a great block in a highly sought after Chicago community. It is within walking

  4459 S Oakenwald Ave Unit 1, Chicago, IL 60653
• 

  

  /3

  $100,000 Sold Jul 11, 2025

  • 1,037 Sq Ft
  • $96/SF

  • 2 Beds
  • 1 Bath
  • Built 1956

  4810 S Drexel Blvd Unit M, Chicago, IL 60615

  SOLD BEFORE PRINT

  Nicole Wheatly EXIT Strategy Realty

  4810 S Drexel Blvd Unit M, Chicago, IL 60615
• 

  

  /50

  Est $979,763 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  4401 S Berkeley Ave, Chicago, IL 60653

  4401 S Berkeley Ave, Chicago, IL 60653
• 

  /2

  $250,000 Pending

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

  1356 E Hyde Park Blvd Unit 2, Chicago, IL 60615

  Attention savvy investors! Here's an opportunity to reimagine a HUGE 6-bed, 3-bath condominium unit on the Kenwood/Hyde Park border. It's one of only three apartments in this vintage 1915 building, encompassing the entire second floor (approximately 3,600 square feet!). The building faces south, allowing much of the apartment, including its two sunrooms, to be drenched in sunlight. One

  Shawn Hannan Exit Strategy Realty / EMA Management

  1356 E Hyde Park Blvd Unit 2, Chicago, IL 60615
• 

  

  /25

  $3,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,450 Sq Ft
  • Townhouse for Rent

  4930 S Cornell Ave Unit A, Chicago, IL 60615

  Lovely two-story townhouse tucked away in leafy park-like setting. Open concept living space on the main level with combined living room/dining room, spacious galley kitchen and private patio. There are hardwood floors, a gas log fireplace, high ceilings and office niche on this level. The kitchen has island seating and is equipped with high-end stainless steel appliances: Subzero

  Marie Levesque Compass

  4930 S Cornell Ave Unit A, Chicago, IL 60615
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  /2

  $1,437,910 Sold Jul 10, 2025

  • 3,990 Sq Ft
  • $360/SF
  • 10 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2025

  1326 E Hyde Park Blvd, Chicago, IL 60615

  Residence 1326 at Madison Park Row boasts an exclusive Hyde Park Blvd address minutes away from everything Hyde Park has to offer -- and is the WIDEST new construction row home in Hyde Park! Designed by acclaimed-developer ZSD in conjunction with Studio Dwell, the home boasts sophisticated yet functional design for today's homebuyer. Spanning three levels plus loft office with private rooftop,

  Cory Robertson Jameson Sotheby's Intl Realty

  1326 E Hyde Park Blvd, Chicago, IL 60615
• 

  /2

  Est $3,689,323 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 10,125 Sq Ft

  4825 S Woodlawn Ave, Chicago, IL 60615

  4825 S Woodlawn Ave, Chicago, IL 60615
• 

  

  /23

  $685,000

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  1234 E Madison Park Unit 3W, Chicago, IL 60615

  Fantastic four-bedroom, three-full-bath condo in a boutique elevator building in highly desirable Madison Park. This spacious light-filled apartment has beautiful sunny north, west, and south exposures, the latter overlooking the expansive greenery of the Park. While maintaining all the vintage charm of its original design, including classic moldings, high ceilings, and hardwood floors

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  1234 E Madison Park Unit 3W, Chicago, IL 60615
• 

  

  /7

  $1,950 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  4410 S Drexel Blvd Unit 3, Chicago, IL 60653

  Property Id: 2068573Section 8 O.K.. **CALL TODAY! Lee Woods . Excellent 1 Bedrooms 1 Bathroom for $1,980/month rent. 4410 S. Drexel #3. Near Shopping Stores, Restaurants.**. ***MUST SEE**** *WELL MAINTAINED SECURE BUILDING * ENTRANCE INTERCOM SYSTEM * HEAT INCLUDED * HARDWOOD FLOORS * REFRIGERATOR * STOVE ***This apartment will not last long! Call TODAY! Lee Woods

  4410 S Drexel Blvd Unit 3, Chicago, IL 60653
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  /25

  $415,000 Sold Jun 30, 2025

  • 1,800 Sq Ft
  • $231/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  5009 S Dorchester Ave Unit 3N, Chicago, IL 60615

  A very beautiful true 3 bedroom and 2 full bathroom PENTHOUSE find in East Hyde Park in this Beaux Arts fully restored 1920 built 6 unit building with double beveled brick tiers. Very low turnover in this professionally managed condominium building. Approximately 1800+ square feet, Residence 3 offers exquisitely restored vintage details of the period including and English fireplace with the

  Nicholas Colagiovanni Baird & Warner

  5009 S Dorchester Ave Unit 3N, Chicago, IL 60615
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  /49

  Est $1,833,128 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 3,700 Sq Ft

  4812 S Kimbark Ave, Chicago, IL 60615

  4812 S Kimbark Ave, Chicago, IL 60615
• 

  

  /30

  $489,000

  • 4 Beds
  • 3 Baths
  • 3,200 Sq Ft

  928 E 46th St, Chicago, IL 60653

  Welcome to 928 E 46th Street in Chicago's historic Kenwood neighborhood. This home combines the beauty of Historic Chicago including built-in bookshelves, hardwood floors, original millwork and more; thoughtful updates with an extremely spacious layout and creative room for your own special touches. Inside, you'll find tall ceilings, new flooring, and an open flow between the living and dining

  Naja Morris @properties Christie's International Real Estate

  928 E 46th St, Chicago, IL 60653
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  /11

  $1,395 per month

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Apartment for Rent

  5018 S Blackstone Ave Unit 101, Chicago, IL 60615

  Charming 1 Bed / 1 Bath Apartment in Historic Hyde Park Welcome to this well-maintained 1-bedroom, 1-bathroom apartment located in the heart of Chicago's historic Hyde Park neighborhood. This first-floor unit features hardwood flooring throughout and offers great value with modern conveniences. $52 Monthly Utility Fee covers heat, water, trash, janitorial services, and landscaping-keeping your

  Dorian Moore Fulton Grace Realty

  5018 S Blackstone Ave Unit 101, Chicago, IL 60615
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  /29

  $1,200,000 Sold Jun 30, 2025

  • 2,300 Sq Ft
  • $522/SF

  • 4 Beds
  • 3.5 Baths
  • Built 1893

  1329 E 50th St, Chicago, IL 60615

  Nestled in the heart of the sought-after Kenwood Historic District on a tree-lined street, this beautifully renovated rowhouse blends timeless charm with modern comfort. Perfectly positioned across from the neighborhood's large scenic park, the gracious home is bathed in natural light and offers picturesque views year-round. Step inside to the flowing floor plan where the vestibule opens to a

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  1329 E 50th St, Chicago, IL 60615
• 

  

  /27

  Est $205,418 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,556 Sq Ft

  5000 S Cornell Ave Unit 21C, Chicago, IL 60615

  5000 S Cornell Ave Unit 21C, Chicago, IL 60615
• 

  

  /12

  $144,900

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  4529 S Drexel Blvd Unit 452912, Chicago, IL 60653

  Stunningly renovated 1-bedroom, 1-bathroom apartment available in a charming vintage courtyard condominium building in Kenwood. The modern kitchen boasts quartz countertops and stainless steel appliances, complemented by dark stained hardwood floors throughout. Efficient and stylish LED lighting is featured, contributing to reduced energy costs. Situated just minutes from downtown Chicago,

  Paul Crump Crump Realty Group, Inc

  4529 S Drexel Blvd Unit 452912, Chicago, IL 60653
• 

  

  /50

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  4800 S Chicago Beach Dr Unit 406S, Chicago, IL 60615

  This spacious 2 bedroom, 2 bathroom condominium is available for rent. Steps away from the Lakefront, and blocks away from the University of Chicago, local restaurants, public transportation, and grocery stores. This very well maintained corner unit offers ample natural light and comes with different amenities such as an indoor pool/spa and an indoor gym available to all building residents.

  Delane Mclurkin Kale Realty

  4800 S Chicago Beach Dr Unit 406S, Chicago, IL 60615
• 

  

  /19

  $185,500 Sold Jun 30, 2025

  • 2,000 Sq Ft
  • $93/SF
  • 73 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1927

  5000 S East End Ave Unit 9A, Chicago, IL 60615

  Spacious 3 bedroom, 3 bathroom condominium that lives like a single family home. Located in one of Kenwood/Hyde Park's premier high rise buildings: 5000 South East End. The apartment features hardwood flooring, gracious living room and dining room spaces, an updated kitchen with a butlers pantry and a wonderful floorpan. The building is very well located with close proximity to shopping, public

  Rosa Sanchez-Fryer @properties Christie's International Real Estate

  5000 S East End Ave Unit 9A, Chicago, IL 60615
• 

  

  /10

  Est $248,698 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4545 S Drexel Blvd Unit 2A, Chicago, IL 60653

  4545 S Drexel Blvd Unit 2A, Chicago, IL 60653
• 

  

  /19

  $469,000

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  4606 S Lake Park Ave Unit 101S, Chicago, IL 60653

  This spacious, rarely-available end-unit 4 BR/3 BTH Duplex lives like a single-family home. This fabulous Kenwood/Hyde Park location is perfectly situated near everything you could want, yet still perched on a quiet, tree-lined block. Near University of Chicago, Target, Trader Joes's and only a few blocks to the Metra Station and Lake Michigan. It boasts approx. 2500 sq. ft. on two levels and

  Kate Coyle @properties

  4606 S Lake Park Ave Unit 101S, Chicago, IL 60653
• 

  /2

  $2,200 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  5055 S Dorchester Ave Unit 309, Chicago, IL 60615

  Available 08/15/2025. One Bedroom, One Bathroom (No balcony) in Kenwood/Hyde Park area. A newly built luxury rental property on the border between Kenwood and Hyde Park. Espresso-dyed hardwood floors, central heating, central heating. Unit laundry, more closet space than typical closet space, stainless steel appliances, sharpened marble back panel, spa bathroom with tube or oversized shower,

  Chris Smith Coldwell Banker Realty

  5055 S Dorchester Ave Unit 309, Chicago, IL 60615
• 

  

  /26

  $825,000 Sold Jun 27, 2025

  • 3,200 Sq Ft
  • $258/SF
  • 0 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1914

  1227 E Madison Park Unit 2, Chicago, IL 60615

  NEWLY GUT RENOVATED unit in beautiful boutique, elevator building in Madison Park. Sun drenched throughout, this sprawling 3,200 square feet on one level, condo includes 4 very spacious bedrooms and 3 baths. Every detail has been thoughtfully redesigned, renovated and updated including opening up and enlarging the kitchen area to include a large center island and easy flow into the grand dining

  Catherine Rosenberg Berkshire Hathaway HomeServices Chicago

  1227 E Madison Park Unit 2, Chicago, IL 60615
• 

  

  /21

  Est $257,680 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  5018 S Woodlawn Ave Unit 2N, Chicago, IL 60615

  5018 S Woodlawn Ave Unit 2N, Chicago, IL 60615
• 

  

  /35

  $550,000

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

  4350 S Oakenwald Ave Unit 3, Chicago, IL 60653

  Penthouse living, private 700sf rooftop deck with stunning 360 views on one of Kenwood's most iconic streets. This 3 bed 2bath stunner boasts 11' ceilings, floor-to-ceiling windows, hardwood floors. Spacious open concept living/dining rooms include custom built ins, and fire place for extremely versatile living. Entertain guests with confidence in the chef's kitchen w/ Bosch SS appliances,

  Jennifer Duncan Engel & Voelkers Chicago

  4350 S Oakenwald Ave Unit 3, Chicago, IL 60653
• 

  

  /40

  $1,250,000 Sold Jun 27, 2025

  • 9,074 Sq Ft
  • $138/SF
  • 22 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 1893

  4750 S Drexel Blvd, Chicago, IL 60615

  This is one of the most unique homes in all of Kenwood and quite possibly the entire South Side of Chicago. Located on a wide 50 by 200 foot lot off of historic Drexel Blvd this stunning historic mansion with limestone facade has been brought back to live with the modern finishes we all demand from a home! If you are one who likes to entertain and likes space, this home is the one for you, the

  Ryan Smith RE/MAX Premier

  4750 S Drexel Blvd, Chicago, IL 60615
• 

  

  /21

  Est $262,103 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  4940 S East End Ave Unit 3F, Chicago, IL 60615

  4940 S East End Ave Unit 3F, Chicago, IL 60615
• 

  

  /20

  $725,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  4343 S Ellis Ave, Chicago, IL 60653

  Welcome home to this fully updated 2-story Greystone sitting right in the historic North Kenwood neighborhood. With 4 bedrooms, 3 full baths, 1 half bath and a spacious master suite, this home is designed for both comfort and style. You'll love the open flow with vinyl flooring throughout, central air to keep you cool, and a finished basement for extra space. The kitchen is the heart of the

  Sachet White Century 21 IMPACT

  4343 S Ellis Ave, Chicago, IL 60653
• 

  

  /21

  $265,000 Sold Jun 20, 2025

  • 1,450 Sq Ft
  • $183/SF
  • 14 Days On Market

  • 2 Beds
  • 1.5 Baths

  4552 S Oakenwald Ave Unit 1N, Chicago, IL 60653

  Come live on one of the most beautiful streets in Kenwood. Oakenwald is a quiet non-through street with the north end culminating in a turnaround at the 43rd st pedestrian bridge, which takes walkers, runners, and bicyclists over DuSable Lake Shore Drive to the paths and beaches of Lake Michigan. This spacious (1400+ s.f.) unit has many large windows which let in copious amounts of sunlight.

  David McLennan Pearson Realty Group

  4552 S Oakenwald Ave Unit 1N, Chicago, IL 60653
• 

  

  /5

  Est $260,687 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,498 Sq Ft

  4800 S Chicago Beach Dr Unit 23, Chicago, IL 60615

  4800 S Chicago Beach Dr Unit 23, Chicago, IL 60615
• 

  

  /19

  $50,000

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  4850 S Lake Park Ave Unit 412, Chicago, IL 60615

  For Sale in Hyde Park This beautiful 2-bedroom, 1-bathroom unit offers comfort and convenience near downtown Chicago. The home features new ceiling lights, a mini bar area, and brand-new appliances-including a gas stove (covered in the monthly fees). Property Details: * Carrying Charges (monthly fee): $1,211 * Shares/Refundable Deposit: $5,800 * Garage Parking: Starting at $75/month

  Tiarra Washington Real Broker, LLC

  4850 S Lake Park Ave Unit 412, Chicago, IL 60615
• 

  

  /13

  $155,000 Sold Jun 18, 2025

  • 850 Sq Ft
  • $182/SF
  • 11 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1962

  4800 S Chicago Beach Dr Unit 1005N, Chicago, IL 60615

  Stunning city and lake views from this large Hyde Park one bed, one bath condo in The Newport. Kitchen features new stainless steel appliances, tile backsplash, granite countertops and plenty of cabinet space. Bathroom has been completely renovated with new tile, vanity and walk in shower. Monthly assessments include heat, water, cable TV and internet and an additional storage locker. Building

  Caitlyn McCrerey Compass

  4800 S Chicago Beach Dr Unit 1005N, Chicago, IL 60615
• 

  

  /31

  Est $661,982 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,200 Sq Ft

  4339 S Oakenwald Ave, Chicago, IL 60653

  4339 S Oakenwald Ave, Chicago, IL 60653
• 

  

  /55

  $664,900

  • 4 Beds
  • 6 Baths
  • 3,900 Sq Ft

  4364 S Oakenwald Ave, Chicago, IL 60653

  Just reduced! Welcome to The Oakenwald Estate! Stately 4 bedroom 4.2 bathroom 3,900 square foot 3-story home situated on a double lot in the heart of Kenwood Historic District! This home features an open floor plan on the main level, plenty of natural lighting, a formal living room and dining room, solid vintage oak detail, hardwood floors, an eat-in kitchen with island, custom cabinets and

  Vergis Eiland @properties Christie's International Real Estate

  4364 S Oakenwald Ave, Chicago, IL 60653
• 

  

  /43

  $1,450,000 Sold Jun 18, 2025

  • 7,100 Sq Ft
  • $204/SF
  • 236 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1900

  4628 S Drexel Blvd, Chicago, IL 60653

  Presenting one of Drexel Boulevard's most distinguished estates, a meticulously redesigned three-story masterpiece in Chicago. Originally envisioned by architect Horatio Wilson for Benjamin Bensinger, president of the Brunswick Corporation, this home seamlessly blends its handsome original exterior with a completely reimagined interior. Wilson's meticulous attention to detail shines through in

  Sydney Salinas Jameson Sotheby's Intl Realty

  4628 S Drexel Blvd, Chicago, IL 60653
• 

  

  /30

  Est $387,324 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,158 Sq Ft

  4559 S Greenwood Ave Unit 103, Chicago, IL 60653

  4559 S Greenwood Ave Unit 103, Chicago, IL 60653

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