Kenwood Homes

/23
$290,000
- 2 Beds
- 1.5 Baths
- 1,500 Sq Ft
4518 S Woodlawn Ave Unit 4518, Chicago, IL 60653

2-Story Townhouse in Prime Kenwood/Bronzeville Location Well-maintained 2-bedroom, 1.5-bath townhouse located in the desirable Kenwood/Bronzeville area. This spacious two-level home offers a smart layout with an open-concept main floor, perfect for everyday living and entertaining. The updated kitchen features ample cabinet and counter space with room for dining. Upstairs, you'll find two

Kyle Fambro eXp Realty

4518 S Woodlawn Ave Unit 4518, Chicago, IL 60653
/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
/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

/35
Est $266,415 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,056 Sq Ft
5000 S East End Ave Unit 16A, Chicago, IL 60615

5000 S East End Ave Unit 16A, Chicago, IL 60615

/10
$250,000
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
4537 S Drexel Blvd Unit 101, Chicago, IL 60653

Situated along the historic and picturesque Drexel Boulevard, this spacious 2-bedroom, 2-bath condo offers a blend of comfort, style, and convenience. Newly installed whisper wood flooring throughout adds a refined touch to the space. The expansive living and dining area features a cozy fireplace, perfect for both relaxing and entertaining. The impressive primary suite includes two closets and a

Wendy Pawlak Keller Williams Experience

4537 S Drexel Blvd Unit 101, Chicago, IL 60653
/5
$1,500 per month
- 2 Beds
- 1 Bath
- Condo for Rent
1022 E Hyde Park Blvd Unit 1N, Chicago, IL 60615

1022 E Hyde Park Blvd Unit 1N, Chicago, IL 60615
/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

/23
Est $343,212 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,750 Sq Ft
5000 S East End Ave Unit 11C, Chicago, IL 60615

5000 S East End Ave Unit 11C, Chicago, IL 60615

/20
$349,500
- 3 Beds
- 4 Baths
- 2,200 Sq Ft
5000 S East End Ave Unit 18C, Chicago, IL 60615

New Hyde Park prestigious vintage high-rise condo that features 2 beds +a family room, office & 2.2 baths. This high floor home is over 2200 SF & is ready to move in, all high end finishes, hardwood floors, ample built-ins and plenty of closet spaces. Upon entering the classic foyer, you enter an open floor living area with a fireplace surrounded by built-in cabinets for your precious

Marzena Sassak Coldwell Banker Realty

5000 S East End Ave Unit 18C, Chicago, IL 60615
/20
$2,250 per month
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- Apartment for Rent
940 E 48th St Unit 1, Chicago, IL 60615

*FIRST MONTH RENT FREE* *Pictures are of the third floor unit. same layout*Explore this stunning 2-bedroom apartment with 2 full bathrooms now available for rent. Enjoy exceptional community amenities and close proximity to the University of Chicago. Located in the lively Kenwood/Hyde Park area, the building welcomes new members to the community. Just a short walk from Drexel Boulevard, it offers

Derek Calvin Coldwell Banker Realty

940 E 48th St Unit 1, 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

/28
Est $281,509 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
5000 S East End Ave Unit 10A, Chicago, IL 60615

5000 S East End Ave Unit 10A, Chicago, IL 60615

/44
$289,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
4435 S Oakenwald Ave Unit 1, Chicago, IL 60653

Stunning 3 Bed, 2 Bath Condo in Prime Kenwood Location - Just Steps from the Lakefront! Welcome to your new home in the heart of historic Kenwood! This beautifully maintained 3-bedroom, 2 full bath condo offers 1,800 square feet of modern comfort, classic charm, and unbeatable location. Step into a spacious open-concept living area featuring gleaming hardwood floors, a cozy fireplace, and

Alicia Sewell Premier Midwest Realty, INC

4435 S Oakenwald Ave Unit 1, Chicago, IL 60653
/2
$1,750 per month
- 3 Beds
- 1 Bath
- Condo for Rent
1020 E Hyde Park Blvd Unit 2, Chicago, IL 60615

1020 E Hyde Park Blvd Unit 2, Chicago, IL 60615
/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

/35
Est $213,695 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,657 Sq Ft
5000 S East End Ave Unit 16B, Chicago, IL 60615

5000 S East End Ave Unit 16B, Chicago, IL 60615

/19
$250,000
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
4537 S Drexel Blvd Unit 106, Chicago, IL 60653

Discover refined city living in the heart of historic North Kenwood at 4537 S Drexel Boulevard - a thoughtfully designed 2 bed /2 bath loft condo nestled on a primer, quiet, tree-lined street. This elevated first-floor residence impresses with soaring ceiling heights, hardwood floors throughout and a flowing open layout that enhances light and space ideal for everyday living and entertaining.

Marissa Parrott Compass

4537 S Drexel Blvd Unit 106, Chicago, IL 60653
/9
$2,550 per month
- 2 Beds
- 2 Baths
- 1,450 Sq Ft
- Condo for Rent
1033 E 46th St Unit 406, Chicago, IL 60653

Welcome to this sun-filled, top-floor beauty perfectly positioned in the heart of the highly sought-after Shakespeare Court gated community. This spacious 2 bed/2 bath condo features refinished hardwood floors, a large ensuite primary bedroom, and central air for year-round comfort. The open-concept living area is anchored by a cozy gas fireplace, and the kitchen shines with stainless steel

Sharial Howard @properties Christie's International Real Estate

1033 E 46th St Unit 406, Chicago, IL 60653
/23
$660,000 Sold Jun 17, 2025
- 2,500 Sq Ft
- $264/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1926
1236 E Madison Park Unit 3E, Chicago, IL 60615

Fantastic four-bedroom, 2 1/2 bath condo in a boutique elevator building in highly desirable Madison Park. This spacious light-filled apartment has beautiful unobstructed north, east, and south views, 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

1236 E Madison Park Unit 3E, Chicago, IL 60615

/20
Est $360,407 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
4449 S Lake Park Ave Unit 2S, Chicago, IL 60653

4449 S Lake Park Ave Unit 2S, Chicago, IL 60653

/13
$215,000
- 1 Bed
- 1 Bath
- 900 Sq Ft
4537 S Drexel Blvd Unit 303, Chicago, IL 60653

This bright condo in North Kenwood is in a well-maintained building with amenities such as two elevators, a welcoming lobby, a fitness room, and bike storage. Natural light floods the unit through large windows, which offer window seating and a balcony overlooking a beautifully maintained courtyard. The open floor plan features a cozy living room with a fireplace and a kitchen equipped with a

Vernetta Jackson RE/MAX Premier

4537 S Drexel Blvd Unit 303, Chicago, IL 60653
/36
$2,500 per month
- 2 Beds
- 1 Bath
- 1,800 Sq Ft
- House for Rent
4915 S Woodlawn Ave Unit Coach House, Chicago, IL 60615

Kenwood Coach House| Rear Coach House Fully Furnished!Near U of C Hospital REQUIREMENTS:*3 to 6 month rental term *Minimum term is 90 days.*FICO/Credit Score 700+ UTILITIES INCLUDED:Owner supplies gas, electric, water, trash services, snow and lawn maintenance, internet, and streaming services. Tenant shall be in charge of paying the owner for all monthly gas

4915 S Woodlawn Ave Unit Coach House, Chicago, IL 60615
/16
$585,000 Sold Jun 16, 2025
- 92 Days On Market
- 4 Beds
- 3 Baths
- Built 2019
1203 E 46th St Unit 1S, Chicago, IL 60653

New take on Edgy. Elegant. Exceptional. Welcome to EAST on FORTY-SIXTH, a newer construction development located in beautiful Kenwood. Exceptionally spacious and well-appointed duplex lives like a single family home. This condominium exemplifies exceptional attention to detail: four-inch wide matte oak hardwood floors, modern flat 6" molding, LED and pendant lighting, brushed nickel hardware,

Naja Morris @properties Christie's International Real Estate

1203 E 46th St Unit 1S, Chicago, IL 60653

/32
Est $381,809 Not Listed For Sale
- 3 Beds
- 2 Baths
- 15,040 Sq Ft
4624 S Greenwood Ave Unit 1S, Chicago, IL 60653

4624 S Greenwood Ave Unit 1S, Chicago, IL 60653

/16
$210,000
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
4800 S Chicago Beach Dr Unit 1106S, Chicago, IL 60615

South Tower Condominium in Historic Kenwood/Hyde Park Welcome to your new home with stunning city lights and a charming, partial view of Lake Michigan. This spacious two-bedroom, two-bathroom condominium is the perfect blend of comfort and convenience. Step into a generously sized living and dining area, with roomy kitchen and hallways that provide a natural flow throughout the home. Both

Valerie Wright RE/MAX Premier

4800 S Chicago Beach Dr Unit 1106S, Chicago, IL 60615
/11
$1,595 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 cozy carpeted flooring throughout and offers great value with heat and water included in the rent. Additional features include: Coin-operated laundry conveniently located

Dorian Moore Fulton Grace Realty

5018 S Blackstone Ave Unit 101, Chicago, IL 60615
/25
$422,250 Sold Jun 13, 2025
- 1,800 Sq Ft
- $235/SF
- 9 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1930
5011 S Dorchester Ave Unit 3S, Chicago, IL 60615

Complete RENOVATION of a rare find, true 3 bedroom PENTHOUSE in East Hyde Park in this Beaux Arts 1920 built 6 unit building with double beveled brick tiers. Very low turnover in this professionally managed condominium building. Approximately 1800+ square feet, Residence 3S offers exquisitely restored vintage details of the period including an English fireplace with the original mantle with

Nicholas Colagiovanni Baird & Warner

5011 S Dorchester Ave Unit 3S, Chicago, IL 60615

/45
Est $365,771 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
4449 S Lake Park Ave Unit 4S, Chicago, IL 60653

4449 S Lake Park Ave Unit 4S, Chicago, IL 60653

/50
$1,385,000
- 4 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
/50
$2,100 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
/33
$1,300,000 Sold Jun 09, 2025
- 5 Days On Market
- 9 Beds
- 9 Baths
- Built 2025
4329 S Oakenwald Ave, Chicago, IL 60653

Solid and elegant 3 unit building on 32X 146 lot, located in historic North Kenwood neighbourhood, 3 bedroom 2.5 baths in each unit, Hardwood floors unit 2,3, sustainable flooring unit 1: great size kitchen, upgraded appliances, quartz countertops, specious bedrooms; roof top deck overlooking lake front and historic neighbourhood: new bridge with access to the lake, beaches, parks: steps away

Joanna Olszynska Compass

4329 S Oakenwald Ave, Chicago, IL 60653

/9
Est $391,271 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
4815 S Drexel Blvd Unit 1SE, Chicago, IL 60615

4815 S Drexel Blvd Unit 1SE, Chicago, IL 60615

/26
$205,900
- 3 Beds
- 2 Baths
- 1,372 Sq Ft
4458 S Greenwood Ave Unit 1E, Chicago, IL 60653

Exciting opportunity to own a condo in the Historic Kenwood Neighborhood! This unit offers 3 bedrooms, 2 full baths and hardwood floors. Cozy up to the fireplace in the living room, or enjoy cooking in the beautiful modern kitchen. This property is just waiting for the right owner to unlock its full potential and turn it into a stunning home. Located just 1 block from Lake Michigan, there

Dan Robinson Crosstown Realtors, Inc.

4458 S Greenwood Ave Unit 1E, Chicago, IL 60653
/20
$2,150 per month
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- Apartment for Rent
940 E 48th St Unit 3, Chicago, IL 60615

*FIRST MONTH RENT FREE* Explore this stunning 2-bedroom apartment with 2 full bathrooms now available for rent. Enjoy exceptional community amenities and close proximity to the University of Chicago. Located in the lively Kenwood/Hyde Park area, the building welcomes new members to the community. Just a short walk from Drexel Boulevard, it offers a picturesque walkway for you and your pet. With

Derek Calvin Coldwell Banker Realty

940 E 48th St Unit 3, Chicago, IL 60615
/2
$485,000 Sold Jun 06, 2025
- 1,799 Sq Ft
- $270/SF
- 7 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2005
4604 S Woodlawn Ave, Chicago, IL 60653

Original owners have taken meticulous care of this 3 story masonry townhouse conveniently located near the lakefront, DuSable LSD, Metra station and U of C campus (1.5 miles). Recently painted with newly refinished hardwood floors and a refreshed kitchen on the main level, this home offers a pristine and private retreat with a manageable yard. The ground level features a bedroom with ensuite

Marie Levesque Compass

4604 S Woodlawn Ave, Chicago, IL 60653

/33
Est $1,343,603 Not Listed For Sale
- 4 Beds
- 4 Baths
- 5,000 Sq Ft
4735 S Ellis Ave Unit 1, Chicago, IL 60615

4735 S Ellis Ave Unit 1, Chicago, IL 60615

/19
$439,900
- 3 Beds
- 4 Baths
- 1,644 Sq Ft
834 E 45th St, Chicago, IL 60653

Beautifull Updated End Unit Kenwood Townhome, hardwood floors, fireplace, deck on two levels, stainless steel appliances, vaulted ceiling, attached 2 car garage, private gated entry in the rear, tastefully decorated, 2 full baths and 2 half baths, in unit laundry, surrounded by new constructed townhomes, must see to appreciate.

Clyde McMullen Berkshire Hathaway HomeServices Starck Real Estate

834 E 45th St, Chicago, IL 60653
/2
$2,700 per month
- 3 Beds
- 2 Baths
- 2,300 Sq Ft
- Condo for Rent
1219 E Madison Park Unit 2, Chicago, IL 60615

Madison Park is a fabulous place to live, a secluded little nook of south Kenwood with a beautiful park area. This spacious condo gives room for every aspect of living, with an abundance of natural light. A great place to call home.

Joanne Bullen Ultimate Realty Group LLC

1219 E Madison Park Unit 2, Chicago, IL 60615
/24
$205,000 Sold Jun 06, 2025
- 1,200 Sq Ft
- $171/SF
- 49 Days On Market
- 2 Beds
- 2 Baths
4800 S Chicago Beach Dr Unit 1406S, Chicago, IL 60615

Prime 14th-floor condo in the sought-after Newport Condominiums, offering stunning views and is move-in ready or for immediate rental income potential. This south-tower unit provides an amazing panoramic view of Hyde Park and partial Lake Michigan views. Features include an updated galley kitchen with modern appliances and ceramic flooring, renovated bathrooms with new fixtures, and luxury vinyl

Alvin Moore eXp Realty

4800 S Chicago Beach Dr Unit 1406S, Chicago, IL 60615

/26
Est $442,776 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

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