Homes for Sale near Youth Connection Charter School

• 

  

  

  /40

  $1,950,000

  • 6 Beds
  • 3.5 Baths

  5611 S Kenwood Ave, Chicago, IL 60637

  Nestled on a tree-lined cul-de-sac directly opposite Ray Elementary School playground, this prestigious rowhome was designed in 1903 by New York architectural firm Mann, MacNeille & Lindeberg in the classic Renaissance Revival style for University of Chicago academics and represents a rare opportunity on Hyde Park's storied Professor's Row. Beyond the stunning and well-preserved Gothic arched

  Chandra Shealey North Clybourn Group, Inc.

  5611 S Kenwood Ave, Chicago, IL 60637
• 

  

  

  /4

  $225,000

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

  5408 S Michigan Ave Unit 1S, Chicago, IL 60615

  Spacious 3-bedroom, 2-bathroom condo located in the heart of Bronzeville. This well-maintained 10-unit building is fully rented, offering excellent investment potential, yet remains ideal for owner-occupants seeking a vibrant community and prime location. The current CHA tenant is on a month-to-month lease, providing flexibility for new buyers. Perfect for investors looking to generate income or

  Sanina Ellison Re-CHRG Inc

  5408 S Michigan Ave Unit 1S, Chicago, IL 60615
• 

  

  /2

  $49,900

  • Land
  • 0 Acre

  6508 S Woodlawn Ave, Chicago, IL 60637

  Vacant lot for sale in booming East Woodlawn, just blocks from the Obama Presidential Center that is nearing completion. Lot is located on a residential street between a single family home and low rise multi-unit building near the University of Chicago campus, Metra Electric stop at 63rd St. and Dorchester Ave. and Jewel supermarket. Site plan and design, zoning letter affirming that the lot is

  Marie Levesque Compass

  6508 S Woodlawn Ave, Chicago, IL 60637
• 

  

  

  /22

  $445,000

  • 2 Beds
  • 2 Baths

  2342 W Adams St Unit 406, Chicago, IL 60612

  DEVELOPER'S CLOSEOUT! LAST UNIT LEFT! Developer is offering $10,000 in closing credits if the contract is accepted by October 29, 2025 -don't miss this opportunity! Fortress Home introducing 31- Unit Boutique ELEVATOR building and offering an urban chic living with thoughtfully designed open concept floorplan. The sleek gourmet kitchen provides custom two-tone cabinetry, quartz counters,

  Svitlana Creadon Compass

  2342 W Adams St Unit 406, Chicago, IL 60612
• 

  

  

  /19

  $609,900

  • 5 Beds
  • 3.5 Baths
  • 2,082 Sq Ft

  2537 W Grenshaw St, Chicago, IL 60612

  Updated Single Family- Welcome Home! Kitchen with all stainless-steel appliances. Beautifully refinished hardwood floors and freshly painted throughout! Full finished basement with additional full bath. 2 Car garage. This is a must see! Close to all accommodations including schools, parks, shops, restaurants and more! Not for rent or lease

  Christopher Clark Grandview Realty, LLC

  2537 W Grenshaw St, Chicago, IL 60612
• 

  

  /21

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft

  633 E Bowen Ave Unit 1E, Chicago, IL 60653

  ** Bronzeville Bright and beautifully updated *** this 3 BR / 2 BA condo blends modern efficiency with Bronzeville's timeless character. Sunlight pours through open living spaces featuring a cozy fireplace, newer GE appliances, energy-saving HVAC, and a new hot water heater. The building's full roof replacement and secure gated parking provide lasting peace of mind, while professional maintenance

  Jorge Vega New Avenue Realty LLC

  633 E Bowen Ave Unit 1E, Chicago, IL 60653
• 

  

  /25

  $499,000

  • 9 Beds
  • 3 Baths

  5239 S Ingleside Ave, Chicago, IL 60615

  Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a potential bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement was

  Joan Couris Keller Williams Thrive

  5239 S Ingleside Ave, Chicago, IL 60615
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  /30

  $349,000

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

  1908 S Sawyer Ave, Chicago, IL 60623

  Live, earn and grow your wealth! This all-brick townhome in the heart of Little Village/North Lawndale offers two separate living spaces perfect for house hacking or generating rental income. The fully gut-rehabbed 7-foot-tall basement is already rented with a lease ending in 01/2026, providing immediate cash flow, while the upper level features 9-foot ceilings, 4 bedrooms and 2 full baths.The

  Wilber Hernandez Realty of America, LLC

  1908 S Sawyer Ave, Chicago, IL 60623
• 

  

  /13

  $209,900

  • Studio
  • 1 Bath

  630 N State St Unit 2204, Chicago, IL 60654

  High-rise studio, 1-bath condo in the heart of River North. Full-amenity building offers 24-hour door staff, fitness center, party room, and sundeck. Conveniently located near shopping, dining, nightlife, and public transportation.

  Stephen Zidek Grandview Realty LLC

  630 N State St Unit 2204, Chicago, IL 60654
• 

  

  /18

  $329,900

  • 1 Bed
  • 1 Bath
  • 887 Sq Ft

  225 W Huron St Unit 212, Chicago, IL 60654

  Beautiful 1 Bed / 1 Bath in Prime River North Location!! Step into this true brick & timber loft showcasing 12' ceilings, exposed ductwork, and a bright, open layout with ideal exposure. Dual brick walls create the contemporary industrial-rustic atmosphere you've been searching for. The kitchen features granite countertops, a breakfast bar, and stainless steel appliances, while the bathroom was

  John Floros Fulton Grace Realty

  225 W Huron St Unit 212, Chicago, IL 60654
• 

  

  /23

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  222 N Columbus Dr Unit 1502, Chicago, IL 60601

  Discover this light-filled 2 bed / 2 bath corner residence at the desirable Park Millennium. Floor-to-ceiling windows showcase sweeping city and park views, filling the home with natural light and creating an uplifting atmosphere - making even rainy or snowy days feel special. The open living and dining space perfect for entertaining or cozy nights in, while the modern kitchen, spacious bedrooms

  Kelly Ladewig Baird & Warner

  222 N Columbus Dr Unit 1502, Chicago, IL 60601
• 

  

  /17

  $120,000

  • 6 Beds
  • 2 Baths

  5732 S Sangamon St, Chicago, IL 60621

  Investment opportunity in the heart of Englewood! This solid brick 2-flat offers classic Chicago Architecture and incredible income potential. Each unit features 3 bedrooms and 1 full bathroom, ideal for rental or owner-occupancy. With a full unfinished basement and exterior parking this property is ready for the savvy investor or handyperson looking to build equity. Property being sold

  Michael Olszewski Area Wide Realty

  5732 S Sangamon St, Chicago, IL 60621
• 

  

  /20

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  1901 S Calumet Ave Unit 1803, Chicago, IL 60616

  Breathtaking lake and skyline views from this beautifully updated 2BD + Den / 2BA condo in Harbor View-one of South Loop's most sought-after full amenity buildings. Spanning approx. 1,200 sq ft, this sun-drenched home features floor-to-ceiling windows, brand-new hardwood floors in the living area, and brand-new carpet in the bedrooms. The open layout is perfect for modern living. The updated

  Whitney Wang Prospect Equities Real Estate

  1901 S Calumet Ave Unit 1803, Chicago, IL 60616
• 

  

  /17

  $95,625

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  7000 S East End Ave Unit 303, Chicago, IL 60649

  Welcome to South Shore! This lovely two bedroom, two full bathroom condo, has a secure and welcoming foyer. This condo is filled with natural lighting, hardwood flooring, and an open floor plan on the main level. The bedrooms are located on the second level, both have spacious closets. Property being sold in AS IS condition, no surveys nor disclosures, taxes prorated. Neighborhood attractions:

  Michael Olszewski Area Wide Realty

  7000 S East End Ave Unit 303, Chicago, IL 60649
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  /8

  $699,000

  • 10 Beds
  • 3 Baths

  1301 S Fairfield Ave, Chicago, IL 60608

  Charming, brick, three-unit with 3 bedrooms+ and 1 bath each, plus large basement and laundry area. Exposed brick, hardwood floors, historic details. Marble counters, stainless appliances. Part of a portfolio of properties in North Lawndale and Douglas Park. Ample grounds and parking for several cars in rear. Vacant lot to left of building available for additional $120K. Sold as-is. Rent all

  Andy Sokol The Sokol Group

  1301 S Fairfield Ave, Chicago, IL 60608
• 

  

  /28

  $429,799

  • 5 Beds
  • 2 Baths
  • 2,200 Sq Ft

  2733 W 38th St, Chicago, IL 60632

  Luxury Living Meets Modern Comfort! Step into this completely rehabbed dream home offering 5 spacious bedrooms and 2 gorgeous spa like bathrooms. From the moment you enter, you'll be captivated by the soaring cathedral ceilings and open-concept design that seamlessly blends elegance with modern style. The heart of the home is the stunning chef's kitchen, featuring crisp white shaker cabinets,

  Jose Villasenor Realty of America, LLC

  2733 W 38th St, Chicago, IL 60632
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  /44

  $265,000

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

  1520 E Marquette Rd Unit 2B, Chicago, IL 60637

  Bright and spacious elevated first floor 3 bedroom, 2 bath condo that features lovely living room with beautifully refinished hardwood floors, custom colors & woodwork thru-out, fireplace and adjacent nook area for sunroom or office. 3 nice size bedrooms, master bedroom with full marble bathroom with jacuzzi tub and walk-in closet. Gorgeous kitchen with lots of custom Brazilian cherrywood

  Pamela Walsh Chicagoland Brokers, Inc

  1520 E Marquette Rd Unit 2B, Chicago, IL 60637
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  /7

  $340,000

  • 6 Beds
  • 2 Baths

  1132 S Sacramento Blvd, Chicago, IL 60612

  Graystone, 2-flat. Gated parking for at least two cars. Conveniently located on Sacramento, near Douglass Park, public transportation, restaurants, and the Eisenhower Expressway; not far from Garfield Park and the Green Line. Fenced, cutely landscaped front yard. Views from rear balcony. Lots of inherent charm. High ceilings. Updated kitchens and appliances. Hardwood floors and historic wood

  Andy Sokol The Sokol Group

  1132 S Sacramento Blvd, Chicago, IL 60612
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  /3

  $18,999

  • Land
  • 0 Acre

  6518 S Damen Ave, Chicago, IL 60636

  Prime Vacant Lot in West Englewood - Surrounded by New Growth! Opportunity knocks on this oversized vacant lot in the heart of West Englewood! This parcel offers a rare chance to build your dream single-family home or develop a smart investment property in a fast-evolving neighborhood. Single-family homes, new construction, and full rehabs are active on this very block-making this the perfect

  Aaron Gaines Keller Williams Preferred Realty

  6518 S Damen Ave, Chicago, IL 60636
• 

  

  /17

  $475,000

  • 2 Beds
  • 1.5 Baths

  340 W Superior St Unit 1607, Chicago, IL 60654

  Experience elevated living at its finest in this penthouse unit at 340 West Superior Street, Unit 1607, Chicago. This pristine 2-bedroom, 1.5-bath residence boasts well-maintained home with outstanding city views and an expansive balcony perfect for relaxation! New open kitchen with waterfall quartz counters island with seating for 4. Wine refrigerator and a new sink with a top-end faucet and

  Julie Chesne Compass

  340 W Superior St Unit 1607, Chicago, IL 60654
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  /33

  $367,500 Open Sat 1:30PM - 3:30PM

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft

  1110 W 15th St Unit 218, Chicago, IL 60608

  Looking for more space and more privacy? This quiet,1226 sq. ft. condominium has high concrete ceilings and FULLY-ENCLOSED BEDROOMS with a fully-enclosed office! Heated, garage parking is INCLUDED. This designer-improved unit has NEW CARPETING in the bedrooms, diagonal real oak hardwood floors, upgraded appliances -- including a brand new refrigerator -- and subway tile on the backsplash and

  Jason Webb Baird & Warner

  1110 W 15th St Unit 218, Chicago, IL 60608
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  /24

  $289,000

  • 2 Beds
  • 1 Bath

  5714 S Kenwood Ave Unit 1, Chicago, IL 60637

  Historic Condominium just steps from the University of Chicago! This beautifully updated and spacious 2-bedroom, 1-bath condominium seamlessly blends vintage charm with modern comfort. Perfectly positioned just steps from the University of Chicago and The Laboratory Schools, this sunny residence faces east to Kenwood Avenue and south toward the verdant gas-lit courtyard. Inside, abundant

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  5714 S Kenwood Ave Unit 1, Chicago, IL 60637
• 

  

  /26

  $699,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  909 W Washington Blvd Unit 908, Chicago, IL 60607

  INCREDIBLE 2 Bed / 2 Bath Northwest-Facing 1300sqft CORNER UNIT with MESMERIZING SUNSET VIEWS in the Heart of West Loop! This stunning home features the desirable open living room/dining room/kitchen concept, OVERSIZED WINDOWS, private balcony, an abundance of natural light, hardwood flooring throughout and in-unit laundry! Renovated chef's kitchen showcases stainless-steel appliances, quartz

  Rubina Bokhari Compass

  909 W Washington Blvd Unit 908, Chicago, IL 60607
• 

  

  /23

  $349,000 Open Sun 11AM - 1PM

  • 2 Beds
  • 2 Baths

  1632 S Indiana Ave Unit 403, Chicago, IL 60616

  Welcome home to this sophisticated Brick and Timber 2 bed / 2 bath Loft in the beating heart of the Chicago South Loop! Fixed in the highly sought-after Bicycle Station Lofts, where historic charm meets modern comfort -- This unit offers Soaring 12-foot ceilings, exposed brick and timber beams, and dramatic floor-to-ceiling windows that fill the open-concept living space with incredible natural

  Nick Libert EXIT Strategy Realty

  1632 S Indiana Ave Unit 403, Chicago, IL 60616
• 

  

  /24

  $269,500

  • 1 Bed
  • 1 Bath

  125 S Jefferson St Unit 2701, Chicago, IL 60661

  Stunning 1 bed / 1 bath condo in the heart of West Loop with incredible west-facing views! This bright, open-concept condo features floor-to-ceiling windows, a spacious private balcony, and modern finishes throughout. The kitchen boasts granite countertops, Samsung stainless steel appliances, ample cabinet space, built-in shelving, and a peninsula for extra dining. Enjoy a cozy dining area or

  John Floros Fulton Grace Realty

  125 S Jefferson St Unit 2701, Chicago, IL 60661
• 

  

  /26

  $550,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  954 N Crosby St Unit 954C, Chicago, IL 60610

  Beautiful 2 Bed / 2 Bath Townhome with Private Rooftop | River North. Welcome to this beautifully updated and spacious townhome located in the heart of River North. The open-concept main level features a modern kitchen with stainless steel appliances, newly resurfaced hardwood floors, and a bright living area with oversized windows that flood the space with natural light. Enjoy cooler evenings

  Anne Katzfey Baird & Warner

  954 N Crosby St Unit 954C, Chicago, IL 60610
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  /16

  $265,000

  • 1 Bed
  • 1 Bath
  • 775 Sq Ft

  401 E Ontario St Unit 4404, Chicago, IL 60611

  Enjoy breathtaking views of the city and Lake Michigan from this 44th floor condo located in the heart of Streeterville. This prime Near Northside location is conveniently situated near numerous attractions and amenities, such as the lakefront trail and beaches, Riverwalk, Navy Pier, Magnificent Mile, as well as dining options, shopping venues, Northwestern University and Hospital, parks,

  Craig Sebert @properties Christie's International Real Estate

  401 E Ontario St Unit 4404, Chicago, IL 60611
• 

  

  /25

  $245,000

  • 1 Bed
  • 1 Bath
  • 795 Sq Ft

  10 E Ontario St Unit 2304, Chicago, IL 60611

  This lovely rehabbed one bedroom at Ontario Place has a beautiful open white kitchen with stainless and granite, stunning tile backsplash and Wood laminate flooring in living area.... Upgraded bath and gorgeous bright south city view.... You cannot beat this convenient River North location just steps to restaurants, shopping and nightlife.... Trader Joe's is next door and the Mag Mile luxury

  Sharon Rizzo Compass

  10 E Ontario St Unit 2304, Chicago, IL 60611
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  /60

  $774,999

  • 12 Beds
  • 5 Baths

  5330 S Wabash Ave, Chicago, IL 60615

  MUST SEE LEGAL (3) UNIT MULTI-FAMILY WITH A CAP RATE OF 8.4 Come take a look at this absolutely stunning Washington Park/Bronzeville ((LEGAL 3 unit)). These units are absolutely massive with roughly 2,000+ sqft per unit with 11 ft ceilings and great layouts throughout the entire property.. The Top floor unit is a 4 bed 2 bath with an Entire Laundry room and everything in that unit is just a

  David Mishel Compass

  5330 S Wabash Ave, Chicago, IL 60615
• 

  

  /21

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  5 E 14th Place Unit 806, Chicago, IL 60605

  Spacious and bright split floor plan 2BR/2BA with a private terrace offering stunning, unobstructed views of the park, sunsets, and Chicago's iconic skyline. Located on the 8th floor of a boutique elevator building, this home is a true urban retreat. Enjoy a prime location in a quiet residential pocket just steps from Cottontail and Colosseum (dog park) Parks, and an easy walk to State Street

  Michael Michalak RE/MAX 10 Lincoln Park

  5 E 14th Place Unit 806, Chicago, IL 60605
• 

  

  /15

  $325,000

  • 2 Beds
  • 1 Bath

  1845 S Michigan Ave Unit 1003, Chicago, IL 60616

  Experience the pinnacle of modern urban living with this stunning 2-bedroom, 1-bathroom condo nestled in the heart of the vibrant South Loop. This residence boasts a sleek contemporary design with an open-concept layout, abundant natural light from expansive windows, and sophisticated finishes throughout. The generously-sized primary bedroom features ample storage and an attached bath. Enjoy

  Brian Pistorius Compass

  1845 S Michigan Ave Unit 1003, Chicago, IL 60616
• 

  

  /22

  $650,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths

  1513 W Ohio St Unit 2W, Chicago, IL 60642

  Welcome to this stunning, like-new (built in 2020) 3-bedroom, 2-bath home in a boutique all-brick building located in the heart of West Town. This residence showcases exceptional design, high-end finishes, and thoughtful custom details throughout. Upon entry, you'll be greeted by floor-to-ceiling windows that flood the home with natural light and nearly 10' ceilings that enhance the spacious,

  Neringa Northcutt @properties Christie's International Real Estate

  1513 W Ohio St Unit 2W, Chicago, IL 60642
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  /14

  $639,900

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  130 S Canal St Unit 9M, Chicago, IL 60606

  Welcome home to this spacious three-bedroom, 2.5-bathroom duplex in West Loop! This bright and airy condo offers amazing views you can enjoy from your private 300-square-foot terrace- perfect for hosting or relaxing. The main level features tall windows, high ceilings, and a sleek kitchen that flows into the living room, along with a versatile bedroom ideal for guests or a home office, plus a

  Angel Aguilar Homes Realty of Chicago Inc

  130 S Canal St Unit 9M, Chicago, IL 60606
• 

  

  /13

  $299,000

  • 2 Beds
  • 1 Bath

  1322 W Huron St Unit 4N, Chicago, IL 60642

  Tucked away on a quiet, tree-lined street in the heart of West Town, this 2 bed + 1 bath blends modern upgrades with an unbeatable location. The home features refinished hardwood floors, fresh paint throughout, and windows framing stunning skyline views that fill the home with light. The open kitchen includes quartz countertops, a stylish backsplash, newer stainless steel appliances, and updated

  Kelly Parker Compass

  1322 W Huron St Unit 4N, Chicago, IL 60642
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  /27

  $309,000

  • 2 Beds
  • 1 Bath
  • 1,057 Sq Ft

  1255 S State St Unit 917, Chicago, IL 60605

  Welcome to this bright and inviting 2 bed, 1 bath southeast corner condo in the heart of the South Loop. The open living and dining area is filled with natural light, offering city views from every window and direct access to a private balcony for unwinding or enjoying morning coffee with a view. The kitchen features maple cabinetry, granite countertops, stainless steel appliances, and a large

  John Gault Baird & Warner

  1255 S State St Unit 917, Chicago, IL 60605
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  /26

  $525,000

  • 8 Beds
  • 4 Baths

  6243 S Wood St, Chicago, IL 60636

  Great Location close to Business Area on 63rd & Damen & great access to Bus & train transportation. Property was rehab in 2017

  Jose L Garcia Village Realty Inc

  6243 S Wood St, Chicago, IL 60636
• 

  

  /15

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  61 W 15th St Unit 503, Chicago, IL 60605

  Rare opportunity to buy a 2 bed/2 bath condo in the Burnham Station building. This east facing four-room apartment is thoughtfully designed to meet the needs of modern living. Light, bright home with granite countertops and well-maintained appliances. Good sized bedrooms with a huge walk-in closet that provides ample storage space located in the primary bedroom. Superb city views from the entire

  Valerie Thomas Red Pro Realty

  61 W 15th St Unit 503, Chicago, IL 60605
• 

  

  /29

  $315,000

  • 4 Beds
  • 2 Baths

  4845 S Throop St, Chicago, IL 60609

  Excellent Investment opportunity in the New City neighborhood, perfect for the first time homebuyer or for anyone wanting extra passive income! Two Unit with opportunity to duplex up to the unfinished attic. Recently updated, two bedroom, 1 bath units; Updated kitchen with Stainless Steel Appliances, new cabinets, newly remodeled bathrooms, Central Air, New garage. Bring your prequalified

  Teresa Ramirez Chicago Premier Realty, Inc.

  4845 S Throop St, Chicago, IL 60609
• 

  

  /35

  $429,000

  • 6 Beds
  • 3 Baths

  4317 S Sawyer Ave, Chicago, IL 60632

  Don't miss this once-in-a-lifetime investment opportunity at 4317 S Sawyer Ave-perfect for a new or seasoned landlord! This solid brick 2-flat features two spacious units, each with 2 bedrooms and 1 bathroom, plus a full basement and a huge, partially finished attic offering great potential for storage or future expansion. The property includes 3 electric and 3 gas meters for separate utilities.

  Valeria Guerrero Su Familia Real Estate Inc

  4317 S Sawyer Ave, Chicago, IL 60632
• 

  

  /95

  $4,215,000

  4840 S Indiana Ave, Chicago, IL 60615

  7.5 CAP Breathe Rare Air. The sellers of this property portfolio are not just seasoned investors; they are passionate visionary stewards with over 45 years of experience in branded high quality property development and management. Since 2007, they have meticulously curated each asset in the Bronzeville collection, focusing on longevity, quality, and the future potential of every investment. Every

  Karen Biazar North Clybourn Group, Inc.

  4840 S Indiana Ave, Chicago, IL 60615

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