Homes for Sale in Cook County IL with 5-Bedrooms

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  /8

  $299,000

  Pending

  • 8 Beds
  • 2 Baths

  7332 S Luella Ave, Chicago, IL 60649

  Investor special in the heart of South Shore! This classic 2-flat at 7332 S Luella Ave blends timeless architecture with strong income potential, perfect for an owner-occupant or savvy investor. Each unit features 4 bedrooms, 1 bathroom, and an enclosed back porch, offering generous living space and flexibility. Inside, you'll appreciate the original stained glass, rich woodwork, and

  Shawanna Bryant Keller Williams Innovate

  7332 S Luella Ave, Chicago, IL 60649
• 

  

  

  /37

  $469,900

  Pending

  • 6 Beds
  • 3 Baths
  • 2,010 Sq Ft

  2309 N Rutherford Ave, Chicago, IL 60707

  Beautiful newly updated 6 bedroom 3 full bathroom ready to movein house with new kitchen, new appliances, new floors, new baths, new paint.

  Pankti Patel USA Realty Group Inc

  2309 N Rutherford Ave, Chicago, IL 60707
• 

  

  

  /42

  $299,000

  Pending

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

  11613 S Loomis St, Chicago, IL 60643

  Stunning fully rehabbed Chicago home offering 5 bedrooms, 2 updated bathrooms, and modern finishes throughout! Step inside to an open and bright layout featuring new flooring, recessed lighting, and a stylish electric fireplace accent wall. The beautifully updated kitchen boasts white shaker cabinets, quartz countertops, stainless steel appliances, and designer finishes. The finished basement

  Frank Montro Keller Williams Preferred Rlty

  11613 S Loomis St, Chicago, IL 60643
• 

  

  

  /46

  $439,800

  • 6 Beds
  • 3 Baths
  • 2,161 Sq Ft

  2936 N Kenneth Ave, Chicago, IL 60641

  Beautiful brick bungalow located on a highly desirable block! This well-maintained home is filled with natural light and features beautiful hardwood floors, a spacious living room, separate dining area, generously sized bedrooms, and a large kitchen perfect for everyday living and entertaining. The finished basement offers excellent ceiling height, providing additional living space with endless

  Gonzalo Santoyo HomeSmart Connect LLC

  2936 N Kenneth Ave, Chicago, IL 60641
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  /24

  $115,000

  $15K PRICE DROP

  • 5 Beds
  • 2 Baths

  5556 S Princeton Ave, Chicago, IL 60621

  Attention Investors and Rehabbers! This solid 2-unit in Englewood offers significant potential for investors or buyers looking to renovate and add value. Each unit provides great potential for rental income or make it your own. Live in one and rent out the other. Located in a residential neighborhood with access to local amenities, schools, and public transportation, this property is ideal for

  Anthony Disano Parkvue Realty Corporation

  5556 S Princeton Ave, Chicago, IL 60621
• 

  

  /14

  $237,000

  • 5 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  14844 Dearborn St, Dolton, IL 60419

  Beautifully remodeled and ready for new owners! 3 bedrooms, 2 and half bathrooms home on huge corner lot. Gorgeous new kitchen with white cabinets, granite countertop and all new stainless appliances. Refinished and stained hardwood floors. Completely new - updated bathrooms. Freshly painted throughout. Many updates on 1 car garage, also. Updated specious basement with additional 2 bedrooms -

  Drita Haziraj Chase Real Estate LLC

  14844 Dearborn St, Dolton, IL 60419
• 

  

  /43

  $4,495,000

  Pending

  • 7 Beds
  • 8 Baths
  • 6,465 Sq Ft

  99 Tudor Place, Kenilworth, IL 60043

  Experience refreshing lake breezes from this exceptional English Manor estate, offering 7 bedrooms, 6 full and 2 half bathrooms, four fireplaces, and a three-car attached garage. Spanning four levels of beautifully finished living space, this fully renovated, light-filled home blends timeless architecture with modern sophistication. Designed by Chip Hackley and enhanced with exquisite landscaping

  Kathryn Mangel @properties Christie's International Real Estate

  99 Tudor Place, Kenilworth, IL 60043
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  /47

  $395,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,707 Sq Ft

  3041 S Kildare Ave, Chicago, IL 60623

  Rare opportunity to own one of the few homes currently available in the surrounding area. With very limited inventory nearby, this spacious and light-filled classic brick bungalow offers a unique chance for buyers seeking space, character, and flexible living. This beautifully maintained home features 5 bedrooms and 2 full bathrooms, combining the timeless charm of traditional bungalow

  Abiezer Molina Chicagoland Brokers, Inc.

  3041 S Kildare Ave, Chicago, IL 60623
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  /56

  $9,995,000

  • 10 Beds
  • 10 Baths
  • 13,400 Sq Ft

  2026 N Kenmore Ave, Chicago, IL 60614

  Unique opportunity for the luxury homeowner who wants to provide an opportunity for an extended family habitat, live in nanny, or even business associates to be close in the huge coach house over the attached 5 car garage. The coach house also could be a huge basketball court with not much effort. This outstanding renovation was customized to perfection by Soucie Horner for this current owner who

  Emily Sachs Wong @properties Christie's International Real Estate

  2026 N Kenmore Ave, Chicago, IL 60614
• 

  

  /16

  $49,900

  • 6 Beds
  • 2 Baths

  636 W 62nd St, Chicago, IL 60621

  TWO FLAT BUILDING IN THE HEART OF UP&COMMING ENGLEWOOD. The property needs rehab to bring it back to its former glory. Great layout. Hardwood floors throughout. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  636 W 62nd St, Chicago, IL 60621
• 

  

  /35

  $240,000

  • 5 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  442 Homan Ave, Park Forest, IL 60466

  Impressive 2 story colonial featuring 5 beds and 2.5 baths on a peaceful Cul de sac in Park Forest with over 2400 sq ft of living space. Spacious living room with decorative fireplace that opens into dining room with plenty of table space. Updated kitchen features walnut soft close cabinets, subway tile backsplash & vinyl flooring. Huge family room with vaulted ceilings, wood beams, built in

  Lawrence Reaves Charles Rutenberg Realty of IL

  442 Homan Ave, Park Forest, IL 60466
• 

  

  /25

  $289,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  2038 E 73rd St, Chicago, IL 60649

  Brick bungalow in South Shore with open concept layout, newly renovated eat-in kitchen, three spacious bedrooms, bonus room, and versatile third floor. Unfinished basement for expansion and a newly installed backyard fence for outdoor entertaining. Convenient location near Lakefront, Jackson Park, Museum of Science and Industry, Rainbow Beach, grocery stores, and public transportation.

  Laura Rodriguez Realty of America, LLC

  2038 E 73rd St, Chicago, IL 60649
• 

  

  /35

  $550,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 4,485 Sq Ft

  10023 S Wood Ln, Palos Hills, IL 60465

  VERY CLEAN AND UPDATED 2-STORY IN PALOS HILLS AVAILABLE! OFFERING 4-5 BEDROOMS AND A 2-CAR GARAGE ON A BIG WOODED LOT. SITUATED ON A LIGHTLY TRAVELED STREET AND IN A VERY DESIRABLE LOCATION. THE SPACIOUS ROOMS HAVE MANY UPDATES. BRICK PAVERS LEAD TO A COVERED FRONT PORCH AND WELCOMING DOUBLE DOORS INTO THE FOYER THAT IS ACCENTED WITH NEW TIFFANY LIGHTING. HARDWOOD FLOORS FLOW THROUGHOUT MOST OF

  Kevin Burke RE/MAX 10

  10023 S Wood Ln, Palos Hills, IL 60465
• 

  

  /7

  $409,900

  Pending

  • 10 Beds
  • 3 Baths

  3839 W Flournoy St, Chicago, IL 60624

  Beautiful two-unit Greystone investment property. The first-floor unit features 4 spacious bedrooms and 1 full bathroom. The second-floor unit offers 5 large bedrooms and 1 full bathroom. The basement is duplexed with the first floor and includes an additional 1 bedroom and 1 bathroom, providing extended living space. Both main units boast impressive 10-foot ceilings and were updated

  Orlando Morales RE/MAX Premier

  3839 W Flournoy St, Chicago, IL 60624
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  /9

  $1,700,000

  $25K PRICE DROP

  • 6 Beds
  • 7 Baths

  1623 N Halsted St, Chicago, IL 60614

  Located at 1623 N Halsted, this 3 unit, 5,388 SF property is ideally positioned in one of Chicago's most dynamic and upscale neighborhoods-offering exceptional potential for residential or boutique hotel development. The ground floor former restaurant space offers the opportunity for an owner/user to open up shop and use the residential unit income to cover their mortgage or an investor looking

  Daniel Hyman Millennium Properties RE, Inc.

  1623 N Halsted St, Chicago, IL 60614
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  /30

  $989,000

  • 6 Beds
  • 4 Baths

  5936 N Melvina Ave, Chicago, IL 60646

  Welcome to this rarely available Triplex in Norwood Park! Completely updated in recent years including all new plumbing, electrical, windows, central heat/AC, kitchens & baths, entire paint job and much more. 2025 updates include entire building tuckpointed, concrete walkway & back patio, new garage roof. Sump and flood control system in front for a piece of mind. The rear includes a huge 3 story

  Konstantinos Bakas Advantage Realty Group

  5936 N Melvina Ave, Chicago, IL 60646
• 

  

  /17

  $470,999

  $24K PRICE DROP

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
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  /33

  $2,150,000

  • 6 Beds
  • 3.5 Baths
  • 5,400 Sq Ft

  300 E Euclid Ave, Arlington Heights, IL 60004

  Welcome to 300 E. Euclid Ave - a stately architectural gem in the heart of Arlington Heights. Step inside to discover timeless elegance and rich, custom details throughout with over 5000 sq ft. The centerpiece is a de Giulio-designed kitchen that blends classic craftsmanship with modern functionality - ideal for everyday living and entertaining. A custom conservatory invites year-round enjoyment,

  Mary Schneider @properties Christie's International Real Estate

  300 E Euclid Ave, Arlington Heights, IL 60004
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  /51

  $1,199,000

  • 9 Beds
  • 7 Baths

  1013 W 18th Place, Chicago, IL 60608

  Rare 2023 Gut-Renovated Compound in the Heart of Pilsen! This stunning three-unit property offers a sophisticated "house-hack" or high-yield investment opportunity just steps from the coveted 18th Street corridor. The expansive front residence lives like a luxury single-family home, boasting an open-concept 4BR/3BA floor plan anchored by a Chef's kitchen with quartz counters, custom backsplash,

  Salvador Gonzalez RE/MAX Mi Casa

  1013 W 18th Place, Chicago, IL 60608
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  /12

  $395,000

  • 6 Beds
  • 2 Baths

  5518 S Wood St, Chicago, IL 60636

  Income Producing 2 Unit in Prime Chicago Location. Fantastic investment opportunity! This solid brick 2 unit building offers huge 3 bedroom layouts in both units, each featuring hardwood floors, newer windows, and enclosed back porches for added storage and year-round usability. Inside, the units offer generous living and dining spaces with great natural light, tall ceilings, and classic Chicago

  Emily Roman Realty of America, LLC

  5518 S Wood St, Chicago, IL 60636
• 

  

  /22

  $265,000

  $70K PRICE INCREASE

  • 5 Beds
  • 2 Baths

  727 N Springfield Ave, Chicago, IL 60624

  Two Brick Flat in Humboldt Park 1/2 block from Chicago Ave. 3 electric meters, Circuit breakers. Cooper water pipes. 2 car garage. Front and rear fences. Quick access to Down Town via Pulaski to I-290 or via Chicago Ave and/or Grand Ave. To Be Sold in As-Is Condition. To be sold with City Code Violations.

  Maria Jerusalimiec Inter-City Realty, Inc.

  727 N Springfield Ave, Chicago, IL 60624
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  /37

  $465,000

  • 5 Beds
  • 3 Baths
  • 2,409 Sq Ft

  3707 Kenilworth Ave, Berwyn, IL 60402

  Most five bedroom homes in Berwyn ask you to compromise. This one does not. Three full baths across three levels means no morning traffic jams. No HOA means no rules. Furniture included means you move in and live. At $465,000 this is the most finished space per dollar currently on the market in 60402. This five bedroom, three full bathroom home on Kenilworth Avenue delivers approximately 2,400

  B H eXp Realty - Chicago North Ave

  3707 Kenilworth Ave, Berwyn, IL 60402
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  /18

  $139,000

  • 5 Beds
  • 3 Baths
  • 1,300 Sq Ft

  12908 S Wallace St, Chicago, IL 60628

  INVESTOR/HANDYMAN SPECIAL! BRICK CAPE COD ON A BEAUTIFUL BLOCK OF WEST PULLMAN IN A FANTASTIC POCKET! 3 FLOORS OF LIVING SPACE WITH A BATH ON EACH FLOOR! HARDWOOD FLOORS! CORP. OWNED, AS-IS SALE, CASH ONLY, NO SURVEY, TAXES 100%. EASY SHOW AND SELL!

  Ryan Cherney Circle One Realty

  12908 S Wallace St, Chicago, IL 60628
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  /10

  $159,900

  Pending

  • 6 Beds
  • 2 Baths

  8733 S Buffalo Ave, Chicago, IL 60617

  This two-flat property located at 8733 Buffalo presents a fantastic investment opportunity for those looking to capitalize on its income potential. Each unit consists of three spacious bedrooms and one bathroom, making it an ideal setup for families or renters seeking comfortable living spaces.This is not just a two flat; it's a canvas ready for your vision. Whether you're looking to invest or

  Daryl Molden Kale Realty

  8733 S Buffalo Ave, Chicago, IL 60617
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  /9

  $290,000

  Pending

  • 5 Beds
  • 2 Baths

  2720 W Flournoy St, Chicago, IL 60612

  Welcome to this classic two-Flat....with full basement just waiting to be converted into an in-law unit. Located on a quiet, tree-lined street with new construction all around. This well-maintained building offers two spacious units; one 3bdrm unit and one 2bdrm unit. Perfect for owner-occupants or investors, each unit features separate utilities. Major updates included newer roof, hot water

  Shirley Fields Coldwell Banker Realty

  2720 W Flournoy St, Chicago, IL 60612
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  /30

  $399,999

  • 8 Beds
  • 3 Baths

  7813 S East End Ave, Chicago, IL 60649

  Welcome to 7813 S East End Ave, a well-maintained solid brick 2-flat located in the heart of South Shore, just minutes from the lakefront and approximately 3 miles from the Obama Presidential Center. This property features two spacious 3-bedroom units with separate utilities, making it an ideal opportunity for both investors and owner-occupants. Each unit showcases hardwood floors throughout,

  Joshua Mercer Premier Chicago Real Estate

  7813 S East End Ave, Chicago, IL 60649
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  /28

  $695,000

  New Construction $25K PRICE DROP Pending

  • 6 Beds
  • 4 Baths
  • 4,063 Sq Ft

  4951 W 86th St, Burbank, IL 60459

  Stunning brand-new construction in Burbank - this expansive 6-bedroom, 4-bath residence offers over 4,000 sq ft of sophisticated living space. A spacious open-concept upper level welcomes you with abundant natural light and designer finishes. The gourmet kitchen features quartz countertops and stainless steel appliances, while the spa-inspired primary suite includes a custom walk-in closet and

  Hasan Abutaleb NowEquity Real Estate

  4951 W 86th St, Burbank, IL 60459
• 

  /2

  $2,000,000

  New Construction Pending

  • 5 Beds
  • 6 Baths
  • 4,100 Sq Ft

  2127 W Huron St, Chicago, IL 60612

  New construction , photo of previous build.

  Kevin Bigoness Baird & Warner

  2127 W Huron St, Chicago, IL 60612
• 

  

  /8

  $230,000

  • 5 Beds
  • 3 Baths
  • 1,102 Sq Ft

  1908 S 18th Ave, Maywood, IL 60153

  Opportunity awaits! This solid home offers great potential for buyers looking to add their personal touch or investors seeking their next project. Currently owner-occupied, the property has been lived in and is ready for updates and cosmetic improvements to truly shine. Featuring a functional layout with generous living spaces, this home provides a strong foundation for renovation and value

  Lindsey T. Evans Liberty Pointe Realty LLC

  1908 S 18th Ave, Maywood, IL 60153
• 

  

  /20

  $499,000

  Pending

  • 12 Beds
  • 4 Baths

  5436 W Jackson Blvd, Chicago, IL 60644

  Rarely available Austin 4-flat with strong income potential and substantial capital improvements throughout the years. Property appraised at $500,000 in July 2023. Recent unit updates include a 2025 rehab of Unit 1E and a 2022 rehab of Unit 1W. Major building improvements include a rubber roof installed on both the building and garage in 2015, with maintenance touch-ups completed in 2021, and a

  Debra Taitel Baird & Warner

  5436 W Jackson Blvd, Chicago, IL 60644
• 

  

  /26

  $599,900

  Pending

  • 6 Beds
  • 3 Baths

  5700 W Melrose St, Chicago, IL 60634

  Excellent opportunity to own a well-maintained two-flat offering flexible living arrangements. Largely renovated in 2012, the property has been meticulously cared for and provides multiple options for both owner-occupants and investors. The top-floor unit can function as a comfortable two-bedroom apartment. The main-level unit features two bedrooms, a remodeled kitchen, beautiful hardwood floors,

  Rafal Szypcio Coldwell Banker Real Estate Group

  5700 W Melrose St, Chicago, IL 60634
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  /45

  $1,095,000

  • 5 Beds
  • 5 Baths

  958 N Honore St, Chicago, IL 60622

  Presenting an exceptional opportunity to own a meticulously-maintained, classic brick 4-unit building in the heart of one of Chicago's most coveted neighborhoods - East Ukrainian Village. Positioned at the prime corner of Augusta and Honore, this property is surrounded by new development and multi-million-dollar homes, offering easy access to the city's finest dining, shopping, and transportation

  Qizhong Guan Century 21 S.G.R., Inc.

  958 N Honore St, Chicago, IL 60622
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  /45

  $294,900

  $5K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 1,458 Sq Ft

  10235 S Rhodes Ave, Chicago, IL 60628

  Presenting a distinguished fully updated 5-bedroom, 3-bathroom residence that exemplifies contemporary living. Upon entering, you are welcomed by an inviting ambiance that flawlessly integrates modern luxury with timeless charm. The home is appointed with sophisticated fixtures and finishes, including hard wood flooring throughout the 1st and 2nd living areas, providing both elegance and comfort.

  Bruno Styrczula First Midwest Realty LLC

  10235 S Rhodes Ave, Chicago, IL 60628
• 

  

  /22

  $379,000

  • 6 Beds
  • 2 Baths

  5737 S Laflin St, Chicago, IL 60636

  Welcome to this well - maintained 2-unit property, perfect for a first-time homebuyer or savvy investor! Each unit features 3 spacious bedrooms and 1 full bathroom. The property underwent renovations in 2024, including a brand-new kitchen with granite countertops. Enjoy year-round comfort with the added forced air with A/C on both floors and in-unit laundry already installed in both units. All

  Silvia Tenesaca Cloud Gate Realty LLC

  5737 S Laflin St, Chicago, IL 60636
• 

  

  /26

  $211,111

  Pending

  • 5 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  11361 S Racine Ave, Chicago, IL 60643

  Multiple offers received, highest and best offer due tonight at 9pm. Beautifully rehabbed 5-bedroom, 1.5-bathroom home, fully updated in 2026, offering a spacious and functional layout ideal for a variety of living needs. The main level features 3 bedrooms, a comfortable living area, and a well-appointed kitchen with brand-new appliances and ample cabinet space. The living room is filled with

  Sonny Ruan Chi Real Estate Group LLC

  11361 S Racine Ave, Chicago, IL 60643
• 

  

  /13

  $345,000

  Pending

  • 5 Beds
  • 3 Baths

  7034 S Hermitage Ave, Chicago, IL 60636

  Great investment opportunity in Englewood! This well-maintained two-unit building features two spacious units, each offering 2 bedrooms and 1 bathroom. Both units have separate utilities and individual meters, providing convenience for owners and tenants. The finished basement, powered by electricity, offers additional living space and can function as a potential in-law suite or extended living

  Myiah Williams EXIT Strategy Realty

  7034 S Hermitage Ave, Chicago, IL 60636
• 

  

  /50

  $599,900

  $79K PRICE DROP Pending

  • 6 Beds
  • 4 Baths

  2713 S Crowell St, Chicago, IL 60608

  Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

  linda lin RE/MAX Suburban

  2713 S Crowell St, Chicago, IL 60608
• 

  

  /10

  $189,900

  Pending

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

  1512 N Wolf Rd, Berkeley, IL 60163

  Opportunity available for a savvy investor to rehab this large 5-bedroom 2 full bathroom home. Property is sold "as is". Seller will not provide a survey. Buyer responsible for village inspection repairs.

  Heidi Bolger Coldwell Banker Gladstone

  1512 N Wolf Rd, Berkeley, IL 60163
• 

  

  /19

  $389,000

  $86K PRICE DROP Pending

  • 9 Beds
  • 4 Baths

  8744 S Saginaw Ave, Chicago, IL 60617

  SOUTH CHICAGO - FOR SALE: Fully rehabbed 3-unit multifamily property located in the South Chicago neighborhood. The property consists of three (3BD/1BA) units, with the top-floor unit featuring an additional attic level that includes an extra bathroom and two rooms-ideal for use as a study and playroom. Recent renovations include a new roof, new windows, and individual furnaces for each unit. The

  Daniel Breiter Horvath & Tremblay IL, LLC

  8744 S Saginaw Ave, Chicago, IL 60617
• 

  

  /45

  $519,000

  $131K PRICE DROP

  • 6 Beds
  • 2 Baths

  6418 S Drexel Ave, Chicago, IL 60637

  Stunning Greystone two-flat in SIZZLING hot Woodlawn! This is an exceptional opportunity in one of Chicago's fastest-growing neighborhoods. This classic multi-unit property offers two spacious 3-bedroom residences with soaring ceilings, original woodwork, and beautiful vintage details, including decorative fireplaces and charming built-ins that showcase timeless character. The partially finished

  Eboni Tankersley Urban Oasis Realty LLC

  6418 S Drexel Ave, Chicago, IL 60637

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