Homes for Sale in 60637 with 5-Bedrooms

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  /48

  $537,900

  • 7 Beds
  • 2 Baths

  6111 S Eberhart Ave, Chicago, IL 60637

  Looking for what might be the best 2-flat in all of Chicago? This is the one you've been waiting for! Welcome to 6111 S Eberhart, a stately and beautifully maintained legal 2-flat located in the heart of red-hot Woodlawn, one of Chicago's fastest-growing and most iconic neighborhoods. This is a rare opportunity for either the savvy house hacker looking to live in one unit and rent the other, or

  

  Andrew Dorazio

  Dorazio Real Estate LLC

  (773) 917-0546

  6111 S Eberhart Ave, Chicago, IL 60637
• 

  

  

  /39

  $575,000

  • 12 Beds
  • 8 Baths

  5930 S King Dr, Chicago, IL 60637

  Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and

  

  Rafay Qamar

  Real Broker LLC

  (872) 285-7462

  5930 S King Dr, Chicago, IL 60637
• 

  

  

  /21

  $310,000

  • 5 Beds
  • 3 Baths

  6328 S Drexel Ave Unit 1, Chicago, IL 60637

  Welcome to spacious and beautifully updated 5-bedroom, 3-bath duplex-down in Hyde Park Township, just minutes from the train and the future Obama Presidential Center. This home combines modern comfort with incredible flexibility - perfect for homeowners and investors alike. Main level features refinished hardwood floors (2024), fresh paint throughout, and a bright, open concept living space. A

  

  Scott Fishman

  Worth Clark Realty

  (872) 268-8157

  6328 S Drexel Ave Unit 1, Chicago, IL 60637
• 

  

  

  /18

  $825,000

  • 9 Beds
  • 6 Baths

  6316 S Evans Ave, Chicago, IL 60637

  Experience modern living in this beautifully designed three flat featuring three identical 3 bed/2 bath units. Each unit features a open main living area with floor to ceiling windows, vaulted ceilings and hardwood floors. The kitchens feature soft close cabinetry, stainless steel appliances, quartz countertops and a peninsula with breakfast bar. The primary suite has a walk in closet and private

  Layching Quek Redfin Corporation

  6316 S Evans Ave, Chicago, IL 60637
• 

  

  

  /44

  $575,000

  • 9 Beds
  • 3 Baths

  6140 S Rhodes Ave, Chicago, IL 60637

  Solid brick 3-flat on a quiet block in sought-after Woodlawn. Each unit offers 3 bedrooms, hardwood floors, and separate heat. Fully vacant-ideal for investors or owner-occupants with strong rental potential and flexibility to set market rents. Property sold as-is.

  Frank Montro Keller Williams Preferred Rlty

  6140 S Rhodes Ave, Chicago, IL 60637
• 

  

  /15

  $340,000

  • 7 Beds
  • 2 Baths

  6033 S Rhodes Ave, Chicago, IL 60637

  Well-maintained, all-brick legal 2-unit building offered at an attractive price point, presenting a strong opportunity for investors or owner-occupants seeking value in a rapidly growing area. The property will be delivered vacant at closing, allowing new ownership immediate flexibility to lease at market rates, renovate, or reconfigure to maximize returns. Both units are fully operational and

  Amit Vyas Mark Allen Realty ERA Powered

  6033 S Rhodes Ave, Chicago, IL 60637
• 

  

  /43

  $650,000

  • 5 Beds
  • 3.5 Baths
  • 2,660 Sq Ft

  1500 E Marquette Rd, Chicago, IL 60637

  Massive Corner Brownstone in red-hot Woodlawn-an unmatched blend of scale, presence, and value. This striking all-brick residence stands out as one of the largest homes in the area, offering three full above-grade levels plus a full basement-delivering exceptional space rarely found at this price point. Thoughtfully updated with a full renovation approximately 10 years ago, the home seamlessly

  Israel Dominguez Realty of America, LLC

  1500 E Marquette Rd, Chicago, IL 60637
• 

  

  /16

  $379,000

  • 7 Beds
  • 2 Baths

  7014 S Calumet Ave, Chicago, IL 60637

  Two-Unit Building rehabbed in 2021. Individual heat and central air conditioning.Separate hot water tanks. Kitchens have granite countertops and white cabinets. second floor unit has four bedrooms, and the first floor has three bedrooms. Possible third unit in the basement. Only needs some new flooring. Huge Lot, and a parking pad in the rear. Owner occupied both units.

  Charolette Rehman Real People Realty

  7014 S Calumet Ave, Chicago, IL 60637
• 

  

  /40

  $1,649,000

  • 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
• 

  

  /23

  $515,000

  • 6 Beds
  • 3 Baths

  6623 S Vernon Ave, Chicago, IL 60637

  Welcome to 6623 S Vernon Ave, a beautifully updated two-unit building located in Chicago's Woodlawn neighborhood, offering an excellent opportunity for both investors and owner-occupants. This well-maintained property features spacious units with modern updates and flexible living space. Each unit offers bright living areas, generously sized bedrooms, and updated finishes throughout. The kitchens

  Lindsay Weinstein DEI Realty LLC

  6623 S Vernon Ave, Chicago, IL 60637
• 

  

  /18

  $294,900

  • 6 Beds
  • 2 Baths

  1229 E 71st St, Chicago, IL 60619

  AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 6 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

  Daniel Walsh Prime Real Estate Group Inc

  1229 E 71st St, Chicago, IL 60619
• 

  

  /42

  $499,000

  • 8 Beds
  • 4.5 Baths
  • 1,100 Sq Ft

  5850 S Indiana Ave, Chicago, IL 60637

  DRAMATIC PRICE CHANGE!! This stunning Five Bedroom / three-bathroom Colonial Style house with a three bedroom / one-bathroom in-law suite, located in the Washington Park neighborhood. Take advantage of the Super low property taxes and Currently Low interest rates to secure this gorgeous home on a 32X150 Oversized lot. Family moments are best spent at HOME and I'm here to tell you that this is the

  Karla Mina MPower Residential Brokerage LLC

  5850 S Indiana Ave, Chicago, IL 60637
• 

  

  /44

  $1,495,000

  • 5 Beds
  • 3.5 Baths
  • 3,875 Sq Ft

  5720 S Dorchester Ave, Chicago, IL 60637

  Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  5720 S Dorchester Ave, Chicago, IL 60637
• 

  

  /19

  $759,000

  • 10 Beds
  • 4 Baths

  6402 S Greenwood Ave, Chicago, IL 60637

  RARE WOODLAWN 3-FLAT Greystone with EXCEPTIONAL unit sizes & STABILIZED PREMIUM cash flow. Strategically located just steps from the Obama Presidential Center, slated for its grand opening in June 2026. This is a turn-key, high-performing asset in the heart of one of Chicago's most high-growth corridors. INVESTMENT HIGHLIGHTS: FULLY OCCUPIED: The building is now fully leased, featuring

  Brittany Ramsey Keller Williams ONEChicago

  6402 S Greenwood Ave, Chicago, IL 60637
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  /37

  $499,900

  • 6 Beds
  • 3 Baths

  6419 S Kenwood Ave, Chicago, IL 60637

  Multiple Offers Received. Highest & Best due by Tues 4/7 at 6 pm. Rare opportunity to own a beautifully maintained, turn-key legal two-unit in the heart of East Woodlawn, one of Chicago's fastest-growing neighborhoods. Ideally located just blocks from the transformative future Obama Presidential Library, this property offers both long-term stability and exciting growth potential. The first-floor

  Catherine Pabatao Coldwell Banker Realty

  6419 S Kenwood Ave, Chicago, IL 60637
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  /36

  $599,900

  • 5 Beds
  • 4 Baths

  6552 S Evans Ave, Chicago, IL 60637

  Welcome to this well-appointed two-unit building in the Woodlawn Pointe section of West Woodlawn. Minutes from the Obama Presidential Center, University of Chicago and Hyde Park's dining, shopping and entertainment scene! Offering thoughtfully designed layouts and quality finishes throughout making this property a strong opportunity for an owner-occupant or investor. The top unit features a

  Dione Craft @properties Christie's International Real Estate

  6552 S Evans Ave, Chicago, IL 60637
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  /35

  $629,900

  • 6 Beds
  • 6 Baths

  6350 S Champlain Ave, Chicago, IL 60637

  Welcome Home! Take this opportunity to own a fully rehabbed Chicago Greystone. This legal 2-unit property feels like 3 units. Property includes an in-law arrangement in the lower level with separate entry. Great opportunity for generational living or short-term rental. Build equity while living in one unit and benefit from rental income to assist with mortgage payments. This property features a 3

  LaVette Jones ARNI Realty Incorporated

  6350 S Champlain Ave, Chicago, IL 60637
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  /13

  $290,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6953 S Indiana Ave, Chicago, IL 60637

  Welcome to this renovated 5-bedroom, 3-bathroom home in Chatham, renovated in 2025. This spacious property offers the perfect layout for large families, multigenerational living, or homeowners seeking additional rental potential. The main level features bright, open living spaces designed for everyday living and entertaining. Kitchen adjacent to a dining room space and extra large porch perfect

  Yanira Doyle Century 21 IMPACT

  6953 S Indiana Ave, Chicago, IL 60637
• 

  

  /40

  $329,999

  • 5 Beds
  • 3 Baths

  6748 S Wabash Ave, Chicago, IL 60637

  Welcome home to this fully renovated brick residence in Chicago, blending modern style with timeless appeal. Featuring 5 generously sized bedrooms and 3 updated bathrooms, this home provides abundant space for family, guests, and entertaining. Step inside to an inviting living room with an open-concept layout that flows seamlessly into a spacious dining area-perfect for memorable gatherings. The

  Brittany Strale Redfin Corporation

  6748 S Wabash Ave, Chicago, IL 60637
• 

  

  /27

  $599,999

  • 6 Beds
  • 4 Baths

  63 E 56th St, Chicago, IL 60637

  Exceptional Greystone opportunity in Chicago's evolving Washington Park community-ideal for investors and owner-occupants seeking versatility and long-term value. This property features a finished basement with a private 1-bedroom, 1-bathroom mother-in-law suite complete with a full kitchen, creating the perfect setup for multi-generational living, guest accommodations, or potential rental

  Dishenda Mock Mock Realty LLC

  63 E 56th St, Chicago, IL 60637
• 

  

  /17

  $350,000

  • 6 Beds
  • 2.5 Baths
  • 3,130 Sq Ft

  6932 S Calumet Ave, Chicago, IL 60637

  This home features 3 bedrooms upstairs, 3 bonus rooms in the basement, 2.5 bathrooms and so much more. Front and rear porch, bright living room that flows into the formal dining room. Updated kitchen with newer stainless steel appliances. Finish basement for entertaining and additional living space with bedrooms. Great backyard oasis for entertaining, family or just you. A lot of updates done in

  sidney taylor Sir Sid Realty, LTD

  6932 S Calumet Ave, Chicago, IL 60637
• 

  

  /9

  $299,000

  • 5 Beds
  • 2 Baths

  6959 S Calumet Ave, Chicago, IL 60637

  Brick 2-flat offering strong potential and a classic Chicago layout. Rehabbed in 2016, this property features a 2-bed/1-bath unit on the first floor and a 3-bed/1-bath unit upstairs-each with separate utilities and gas heat. Great fit for an owner-occupant or anyone looking to expand their portfolio.

  David Bovyn Chicago Style

  6959 S Calumet Ave, Chicago, IL 60637
• 

  

  /31

  $1,649,000

  • 5 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  1201 E 56th St, Chicago, IL 60637

  Designed by the well-known Prairie School architects Tallmadge & Watson, this spectacular, light-filled family home, just steps from the University of Chicago campus, has been meticulously modernized while preserving a wealth of period detail, including Roman brick fireplaces, incredible oak and birch woodwork, and hardwood floors throughout. The stunning kitchen has been completely renovated and

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  1201 E 56th St, Chicago, IL 60637
• 

  

  /12

  $540,000

  • 8 Beds
  • 3 Baths

  6522 S Ellis Ave, Chicago, IL 60637

  Set in the heart of Woodlawn, this classic Chicago three-flat blends solid construction with modern upgrades and an unbeatable location. The building features two generously sized three-bedroom, one-bath units on the first and second floors, along with a two-bedroom, one-bath garden unit. The first-floor unit is currently vacant, offering immediate options for an owner-occupant or value-add

  Michael Scanlon eXp Realty

  6522 S Ellis Ave, Chicago, IL 60637
• 

  

  /11

  $340,000

  • 6 Beds
  • 2 Baths

  6510 S Vernon Ave, Chicago, IL 60637

  5k closing Credit! Cash flowing. Awesome West Woodlawn - updated 2 unit! Perfect for Owner occupied. Surrounded by NEW construction! One block from the newly constructed 40 million dollar Project H.O.O.D. Community Center! New Construction one lot south and 4 newly constructed multi-family buildings 1/2 a block north! Minutes from the e-way. Tons of upgrades in 2022 - media centers, electric

  Jayme Dominicak Jayme Dominicak

  6510 S Vernon Ave, Chicago, IL 60637
• 

  

  /12

  $424,900

  • 8 Beds
  • 3 Baths

  6315 S Eberhart Ave, Chicago, IL 60637

  Discover an incredible investment opportunity in the heart of Chicago! This solid 2-unit building offers spacious living, strong rental potential, and unbeatable proximity to the highly anticipated Barack Obama Presidential Center. Location is everything-and this property delivers. Situated near public transportation, commuting is effortless with convenient access to buses and trains. Major

  Rashida King-Lynch Fathom Realty IL

  6315 S Eberhart Ave, Chicago, IL 60637
• 

  

  /20

  $324,500

  • 6 Beds
  • 2 Baths

  5632 S Wabash Ave, Chicago, IL 60637

  Ask your broker about terrific grants available! The property is eligible for up to $15,000 in assistance and a home warranty. Welcome to this well-maintained two-unit brick building offering expansive layouts, soaring ceilings, and three spacious bedrooms with one full bathroom in each unit. The upper unit benefits from an oversized layout, with particularly generous bedroom sizes created by the

  Cody Shipp Baird & Warner

  5632 S Wabash Ave, Chicago, IL 60637
• 

  

  /13

  $575,000 Open Sat 11AM - 1PM

  • 7 Beds
  • 3 Baths

  6520 S Ellis Ave, Chicago, IL 60637

  The Obama Presidential Center is opening this June! Grab your investment property now. East Woodlawn two-unit property with all the updates, that is move-in ready. The first-floor unit is a spacious 4-bedroom duplex - including two bedrooms that can accommodate a king-size bed with nightstands, two living areas, two full bathrooms, an updated kitchen with stainless steel appliances and

  Naja Morris @properties Christie's International Real Estate

  6520 S Ellis Ave, Chicago, IL 60637
• 

  

  /24

  $389,000

  • 7 Beds
  • 3 Baths

  7027 S Harper Ave, Chicago, IL 60637

  Cash-Flowing Greystone Oasis Near the Obama Library Exceptional opportunity to own a beautifully updated 2-flat greystone duplexed to the basement in one of Chicago's most active and rapidly transforming South Side neighborhoods. Located just minutes from the Obama Presidential Library and surrounded by new development and investor activity, this property offers both immediate income and

  Candice Payne 5th Group Corp

  7027 S Harper Ave, Chicago, IL 60637
• 

  

  /37

  $729,000

  • 11 Beds
  • 6 Baths

  6112 S Vernon Ave, Chicago, IL 60637

  Beautiful All-Brick 3-Unit Building in West Woodlawn This well-maintained all-brick 3-unit building in West Woodlawn offers spacious layouts, strong cash flow, and long-term upside in one of Chicago's fastest-growing areas. The first-floor unit features 3 bedrooms and 2 bathrooms, including a primary suite with an en-suite bath. The second and third floors each offer 4 bedrooms and 2 full

  David Thomas Blue Door Dave Inc

  6112 S Vernon Ave, Chicago, IL 60637
• 

  

  /29

  $124,900

  • 5 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  7047 S Eberhart Ave, Chicago, IL 60637

  Attention investors and savvy owner occupants looking for a huge value-add opportunity in the red-hot Greater Grand Crossing neighborhood! This house is much larger than it looks and includes 5 bedrooms, 2.5 baths and a detached garage. The property needs some TLC and is being sold AS-IS. Alleged Code Violations from a 2022 Conservation Inspection Attached. Home will not pass FHA.

  Keith Hatzfeld Homeriver Illinois LLC

  7047 S Eberhart Ave, Chicago, IL 60637
• 

  

  /45

  $610,000

  • 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
• 

  

  /11

  $925,000

  • 9 Beds
  • 6 Baths

  6502 S Ingleside Ave, Chicago, IL 60637

  The units feature high end engineered hardwood flooring throughout, quartz countertops, designer cabinetry, stainless steel appliances, washer/dryer in unit and central heat and air. The units have individual furnaces and water tanks. Primary bathrooms come appointed with stand up showers and each bedroom has ample closet space. Each unit also has dedicated gated parking in the rear of the

  Melissa Morgan Flats, LLC

  6502 S Ingleside Ave, Chicago, IL 60637
• 

  

  /23

  $374,500 Open House 4/19

  • 6 Beds
  • 2 Baths

  6624 S Rhodes Ave, Chicago, IL 60637

  2nd floor fully refreshed and now vacant; 1st floor minor repairs completed and vacant but on the market for rent. Feel free to send your clients! recently renovated, historic greystone 2-unit in the HOT Woodlawn neighborhood! 8 minutes from the Presidential Obama Center which opens in June of this year. This classic Chicago beauty is perfect for an owner-occupant "house hacker" or a savvy

  Ugochinyere Akindele RE/MAX Premier

  6624 S Rhodes Ave, Chicago, IL 60637
• 

  

  /36

  $1,850,000

  • 5 Beds
  • 4.5 Baths
  • 3,919 Sq Ft

  5801 S Blackstone Ave, Chicago, IL 60637

  Welcome home to this wonderful Hyde Park Greystone, perfectly located steps from Lab School, the University of Chicago, lakefront and all the amenities of Hyde Park. Meticulously maintained and updated, this home retains many beautiful vintage details. Five bedrooms, 4 and a half baths and many social and family spaces. Newer roof and kitchen, updated bathrooms, central A/C with newer compressor

  Madelaine Gerbaulet-Vanasse Meliora Real Estate Group LLC

  5801 S Blackstone Ave, Chicago, IL 60637
• 

  /2

  $285,000

  • 6 Beds
  • 3 Baths

  539 E 68th St, Chicago, IL 60637

  PRICED TO SELL! Excellent opportunity for an owner-occupant or investor seeking immediate cash flow. 1st Floor Duplex Down features 3 bedrooms, 2 bathrooms. 2nd Floor 3 bedrooms and 1 bathroom. First floor will need the kitchen and bathroom finished. Perfect for a 203k or renovation loan. Live in one unit while renting the other, or lease both for strong returns. Generous layouts, flexible use,

  Amir Abed Kale Realty

  539 E 68th St, Chicago, IL 60637
• 

  

  /19

  $350,000

  • 8 Beds
  • 3 Baths

  6240 S Evans Ave, Chicago, IL 60637

  An excellent opportunity for both investors and owner-occupants at this 2-unit property offering immediate usability with value-add potential. The building features spacious units with functional layouts, providing a strong foundation for those looking to make modest cosmetic updates to enhance value, increase rents, or personalize their living space. For owner-occupants, this is a prime

  Asya Muhammad Coldwell Banker Realty

  6240 S Evans Ave, Chicago, IL 60637
• 

  

  /14

  $224,500

  • 5 Beds
  • 4.5 Baths
  • 2,272 Sq Ft

  6636 S Ingleside Ave, Chicago, IL 60637

  This is a very unique situation where the right location offers an amazing building with great potential and should not judge this book by its cover. This former two unit was in the process of being converted to a large single family residence and if you have been watching SF values in this area you can already see the equity upside awaiting you. Demo has been completed, the interior has been

  Ryan Smith RE/MAX Premier

  6636 S Ingleside Ave, Chicago, IL 60637
• 

  

  /68

  $1,025,000

  • 12 Beds
  • 8 Baths

  5644 S Prairie Ave, Chicago, IL 60637

  4-unit, 2007 construction, perfect OWNER-OCCUPANT investment opportunity in appreciating east Washington Park! Unit 2 has been rehabbed to feature modern improvements to be compared to other new construction in the area. All four units are 3-bed / 2-bath and have in-unit laundry hook-ups, hardwood and tile throughout, modern appliances, gas-forced-heat / central air, in-unit hot water tanks, and

  Gene Hart 33 Realty

  5644 S Prairie Ave, Chicago, IL 60637
• 

  

  /11

  $460,000

  • 7 Beds
  • 2 Baths

  Unlisted Address

  Stunning renovation with permits. All work cleared city inspections. Walk into this sun filled property featuring hardwood floors, LED lighting, neutral decorations, wood cabinets and granite countertops. Each unit has indv heat and AC, nice sized bedrooms (queen sized beds), unfinished basement (previously had an apartment), new rear porch, newly tuckpointed, new vinyl windows, roof with silver

  April Troope TADD Realty

  Unlisted Address

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