58

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

    Agent Photo

    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

    Agent Photo

    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

    Agent Photo

    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
  • /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
  • /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
  • /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
  • /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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