1,897

Homes for Sale in Chicago, IL with 5-Bedrooms

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  • /21

    $535,000

    $25K PRICE DROP
    • 9 Beds
    • 6 Baths

    3518 W Lexington St, Chicago, IL 60624

    Located on the west side of Chicago, 3518 W Lexington presents a strong investment opportunity in a classic multi-family building. This property features three spacious units, each offering 3 bedrooms and 2 bathrooms-an ideal layout for attracting long-term tenants and maximizing rental income. Each unit provides generous living space and functional floor plans designed for comfortable living.

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    Tammy Jackson

    KM Realty Group, LLC

    (773) 923-3138

    3518 W Lexington St, Chicago, IL 60624
  • /24

    $585,000

    Pending
    • 12 Beds
    • 4 Baths

    5942 S Calumet Ave, Chicago, IL 60637

    Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor looking for a great return on their investment. 3 unit Greystone. Each unit has 4 beds 1 bath and separate utilities. Recently updated Electrical and water tanks for each unit. New Intercom system has been added to the building for your convenience to give access to guests. The building has the

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    O'Neia Washington

    O W Auction Group LLC

    (773) 692-5866

    5942 S Calumet Ave, Chicago, IL 60637
  • /11

    $189,900

    Pending
    • 5 Beds
    • 3 Baths

    6833 S May St, Chicago, IL 60621

    Investor special. Income-producing two-unit property with tenant in place, currently in eviction process. First floor fully remodeled, second-floor is vacant and renovation almost fully complete-finish and increase value and rents. Full unfinished basement with partial bath offers added potential. Recent improvements include new roof and new siding. Separate rear entrance and custom front fence

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    Jose Cortez

    Golden Enterprise Realty Inc

    (773) 389-2870

    6833 S May St, Chicago, IL 60621
  • /30

    $660,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    6018 W School St, Chicago, IL 60634

    Discover this meticulously restored oversized brick bungalow, beautifully re-imagined for the modern family! This expansive 5-bedroom, 3-bathroom home has been completely transformed to offer a perfect balance of style and function. The home features beautiful grey solid wood floors on the 1st and 2nd floors, solid wood doors throughout, built-in closet organizers, a custom-built mudroom, 1st

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    Gabriela Buchancow

    Vision Realty Group, Inc.

    (312) 584-4050

    6018 W School St, Chicago, IL 60634
  • /74

    $270,000

    $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,800 Sq Ft

    937 E 84th Place, Chicago, IL 60619

    Discover a spacious home boasting 5 bedrooms and 3 baths. Curb appeal with an outdoor Charming fenced in yard with neatly landscaped grounds. Bedrooms are generously sized with ample storage, including double closets. Fully finished basement featuring a welcoming family room, a full bathroom, and a 5th bedroom for guests or additional living space. Laundry room with abundant storage throughout

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    LaShonda Williams

    Living Well Realty Co.

    (872) 274-3377

    937 E 84th Place, Chicago, IL 60619
  • /9

    $250,000

    $25K PRICE DROP
    • 8 Beds
    • 2 Baths

    6716 S May St, Chicago, IL 60621

    Investor special with massive upside potential! This large 2-unit property offers the perfect opportunity for rehabbers, landlords, or savvy investors looking to build equity. The second-floor unit features 4 spacious bedrooms and 1 bath, while the first-floor duplex-down unit offers 4 bedrooms and 1 bath with an additional framed lower level designed for 3 bedrooms and 1 bath. Renovations have

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    Kristen Roussev

    Village Realty, Inc.

    (312) 471-0661

    6716 S May St, Chicago, IL 60621
  • /18

    $280,000

    Pending
    • 6 Beds
    • 2 Baths
    • 1,888 Sq Ft

    9327 S Elizabeth St, Chicago, IL 60620

    Welcome to this beautiful bungalow located on a quiet, tree-lined block in the desirable Brainerd neighborhood. Conveniently situated near the Metra station, this home offers an easy and quick commute to downtown Chicago. This spacious residence features 4 bedrooms plus 2 additional rooms in the fully finished basement. The main level showcases a modern-style living and dining room, two bedrooms,

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    Kristen Roussev

    Village Realty, Inc.

    (312) 900-9783

    9327 S Elizabeth St, Chicago, IL 60620
  • /31

    $449,999

    $50K PRICE DROP
    • 8 Beds
    • 3 Baths

    830 N Springfield Ave, Chicago, IL 60651

    VACANT , VACNT, VACANT, ALL FLOORS........Rare Investment Opportunity with Adjacent Lot in Humboldt Park! Don't miss this rare opportunity to own a solid 3-unit building plus the adjacent lot at 828 N Springfield in the rapidly growing Humboldt Park area. This versatile property is ideal for investors or owner-occupants looking to build equity while generating strong rental income. The building

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    Jertheus Butts

    Coldwell Banker Realty

    (872) 327-4423

    830 N Springfield Ave, Chicago, IL 60651
  • /12

    $799,000

    Pending
    • 9 Beds
    • 5 Baths

    Unlisted Address

    Very unique Legal 3 unit with 9 bedrooms and 5 bathrooms. First floor 3 Bedroom is huge. Second Floor has a 2 bedroom unit and a 1 bedroom unit. Lower level has a 2 bedroom unit and a separate studio. Tons of income potential in a well cared for building. Olmsted does face the train. Great location for people who need to access the train. No garage but tons of street parking. Owner pays taxes,

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    Mary Aloisio

    @properties Christie's International Real Estate

    (872) 201-3507

    Unlisted Address
  • /6

    $139,999

    Pending
    • 5 Beds
    • 2 Baths

    Unlisted Address

    Great opportunity awaits with this versatile 2-unit property in Englewood. Good property for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. Whether you're looking

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    Conrad Carpenter

    City & Suburbs Realty, Inc.

    (872) 266-8351

    Unlisted Address
  • /71

    $3,658,000

    Pending
    • 7 Beds
    • 5.5 Baths
    • 7,404 Sq Ft

    907-909 W Webster Ave, Chicago, IL 60614

    One-of-a-kind house available once in a generation. This stately Greystone was purchased along with the adjacent vacant lot in the late 1980's. Three of the 4 levels were completely rebuilt inside and the top floor remains as a vintage 1376 sq ft 2 Bedroom 1Bath apartment with study, sitting room, 2 decorative fireplaces and renovated kitchen and bath. A new extension was built reaching across

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    Margie Smigel

    The Margie Smigel Group, LLC

    (872) 339-0214

    907-909 W Webster Ave, Chicago, IL 60614
  • /27

    $655,000

    Pending
    • 5 Beds
    • 3 Baths

    1417 W Edgewater Ave, Chicago, IL 60660

    Estate sale- as is- This Edgewater Glen versatile classic 2-flat w/garden unit offers incredible flexibility for homeowners and investors alike. Long term artistic owner resided here and left a legacy that requires some updating. Being sold "as is" as an estate sale.. Vacant 2nd floor Owner's unit can be duplexed up or dormered for penthouse living. Neighbors- 1426 Edgewater just sold @$715K.

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    Chester Jakala

    Telequest Corp.

    (872) 250-4362

    1417 W Edgewater Ave, Chicago, IL 60660
  • /34

    $580,000

    Pending
    • 11 Beds
    • 7 Baths

    4529 S Vincennes Ave, Chicago, IL 60653

    Sellers will continue to show the property. Back-up offers welcome! Prime investment opportunity in historic Bronzeville! This classic Greystone offers over 5,200 square feet across four spacious apartments, making it an attractive income-producing property with significant long-term upside. The building benefits from key capital improvements already completed, including separate forced-air

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    Marsha Green

    Real People Realty

    (872) 376-8388

    4529 S Vincennes Ave, Chicago, IL 60653
  • /29

    $289,000

    • 6 Beds
    • 2 Baths

    817 W 54th St, Chicago, IL 60609

    Solid Brick Two-Unit Income Property in New City! This well-maintained building features two spacious 3-bedroom units, each offering a bright living room, formal dining room, and full bath. Updated mechanicals and separate heating systems mean tenants pay all utilities-a smart setup for investors or owner-occupants seeking added income. The full open basement currently serves as the laundry and

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    Tamika Marks

    Trademarks & Associates

    (312) 728-8916

    817 W 54th St, Chicago, IL 60609
  • /7

    $129,900

    Pending
    • 6 Beds
    • 2 Baths

    764 S Kenneth Ave, Chicago, IL 60624

    Investor opportunity. Fully gutted and reimagined 2-unit with potential for 3 units, subject to city approval. First floor framed. Second floor is open and ready for your design ideas. Basement dug out for approx. 8-ft ceilings with 2 egresses, plus steel beams and support posts installed. Rebuilt rear porch and new roof. Sold as-is. Short sale, allow time for lender approval. Property has

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    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    (872) 704-8193

    764 S Kenneth Ave, Chicago, IL 60624
  • /32

    $414,900

    • 6 Beds
    • 3 Baths
    • 2,016 Sq Ft

    7948 S Colfax Ave, Chicago, IL 60617

    Stunning Fully Renovated South Shore Bungalow on an Extra-Wide Lot! Welcome to this beautifully reimagined Chicago bungalow, offering 6 bedrooms and 3 full bathrooms, perfectly blending classic charm with modern living. Situated on a quiet one-way street in the heart of South Shore, this home has been completely transformed with thoughtful upgrades throughout. The main level features 3 spacious

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    Danny Ross

    HomeSmart Connect LLC

    (872) 326-1594

    7948 S Colfax Ave, Chicago, IL 60617
  • /32

    $475,000

    Pending
    • 7 Beds
    • 3 Baths

    3923 N Newcastle Ave, Chicago, IL 60634

    This 2-unit property has 3 beds in each unit plus a finished basement for extended living with LR Kit and 1 br. Privacy fenced yard with a 2 car garage. Furnace is about 7 years old . Newer Kitchen Cabinets on 2nd floor and basement. Newer stove and fridge on 1st floor. New stove in basement and new garage opener. Owner pays Gas and electric for 1st floor and basement . 2nd floor tenant pays gas

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    Gary Machnik

    Hometown Real Estate Group

    (872) 274-3587

    3923 N Newcastle Ave, Chicago, IL 60634
  • /24

    $999,900

    • 5 Beds
    • 3 Baths
    • 3,296 Sq Ft

    7349 W Ibsen St, Chicago, IL 60631

    Located in Edison Park, Chicago's furthest northwest gem-known for its quiet, tree-lined streets, strong sense of community, excellent schools, nearby parks, restaurants, and easy access to transportation. This spacious brick and stucco 5-bedroom, 3-bath home offers ample room for growing families, multigenerational living, or home office setups. Cathedral ceilings and beautiful hardwood floors

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    Sue Hall

    @properties Christie's International Real Estate

    (872) 376-8921

    7349 W Ibsen St, Chicago, IL 60631
  • /14

    $520,000

    Pending
    • 5 Beds
    • 4 Baths

    4812 S Langley Ave, Chicago, IL 60615

    See It Now!! This massive, oversized Bronzeville Greystone 2-flat and capitalize on a high-equity opportunity in a quiet enclave just minutes from the thriving 47th St corridor. This Victorian-era property offers living on a grand scale and represents a practical project for those looking to build value in a historic neighborhood. The expansive floor plans retain exceptional original features,

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    Tom Campone

    Keller Williams ONEChicago

    (872) 390-7863

    4812 S Langley Ave, Chicago, IL 60615
  • /34

    $275,000

    Pending
    • 6 Beds
    • 3 Baths

    10633 S Avenue M, Chicago, IL 60617

    Well-maintained two-unit property featuring spacious layouts on both levels. The first-floor unit offers 3 bedrooms, 1 bath, a living room, kitchen. The second-floor unit also features 3 bedrooms, 1 bath, a living room, and a kitchen. Finished attic provides additional living space and flexibility. Property features a clean interior and a nicely maintained backyard, making it a great opportunity

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    Victor Senteno

    Senteno Real Estate LLC

    (312) 820-9613

    10633 S Avenue M, Chicago, IL 60617
  • /39

    $115,000

    • 6 Beds
    • 2 Baths

    501 W 103rd St, Chicago, IL 60628

    Opportunity meets potential at 501 W 103rd St! This classic corner-lot multi-unit property is ready for its next chapter and offers plenty of space for buyers with vision, creativity, and renovation ideas. Whether you're exploring a long-term hold strategy, planning updates over time, or considering a full transformation, this property presents flexibility and room to grow. Each unit features 3

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    Tamika Marks

    Trademarks & Associates

    (872) 316-9336

    501 W 103rd St, Chicago, IL 60628
  • /27

    $950,000

    Pending
    • 5 Beds
    • 3.5 Baths
    • 3,058 Sq Ft

    2709 W Sherwin Ave, Chicago, IL 60645

    Welcome to this exceptional and spacious home in the heart of West Rogers Park. Situated on a rare double lot, this 4+1 bedroom, 3.5-bath home offers room to grow, entertain, and truly make your own. Large sun-filled rooms on the first floor include a living room, separate dining room as well as a sitting room or library, all with hardwood flooring. Main level also features a desirable

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    Laura Greer

    @properties Christie's International Real Estate

    (872) 302-2043

    2709 W Sherwin Ave, Chicago, IL 60645
  • /24

    $830,000

    • 8 Beds
    • 5 Baths

    5728 N Mcvicker Ave, Chicago, IL 60646

    Beautiful 2-Unit Building in Gladstone Park, Chicago Located in the desirable Gladstone Park neighborhood of Chicago, this well-maintained property offers convenience and comfort just minutes from highways, banks, gas stations, and everyday essentials. The home is within walking distance to Hitch Elementary School, making it ideal for families. This solid building features two identical units

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    Ryan Luu

    Real People Realty

    (872) 328-5143

    5728 N Mcvicker Ave, Chicago, IL 60646
  • /24

    $639,900

    • 6 Beds
    • 2 Baths

    4854 W Winnemac Ave, Chicago, IL 60630

    Fully renovated and fully leased with great tenants! Instant profit with above market rents, or occupy one unit yourself. Legal 2-flat featuring 3 bedroom 1 bath units plus non-conforming 1 bed 1 bath in basement. 2 car garage. Central Air, separate furnaces. Common area laundry. Quiet street in Forest Glen neighborhood. Nothing to do but collect the rent... In great shape and being offered AS

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    Jeanie Bratschie

    Berkshire Hathaway HomeServices Chicago

    (773) 290-1146

    4854 W Winnemac Ave, Chicago, IL 60630
  • /32

    $455,000

    • 8 Beds
    • 3 Baths

    3430 W 12th Place, Chicago, IL 60623

    Exceptional investment opportunity to own a stately 3-flat Greystone! This well-maintained building features two expansive, updated 3-bedroom units on the upper levels and a comfortable 2-bedroom garden unit. The property perfectly blends historic Chicago character with modern rental appeal, making it an ideal choice for a savvy investor or an owner-occupant looking for a high-performing "house

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    Chris Weichselbaum

    Fulton Grace Realty

    (872) 344-3854

    3430 W 12th Place, Chicago, IL 60623
  • /77

    $2,795,000

    $100K PRICE DROP
    • 7 Beds
    • 6.5 Baths
    • 7,000 Sq Ft

    5235 S University Ave, Chicago, IL 60615

    Impressive architecturally significant Hyde Park 7- bedroom single family house, a 2-bedroom coach house, 2 car garage and a driveway for approx 5 cars; a truly move- in ready home. The home designed by architect, James Gamble Rogers, is a short walking distance to The University of Chicago campus and hospital, the Griffin Museum of Science & Industry, the lakefront and downtown Hyde Park. This

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    Shirley Walker

    Berkshire Hathaway HomeServices Chicago

    (773) 243-4237

    5235 S University Ave, Chicago, IL 60615
  • /7

    $99,900

    • 6 Beds
    • 3 Baths
    • 2,428 Sq Ft

    6700 S Stewart Ave, Chicago, IL 60621

    Investor Special - Prime Corner Lot Victorian! Seize a unique investment opportunity on this oversized corner-lot Victorian home is a diamond in the rough, ideal for the savvy investor looking for a value-add project. Situated on a nice, residential street with easy access to the expressway, making commutes a breeze. Just steps from a school and with only a handful of neighbors, offering a blend

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    Eduardo Sanchez

    PAK Home Realty

    (312) 626-7548

    6700 S Stewart Ave, Chicago, IL 60621
  • /14

    $290,000

    $15K PRICE DROP Pending
    • 6 Beds
    • 2 Baths

    3511 W Van Buren St, Chicago, IL 60624

    This classic greystone two-flat presents a strong investment opportunity in the rapidly improving West Side of Chicago. Situated on a quiet residential street, the property features two spacious three-bedroom units, each offering large rooms, walk-in closets, and excellent layout potential. This is an ideal value-add opportunity for investors or rehabbers looking to build equity. The second-floor

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    Allan McLeod-Smith

    Smith and Jones Realty, LLC

    (872) 309-2582

    3511 W Van Buren St, Chicago, IL 60624
  • /31

    $435,000

    Pending
    • 6 Beds
    • 3 Baths

    2110 N Mango Ave, Chicago, IL 60639

    Hot Belmont Cragin 2 unit! Your next investment is waiting for you! Immediate cash flow building. 6 beds and 3 baths! Unit 1 has an updated kitchen, newer appliances, updated bathroom, tile and wood laminate flooring, laundry in unit, and recently painted. Unit 2 has 3 beds and 1 bath. 2nd unit also has brand new kitchen, quartz countertop, shaker white cabinets, gorgeous black backsplash and

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    Ruben Camacho

    Weichert, Realtors - All Pro

    (312) 584-1560

    2110 N Mango Ave, Chicago, IL 60639
  • /43

    $2,639,000

    • 5 Beds
    • 4.5 Baths

    2029 N Sedgwick St, Chicago, IL 60614

    A rare East Lincoln Park offering, this extra-wide 35-foot-lot home delivers the space, light, outdoor living, and attached 3-car garage parking that buyers wait years to find. This gracious 5 bedroom, 4.1 bath home combines impressive ceiling heights, beautiful natural light, and a flexible floor plan with the warmth and comfort ideal for everyday living. Perfectly located near the park,

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    Greg Desmond

    @properties Christie's International Real Estate

    (773) 912-0563

    2029 N Sedgwick St, Chicago, IL 60614
  • /20

    $489,000

    $10K PRICE DROP
    • 9 Beds
    • 3 Baths

    11146 S Vernon Ave, Chicago, IL 60628

    YOUR NEXT INVESTMENT IS HERE!! This updated 3 unit property features 3 bed/1bath in each unit. All units have identical layouts.

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    Bill Eliopoulos

    Cosmos Realty Investors, Inc.

    (872) 360-8203

    11146 S Vernon Ave, Chicago, IL 60628
  • /23

    $585,000

    $65K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    5490 S South Shore Dr Unit 2N, Chicago, IL 60615

    MOTIVATED SELLER! Huge price drop, and seller offers to cover FOUR MONTHS of assessments, which include taxes, with an acceptable offer! Stunning in its grandeur, this vintage beauty on the park fits the bill for entertaining in style, as well as comfortable living. 5000 square feet allows for a welcoming entryway, gracious living room, beautiful sunroom, spacious and lovely dining room, each

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    India Whiteside

    @properties Christie's International Real Estate

    (773) 378-9856

    5490 S South Shore Dr Unit 2N, Chicago, IL 60615
  • /17

    $698,750

    Pending
    • 9 Beds
    • 6 Baths

    Unlisted Address

    Fantastic opportunity to own a turnkey three-flat in the elevated Jackson Park neighborhood in South Shore, perfect for an owner-occupant or investor. The building is HUGE on a double-wide lot with each unit being 2100 SF. Fully gut rehabbed in 2014 with all new plumbing, electrical, drywall and refinished floors. Each unit offers three spacious bedrooms and two full baths, along with expansive

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    George Ayling

    Select a Fee RE System

    (872) 250-7237

    Unlisted Address
  • /42

    $280,000

    • 5 Beds
    • 3 Baths
    • 1,355 Sq Ft

    7221 S Bennett Ave, Chicago, IL 60649

    Brick Bungalow with 4 bedrooms above ground and 3 full bathrooms. This home is a pure joy to walk through and has plenty of potential. The property is very spacious and does have a shared driveway with the neighboring home. This is a HUD property and is being sold "AS IS." There will be no survey provided. This property in my opinion is a must see, so set your appointments today. Your broker will

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    Otis Lazich

    Capital Investment Realty Group Inc

    (872) 363-2279

    7221 S Bennett Ave, Chicago, IL 60649
  • /14

    $1,400,000

    $50K PRICE DROP Pending
    • 8 Beds
    • 3 Baths

    2042 W Walton St, Chicago, IL 60622

    Fantastic value add opportunity in the heart of Ukrainian Village with EXTRA WIDE LOT! This property is located on a highly desirable, tree-lined block surrounded by renovated homes and new construction. The building needs a full renovation, making it an ideal project for investors, rehabbers, or buyers looking to add significant equity. Strong bones, a great lot, and a flexible layout offer a

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    Tom Campone

    Keller Williams ONEChicago

    (872) 316-9177

    2042 W Walton St, Chicago, IL 60622
  • /39

    $550,000

    $25K PRICE DROP
    • 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

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    Rafay Qamar

    Real Broker LLC

    (872) 285-7462

    5930 S King Dr, Chicago, IL 60637
  • /32

    $432,500

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

    8623 S Wood St, Chicago, IL 60620

    Stunning brick bungalow with all the upgrades and elegance you deserved. Beautiful living room with fireplace, formal dining room, huge modern kitchen with stainless steel appliances, gorgeous 42" cabinets, quartz counter tops. 3 bedrooms on main level, full modern bath, second level features 1 huge prime bedroom and bath plus extra area could be office or tv room. Downstairs you will find full

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    Nancy Gudino

    Nancy & Associates Realty

    (312) 234-0380

    8623 S Wood St, Chicago, IL 60620
  • /35

    $489,900

    • 6 Beds
    • 2 Baths

    4351 W Maypole Ave, Chicago, IL 60624

    Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

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    Edgar R. Guerrero

    REMAX Legends

    (872) 364-9592

    4351 W Maypole Ave, Chicago, IL 60624
  • /42

    $265,000

    • 5 Beds
    • 3 Baths

    2736 S Kildare Ave, Chicago, IL 60623

    Solid 2-unit property with excellent income potential in Little Village!! First floor unit features 2 bedrooms and is currently rented below market value to owner's son, offering upside potential for future income growth. Second floor unit is occupied by long-time tenants and offers 2 bedrooms plus access to finished attic space with additional rooms and full bath, providing expanded living

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    Yolanda Zapiain

    RE/MAX 10

    (773) 694-8344

    2736 S Kildare Ave, Chicago, IL 60623
  • /28

    $849,000

    Pending
    • 10 Beds
    • 4 Baths

    2527 W Argyle St, Chicago, IL 60625

    Two buildings. 4 units total plus basement. Main building is 3,000 square feet plus basement and has both units occupied. 3 bed, 1 bath in each unit. Full basement (in law). Back building has 2 units, 2,360 square feet and is completely vacant. Condition unknown. In need of major rehab.

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    Niko Tsichlis

    Midland Realty Group

    (872) 246-8438

    2527 W Argyle St, Chicago, IL 60625

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