Homes for Sale in Chicago, IL with 5-Bedrooms

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  /32

  $474,999

  • 5 Beds
  • 3 Baths
  • 2,650 Sq Ft

  320 N Menard Ave, Chicago, IL 60644

  Let me introduce you to 320 N. Menard Ave. This immaculate 5-bedroom, 3 full bath luxury home sits on a rare double lot. With over 2600 sq ft of newly remodeled living space, this home features state of the art kitchen and bathrooms complimented by custom accent walls and a stylish fireplace that adds warmth and sophistication to the main living area. Enjoy retreat style living in the spacious

  Tambria Knighten HomeSmart Connect LLC

  320 N Menard Ave, Chicago, IL 60644
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  /21

  $219,900

  • 10 Beds
  • 4 Baths

  13513 S Baltimore Ave, Chicago, IL 60633

  Calling all savvy investors! This is a prime value-add opportunity in the heart of Hegewisch. Located directly across from the Metra station, this commuter-friendly property is a magnet for renters. The property is being sold as-is and will not pass FHA financing, making it ideal for a cash buyer or renovation loan. For the investor ready to capitalize on a project with undeniable potential in a

  Basil Kawash REMAX Legends

  13513 S Baltimore Ave, Chicago, IL 60633
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  /22

  $389,000

  • 5 Beds
  • 4 Baths
  • 2,600 Sq Ft

  8251 S Carpenter St, Chicago, IL 60620

  Beautifully rehabbed bungalow located on Chicago's desirable Southside!! This spacious home offers 5 bedrooms and 4 full bathrooms, thoughtfully redesigned for modern living. The open concept layout features a stunning kitchen with granite countertops, ample cabinetry, and updated finishes throughout. All major systems are brand new, including electrical, plumbing, HVAC, and mechanicals providing

  Kerry Wright Prestige Partners Realty, Inc.

  8251 S Carpenter St, Chicago, IL 60620
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  /8

  $595,000

  • 9 Beds
  • 6 Baths

  1415 E 71st Place, Chicago, IL 60619

  Well-maintained and fully rented three-unit brick building offering strong in-place income with clear upside. Each unit features a consistent 3 bedroom, 2 bathroom layout with modern flooring, updated bathrooms, open living areas, and functional kitchens. Built in 2006 with solid construction, the property has a replaced roof and no known deferred maintenance. Units are occupied on year-to-year

  Newell Broadway Coldwell Banker Realty

  1415 E 71st Place, Chicago, IL 60619
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  /33

  $434,900

  • 5 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  1700 W 103rd St, Chicago, IL 60643

  Welcome to this beautifully maintained Beverly home that blends classic charm with thoughtful updates and flexible living space. Offering approximately 1,632 square feet, this inviting residence features three generously sized bedrooms and two full baths plus a convenient half bath, providing comfort and functionality for today's lifestyle. Step inside to discover gleaming hardwood floors

  Nicole Wheatly EXIT Strategy Realty

  1700 W 103rd St, Chicago, IL 60643
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  /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
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  /26

  $44,900

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

  Unlisted Address

  Five bedroom home needs a full rehab. Great space with 2 bathrooms and a full, unfinished basement. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  Unlisted Address
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  /40

  $444,000

  • 5 Beds
  • 4 Baths
  • 2,835 Sq Ft

  7413 S King Dr, Chicago, IL 60619

  Welcome to your Park Manor Mini Mansion. With Nearly 3000 square feet of Living Space, this spacious newly remodeled home boast 5 bedrooms and 4 Full Bathrooms. Designed and Renovated with Luxury in mind, this modern home has 2026 Smart Appliances in the Kitchen, Spa Bathroom in the Primary Suite, Bluetooth Enabled Music and Wi-Fi Connectivity to the HVAC. Truly a remarkable home. With Bedrooms

  Lawrence Dorsey Tristar Management Group LLC

  7413 S King Dr, Chicago, IL 60619
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  /36

  $738,500 Open Sat 11AM - 1PM

  • 8 Beds
  • 5 Baths

  5843 W Corcoran Place, Chicago, IL 60644

  BACK ON MARKET due to buyer financing - no fault of seller. Exceptional custom-built 3-unit building on an oversized lot, ideally located within walking distance to Oak Park and the Green Line. This newer construction property presents a rare opportunity for both investors and owner-occupants. The building features two spacious units offering 3 bedrooms and 2 full bathrooms, along with a

  Cory Tanzer Option Premier LLC

  5843 W Corcoran Place, Chicago, IL 60644
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  /40

  $379,900

  • 6 Beds
  • 3 Baths

  7030 S Artesian Ave, Chicago, IL 60629

  Solid Brick 3-flat in a convenient Chicago location! Each unit features 2 bedrooms and 1 full bathroom offering great layout for tenants or owner-occupied. All units have separate gas and electric meters keeping utilities efficient and individually controlled. Building also includes a coin-operated washer and dryer, providing added income potential and convenience for tenants. Property with

  Claudia Tapia Northwest Suburban Real Estate

  7030 S Artesian Ave, Chicago, IL 60629
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  /44

  $499,000

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Iconic Chicago Greystone 2-flat in an exceptional location, fully updated and move-in ready! This stunning building features new electrical, plumbing, furnaces with central A/C, a brand-new rear porch, new windows, and an updated basement with endless possibilities. Beautiful hardwood floors run throughout the main units, highlighting the spacious and bright layouts. The second floor offers a

  Shaheen Pervaiz Exit Strategy Realty

  4211 W Gladys Ave, Chicago, IL 60624
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  /12

  $399,998

  • 5 Beds
  • 2 Baths

  3704 W 58th St, Chicago, IL 60629

  *** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located

  Marisela Mayorga Mayorga Realty Inc

  3704 W 58th St, Chicago, IL 60629
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  /27

  $689,900

  • 6 Beds
  • 3 Baths
  • 3,659 Sq Ft

  4025 N Menard Ave, Chicago, IL 60634

  Stunning Oversized Historic Brick Bungalow on a Rare Double Lot! Experience the perfect blend of historic charm and modern convenience in this authentic 6-bedroom, 3-bathroom home, proudly recognized by the Chicago Brick Bungalow Society. Being sold for the first time in over 50 years, this property is rich in character, showcasing beautifully preserved doors, intricate moldings, hardwood floors,

  Heidi Manczko @properties Christie's International Real Estate

  4025 N Menard Ave, Chicago, IL 60634
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  /11

  $525,000

  • 5 Beds
  • 2 Baths

  4615 S Evans Ave, Chicago, IL 60653

  Experience the perfect blend of elegance, income potential, and South Side prestige at 4615 S. Evans Ave. This fully updated, move-in-ready two-unit building sits at the intersection of Bronzeville, Kenwood, and Hyde Park, just moments from the lakefront, University of Chicago, and vibrant dining and shopping. Ideal for the discerning owner-occupant seeking to live in one unit and rent the other,

  Eva Diaz ExaRealty LLC

  4615 S Evans Ave, Chicago, IL 60653
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  /29

  $334,900

  • 5 Beds
  • 2 Baths
  • 2,972 Sq Ft

  1318 N Menard Ave, Chicago, IL 60651

  Welcome home to this expansive 5-bedroom, 2-bath North Austin neighborhood home, rich in spirit and charm, offering nearly 3,000 square feet of versatile living space!. Nestled just west of Central Ave and south of North Ave, this prime location puts public transportation, shopping, parks, and neighborhood favorites right at your doorstep. Step inside to gleaming hardwood floors that flow

  Daniel DePaepe Baird & Warner

  1318 N Menard Ave, Chicago, IL 60651
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  /26

  $298,000

  • 5 Beds
  • 2.5 Baths
  • 1,466 Sq Ft

  8432 S Green St, Chicago, IL 60620

  This beautifully rehabbed brick bungalow is move in ready and offers generous living space throughout. The open living and dining area features a cozy fireplace that is perfect for Chicago winters, and flows seamlessly into the updated kitchen, complete with new cabinetry, quartz countertops, and stainless steel appliances! The home offers four bedrooms and 2.5 baths, along with a bonus room and

  Harry Ventimiglia Keller Williams Preferred Rlty

  8432 S Green St, Chicago, IL 60620
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  /15

  $289,000

  • 6 Beds
  • 2 Baths

  5230 S Justine St, Chicago, IL 60609

  Large two flat building with great rental income in the up and coming Back of the Yards neighborhood. Property with great amenities. Updates include custom floor, glass bathroom wall tiles, cedar garage with new roof and gutters, newer windows and many more. The top floor unit has an updated kitchen and bathrooms. This building has newer forced heat and the 1st-floor unit has complete new

  Robert Reyes Realty of America, LLC

  5230 S Justine St, Chicago, IL 60609
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  /30

  $474,900

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  9400 S Charles St, Chicago, IL 60643

  Rare fully permitted Beverly rehab - 2,700 sq ft of living space on a quiet cul-de-sac. City of Chicago final inspection completed Oct 2025. Every major system is new and city approved: electrical, plumbing, HVAC, roof, and garage. First floor master suite with walk-in closet and luxury bath. Chef's kitchen featuring stainless steel appliances, custom 42" white shaker cabinets, granite counters,

  Michael Turk HomeSmart Realty Group

  9400 S Charles St, Chicago, IL 60643
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  /32

  $825,000

  • 5 Beds
  • 3.5 Baths
  • 4,384 Sq Ft

  4716 N Kilbourn Ave, Chicago, IL 60630

  Welcome to this beautiful solid brick custom home! This one has it all. Property features: wide open floor plan, 5BR 3.5BA, high end kitchen w/ stainless steel appliances & granite countertops, 3 HVAC units, tankless hot water tank, gleaming hardwood floors throughout, beautiful front staircase leading to huge 2nd floor including master suite with jacuzzi tub, WICs, 2nd floor laundry 7 car garage

  Frank Christiano Skydan Real Estate Sales, LLC

  4716 N Kilbourn Ave, Chicago, IL 60630
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  /33

  $250,000

  • 5 Beds
  • 3 Baths
  • 3,081 Sq Ft

  6541 S Carpenter St, Chicago, IL 60621

  This attractive two-story single-family home offers a solid structure and functional living space. While move-in ready, the property presents a fantastic opportunity for the new owner to implement cosmetic updates and personal touches to build immediate equity. The home features five bedrooms, gleaming hardwood floors, a welcoming layout on the main floor, and a full basement. There is also a

  Charles Grant Berkshire Hathaway HomeServices Chicago

  6541 S Carpenter St, Chicago, IL 60621
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  /54

  $699,500

  • 9 Beds
  • 3 Baths

  5169 S Michigan Ave, Chicago, IL 60615

  Seller now offering up to $20,000 in seller's credits towards the buyer's closing costs. Yes, $20K! FOR A LEGAL 3 UNIT! Get up to $20k to potentially net profit over a $1,400 per month After paying PITI and PMI! The annual gross rental income is $77,712. This is the best deal in town. The lot adjacent to this listing will now be two new 3 unit buildings for over $1 million each. There are two

  Phillip Dixon Compass

  5169 S Michigan Ave, Chicago, IL 60615
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  /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
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  /35

  $270,000

  • 5 Beds
  • 3 Baths
  • 1,508 Sq Ft

  9549 S Calumet Ave, Chicago, IL 60628

  Welcome to this beautifully remodeled five (5) bedrooms and three (3) bathrooms brick bungalow style home located on a quiet, well-kept block near Chicago State University. This charming residence offers a spacious open-concept layout with a bright kitchen featuring white cabinetry, granite countertops, and plenty of room for entertaining. Each level includes a full bathroom, offer convenience

  Shenika Banks Kale Realty

  9549 S Calumet Ave, Chicago, IL 60628
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  /25

  $410,000 Open Sat 11AM - 1PM

  • 11 Beds
  • 7 Baths

  7414 S Stewart Ave, Chicago, IL 60621

  Solid, well-maintained 3-unit and basement brick building offering strong income potential. Updated basement and first-floor unit, with second and third floor units currently rented, providing immediate cash flow. The first, second, and third floor units each feature three bedrooms and two full bathrooms, while the lower-level unit offers two bedrooms and one bathroom. All units have separate

  Harry Ventimiglia Keller Williams Preferred Rlty

  7414 S Stewart Ave, Chicago, IL 60621
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  /17

  $275,000

  • 5 Beds
  • 2 Baths

  7705 S Paulina St, Chicago, IL 60620

  Investor-friendly brick two-unit at 7705 S Paulina offering strong rental and value-add potential. Ideal for a long-term rental hold, house-hacking opportunity, or investor looking to maximize future income. Live in one unit while renting the other, or renovate both units to enhance cash flow. The property features a new back porch and select updates already completed. With solid bones and

  Marshawn King EXIT Strategy Realty

  7705 S Paulina St, Chicago, IL 60620
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  /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
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  /42

  $280,000

  • 6 Beds
  • 2 Baths

  525 W 78th St, Chicago, IL 60620

  This limestone duplex offers instant cash flow and has been beautifully remodeled from top to bottom. Ideal for an investor seeking turnkey returns or an owner-occupant who wants to live in one side while the tenant in the other helps cover the mortgage, this property delivers strong value and versatility right from day one. The recent high-quality renovations make it truly move-in ready and

  Matt Laricy Americorp, Ltd

  525 W 78th St, Chicago, IL 60620
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  /39

  $3,250,000

  • 5 Beds
  • 7 Baths
  • 5,700 Sq Ft

  1842 N Wolcott Ave, Chicago, IL 60622

  A masterful expression of contemporary design, this all-brick Environs residence sits on a wide 30' lot along one of Bucktown's most coveted blocks. Unique features include a dramatic two-story foyer, 5-inch quartersawn maple floors, custom railing sets, and a sun-filled living room with a fireplace. The contemporary kitchen features custom anegre cabinetry, a 48" Sub-Zero refrigerator, Dacor

  Jacqueline Lafferty Baird & Warner

  1842 N Wolcott Ave, Chicago, IL 60622
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  /13

  $299,900

  • 6 Beds
  • 2 Baths

  7431 S Saint Lawrence Ave, Chicago, IL 60619

  All-brick 2-flat with a partially-finished basement. Both units have 3 bedrooms and 1 bath. Fully remodeled in 2023/2024: all-new hardwood floors, ceramic baths/kitchens, all-new vinyl windows, new drywall, freshly painted, new bath vanities, new copper plumbing, new updated electrical, new fixtures.

  Ola Sanni Century 21 S.G.R., Inc.

  7431 S Saint Lawrence Ave, Chicago, IL 60619
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  /31

  $339,000

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

  1908 S Sawyer Ave, Chicago, IL 60623

  Brick townhome with two separate living spaces in the heart of Little Village/North Lawndale, surrounded by ongoing new construction that continues to add value to the block. Ideal for owner-occupants, related living or rental income. This versatile property offers a fully gut-rehabbed basement done on 2024 with 7-foot ceilings, 2 bedrooms, 1 full bath and a full kitchen, perfect for extended

  Wilber Hernandez Realty of America, LLC

  1908 S Sawyer Ave, Chicago, IL 60623
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  /28

  $599,900

  • 5 Beds
  • 2.5 Baths
  • 2,578 Sq Ft

  Unlisted Address

  Immaculate & meticulously maintained classic Mt Greenwood home in sought-after location. Tons of living space & loads of upgrades. Formal living room features hardwood floors, recessed lighting & ceiling fan. Huge updated eat-in kitchen features Corian counters, custom oak cabinetry, ceramic floor, newer stainless appliances (2019), island, pendant lighting, 2 pantries, & beautiful glass

  Robert Fitzpatrick Berkshire Hathaway HomeServices Chicago

  Unlisted Address
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  /49

  $1,800,000 Open Sat 2PM - 3:30PM

  • 5 Beds
  • 4.5 Baths

  2845 W Division St, Chicago, IL 60622

  Stunning, massive graystone with a 2-unit coach house overlooking Humboldt Park. The main house was meticulously rehabbed and features fantastic quality and custom vintage inspired details throughout. Huge rooms with large bay windows, 4 separate living spaces, 5 bedrooms and 4.1 bathrooms with abundant storage. The facade is stunning, with ornate limestone details and huge windows looking into

  Lucas Blahnik @properties Christie's International Real Estate

  2845 W Division St, Chicago, IL 60622
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  /61

  $3,750,000

  • 6 Beds
  • 9 Baths

  446 W Huron St Unit 450, Chicago, IL 60654

  This masterfully designed 6-bedroom, 6-bathroom single-family home in Near North offers over 8,500 square feet of bespoke living space. Paired with four private outdoor areas, this is a rare opportunity to experience expansive, luxurious city living in one of Chicago's most sought-after neighborhoods. The residence is a true showcase of craftsmanship, scale, and thoughtful detail. The

  Emily Sachs Wong @properties Christie's International Real Estate

  446 W Huron St Unit 450, Chicago, IL 60654
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  /46

  $249,999

  • 6 Beds
  • 2 Baths

  10002 S Torrence Ave, Chicago, IL 60617

  Cash offer or investment loan only, reading about zoning in agent remarks . Huge Price Reduction - Homeowner, House Hacker & Investor's Dream! Welcome to 10002 & 10004 S Torrence Ave, Chicago, IL 60617 - yes, two houses with two separate PINs, right next door to each other! This rare opportunity offers low taxes and an unbeatable location just minutes from major highways and the Indiana border.

  Olga Kaminska Core Realty & Investments Inc.

  10002 S Torrence Ave, Chicago, IL 60617
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  /24

  $725,000

  • 6 Beds
  • 3 Baths

  3103 N Kedzie Ave, Chicago, IL 60618

  Solid BRICK 2-FLAT WITH FINISHED BASEMENT located in the desirable AVONDALE / LOGAN SQUARE area. Conveniently located just 2 BLOCKS WALKING DISTANCE TO TRAIN & BUS and 1 BLOCK FROM I-90. The entire 2ND UNIT HAS BEEN GUTTED AND FINISHED, featuring NEW insulation with vapor barrier prior to drywall, along with NEWER electrical and plumbing (approx. 1 year old). Major UPDATES include a building roof

  Xochil Wendy Escobar Realty of America, LLC

  3103 N Kedzie Ave, Chicago, IL 60618
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  /40

  $1,398,000

  • 7 Beds
  • 4 Baths

  3809 N Kenmore Ave, Chicago, IL 60613

  TWO CITY APPROVED UNITS WITH THE POSSIBILITY OF ADDING ONE OR TWO ADDITIONAL APPROVED UNITS. Prime Investment Opportunity! Nestled in the heart of Lakeview/Wrigleyville, this high-income, multi-unit property offers a unbeatable location just steps from Wrigley Field. Whether you're an investor looking for a lucrative rental property or a homeowner eager to live in one of Chicago's most vibrant

  Cory Jones eXp Realty - St. Charles

  3809 N Kenmore Ave, Chicago, IL 60613
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  /20

  $335,000

  • 6 Beds
  • 2 Baths
  • 1,830 Sq Ft

  8916 S Merrill Ave, Chicago, IL 60617

  Welcome to Pill Hill! This solid brick Cape Cod offers space and flexibility with 6 generously sized bedrooms - 2 on each level. The main floor features beautifully refinished hardwoods, a comfortable living room and a nicely sized eat-in kitched with classic black and white tile, white cabinets, granite countertops and stainless steel appliances. Off the kitchen is an enclosed backporch for

  Rae Caulton Rae Lynn Realty LLC

  8916 S Merrill Ave, Chicago, IL 60617
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  /35

  $324,000

  • 6 Beds
  • 2 Baths
  • 1,408 Sq Ft

  8305 S Maryland Ave, Chicago, IL 60619

  Spacious 2-story bungalow in the heart of Chatham featuring 6 bedrooms and 2 full baths. Enjoy an updated feel with a newer roof and heating unit. The large eat-in kitchen includes a refrigerator and oven, offering plenty of space for family meals. The home also features a generous private backyard and a 2-car garage. Conveniently located near schools, the bus line, and local shopping. Ready for

  Frank Montro Keller Williams Preferred Rlty

  8305 S Maryland Ave, Chicago, IL 60619
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  /4

  $398,000

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Armour Square! Fully rented 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major expressways and public transportation. Current rents are

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
• 

  

  /24

  $1,200,000

  • 7 Beds
  • 4.5 Baths
  • 6,000 Sq Ft

  823 E Drexel Square, Chicago, IL 60615

  Stunning luxury brownstone in the heart of North Kenwood/Hyde Park, offering timeless elegance, space, and flexibility. This impressive residence with vacant lot included, features 7 spacious bedrooms and 4.5 baths with hardwood floors throughout, delivering an ideal layout for both everyday living and grand entertaining. Rich details, grand proportions, and abundant natural light create a warm

  Bertina Power Engel & Voelkers Chicago

  823 E Drexel Square, Chicago, IL 60615

Showing Results 601 - 640, Page 16 of 18