Chicago, IL Homes for Sale under $500,000

• 

  

  /2

  $215,000

  Pending

  • 5 Beds
  • 2 Baths
  • 3,720 Sq Ft

  5749 S Wolcott Ave, Chicago, IL 60636

  Beautiful Single family in Englewood ready a new family or investor. Home includes stove, fridge, washer and dryer hookups, unfinished basement, parking pad is currently occupied and renting at 1900 per month.

  Howard Thomas RE/MAX Premier

  5749 S Wolcott Ave, Chicago, IL 60636
• 

  

  

  /29

  $204,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,463 Sq Ft

  10416 S Sangamon St, Chicago, IL 60643

  Welcome home to this beautifully maintained historic bungalow in the heart of Washington Heights! Blending timeless character with modern updates, this charming 3-bedroom, 1.5-bath home offers the perfect combination of classic appeal and everyday comfort. Step inside to find original hardwood floors that showcase the home's historic character, complemented by energy-efficient double-hung windows

  Brandon Samuels Real Broker LLC

  10416 S Sangamon St, Chicago, IL 60643
• 

  

  

  /33

  $455,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  3200 N Lake Shore Dr Unit 410, Chicago, IL 60657

  Wake up to stunning lake and harbor views from this beautifully remodeled two-bedroom, two-bath residence in one of Lake Shore Drive's most desirable full-amenity buildings. Thoughtfully updated throughout, this home features a spacious split-bedroom floor plan, offering both privacy and functionality. The stylish kitchen has been completely renovated with gorgeous custom cabinetry, granite

  Kim Alden Compass

  3200 N Lake Shore Dr Unit 410, Chicago, IL 60657
• 

  

  

  /40

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft

  512 N Mcclurg Ct Unit 607, Chicago, IL 60611

  VIEWS VIEWS VIEWS! Don't let the sixth floor fool you, enjoy sweeping Southeast Views of Chicago's Skyline, Lake Michigan, Front-Row View of Chicago's Summer Fireworks and the Chicago River from this highly sought after 07-Tier 2 Bedroom, 2 Bath residence in the heart of Streeterville. This move-in-ready home features hardwood floors throughout, a marble foyer, granite countertops, stainless

  Cathy Kerbey Compass

  512 N Mcclurg Ct Unit 607, Chicago, IL 60611
• 

  

  

  /27

  $360,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  7325 S Euclid Ave, Chicago, IL 60649

  Beautiful bungalow on one of the most lovely blocks in historic South Shore. This home offers a designer kitchen with white Shaker cabinets and quartz countertops, 3 bedrooms on the main floor, a full finished basement with family room, flex/bonus room, and storage room. Two full baths, newer windows, wood burning fireplace in living room, formal dining room with lead glass design over built in

  Barbara Allen Metru Real Estate LLC

  7325 S Euclid Ave, Chicago, IL 60649
• 

  

  /28

  $425,000

  Pending

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

  8314 S Calumet Ave, Chicago, IL 60619

  Welcome to this beautifully renovated 4-bedroom, 3-bathroom home in the highly sought-after Chatham neighborhood. Combining modern updates with timeless charm, this move-in-ready residence offers the perfect blend of style, comfort, and functionality. Step inside to discover a spacious and thoughtfully designed floor plan featuring abundant natural light, contemporary finishes, and quality

  Bertina Power Engel & Voelkers Chicago

  8314 S Calumet Ave, Chicago, IL 60619
• 

  

  /24

  $285,000

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  1460 N Sandburg Terrace Unit 2303A, Chicago, IL 60610

  Unit is now rented through March of 2028. Welcome home to this updated south facing condo with sweeping skyline city views from this high floor condo in Old Town. Nothing to do but move in and enjoy city living! This location cannot be beat, Lincoln Park, Wells Street, North Avenue Beach and Michigan Avenue are all right outside your front door. Features include an open kitchen floorplan with

  Sarah Ziehr eXp Realty

  1460 N Sandburg Terrace Unit 2303A, Chicago, IL 60610
• 

  

  /25

  $219,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,290 Sq Ft

  7651 S Cregier Ave, Chicago, IL 60649

  Buyer to assume violations, however home is complete. Exceptional opportunity to have this truly stunning custom renovation and enjoy your dream home! This property features an incredible open-concept design with soaring 14-foot vaulted ceilings, oversized bedrooms, recessed lighting, hardwood flooring, custom tile work, and modern finishes throughout. The showstopper is the massive heated

  David Thomas Blue Door Dave Inc

  7651 S Cregier Ave, Chicago, IL 60649
• 

  

  /31

  $235,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  655 W Irving Park Rd Unit 5411, Chicago, IL 60613

  Spectacular 1-bedroom residence on the sought-after 54th floor of Park Place Tower, offering breathtaking panoramic views of Lake Michigan, the Chicago skyline, Wrigley Field, and the city. This well-maintained home features a thoughtfully designed kitchen with maple cabinetry, granite countertops, stainless steel appliances, and hardwood flooring throughout. Residents enjoy exceptional

  Urai Chiya @properties Christie's International Real Estate

  655 W Irving Park Rd Unit 5411, Chicago, IL 60613
• 

  

  /30

  $435,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  400 N La Salle Dr Unit 2002, Chicago, IL 60654

  Luxury Corner Residence with Iconic Skyline View & Resort-Style Living. Welcome to Residence 2002 - a custom-designed 2-bed, 2-bath corner home set high above River North with unobstructed North, East, and South views of Chicago's legendary skyline. Floor-to-ceiling corner windows and soaring 9' ceilings flood the space with natural light, while the private balcony offers the perfect setting for

  Amir Fouad @properties Christie's International Real Estate

  400 N La Salle Dr Unit 2002, Chicago, IL 60654
• 

  

  /15

  $420,000

  • 4 Beds
  • 2 Baths

  1749 N Meade Ave, Chicago, IL 60639

  Great opportunity to own a classic brick 2-flat in Chicago! Each unit offers 2 bedrooms, 1 full bath, a separate sitting room and approximately 1,000 square feet of living space. The property underwent extensive renovations in 2020, including updates to the kitchens, bathrooms, roof and interior finishes. Both units feature open kitchen and dining areas, quartz countertops, glass tile

  Loren Romain Beemy Broker Illinois LLC

  1749 N Meade Ave, Chicago, IL 60639
• 

  

  /26

  $450,000

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  635 N Dearborn St Unit 902, Chicago, IL 60654

  Welcome to this corner, southwest-facing condo at the Caravel! This bright and spacious home brings the best of city living indoors with floor-to-ceiling windows, a wraparound balcony, and beautiful southwestern views of the Chicago skyline. The split-bedroom floor plan offers excellent functionality and privacy. The spacious primary suite features an open-concept closet and a large en-suite

  Olivia Pulley eXp Realty

  635 N Dearborn St Unit 902, Chicago, IL 60654
• 

  

  /29

  $299,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 3,100 Sq Ft

  3401 W 62nd Place, Chicago, IL 60629

  Move-in ready raised ranch located in Chicago Lawn offering updates around the home, space, and a finished basement! This charming home features 3 bedrooms, 1 full size bathroom plus a half bath, and a finished basement with comfortable living space that includes an extra room. The modern feel is attributed to it's updated kitchen and flooring (2023), along with recent improvements including

  Elias Cahue Century 21 Quest

  3401 W 62nd Place, Chicago, IL 60629
• 

  

  /23

  $399,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  3239 N Osceola Ave, Chicago, IL 60634

  Charming Belmont Heights bungalow offering space, flexibility, and comfort! This well-maintained home features 3 bedrooms, 2 full baths, and 1 half bath, with a functional layout that includes 1 bedroom and a spacious office/den on the main level, plus 2 additional bedrooms upstairs. Hardwood floors run throughout the living areas and bedrooms, while the kitchen and bathrooms feature durable tile

  Rogelio Barrera Coldwell Banker Realty

  3239 N Osceola Ave, Chicago, IL 60634
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  /35

  $305,900

  Pending

  • 5 Beds
  • 2 Baths
  • 1,962 Sq Ft

  9700 S Princeton Ave, Chicago, IL 60628

  Welcome home to this beautifully renovated 5 bedroom, 2 bathroom Cape Cod offering three finished levels of thoughtfully designed living space on a desirable corner lot in the Roseland community. From the moment you arrive, this beautifully renovated home invites you in with its timeless charm and modern elegance. As you step through the front door, natural sunlight pours through the windows,

  Geraldo Roman Roman Properties, LLC.

  9700 S Princeton Ave, Chicago, IL 60628
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  /30

  $349,000

  • 1 Bed
  • 1.5 Baths
  • 1,073 Sq Ft

  1550 N Lake Shore Dr Unit 17B, Chicago, IL 60610

  Preferred Southeast Tier - Rarely Available! This bright and spacious one-bedroom, one-and-a-half-bath condo offers over 1,000 square feet and combines a prime location with views that never get old. The kitchen features 42" white cabinets, stainless steel appliances, and granite counters, creating a stylish and functional space for everyday living or entertaining. Hardwood floors flow through

  Kristina Irvine Coldwell Banker Realty

  1550 N Lake Shore Dr Unit 17B, Chicago, IL 60610
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  /7

  $407,900

  • 4 Beds
  • 3 Baths

  8047 S Vernon Ave, Chicago, IL 60619

  Well-maintained brick 2-flat located on a quiet, tree-lined block in the desirable Chatham neighborhood. Each unit features a spacious layout with separate living and dining rooms, and generously sized bedrooms. A full garden unit provides additional living space. Ideally situated near public transportation, schools, parks, and shopping, with easy access to major thoroughfares for a convenient

  Ian Luscombe Chicago Real Estate Resources

  8047 S Vernon Ave, Chicago, IL 60619
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  /4

  $410,000

  $335K PRICE DROP

  7157 S Eberhart Ave, Chicago, IL 60619

  9.7% In-Place Cap Rate with potential to increase current below market rents. Gross Income $82.464. All brick 8 unit in Grand Crossing neighborhood. Less than block away from the 71st & Eberhart bus stop, blocks away from Chicago's 69th train stop, this property sits between the I-94 Express and I-90 interstate which both provide for quick and convenient transportation. This 8 unit has a unique

  Kaela Clay Hunter's Realty, Inc.

  7157 S Eberhart Ave, Chicago, IL 60619
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  /6

  $235,000

  Pending

  • 5 Beds
  • 3 Baths

  3003 S Kenneth Ave, Chicago, IL 60623

  Two unit brick building on a spacious corner double lot! 2 car garage with driveway. Each unit has 2 bedrooms, 1 bathroom with hardwood floors and central HVAC. The building has a finished attic in-law arrangement with a kitchenette, 1 bedroom and 1 bathroom. Property needs work!! sold AS IS. Cash or Hard-money only, this is a Short Sale.

  Tatiana Hernandez Keller Williams Premiere Properties

  3003 S Kenneth Ave, Chicago, IL 60623
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  /37

  $389,900

  Pending Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 970 Sq Ft

  2928 N Mobile Ave, Chicago, IL 60634

  Move-in ready and thoughtfully refreshed! This charming 3-bedroom, 2-bath home in the desirable Belmont Cragin neighborhood offers the perfect blend of character and updates. Featuring hardwood floors in living room and dining room combo, updated laminate flooring in bedrooms, dormed attic, a finished basement with spacious family room, summer kitchen, extra room and numerous recent improvements

  Maria Rios Realty of America, LLC

  2928 N Mobile Ave, Chicago, IL 60634
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  /24

  $449,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  1140 E Hyde Park Blvd Unit 3D, Chicago, IL 60615

  Beautifully updated 4-bedroom home in the heart of Hyde Park featuring timeless hardwood floors, soaring ceilings, and an impressive vaulted foyer upon entry. The home has a dramatic 36 ft gallery hallway creating an elegant flow to spacious bedrooms. Sun-filled south-facing exposure pours natural light throughout the home, charming sunrooms at both the front and rear of the property offering the

  Camie Cirrincione Redfin Corporation

  1140 E Hyde Park Blvd Unit 3D, Chicago, IL 60615
• 

  

  /19

  $349,900

  Pending

  • 3 Beds
  • 2 Baths

  6969 N Ashland Blvd Unit 304, Chicago, IL 60626

  Ready just in time to enjoy Chicago summer near Lake Michigan, this JUST renovated and thoughtfully redesigned stunning 3-bedroom, 2-bath PENTHOUSE condo with an incredibly versatile layout in the heart of Rogers Park blends modern updates with timeless charm. First, enter through the beautifully landscaped front courtyard, heading down the path to the center tier - the only one with unobstructed

  Jacqueline Patton Baird & Warner

  6969 N Ashland Blvd Unit 304, Chicago, IL 60626
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  /11

  $219,000

  • 2 Beds
  • 2 Baths

  6301 N Sheridan Rd Unit 15B, Chicago, IL 60660

  Welcome to this very spacious 2-bedroom, 2-bathroom condo near Lake Michigan and Loyola University in the popular Edgewater neighborhood. This bright and inviting unit offers fantastic lake views and a warm, open layout. As you enter, you'll be impressed by the expansive living and dining room combination, perfect for both everyday living and entertaining. The kitchen features ample countertop

  Fei Martin Berkshire Hathaway HomeServices Chicago

  6301 N Sheridan Rd Unit 15B, Chicago, IL 60660
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  /3

  $300,000

  $10K PRICE DROP

  • Land
  • 0 Sq Ft

  3819 N Kimball Ave, Chicago, IL 60618

  Attention: Builders and Developers. Exceptional investment opportunity at this prime Irving Park neighborhood location. Zoned RS-3. 25x124 vacant lot with separate pin. Wonderful tree lined residential block just two blocks to Irving Park or Addison with easy access to CTA, Blue Line and Metra. New developments are plentiful in one of Chicago's sought after neighborhoods. Survey in additional

  George Ristau Weichert, Realtors - All Pro

  3819 N Kimball Ave, Chicago, IL 60618
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  /21

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,145 Sq Ft

  3649 W 58th Place, Chicago, IL 60629

  Spacious 3-bedroom, 2-bath home offering approximately 2,145 sq. ft. of total living space across three levels with a rear addition installed in 2014. The main floor features a bright living room, dedicated dining area, kitchen, and a large family room addition perfect for entertaining. Upstairs offers three generously sized bedrooms and a beautifully remodeled full bath completed in 2025. The

  Adam Zagata Real Broker LLC

  3649 W 58th Place, Chicago, IL 60629
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  /44

  $489,999

  • 7 Beds
  • 3 Baths

  6951 S Artesian Ave, Chicago, IL 60629

  Do not miss this Opportunity! Newly remodeled two years ago, this is a must SEE, Stunning Brick Modern 2 Flat Multifamily building with a finished basement that has 1 bed & 1 bath. First and Second floor units are newly renovated. Each have 3 bedrooms & 1 bathroom and brand new kitchens that features 42 in white shaker cabinets and white Carrera counter tops. Bathrooms in the first and second

  Victor Castillo HomeSmart Connect LLC

  6951 S Artesian Ave, Chicago, IL 60629
• 

  

  /25

  $330,000

  Pending

  • 5 Beds
  • 2 Baths

  1317 S Homan Ave, Chicago, IL 60623

  Step into the charm of a classic 1898 Chicago Greystone, ideally situated in the evolving North Lawndale neighborhood just west of Douglas Park, between Roosevelt and Douglas Blvd. This area is seeing exciting revitalization-take a look around and you'll notice the steady stream of beautifully restored homes adding to the neighborhood's appeal. Inside, both units offer a timeless layout with

  Juan Espinosa E-Professional Realty

  1317 S Homan Ave, Chicago, IL 60623
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  /32

  $370,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1660 N La Salle Dr Unit 2809, Chicago, IL 60614

  In the heart of Lincoln Park, this rarely available, high-floor 1BR/1BA east-facing residence offers unobstructed panoramic views of Lake Michigan, Lincoln Park, and city. Perched on the 28th floor, floor-to-ceiling windows fill the home with natural light and showcase sweeping lake and park views ... The spacious kitchen offers excellent potential, including the option to remove the wall and

  Ed Motto Coldwell Banker Realty

  1660 N La Salle Dr Unit 2809, Chicago, IL 60614
• 

  

  /26

  $374,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  7930 S Kenwood Ave, Chicago, IL 60619

  A complete top-to-bottom transformation in Chatham-rebuilt for the buyer who wants the beauty of a designer home and the confidence of serious behind-the-walls upgrades. This 3-bedroom, 2.5-bath single-family home has been completely reimagined from the inside out, offering a level of renovation rarely found in the area. Step inside and you immediately feel the difference: bleached red oak

  Mike Opyd RE/MAX Premier

  7930 S Kenwood Ave, Chicago, IL 60619
• 

  

  /16

  $296,000

  • 1 Bed
  • 1 Bath

  1360 N Sandburg Terrace Unit 2603C, Chicago, IL 60610

  Perched on the 26th floor of Cummings House in the Gold Coast's Carl Sandburg Village, this freshly renovated 1-bedroom, 1-bath condo pairs sweeping skyline views with one of Chicago's most walkable addresses. Inside, wood laminate floors and crown molding run through a bright, open living and dining area set beneath a wall of windows - imagine watching the city light up from your sofa every

  Grigory Pekarsky Vesta Preferred LLC

  1360 N Sandburg Terrace Unit 2603C, Chicago, IL 60610
• 

  

  /23

  $375,000

  • 2 Beds
  • 1 Bath

  30 E Huron St Unit 1207, Chicago, IL 60611

  Sunny NW corner 2 Bed condo in the heart of River North! Enjoy tons of natural light, custom roller shades, hardwood floors throughout, abundant closet space, and in-unit laundry! The living space is open concept and allows for different furniture layouts. The kitchen features wood cabinets, SS appliances, and granite countertops with a breakfast bar open to the living space. The primary bedroom

  Adam Wavrunek Domain Realty

  30 E Huron St Unit 1207, Chicago, IL 60611
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  /17

  $267,000

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft

  4014 N Albany Ave Unit 3A, Chicago, IL 60618

  Come home to this beautiful, sun-filled 2-bedroom, 1-bathroom condo on the 3rd floor, offering a perfect blend of comfort and convenience in the heart of Irving Park. Inside you'll find a freshly painted, bright space bathed in natural light inviting you to relax, entertain, and make your own. The private balcony offers a quiet outdoor escape, while in-unit laundry adds effortless convenience.

  Anne Katzfey Baird & Warner

  4014 N Albany Ave Unit 3A, Chicago, IL 60618
• 

  

  /30

  $399,900

  • 6 Beds
  • 2 Baths

  7227 S Rhodes Ave, Chicago, IL 60619

  Attention house hackers! Live in one unit and rent the other. Previously renovated, this spacious two-flat already has one tenant (section 8) in place in the 2nd floor unit and is collecting $1,850. Each unit features 3 bedrooms, 1 bath, and separate heating. Offering flexibility for both owner-occupants and investors. The property also includes a detached 2-car garage and a cozy backyard.

  Mark Mariahazy-West RE/MAX Advisors

  7227 S Rhodes Ave, Chicago, IL 60619
• 

  

  /16

  $275,000

  Pending

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  731 W Bittersweet Place Unit 2S, Chicago, IL 60613

  VINTAGE CHARM & CHARACTER: Vintage charm and character abound in this intimate 2-bedroom condo nestled in the heart of Historic Buena Park, one of Chicago's best-kept-secret neighborhoods. Completely updated residence features a fully renovated kitchen with stainless steel appliances, granite countertops and white Shaker cabinetry, along with an updated bathroom, organized walk-in closet,

  Alexis Eldorrado Eldorrado Chicago Real Estate

  731 W Bittersweet Place Unit 2S, Chicago, IL 60613
• 

  

  /19

  $455,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths

  758 N Larrabee St Unit 305, Chicago, IL 60654

  Experience elevated urban living in this exceptional 2-bedroom, 2-bath loft in the heart of River North, offering stunning Chicago River views and a private balcony perfectly positioned for summer sunsets and vibrant city scenery. Soaring 17-foot concrete ceilings and dramatic west-facing windows, this light-filled residence combines modern style with timeless loft character. The thoughtfully

  Brian Pistorius Compass

  758 N Larrabee St Unit 305, Chicago, IL 60654
• 

  

  /25

  $449,900

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  435 E 42nd St Unit 1, Chicago, IL 60653

  At nearly 3,000 square feet, this spacious duplex-down condo offers the comfort and feel of a single-family home in the heart of Bronzeville. The home reflects normal wear and presents a wonderful opportunity for the next owner to add their own style through a few cosmetic updates. This 4 bedroom, 3 bath open-concept condo welcomes you with hardwood floors throughout the main floor and a

  Tambra Chadwell Tambra Chadwell

  435 E 42nd St Unit 1, Chicago, IL 60653
• 

  

  /14

  $499,900

  • 2 Beds
  • 2 Baths
  • 1,630 Sq Ft

  3963 W Belmont Ave Unit 611, Chicago, IL 60618

  Welcome to this stunning 1,630-square-foot, 2-bedroom, 2-bathroom plus den loft in the historic Shoemaker Lofts building, located at 3963 W. Belmont Avenue in the vibrant Avondale neighborhood of Chicago. This exceptional residence perfectly blends authentic industrial architectural details with modern comfort, showcasing soaring concrete ceilings and exposed ductwork throughout the expansive

  Lauren Josefowicz GNP Realty Partners, LLC

  3963 W Belmont Ave Unit 611, Chicago, IL 60618
• 

  

  /24

  $475,000

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

  8 E Randolph St Unit 2105, Chicago, IL 60601

  Discover a rarely available high-floor northwest corner residence in the iconic Joffrey Tower, elevated by striking designer updates. Expansive floor-to-ceiling windows frame panoramic views of the Chicago River and downtown skyline while flooding the home with natural light from morning to evening. This thoughtfully renovated residence features updated wide-plank hardwood floors and a

  Nathan Binkley Compass

  8 E Randolph St Unit 2105, Chicago, IL 60601
• 

  

  /6

  $400,000

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft

  5346 N Ludlam Ave, Chicago, IL 60630

  Exceptional Opportunity in Desirable Jefferson Park! Bring your vision and creativity to this spacious home with great bones for renovation, and endless possibilities. Offering generous square footage, spacious bedrooms, a beautiful hardwood staircase, central air conditioning, and a newer roof (approximately 8 years old), this property is ready to be transformed into the home that perfectly fits

  Juan Elias HARMONY POINT REAL ESTATE

  5346 N Ludlam Ave, Chicago, IL 60630
• 

  

  /4

  $250,000

  Pending

  • 6 Beds
  • 3 Baths

  5410 S Winchester Ave, Chicago, IL 60609

  Spacious legal 2-unit property offering strong income potential and flexible living arrangements. This move in ready investment features a 3-bedroom, 1-bath unit on the main level along with a 2-bedroom, 1-bath second floor unit. Property also includes an additional finished attic living space with 1 bedroom and 1 bath. Separate gas and electric utilities with 2 meters already in place. Property

  Landon Kelly Real Broker, LLC

  5410 S Winchester Ave, Chicago, IL 60609

Showing Results 521 - 560, Page 14 of 18