Maywood, IL Homes for Sale under $300,000

• 

  

  

  /10

  $145,500

  Pending

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1203 S 17th Ave, Maywood, IL 60153

  Welcome to this well-maintained 2-bedroom, 1-bath townhome offering the perfect blend of comfort, flexibility, and investment potential. Spanning three levels of living space, this home features a functional layout with spacious bedrooms, generous natural light, and room to make it your own. The partially finished basement provides additional living space ideal for a recreation room, home office,

  

  Melanie Miller/ Eunique Gill

  Keller Williams ONEChicago

  (464) 250-8198

  1203 S 17th Ave, Maywood, IL 60153
• Explore Maywood

• 

  

  /2

  $229,900

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  1221 S 20th Ave, Maywood, IL 60153

  Chicago Brick Bungalow. Updated exterior with newer Roof, fascia, gutters, downspouts and tuckpointing. Great curb appeal. Large Living room w/ hardwood floors, formal dining room w/ hardwood floors. 2 comfortable bedrooms w/ hardwood floors. Kitchen w/ceramic floors, and appliances. 12x12 bedroom in the large lower level. Great area in the rear for parking or future use to build a new garage.

  Richard McKenzie Midwest Heritage R.E., LTD

  1221 S 20th Ave, Maywood, IL 60153
• 

  

  

  /11

  $230,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  405 S 12th Ave, Maywood, IL 60153

  Seller will not make any repairs. Property is being sold is! Looking for someone who is wiling to bring this beautiful home in Maywood back to life.

  Jonathan Miller A Progeny Global LLC

  405 S 12th Ave, Maywood, IL 60153
• 

  

  

  /22

  $275,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,472 Sq Ft

  310 S 2nd Ave, Maywood, IL 60153

  Step into the charm and character of this classic 1906 two-story frame home offering 3 bedrooms and 1.1 baths. This well-maintained formal home features a spacious living room, elegant dining room, enclosed front porch entry, and functional kitchen on the main level - perfect for both everyday living and entertaining. Upstairs you'll find three generously sized bedrooms along with beautiful

  Juan Espinosa E-Professional Realty

  310 S 2nd Ave, Maywood, IL 60153
• 

  

  

  /57

  $209,000

  $11K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,244 Sq Ft

  630 S 18th Ave, Maywood, IL 60153

  Endless possibilities await in this spacious 4-bedroom home with a planned 2.5-bath layout in Maywood-ideal for both homeowners and investors. The home features a functional floor plan with a formal living room, separate front sitting area, and an open flow into the kitchen and formal dining room. The main level offers an enclosed foyer, bright sunroom, and a welcoming staircase leading into a

  Patty Chavez Realty of America, LLC

  630 S 18th Ave, Maywood, IL 60153
• 

  

  /29

  $109,900

  Pending

  • 6 Beds
  • 2 Baths

  1007 S 1st Ave, Maywood, IL 60153

  MONEY MAKER!! Renovate and rent out both units or live in one unit and rent out the other for some income-either way this large two unit in Maywood has great potential. Over 1800 sq ft of combined living space. Each unit features 3 bedrooms, 1 bath, a kitchen and living room area. Rear porches. GFA Heating. Full unfinished basement. 61 ft wide lot with a long side drive and plenty of room for off

  Edward Lukasik RE/MAX Professionals

  1007 S 1st Ave, Maywood, IL 60153
• 

  

  /20

  $195,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  Unlisted Address

  This property needs a lot of work. Looking for a seasoned investor buyer who has done work in Maywood. Large corner lot, great opportunity. As Is

  Margaret Gancer Compass

  Unlisted Address
• 

  

  /3

  $160,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  1926 S 24th Ave, Maywood, IL 60153

  Multiple offers received. Highest and Best Offers Due by Tuesday March 10th by 5PM. Attention experienced rehabbers and investors! This property presents an exceptional opportunity, though require some work. Buyers will be responsible for full property clean-out and any necessary repairs. The property is being sold strictly "as is," with no survey provided. All offers must include proof of

  John Golliday JH Grail Realty Inc.

  1926 S 24th Ave, Maywood, IL 60153
• 

  

  /20

  $172,250

  • 3 Beds
  • 1 Bath
  • 1,095 Sq Ft

  833 S 21st Ave, Maywood, IL 60153

  Listing price $172,250 Great opportunity on this bungalow style home with detached 1 car garage. It offers approximately 1,095 square feet of living space with 3 bedrooms and 1 bathroom. Basement. Built in 1927 repairs and updates are needed but has potential. Property has Village Code violations. Property sold "AS-IS" without contingencies, repairs, warranties, guarantees or representation as to

  Val Laborevitch Realhome Services & Solutions, Inc.

  833 S 21st Ave, Maywood, IL 60153
• 

  

  /8

  $230,000

  Pending

  • 5 Beds
  • 3 Baths
  • 1,102 Sq Ft

  1908 S 18th Ave, Maywood, IL 60153

  Opportunity awaits! This solid home offers great potential for buyers looking to add their personal touch or investors seeking their next project. Currently owner-occupied, the property has been lived in and is ready for updates and cosmetic improvements to truly shine. Featuring a functional layout with generous living spaces, this home provides a strong foundation for renovation and value

  Lindsey T. Evans Liberty Pointe Realty LLC

  1908 S 18th Ave, Maywood, IL 60153
• 

  

  /17

  $249,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,421 Sq Ft

  814 S 11th Ave, Maywood, IL 60153

  This well-maintained 3-bedroom, 2-bath home is ready for its new owner! Featuring a spacious living and dining area, this home offers the perfect setup for relaxing or entertaining guests. The enclosed porch provides additional space ideal for a cozy sitting area, home office, or entertainment room. Full basement with limitless possibilities for storage and recreation. Enjoy plenty of outdoor

  Khalila Adams Coldwell Banker Realty

  814 S 11th Ave, Maywood, IL 60153
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  /14

  $224,900

  • 3 Beds
  • 1 Bath
  • 911 Sq Ft

  1427 S 21st Ave, Maywood, IL 60153

  Come walk this 3 bedroom, 1 bathroom Bungalow with full basement and detached 2-car garage ready to be brought back to it's former glory! Gorgeous, original hardwood flooring mostly preserved under the "ready-to-go' carpet. Minutes from both the Highway and the Maywood Metra Station for a stress-free community to the Loop! Property is being sold as-is but happy to entertain and accommodate with a

  Kyle Altenburg Hanley Realty, Inc.

  1427 S 21st Ave, Maywood, IL 60153
• 

  

  /28

  $289,200

  Pending

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

  1833 S 4th Ave, Maywood, IL 60153

  Great location ! Nicely Appointed Updated Bungalow on Quiet Street. 3 Bedrooms and 2 Full bathrooms. Large Living room and Dinging combination with large picture window lots of light. Cabinet kitchen with granite counter tops, hardwood floors, desirable 2 bedroom on first floor with Jack and Jill Full bathroom in between. Huge Master bedroom on second level and master bathroom. Lots of closet

  A.J. Chandler HomeSmart Connect LLC

  1833 S 4th Ave, Maywood, IL 60153
• 

  /2

  $183,750

  $24K PRICE INCREASE Pending

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  1909 S 20th Ave, Maywood, IL 60153

  This Bungalow style single family home offers 2 bedrooms and 1 bathrooms with approximately 816 square feet of living space on a 0.22 acre lot. No Buyer Premium on this property. It is a criminal offense to trespass on this property. The seller has closing representation in this transaction. The buyer has the right to select their own title/closing company, or may use the seller's title company.

  Anthony Disano Parkvue Realty Corporation

  1909 S 20th Ave, Maywood, IL 60153
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  /12

  $145,000

  $245K PRICE DROP

  • 5 Beds
  • 3 Baths

  1016 S 14th Ave, Maywood, IL 60153

  Property will be included the next Auction(04/25/26-04/28/26). Buyers must sign up and place bids though www dot xome dot com/auctions (void where prohibited). All auction properties are subject to a 5% buyer's premium pursuant to the Event Agreement and Auction Terms & Conditions minimums will apply. Buyers and buyers agent to verify any and all info. Occupants are not to be disturbed. Please

  Eric Wojnicki Vylla Home

  1016 S 14th Ave, Maywood, IL 60153
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  /48

  $225,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 2,260 Sq Ft

  411 S 16th Ave, Maywood, IL 60153

  Highest and Best due tomorrow, 5/7 at 12 noon. Classic North Maywood foursquare with Craftsman details, ready for your ideas and updates! Soaring ceilings and historic details throughout. Step into the inviting front foyer that opens to the spacious living room with fireplace, family room and formal dining room, plus an eat-in kitchen. Upstairs are 4 extra spacious bedrooms, including a 25x20

  Ashley Kaehn Compass

  411 S 16th Ave, Maywood, IL 60153
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  /21

  $260,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,276 Sq Ft

  1639 S 14th Ave, Maywood, IL 60153

  Welcome to this beautifully maintained 3-bedroom, 1.5-bath Cape Cod in the heart of Maywood offering a warm and inviting layout with plenty of functional living space. Inside, you'll find hardwood floors throughout, a refreshed bathroom with new tile, and a kitchen featuring brand-new stainless steel appliances. Ceiling fans are installed in every bedroom, adding to the home's overall comfort.

  Amaiya Smith eXp Realty

  1639 S 14th Ave, Maywood, IL 60153
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  /31

  $254,999

  $25K PRICE DROP

  1718 S 6th Ave, Maywood, IL 60153

  INVESTOR SPECIAL! This old italian-style mansion has been repurposed into a 5-unit building. A great opportunity to become a landlord, there is no HOA. This lot is big and spacious, there is also a seperate smaller building, a guest coach house, perfect for holding supplies and other maintenance needs. Big courtyard that can be great for parking, fits 10+ cars. Building is prepped for a basic

  Patryk Klima Chicagoland Brokers Inc.

  1718 S 6th Ave, Maywood, IL 60153
• 

  

  /22

  $179,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,548 Sq Ft

  2001 S 11th Ave, Maywood, IL 60153

  Located on a large corner lot, this spacious brick bungalow offers an expansive floor plan and tons of upside! As you walk into the home you will love the character and charm of the natural hardwood floors which run throughout the property, the octagon layout in the living room offers more space than a traditional bungalow with tons of windows to allow natural sunlight into the home. There are

  Ryan Smith RE/MAX Premier

  2001 S 11th Ave, Maywood, IL 60153
• 

  

  /5

  $285,000

  • 5 Beds
  • 3 Baths
  • 2,566 Sq Ft

  153 S 18th Ave, Maywood, IL 60153

  Welcome to this charming home in the heart of Maywood! Featuring spacious, light-filled living areas and a private yard, this property offers incredible potential. A great opportunity for buyers or investors looking to update and customize to their taste. Ideally located near schools, parks, shopping, and major highways; bring your vision and make it your own!

  Leah Moore Century 21 IMPACT

  153 S 18th Ave, Maywood, IL 60153
• 

  

  /20

  $189,500

  $10K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 1,528 Sq Ft

  1929 S 7th Ave, Maywood, IL 60153

  Wonderful opportunity to own great 2-story Georgian home!!! 2nd floor is featuring 2 bedrooms and 1 full bathroom. 1st floor offers open living room - separate dining room - eat in kitchen & family room. There are hardwood floors thru-out - ceiling fans - concrete patio & driveway - fenced in backyard - gas forced air heat - A/C. It is close to expressway - public transportation...PACE buses on

  Petra Sestakova Anthony J.Trotto Real Estate

  1929 S 7th Ave, Maywood, IL 60153
• 

  

  /15

  $177,500

  Pending

  • 3 Beds
  • 1 Bath
  • 1,760 Sq Ft

  128 S 12th Ave, Maywood, IL 60153

  This property is conveniently located on a tree lined street close to shopping, public transportation and major roadways. Classic charm greets you the moment you enter the property. Grand crafted staircase, glass doorknobs, and hardwood floors are just the beginning. Large windows flood the house with natural light. Plenty of space for all of today's modern needs with an original layout that is

  James Foley Foley Properties Inc

  128 S 12th Ave, Maywood, IL 60153
• 

  

  /34

  $220,000

  Pending

  • 4 Beds
  • 2 Baths
  • 969 Sq Ft

  624 S 17th Ave, Maywood, IL 60153

  MULTIPLE OFFERS RECEIVED. HIGHEST & BEST REQUESTED BY 6PM APRIL 15. Welcome to this beautifully maintained brick home, offering timeless charm and a highly functional layout perfect for everyday living or related living needs. Step inside to a bright, sun-filled living room that sets a warm and welcoming tone. The wonderful kitchen features a spacious dining area, ideal for daily meals and

  Kimberly Wirtz Wirtz Real Estate Group Inc.

  624 S 17th Ave, Maywood, IL 60153
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  /37

  $299,999

  • 4 Beds
  • 2.5 Baths
  • 1,583 Sq Ft

  1908 S 23rd Ave, Maywood, IL 60153

  Well-maintained 4-bedroom, 2.5-bath home offering a bright, functional layout with generous living space. Features include a spacious kitchen, comfortable bedrooms including a private primary suite, and plenty of natural light throughout. Perfect for everyday living and entertaining.

  Jessica Rosales Keller Williams ONEChicago

  1908 S 23rd Ave, Maywood, IL 60153
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  /9

  $179,900

  • 3 Beds
  • 1 Bath
  • 1,128 Sq Ft

  1914 S 19th Ave, Maywood, IL 60153

  Attention investors, rehabbers, and savvy buyers! This classic Maywood home offers tremendous potential, spacious living areas, and a large backyard. Features include a detached garage, extended driveway with ample parking, and a functional floor plan ready for your renovation ideas. Property requires updating and repairs throughout and is being sold as-is. Excellent opportunity to restore and

  Kirby Pearson Pearson Realty Group

  1914 S 19th Ave, Maywood, IL 60153
• 

  

  /21

  $210,000

  Pending

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

  1906 S 7th Ave, Maywood, IL 60153

  Spacious two-story home with a full basement offering approximately 2,000 square feet of living space. This property features 3 bedrooms, 1.1 bathrooms, plus a den and an enclosed porch-plenty of room to customize and make your own. The main level boasts a large living room, a generously sized dining room, and a kitchen with great potential for updates. With solid bones and a flexible layout,

  Gary Alveranga Real People Realty

  1906 S 7th Ave, Maywood, IL 60153
• 

  

  /27

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  624 S 11th Ave, Maywood, IL 60153

  This property has been fully rehabbed, everything is new. New kitchen, new bathroom, new floors, new dryer & washer, new paint job, new trims & quarter-rounds and more! Backyard is fenced off, with a gated entrance from the alley. Parking for 3 cars in the backyard, with alley access. There is also parking on the street in front of the home. Also in a great location, enjoy a quiet suburb while

  Patryk Klima Chicagoland Brokers Inc.

  624 S 11th Ave, Maywood, IL 60153
• 

  /2

  $231,000

  $9K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,858 Sq Ft

  834 S 16th Ave, Maywood, IL 60153

  More info at Realtybid

  Brian Brockman Bang Realty

  834 S 16th Ave, Maywood, IL 60153
• 

  

  /29

  $199,900

  Pending

  • 4 Beds
  • 2 Baths
  • 930 Sq Ft

  2125 S 3rd Ave, Maywood, IL 60153

  Welcome to this well-sized single-family home located in the desirable community of Maywood. This property offers 4 bedrooms and 2 full bathrooms, providing plenty of space for comfortable living. The fully finished basement adds valuable additional living and recreational space, perfect or a family room, home office, or guest area. Enjoy the convenience of a 2-car garage and a functional layout

  Michael Olszewski Area Wide Realty

  2125 S 3rd Ave, Maywood, IL 60153
• 

  /2

  $289,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,373 Sq Ft

  700 S 6th Ave, Maywood, IL 60153

  Beautifully Remodeled 3 bedroom, 1 bath single family home on a large corner lot. Conveniently located close to schools, shopping, public transportation, highways, and short commute to Chicago and downtown. This home features refinished hardwood floors throughout. Modern Kitchen with white cabinetry, stone countertops, stylish backsplash and plenty of can lights! Renovated bathroom, ceiling fans

  Taurino Morales eXp Realty

  700 S 6th Ave, Maywood, IL 60153
• 

  

  /25

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,199 Sq Ft

  1428 S 13th Ave, Maywood, IL 60153

  Charming 3-bedroom, 2-bath brick bungalow in Chicago featuring a side drive, detached 1-car garage, and enclosed porch. This home offers plenty of potential with spacious living areas and classic bungalow character throughout. Conveniently located near schools, parks, shopping, dining, and transportation. Property is being sold AS-IS, WHERE-IS. Great opportunity for homeowners looking to add

  Frank Montro Keller Williams Preferred Rlty

  1428 S 13th Ave, Maywood, IL 60153
• 

  

  /27

  $268,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,456 Sq Ft

  134 S 16th Ave, Maywood, IL 60153

  Welcome to this charming 3-bedroom, 1-bath brick bungalow in the heart of Maywood! This move-in-ready home offers a spacious and inviting layout featuring luxury LVT flooring, fresh paint, and new carpeting throughout. The bright kitchen provides ample cabinet space, making meal preparation and storage a breeze. The full basement offers endless possibilities for additional living space, a

  Frank Montro Keller Williams Preferred Rlty

  134 S 16th Ave, Maywood, IL 60153
• 

  

  /45

  $220,000

  • 4 Beds
  • 2 Baths
  • 1,874 Sq Ft

  1926 S 9th Ave, Maywood, IL 60153

  Discover the incredible space and potential this 4-bedroom, 2-bathroom home has to offer, featuring approximately 1,874 square feet of above-grade living space plus a full 973-square-foot unfinished basement ready for your future vision. From the moment you arrive, you'll appreciate the home's substantial footprint and inviting presence, offering room to grow, entertain, and create lasting

  Fernando Godoy eXp Realty

  1926 S 9th Ave, Maywood, IL 60153
• 

  

  /13

  $235,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  Unlisted Address

  Nice 2 bedroom 1 bath home with hardwood floors, formal dining room, full basement sitting on oversized lot with 2 car garage and slab for additional parking. Home is in good condition.

  Doris Napier Napier Real Estate Consultants Inc.

  Unlisted Address
• 

  

  /9

  $119,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 897 Sq Ft

  906 S 9th Ave, Maywood, IL 60153

  Don't Miss Out!!! This is an excellent opportunity to own a 3 bedroom 2 bathroom home in the Village of Maywood. The home is in need of some work, but has a lot of upside once updated. The property is located near schools, parks, retail, and public transportation.

  Stratos Rounis SR Realty Group Inc.

  906 S 9th Ave, Maywood, IL 60153
• 

  

  /26

  $150,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,459 Sq Ft

  2124 S 3rd Ave, Maywood, IL 60153

  Discover the potential in this charming 2-bedroom, 2-bath home located in the heart of Maywood! This Estate Sale is being offered As-Is and presents a fantastic opportunity for investors or buyers looking to bring their vision to life. The main level features a spacious living room, formal dining room, and a cozy kitchen, along with a front porch, and an enclosed back porch, offering additional

  Marcia Mack Baird & Warner

  2124 S 3rd Ave, Maywood, IL 60153
• 

  

  /12

  $240,000

  • 2 Beds
  • 1 Bath
  • 1,186 Sq Ft

  1609 S 9th Ave, Maywood, IL 60153

  This 'cute-as-a-button' cottage offers the quintessential cozy lifestyle. Perfectly blending timeless character and modern comfort without sacrificing the bright and airy aesthetic. Great home with backyard to entertain or simply relax. Sold "As-Is".

  Ursula Foley Foley Properties Inc

  1609 S 9th Ave, Maywood, IL 60153
• 

  /2

  $127,900

  $1K PRICE DROP

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

  14 S 16th Ave, Maywood, IL 60153

  INVESTOR SPECIAL!! Bring your toolbox and get ready to roll up your sleeves for this one of a kind, deeply discounted Maywood two-story home in need of a full gut rehab. This 5 bedroom, 2 bath, 11 room single-family home features great backyard and full unfinished basement. This property is ideal for investors/contractors/new landlords looking to customize the layout. Great opportunity to

  Ryan Cherney Circle One Realty

  14 S 16th Ave, Maywood, IL 60153
• 

  

  /17

  $269,900

  • 2 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  1931 S 2nd Ave, Maywood, IL 60153

  Beautiful Single Family Home with drive way to a 4 years old garage, 2 Bedrooms, finish attic, finish basement, 1,5 baths couple blocks away from 290 Eisenhower Expy 10 minutes driving to Down Town Chicago and more.....

  Catty Salgado Core Realty & Investments Inc.

  1931 S 2nd Ave, Maywood, IL 60153
• 

  /2

  $280,000

  • 3 Beds
  • 1 Bath
  • 2,065 Sq Ft

  1430 S 14th Ave, Maywood, IL 60153

  Distressed Sale and the possibilities are endless. This brick bungalow is perfect for investors. Selling "As Is", cash only. Once renovated it can sparkle like a diamond. Easy access to expressway.

  Cherylette Hilton Coldwell Banker Realty

  1430 S 14th Ave, Maywood, IL 60153

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