Cragin Homes under $500,000

Welcome to Cragin, a vibrant neighborhood nestled in the heart of Chicago, Illinois! This charming area in Cook County is a hidden gem that perfectly blends suburban tranquility with urban convenience. Cragin is known for its tight-knit community, friendly atmosphere, and rich cultural diversity, making it an ideal place for families, young professionals, and anyone looking to experience the best of city living.

One of the most appealing aspects of Cragin is its affordability. With homes available for under $500,000, this neighborhood offers an excellent opportunity for first-time buyers and those seeking a budget-friendly option in the bustling city of Chicago. From cozy bungalows to spacious single-family homes, Cragin features a variety of architectural styles that cater to different tastes and preferences. Many properties boast well-maintained yards, perfect for outdoor gatherings or relaxing in the sun.

Cragin is not just about beautiful homes; it also offers an array of local amenities. Residents enjoy easy access to parks, schools, and shopping centers, ensuring that all your daily needs are just a stone's throw away. The neighborhood is well-connected to public transportation, making commuting to downtown Chicago a breeze.

Explore the local dining scene, which features a delightful mix of cuisines reflecting the neighborhood's cultural diversity. With its welcoming spirit and affordable housing options, Cragin is the perfect place to call home. Discover the charm of this thriving community and find your dream home today!

Newest Cragin Homes under $500,000

$465,000

6 Beds ⋅ 3 Baths ⋅ 12774988 MLS ⋅ NEW Status

Brick 2 flat with front Balcony. Full finished basement, Belmont Cragin area Hardwood floors, separate heat and electric and 2 car garage When making off please allow time for court approval.

Chicago

$460,000

6 Beds ⋅ 3 Baths ⋅ 12774803 MLS ⋅ NEW Status

Great opportunity for investment or owner occupancy - This two flat with a basement in-law unit features two spacious two bedroom, one bath units. The first and second floor units have identical layouts with a light filled living room featuring a brick fireplace that flows in to the separate dining room, spacious kitchen, two bedrooms, and full bathroom. The finished basement offers a living room, kitchen with room for a dining table, two bedrooms, and a full bathroom, plus shared laundry making it the perfect in-law arrangement. Enjoy the outdoor space with a fully fenced backyard with patio along with a fenced front yard. 1 car detached garage plus a covered 1 car carport. Recent updated include interior paint, new appliances, and new basement flooring all in 2022. Convenient location with the Grand bus a block away and Cicero bus nearby. Easy access to Grand/Cicero Metra station along with shopping, dining, and everyday conveniences. Transferable home warranty included, valid through 4/2027.

2019 N Leclaire Avenue, Chicago

$450,000

7 Beds ⋅ 3 Baths ⋅ 12774440 MLS ⋅ NEW Status

Exceptional Remodeled Multi-Unit Property- Welcome to an outstanding investment and living opportunity in the heart of Belmont Cragin! This beautifully remodeled and refreshed multi-unit property offers exceptional versatility, modern finishes, and rare potential for expanded living space. Perfect for an owner-occupant seeking rental income, multi-generational living, or a savvy investor looking for a turn-key property with upside potential. The first floor consists of two bedrooms and one bath freshly painted interior, newly installed interior doors, updated kitchen and bathroom cabinetry, and brand-new kitchen countertops. The second floor consists of three bedrooms, one bath, remodeled kitchen, separate dining room, and separate living room The kitchen features premium new quartz countertops, new stainless steel refrigerator and microwave, updated cabinetry, a newly remodeled bathroom, fresh paint, and new doors throughout. Third-Floor Flexible Space / Duplex-Up Potential: Layout: 2 Additional Bedrooms | Spacious Living Area | 1 Full Bathroom Freshly painted and ready for immediate use. This floor can serve as an expansive recreational/entertainment retreat or be seamlessly integrated with the second-floor unit to create a massive, multi-level five bedroom unit. There is an enclosed parking pad within the fully fenced yard that easily accommodates two vehicles. Hurry!!!

2238 N Lorel Avenue, Chicago

$460,000

4 Beds ⋅ 3 Baths ⋅ 12773896 MLS ⋅ NEW Status

Seller wants offers now! Make this spacious brick bungalow yours. Much bigger than it appears. Hardwood floors throughout the main level. Lots of windows bring in natural light. Bedrooms with generous closet space. Nourish your life in the kitchen which can accommodate a table. Quartz countertops offer plenty of space for the chef or baker in you. The formal dining room will get real use with it's central location making it the gathering spot for all your family and friends. A full finished basement with lots of possible uses from extended living space, party or recreation area to a small business or home office space. Large deck is big enough for a pergola or canopy creating a more intimate and private space for relaxing or entertaining guests. The backyard is fully fenced to keep your littles and pets contained. 2 car garage with additional parking. This home has been well kept and loved by it's current owner for 20 years and it's time to pass on the keys to a lucky buyer. Bring your vibes, creative flair and make this home everything you've ever wanted.

5349 W Fletcher Street, Chicago

$359,900

5 Beds ⋅ 3 Baths ⋅ 12774123 MLS ⋅ NEW Status

Great Value in Belmont Cragin Area!! Well Maintained Yellow Brick Hexagon Bungalow. This Bright and Spacious Home Features Original Stained Glass Windows, Ornamental Brick Fireplace & Harwood Floors. Generous Size Rooms & Formal Dining Room. Large Eat-in Kitchen Opens to Den and Patio. Main Floor has Three Bedrooms and a Full Bath. Second Floor has two Bedroom and Powder room. Unfinished, Walk-out Basement Offers Tremendous Potential for Recreation Room with access to Patio. Estate Sale. Property is Being Sold in As is Condition.

5226 W Wolfram Street, Chicago

$410,000

4 Beds ⋅ 3 Baths ⋅ 12772450 MLS ⋅ NEW Status

Great investment or live-in opportunity on Chicago's Northwest Side! This well-maintained multi-family property offers exceptional potential with strong, long-term tenants already in place on month-to-month leases (both 13+ years and wishing to stay). Property Highlights: Each unit offers a 2 bedroom 1 bath with formal living and dining room giving each floor sufficient space. Generous Layout: Features two distinct main units, plus a full finished basement offering 2 additional bedrooms and 1 full bath. Mechanical & Mechanical Updates: Newer water heaters installed (2023 and 2026) and updated 1st floor/basement furnace (2012).

2135 N Latrobe Avenue, Chicago

$469,000

5 Beds ⋅ 3 Baths ⋅ 12735543 MLS ⋅ ACTIVE Status

Investor/Handyman Special - 5 Bed, 3 Bath in Chicago! Spacious 5-bedroom, 3-bathroom home in Chicago, offering plenty of room and strong potential for the right buyer. This home needs work and is being sold strictly as-is - a great opportunity for an investor or hands-on buyer looking to add value. With 5 bedrooms and 3 full baths, this is a rare find for large families, multi-generational living, or an investor targeting a strong rental or resale after updates. Located in Chicago's Portage Park area, close to shops, dining, schools, and transportation. Cash or Conventional-financing buyers preferred. Schedule your showing today! Selling AS-IS!

4937 W Melrose Street, Chicago

$349,000

2 Beds ⋅ 2 Baths ⋅ 12765660 MLS ⋅ ACTIVE Status

This is a ready-to-move-in, rehabbed 1-story single-family home featuring 3 bedrooms, 2 modern bathrooms, and a versatile full basement in the Belmont-Cragin neighborhood. The home sits uniquely on the rear of the lot, creating an expansive, deep front yard that sets the house back from the street for added privacy, quiet, and curb appeal.

3134 N Long Avenue, Chicago

$435,000

2 Beds ⋅ 2 Baths ⋅ 12763255 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated 4-bedroom, 2-bathroom home offering modern comfort, versatile living space, and exceptional everyday functionality. Thoughtfully renovated throughout, this move-in-ready home combines stylish updates with a practical layout designed for today's lifestyle. The main level features two generously sized bedrooms, a full bathroom, a spacious living room, and a brand-new kitchen with modern finishes and new appliances. The bright and inviting living room features large windows that fill the space with abundant natural light, creating a warm and comfortable setting for relaxing or entertaining. The well-proportioned bedrooms offer comfortable space for family members, guests, or a home office. The newly renovated basement adds two additional bedrooms and a full bathroom, providing valuable additional living space for a growing family, guests, extended family, or a work-from-home setup. The basement has been thoughtfully updated with new flooring and fresh finishes, creating a clean, comfortable, and functional living area. Additional updates include new windows throughout the entire home and new window A/C units, providing added comfort and energy efficiency throughout the seasons.Step outside to enjoy the private backyard, ideal for outdoor dining, summer gatherings, gardening, or simply relaxing. A 2-car detached garage provides convenient off-street parking and additional storage space. Located in a convenient and established Chicago neighborhood, this home offers easy access to nearby schools, parks, shopping, dining, public transportation, and major roadways, making everyday commuting and errands convenient. Enjoy the benefits of a residential setting while remaining within easy reach of the city's amenities and attractions.

5214 W Schubert Avenue, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12758719 MLS ⋅ ACTIVE Status

Bring your family or your future tenants with you to view this solid and clean 2 flat brick property with added living space in the basement. Located in the heart of the Belmont-Cragin Community. Highlights include updated kitchens and baths on 1st and 2nd floors.1st flr. unit has room right off living room that can be used as office or 3rd bedroom. Finished basement has living room, kitchen, full bath and 2 bedrooms. Large enclosed porches can provide more room to enjoy. 2 car garage and a spacious yard. Multi generational living and multi generational wealth awaits you.

2025 N Lawler Avenue, Chicago

$124,900

1 Beds ⋅ 1 Baths ⋅ 12724102 MLS ⋅ ACTIVE Status

This 600-square-foot condo offers 1 bedroom and 1 bathroom, featuring hardwood floors and a kitchen with granite countertops. The property includes desirable amenities such as an on-site fitness center, and coin-operated laundry facilities. With no rental cap, this unit presents a great investment opportunity for investors!

5205 W Drummond Place Unit #1, Chicago

$420,000

5 Beds ⋅ 2 Baths ⋅ 12718360 MLS ⋅ PRICE CHANGE Status

Welcome to this classic, light-filled brick bungalow in the heart of Cragin! Perfectly situated just off N Laramie Ave, this turn-key residence offers exceptional convenience-one block from Schubert Elementary School and steps from Cragin Park, local dining, and the Aguijon Theater. Main Level Highlights:3 spacious bedrooms featuring beautiful hardwood flooring and classic crown molding. A tastefully updated full ceramic tile bathroom. Bright, functional kitchen boasting generous cabinet storage that flows seamlessly into comfortable, open living spaces. Expanded Upper Level: Fully renovated attic space (2020) featuring 3 flexible bonus rooms-perfect for a private primary suite, home office, guest quarters, or playroom. Basement & Lower Level: Newly remodeled full bathroom with a modern shower (2025). Updated laundry room equipped with a new utility sink and fresh plumbing. Exterior & Key Mechanicals: New energy-efficient windows throughout. Newer 2.5-car detached garage (2018) & durable new roof (2019). Stylish cast-iron side gate adding security and strong curb appeal.

5242 W Schubert Avenue, Chicago

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