Calumet Heights Homes under $500,000

Welcome to Calumet Heights, a hidden gem nestled in the heart of Chicago’s South Side, where the charm of suburban living meets the vibrant pulse of urban life. This welcoming neighborhood is known for its tree-lined streets, friendly atmosphere, and a strong sense of community, making it an ideal place for families, young professionals, and anyone looking to enjoy the best of both worlds.

Calumet Heights boasts a rich history and a diverse population, contributing to its unique character. Residents here appreciate the blend of cultural influences, which is reflected in the local dining scene, parks, and community events. The neighborhood is home to several well-maintained parks, perfect for weekend picnics, leisurely strolls, or outdoor activities with the family.

For those considering making Calumet Heights their home, you’ll be pleased to know that there are plenty of charming properties available for under $500,000. From cozy bungalows to spacious two-story homes, there's something to suit every taste and budget. Many of these homes feature beautiful yards, modern amenities, and easy access to public transportation, making commuting to downtown Chicago a breeze.

With its combination of affordability, community spirit, and convenient location, Calumet Heights is a neighborhood that truly stands out. Whether you’re looking to settle down or invest, this area offers a wonderful opportunity to be part of a thriving community while enjoying the comforts of home. Explore Calumet Heights today, and discover your perfect place in this vibrant neighborhood!

Newest Calumet Heights Homes under $500,000

$319,000

3 Beds ⋅ 2 Baths ⋅ 12789176 MLS ⋅ NEW Status

Fully remodeled 2-sty brick house, brand new windows and doors, brand new open kitchen with stainless steel appliances, accent wall with fireplace in spacious living room, one large bedroom on the first floor with private full bath, refinished hardwood floor throughout, 2nd floor has two bedrooms and full bathroom with jetted tub, spacious finished basement, convenient location,

8811 S Constance Avenue, Chicago

$305,000

3 Beds ⋅ 3 Baths ⋅ 12788577 MLS ⋅ NEW Status

Beautifully rehabbed Ranch with amazing upgrades !! 4 bedroom 2 1/2 baths Kitchen is in marble backing and custom cabinets, flooring hardwood, custom fixtures and amazing basement with baths Huge deck in back for your enjoyment Appliances will be installed before closing!!

8926 S Paxton Avenue, Chicago

$140,000

2 Beds ⋅ 2 Baths ⋅ 12787255 MLS ⋅ NEW Status

Welcome to 8900 S Jeffery Boulevard, an exciting opportunity to own a piece of Chicago's South Side! Conveniently located near neighborhood shopping, restaurants, schools, parks, and everyday essentials, this property offers the perfect combination of accessibility and opportunity. Enjoy proximity to beautiful Lake Michigan, Rainbow Beach, Steelworkers Park, and the many recreational attractions along Chicago's lakefront. Commuters will appreciate access to CTA bus routes, nearby Metra Electric train service, and major roadways connecting to downtown Chicago and surrounding communities. The area also offers access to established commercial corridors, local businesses, and a variety of dining and shopping options. Whether you're looking for a place to call home or an investment opportunity, this location provides access to everything Chicago has to offer. Don't miss your chance to explore the possibilities. Schedule your showing today!

8900 S Jeffery Boulevard, Chicago

$329,000

3 Beds ⋅ 2 Baths ⋅ 12783351 MLS ⋅ NEW Status

Welcome to this solid brick ranch with 4 bedrooms, 2 full bathrooms, plenty of space, and the potential to make it your own. The main level features hardwood flooring, three generously sized bedrooms, and a comfortable living area. The fully finished basement adds living space, including a fourth bedroom, a spacious family room, a second bathroom, and a laundry area. Additional features include central air conditioning, forced-air heating, and a functional layout with flexible living options. Whether you're looking for your next home or an investment opportunity, this property offers a great opportunity to add your personal touch. The property is being sold AS-IS.

2046 E 93Rd Street, Chicago

$139,900

4 Beds ⋅ 1 Baths ⋅ 12785013 MLS ⋅ NEW Status

Rare 4-Bedroom Home on Quiet Calumet Heights Block - Perfect for FHA 203(k) / Rehab Financing! Attention Homebuyers & Savvy Investors! Bring your design ideas to the highly sought-after Calumet Heights neighborhood. Situated on a quiet, exceptionally stable, and well-maintained residential block of South Ridgeland Ave, this property represents the ultimate blank canvas opportunity. This home boasts a rare 4-bedroom layout and a dedicated garage, making it the perfect footprint for a growing family or a high-yielding portfolio addition. The property is currently unrenovated and needs an overhaul, allowing you to bypass someone else's cheap cosmetic flip and instead design your dream home exactly to your taste. Why this block? The 9300 block of S Ridgeland Ave is known for its beautiful mid-century architecture, pride of ownership, and peaceful residential feel. You are minutes away from excellent local schools, parks, shopping corridors, and the Dan Ryan Expressway (I-94) for an effortless downtown commute. This home is strictly priced and tailored for an FHA 203(k) rehab loan or conventional renovation financing. Use your rehab loan to completely open up the main living space, install a luxury kitchen, or even add a highly coveted second bathroom to maximize your instant equity! The home is being sold strictly as-is, where-is. Don't miss the chance to secure a 4-bedroom footprint in one of the South Side's premier pockets. Schedule your walkthrough today and plan your masterpiece!

9320 S Ridgeland Avenue, Chicago

$354,900

3 Beds ⋅ 2 Baths ⋅ 12785767 MLS ⋅ ACTIVE Status

Welcome to 8718 S. Euclid Avenue!Discover this beautiful brick Chicago bungalow located in the desirable Calumet Heights neighborhood. This spacious home offers 5 bedrooms, a dedicated office, 2 full bathrooms, and a finished basement, providing flexible living space for everyday comfort, working from home, and entertaining. The main level features a welcoming open-concept layout connecting the living, dining, and kitchen areas, complemented by hardwood flooring and a charming spindle staircase with hardwood steps. The living room showcases an electric fireplace, creating a warm and inviting focal point. The updated kitchen features white shaker-style cabinetry, sleek black hardware and finishes, stainless-steel appliances, a convenient breakfast area, and additional space for a dining table. The finished basement offers additional living space with ceramic tile flooring, a spacious family room, a separate storage area, and a charming farmhouse-style door. Enjoy added convenience with motion-sensor lighting at the front and rear entrances, including interior lighting that activates when entering or exiting the home. Major updates in 2026 include a new roof on both the house and garage, along with a new A/C unit.The home also features a high-efficiency furnace and water heater, offering additional energy-conscious features for everyday living. Outside, you'll appreciate the detached 2-car garage and convenient access to parks, shopping, dining, schools, and other everyday amenities. Ideally situated near I-90/I-94, the Chicago Skyway, and other major roadways, this home offers convenient access to downtown Chicago and surrounding areas. Combining classic Chicago bungalow charm, modern updates, valuable mechanical features, and versatile living space, this property is a wonderful opportunity for its next owner. Schedule your private showing today and discover all that 8718 S. Euclid Avenue has to offer!

8718 S Euclid Avenue, Chicago

$199,000

3 Beds ⋅ 2 Baths ⋅ 12785771 MLS ⋅ ACTIVE Status

9211 S Clyde Avenue, Chicago

$320,000

3 Beds ⋅ 4 Baths ⋅ 12784570 MLS ⋅ ACTIVE Status

Oversized beautifully renovated move-in ready 4 bedroom, 3.5 bathroom single family home seamlessly blends modern style with functional living. Tastefully updated throughout, the home offers a functional layout with high-quality finishes, a modern kitchen featuring quartz countertops, custom cabinetry, and stainless steel appliances. 1st floor master bedroom master suite is perfect for 1 those who don't want stairs. Every room is generously sized Conveniently located near schools, parks, shopping, dining, public transportation, and major expressways, with accessible street parking available. This turnkey home is ready for its next owner. Don't miss this exceptional opportunity to own a beautifully updated home in a convenient South Side location!

8820 S Ridgeland Avenue, Chicago

$324,900

3 Beds ⋅ 3 Baths ⋅ 12784074 MLS ⋅ ACTIVE Status

Welcome to beautiful Pill Hill! Fully renovated 3-bedroom, 2.1-bath split-level home. The open-concept main level connects the living room, dining area, and kitchen, with brand new white oak hardwood floors, recessed lighting, and a wall of oversized windows. The kitchen has wood-tone flat-panel cabinetry, brass hardware, a herringbone tile backsplash, stainless steel appliances including a gas range, a pot filler, and a waterfall-edge island with integrated accent lighting. A powder room completes the main level. Upstairs are three bedrooms and a full bath with a glass-enclosed walk-in shower, rain and handheld shower heads, a lighted niche, and LED cove lighting. The lower level has a large recreation room, an additional sink/bar area, a second full bath with a tub/shower and brushed-gold fixtures, and a separate utility room. Mechanical updates include updated plumbing, 200-amp electrical service, a high-efficiency furnace, and a tankless water heater. Multiple parks nearby. Seller/Owner is an IL Licensed Agent.

9356 S Oglesby Avenue, Chicago

$499,900

8 Beds ⋅ 4 Baths ⋅ 12775061 MLS ⋅ ACTIVE Status

Great investment opportunity! Well-maintained 4-unit building featuring four spacious 2-bedroom, 1-bath apartments. All units have spacious living areas and kitchens with some updates. All the units offer mostly hardwood flooring throughout and remodeled bathrooms. All four units are currently occupied with month-to-month tenants. Recent improvements include a new roof, soffit and fascia (January 2025), new exterior doors, and updated electrical throughout. The property features four separate electric meters plus a common meter, four gas meters, and four separate heating systems, with tenants responsible for their own gas and electric. Three of the four water heaters are newer. Additional amenities include five/six parking spaces; the basement has a great ceiling and great storage space; and a coin-operated washer and dryer. A solid opportunity for investors seeking a well-maintained multifamily property with separate utilities and established rental income but with the possibility with higher income.

8939 S Blackstone Avenue, Chicago

$247,900

4 Beds ⋅ 2 Baths ⋅ 12782692 MLS ⋅ ACTIVE Status

Welcome to this well-maintained, four-bedroom home in Chicago's Calumet Heights neighborhood, close to shopping and dining, including the Chicago staple, Thomas Family Restaurant. Generous living spaces, handcrafted details, and over 50 years of pride in ownership make this home truly special. The spacious addition features an impressive primary suite with a cathedral ceiling, Palladian window, hardwood floors, and cedar closets with built-in organization systems. The primary bath offers a whirlpool tub and separate shower. A second bedroom rivals the primary in size, providing exceptional room and flexibility. On the main level, two generously sized bedrooms and a full bath complement an inviting living room with a beautiful bay window and hardwood floors throughout. The kitchen features a chef's stove, stainless steel appliances, and custom cabinetry handcrafted by the owner, a former woodworker. Situated on a corner lot, the home offers a fenced yard, a lawn sprinkler system, and an expansive heated garage. The unfinished basement, formerly used as a woodworking shop, is ready for your ideas, with potential to create additional living space. Lovingly cared for by the same owner for more than 50 years, this move-in-ready home is being sold as-is, where-is. Your new home awaits-schedule your private tour today!

8732 S East End Avenue, Chicago

$329,900

3 Beds ⋅ 2 Baths ⋅ 12780329 MLS ⋅ ACTIVE Status

Welcome to 8714 S Merrill Avenue! This beautifully renovated, all-brick Georgian sits on a desirable corner lot in Chicago's Calumet Heights neighborhood, offering 3 bedrooms, 1.5 bathrooms, central air conditioning, and three levels of versatile living space at an exceptional value! The main level features beautifully refinished hardwood floors, abundant natural light, brand-new recessed lighting, and a spacious living room. The stunning updated kitchen features brand-new white shaker cabinetry, quartz countertops, a marble-look tile backsplash, stainless steel appliances, and a peninsula providing additional countertop space and storage. A widened doorway connects the kitchen to the dedicated dining room, creating a more open and functional layout. Upstairs, three comfortable bedrooms feature modern lighting with retractable ceiling fans, while the updated bathrooms showcase contemporary vanities, marble-look tile, matte-black fixtures, and refreshed finishes. The expansive finished basement recreation area offers additional flexible living space with recessed lighting, glossy finished floors, and a striking black exposed ceiling, ideal for entertaining, recreation, a home office, or fitness area. Outside, enjoy a spacious backyard, detached two-car garage with new siding, and additional covered patio space. The seller is also providing a one-year home warranty for added peace of mind! Conveniently located near Jesse Owens Park, shopping, and major expressways, including I-94 and the Chicago Skyway. With extensive 2026 renovations, timeless brick construction, modern finishes, and three levels of versatile space, this home delivers exceptional value without sacrificing style or functionality. Concerned about interest rates or upfront costs? Ask about DPA programs offering up to $15,000 for eligible buyers! We can connect you with a lending partner to explore available options and see if you qualify. Program terms and restrictions apply. Schedule your private showing today!

8714 S Merrill Avenue, Chicago

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Calumet Heights Homes under $500,000

Newest Calumet Heights Homes under $500,000

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