Southwest Side Homes with Bungalow Style

Welcome to the Southwest Side of Chicago, a vibrant neighborhood steeped in rich history and community spirit. Nestled within Cook County, this area is a true gem for those seeking a blend of urban convenience and suburban charm. Known for its diverse population and strong sense of community, the Southwest Side offers a welcoming atmosphere for families, young professionals, and retirees alike.

One of the most charming features of this neighborhood is its stunning array of bungalow-style homes. These architectural treasures, characterized by their low-slung profiles, wide porches, and intricate woodwork, evoke a sense of nostalgia while providing modern comforts. Bungalows are not just houses; they are homes filled with character and warmth, often adorned with lush gardens and inviting outdoor spaces perfect for family gatherings or quiet evenings.

Living in the Southwest Side means you’re never far from local parks, bustling markets, and a variety of dining options that reflect the neighborhood’s diverse culture. With easy access to public transportation, commuting to downtown Chicago or exploring nearby attractions is a breeze.

Whether you’re drawn to the charming bungalows or the community’s vibrant lifestyle, the Southwest Side of Chicago is an ideal place to call home. Experience the perfect blend of comfort, community, and character that awaits you in this delightful neighborhood. Come discover your dream home in the heart of the Southwest Side!

Newest Southwest Side Homes with Bungalow Style

$598,000

3 Beds ⋅ 2 Baths ⋅ 12801491 MLS ⋅ NEW Status

Nestled on an extra-wide corner lot in the desirable Healy School neighborhood, this well-maintained, south facing 3 bedroom, 2 full bath bungalow offers plenty of natural light and comfortable living spaces. Built in the 1970s, the home features a functional layout with a finished basement that provides additional living and entertainment space, complete with a bar, perfect for hosting family and friends. With its spacious lot, bright interior, and inviting atmosphere, this home is a wonderful opportunity for buyers looking for comfort, space, and a desirable neighborhood. Enjoy the convenience of being close to major expressways, CTA transportation, shopping, and dining. Homes on this block rarely become available. Schedule your showing today, your clients will not be disappointed!

558 W 33Rd Street, Chicago

$480,000

4 Beds ⋅ 2 Baths ⋅ 12787262 MLS ⋅ NEW Status

This is the one you have been waiting for! Fall in love with this beautifully renovated all-brick Chicago bungalow, where classic charm meets modern convenience. Completely gutted and thoughtfully updated, this impressive home offers 4 bedrooms, 2 beautifully renovated full bathrooms, and stunning hardwood flooring throughout. Relax in this large sun-filled family room with large windows, tall ceilings and hardwood flooring that flows seamlessly into the dining room. The updated kitchen is a standout, featuring rich cherry cabinetry and elegant granite countertops, creating a warm and inviting space for cooking and entertaining. Upstairs you will find 3 nice sized bedrooms with hardwood flooring and an updated bathroom with spa-like features. Enjoy the peace of your private backyard with space for entertaining or gardening among your brand new porch and cement patio. This meticulously maintained home offers so much peace of mind with major improvements throughout the home, including updated electrical and plumbing systems, replacement windows, and a new tankless water heater for efficient, on-demand hot water and so much more! With its timeless all-brick exterior, refreshed interior, and extensive upgrades, this home offers the character of a classic Chicago bungalow with the comfort and functionality of modern living. A wonderful opportunity to own a move-in-ready home with significant improvements already completed!

4021 S Rockwell Street, Chicago

$359,900

6 Beds ⋅ 5 Baths ⋅ 12800926 MLS ⋅ NEW Status

Just 3 minutes away from MIDWAY! INVESTOR OPPORTUNITY! Bring your vision to this 4-unit property offering tremendous value-add potential in a highly desirable and convenient location. Ideally situated near major transportation routes, public transit, shopping, dining, schools, and everyday amenities, the property offers residents convenient access to everything they need while providing investors with the benefits of a well-connected rental location. The property is in need of renovation, making it an excellent opportunity for an investor or rehabber looking to improve the units, increase rental potential, and build long-term equity. With four units under one roof, this property offers multiple income streams and significant upside for the right buyer. Bring your ideas and transform this property into a strong addition to your investment portfolio. Property is being sold AS-IS. Buyer to perform all due diligence.

6043 S Kenneth Avenue, Chicago

$310,000

5 Beds ⋅ 3 Baths ⋅ 12796585 MLS ⋅ NEW Status

ATTENTION INVESTORS AND REHABBERS! Fantastic opportunity in desirable Garfield Ridge! This spacious property sits on an expansive 64 x 125 lot and offers approximately 2,520 square feet of living space, 5 bedrooms, and 3 full bathrooms. Featuring three levels of living space, THREE KITCHENS, THREE ELECTRICAL PANELS, TWO BOILERS, and a versatile floor plan. Separate exterior entrances serve the lower and main levels, with interior staircase access to the upper level. Additional features include a loft, extra rooms, a generous fenced yard, patio, deck, and detached 3-car garage. With its substantial living space, oversized lot, and flexible layout, this property presents excellent potential for renovation and improvement. Bring your vision and explore the possibilities! ESTATE SALE - SOLD STRICTLY AS-IS. CASH OFFERS ONLY. All utilities are off and will not be activated for inspections. Seller will make no repairs or provide credits. Buyer to assume responsibility for all personal property and belongings remaining at the property.

5140 S Nagle Avenue, Chicago

$345,000

2 Beds ⋅ 2 Baths ⋅ 12798393 MLS ⋅ ACTIVE Status

Don't miss this "Move-in ready" brick bungalow in West Lawn, directly across the street from West Lawn Park. The interior of this home has been freshly painted throughout, and the hardwood floors are in pristine condition as they were just refinished for the next owner to enjoy. The main level of this home offers a large-bright living room with a ton of natural light, a recently updated kitchen with ceramic tile, granite countertops and stainless steal appliances, two large bedrooms (with hardwood floors throughout) and a newly remodeled full bath. The finished basement adds valuable extra living space: a recreation room, a third bedroom and a second full bath, ideal for guests or a home office and a utility room with a full washer and dryer. As the new owner of this home you will have the comfort and peace of mind that come with a brand-new central air condition unit and a roof that was redone recently. Outside, in the backyard, this 30x125 lot offers a large fenced in space with plenty of privacy and a concrete pad off the alley. There is also additional covered space in the backyard for entertaining. Aside from these great features, the 15.9-acre park, across the street offers a field house, fitness center, athletic fields and a spray pool. This is a well-kept home at a great value located near Midway Airport, Lee Elementary School, Shopping and much much more. Schedule your showing today!

6642 S Kildare Avenue, Chicago

$349,000

3 Beds ⋅ 1 Baths ⋅ 12797255 MLS ⋅ ACTIVE Status

Welcome to this charming home featuring 3 bedrooms and 1 full bathroom. The inviting kitchen boasts elegant quartz countertops and brand-new appliances, blending modern style with everyday functionality. The full basement offers endless possibilities, providing plenty of additional space to customize to your needs. A detached 2-car garage adds convenience and valuable parking space, while the spacious backyard is perfect for outdoor entertaining, relaxing, and enjoying time. Conveniently located near restaurants, shopping, Midway International Airport, and major highways, this home offers easy access to everything Chicago has to offer. Don't miss this wonderful opportunity to make this beautiful home your own!

5135 S Saint Louis Avenue, Chicago

$375,000

4 Beds ⋅ 2 Baths ⋅ 12793434 MLS ⋅ ACTIVE Status

A lovely, one-of-a-kind bungalow situated on an oversized lot in the heart of desirable Garfield Ridge close to all major conveniences! This updated 4-bedroom, 2-bath all-brick home with a detached 2.5-car garage is move-in ready turnkey, and waiting for you to start making memories. Step inside to newly refinished hardwood floors throughout creating a warm and inviting atmosphere. The whole house has been freshly painted. A large dining room and family room provides generous space to host gatherings. Custom kitchen cabinetry with granite countertops and stainless steel appliances. The partially finished basement provides endless potential to create a family room, recreation space, home office, gym, or workshop tailored to your needs. It also offers TONS of storage space with shelving included! Step outside to a backyard with a detached large two-and-a-half-car garage for added convenience and plenty of storage! Ideally located within walking distance to schools, parks, shopping, and public transportation, with easy access to I-55 for a quick commute downtown or to the suburbs. This home offers comfort, quality, and peace of mind in one of Chicago's most sought-after neighborhoods. Don't miss your opportunity to make this Garfield Ridge gem your new home - schedule your private showing today! Roof 2017 The sump pump is an ejector sump pump.

5115 S Mcvicker Avenue, Chicago

$334,900

3 Beds ⋅ 1 Baths ⋅ 12790102 MLS ⋅ ACTIVE Status

Amazing Opportunity to Own a Classic-Yellow-Brick-Chicago-Bungalow! Among the uniqueness in this beauty, you will find Custom Original Stained Glass Windows! Separate Formal DiningRoom plus a breakfast bar with stools! Hardwood Flooring Throughout, Huge Walk up Unfinished Attic and Full Basement out to the Ample concrete Patio/Back Yard and 2 Car Garage with Additional 1 Car Cement Parking Pad on the side. Schedule your private viewing, before this one becomes a Shouldof! A Must Buy!

5628 S Sacramento Avenue, Chicago

$380,000

3 Beds ⋅ 2 Baths ⋅ 12785237 MLS ⋅ ACTIVE Status

Seller is now offering a seller-paid 2/1 mortgage rate buydown with a full-price offer. Move-in ready and thoughtfully renovated, this 4-bedroom, 2-bath home sits on a quiet, established street just minutes from Midway Airport. The heavy lifting is already done: a full remodel delivers a designer kitchen, custom bathrooms, and updated flooring, so the home feels fresh and cared-for from the moment you walk in. The kitchen anchors the main living space with modern finishes and all-new appliances, ready for weeknight cooking and weekend hosting alike. Both bathrooms were custom-designed with the same attention to detail, and consistent finishes carry through the bedrooms and living areas for a cohesive, updated look throughout. The upgrades go well beyond the surface. The electrical work was updated to 200 amps, and HVAC was replaced in 2023, paired with whole-home dehumidification for comfort in every season. A new water heater followed in 2025, and the roof is approximately six years old. For a buyer, that means the major systems are recent, documented, and handled by known local contractors, so your budget can go toward making the home yours rather than toward repairs. The neighborhood adds everyday convenience to that peace of mind. Strohacker Park is close by for green space and recreation, and errands are simple with Jewel-Osco nearby and El Castillo Meat Market for fresh cuts and specialty groceries. Coppolino's is right in the area for a night out, and nearby schools round out the location. With Midway minutes away, travel and commuting are easy, while the block itself stays calm and residential. Updated, well-maintained, and set in a neighborhood that makes daily life easy, this is a home ready for its next owner to settle in on day one.

3748 W 54Th Street, Chicago

$369,000

4 Beds ⋅ 3 Baths ⋅ 12782631 MLS ⋅ PRICE CHANGE Status

Great Location, this charming Chicago All Brick Bungalow comes with 5-bedrooms, 3-bathrooms, finished basement with flex room and Bar. Enjoy 3 full levels of living space that's ideal for extended families. As you walk in you will encounter a spacious living room with plenty of sunlight from the extended bay windows. The finished lower level can be created as recreational area, party room or home gym. There is additional storage to suit your lifestyle needs. Home is located with direct access to public transportation, making your daily commute a Breeze in the Windy City. Midway Airport is about 12 minutes away. Appliances stay: Fridge, Stove, Dishwasher, Washer and Dryer. House is move in ready, price to sell quickly. Disclosures are clean, selling home "AS IS" Come and see and make this your forever home you deserve.

4731 S Kostner Avenue, Chicago

$310,000

4 Beds ⋅ 1 Baths ⋅ 12777249 MLS ⋅ ACTIVE Status

Come take a look at this charming home featuring 2 spacious bedrooms on the main level plus 2 additional bedrooms in the finished attic. Enjoy a separate dining, large kitchen, and an inviting enclosed porch perfect for relaxing or entertaining.The home has all gleaming hardwood floors and an open basement ready for your ideas. This home is equipped with a water filter for the whole house. The newer 2-year-old roof and 3yr old central air adds peace of mind. A great opportunity with plenty of space and character. Schedule your appointment!

5355 S Fairfield Avenue, Chicago

$385,000

4 Beds ⋅ 2 Baths ⋅ 12774615 MLS ⋅ ACTIVE Status

Welcome to 5801 S Talman Ave! This well-maintained single-family home features 6 bedrooms and 2 bathrooms with a functional layout and plenty of space for comfortable living. The main level offers a spacious living area, kitchen, and bedrooms, while the full basement provides additional room for storage, recreation, a home office, or future use. The property sits on a generous lot and offers a great combination of space, functionality, and potential. The home is in good overall condition and has been well cared for, making it a great opportunity for a homeowner or investor looking for a solid property in Chicago's Marquette Park area. Conveniently located near shopping, dining, schools, parks, and transportation. Whether you're looking for your next home or an investment opportunity, this property is definitely worth a look. Property is being sold AS-IS. Schedule your showing today!

5801 S Talman Avenue, Chicago

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Southwest Side Homes with Bungalow Style

Newest Southwest Side Homes with Bungalow Style

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How much is your home worth?