East Side Real Estate

Welcome to the East Side of Chicago, a vibrant neighborhood nestled within the heart of Cook County, Illinois. Known for its rich history and diverse community, the East Side offers a unique blend of urban charm and suburban tranquility, making it an ideal place for families, young professionals, and retirees alike.

As you stroll through the tree-lined streets, you’ll discover a tapestry of architectural styles, from classic bungalows to modern townhomes, each telling a story of the neighborhood’s evolution. The East Side is also home to an array of parks and recreational facilities, perfect for outdoor enthusiasts. Whether you’re enjoying a leisurely afternoon at the scenic Calumet Park or engaging in community events throughout the year, there’s always something happening to foster a sense of belonging.

Culturally rich and diverse, the East Side boasts a variety of local businesses, restaurants, and shops that reflect the community's heritage. From cozy cafes to family-owned eateries, you’ll find a culinary scene that tantalizes the taste buds and supports local entrepreneurs.

Convenience is another hallmark of the East Side, with easy access to public transportation and major highways, making commuting to downtown Chicago a breeze. Plus, the neighborhood is served by quality schools and essential services, ensuring that residents have everything they need right at their fingertips.

Discover why the East Side is more than just a place to live; it’s a thriving community where neighbors become friends and memories are made. Explore your future here, and experience the warmth and vibrancy that this charming neighborhood has to offer!

Newest Listings in East Side

$299,000

4 Beds ⋅ 3 Baths ⋅ 12800968 MLS ⋅ NEW Status

Bring your vision and unlock the potential of this spacious 4-bedroom, 2.5-bathroom brick bungalow located on a quiet, tree-lined street. Offering generous living space, classic architectural character, and room to create additional value, this property is an excellent opportunity for buyers looking to customize a home to their own style. Inside, you'll find original woodwork, crown molding, hardwood floors throughout the first floor, and a charming decorative brick fireplace that add character and warmth. The spacious living room features built-in bookcases, while the formal dining room provides an ideal setting for gatherings. The eat-in kitchen offers a functional layout, and the full walkout basement provides additional space with endless possibilities for recreation, storage, or future improvements. Outside, enjoy a yard with room to entertain, garden, or create your own outdoor retreat, along with a 2-car garage offering valuable parking and additional storage. Location is another major advantage! Just minutes from Calumet Park, Lake Michigan, shopping, restaurants, public transportation, and the Chicago Skyway, making commuting and enjoying everything the area has to offer convenient. The property is being sold AS-IS. An opportunity to build equity, renovate to your taste, and bring new life to a home with great space and potential. Don't miss the chance to make this property your next dream home!

10240 S Avenue H Avenue, Chicago

$297,000

4 Beds ⋅ 3 Baths ⋅ 12799740 MLS ⋅ NEW Status

WELCOME TO 10546 AVENUE J! What a beautiful place to call HOME. Large white siding cape cod with 4 bedrooms and 3 full bathrooms plus den/loft and basement with direct exterior access to the back yard. 9.5 ft ceilings on the main floor and REAL hardwood floors. BEAUTIFUL modern kitchen with tall shaker cabinetry and new stainless steel appliances. Right off the kitchen you have a bright and airy den/family room. Living room and dining room combo make this space so great for family gatherings or to entertain your guests. Upstairs you have a good size bedroom with a full bath, a nice loft area plus office den. The basement gives you a large 17x14 bonus room that could be used for anything you want: office, play room, etc. Updated bathrooms with nice tile work and finishes. Great location 2-3 minutes to the Skyway, Vodak East Side Chicago Public Library is LITERALLY across the street, John Beniac Greenway is also just a short walk away. New roof, newer windows, New HVAC unit, new water heater, new lighting fixtures, new appliances. The house is equipped with drain tile system with a new sump pump.

10546 S Avenue J, Chicago

$275,000

3 Beds ⋅ 3 Baths ⋅ 12795763 MLS ⋅ ACTIVE Status

Discover this well-maintained home offering numerous major updates, convenient features, and an incredible location near nature and Lake Michigan! Enjoy peace of mind with a newer roof (2017), garage door (2017), furnace/Ac and water heater (2018), and gutters (2025). Additional improvements include all-new copper hot and cold water supply lines, PVC drains and vents for updated utilities, and new gas lines. Convenience is key with washer and dryer connections on both the main floor and in the basement. Parking is a breeze with the garage and additional parking on the apron. The home also features a security camera system with the capability to add five more cameras. LOCATION, LOCATION, LOCATION! Outdoor enthusiasts will love being near Eggers Grove, featuring approximately 240 acres of natural beauty and access to an extensive network of walking trails. Plus, you're approximately 2 miles from beautiful Lake Michigan! With major mechanical and utility improvements already completed, convenient parking, and easy access to outdoor recreation, this home offers a wonderful combination of comfort, practicality, and location.

11257 S Avenue G, Chicago

$259,900

3 Beds ⋅ 2 Baths ⋅ 12795071 MLS ⋅ ACTIVE Status

Welcome to this solid all-brick home in Chicago's East Side neighborhood! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and a functional layout designed for comfortable living. The finished basement includes a full kitchen, full bathroom, living area, and additional storage, offering flexible living space to fit a variety of needs. Major updates include a brand-new boiler and central A/C (2025). Enjoy a detached two-car garage and generous outdoor space. Conveniently located near Washington Elementary School, Eggers Grove Forest Preserve, Calumet Park, shopping, restaurants, public transportation, and major expressways, with easy access to downtown Chicago and Northwest Indiana. Property is being sold AS-IS.

11120 S Ewing Avenue, Chicago

$243,900

3 Beds ⋅ 3 Baths ⋅ 12793726 MLS ⋅ PRICE CHANGE Status

Welcome to this updated 3-bedroom home on Chicago's East Side, close to parks, schools, shopping and everyday amenities, with easy access to the expressways. A screened front porch leads into a bright foyer and an open living room, where a chandelier and large windows set a warm tone. New luxury vinyl plank flooring runs through the living room, kitchen and all bedrooms for a clean, cohesive look. Fresh neutral paint throughout makes it easy to make it your own. The kitchen is the centerpiece, with gray shaker-style cabinetry, quartz countertops, a marble-look backsplash, stainless steel appliances and plenty of counter space. It opens to the living area, which makes it easy to cook and entertain. Three cozy bedrooms are on the main level. The main bath has a new tiled shower, and a second full bath has an accessible walk-in shower with grab bars. A storage room off the back hall adds practical space. The full basement adds flexibility. It has a laundry area, a half bath, two bonus rooms for an office, hobby space or storage, and utilities. The fenced yard gives you room for a garden, play or a grill. A good mix of updates and value in an established neighborhood. Street parking only. Schedule your private showing today! Sold as-is. Buyer to verify all mechanicals and systems. Some photos are virtually staged.

10243 S Avenue M Avenue, Chicago

$349,000

6 Beds ⋅ 2 Baths ⋅ 12792266 MLS ⋅ ACTIVE Status

Come and see this beautiful, recently renovated property. It offers two three-bedroom units plus an unfinished basement. Most of it is new: modern kitchens and bathrooms, beautiful hardwood floors, and new electrical and plumbing. Bring your pre-approved buyers before it's too late.

10316 S Indianapolis Avenue, Chicago

$185,000

6 Beds ⋅ 2 Baths ⋅ 12786432 MLS ⋅ ACTIVE Status

Great Investment Opportunity in Chicago's East Side Neighborhood! Don't miss this unique opportunity to own a two-unit property situated on a double lot in Chicago's East Side neighborhood. Offering excellent potential for investors. Conveniently located near neighborhood amenities, shopping, dining, parks, and transportation, this property is ready for its next owner to bring their vision to life. Explore the possibilities and make this property your next investment!

10636 S Avenue M, Chicago

$374,900

12786821 MLS ⋅ ACTIVE Status

LOOKING FOR A BUILDING TO LIVE IN AND HAVE YOUR BUISNESS? DON'T LOOK ANY FURTHER. THIS BUILDING HAS A STORE/OFFICE FRONT WITH 3 APARTMENTS ON THE ABOVE FLOORS. PROPERTY TAXES ARE VERY AFFORDABLE. IT HAS A STUDIO APARTMENT, AND TWO TWO BEDROOM APARTMENTS. EACH APARTMENT PAYS THEIR OWN HEAT, ELECTRIC AND HOT WATER. THE COMMERCIAL STORE HAS A LONG TERM TENANT AND TWO YEAR LEASE REMAINING WITH POSSIBLE EXTENDING THE LEASE. EASY TO SHOW.

10550 S Ewing Avenue, Chicago

$143,000

3 Beds ⋅ 2 Baths ⋅ 12784909 MLS ⋅ ACTIVE Status

Selling as is. 3 bedroom 2 bath house. Full semi finished basement (1 full bath in the basement). Needs work. Cash or hard money only. Private seller - fast closing. Bring flashlight. Property taxes under $1700 a year, 1 pin. Regular closing no short sale or foreclosure. Property will sell with clean title, no back taxes and water at $0. Broker owned property. No survey.

10554 S Avenue L Street, Chicago

$210,000

2 Beds ⋅ 2 Baths ⋅ 12781329 MLS ⋅ ACTIVE Status

10809 S Avenue O, Chicago

$333,900

3 Beds ⋅ 2 Baths ⋅ 12779024 MLS ⋅ ACTIVE Status

11607 S Avenue J, Chicago

$239,000

2 Beds ⋅ 2 Baths ⋅ 12778616 MLS ⋅ ACTIVE Status

Very Cozy One Story Brick Ranch on a Tranquil Street. It has 2 Bedrooms and One and a Half Bath. It has Forced Air, Heat and Central Air. There is a 2.5 Car Garage. It is conveniently Located minutes from the Skyway and Lake Shore Drive to Downtown Chicago.

10842 S Avenue B, Chicago

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East Side Real Estate

Newest Listings in East Side

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