East Side, Chicago IL · Curated MLS Search

Homes for Sale in East Side, Chicago IL

An editorially curated view of every active homes for sale listing in East Side, Chicago IL. Updated in real time from the local MLS, presented without the noise.

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About Homes for Sale in East Side, Chicago IL

Most people know the East Side only as a blur from the Skyway. They never actually see it. This is a working neighborhood, pressed up against the state line, where bungalows and two-flats sit on quiet blocks and folks still know each other's cars by sight. Nobody rushes here.

The lake is close. So is the Calumet industrial corridor, and that mix gives the place its own stubborn character. Older housing, mostly, and built like it meant to stay: brick, solid, sitting on lots bigger than you'd expect this deep in the city. Families hang onto these houses for generations. So when one hits the market, it doesn't sit long.

Why Buy Homes for Sale in East Side, Chicago IL?

You get real square footage and honest prices inside the city limits, and that combination is almost gone everywhere else. The Indiana border is minutes away. Highways too. And the neighbors are the kind who show up when you need them. Want a yard, a brick house, and a block where roots run deep? This corner of Chicago is worth a serious look.

Ready to find your ideal homes for sale in East Side? Contact Chicago Real Estate Source today at (312) 788-7079 to schedule a showing or start your personalized home search.

East Side Market Snapshot

Live MLS data — East Side

East Side
inventory
Active Listings
35
Sold (Past 6 Mo.)
69
Under Contract
16
pricing
Avg. List Price
$264,418
Cost / Sq. Ft.
$212
typical home
Living Area
1,477 ft²
Avg. Beds
3.5
Avg. Baths
2.3
Days on Market
91

Homes for Sale in East Side, Chicago IL: Housing Market Data

Data as of (MLS snapshot; listings below update live)

As of October 20, 2026, Chicago Real Estate Source's review of MLS data shows 32 East Side homes for sale priced at $100,000 or more, out of 35 active listings across every property type. The median asking price was $289,900, about $220 per square foot, for a median of 1,300 square feet. The middle half of the listings fell between $234,000 and $331,000. The median listing had been on the market 22 days.

East Side, Chicago IL homes for sale, October 20, 2026
MeasureValue
Active listings32
All active listings in East Side, every property type35
Median list price$289,900
Middle half of list prices$234,000 to $331,000
Median price per square foot$220
Median square feet1,300
Median days on market22

Homes for Sale in other neighborhoods

Market questions

How many East Side homes are listed for sale?

As of October 20, 2026, there were 32 East Side homes for sale priced at $100,000 or more, out of 35 active listings across every property type, based on Chicago Real Estate Source's review of MLS data.

What do East Side homes typically list for?

The median list price of East Side homes was $289,900 as of October 20, 2026.

What is the typical price range for East Side homes?

The middle half of active listings for East Side homes was priced between $234,000 and $331,000.

How much do East Side homes cost per square foot?

The median price per square foot for East Side homes was $220, for a median of 1,300 square feet.

What is the typical time on market for East Side homes?

The median listing for East Side homes had been on the market 22 days as of October 20, 2026.

How do East Side homes compare with other neighborhoods?

As of October 20, 2026, there were 32 East Side homes for sale priced at $100,000 or more. In the same search, Chicago had 5,361 homes for sale at a median list price of $414,900, Naperville had 343 homes for sale at a median list price of $634,000 and Aurora had 328 homes for sale at a median list price of $399,875.

Listing data courtesy of Midwest Real Estate Data LLC.

Next Steps in East Side, Chicago IL

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Reply from Chicago Real Estate Source

Homes for Sale in East Side, Chicago IL

10243 S Avenue M Avenue, Chicago
$244,900
3 Beds ⋅ 3 Baths ⋅ 12793726 MLS ⋅ NEW 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
10316 S Indianapolis Avenue, Chicago
$349,000
6 Beds ⋅ 2 Baths ⋅ 12792266 MLS ⋅ NEW 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
10546 S Avenue J, Chicago
$299,900
4 Beds ⋅ 3 Baths ⋅ 12791607 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
11543 S Ewing Avenue, Chicago
$279,900
3 Beds ⋅ 1 Baths ⋅ 12789091 MLS ⋅ ACTIVE Status
Welcome to this well maintained Brick raised ranch, proudly owned by the original owners!This home offers 3 bedrooms, 1 full bathroom, a bright living room with hardwood floors beneath the carpet,with hard wood floors throughout the bedrooms and an eat-in kitchen. the full basement features a dry bar, providing additional space for entertaining or relaxing. Updates include overhead sewers, a newer roof, and a new garage door on the detached 2 car garage. Conveniently located near shopping, the mall, schools, parks,and walking and bike trails, this home combines comfort, quality, and an unbeatable location.Don't miss this opportunity to make it your own.

11543 S Ewing Avenue, Chicago
10712 S Avenue B, Chicago
$299,000
3 Beds ⋅ 2 Baths ⋅ 12788446 MLS ⋅ ACTIVE Status
Welcome to this Charming brick bungalow!Featuring 4 bedrooms,2 bathrooms, and thoughtful updates throughout,this home is ready for its next owner. Enjoy fresh paint, granite countertops, ceiling fans. The inviting three-season room offers additional space to relax and unwind. The basement featuresa spacious family room perfect for entertaining, along with a laundry room. Outside, enjoy the privacy of a fully enclosed backyard with Vinyl Fencing and a Gazebo-ideal for gatherings and outdoor enjoyment.A detached 2 car garage adds convenience and extra storage. Don't miss your opportunity to make this beautifully updated bungalow your next home!

10712 S Avenue B, Chicago
11104 S Avenue O Avenue, Chicago
$249,900
3 Beds ⋅ 2 Baths ⋅ 12788230 MLS ⋅ CONTINGENT Status
Beautiful 4 bedrooms and 1.5 baths, great location on Chicago's East side, this gem has custom white trim, updated lighting, hardwood floors, freshly painted, new appliances, NEW WASHER AND DRYER, NEW FURNACE, new cabinets with quartz countertop, living room with an electric fireplace. A family room located in basement, and more, nothing to do just move in

11104 S Avenue O Avenue, Chicago
10636 S Avenue M, 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
10550 S Ewing Avenue, 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
10554 S Avenue L Street, 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
10414 S Ewing Avenue, Chicago
$255,000
3 Beds ⋅ 2 Baths ⋅ 12776707 MLS ⋅ CONTINGENT Status

10414 S Ewing Avenue, Chicago
10809 S Avenue O, Chicago
$220,000
2 Beds ⋅ 2 Baths ⋅ 12781329 MLS ⋅ ACTIVE Status

10809 S Avenue O, Chicago
11607 S Avenue J, Chicago
$333,900
3 Beds ⋅ 2 Baths ⋅ 12779024 MLS ⋅ ACTIVE Status

11607 S Avenue J, Chicago
10842 S Avenue B, 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
10422 S Green Bay Avenue, Chicago
$334,900
3 Beds ⋅ 2 Baths ⋅ 12777898 MLS ⋅ CONTINGENT Status
WELCOME HOME AT 10422 S GREEN BAY AVE !!!WOW!!!Solid 3 bedrooms brick raised ranch located on a nice street with well maintained homes. Many new and recent upgrades. Custom molding work including crown moldings in all the bedrooms. GORGEOUS modern kitchen with shaker white cabinetry, quartz countertops with waterfall feature on the peninsula and brand new stainless steel appliances. MODERN bathrooms. BEAUTIFUL floors throughout the main level of the home. New windows. New soffits and gutters. New high efficiency HVAC and water heater. New lighting fixtures. New interior and exterior doors and trims. Home is equipped with drain tile system with a new sump pump. Basement has a huge 37x12 family/recreational room, a large 15x12 bonus room, full bath and laundry room. New concrete patio and sidewalks. New landscaping and sod.

10422 S Green Bay Avenue, Chicago
11532 S Avenue G, Chicago
$429,000
4 Beds ⋅ 3 Baths ⋅ 12766643 MLS ⋅ ACTIVE Status
Splendid Quad Level custom built Home! You'll love more space from the open kitchen to dining area fallow by a liberally size living room. 4 bedrooms 3 baths, master bedroom with own private bath, modern main bath with sky lite. Hardwood and laminate floors. Spacious family room with natural fire place, central heating & air condition, plus a full semi finish basement. Enjoy out doors extra space for hobbies by a rear cemented patio with an over size gazebo & garage. Plus a convenient side drive too! Make an executive Decision to See Today!!

11532 S Avenue G, Chicago
11256 S Avenue L, Chicago
$329,900
3 Beds ⋅ 2 Baths ⋅ 12775876 MLS ⋅ ACTIVE Status
Jaw-dropping from the moment you walk in! This beautifully updated 3-bedroom, 2-bathroom home has been thoughtfully renovated from top to bottom with high-end materials, quality finishes, and exceptional attention to detail throughout. The bright, modern interior features all-new appliances and a spacious primary bedroom with generous closet space. The finished basement provides even more living space, including an additional room ideal for a 4th bedroom, home office, workout room, or flex space. The extensive improvements continue beyond the interior with new mechanicals, roof, windows, Andersen doors, fencing, deck, and exterior lighting. A 2-car garage and desirable corner-lot location complete the package. Conveniently located just steps from George Washington Elementary and High School and Rowan Park, with easy access to neighborhood amenities. This is a truly move-in-ready home where the major improvements have already been completed-just unpack and enjoy!

11256 S Avenue L, Chicago
11629 S Avenue J, Chicago
$389,900
3 Beds ⋅ 3 Baths ⋅ 12775603 MLS ⋅ PENDING Status
Pride of ownership is evident throughout this meticulously maintained and extensively upgraded 3-bedroom, 3-bathroom home. This is not a fix-and-flip-thoughtful improvements have been completed throughout the course of ownership, creating a home that has been carefully maintained and enhanced inside and out. Recent major improvements include a new roof (approximately 5 months), tuckpointing (approximately 4 months), concrete patio (approximately 4 months), central air (approximately 4 months), and water heater (2024). Step inside to find hardwood flooring throughout the bedrooms and living room, recessed lighting in all bedrooms, kitchen and family room, granite countertops with backsplash, and stainless steel appliances. The primary bedroom features a private en-suite bathroom, while an additional bathroom offers a whirlpool tub. The finished entertaining space is complete with a wet bar and wood burning fireplace, creating an ideal setting for gatherings and everyday enjoyment. The attention to detail continues outside with a recently completed concrete patio, exterior natural gas hookup, hot and cold water spigots, and 220V electrical service in the garage. With substantial mechanical, exterior and interior improvements already completed, this home offers the rare combination of thoughtful upgrades, everyday convenience and evident pride of ownership. Truly move-in ready and prepared for its next owner to enjoy for years to come. The location brings even more to the table. Enjoy convenient access to a nearby shopping center offering grocery, dining, retail and fitness options, along with George Washington Elementary/High School, Rowan Park, forest preserve bike trails and the Indiana border. Nearby public recreational amenities have also received impressive updates, including a turf soccer field, outdoor basketball courts and a water park.

11629 S Avenue J, Chicago
10653 S Mackinaw Avenue, Chicago
$339,900
4 Beds ⋅ 2 Baths ⋅ 12772495 MLS ⋅ ACTIVE Status
Well maintained and truly move in ready, this impressive 2-FLAT on Chicago's East Side offers the perfect blend of comfort, flexibility, and income potential - set in a neighborhood that delivers a distinct South Side vibe. Ideal for discerning owner occupants or savvy investors, the property includes a 2-car garage and multiple occupancy options-live in one unit while generating rental income from the other, or lease both for reliable, long term cash flow. Each spacious unit features 2 bedrooms, a bright and inviting living room, a formal dining room, and a generously sized kitchen equipped with stainless steel appliances. Beautiful bathrooms showcase modern ceramic finishes, adding style and value throughout. The home features a FULL UNFINISHED ATTIC, providing exceptional potential for future expansion. It also includes a FULL UNFINISHED BASEMENT, well suited for storage or future customization. A nice yard fence enhances privacy and security. Additionally, the yard incorporates nice concrete pavement, providing enhanced structural durability and refined functional use of the outdoor space. Ideally situated near parks, schools, and neighborhood conveniences, with the added benefit of being just minutes from the lakefront and beach. A rare opportunity to acquire a turnkey multiunit property in a desirable location. Schedule your private showing today!

10653 S Mackinaw Avenue, Chicago
11308 S Avenue N, Chicago
$259,900
2 Beds ⋅ 1 Baths ⋅ 12773060 MLS ⋅ CONTINGENT Status
Meticulously maintained and recently refreshed home in an absolute gem of a neighborhood. This maintenance free home has been specifically curated to deliver a worry free opportunity that will shine for many years to come. Newer roof, gutters, flooring, appliances, paint, fixtures, landscaping only begin to tell the story for this home. Back yard is perfectly set up for fall festivities and entertainment, with a cook top fire pit. Just one block away from the high school, you will feel safe sending your children to school. Do not miss this opportunity, book your showing TODAY!

11308 S Avenue N, Chicago
11325 S Avenue H, Chicago
$315,000
4 Beds ⋅ 2 Baths ⋅ 12772479 MLS ⋅ ACTIVE Status
(NOT FOR RENT) Welcome home to this beautifully reimagined 4-bedroom, 2-bath brick Cape Cod, thoughtfully refreshed and updated from top to bottom with modern finishes, major improvements, and impressive attention to detail throughout. Step inside to a bright, open-concept main level where the living space flows seamlessly into a stunning new kitchen designed to be the heart of the home. Crisp white cabinetry, quartz countertops, a tasteful backsplash, brand-new stainless steel appliances, and an oversized center island create a beautiful space for everyday living and entertaining. Rich dark-brown refinished hardwood floors are complemented by fresh white trim around the baseboards and windows, creating a timeless and sophisticated contrast throughout the main level. The beautifully updated main-floor bathroom features stylish tilework and a relaxing soaking tub. Upstairs, you'll find two spacious bedrooms finished with luxury vinyl plank flooring, along with a second full bathroom featuring a walk-in shower. The living space continues into the fully finished basement, offering an expansive family/recreation area with LVP flooring and dramatic painted-black exposed ceilings that create a higher, more open feel with a distinctive rustic, bar-inspired atmosphere-perfect for entertaining, movie nights, a game room, or additional lounge space. A dedicated laundry room comes equipped with a washer and dryer, while the utility room features a new furnace and hot water tank. The improvements extend well beyond the interior with numerous recent updates, including windows, roof, doors, tuckpointing, central A/C, fencing, and more. Step outside to a spacious, freshly sodded backyard enclosed by a privacy fence-an ideal setting for summer barbecues, gatherings, pets, or simply relaxing outdoors. A 2-car garage completes the package. Conveniently located just blocks from George Washington Elementary School, Rowan Park, nearby bike trails, shopping, and neighborhood amenities. With four bedrooms, two full bathrooms, multiple levels of finished living space, a showpiece kitchen, extensive updates, and fantastic indoor/outdoor entertaining areas, this move-in-ready brick Cape Cod offers the space, style, and upgrades today's buyers are looking for. Nothing to do but move in and enjoy!

11325 S Avenue H, Chicago
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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