East Side Homes under $400,000

Welcome to the vibrant East Side neighborhood of Chicago, Illinois, a hidden gem nestled within Cook County that perfectly blends urban convenience with a warm, community-oriented atmosphere. Known for its rich history and diverse culture, the East Side is a delightful area that offers residents a unique lifestyle, showcasing a mix of charming homes, local parks, and easy access to the bustling city.

For those seeking affordable housing options, East Side stands out with a variety of homes available for under $400,000. Whether you're a first-time homebuyer, a growing family, or looking to downsize, this neighborhood provides an array of choices that cater to different needs and tastes. From cozy bungalows to modern townhomes, you’ll find properties that not only fit your budget but also offer character and charm.

The East Side is also known for its strong sense of community, where neighbors become friends and local events foster connections. Enjoy leisurely strolls through well-kept parks, explore nearby shops, and indulge in the local dining scene, which features a delightful mix of cuisines. With easy access to public transportation and major highways, commuting to downtown Chicago is a breeze, making it an ideal location for those who work in the city but prefer a more tranquil living environment.

In East Side, you’re not just buying a home; you’re becoming part of a welcoming community that values connection, diversity, and a vibrant lifestyle. Come discover your perfect home in this charming neighborhood today!

Newest East Side Homes under $400,000

$329,900

3 Beds ⋅ 2 Baths ⋅ 12775876 MLS ⋅ NEW 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

$389,900

3 Beds ⋅ 3 Baths ⋅ 12775603 MLS ⋅ NEW 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

$339,900

4 Beds ⋅ 2 Baths ⋅ 12772495 MLS ⋅ NEW 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

$315,000

4 Beds ⋅ 2 Baths ⋅ 12772479 MLS ⋅ NEW 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

$279,000

3 Beds ⋅ 1 Baths ⋅ 12771339 MLS ⋅ NEW Status

EXCELLENT OPPORTUNITY TO PURCHASE THIS MARVELOUS REHABBED HOME! FEATURES 4 BEDROOMS, LIVING ROOM, DINING ROOM, KITCHEN AND A FULLY FINISHED BASEMENT TO ENTERTAIN YOUR FAMILY GATHERINGS. HUGE YARD FOR THOSE SUMMER COOKOUTS. HIGHLY SOUGHT OUT AREA OF THE SOUTHEAST SIDE. WASHINGTON SCHOOLS JUST A SHORT WALK AWAY. COME TAKE A LOOK AT THIS BEAUTY BEFORE ITS GONE. ALL APPLIANCES STAY!!

11346 S Avenue G Street, Chicago

$329,000

4 Beds ⋅ 3 Baths ⋅ 12768266 MLS ⋅ PRICE CHANGE 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

$295,000

4 Beds ⋅ 4 Baths ⋅ 12766200 MLS ⋅ ACTIVE Status

FOUR FLAT ON A SPACIOUS CORNER DOUBLE LOT, PARTIALLY REHABBED ON A QUIET BLOCK. COMPLETELY VACANT AND GREAT INCOME POTENTIAL TO LIVE RENT FREE. FHA AND VA BUYERS WELCOME! ~60 PROPERTY PORTFOLIO AVAILABLE.

10700 S Avenue M, Chicago

$289,900

3 Beds ⋅ 2 Baths ⋅ 12764672 MLS ⋅ ACTIVE Status

(NOT FOR RENT)WELCOME HOME! This beautifully maintained extended brick Cape Cod is the perfect blend of classic charm, functional living space, and outdoor entertainment. From the moment you arrive, you'll appreciate the pride of ownership and countless updates that make this home truly move-in ready. Featuring 3 spacious bedrooms, 1.5 bathrooms, and an oversized primary bedroom that is rarely found in comparable homes, this residence offers room to grow and enjoy. Original hardwood floors throughout the main level provide timeless character, while the thoughtfully designed layout offers comfort and flexibility for everyday living. The full finished basement expands your living space with a large family room, entertainment bar, and half bathroom with the potential to be converted into a full bath. Whether you're hosting game nights, holiday gatherings, or simply relaxing with family, this lower level delivers exceptional versatility. Enjoy year-round comfort with dual furnaces and dual central air conditioning systems, ensuring efficient climate control throughout the entire home. Additional improvements include newer concrete and updated mechanicals, providing peace of mind for years to come. Step outside and discover your own private summer retreat. The backyard is designed for entertaining, complete with a large above-ground pool, wraparound deck, and plenty of space for outdoor gatherings, barbecues, and family fun. A 2.5-car garage offers ample storage and parking. Conveniently located approximately 30 minutes from Downtown Chicago with easy access to the Chicago Skyway (I-90), major transportation routes, shopping, dining, schools, parks, and nearby Indiana commuter corridors. Seller is motivated and welcomes all reasonable offers. Opportunities like this don't come around often-schedule your private showing today before it's gone!

11011 S Avenue L, Chicago

$298,000

3 Beds ⋅ 2 Baths ⋅ 12764344 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated English Tudor home. This charming 3-bedroom home features a spacious primary bedroom tucked away in the finished attic, complete with a beautiful sitting area that creates the perfect private retreat. Thoughtful updates throughout give the home a fresh, move-in-ready feel while maintaining its classic Tudor charm. The finished open-concept basement adds even more living and entertaining space and includes a full bathroom. With its generous layout, the possibilities are endless-create a movie room, entertainment area, game room, home gym, or combine several uses with plenty of room to spare. Enjoy a convenient location near the Indiana border and approximately 25 minutes from Downtown Chicago. Outdoor recreation is close by, with Wolf Lake, parks, lakes, and beautiful marsh and nature areas nearby. Commuters will appreciate convenient access to the South Shore Line, Chicago Skyway, and major expressways, all within approximately 10 to 15 minutes. Offering classic Tudor character, modern updates, flexible living space, and convenient access to both Downtown Chicago and Northwest Indiana, this move-in-ready home is one you won't want to miss.

11025 S Avenue O, Chicago

$144,900

4 Beds ⋅ 2 Baths ⋅ 12763129 MLS ⋅ PRICE CHANGE Status

*****CASH ONLY******* INCREDIBLE OPPORTUNITY TO OWN AT A REDUCED PRICE AN INCOME PRODUCING 2 UNIT!! THIS UNIQUE INVESTMENT SPOILS YOU WITH EXTREMELY LOW TAXES AT $1752.51, GENEROUS SIZE BEDROOMS, FUNCTIONAL FLOOR PLANS AND AN OVERSIZED BACK YARD FOR THOSE SUMMER COOKOUTS. PRIME LOCATION GIVES YOU CLOSE PROXIMITY ACCESS TO THE SKYWAY, PARKS AND GREAT SCHOOLS! PRIDE OF OWNERSHIP TRULY SHOWS. SCHEDULE YOUR PRIVATE VIEWING TODDAY!!

9953 S Avenue M, Chicago

$355,000

4 Beds ⋅ 2 Baths ⋅ 12748557 MLS ⋅ ACTIVE Status

Move right into this beautifully renovated 4-bedroom, 2-bath home filled with impressive updates and versatile living space! The inviting main level features gleaming hardwood floors, a spacious living room, and a separate dining area perfect for entertaining. The showstopping kitchen offers stainless steel appliances, granite countertops, a stylish backsplash, abundant cabinetry, and a convenient pantry. Upstairs, discover two generously sized bedrooms and an oversized family room ideal for movie nights, a home office, or additional lounge space. The finished basement adds even more value with a second full bathroom, recreation area, and built-in bar. Enjoy summer gatherings in the fully fenced backyard featuring decorative stamped concrete. A two-car garage and additional parking space provide added convenience. Major improvements include the furnace and central air installed in 2021 and the roof replaced in 2015. Conveniently located near shopping, dining, recreation, and everyday necessities. This spacious, move-in-ready home is one you will not want to miss. Schedule your private showing today!

10734 S Avenue F, Chicago

$265,000

4 Beds ⋅ 1 Baths ⋅ 12754807 MLS ⋅ ACTIVE Status

Welcome home to this beautifully updated **4-bedroom, 1-bath** home offering the perfect blend of comfort, functionality, and location. Recent improvements include a **newly replaced roof** and **brand-new luxury vinyl plank (LVP) flooring** throughout, giving the home a fresh, modern feel that's ready for you to move right in. Inside, you'll find four generously sized bedrooms, spacious living areas, and a **full basement** offering endless possibilities for additional living space, storage, a home gym, or workshop. Outside, the **2-car garage** provides plenty of room for parking and extra storage. Nature lovers will appreciate being just minutes from scenic **walking trails** and the **forest preserve**, making it easy to enjoy morning walks, bike rides, and outdoor recreation while still being conveniently located near schools, shopping, dining, and major roadways. Whether you're a first-time homebuyer, looking for more space, or simply searching for a move-in-ready home with valuable updates, this property is one you won't want to miss. Schedule your private showing today! Basement floor recently updated with epoxy for more living space and new kitchen cabinets recently installed-

10941 S Avenue C, Chicago

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