West Elsdon Real Estate

Welcome to West Elsdon, a hidden gem nestled in the vibrant city of Chicago, Illinois. This charming neighborhood in Cook County offers a unique blend of suburban tranquility and urban accessibility, making it an ideal place for families and professionals alike.

West Elsdon is characterized by its tree-lined streets, welcoming community atmosphere, and diverse architectural styles that reflect its rich history. The neighborhood boasts an array of well-maintained single-family homes and cozy apartments, providing options for various lifestyles and budgets. Residents take pride in their properties, contributing to the area's overall appeal.

One of the standout features of West Elsdon is its strong sense of community. Local parks, such as the expansive West Elsdon Park, provide ample opportunities for outdoor activities, family gatherings, and leisurely strolls. The park's playgrounds and sports facilities make it a popular spot for children and adults alike. Additionally, the neighborhood hosts various community events throughout the year, fostering connections among residents and creating a warm, welcoming environment.

Convenience is another major draw for West Elsdon. With easy access to public transportation, including the nearby Orange Line, commuting to downtown Chicago or other parts of the city is a breeze. Residents also enjoy a variety of local shops, restaurants, and cafes, ensuring that everyday essentials are just a stone's throw away.

In West Elsdon, you’ll find a community that values connection, comfort, and convenience. Come explore this delightful neighborhood and discover why so many call it home!

Newest Listings in West Elsdon

$349,999

3 Beds ⋅ 1 Baths ⋅ 12795776 MLS ⋅ NEW Status

Welcome to 5157 S Ridgeway Ave, a charming 3-bedroom, 1-bath ranch home located in Chicago's desirable West Elsdon neighborhood! This well-maintained property offers a great combination of comfort, functionality, and valuable recent improvements. The home features a newer roof, windows, boiler, insulation, and additional updates, providing added efficiency, comfort, hardwood under carpet and peace of mind for its next owner. Step inside to discover a practical and inviting floor plan with comfortable living spaces, generously sized bedrooms, and plenty of natural light throughout. The single-level layout makes everyday living convenient, while the home's classic ranch-style design offers plenty of opportunities to personalize the space to your liking. Whether you're a first-time homebuyer, looking to downsize, or searching for a property with long-term potential, this home has plenty to offer. Conveniently located near local schools, parks, shopping, restaurants, and everyday amenities, with easy access to major roads, public transportation, and expressways for commuting throughout Chicagoland. Enjoy the convenience of city living while being situated in an established residential neighborhood. With several major improvements already completed, this property presents an excellent opportunity to own a home in a convenient location. Don't miss your chance to make this West Elsdon property your own. Schedule your private showing today!

5157 S Ridgeway Avenue, Chicago

$880,000

5 Beds ⋅ 5 Baths ⋅ 12793600 MLS ⋅ NEW Status

This extraordinary custom-built estate redefines luxury living in Chicago's West Elsdon neighborhood, offering over 5,760 square feet of living space in a privately gated residence constructed in 2005 with a full masonry and stone exterior, high-end mechanical systems, and exceptional custom craftsmanship. The home features 5 spacious bedrooms and 3 bathrooms plus 2 powder rooms, including 3 bedroom suites with private bathrooms, custom shelving in every closet, and a built-in elevator serving all levels. Radiant heated floors warm the first level, while the second-level living room includes a gas fireplace and a stunning Rich Toffee custom library wall with rolling ladder; the expansive chef's kitchen is equipped with Sub-Zero side-by-side oversized refrigeration, double ovens, two dishwashers, and a built-in trash compactor, and a private second-floor garden with outdoor fireplace and perennial landscaping provides a peaceful sanctuary. The third-level primary suite offers a private balcony, built-in cabinetry, and a spa-inspired bathroom with standalone shower and deep Jacuzzi soaking tub, complemented by an expansive rooftop deck with breathtaking 360-degree skyline views. A 3-car heated garage plus additional outdoor parking sits within the gated grounds. Located just 15 minutes from Downtown Chicago with convenient access to I-55, I-90/94, I-294, the Pulaski Orange Line, and Midway International Airport, this rare property combines size, privacy, and luxury amenities-schedule your private tour today!

3914 W 51St Street, Chicago

$285,000

2 Beds ⋅ 2 Baths ⋅ 12792413 MLS ⋅ ACTIVE Status

An oversized 40-foot-wide corner lot, expansive yard, and inviting tree-lined street set the stage for this home's exceptional potential. Bring your ideas and a little TLC to make it your own! Hardwood floors run throughout the main living areas and main level bedrooms while the spacious finished lower level features tile flooring, a full sized washer/dryer room, large bedroom, family or recreational room or home office. A 2-car garage and additional parking pad provide ample off-street parking. Conveniently located near Midway Airport and CTA bus routes, including the #55 Garfield, with connections to the Orange Line and destinations throughout the city. Sold in As-Is Condition.

3735 W 54Th Street, Chicago

$475,000

6 Beds ⋅ 3 Baths ⋅ 12792229 MLS ⋅ ACTIVE Status

Great opportunity to own a spacious brick 2-unit property with a finished basement, offering plenty of living space and versatility. First floor unit, large living room, 3 bedrooms, spacious kitchen with plenty of cabinets and a pantry, dinette area, full bathroom. Second floor-Unit, Comfortable living room, great kitchen with dinette area, 2 bedrooms full bathroom, FINISHED BASEMENT offers, huge family room, 1 additional bedroom, full bathroom, separate laundry room. EXTERIOR FEATURES, Nice-sized yard, detached 2-car brick garage. A fantastic opportunity for homeowners looking for extra living space or investors seeking a versatile income-producing property.

5532 S Kildare Avenue, Chicago

$475,000

4 Beds ⋅ 2 Baths ⋅ 12792182 MLS ⋅ ACTIVE Status

SOLID ALL-BRICK 2-UNIT BUILDING IN EXCELLENT CONDITION, IDEALLY LOCATED NEAR MIDWAY AIRPORT, I-55 EXPRESSWAY, SCHOOLS, PUBLIC TRANSPORTATION, AND SHOPPING. THIS WELL-MAINTAINED PROPERTY FEATURES A 2-CAR DETACHED GARAGE WITH A NEWER ARCHITECTURAL ROOF. THE FIRST-FLOOR UNIT OFFERS 3 SPACIOUS BEDROOMS, A BRIGHT LIVING ROOM, A LARGE KITCHEN, AND 1 FULL BATHROOM. HARDWOOD FLOORS ARE LOCATED BENEATH THE NEWER CARPETING. THE SECOND-FLOOR UNIT INCLUDES 1 BEDROOM, A COMFORTABLE LIVING ROOM, KITCHEN, AND 1 FULL BATHROOM, WITH BEAUTIFULLY RESURFACED HARDWOOD FLOORS IN THE BEDROOM AND LIVING ROOM. THE CLEAN, OPEN BASEMENT PROVIDES AMPLE STORAGE SPACE AND EXCELLENT POTENTIAL FOR FUTURE EXPANSION. FENCED IN LARGE YARD WITH MANICURED LAWN. GREAT OPPORTUNITY FOR ANYONE SEEKING A MOVE-IN-READY MULTI-FAMILY PROPERTY. PLEAES CLICK ON THE VIRTUAL TOUR LINK ABOVE THE PROPERTY PHOTO FOR YOUR VIRTUAL TOUR.

5434 S Kildare Avenue, Chicago

$410,000

5 Beds ⋅ 3 Baths ⋅ 12788302 MLS ⋅ ACTIVE Status

REMARKABLEY LARGE UPDATED AND WELL MAINTANED 5 BR 3BA BRICK EXPANDED CAPE COD/6 ROOMS ON MAIN FLOOR/17 X 14 LIVING ROOM WITH BEAUTIFUL HARDWOOD FLOORS/FORMAL DINING 20X11/UPDATED CHERRY CABINET KITCHEN W/UPDATED STAINLESS APPLIANCES/UPDATED BATH/3 LARGE BEDROOMS ON THE MAIN FLOOR/ 2 LARGE BEDROOMS AND FULL BATH UPSTAIRS W/AREA FOR 2ND KITCHEN (GAS & WATER ROUGHED IN) OR LIVING ROOM/PLUS FRONT ATTIC 26x22 READY FOR YOUR FINISHING!!/LOWER LEVEL 48 x 21 FULLY FINISHED AS FULL OPEN RECREATION AND LAUNDRY AREA. PLUS LARGE STORAGE ROOM 14x10/LARGE 2 1/2 CAR GARAGE BUILT IN 1988 WITH LOFT & TALL DOORS, ONE OPENING TO YARD, NEWLY RESIDED IN 2026/NEW GFA& C/A 8/2026/HWT 2021/ROOF, GUTTERS, LEAFGUARD 2012/PRE APPROVED BUYERS ONLY/NEW FRIDGE 2021, MICRO 2022/NEW SIDE STORM DOOR/NEWER CONCRETE SIDEWALKS/COME TAKE A LOOK AT ALL THIS BEAUTIFUL SPACE.

5550 S Karlov Avenue, Chicago

$435,000

3 Beds ⋅ 3 Baths ⋅ 12788545 MLS ⋅ ACTIVE Status

Great opportunity to own this spacious brick 2-unit property with finished basement in a convenient location near Midway Airport! Situated on an extra-wide lot, this property offers incredible potential for both homeowners and investors. The first-floor unit features an updated bathroom and the opportunity to duplex down into the finished basement, offering additional living space, rooms, and a full bath. The basement could use a little TLC, making it a great opportunity to add your personal touch and maximize the space. Perfect for an owner-occupant looking to enjoy an expanded living area while generating rental income from the second-floor unit! The second-floor unit features generously sized rooms,. Additional highlights include a side driveway with ample parking, a 2-car garage, and a backyard concrete area ideal for entertaining or additional parking. Conveniently located near I-55, Midway Airport, downtown Chicago, and surrounding suburbs. Whether you're looking to offset your mortgage with rental income or add to your investment portfolio, this property offers space, flexibility, and plenty of potential.

5313 S Tripp 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

$450,000

4 Beds ⋅ 3 Baths ⋅ 12778258 MLS ⋅ ACTIVE Status

Welcome to this beautifully updated home in Chicago's desirable West Elsdon neighborhood! Offering a versatile layout with 3 full bathrooms, this property is thoughtfully designed to accommodate a variety of living arrangements. The finished basement provides additional living space, ideal for related living, extended family, or hosting guests. Enjoy peace of mind with major improvements already completed, including a roof 3 years old. The property has been approved for the Chicago Department of Aviation Residential Sound Insulation Program (windows and doors replacement program), with work expected to be scheduled soon! Step outside to a fenced backyard featuring a permanent gazebo that stays with the property, creating the perfect setting for summer gatherings, outdoor entertaining, or relaxing evenings. Situated on a quiet, friendly block, this home is conveniently located near neighborhood parks, schools, shopping, and public transportation. **Property is being sold AS-IS strictly. **** Don't miss this opportunity to own a versatile home in a sought-after Chicago neighborhood!

5360 S Kenneth Avenue, Chicago

$378,999

5 Beds ⋅ 2 Baths ⋅ 12778091 MLS ⋅ ACTIVE Status

*** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located near grocery stores, public transportation, elementary and high schools.*** COME SEE *** TENANTS HAVE BEEN EVICTED*** EASY TO SHOW*** WILL NOT LAST LONG!!!!

3704 W 58Th Street, Chicago

$300,000

6 Beds ⋅ 2 Baths ⋅ 12777826 MLS ⋅ ACTIVE Status

Investors and Weekend Warriors, Opportunity awaits in this charming brick home located just 5 minutes away from Midway Airport. This home is the perfect opportunity for anyone looking to build future equity. Full basement, second floor bedrooms and a fenced yard, all this place needs is your design and decor ideas. In a market where location is everything, this place is near it all; restaurants, Starbucks, La Fitness, public transportation and more. Reap the benefits of this amazing opportunity. Schedule your showing now.

5633 S Kolmar Avenue, Chicago

$749,999

12770032 MLS ⋅ ACTIVE Status

Great opportunity to own this Mixed-Use Building in West Elsdon! Offers 2 commercial spaces, 2-2Bdrm apartments & 4-1Bdrm apartments. Each apartment unit has its own electrical & gas meter. One of the commercial spaces is being use as a hair salon & the other was to be used as a restaurant but never opened up. The restaurant equipment will be included in the sale. The restaurant & 1 apartment are currently vacant. Basement is partially finished. Offers 5-6 parking spaces in the back of the building. Address is 3641-3643 W 55th Street. Don't wait make your appointment today!

3643 W 55Th Street, Chicago

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West Elsdon Real Estate

Newest Listings in West Elsdon

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