Chicago Homes with American 4-Sq. Style

Welcome to the vibrant city of Chicago, Illinois, a dazzling metropolis that beautifully blends rich history with modern innovation. Nestled in Cook County, this iconic city is renowned for its stunning skyline, diverse neighborhoods, and a cultural scene that captivates residents and visitors alike. Chicago’s architectural landscape is a tapestry of styles, but one that stands out for its charm and character is the American Four-Square style.

The American Four-Square home is a quintessential representation of early 20th-century American architecture, and you’ll find many of these delightful residences across Chicago’s historic neighborhoods. Characterized by their boxy shape, two or three stories, and spacious front porches, these homes offer a sense of warmth and community. With their practical design, Four-Squares often feature large, airy rooms and an emphasis on functionality, making them perfect for families or those who love to entertain.

Living in a Chicago Four-Square means immersing yourself in a neighborhood rich with history and culture. Picture yourself sipping coffee on your front porch while watching the world go by, or hosting gatherings in your generously sized living spaces adorned with classic woodwork and vintage charm. The city’s vibrant arts scene, delectable dining options, and lush parks are just a stone's throw away, ensuring that you are never far from the action.

Embrace the unique allure of Chicago and discover the timeless elegance of American Four-Square homes—where tradition meets modern living in one of the most dynamic cities in the world. Your dream home awaits!

Newest Chicago Homes with American 4-Sq. Style

$350,000

4 Beds ⋅ 3 Baths ⋅ 12785729 MLS ⋅ NEW Status

Chicago

$775,000

3 Beds ⋅ 4 Baths ⋅ 12797254 MLS ⋅ NEW Status

Fantastic opportunity in West Rogers Park! This fully gut-renovated 4-bedroom, 3.1-bath home sits on a rare, oversized 35x176 Chicago lot that offers parking for 3 cars. Thoughtfully renovated from top to bottom, this home showcases substantial interior upgrades, curated light fixtures, and tasteful details throughout. Enter through a bright sunroom that opens to soaring 9 1/2-foot ceilings on the main level. An open dining area leads to an adjoining living room with a custom paneled accent wall and a sliding glass door to the new deck and backyard. Just off the dining room, a cozy nook makes the perfect work-from-home space. The living room flows into the kitchen, which features white shaker cabinetry, a warm natural wood island with seating, striking veined countertops, brass hardware, and brand-new stainless steel appliances. The half bath features a stylish vanity with modern fixtures. Hardwood floors run throughout the main level. Upstairs, the primary suite offers a walk-in closet and a spa-like en suite with a frameless glass shower. The hall bath has a tub, an arched mirror, and warm brass lighting. The finished lower level offers a spacious rec room and an additional bedroom or office. Major upgrades include all-new plumbing and electrical, a 2025 roof, dual-zone HVAC, and a walk-up, unfinished 700 sqft attic for storage. Outside, the deck overlooks the huge backyard with a lush lawn and mature trees. Ideally located just west of Ridge on Touhy, close to Warren Park, the Rogers Park Metra, CTA buses, with easy access to Sheridan Road and Lake Shore Drive.

2155 W Touhy Avenue, Chicago

$410,000

5 Beds ⋅ 2 Baths ⋅ 12793651 MLS ⋅ ACTIVE Status

930 N Lorel Avenue, Chicago

$159,900

3 Beds ⋅ 1 Baths ⋅ 12788449 MLS ⋅ ACTIVE Status

Located in sought after Avalon Park, this charming bungalow style home offers an amazing layout and has been tastefully updated throughout. The home has a quaint layout with three bedrooms, eastern exposure offers tons of sunlight to shine into the living room. The home offers newer flooring throughout, newer interior doors. Bathroom has been updated with new vanity, new shower enclosure while the kitchen featuring a butcher block island has also been updated with newer cabinets/counters and SS appliances with a modern clean backsplash. the backyard offers a tranquil feel with privacy fence and two car garage which is also newer. A full basement is unfinished but offers value upside if you were to finish and add an additional bedroom or second bathroom. Being close to the Dan Ryan, Red Line and so much more puts this home in the ideal location! Do not overlook this home as it will not last long!

9214 S Woodlawn Avenue, Chicago

$2,200,000

7 Beds ⋅ 5 Baths ⋅ 12783475 MLS ⋅ ACTIVE Status

An extraordinary combination of historic charm, comprehensive modern reconstruction, generous living spaces, and a rare double-lot setting-offering a distinctive opportunity in one of Chicago's most treasured residential neighborhoods.1890s Architectural Charm | 2004 Morgante-Wilson Reconstruction. Imagine a home where everyone has room to grow, gather, work, play, and entertain-all under one roof. Offering 5,600 square feet of thoughtfully designed living space on a rare Chicago double lot, this extraordinary Lakewood-Balmoral residence combines the warmth and character of 1890s American architecture with an updated French country aesthetic and the flexibility today's lifestyles demand. Seven bedrooms, four-and-a-half bathrooms, private guest accommodations, multiple home offices, recreation areas, and generous outdoor living create an exceptional setting for everyday comfort and memorable celebrations. Originally constructed in the late 1800s, the residence underwent a complete top-to-bottom reconstruction and expansion in 2004 by renowned Morgante-Wilson Architects. The transformation included a new foundation, exterior and interior walls, plumbing, electrical, and mechanical systems, providing the advantages of modern construction while preserving the architectural romance of its historic origins. Beyond its generous bedroom count, the home's distinct gathering, work, and retreat spaces make it especially adaptable to multigenerational living, visiting guests, and changing needs over time. The blend of formal entertaining rooms and comfortable everyday spaces is a rare advantage, offering room to come together without sacrificing places to unwind. The combination of architectural character, modern infrastructure, and a substantial city lot is increasingly difficult to find. The expansive, sun-filled open kitchen is the heart of the home, with a generous breakfast room, convenient office area, and access to outdoor spaces. Its thoughtful design keeps everyone connected, whether enjoying casual mornings, working from home, or hosting friends. Gracious formal living and dining rooms share a distinctive double-sided wood-burning fireplace and adjoining wet bar with refrigeration. A sunroom adjoining the dining room offers additional space for holiday celebrations, dinner parties, and larger gatherings. Abundant natural light, generous room proportions, recessed lighting, and architectural details lend warmth and understated elegance throughout. The flexible floor plan includes a private primary suite and four additional bedrooms on the second level, a third-floor guest retreat, and a lower-level au pair or guest suite. A dedicated library, private offices, study areas, and high-ceilinged lower-level recreation space accommodate remote work, creative pursuits, relaxation, and entertaining without compromising privacy. Generous closets, abundant storage, extensive laundry facilities, a convenient dog wash, and three-zone HVAC support the practical needs of an active household. The expansive double lot provides a remarkable sense of privacy and openness within the city, with a welcoming wraparound porch, generous yard, and detached two-car garage. Outdoor spaces offer ample room for dining, entertaining, recreation, and relaxation. Set within Chicago's architecturally distinguished Lakewood-Balmoral Historic District, the home is surrounded by quiet, tree-lined streets, beautiful period residences, and an active neighborhood community. Lincoln Park, Foster Beach, Lake Michigan, and scenic lakefront trails are just four blocks east. Two neighborhood playlots are within two blocks, while Andersonville's celebrated Clark Street boutiques, restaurants, and cafes are only four blocks west. Broadway's diverse dining and entertainment corridor, the CTA Red Line, and convenient access to DuSable Lake Shore Drive place the best of Chicago within easy reach.

5331 N Magnolia Avenue, Chicago

$875,000

4 Beds ⋅ 4 Baths ⋅ 12789462 MLS ⋅ ACTIVE Status

LUXURY NEW CONSTRUCTION IN HISTORICAL BEVERLY/MORGAN PARK NEIGHBORHOOD. A 2 STORY Contemporary/Traditional Beauty offering spacious 5 bedrooms, 4 full baths with thoughtfully curated designer finishes throughout. The striking black-and-white exterior features luxury white Hardie board siding, dramatic, black onyx European windows, a covered front porch, and a modern high ceiling lofted attached 2-car garage, creating timeless curb appeal on one of Morgan Park/Beverly's most prestigious sought after tree-lined streets. The open-concept interior is filled with natural light and showcases natural red oak hardwood floors, designer lighting, and refined architectural details. The elegant, Custom "Black White and Oak Design" kitchen is the centerpiece of the home, featuring custom illuminated cabinetry, quartz countertops, a dramatic black statement hood, designer pendant lighting, a stunning 9-foot quartz waterfall island with seating, and the Premium Autograph Series Stainless Steel and Champaign Bronze Commercial Appliance Suite. The adjacent Deck/Patio extends your living space outdoors, making entertaining effortless. A main-level bedroom offers the perfect space for guests, multigenerational living, or a private home office/Podcast Center. Upstairs, the luxurious primary suite serves as a private retreat, featuring dual vanities, a freestanding soaking tub, an oversized walk-in shower, generous walk-in closet space, and a conveniently located bedroom-level laundry room with a top of line all in one washer dryer. Two additional spacious bedrooms and a well- appointed full bath complete the second level, offering comfort and flexibility for family and guests. The finished lower level is designed for entertaining with a spacious family room featuring a custom built-in entertainment center with a bookcase, fireplace, a sophisticated wet bar with wine fridge, a private fifth bedroom, a full bath, and a second laundry room equipped with a Samsung Top loading side by side system with cabinetry and custom counter for all laundry needs. Just off the attached garage, a custom mudroom includes a built-in bench, a spacious coat closet with a stylish barn door, and thoughtfully designed storage. Located just 0.3 miles from the Metra, this exceptional residence offers convenient access to neighborhood restaurants, parks, shopping, and downtown Chicago. Experience timeless architecture, luxury finishes, and modern functionality on Historical Longwood Drive! Location **Location** Location This is the home you always wanted. Schedule your private showing TODAY!

11173 S Longwood Drive, Chicago

$425,000

5 Beds ⋅ 3 Baths ⋅ 12788117 MLS ⋅ ACTIVE Status

NEW PRICE! NEARLY 3,000 SQ FT (APPROX. 2,821) ACROSS FOUR FINISHED LEVELS - room for everyone and everything! Completely rehabbed in 2026, this classic American Foursquare in Chicago's Austin neighborhood pairs 1911 character with turnkey living: 5 bedrooms, 3 full baths and all the big-ticket items already done - NEW ROOF, ALL-NEW SIDING, NEW WINDOWS, NEW FURNACE, NEW WATER HEATER and central air. Step through the wrought iron gate onto the welcoming front porch. Inside, a sunlit 13x16 living room flows to a 12x16 formal dining room made for holiday dinners, and the updated eat-in kitchen shines with white shaker cabinetry, granite countertops and BRAND-NEW STAINLESS STEEL APPLIANCES - refrigerator, range and microwave - to be installed before closing. Upstairs, the 14x12 primary suite has its own full bath, plus two more bedrooms. The finished third level is a showstopper - a massive 15x32 bedroom/bonus space for a guest suite, home office, playroom or studio. The finished walkout lower level adds a huge 11x21 family room, an additional bedroom, a full bath, separate exterior access and a laundry room with a NEW WASHER & DRYER coming before closing. Luxury vinyl flooring, recessed lighting and modern fixtures throughout. Outside: a fully fenced yard with wrought iron fencing front and back, ready for cookouts and backyard fun, plus a 2.5-car garage off the alley. Close to parks, schools, shopping, the CTA Green Line, Metra and I-290. THE SELLER IS READY TO SELL and open to credits toward your closing costs (subject to lender guidelines). Schedule your private showing today! Note: kitchen appliances and washer/dryer are digitally rendered in select photos; new appliances will be installed before closing.

543 N Leclaire Avenue, Chicago

$985,000

5 Beds ⋅ 3 Baths ⋅ 12784896 MLS ⋅ ACTIVE Status

Turn of the Century Victorian Home on DOUBLE LOT, 5 bedroom, 3 bath home beautifully loaded with vintage and gorgeous custom features. Sunny large living room, separate parlor/rumpus/TV room/, formal dining room with custom hand milled hutch and pocket door, an AMAZING KITCHEN with 100% all Custom Hand-Milled Poplar and Birch Wood Cabinetry! Renovated First floor bathroom, 2nd floor with 4 bedrooms, full Renovated bath, Attic floor with 5th bedroom and 3rd bath with huge space. Full unfinished walk out basement with dark room, completely fenced back and side yard with newer 3 car garage, with a 2-4 car driveway for extra parking. The BIG EXPENSIVE STUFF, Complete Kitchen, 2 Complete Baths, Roof, Gutters, Electric, Plumbing, Garage, Siding, Windows, Furnace, A/C, Water Heater, Kitchen Appliances, are all NEW or NEWER. Too Much to try to list here. BE SURE TO READ THE ADDITIONAL INFORMATION WITH TONS OF DETAILS IN THE DROPDOWN BOX. A short walk to Redline or Metra, 2.5 blocks to Lake Michigan, Beach and Parks, a short stroll to restaurants, pubs, and shopping! A FABULOUS Home in Rogers Park! Remember, It's ALWAYS Cooler by the LAKE!

6742 N Glenwood Avenue, Chicago

$375,000

5 Beds ⋅ 2 Baths ⋅ 12777492 MLS ⋅ ACTIVE Status

Welcome to this classic Greystone two-flat in Woodlawn, with room to live and room to grow. The first-floor unit features 2 bedrooms, an open layout, hardwood floors and a gas fireplace for cozy Chicago evenings. Upstairs, the spacious 3-bedroom unit has its own gas fireplace and the same easy flow. Then head downstairs and picture what's next: a full-footprint basement approved for an ADU, with plumbing, its own electric meter and water heater, and two doors to the outside, giving you a real head start on adding future living space. The big-ticket items are done: roof (2021), new water meter (2026), newer furnaces and water heaters in both units, a rebuilt front porch and stairs (2020), and newer gutters. Out back, a poured 2-car slab is ready for a future garage. Bring your style and your vision to the finishes and make this home your own. Sold as-is. Minutes from the University of Chicago, Washington Park and the Obama Presidential Center. Come see the potential for yourself!

6620 S Marquette Road, Chicago

$139,900

5 Beds ⋅ 2 Baths ⋅ 12777361 MLS ⋅ ACTIVE Status

Rare Chicago 2 Unit Building on a DOUBLE LOT. The first floor features 2 bedrooms and One Full Bath. The second floor includes 3 bedrooms with One Full Bath. 2 Car Parking Pad located in Rear off Alley. Hugh Yard Allows For Enjoyment. Don't Pass Up on This Opportunity. Close to Schools, Public Transportation, Expressway and Restaurants. SOLD AS-IS

9231 S Woodlawn Avenue, Chicago

$499,900

3 Beds ⋅ 2 Baths ⋅ 12777356 MLS ⋅ ACTIVE Status

Full of classic Chicago character, this distinctive two story brick home immediately stands out with its elevated setting, prominent bay window, and impressive 49 foot wide lot. Offering over 1600 square feet above grade, plus a finished lower level, this beautiful home provides a surprisingly spacious and flexible layout with room to live, gather and grow. The main level features a bright living room, separate dining area, kitchen, guest bedroom and full bath, along with a sunroom that extends along the south side of the home and adds even more usable space. Upstairs is where this home really surprises. The hallway features two large closets, with option to convert one into another full bathroom. There are two exceptionally spacious bedrooms, including an impressive primary bedroom with a large walk in closet. The finished lower level adds another layer of versatility with a second kitchen, family room, two additional rooms, a full bathroom with stand up shower, laundry and utility areas, plus separate exterior access, ideal for related living, guests, home office needs, hobbies or simply additional space to enjoy. Property is zoned and offered as a single family home. Outside, the 49' x 124' lot is truly something special. The home's elevated position and extra wide yard create a sense of openness rarely found on a standard Chicago lot, with plenty of room for gardening, entertaining and enjoying the outdoors. Multiple entrances provide convenient access between the home and yard, and a detached garage completes the property. The longtime owner has continued to invest in the property, with improvements including a new house roof (2020), garage roof and siding (2021), copper plumbing and lower level bathroom improvements (2022), plumbing updates to the laundry and utility areas, main level vanity (2022), front sliding patio door and sunroom/rear porch siding (2023), and an updated north side mudroom/porch with new wood stairs, siding, window and screen door (2025). Previous tuckpointing to the sides of building provide another important maintenance improvement. Located steps from Riis park which spans 57 acres, The Brickyard shopping center, near CTA Bus Lines, only 1.3 miles to Mars Metra Rail, and terrific neighborhood restaurants, this is a home that offers much more than meets the eye. An extra-wide lot, substantial living space, flexible multi-level living and years of thoughtful maintenance come together in a home ready for its next chapter. Floor plans included with property photos. Schedule your tour today!

2608 N Merrimac Avenue, Chicago

$696,000

10 Beds ⋅ 7 Baths ⋅ 12724477 MLS ⋅ ACTIVE Status

Features to compare, location of Southeast Southshore. Beautiful 3 story brick with a feal of joy and history 3 full bedrooms and 2 full bathrooms pre apartment. Central radiator heat, hot water, included ,property All 3units are vacate, smaller 2bedroom unit is in the basement for in-law. Review pictures. 24 hours notice . to show. contact listing agent

7840 S Essex Avenue, Chicago

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Chicago Homes with American 4-Sq. Style

Newest Chicago Homes with American 4-Sq. Style

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How much is your home worth?