View All Oak Park IL 2-Flats Listings

$625,000
5 Beds 2 Baths 12724839 MLS CONTINGENT Status
Beautiful 2 flat in the heart of the Arts District. Each unit has a large living room with decorative fireplace and art glass windows, hardwood floors throughout, and a separate dining room. The lovely first floor unit has 3 bedrooms, an updated kitchen with stainless appliances (refrigerator, stove/microwave, and dishwasher), Corian countertops and lots of cabinet space. From the kitchen, access a sweet open back porch overlooking back yard. The second-floor unit is two bedrooms. It was the owner's unit and includes a large primary bedroom with 2 spacious closets. The modern style kitchen has 42-inch maple cabinets, granite countertops, and stainless-steel appliances. The adjoining enclosed back porch can be used as a breakfast room or office. The bath has high-end toilet, sink, tile, and a jetted tub. The large unfinished basement has been freshly painted (2026), added insulation on walls (2010) with 2 finished rooms that were previously b used as office/crafting spaces. Newer plumbing in the utility sink and exterior hose-bibs (2026). Washer and dryer. 2 car garage. Separate heat, gas, and electric for each unit. Central A/C in the second-floor unit. First floor unit has tankless water heater/boiler combo and 3 window AC units. Tear off roof is about 10 years old. Located in the Harrison Street Arts district near parks, galleries, restaurants. A few blocks from both blue and green lines to swiftly take you to downtown Chicago. Ideal location!

642 S Lombard Avenue, Oak Park

$590,000
4 Beds 3 Baths 12676124 MLS CLOSED Status
Exceptional all-brick 2-flat in a fantastic location-perfect for investors or owner-occupants! A charming front porch creates a warm welcome and adds to the curb appeal of this beautifully maintained property. The **first-floor unit** offers an inviting layout featuring a spacious living room with a cozy fireplace, a sun-filled formal dining room, and two generously sized bedrooms connected by a shared walk-in closet with custom built-in storage. The recently refreshed bathroom includes a convenient built-in linen cabinet. The updated kitchen is designed for both function and style with abundant cabinetry, slate tile flooring and beautiful wood topped peninsula with seating. Just off the kitchen, a versatile bonus room overlooking the backyard is ideal for a home office, den, or breakfast nook. The **second-floor unit** is truly impressive, beginning with a gracious entry that opens into a bright living room anchored by a stunning fireplace with custom built-in shelving. This beautifully updated unit features two spacious bedrooms and two updated full bathrooms, along with a formal dining room showcasing a gorgeous built-in buffet. The high-end custom eat-in kitchen is a standout, featuring glass-front cabinetry, a wine refrigerator, breakfast bar, and seamlessly integrated wood-paneled range hood and stainless high-end stove, refrigerator and dishwasher. An added bonus is the convenience of in-unit laundry. Both units feature CENTRAL A/C, recessed lighting, custom window treatments, soaring ceilings, and hardwood floors throughout. Outside, enjoy a fully fenced backyard with a patio, lush landscaping, and beautiful perennial gardens-perfect for relaxing or entertaining. The unfinished basement provides abundant storage for both units, along with a dedicated laundry area for the first-floor unit. Additional highlights include a newer roof, newer HVAC + Water Heater and parking for up to four vehicles. Ideally located near schools, parks, shopping, restaurants, and public transportation, this exceptional property offers the perfect combination of timeless charm, thoughtful updates, and outstanding investment potential.

1110 S Oak Park Avenue, Oak Park

$567,000
6 Beds 2 Baths 12639332 MLS CLOSED Status
***Multiple offers received, highest & best due 7/11 @ 10pm.*** Beautifully maintained Victorian 2-flat in the heart of Oak Park offering incredible flexibility, charm, and long-term investment potential. Set on a picturesque residential block lined with many single-family homes, this light-filled property features two spacious units, each with three bedrooms, one bath, eat-in kitchens, high ceilings, hardwood floors, original moldings, and timeless vintage character throughout. A full walk-up attic presents an exciting opportunity for future expansion; ideal for duplexing up the second-floor unit to create a stunning owner's unit or additional living space. The basement also offers excellent potential to duplex down the first-floor unit, opening the door to a variety of living arrangements including owner-occupancy with supplemental rental income, multi-generational living, or possible short-term rental opportunities. Exceptional storage throughout the home adds to the functionality and appeal. Outside, enjoy a beautiful yard with perennial gardens, a 2-car garage plus additional exterior parking space, and a welcoming neighborhood known for its strong sense of community, including two annual block parties enjoyed by neighbors each year. Conveniently located near Daly Bagel, parks, shopping, dining, and public transportation, all within the boundaries of Whittier Elementary School. A rare opportunity to own a versatile and character-filled property in one of Oak Park's most desirable central locations.

524 N Lombard Avenue, Oak Park

$420,000
3 Beds 3 Baths 12568695 MLS CLOSED Status
Full of possibilities, this legal non-conforming brick 2-flat in Oak Park offers an "In-Law" arrangement or full separate apartment. Ideal for related living situations. The home is currently being used as a single-family home and offers flexibility to suit your needs-whether as a single residence, an income-generating 2-unit property. With multiple living areas spread across three levels, there's no shortage of space to spread out-ideal for entertaining, remote work, a home gym, guest quarters, or more. The first-floor unit is a 2 bed / 1.1 bath layout, duplexed to the basement. It features an updated kitchen with wood cabinetry, quartz countertops, and a stainless-steel appliance package. The kitchen flows into a combined living and dining area, with a separate breakfast room just off the side. Downstairs, the large recreation room is currently set up as a guest space with an adjacent half bath. Upstairs, the second-floor unit is a bright and airy 1 bed / 1 bath with vaulted ceilings and multiple skylights throughout, offering charm and natural light in abundance. Both units feature updated bathrooms and plenty of storage. Step outside to an oversized rear deck-perfect for relaxing in the shade-and a large, detached garage completes the package. Conveniently located near the CTA Blue Line, expressway, parks, schools, and the shops and restaurants along Roosevelt Road. Schedule your showing today!

1140 S Harvey Avenue, Oak Park

$615,000
4 Beds 2 Baths 12390110 MLS CLOSED Status
Welcome to 117 S Grove Ave, a charming brick 2-flat nestled in the heart of Oak Park. This meticulously updated residence boasts an inviting aura that harmoniously blends classic architecture with modern amenities. Enter to discover a world where the warmth of hardwood floors flows seamlessly throughout both units, creating a sense of continuity and elegance in each of the spacious bedrooms and across the communal living spaces. The updated kitchens are a culinary enthusiast's dream, featuring sleek countertops and state-of-the-art appliances that cater to both casual meals and grand dinner parties. The baths are sanctuaries of relaxation, having been thoughtfully renovated to offer a spa-like experience with contemporary fixtures and finishes that promise a serene start and end to your day. The home's new roof, installed in 2022, ensures peace of mind, while the large, fenced yard invites you to bask in the tranquility of your private outdoor oasis. The covered back porches provide a cozy nook for sipping your morning coffee or enjoying the cool evening breeze. Entertain guests or simply unwind on the patio, where the elegant pergola stands as a testament to leisurely afternoons spent under the sun-dappled shade. The four exterior parking spaces offer ample room for vehicles, a convenience that cannot be overstated. Located just moments from vibrant downtown Oak Park, this home is a stone's throw away from an array of dining, shopping, and entertainment options. The commuter train, a mere two blocks away, offers swift access to downtown Chicago, making it a commuter's dream. On weekends, indulge in the local flavors of the Farmers Market, enrich your mind at the nearby library, or enjoy relaxing at Scoville Park. 117 S Grove Ave is a lifestyle waiting to be cherished. Don't miss the opportunity to make this Oak Park gem your own. Home is in great shape but being offered as-is.

117 S Grove Avenue, Oak Park

$580,000
5 Beds 2 Baths 12371819 MLS CLOSED Status
Solid Brick Vintage 2-Flat in the Heart of Oak Park! Incredible opportunity to own a beautifully maintained solid brick 2-flat in one of Oak Park's most walkable locations! Whether you're looking for a smart investment, a home with income potential, or a space for multi-generational living, this property offers unmatched location and charm. First Floor Unit -- Step into a welcoming foyer that opens to a spacious living room filled with period detailing and built-in bookcases. The formal dining room features a lovely arched nook-perfect for a buffet or bar setup. Two large bedrooms, including a primary suite with two generous closets, provide comfortable living. The oversized kitchen includes space for casual dining and a walk-in pantry, with direct access to a private deck overlooking the lush backyard. Second Floor Unit -- The upper unit lives large with a separate front door landing perfect for coats and shoes. Inside, you'll find an updated kitchen plus expansive living and dining rooms featuring beautiful built-in bookshelves with original stained glass. This unit offers three well-sized bedrooms, including one with built-in storage. Outdoor living is a dream with a charming balcony off the living room and a private deck at the rear. Additional Highlights: --Replacement windows throughout --Separate boilers, hot water heaters, and electric for each unit --Full unfinished, dry basement with separate laundry machines and abundant storage --Updated electric panels --Newer mechanicals --Detached 2-car garage plus an additional parking space --Large backyard perfect for relaxing or entertaining All of this just steps to downtown Oak Park--walk to CTA, Metra, shops, restaurants, parks, the library, and more. Don't miss this rare opportunity to own a classic Oak Park building in a premier location! *SELLERS WILL REVIEW ALL OFFERS ON SUNDAY, JUNE 29TH BY 5PM*

217 S Oak Park Avenue, Oak Park

$935,000
4 Beds 4 Baths 12392088 MLS CLOSED Status
Welcome to an impeccable treasure nestled in the heart of Oak Park.This incredibly maintained vintage 2-flat exudes elegance and charm, situated on a picturesque tree-lined street that perfectly complements the historic beauty of the neighborhood. The property offers two distinct living spaces, each thoughtfully designed to provide comfort and style. The bright and spacious first-floor unit includes 2 bedrooms, boasting an updated eat-in kitchen that's perfect for culinary adventures, a cozy working fireplace, pristine hardwood floors, and an updated bathroom with a luxurious walk-in shower and private front porch to relax. The second unit has a duplex layout that extends to the third floor, featuring a bedroom and bath on each floor. Primary has treetop views that adorn this beautiful street and a luxurious marble bath providing a serene backdrop for your everyday life. Beyond its aesthetic appeal, the home is rich in history and accolades, proudly recognized as a 2003 Cavalcade of Pride winner. Practical updates further enhance its allure, modern minisplits air-conditioning from 2020, efficient zoned heating and roof (2010). This residence also offers ample parking with a 2-car garage and 3 exterior spaces, ensuring convenience for you and your guests. The basement has been expertly dug out, providing the potential to be finished for additional living space, tailored to your personal needs and desires. Experience the perfect blend of vintage elegance and modern comfort in one of Oak Park's most coveted neighborhoods.

235 S Grove Avenue, Oak Park

$510,000
4 Beds 2 Baths 12137510 MLS CLOSED Status
The best of 2-flat living! Perfect opportunity to live in one unit and rent out the other, rent out both, or enjoy 2 separate living spaces within one building. Situated in the Gunderson District amidst a charming row of brick buildings, this classic 2-flat offers a top floor unit flooded with natural light and a front sunroom with views of Ridgeland Avenue's lush trees. Both units have the same large layout of apprx 1200 sf, the only difference is the top floor unit has a kitchen pantry. Hardwood floors, original woodwork, steel I-beam basement support, and stained glass details in the dining and living rooms. Full unfinished basement has tall ceilings, currently used for storage and laundry but could be fixed up for additional living space. Both units have had long-term tenants for many years. Brick 2-car garage and one exterior parking space. Rear enclosed sunrooms with French doors are included in both units. Numerous updates including a new roof in 2019, new windows in 2007, sidewalk and parking pad installation in 2020, professional landscaping in 2022, electrical upgrades in 2013, along with kitchen and bathroom updates. Newer garage door, a fenced yard, all well-functioning mechanicals, new water heater installed in 2023. Ideal location near public transportation and I-290, accessible to downtown Oak Park, Forest Park and Chicago. Washer/Dryer hookup in basement. Don't miss the chance to view this classic 2-flat building in the sought-after Oak Park area.

530 S Ridgeland Avenue, Oak Park

$600,000
5 Beds 2 Baths 12145547 MLS CLOSED Status
Gorgeous Victorian 2-Flat in a Prime Oak Park Location! Discover the charming warmth of this stunning Victorian 2-flat, perfectly situated in a highly desirable, walkable Oak Park neighborhood. Brimming with timeless architectural details, this special home features beautiful hardwood floors, high ceilings, original painted woodwork and lovely original windows. The first floor welcomes you with a spacious foyer leading to a double parlor living room, a formal dining room with a magnificent built-in China cabinet, a remodeled kitchen boasting stainless steel appliances, and a full bath. The expansive enclosed front porch adds to the home's inviting character. On the second floor, you'll find three generous bedrooms, a living room, a dining room, a remodeled kitchen with stainless steel appliances, and a full bath. The full basement offers ample storage space and a laundry room. Additionally, a full walk-up attic on the third floor presents even more potential for expansion or customization. The exterior is equally impressive, with beautifully maintained gardens and a shared driveway leading to two parking spaces. Two additional rental spots are available to be rented from the neighbors at the rear of the property! The location here is unbeatable, within easy walking distance to public transportation, the Ridgeland Commons Center (featuring a pool, skating rink, and community center), Oak Park Farmers Market, local schools, and the vibrant downtown Oak Park area, teeming with restaurants, shops, and parks. Lovingly maintained by a long-term owner, this property is a rare opportunity to own a piece of Oak Park history. While it's being sold in "As Is" condition, the potential here is boundless! Please note that owner has contracted to put a new tear off roof with a 10-year warranty on the home. Don't miss this stunning 2 flat in historic Oak Park!

179 N Ridgeland Avenue, Oak Park

$670,000
6 Beds 4 Baths 12039898 MLS CLOSED Status
Must see it to believe it! Oak Park 2-flat with amazing bonus room and huge 3 car garage in prime location! The top floor is a perfect owner's unit; lives like a house. It boasts a generous living room and dining room with beautiful hardwood floors. The updated kitchen with granite countertops, stainless steel appliances, pantry, and island that seats four and opens up to a lovely family room. The family room is the perfect place to relax and watch a show. The fabulous family room custom built-in holds up to a 65" TV. Four bedrooms and 3 renovated baths make this unit complete. The private primary bedroom and updated en suite provide all the space you need plus 4 closets! The first-floor unit with 2 bedrooms and 1 fully renovated bath has been meticulously maintained. You will find rich hardwood floors in the living room, dining room and bedrooms. The updated bath is perfection! The eat-in kitchen has plenty of cabinets, counter space and a pantry. The bonus room found at the back of the 2-flat steals the show! You will be wowed when you see the spaciousness highlighted by a fully updated bath! This space is perfect for a home office or a luxurious in-law arrangement. Opportunity knocks in the unfinished basement that spans the entire footprint of the original building! Attention garage enthusiasts!! This heated and cooled garage with 220V outlets (2) will knock your socks off! Room for 3 cars (BendPak Commercial lift included) and plenty of space to spend quality time tinkering around with a tv included! Driveway provides additional parking for 3+ cars! All of this and still yard space to entertain and enjoy the warmer months (natural gas line for easy grilling). Location provides easy access to: Whole Foods, Target, Walgreens, Trader Joe's, Lake St shops and restaurants. Lindberg Park around the corner with playground, tennis courts, baseball diamond, and beautiful paths throughout the park. Sought after Horace Mann Elementary, Percy Julian Middle School and Oak Park/River Forest High School.

1431 N Harlem Avenue, Oak Park

$890,000
6 Beds 4 Baths 12013664 MLS CLOSED Status
Live on one of the most iconic and idyllic streets in Oak Park. Elizabeth Court is a gently curving dead-end street lined with old growth oak trees in the heart of Oak Park. Lovingly improved and maintained by the same family for nearly 40 years, this Prairie-style stucco 2 flat has most recently been lived in as a single-family. The property offers 3 floors of finished living. 14 rooms total, 6 bedrooms, 2 kitchens, 4 full bathrooms, 3 patios, 2 gas fireplaces all on a massive 50x171 lot. The gorgeous backyard has mature oak trees and has been beautifully curated with perennials and other landscaping. As the last house built on Elizabeth Court, this property is situated toward the front of the lot in the center of the other houses and has unobstructed views from every window, showcasing the beautiful surroundings in every season. The front and side of the house have sheltered porches, and there is an additional sun porch on the second floor. Original woodwork and hardwood flooring throughout, uniform and timeless lighting from Brass Lighting Gallery in Milwaukee, WI which specializes in Prairie School fixutres. There are two bathrooms done in travertine tile/Mexican marble. There are so many opportunities in this property. Leave as-is and get extra rental income, deconvert into your dream home, or duplex down and have 2 duplex units. Easy walk to elementary and high school, Lake Street shopping, library, parks, and train line. One thing is for sure, Elizabeth Court is the perfect spot for your forever home.

7 Elizabeth Court, Oak Park

$610,000
8 Beds 5 Baths 11986792 MLS CLOSED Status
Step through the threshold of this splendid renovated 1920s-era brick dwelling, revealing a meticulously maintained 2-flat structure with an added in-law arrangement on the lower level. Each of the two units, encompassing a commodious 1400 square feet, exudes an air of timeless elegance and architectural grace. Immerse yourself in the intrinsic beauty of the interior, adorned with natural woodwork that imparts a classic charm to every corner. A testament to durability, the property features a newer roof and a convenient two-car garage, providing both functionality and aesthetic appeal. The outdoor space is complemented by a thoughtfully designed patio, offering an ideal setting for relaxation. Effortless utility management is achieved through separate services for each unit, including independent HVAC systems, gas, and electric utilities. The inclusion of coin-operated laundry facilities caters to the practical needs of tenants, enhancing the overall convenience of living. Recent enhancements to the electrical and plumbing systems ensure modern reliability and efficiency. The interior ambiance is further elevated by the introduction of new light fixtures and a fresh coat of paint, creating a pristine and inviting atmosphere throughout. Enjoy the warmth and ambiance of a gas fireplace in each unit, adding a touch of comfort to the living spaces. The lower level encompasses an in-law arrangement featuring two bedrooms and a well-appointed bathroom, providing additional versatility to the property. Modern fixtures and finishes grace every floor, seamlessly blending classic aesthetics with contemporary luxury. Indulge in a spa-like experience with Jacuzzi tubs in each bathroom, elevating the overall appeal and functionality of the space. This residence stands as a harmonious fusion of historic charm and modern living, offering a unique and inviting environment for its fortunate occupants. Welcome to a home where the grandeur of the past meets the conveniences of the present. In great condition to be conveyed AS-IS

1426 N Austin Boulevard, Oak Park

$590,000
8 Beds 3 Baths 11804643 MLS CLOSED Status
Pride of long-term owner occupancy is evident in this beautiful classic brick 3-flat. With 1 unit currently generating rental income and the other 2 units vacant and move-in ready, this building is an ideal purchase for a buyer looking to owner-occupy OR a wise investor. The spacious units feature gorgeous original woodwork and wooden built-ins, big updated kitchens with large islands, updated bathrooms, and bonus rooms perfect for den/office space. Not only are the units move-in ready, but the heavy lifting is DONE! The building roof was a complete tear-off in 2016 and garage roof was a complete tear-off in 2018. The entire building had new windows installed in 2019. Gutters on both the garage and house were replaced in 2018. Kitchens and bathrooms were updated in 2019. All units have been freshly painted and even the stairwells have fresh paint and new flooring. The 1st floor unit has all new light fixtures. A sizeable FULLY-FINISHED attic with 7+ ft. ceilings offers the perfect opportunity to duplex up or use as flex space. The basement offers plenty of storage space and a laundry area. Both the front and back yards are nicely landscaped and the fully fenced backyard is surrounded by lush trees and lovely foliage, making it an oasis to be enjoyed from the large patio. The 3-car brick garage is divided into two separate bays, a great layout for rental purposes. A short distance to the green line, bus stop, Stevenson Park, Pete's Fresh Market, One Lake Brewery, Oak Park Recreation Center, and more! Estimated rents for the 1st and 2nd floor units are around $2100 each based on a market rent survey. The building is zoned for multi-family and all units are legal. Whether you're looking for an income-producing rental investment or for a building that will feel like home, this property is a win.

224 N Austin Boulevard, Oak Park

$497,000
6 Beds 4 Baths 11833056 MLS CLOSED Status
In the heart of downtown Oak Park, a Folk Victorian 2-flat welcomes you with echoes of the past, just a whisper away from Frank Lloyd Wright's Unity Temple. Since 1908, this captivating space has been nurtured and polished, creating a blend of vintage allure and contemporary ease that resonates with today's lifestyles. Looking to create a haven for multi-generational living? Dreaming of hosting Airbnb travelers or providing a special place for a live-in nanny or au pair? This home's flexibility will inspire you. The downstairs, with its intimate 2-bedroom layout and 1.5 baths, lends itself to cozy guest accommodations or an independent living space. Upstairs, a generous duplex unfurls, boasting 4 bedrooms and an exquisite primary suite, offering ample space for family, work, or play. With over 3884 sq ft across both units, the possibilities are as vast as your imagination. Step inside to discover original hardwood, charming fireplaces, and the delightful built-ins that make this era of architecture so beloved. The foyer staircase sweeps you into another time, while modern conveniences such as in-unit laundry and ADA features ensure that practicality is never compromised. It's all here, meticulously crafted by the local experts at Von Dreele-Freerksen. Outside, envision your dreams taking shape. Parking for 4-5 cars is just the beginning; let your creativity blossom with thoughts of a tranquil patio or urban garden nook. Fresh updates make this home ready for its next chapter. The community beckons, too. Stroll to cafes, parks, shops, and highly-regarded schools. Commuting to the city is a breeze with the nearby CTA and Metra. Remember, 109 N Kenilworth Ave is more than just a house; it's a living piece of Oak Park history. Here, character and convenience unite, inviting you to explore the many ways this home can shape and support your life's journey. Come experience the warmth and endless possibilities!

109 N Kenilworth Avenue, Oak Park

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Oak Park, IL · Curated MLS Search

2-Flats in Oak Park, IL

An editorially curated view of every active 2-flats listing in Oak Park, IL. Updated in real time from the local MLS, presented without the noise.

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