View All Oak Park IL 3-Flats Listings

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

$530,000

5 Beds ⋅ 3 Baths ⋅ 12616535 MLS ⋅ CLOSED Status

Price slashed! 2-flat, 5 bedrooms, 2 bathrooms, 3 car garage Plus 2 extra concrete paved parking spaces. 3 separate entrances and exits, enclosed back stairwell. 3 electrical panels, 2 water heaters, 2 boilers, fenced yard, concrete service walk, concrete patio, full covered front porch with concrete stairs and wrought iron railings, storage shed, patio. multiple bonus rooms. Fabulous location, walk to park, great schools. Being sold As Is, a diamond in the rough just waiting to be transformed into a brilliant gem, bring your ideas and reap the rewards!

715 N Taylor Avenue, Oak Park

$716,000

7 Beds ⋅ 3 Baths ⋅ 12581605 MLS ⋅ CLOSED Status

Highest and best offers requested by Sunday 3/8 5:00pm. Legal three-flat in a convenient Oak Park location on a quiet, tree-lined street near the Blue Line, downtown Oak Park, and the restaurants and shops along Madison Street in nearby Forest Park. The building features three units including a 2 bedroom/1 bath first floor, 3 bedroom/1 bath second floor, and 2 bedroom/1 bath third floor unit. The first and second floor units offer classic layouts with beautiful original woodwork, separate living and dining rooms, eat-in kitchens, and pantries. The third floor unit provides a more compact but functional layout. Units are livable as-is with opportunity for updates to further enhance value. The first floor unit features a rear deck, while the second and third floor units each have balconies. Each unit also has separate storage on the rear porch. Full basement includes laundry, storage, and potential for future duplex-down possibilities. Two-car garage plus three additional exterior parking spaces. Per assessor, the property offers approximately 3,455 square feet above grade. Ideal opportunity for an owner occupant or investor looking for a well-located multi-unit property with long-term upside.

608 S Grove Avenue, Oak Park

$628,000

6 Beds ⋅ 2 Baths ⋅ 12545480 MLS ⋅ CLOSED Status

****MULTIPLE OFFERS. HIGHEST AND BEST CALLED FOR BY MONDAY 1/19 AT 11:00 AM *** Prime Oak Park brick two-flat just 3 blocks from the Green Line EL and surrounded by great shops, restaurants, and everyday conveniences in every direction. This well-maintained building features two spacious 3-bedroom units-ideal for owner-occupants or investors. The second-floor unit offers an updated kitchen and bath, while both units provide generous layouts and strong rental appeal. The full basement includes washer and dryer plus plenty of storage. 2-car garage with an additional exterior parking space. Landscaped yard with lovely perennials. A fantastic investment or live-in opportunity in one of Oak Park's most desirable locations.

413 S Oak Park Avenue, Oak Park

$470,000

6 Beds ⋅ 3 Baths ⋅ 12493216 MLS ⋅ CLOSED Status

Beautifully maintained Historic Greystone 2-Flat in Prime Oak Park Location! Exceptional opportunity to own a classic greystone 2-flat offering historic charm with modern updates throughout. Both units feature central air and thoughtful renovations. First floor unit has 3 bedrooms, two full baths, spacious living and dining rooms with bay windows, updated kitchen with granite countertops and new appliances, pluw access to a private finished room in the basement-perfect for an office, playroom, or guest space. Back porch for outdoor relaxation. Second floor unit: 3 bedrooms plus a library/office, one full bath, large living and dining rooms with bay windows, updated kitchen with new appliances and large pantry, and all new ceilings. Private back porch included. Additional Features: new coin-operated washer and dryer in basement, permit street parking and convenient options in nearby Village lots. Garage parking may be available from a neighbor across the alley. Prime Location, short walk to the Green Line, Pete's Fresh Market, Whittier Elementary, and Oak Park and River Forest High School. Ideal for live-in owners or investors seeking strong rental potential in one of Oak Park's most desirable neighborhoods! Resurfaced walkway/porch ,Water Heater: 2024 HVAC: 2022 Coin washer/dryer: 2023, Updated appliances in both units (2024), 2017 roof resurfaced..*48hr NOTICE for showings

403 N Humphrey Avenue, Oak Park

$550,000

7 Beds ⋅ 5 Baths ⋅ 12489733 MLS ⋅ CLOSED Status

Highest and Best due Sunday 4/29 at 4PM. Beautiful brick 2 flat plus 1 bedroom garden apartment. The spacious 1st floor and 2nd floor apartments are 3 bedroom 1 and 1 half baths plus a family room. Good size kitchen with pantry, A separate dining room. Freshly painted, some gorgeous hard wood floors plenty of sunlight. A 2 car garage, replaced roof in 2019. Replaced back stairs about 15 years ago. Conveniently located to expressway, bus and trains for commuting. Across from Columbus park. Great investment opportunity or Owner occupancy.

208 S Austin Boulevard, Oak Park

$570,000

5 Beds ⋅ 3 Baths ⋅ 12455102 MLS ⋅ CLOSED Status

Welcome to 537 S Cuyler, this well-maintained two-flat offers the perfect balance of character, flexibility, and convenience. Thoughtful updates blend seamlessly with original details like leaded glass windows, built-ins, and hardwood floors. Each unit has a spacious living room that opens into a bright sunroom, the perfect spot for relaxing with a book or setting up a home office. The kitchen and large dining room flow naturally into each other, creating a warm and inviting space for entertaining or enjoying everyday meals. Enclosed back porches on both levels add additional storage or the potential for additional living space. The first-floor unit is a generous duplex with 3 bedrooms and 2 full bathrooms, offering flexibility and room to spread out, including additional living area on the lower level. The second-floor unit features 2 bedrooms and 1 bathroom, making it an excellent rental, guest suite, or extended family living space. Shared storage and laundry are also located on the lower level. Set in a prime Oak Park location, you'll love the easy access to both the Green and Blue Lines and I-290 for a quick commute. The Community Recreation Center (CRC) is nearby, offering year-round programs, fitness, and activities. All of this is surrounded by the charm of Oak Park's tree-lined streets, welcoming community, and vibrant mix of shops, restaurants, and parks.

537 S Cuyler Avenue, Oak Park

$680,000

5 Beds ⋅ 2 Baths ⋅ 12409131 MLS ⋅ CLOSED Status

Welcome to this beautifully updated 2-flat perfectly situated just minutes from vibrant downtown Oak Park! Whether you're an investor looking for a successful short-term rental or a homeowner seeking flexibility and passive income, this property checks all the boxes. Each unit features stylish updates, including new stainless steel appliances, modern kitchens and baths, and in-unit laundry for added convenience. The spacious layouts offer comfort and privacy, making it an ideal setup for guests, tenants, or extended family. The first-floor unit features 2 bedrooms and 1 bath. The 2nd-floor unit features 3 bedrooms and 1 bathroom. Step outside to enjoy your private deck and new brick paver patio, a private backyard oasis-the perfect space for relaxing, entertaining, or unwinding after a long day. This outdoor retreat adds even more value to an already impressive property. 2 car garage and 1 additional parking space. Currently operating as a profitable Airbnb, this home is a proven income generator in a highly desirable location known for its walkability, tree-lined streets, and easy access to shopping, dining, parks, and public transportation. Live in one unit and rent out the other, keep it as a full-time investment, or convert to a traditional rental-possibilities are endless with this move-in ready multi-unit gem!

317 N Marion Street, 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

$549,900

6 Beds ⋅ 2 Baths ⋅ 12070320 MLS ⋅ CLOSED Status

This is the 2-Flat you have been waiting for! Located on a beautiful brick-paved street in SW Oak Park, This brick beauty features an open front porch, a fenced backyard and parking for 3-4 cars, Solar panels installed 2021 with a transferable lease, and Newer roof, gutters and eaves (2017). Inside are two large 3-bedroom units, both with newer bathrooms (2015, re-piped with copper water lines). The kitchens are approximately 20 years old, with granite countertops, and the windows throughout are approximately 20 years old. The first floor unit has some natural woodwork and a lovely dining room built-in buffet. There is a full basement with coin laundry (provides extra income), as well as nice-sized storage spaces and a large separate finished room which could be re-imagined as a duplex-down from the 1st floor unit. Each unit is approximately 1300 sq ft in size. You will not lack storage here, as there is also a full attic space which is cleared and ready for a new owner. All this, in a convenient location near Maple Park, restaurants and music venues on the Veltway and South Town Oak Park, and easy access the Blue Line EL, Lincoln Elementary, the post office and 290 expressway. Truly a Gem!

917 Wenonah 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

$495,000

6 Beds ⋅ 2 Baths ⋅ 11996389 MLS ⋅ CLOSED Status

Investor's dream! Beautifully maintained and fully occupied 2-flat with great tenants. Sitting on a wide 35-foot lot, this gorgeous Oak Park gem contains two 3-bed, 1-bath units with lots of space, nicely sized bedrooms, separate dining room, spacious living room, and great hardwood floors throughout. Bring your ideas for a huge unfinished basement with laundry included. Nice parking pad can comfortably fit up to four cars and makes parking super convenient for tenants. Bring your offer!

1021 N Harlem Avenue, Oak Park

$977,100

6 Beds ⋅ 3 Baths ⋅ 11964543 MLS ⋅ CLOSED Status

Welcome to the Albert A. Standish House in the heart of the Frank Lloyd Wright Historical District. Built in 1887 by Albert H. Standish, a descendant of the Mayflowers Myles Standish, using lumber that was hand selected from the Standish family forest in Michigan. Constructed as a Victorian single-family home with a third-floor ballroom, it was converted in 1921 to a 3 flat. The current owners have lived here for 44 years and have lovingly preserved and maintained this home while partially de-converting the first and second floors. For the last ten years they have used the whole house as a single family. However, the third-floor apartment remains a legal, non-conforming unit, with separate utilities, and is currently zoned as multi-family. With 4,524 square feet above grade and nineteen rooms across three stories, this historic property includes six bedrooms, three bathrooms, separate living, dining and family rooms and space for multiple home office options. Graced with soaring ceilings, original molding, pocket doors, a two-story sunroom connected by a spiral staircase, the original fireplace with a custom tile surround that contains the initials of the original owner, stained glass windows and many built in cabinets. The home has quarter sawn oak floors for the first and second floors and maple flooring in the main kitchen. There are staircases in the front and back of the home and the property offers a deep lot, numerous perennial plantings, a 12-foot screened gazebo and a three-car garage built in 1993 which is served by a concrete driveway. This property offers unlimited opportunities. Completely de-convert this home to single family and customize the space to meet your needs with plenty of room for home offices, yoga and work out space, media rooms, art studios the possibilities are endless. The large, unfinished, dry basement contains a laundry area and a tremendous amount of storage and workshop space, but also offers even more expansion opportunities for your future wine cellar or billiard room. Utilize the high ceiling third floor apartment as a spacious primary suite or as a welcoming place for multi-generational extended family living, as an Au Pair quarters or lease it for additional income or as an Air BnB. The 300/400 block of Grove is a quiet friendly street. The neighbors celebrate summer holidays with coffee get-togethers and the annual block party is a top summer event. The location is a leisurely walk to everything you need. Only several blocks to the green line, schools, the library, Scoville Park, the shops and restaurants at Lake and Oak Park, Trader Joes, Lake theater and all downtown Oak Park. 2021 Property tax without the senior, senior freeze and disabled veteran exemption is $23,307.

403 N Grove Avenue, Oak Park

$545,000

5 Beds ⋅ 2 Baths ⋅ 11913084 MLS ⋅ CLOSED Status

Meticulously cared for 2 Flat is a great investment opportunity in Oak Park! The 1st floor unit is duplexed to the basement and features 2 bedrooms, separate living and dining room and back deck leading out to beautifully landscaped yard. The second floor unit features 3 bedrooms, a separate living and dining room, updated kitchen and bath and outdoor deck. Updates include newly refinished wood floors on both floors, new lighting, freshly painted, new carpet in basement, newer windows throughout and updated expansive bathrooms. Elfa closet systems and laundry hook up ready if 1st floor wants their own private laundry. Coin laundry is shared in the basement. Newer 30 year roof (2017), exterior concrete, back deck (2019). 2 basement Burnham boilers (2006). Fantastic location with great proximity to schools, parks, grocery, shopping, public transportation and expressway. Active block and brand new grocery store just blocks away is coming soon!

525 S Scoville Avenue, Oak Park

$515,000

4 Beds ⋅ 2 Baths ⋅ 11861118 MLS ⋅ CLOSED Status

Center of town living in this handsome, refreshed, brick two-flat in the heart of Oak Park, short distance to Metra, Green Line, shopping, library, Lake Theater, restaurants and coffee shops. 2 bedrooms 1 bath per unit. Each unit also has a large, sunny, living room, dining room, newer bathroom and kitchen with sizeable pantry for all your storage needs. Each unit also features a sweet back porch overlooking the fenced in yard with deck and 2 car garage. Units are freshly painted, refinished hardwood floors on 1st floor and newer carpeting on 2nd. Separate electric, 3 year old boiler, laundry and storage rooms in basement. Long time owner, so building is being sold as-is.

113 S Grove Avenue, 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

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