Refine Search
Map
Sort by
$600,000
8 Beds ⋅ 4 Baths ⋅ 12480040 MLS ⋅ CLOSED Status
Discover this rare 4-unit gem at 1016 S Humphrey Ave in Oak Park. Each apartment offers generous living space, and plenty of natural light, making it ideal for both investors and those considering owner-occupancy. Located just minutes from shops, restaurants, grocery stores, parks, and public transit, this building puts convenience first. Oak Park is renowned for its top-rated schools, neighborhood charm, and strong community life. With its classic architecture, walkable streets, and stable tenant demand, this building offers reliable cash flow and long-term growth. Whether you're expanding your investment portfolio or looking for a property with both income and lifestyle benefits, this is the one.

1014-1016 S Humphrey Avenue, 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
$820,000
4 Beds ⋅ 4 Baths ⋅ 12453033 MLS ⋅ CLOSED Status
A vintage, four-unit apartment property located at 737-739 Clarence Avenue in Oak Park, Illinois. Oak Park is one of Chicago's most sought-after suburbs for homeowners and renters. Located approximately nine miles west of the Loop, Oak Park is accessible within 20 minutes via the Eisenhower Expressway (Interstate 290), by Metra and CTA trains, and Pace bus lines. Its unique mix of diversity, community, world-famous architecture, upscale neighborhoods and commerce make it an ideal location to own rental property. Noted for its quality housing stock and schools, Oak Park is a model community which provides a wide range of community services to residents within close proximity to the city of Chicago. The property features four one-bedroom / one-bathroom units (approximately 1,075 square feet) with large layouts, hardwood floors, and select upgrades throughout. On-site there are two garage parking spaces and two surface parking spaces, coin-operated laundry, and a private landscaped backyard.

737 Clarence Avenue, Oak Park
$351,000
4 Beds ⋅ 3 Baths ⋅ 12439432 MLS ⋅ CLOSED Status
Charming 2-Unit Home in Oak Park - Great Investment Opportunity! Welcome to 1165 S Humphrey, a versatile two-unit home perfect for owner-occupants or investors alike! This well-located property offers flexible living options with a total of 4+ bedrooms and 3 bathrooms. The first-floor unit features 2 spacious bedrooms, 1 full bathroom, and a finished basement with additional living space and a second full bathroom. Enjoy your morning coffee on the private deck just off the kitchen, or relax on the inviting covered front porch. The second-floor unit includes 2 bedrooms, 1 full bathroom, and a fully finished attic, offering a great space for a family room, playroom, or a quiet home office. With a bit of TLC, this home has the potential to truly shine! Live in one unit and rent out the other-a fantastic opportunity in desirable Oak Park. Don't miss out!!

1165 S Humphrey Avenue, Oak Park
$650,000
4 Beds ⋅ 4 Baths ⋅ 12427182 MLS ⋅ CLOSED Status
4 Unit Investment Property! Professionally managed and maintained classic center entrance brick 4-flat in Oak Park Arts District a short walk to the CTA Blue Line, restaurants, and shops! The building has history of consistent cash flows with the ability to increase rents in current condition and further growth opportunity with kitchen remodels. The property consists of four 1 bedroom units with large living and dining rooms and enclosed back porches. Back yard beautifully landscaped w/bamboo garden. Unfinished basement with front and back entrances makes duplexing a unit down or renovating for an office space/art studio other options for value-add and increased revenue. One off alley parking space currently leased to resident. Perfect for newer investors or experiences housing providers!

908 S Lombard Avenue, Oak Park
$590,000
6 Beds ⋅ 4 Baths ⋅ 12424507 MLS ⋅ CLOSED Status
Discover a fantastic investment opportunity in Oak Park! This lovingly maintained 2-flat, located in the charming Oak Park Historic District, showcases wonderful construction and delightful character. Set on an oversized lot with a convenient 2-car garage, both units share a remarkable floor plan that includes separate living and dining areas, bright and welcoming spaces, generous closets, and spacious kitchens with separate dining rooms individual In unit laundry. Each unit, covering 1,500 sq. ft., features three cozy bedrooms and two baths, beautifully highlighting original woodwork and stunning hardwood floors. Second unit has been. professionally repainted. A large basement, accessible from both the front and rear, holds great potential to be converted into a 3rd unit. This property isn't just a place to live; it's a tribute to timeless elegance and a smart investment in your future. In addition to its stunning interiors, this home also offers low maintenance for essentials like furnaces and boilers. You'll find it's just a short stroll to all that downtown Oak Park has to offer, including delightful shops, tasty restaurants, a movie theater, and more! Plus, enjoy easy access to the Harlem Green Line and Metra. Don't miss out on this wonderful opportunity; schedule your showing today!

1027 N Harlem Avenue, Oak Park
$345,500
6 Beds ⋅ 3 Baths ⋅ 12423312 MLS ⋅ CLOSED Status
A rare opportunity in beautiful Oak Park- 2-unit property sits proudly on a double lot! Whether you're looking to invest or live in one unit while renting the other. The spacious first-floor duplex features a freshly painted living and dining room, a total of 4 bedrooms (one on the main floor and three in the finished basement), and two full bathrooms. The kitchen includes brand-new appliances. Upstairs, the second-floor unit offers inviting 2-bedroom, 1-bath layout-perfect for additional income or multigenerational living. Enjoy outdoor gatherings in the large, fenced yard, and take advantage of 5 exterior parking spaces. Located just minutes from the Green Line and I-290, commuting into downtown Chicago is a breeze, the beautiful Columbus Park, and Oak Park's vibrant downtown filled with local boutiques, cozy cafes, and renowned restaurants. This property combines suburban charm with city convenience.

1144 N Austin Boulevard, 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
$1,300,000
10 Beds ⋅ 5 Baths ⋅ 12409520 MLS ⋅ CLOSED Status
This unique vintage 4 unit property (3 units in main building and 1 large duplex in coach house in rear) features original inlaid hdwd floors, gorgeous hardware, built-ins, art glass and huge wrap around front porch. Just 1 block from FLW Home & Studio & school, 3 blks to green line/metra. Lots of potential! -- An additional coach house has been approved by the Village for two additional units Tranquil & lovely ctyrd & garden, and 6 tandem pkng spaces, in unit laundry in two units and two unit share laundry in the full basement. All units are rented with long term leases, Rent roll of 125k+ for 2025

420 N Marion Street, 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
$590,000
5 Beds ⋅ 2 Baths ⋅ 12381522 MLS ⋅ CLOSED Status
Recently Rehabbed Red Brick Two-Flat on a Corner Lot on a Quiet Oak Park Cul-de-Sac. This beautifully maintained and recently updated red brick two-flat offers timeless charm, solid investment potential, and thoughtful improvements-tucked away on a serene cul-de-sac in Oak Park. Inside, you'll find gorgeous original oak woodwork, stained glass details, and refinished hardwood floors throughout. The layout features spacious living and dining rooms with high ceilings, ceiling fans, and abundant natural light from large bay windows. The first-floor unit is occupied by a longer-term tenant, providing steady income, while the second-floor unit is vacant and move-in ready. The updated kitchens feature granite countertops, stainless steel appliances, white shaker cabinetry, and ample storage. Bathrooms have also been refreshed to reflect a clean, modern style while preserving vintage charm. The unfinished basement offers tall plaster ceilings, steel support posts, and interior stair access-ideal for future expansion or storage. A large rear deck overlooks the backyard and is perfect for outdoor lounging, grilling, or entertaining. The building has strong curb appeal. This is a unique opportunity to own a piece of Oak Park's architectural legacy while building equity and generating income.

1046 S Scoville Avenue, Oak Park
$635,000
7 Beds ⋅ 4 Baths ⋅ 12387471 MLS ⋅ CLOSED Status

401 N Humphrey Avenue, Oak Park
$729,900
7 Beds ⋅ 4 Baths ⋅ 12393629 MLS ⋅ CLOSED Status
Rare Find. 3 Unit Classic Greystone in Great Condition on Cul De Sac In Oak Park that is Perfect for owner/occupant who wants to live in one huge apartment and have the other two highly desirable apartments cover mortgage. Rents are below market : $2500,2500,3500 are estimated market value . Top 3 Bed currently vacant and waiting for you with two full screened leased tenants in other two units. Enclosed porch for storage. Enclosed Patio in back. Private patio in back for grilling. Common sun porch in front entry. Excellent location so you can walk to everything and Stroll to School On Foot and Parks. A commuter's dream location. Parking can Lease from Lot Next Door.The el stop and shopping is around corner. Whole Foods /Trader Jo, Lake Movie Theatre, Old Navy/Target is mall is a few blocks from your door. Have all the amenities of the city and Oak Park - dining, cafes' theatre, El Stop/ Metra within minutes on foot and parking (for 190 a month) next door and great space inside your home and hit the mortgage with rent. Great Oak Park schools(Holmes Elementary , Brooks Middle and Oak Park River Forest HS).

109 S Maple 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
$750,000
8 Beds ⋅ 3 Baths ⋅ 12380487 MLS ⋅ CLOSED Status

717 Randolph Street, Oak Park
$575,000
4 Beds ⋅ 3 Baths ⋅ 12276515 MLS ⋅ CLOSED Status
NOT A DRIVE-BY! LARGER THAN IT LOOKS! 2 UNIT BUILDING SITUATED IN SOUTH OAK PARK. GREAT FOR OWNER OCCUPANCY OR INVESTOR. FIRST FLOOR UNIT INCLUDES A LIVING ROOM, FORMAL DINING ROOM, KITCHEN, 2 BEDROOMS, 1 BATHROOM AND A LARGE FAMILY ROOM ADDITION AT THE REAR (OFF THE KITCHEN AREA) (24X17 +/-) AND PRIVATE ACCESS TO A PARTIALLY FINISHED BASEMENT (DUPLEXED) SECOND FLOOR UNIT INCLUDES A LARGE LIVING ROOM, EAT-IN KITCHEN, 2 BEDROOMS AND 1 BATHROOM. FEATURES INCLUDE: SOME HARDWOOD FLOORING, CROWN MOLDING, FIREPLACE IN FIRST FLOOR UNIT, HIGH CEILINGS IN FIRST FLOOR UNIT AND BASEMENT. SEPARATE HEATING SYSTEMS, CENTRAL AIR IN FIRST FLOOR UNIT,REAR DECKS AND A 2 CAR GARAGE AND POSSIBILTY OF AN ADDTIONAL 1 CAR EXTERIOR SPACE. FRESHLY PAINTED, REFINISHED HARDWOOD FLOORS, NEW FLOORING (CARPET/PLANK TILE) MODERNIZED KITCHEN AND BATHROOM, NEW LIGHTING, NEW SODDED FRONT AND REAR YARDS....

1012 S Oak Park Avenue, Oak Park
$820,000
8 Beds ⋅ 4 Baths ⋅ 12352667 MLS ⋅ CLOSED Status
Great investment, four units building in very good conditions. Property has hardwood floors, separate dining room, rear deck, plenty of parking space. Lots of potential! - Extra income from coin laundry. All units are rented, month to month. All units featuring 2 bedrooms/one bath. Parking for 6 cars or more. Separate utilities. Low expenses.

7 Garfield Street, Oak Park
$550,000
4 Beds ⋅ 3 Baths ⋅ 12313187 MLS ⋅ CLOSED Status
Enjoy all the benefits of living in a two-flat, but with the look and yard of a single-family home! Great for owner occupied, multi-generational, seasonal living, or income property. 102 is in fantastic condition and offers you so many options. The 1st floor unit is duplexed down and has one bedroom with a brand new full bath, generously sized kitchen, living and dining rooms. In the basement, there's a finished rec room adjoining a laundry room with plenty of storage. The 2nd floor unit is duplexed up with one and a half bathrooms and three bedrooms. Enjoy the beautiful original woodwork, original dining room built-in, hardwood floors throughout, laundry in each unit and a 50'x106' fantastic fenced in yard with back deck, brick paver patio, large front porch, lots of established perennials in the garden and an in-ground sprinkler system. There's a newer 2.5 car garage and a private parking pad that can fit another two cars. The location can't be beat. Easy to hop on the train, walk to school and parks. Quick closing and occupancy possible! Get settled in time to fully enjoy Chicago's spring and summer!

102 S Humphrey Avenue, Oak Park
$570,000
4 Beds ⋅ 2 Baths ⋅ 12312796 MLS ⋅ CLOSED Status
This fully rehabbed legal two-flat offers 2,544 SF of modern, updated living space the entire home professionally updated to provide modern comfort and style in a highly desirable Oak Park, IL location. The first-floor unit features three spacious bedrooms, a full bathroom, and a large living room, all with stylish finishes and brand-new fixtures. The second-floor unit is equally impressive, with a large bedroom, full bathroom, and a bright living and dining area, filled with natural light and contemporary touches. There is a new deck, new front stairs and a newer roof. Situated on a double sized lot this property has a rare side driveway leading to a 2-car drive-through detached garage which offers extra parking. Extra storage throughout the house. The basement is large and is plumbed for an additional bathroom. Located just minutes from local parks, schools, and shops, this completely rehabbed home is perfect blend of old world charm and modern convenience. Ideal for investors or homeowners seeking a move-in-ready property in a vibrant, in demand neighborhood. Don't miss out on this one-of-a-kind opportunity!

1035 S Ridgeland Avenue, Oak Park
$685,000
6 Beds ⋅ 3 Baths ⋅ 12300257 MLS ⋅ CLOSED Status
Don't miss this fantastic opportunity to own this rejuvenated 2-unit building! This property is ideal for multi-generational living -- or live in one unit and rent the other. You are sure to get top rent based on condition and amenities these units offer. Situated on a quiet tree-lined street, and on a deep lot, this home has a 2-car garage with a side drive (no alleys on this block)--parking is not an issue here. Both apartments have been thoughtfully refreshed with modern kitchens and baths, fresh paint, re-finished hardwood floors and new LG appliances and light fixtures. First-Floor Apartment: 3 bedrooms, 1 full bath; Formal living and dining rooms; enjoy the inviting open front porch and convenient basement access with washer & dryer - estimated rent is $1900 per month. Second-Floor Apartment (Duplexed to 3rd Floor): 3 large bedrooms, 1.5 baths; expansive updated kitchen with a large dining area; in-unit washer & dryer; separate gas forced air heat & central air conditioning; estimated rent of $2,900 per month. Current owner replaced all of the windows and installed new siding in 2024; Roof is approximately 12 years old; Gutters and Facia approx. 5 years old. Boiler for 1st floor apartment was new in 2024. This is a must-see! Schedule a showing today!

624 N Humphrey Avenue, Oak Park
$375,000
2 Beds ⋅ 2 Baths ⋅ 12304029 MLS ⋅ CLOSED Status
Charming Two-Unit Home in Oak Park - Ideal for Owner-Occupants or Conversion! Welcome to 736 S Highland Ave, a beautifully maintained two-unit property in a prime Oak Park location! This versatile home is perfect for owner-occupants looking for rental income or those seeking the opportunity to convert it into a stunning single-family residence. This charming property boasts classic architectural appeal, spacious layouts, and endless potential. It offers a fantastic blend of historic character and modern convenience. Located in the heart of Oak Park, this home is just minutes from parks, schools, shopping, dining, and public transportation, making it an excellent investment for any buyer. Don't miss this rare opportunity to own a multi-unit gem in one of Oak Park's most sought-after neighborhoods!

736 S Highland Avenue, Oak Park
$570,000
6 Beds ⋅ 2 Baths ⋅ 12290189 MLS ⋅ CLOSED Status
Meticulously maintained and recently renovated Classic two-unit apartment building in a prime location in the Ridgeland-Oak Park Historic District. This opportunity is ideal for an Owner seeking to reside in a high-quality residence with sought after amenities including an oversized lot, a very large open front porch, and a three car garage. In addition, it's a great starting point for an investor to build a portfolio. The first floor, which is currently available and move-in ready has recently refinished Hardwood Floors throughout and was repainted in 2024. It offers an expansive Living Room with a woodburning Fireplace, Stained Glass window, formal Dining Room, three spacious Bedrooms and full Bath with ceramic tile. The Kitchen includes Granite countertops and Cherry stained cabinetry. The second floor unit has a Living Room with a woodburning Fireplace, formal Dining Room, and three oversized Bedrooms. It has a beautifully updated Kitchen (2021), with granite countertops and white Shaker cabinets, subway tile backsplash, and newer dishwasher and microwave. Hardwood floors were refinished and unit repainted. This Unit is currently leased at $1785 per month. Both apartments also include a three-season enclosed porch providing pleasant get-away/customizable space. There is a full unfinished Basement with storage rooms, laundry area (two washers and two dryers) and abundant mechanical space. The rear, side yard and patio provide an adjacent pastoral green space! There is a freestanding Brick Three Car Garage with separate Garage Units for the Owners and/or Tenants. Recent Improvements include: New Building Roof (2024); Garage Roof (2022); Electric Panel (2021); Boiler upgrades(2021); Tuckpointing for front stairs (2021), Boiler Chimney & Cap (2021), and Front porch (2021); New fence on south side (2022). Premium location in the Ridgeland-Oak Park Historic District and only 2 blocks from Pete's Supermarket and the Green Line Ridgeland Stop. 3-4 blocks from Ridgeland Commons: pool, ice rink, Oak Park Tennis Club and Gym. Just 2 blocks to Beye Elementary School and nearby OPRF.

106 S Taylor Avenue, Oak Park
$570,000
6 Beds ⋅ 4 Baths ⋅ 12286679 MLS ⋅ CLOSED Status
Discover an incredible investment opportunity in Oak Park! This meticulously maintained 2-flat in the revered Oak Park Historic District stands as a testament to quality construction and charm. Nestled on an oversized lot with a 2 car garage Both units share a remarkable floor plan, featuring exclusive living and dining rooms, bright and inviting spaces, generous closets, and large kitchens. Each unit, spanning 1,350 sq. ft., boasts three bedrooms and two full bathrooms, showcasing original woodwork and stunning hardwood floors. This property is not just a place to live; it is a celebration of timeless elegance and a wise investment in your future. Beyond its exquisite interiors, this home also boasts practical Maintenance of equipment such as HVC, boilers. Walking distance to everything in downtown Oak Park, including shops, restaurants, movie theater, and more! Easy access to the Harlem Green Line and Metra. Don't miss this opportunity. Schedule your showing today!

1018 Chicago Avenue, Oak Park
$575,000
6 Beds ⋅ 4 Baths ⋅ 12286809 MLS ⋅ CLOSED Status
Looking for a fantastic investment opportunity in Oak Park? Check out this beautifully maintained 2-flat nestled in the charming Oak Park Historic District! With its quality construction and flair, this home truly stands out. Set on a spacious lot with a 2-car garage, both units share a wonderful layout that includes cozy living and dining rooms, bright and cheerful spaces, roomy closets, and large kitchens where you can whip up your favorite meals. Each unit is 1,350 square feet, featuring three bedrooms and two full bathrooms, highlighting original woodwork and gorgeous hardwood floors that add character and warmth. This property isn't just a place to call home; it's a lovely celebration of timeless elegance and a smart investment for your future. Plus, you'll appreciate the practical upgrades that make living here even more enjoyable. This home is equipped with well-maintained systems, including updated HVAC, boilers, ensuring a comfortable living experience. Located within walking distance of the vibrant amenities in downtown Oak Park, you'll have easy access to shops, restaurants, a movie theater, and more. Additionally, the property offers convenient access to the Harlem Green Line and Metra, making commuting a breeze. We encourage you to take advantage of this wonderful opportunity-please consider scheduling your showing today!

511 Forest Avenue, Oak Park
$550,000
5 Beds ⋅ 3 Baths ⋅ 12280703 MLS ⋅ CLOSED Status
Charming 2-flat located in the iconic Frank Lloyd Wright District of Oak Park, offering a blend of classic architecture with updated mechanics. The building is in excellent structural shape, with a roof and tankless boiler under 5 years old, dual hot water tanks, newer windows, and updated electrical. The 2-car garage and additional exterior parking space provide plenty of off street parking. The first-floor unit is owner-occupied, while the second-floor unit is tenant-occupied, making this a fantastic opportunity to live in one unit and collect rent from the other. The full basement offers potential for a great recreation area. Bring your design vision and make this property your own!

407 N Marion Street, Oak Park
$549,500
3 Beds ⋅ 4 Baths ⋅ 12278433 MLS ⋅ CLOSED Status
NEWLY REFINISHED FLOORS AND NEW CARPETING! This charming property offers a rare opportunity to capitalize on various income streams or enhance multi-generational living. With key updates completed, including central air, tuckpointing, siding, replacement windows, and roofs, buyers can focus on personalizing the space to your taste. The front single-family home, an adorable Victorian dollhouse, boasts beautiful woodwork, hardwood floors, and sun-filled rooms. A finished basement and laundry room add to the convenience, while a cozy sunporch and deck create ideal spaces for relaxation and entertaining. The paved patio between the main house and the coach house is perfect for gathering around a firepit or enjoying meals al fresco. The coach house, with its two bedrooms and an additional basement bedroom, presents excellent potential for long-term rental, Airbnb income, or accommodating extended family. The private backyard behind the coach house adds a touch of tranquility. Situated in the Frank Lloyd Wright historic district, this property is just blocks from the Frank Lloyd Wright Home and Studio, and close to schools, parks, coffee shops, restaurants, downtown Oak Park, and transportation options like the CTA and Metra. Don't miss this unique opportunity!

1125 Paulina Street, Oak Park
$625,000
9 Beds ⋅ 4 Baths ⋅ 12202091 MLS ⋅ CLOSED Status
Don't miss this rare opportunity to purchase a two-unit building WITH a coach house - three units total in an ideal Oak Park location! The units in the front building are incredibly spacious, featuring tall ceilings, and oversized living and dining rooms with lots of windows for great natural light! Stunning built-ins decorate the dining room of each unit. Additional perks here include newly refinished hardwood floors, fresh paint throughout, and new flooring in the upstairs kitchen. The roof on this building was replaced in 2020. A full basement allows for plenty of storage space. The coach house in back lives large with 4 bedrooms, one full bath and one half bath. Recent updates here include a new furnace in 2019. The property also features a large side yard - perfect for relaxing, hosting, or play! The location within Oak Park offers so many possibilities - it's a 15 minute walk or less to the Green Line, Farmer's Market, Daly Bagel, multiple parks, Ridgeland Commons pool, and more! This is the property you have been waiting for - schedule your showing today!

319 Chicago Avenue, Oak Park
$625,000
4 Beds ⋅ 2 Baths ⋅ 12205311 MLS ⋅ CLOSED Status
This impeccably maintained brick 2-flat is a rare find, offering a blend of classic Oak Park charm and modern conveniences. It's nestled on a quiet residential tree-lined street in the Frank Lloyd Wright Historic District, yet it's just a short walk to parks, school, restaurants, movie theater, library, Starbucks, El, Metra and downtown Oak Park. This building is ideal for accommodating extended family or for generating rental income. The 2nd floor is currently leased until June 30. It features original oak woodwork, hardwood floors, a beautiful original decorative fireplace in the living room, an office or extra room next to the living room, updated kitchen with dishwasher, built-in microwave and a pantry, and a spacious outdoor deck. The 1st floor is leased until July 31. It features hardwood floors, an updated kitchen with stainless steel appliances, built-in microwave and a pantry, and a spacious outdoor deck. The large common basement has a washer and dryer, and there is plenty of storage space. Both apartments have formal dining rooms and lots of light coming through the updated Pella windows. The beautifully landscaped and tranquil backyard features a 2 car garage and a brand new privacy fence on the alley. Tenants currently park two extra cars on the garage apron. Come see this beautiful 2-flat in Oak Park's best walk-to-everything location!

935 Ontario Street, Oak Park
$349,900
5 Beds ⋅ 4 Baths ⋅ 12189213 MLS ⋅ CLOSED Status
Tucked away at the end of a serene cul-de-sac, 519 N Humphrey Ave in Oak Park, Chicago, unveils a remarkable multi-unit property brimming with possibilities. Featuring two expansive units and a sizable unfinished basement ideal for storage or expansion, this residence offers both versatility and convenience. The upper unit boasts three bedrooms and two bathrooms, while the lower unit offers two bedrooms and one and a half bathrooms, each providing abundant living space. With dual access points from both the front and back of the building, accessibility is effortless. Nestled in a coveted cul-de-sac setting, this property provides a peaceful retreat while still being within close proximity to Oak Park's amenities. Whether you're an investor seeking rental income or a homeowner looking for a flexible living arrangement, this property presents a rare opportunity. Don't miss out-schedule your viewing today to explore the potential of this unique offering.

519 N Humphrey Avenue, Oak Park



The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than our company are marked with the MRED Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (the MRED logo) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The accuracy of all information, regardless of source, including but not limited to square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Copyright 2026 MRED LLC. All rights reserved.

Based on information submitted to the MLS Grid as of . All data is obtained from various sources and has not been, and will not be, verified by broker or MLS Grid. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the DMCA) provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@theMLSGRID.com.

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner’s behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Some listings have been excluded from this website.