Oak Park IL Real Estate & Homes for Sale

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.

Welcome to the heart of Oak Park. One of a kind unit in the Santa Maria Condominiums, an architectural beauty across Oak Park Avenue from Scoville Park, the village's town square. Carefully curated designer touches throughout, including high end lighting and custom window treatments in every room; a hand painted fireplace; built-in desk/office nook; kitchen with maple cabinets, granite counters, and stainless appliances; Huge Living room, formal dining room/family room, large bedroom-- 1000 sq ft, larger than many 2 bedrooms; The back courtyard is not to be missed, a beautiful hidden garden full of intimate seating areas. Downtown Oak Park's vibrant shopping and dining are at your doorstep, as well as transportation to the Loop.

Rarely available 4 bedroom condo in Oak Park! This unit is a spacious top-floor condo in a 3-flat with original woodwork and beautiful hardwood floors. Nestled among the trees on the second floor, this unit gets tons of natural light and no footsteps above you! Leave your shoes and bags in the private foyer just outside the door and enter the unit to find a large living room and separate dining room flanked with windows. The front bedroom is often used as an office space overlooking the street. The 4 bedrooms are generous and bright. The large white kitchen has new flooring (2023), and ample cabinet space. Off of the kitchen, the enclosed back porch is big enough to house the newer full-sized washer/dryer (2021) and more versatile space for office, eating, or play area. Association will allow for addition of another bathroom in this large unit. Great closets and storage within the unit and more storage in the basement, where there is also a common gym for owners. Enjoy the open front porch and fenced rear yard. One deeded garage spot included. Small, intimate, self-managed building means low assessments ($200/mo.). Great alternative to detached house living with the best of all worlds. Lincoln Elementary School area. Conveniently located near schools, parks, blue line, restaurants and shopping.

Welcome home to this beautiful 2 bed / 1 bath condo centrally located in Oak Park! Enjoy the vintage charm of this home with the modern amenities you are looking for. In-unit laundry, central heat and air conditioning, hardwood floors throughout, stainless steel appliances and updated modern light fixtures. Well maintained building, updated rooftop a/c and brand-new furnace in-unit. Gorgeous community courtyard and the location provides easy access to both the Green and Blue Line El, expressway, parks, schools, shopping, restaurants and downtown Oak Park! No rental restrictions and solid reserves.

FANTASTIC 2 BEDROOM, 1 BATH CONDO IN ELEVATOR BUILDING AND IN PRIME LOCATION OF OAK PARK! THIS HOME HAS BEEN RECENTLY UPDATED AND HAS HARDWOOD FLOORS, 42" CABINETS WITH SLOW CLOSE DRAWERS, GRANITE COUNTERTOPS, BREAKFAST BAR AND AMPLE STORAGE SPACE. THE OPEN LIVING ROOM WITH EXPANSIVE WINDOWS IS GREAT FOR ENTERTAINING AND CONNECTS TO THE DINING ROOM AND KITCHEN. THE PRIMARY BEDROOM HAS DOUBLE CLOSETS AND AMPLE SPACE. **LAUNDRY AND STORAGE LOCATED DIRECTLY ACROSS THE HALL AND SECURED, COVERED PARKING SPOT INCLUDED, NEW AC WINDOW UNITS AND 13 MONTH HOME WARRANTY INCLUDED! CONVENIENTLY LOCATED WITHIN WALKING DISTANCE TO OAK PARK TRAINS, RESTAURANTS, SHOPPING AND MORE.

Light and bright classic Oak Park 4 Square on a vibrant block is ready for new owners! All of the big ticket items have been taken care of for you in the last 5+ years! New roof, waste stack, exterior stucco and painting, gutters, perimeter drain tile and sump pump in basement. Updated 200 amp electric, Elfa closet systems, and newer windows. Expansive first floor with living room, dining room and sun room provide ample opportunities for living and entertaining. Large primary bedroom has 2 closets and tandem room provides ideal play space or extra home office. Large full basement is just waiting for your finishes. Oversized lot with privacy fence has been turned into a backyard oasis and central location provides easy access to parks, grocery, public transportation, schools and restaurants. Easy access to Harrison Arts District and enjoy all the new amenities on Madison Avenue. **Current area construction is for a new Pete's Fresh Market on Madison coming soon**

Rare, previously FHA approved condo building! Looking for a beautiful vintage unit with large room sizes, great closet space, amazing style and in-unit laundry? This is the one! This raised 1st floor unit has a large double-entry front entrance on Harvey Avenue. w/easy parking (permit on street) right in front of the unit. As you enter the unit's small foyer you are greeted by a long living room with an east-facing bay window and an extra large closet. The formal dining room has updated lighting and is adjacent to the large kitchen; perfect for entertaining. The kitchen has access to a back porch area with room for a small table and chairs. You will love the generous cabinet space, granite countertops, and new front-loading washer and dryer (electric!) You'll be impressed by the large bedroom which has a big closet and room for a home office area. The back entry to the complex is secured with an electric gate and the basement below the unit houses a large private 6.5 - 7' storage room for the unit. Convenient location, close to downtown Oak Park, Shopping, Dining and Entertainment and conveniently located between the green and blue line EL trains. A real gem!

Unbeatable location! A desirable Garden Grove townhouse in Oak Park offers 2 bedrooms 2.1 bathrooms with 2 car attached garage and perfect terrace! Through the nature light inviting, to the comfortable first floor family room, the hardwood floors flowing through first and second level made the house more open and bright! The second floor has living room, dining room, connected to the kitchen, a spacious space infused with joy! Cook for plenty in the well appointed kitchen with 42" cabinetry, granite counters, trendy backsplashes, gourmet stainless steel appliances(microwave 2020, new stove 2023),and a perfect island! Entertain in the terrace enjoying your own designed flowers or veggie garden! Two good size bedrooms with two full bathrooms at third floor. The master bedroom has an additional small relaxation area for reading and watching TV. The master bathroom has a double sink and right size shower. Both bathrooms have granite coutertops and tile walls. One block to Lincoln elementary! Walking distance about 13 minutes (per Google map) to Blue line! Conveniently close to schools, train stations, restaurants, parks, shoppings, and highways! Welcome Home!

Step into a piece of history with this meticulously maintained American Four Square home, built in 1913 located in Oak Park Historic District. Greeted by the expansive front yard and lovely perennial gardens complete with a spacious front porch you'll instantly fall in love with this home. As you enter the home you'll notice the exceptional flow and livability. Basking in light, the living room seamlessly flows into the formal dining room featuring a sizable bay window. The kitchen is a chef's dream with an abundance of cabinetry, updated appliances, granite counters, double ovens, and a built-in pantry. Tucked in off the kitchen is the 1st floor half bathroom. Enjoy fun family nights in the generously sized additional family room featuring Amish built-in cabinetry, including a workstation, an entertainment center, and gas fireplace. Heading upstairs you'll find 3 original stained glass windows and a bench seat on the 1st landing. 3 well-appointed bedrooms with ample closet space, and a full bathroom. The 4th bedroom located in finished attic can be used as a playroom, home office, or guest suite. This versatile area adds to the home's overall functionality and charm. Gleaming hardwood floors on the main level and hardwood under the carpet on the 2nd floor. The basement provides extra storage, laundry room, and work area. This home has triple-zoned heating and cooling. Unwind in this sizable fenced-in backyard surrounded by lush greenery and mature trees. 2-car garage and a parking pad for 2 cars. The gardening shed is attached to the garage, great for storing lawn equipment. 2 blocks to Whittier, 2 blocks to Dole Library, 5 blocks to OPRF, and 6 blocks to the green line. This home, cherished and well-loved for many years, now stands ready to welcome new owners to create their own memories. Don't miss your chance to make this remarkable home your own and enjoy the best of Oak Park living. This home is being sold AS-IS.

Great opportunity on this spacious top floor condo unit. It offers approximately 1,294 square feet of living space with 2 bedrooms and 2 bathrooms. Open floor plan. Two garage spaces. May require some enhancements and upgrades but worth taking a look at. Property is lender-owned, sold "AS-IS" REO Auction property.

Welcome to this beautifully updated and move-in-ready home offering modern elegance and classic charm. This exquisite residence features a newly remodeled kitchen and first floor (2022) with contemporary finishes, along with a newly renovated upstairs bathroom (2022) and a fresh basement bathroom remodel (2023). Recent upgrades include a new water heater (2023), new windows throughout (2023), a new furnace (2022) and air conditioner & condenser unit (2022), and updated electrical systems (2022). Enjoy the convenience of new doors (2024), and Elfa organizational storage in the principle closet (2024) and garage. The home also boasts newly planted privacy Thujas and Hydrangeas, and a larger lot perfect for a future garden or extension. This property is being sold as-is. Cash and conventional offers welcome!

Location, Location, Location! Nestled in the heart of Oak Park's prestigious Frank Lloyd Wright historical district, this stunning 2-bedroom, 1-bathroom condo seamlessly blends modern amenities with historic charm. Situated on the elevated first floor (NOT a garden unit) of a beautifully maintained vintage building, the unit features hardwood floors, high ceilings, and large windows that flood the space with natural light. The bright and airy living room, highlighted by bay windows and a decorative fireplace, creates a warm and inviting atmosphere. The formal dining room, spacious and perfect for entertaining, offers ample room for guests to gather and relax. The kitchen is a culinary delight, boasting spacious countertops, hardwood floors, plentiful windows, and ample white cabinetry, making it a joy to cook and entertain in. Both generously sized bedrooms provide ample closet space, ensuring comfort and convenience. Additional features of this charming condo include built-in bookshelves, a dedicated parking spot, window air conditioning, and a spacious outdoor deck with stunning views of the surrounding neighborhood. Building amenities include an oversized storage room and shared laundry facilities on the first level, with the front facade having been tuckpointed in 2022. Just steps from Oak Park's bustling downtown area, this condo offers easy access to a plethora of shopping, dining, and entertainment options. It is conveniently nestled between the elementary school, high school, and daycares, with historic village parks just steps away to the east and west, providing ample recreation and entertainment opportunities. Commuting is a breeze with excellent highway and mass transit access, allowing you to reach the Loop and the cultural heart of Chicago in just half an hour. Don't miss your chance to make this beautiful condo your own and enjoy the perfect blend of historic charm and modern convenience.

Welcome to this exquisitely maintained Gunderson single-family home, where timeless elegance meets modern comfort on an oversized 40x133 lot. This residence boasts stunning architectural details and is flooded with natural light and positive energy. Refined crown moldings, detailed millwork, and hardwood floors are complemented by the charm of original glass windows. The large foyer greets you, and you're immediately aware you're in a special home. The double parlor is perfect for entertaining and flows to the thoughtful stainless and granite kitchen featuring custom cabinetry, a convenient pantry, and a large island. The kitchen leads to the impressive back deck and spacious backyard. The two-room primary bedroom offers an exceptionally versatile layout that is perfect for customizing to your needs. The second level also includes two additional bedrooms and a beautifully appointed bathroom, completing the floor with style and comfort. The expansive third floor presents endless possibilities, whether you envision a master suite, home office, or creative studio. The sharp lower-level recreation room with a full bath offers an excellent bonus space. This lovely home is a harmonious blend of classic beauty and contemporary functionality, ready to welcome you with open arms. A three-car garage and ample extra storage round out this impressive home. Walk to town, shops, EL, restaurants, and more from this booming pocket of Oak Park.

Check out this 4 bed 2.5 bath in the gorgeous town of Oak Park. Walk into this classic home with original hardwood flooring throughout the home, crown molding, and vintage elements that make this home unique. Separate living & dining rooms with recessed lighting and freshly painted walls. Kitchen boasts, white shake cabinetry and ceramic tile and SS appliances. All 4 bedrooms are on the 2nd floor with a full bath with modern finishes and mosaic tile flooring. Finished attic with brand new vinyl flooring, perfect for an additional bedroom perhaps or an office or play room. Head down to the full finished basement with an additional recreational room with vinyl flooring, full bath, and separate laundry room with plenty of storage. The shady backyard is fully fenced in with a great patio for additional outdoor entertaining space and a 2 car detached garage. Schedule your showing today!

You will not want to miss this simple, yet elegant, classic brick bungalow. The original crown molding, newer custom wood framed Marvin windows, gas fireplace, and hardwood floors throughout give this home a unique character that truly stands out. The first floor features two bedrooms and a full bath, while the spacious, light-filled kitchen, complete with stainless steel appliances and an island, overlooks the deck and beautifully landscaped backyard. The connecting breakfast room, complete with glass shelving provides a cozy space to enjoy your morning coffee. There is plenty of cabinet space here, but there is also a separate pantry off the dining room, making the kitchen area functional and stylish. If you need additional storage space, look no further. Coat closet, broom closet, walk in closets, and built-in shelving will meet all your organizational needs. The second floor features a bedroom with a walk-in closet and an unfinished attic for storage or potential growth. The partially finished carpeted basement features recessed lighting, a full bath, additional bedroom, and an office nook. Recent upgrades include a new roof and rebuilt chimney in 2022. The gutters were replaced in 2010. Do not miss the opportunity to own this freshly painted, beautifully maintained and move-in ready home conveniently located just a few blocks from Taylor Park. And of course, no home would be complete without freshly cut flowers from your own garden. Schedule a showing today before it is too late.

Welcome to beautiful 318 N. Cuyler! Current owners have impeccably maintained and tastefully updated and expanded this property over the years to meet all of your needs. With 3 bedrooms, three and half updated baths including a primary en suite, a freshly finished basement and a generously sized family room addition, space is no issue here! Bring your ideas to the clean, bright, unfinished attic just waiting to be drywalled! Property is ideally located on a quiet, scenic block walkable to schools, parks, public transit, and grocery stores. Owners have spent big money adding central air, updating electrical, roofing, and masonry work to make this home ready for the next owner. See full list of updates under "additional info" tab. Schedule your tour today!

This beautiful 5-bedroom, 3-bathroom brick bungalow in Oak Park is an ideal home for you and your family. Located in a family-friendly community with convenient access to amenities and transportation, it offers both comfort and practicality.As you enter, you're welcomed into a spacious living room that flows seamlessly into a large formal dining room, perfect for family gatherings and entertaining guests. The updated kitchen boasts ample cabinet space, ensuring you have plenty of storage for all your culinary needs. On the main floor, you'll find 2 bedrooms and a full bathroom, providing flexibility and convenience.Upstairs, the second floor has been freshly repainted and features 3 additional bedrooms, another full bathroom, terrific lighting, and generous storage options, making it an ideal space for the whole family.Looking for extra space? The basement is a versatile area that can be transformed into a children's playroom, a cozy movie room, or even your own personal gym, catering to various family activities and entertainment needs.Outside, the home is complemented by an enclosed front porch, offering a peaceful spot to enjoy your mornings. The backyard has been updated with a new deck, perfect for hosting gatherings and enjoying outdoor meals. Additional features include a garage and extra parking space for a third vehicle, providing convenience and storage solutions.Moreover, the home's major components have been recently updated for your peace of mind. With newer windows on the second floor, a heating unit replaced just 4 years ago, updated central air units for both floors, a roof that is only 5 years old, and newer gutters and soffit, maintenance concerns are minimized.Overall, this lovely home combines charm, functionality, and modern updates, making it a perfect choice for your family's next chapter. Click on the virtual tour link above the property photo for your private tour.

Discover the epitome of modern living in the heart of Oak Park Art District!!! Shops, restaurants, galleries just short walk away. Conveniently located by highway except you don't get any of the noise! This brand new home is a masterpiece of design, seamlessly blending the charm of the past with the comforts of modern living. This home is fully rehab so everything is new: new plumbing, electrical, and HVAC systems, new insulation, windows, doors, siding, roof, new floors, new kitchen, appliances. With all that you can move in with confidence and peace of mind. Boasting 4 bedrooms and 3 1/2 luxurious bathrooms, this home provides ample space for your family's needs. The open-concept design creates a welcoming and functional layout that's perfect for both everyday living and entertaining. It's way bigger than it looks from outside. You'll love the convenience of the detached 2-car garage, providing secure parking and additional storage space. Step outside to a lovely deck, ideal for enjoying the outdoors and hosting gatherings. No matter the season, you can relax and unwind in the enclosed front porch, which is designed for enjoyment all year round. The gleaming wood floors add warmth and character to the space. The highlight of this home is the master suite, featuring a high-end bathroom and a walk-in closet that will satisfy your storage needs. Last but not least, the finished basement provides extra living space for a variety of purposes, from a family room to a home office or gym. Located in an Art District, this Oak Park gem is the perfect place to call home. Don't miss out on the opportunity to make this your own - schedule a viewing today!

PRICED TO SELL! Don't miss out this great opportunity! This spacious 3-bedroom, 2-bathroom rear condo has been meticulously updated throughout, offering modern living at its finest. Step inside to discover new vinyl flooring, a fresh backsplash in the kitchen, and brand new stainless steel appliances complemented by sleek granite countertops. With generously sized bedrooms and ample storage space included, comfort and convenience are guaranteed. Plus, one outdoor parking spot included. Nestled in a prime Oak Park location, this home boasts easy access to all the amenities you need, making everyday living a breeze. One-year-old roof and no special assessments forthcoming. Pet friendly building with no weight restrictions! Come and see it today!

Bright, fully updated 2 bedroom, 1.5 bath condo in a charming elevator building in Oak Park. This spacious open-concept unit features a newly renovated kitchen with quartz countertops, new stainless steel appliances and new flooring throughout. Both bathrooms have been fully updated with modern finishes. The primary bedroom includes a convenient en-suite half bath. One assigned exterior parking spot and storage included. Onsite laundry. Perfectly situated close to restaurants, shopping options, Oak Park Art district and so much more! Minutes away from I290 for an easy commute to downtown. Well maintained building with healthy HOA. Units can be rented after 2 years of occupancy. Cats allowed.

Welcome to 1147 Wenonah Avenue. This meticulously crafted 5 bedroom, 5 bathroom bungalow designed by architect A.J. Fisher, seamlessly blends historic charm with modern convenience. Nestled on an over-sized 150' x 74' corner lot offering over 4,500 square feet of living space and a rare opportunity to own a piece of history and luxury. Upon entering, you are greeted by a grand formal living room with stunning rounded windows and a wood-burning fireplace with a marble mantel-a perfect setting for gatherings or quiet evenings. The formal dining room flows into the gourmet kitchen and spacious family room, featuring gleaming hardwood floors, newer Pella windows, and designer light fixtures. The first floor boasts three large bedrooms, including a primary suite with an ensuite bath, a second large bedroom with full bath and a versatile home office. Upstairs, you will find newly installed hardwood floors (2024), two oversized bedrooms both with ensuite baths, along with abundant closet space and built in storage. The one-of-a-kind lower level features 8-foot ceilings, maple hardwood floors, and a large work out studio that doubles as a bedroom. Open living space, a full bathroom and areas plumbed for a second kitchen offer endless possibilities for recreation, live-in childcare, or extended family living. Outside enjoy the custom blue stone patio and professionally landscaped yard, perfect for entertaining or relaxing. Rebuilt rear porch and stairs for both main level and basement entrances. Buried all utility lines for direct connection to house. Installed Kichler outdoor lighting system. Full tear off tile roof, new copper gutters and downspouts, all completed in 2017. The garage is wired with its own 220 electrical panel, perfect for an electric vehicle. A detached sunroom adjacent to garage is equipped with gas, water, and electric connections-ideal for additional outdoor living space or garden enthusiasts. Every detail reflects a commitment to quality and craftsmanship in this one-of-a kind, architectural gem of a home.

Enchanting architecturally significant EE Roberts Prairie style home in the Frank Lloyd Wright Historic District is brimming with comfort and a sure sense of style. Timeless elegance is seen in the original art glass windows, doors, light fixtures, built-ins, and hardwood floors throughout. This delightful home has much to offer. A grand front porch, a gracious welcoming foyer, an office, a comfortable living room with a fireplace surrounded by Rookwood tile and built-in bookshelves, and a huge dining room that includes the original glass chandelier, and a built-in buffet and china cabinet. The impressive and light-filled kitchen has a breakfast room with a view of the gorgeous, landscaped estate-sized yard. Four bedrooms are on the 2nd floor, including the master suite with a gas fireplace. The 3rd floor currently used as a music room is open to many possibilities. Pride of ownership can be seen in the high quality and substantial construction of the exterior masonry, stucco, and tile roof, as well as in the maintenance and many upgrades made throughout the years. Located in a wonderful kid-friendly neighborhood with beautiful, quiet streets, a walkers paradise, great block parties, and excellent schools convenient to downtown Chicago and both O'Hare and Midway airports. Just move in and enjoy!

Nicely updated 2nd floor condo in a classic, vintage Oak Park building with tons of natural light & beautiful tree top views of the courtyard. Condo checks all the boxes: open kitchen with breakfast bar, fantastic counter space, granite countertops & newer stainless steel appliances. Updated bath. Hardwood floors, central air & in unit laundry. Extra storage space available in the building. Perfect location... two blocks north of Lake Street/downtown. Steps to shopping, restaurants, and parks - you'll be right in the middle of it all! Transportation, Green Line and expressway are all close by. Easy street permit parking so you'll never have to stress about finding a spot. Well run, well maintained, PET-FRIENDLY building! Unit is rentable after being owner occupied for two years. Don't miss out on this incredible opportunity to live in comfort in the heart of Oak Park! Quick close possible if needed....

Recent updates in this 4 bedroom 2.5 bath with bonus basement bedroom / office. 1st floor features an ensuite and powder room with laundry off the kitchen and back deck. 3 oversized bedrooms and new bath on the second floor. New AC dual zoned. New windows. Hardwood on the first floor and carpet on the second floor. Finished walk out basement. Great block - 1 block from arts district with restaurants and 2 blocks from elementary school. This property will not last, priced to sell quickly - move right in!

Welcome to your dream investment opportunity! This charming Greystone 2 flat is perfectly situated in a prime location that offers the best of Oak Park living. Just a short stroll away from downtown, the CTA, and the Metra, this property promises unparalleled accessibility and connectivity. Both units have been meticulously well kept and are in great condition. Whether you're looking to rent out both units for a lucrative income stream or occupy one while leasing the other, the possibilities are endless with this versatile property. Don't miss out on this incredible opportunity to own a piece of prime real estate in one of the most coveted locations in Oak Park. Schedule a viewing today and let this property be the next chapter in your investment portfolio or your new home sweet home.