Oak Park Homes under $750,000

Oak Park Homes under $750,000

Welcome to Oak Park, Illinois, a vibrant and historic neighborhood that seamlessly blends rich architectural heritage with modern living. Nestled in Cook County and just a stone’s throw from downtown Chicago, Oak Park boasts a unique charm that attracts families, young professionals, and retirees alike.

One of the most alluring aspects of Oak Park is its stunning collection of homes, many of which are beautifully preserved examples of Frank Lloyd Wright’s iconic Prairie School style. Here, you’ll find tree-lined streets adorned with picturesque bungalows, spacious single-family homes, and elegant condos, all offering a sense of community and warmth. What’s even more appealing is that you can discover a variety of homes under $750,000, making this neighborhood an accessible choice for those looking to invest in a piece of this architectural treasure.

Living in Oak Park means embracing a lifestyle rich in culture and convenience. Residents enjoy easy access to an array of local shops, cafes, and restaurants, as well as beautiful parks and recreational spaces. The area is also renowned for its top-notch schools and community programs, making it an ideal place to raise a family.

With its convenient public transportation options, including the Green Line and Metra trains, commuting to downtown Chicago is a breeze. Whether you’re strolling through the historic district, enjoying a meal at a local eatery, or participating in community events, Oak Park offers a delightful blend of suburban tranquility and urban excitement. Come explore the charm of Oak Park and discover your dream home today!

Newest Oak Park Homes under $750,000

602 Highland Avenue, Oak Park
$565,000
3 Beds ⋅ 2 Baths ⋅ 12791043 MLS ⋅ NEW Status
Welcome to 602 Highland. Set on an oversized lot, this classic 3BR, 2BA American Four-Square is light and bright and walking distance to all that Oak Park's Arts District has to offer. The first floor features a gracious living room, decorative fireplace and beautiful hardwood floors. The kitchen has been opened to the dining room and offers abundant cabinetry and counter space, including a large peninsula with seating for three. A sliding glass door in the dining room overlooks the deck and backyard. Upstairs, you'll find three bedrooms, a tandem, and full bath. Downstairs, the basement expands the living space with a family room, bonus room, and second full bath. Outside, the fully fenced backyard has plenty of green space and parking for up to three cars. Noteworthy improvements: New roof ('26); refinished hardwood floors ('25-'26); new vanity, lighting and floor tile in basement bathroom ('26); new carpet in basement ('26); furnace ('24); AC ('20); water heater ('17); 200-amp electric panel, Anderson windows and insulation added in LR/DR. All this, in a super walkable location - steps to Longfellow Elementary and Park and Oak Park's Community Rec Center (CRC). A short walk to Brooks Middle School, Maze Library and all the shops and restaurants in the Arts District. Convenient to CTA's Blue and Green lines and I-290 as well. With solid bones and an unbeatable location, 602 Highland presents a wonderful opportunity to add your own personal touches and create a space that's uniquely yours. Make an appointment today!

602 Highland Avenue, Oak Park

250 Iowa Street, Oak Park
$695,000
4 Beds ⋅ 3 Baths ⋅ 12789206 MLS ⋅ NEW Status
A rare opportunity to own a character-rich early 20th-century Oak Park home where original architecture, intentional updates, and modern livability come together on a wide 50-foot lot. Arched openings, hardwood floors, crown molding, high ceilings, and preserved period details give the home its charm, while a thoughtful layout keeps the living, family, dining, and kitchen spaces connected without losing definition. The main level is built for both daily life and entertaining. A proper foyer welcomes you into the living room, where a wall of tall, multi-pane windows draws the outdoors in, filling the space with soft natural light and emphasizing the home's classic proportions. The room flows naturally into the family room, anchored by a gas fireplace and a thoughtfully designed media setup above, allowing flushmount TV installation. From there, the oversized dining room makes a statement with a warm, richly stained wood-plank ceiling showcasing natural grain and timeless architectural character, with enough space to comfortably accommodate a large dining table for gatherings and holidays. Just beyond, the bright three-season sunroom adds another inviting space for morning coffee, casual dining, or relaxing. The renovated kitchen shines beneath a large skylight and features slim herringbone subway tile, stainless-steel appliances, a farmhouse sink, stone countertops, extensive cabinetry, and an oversized island with power and seating for up to eight. All four bedrooms are located upstairs, including a spacious primary bedroom and a flexible fourth bedroom currently used as an office. The partially finished basement adds a full bath, laundry, storage, utility space, and a separate room that can function as a studio, workshop, gym, or hobby space. The deck creates an easy extension of the indoor living space, while the fenced yard offers both privacy and plenty of open lawn for entertaining, pets, or play. Out back, the home opens to a peaceful, professionally landscaped retreat framed by mature trees, layered plantings, ornamental grasses, a serviceberry, and Japanese maple. Tucked away and serene without sacrificing usable space, it is an outdoor setting just as inviting as the interior and a rare luxury in a walkable Oak Park setting. The home also offers something increasingly difficult to find in Oak Park: a private driveway leading to a detached 2-car garage. The garage features its own 200-amp electrical service and Level 2 EV charger. Additional highlights include select Marvin high-efficiency windows, smart entry, automated shades, exterior lighting controls, security cameras, smart thermostats, and robust hardwired network infrastructure. Located within Oak Park and River Forest High School District 200, placing one of the area's most recognized educational institutions just minutes from home. Set on a quiet, tree-lined street near Whittier Elementary, the Dole Branch Library, parks, transit, shopping, dining, and neighborhood amenities, this home offers the best of Oak Park living with a strong sense of community and convenience. A wide lot, private driveway, four bedrooms upstairs, renovated kitchen, sun-filled spaces, smart-home features, and EV charging make this a truly special offering. Schedule your tour today.

250 Iowa Street, Oak Park

240 S Maple Avenue Unit #3W, Oak Park
$200,000
2 Beds ⋅ 1 Baths ⋅ 12787266 MLS ⋅ ACTIVE Status
Charming, sundrenched, spacious corner unit condo with tree-top views in a fabulous Oak Park location beckons! Enter the building through a well maintained courtyard and up three flights of stairs to this gorgeous, sunny, vast penthouse unit. Step into the foyer and appreciate the gleaming hardwood floors, soaring ceilings, large windows, serene views and the abundance of natural light. Gather with loved ones in the bright, large living room that expands into the sunroom that's flooded with natural light from the wall of tall and bright south, west, and north facing windows. This open living area offers plenty of space for multiple conversation areas, and is also a perfect for work from home desks! Easily host your largest holiday gatherings in the adjacent oversized dining room with another wall of west facing windows. And prepping your favorite meals and snacks is a delight in the well-designed kitchen featuring quality 42" maple cabinetry, granite countertops, a large, deep undermount sink, all stainless appliances, including a one-year-new refrigerator, updated fixtures plus your very own in-unit stacked washer and dryer! When its time to retire, head to the bedroom wing to find two large bedrooms, both big enough to easily accommodate king-sized beds, and each with fantastic windows, light, and closet space too. The cheery, clean hallway bath has been updated with a nod to the vintage--lovely penny floor tile and subway wall tile with newer fixtures--and along with the large coat closet, completes the floor plan of this delightful unit. Down the back stairs is the basement area with bike storage and a full-sized storage space for the condo. This professionally managed, pet-friendly building is well maintained (with a new roof in 2025!), and boasts a lovely, landscaped courtyard. This cheery, updated condo has the best location in town with everything at your doorstep! Minutes to all that Oak Park, River Forest, and Forest Park offer--shopping, dining, nightlife, groceries, movies, ice cream, coffee, and more, with easy transport options with the Green Line and Metra down the block and the expressway a short ride away. This move-in ready condo with vintage charm and modern conveniences is the one you have been waiting for. Welcome home!

240 S Maple Avenue Unit #3W, Oak Park

Start Your Search



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.

How much is your home worth?

Get instant property value now!