Highland Park Homes under $750,000

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Highland Park and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Highland Park Homes under $750,000

695 Roger Williams Avenue Unit #301, Highland Park

$549,000

2 Beds ⋅ 2 Baths ⋅ 12773655 MLS ⋅ NEW Status ⋅ Ravinia BLDG.

Stunning penthouse condo in the heart of Ravinia! Completely updated and move-in ready with BRAND NEW bathrooms, refinished hardwood floors, new carpet and fresh paint throughout. Soaring ceilings, abundant natural light and beautiful treetop views create a bright and open feel. A formal rotunda entry with crown molding and guest closet opens to the expansive great room with an oversized living area and spacious kitchen featuring white cabinetry, granite countertops, center island and stainless steel appliances. The primary suite offers a large walk-in closet and brand new spa-like bath with double vanities, soaking tub, separate shower and private commode area with frosted glass wall. In-unit laundry is conveniently located just off the primary bedroom. Upstairs, the versatile loft features excellent closet space and is perfect as a second bedroom, office or guest suite, with an additional full bath featuring a subway tile shower and vanity. Additional highlights include a private balcony, heated garage parking, separate storage unit and two additional large walk-in closets. Fantastic Ravinia location just steps to the Metra, Green Bay Trail, shopping, restaurants and Ravinia Festival, with Lake Michigan nearby. A rare combination of space, updates and location! Mechanical ages: Brand new Rheem 50-gallon hot water heater - May 2026, Goodman natural gas furnace & cased evaporator coil - 2007, Ecobee Smart programmable thermostat - newer, LG Single-Unit WashTower - May 2024, Samsung 4-Door Flex refrigerator/freezer - 2023, Miele dishwasher - 2018, InSinkErator 3/4 HP garbage disposal - Oct. 2023, Frigidaire 30" gas range and microwave - 2007

695 Roger Williams Avenue Unit #301, Highland Park

1240 Park Avenue Unit #331, Highland Park

$225,000

2 Beds ⋅ 2 Baths ⋅ 12723585 MLS ⋅ NEW Status ⋅ Brooke Estates BLDG.

Bright and spacious second-floor 2-bedroom, 2-bathroom condo in desirable Brooke Estates! Enjoy a private patio overlooking the community pool, creating a pleasant outdoor retreat. Inside, you'll find nicely sized bedrooms, including a primary bedroom with its own private bathroom, along with newer flooring and a newer dishwasher. Enjoy the convenience of an elevator building, one indoor parking space (#19), additional storage, and plenty of guest parking. Brooke Estates offers a beautiful setting with walking paths, a pond, and pool for residents to enjoy. Ideally located just off Route 41 with easy access to expressways, shopping, dining, and downtown Highland Park. A wonderful opportunity to make this condo your own in a convenient and amenity-filled community!

1240 Park Avenue Unit #331, Highland Park

$389,900

3 Beds ⋅ 3 Baths ⋅ 12770919 MLS ⋅ NEW Status

Bring your vision to this spacious 3 bedroom, 2.5 bath townhome in Highland Park's desirable Chantilly community. This home offers a wonderful opportunity to personalize the space and make it your own. New HVAC and HW heater. New garage door, openers and equipped with smart myQ technology. The generous floor plan features a large living room, separate dining room, and an eat-in kitchen with access to a private fenced patio, perfect for outdoor dining or relaxing. Upstairs, three spacious bedrooms include a primary suite with a private bath and walk-in closet. A second full bathroom and convenient second-floor laundry add everyday practicality, while the attached two-car garage provides parking and additional storage. Enjoy the community's outdoor pool and proximity to Fink Park, walking paths, recreational facilities, and Deer Creek Racquet Club. Convenient highway access and nearby downtown Highland Park put shopping, dining, Ravinia and Rosewood Beach within easy reach. A fantastic opportunity to create a home that reflects your style in an established community with so much to offer.

1491 Avignon Court, Highland Park

$445,000

3 Beds ⋅ 3 Baths ⋅ 12702457 MLS ⋅ NEW Status

Nestled along the tree-lined streets of sought-after Sherwood Forest, this spacious 1960 split-level offers wonderful potential for buyers ready to bring their decorating and renovation ideas. The light-filled main level features a dramatic vaulted living room with expansive picture windows overlooking the lush backyard, an adjoining formal dining room, and an updated eat-in kitchen. Upstairs, the generously sized primary suite is a rare find for a split-level, offering two large closets and its own private full bath, plus two additional bedrooms and a shared hall bath. The expansive lower-level family room features a wood-burning fireplace and flexible space for recreation, a home office, play area, or game room, along with another full bath, laundry/mechanical room, and abundant storage. With original hardwood floors, an attached one-car garage, a beautiful backyard and patio, and the choice of Highland Park or Deerfield High School, this home offers an exciting opportunity to update, personalize, and build equity in a highly desirable Highland Park neighborhood. While some updating and improvements will allow the next owner to truly make it their own, the home offers wonderful space, character, and potential. Recent improvements include: 2025 - siding, insulation, gutters, downspouts and flashing; 2024 - stove and HVAC; 2023 - microwave and dishwasher; 2018 - roof, vents and shields; 2017 - refrigerator; 2014 - windows. Property is being sold AS-IS as part of an Estate Sale.

1326 Cavell Avenue, Highland Park

815 Laurel Avenue Unit #106, Highland Park

$695,000

2 Beds ⋅ 2 Baths ⋅ 12768747 MLS ⋅ ACTIVE Status

Enjoy maintenance free living in this exquisite two bedroom, two full bath first floor condo. This home features many interior upgrades and an incredibly large private patio. Oversized kitchen island with a wine refrigerator and seating for family and friends. Gorgeous Italian made built in shelves, wine rack and cabinets by Avanti Gallery provide ample space in the living room. Primary bedroom with walk in closet and en suite. Need more space to entertain? Reserve one of the two amazing roof top decks for your barbeque and sunset gatherings. This home includes 2 double wide parking spaces in the heated garage. EV power connected to one space. The private storage unit, in unit laundry and exercise room make this a truly unique opportunity to have it all. Not to mention, 815 Laurel is within walking distance of downtown Highland Park.

815 Laurel Avenue Unit #106, Highland Park

$675,000

3 Beds ⋅ 3 Baths ⋅ 12758851 MLS ⋅ ACTIVE Status

Welcome to 211 Blackhawk Rd, a beautifully appointed 3 bedroom, 3 full bath home in East Highland Park's highly desirable Braeside neighborhood, ideally located just steps from Ravinia and minutes from the Chicago Botanic Garden, Lake Michigan, Green Bay Trail, Metra, and the area's wonderful shops and restaurants. Set on more than 1/3 acre, this inviting home combines distinctive architectural details with an easy, open flow. Natural light fills the main level, with vaulted ceilings, skylights, and beautiful wood beams. The living area is anchored by a striking floor-to-ceiling stone fireplace open to the dining area, while hardwood flooring flows throughout much of the level. The spacious family room provides an ideal gathering space. The kitchen offers generous cabinetry, stone backsplash, granite countertops, bar top seating and direct access outdoors. The second-floor primary suite is a true retreat, featuring a spacious bedroom, private balcony, comfortable sitting area, and built-in wardrobe closets. The primary bath offers dual sinks, a separate soaking tub, and a walk-in shower. Two additional bedrooms are conveniently located on the main level and share a full bath with a walk-in shower. A finished basement adds living space with room for a recreation area, home office, workout space, and more, along with a full bath, dedicated laundry area and storage. Step outside to the large deck with a remote controlled awning, overlooking the expansive yard. Perfect for entertaining, relaxing, and enjoying summer evenings while listening to music drifting from nearby Ravinia. A one-car attached garage adds convenience. Located within Braeside Elementary, Edgewood Middle School and Highland Park High School. Come tour this special home!

211 Blackhawk Road, Highland Park

1230 Park Avenue Unit #210, Highland Park

$349,000

2 Beds ⋅ 2 Baths ⋅ 12765641 MLS ⋅ ACTIVE Status ⋅ Brooke Estates BLDG.

Beautifully renovated and exceptionally spacious, this 1st Floor, two-bedroom, two-bath condominium offers an open, light-filled floor plan designed for comfortable everyday living and entertaining. The gorgeous, updated kitchen features crisp white cabinetry, quartz countertops, a stylish subway tile backsplash, stainless steel appliances, generous workspace, and an easy flow into the dining and living areas. The sunny living room features a fireplace with lovely black marble surround and sliding glass doors that open to a private patio overlooking the lawn, creating a wonderful connection between the indoor and outdoor spaces. The separate dining room area provides the perfect space for casual entertaining or holiday meals. The generously sized primary suite offers a large walk-in closet and beautifully updated private bath. The second bedroom is also nicely proportioned and offers the flexibility to serve as a guest room, home office or combination of both. An updated hall bath and convenient in-unit laundry complete the thoughtfully renovated interior. Located in Highland Park's sought-after Brooke Estates, the residence includes one indoor garage parking space. An additional garage space may be rented through the HOA, subject to availability and association requirements. Residents also enjoy two swimming pools, attractive grounds and a picturesque pond. Easy access to route 41 or downtown Highland Park. Spacious, sunny, renovated and move-in ready, this is an exceptional opportunity to enjoy easy condominium living in Highland Park. This is the one to buy!

1230 Park Avenue Unit #210, Highland Park

$549,000

3 Beds ⋅ 3 Baths ⋅ 12757507 MLS ⋅ ACTIVE Status

**Most photos have been virtually staged and digitally enhanced to showcase the home's potential and inspire thoughtful updates.** Midcentury character, architectural volume, and an exceptional setting come together at 211 Sumac Road, ideally located in Highland Park's desirable West Ridge neighborhood. Set along a picturesque, tree-lined street, this well-loved and thoughtfully cared-for 3-bedroom, 2.1-bath split-level has the kind of warmth and character that feels increasingly hard to find. Gorgeous vaulted ceilings create an airy sense of scale in the living room, while the home's easy, natural flow feels made for gathering-weekend dinners, celebrations, quiet mornings, and summer evenings that spill out onto the screened porch from the lower level recreation room. The primary suite features a private en-suite bath and walk-in closets, complemented by two additional bedrooms and an attached one-car garage. The location makes the lifestyle even more compelling-just moments from hidden-gem Woodridge Park and within walking distance of the new West Ridge Community Center, with convenient access to all that Highland Park has to offer like Ravinia and Rosewood Beach just to name a few. Zoned for Sherwood Elementary and Edgewood Middle School, with the added bonus choice of award-winning Deerfield or Highland Park High School. Lovingly maintained by its longtime owners, this estate sale presents a special opportunity for its next chapter. The home is being conveyed as-is, inviting its next owners to bring their own vision while building upon its authentic midcentury personality, beautiful architectural bones, and enduring sense of home.

211 Sumac Road, Highland Park

$599,000

3 Beds ⋅ 3 Baths ⋅ 12759989 MLS ⋅ ACTIVE Status

Set on a serene residential street in the heart of downtown Highland Park, this spacious three-level townhome offers the ideal combination of everyday comfort and easy access to everything the area has to offer. The main level offers a welcoming entry, generous living room with access to a large private fenced patio, separate dining room or den, powder room, and kitchen with stone countertops, subway tile backsplash, abundant cabinetry, and convenient pull-out pantry storage. Hardwood flooring and ample natural light add warmth throughout the space. Upstairs, three bedrooms and two full baths provide a comfortable separation between living and sleeping spaces. The oversized primary bedroom features a walk-in closet and en suite bath with a glass-enclosed walk-in shower. A full-size side-by-side laundry room with additional storage adds everyday convenience. The lower level expands the living space even further with a large family room and direct access to the attached two-car garage, which includes two additional storage rooms. Walk to the Metra, shops, restaurants, coffee, and more, while nearby beaches, Ravinia Festival, country clubs, and golf courses make it easy to enjoy the best of the North Shore.

1454 Glencoe Avenue, Highland Park

$599,000

3 Beds ⋅ 2 Baths ⋅ 12766861 MLS ⋅ ACTIVE Status

Ravinia! Completey updated & renovated in 2016! Features a bright and open floor plan! Beautiful New kitchen with great cabinet space, granite countertops, stainless appliances and center island with cool built-in fireplace! All New in 2016: New Kitchen, New Bathrooms, Windows, HVAC, Copper Water Piping, PVC plumbing, 200 Amp Electrical Panel, New Washer & Dryer, New Roof, and more. Solar panels also were installed in 2020 - fantastic with today's ever increasing utility bills. The main level features an open kitchen, dining, and family room space. Upstairs are 3 bedrooms and a full bathroom. The walk-out lower level features a spacious recreation room, full bathroom, laundry/Utility room and a crawl space with concrete floor. Beautifully & Professionally landscaped yard! Great walk to everywhere Ravinia location: Rosewood Beach, Farmer's Truck Wednesdays, Food Truck Thursdays, Green Bay Trail, Schools, Shops & Restaurants, Ravinia Festival, Chicago Botanic Garden and More! Just move right in and enjoy!!

475 Burton Avenue, Highland Park

$625,000

4 Beds ⋅ 2 Baths ⋅ 12754898 MLS ⋅ ACTIVE Status

This fully remodeled home features stunning contemporary designs and finishes that are sure to impress you and your guests. The kitchen boasts white soft-close shaker cabinets, high-end quartz countertops, a herringbone backsplash, and stainless steel appliances. The bathrooms are equally exceptional, featuring modern vanities, quartz counters, and impressive tile work, with fixtures from Grohe, Moen, and Toto. Throughout the entire home, you'll find beautiful hardwood floors, 4" recessed can lighting, newer doors, and a spacious addition with high vaulted ceilings and wooden beams. French doors in the family room lead out to a large deck that steps down to a professionally landscaped backyard. Significant updates include a new roof, siding, gutters, soffit, fascia, and a new A/C unit, all completed in 2019.

1235 Ferndale Avenue, Highland Park

$750,000

2 Beds ⋅ 3 Baths ⋅ 12756190 MLS ⋅ ACTIVE Status

Step into this completely renovated (by homeowner) and beautifully appointed Fort Sheridan townhome and prepare to be mesmerized. An unobstructed park view sets the stage for this exceptional home, where 11-foot ceilings, sophisticated design, and state-of-the-art technology come together to create a truly one-of-a-kind living experience. The home has been thoughtfully opened up to create an airy, light-filled floor plan. The first floor features stunning chevron-patterned flooring, a sleek linear modern gas fireplace, and a spectacular custom kitchen. Designed for both everyday living and entertaining, the kitchen showcases 6-foot custom white oak cabinetry, an extra-wide drawer system, a 7-foot island with integrated wine refrigerator and microwave, and gorgeous quartz countertops with a waterfall edge. Additional details include a reverse-osmosis water purification system, under-cabinet toe-kick lighting, and a custom white oak banquette with integrated storage. Even the powder room is gorgeous with hand made cement Moroccan tiles. Smart-home technology is seamlessly integrated throughout, including Lutron Caseta lighting, Sonos surround sound and built-in speakers, and motorized Hunter Douglas window shades. Every detail has been considered, including modern HVAC registers, contemporary outlets with USB-A/C charging ports, and sleek screwless switch plates. Ascend the custom white oak staircase to the second floor, where beautifully appointed bedrooms feature custom wall paneling, spacious closets, extra-wide French doors, and 2 gorgeous bathrooms outfitted with Kohler fixtures. The primary suite offers a generous walk-in closet and a luxurious walk-in shower with floor-to-ceiling tile. The lower level provides exceptional functionality with a new washer and dryer, floating laundry folding cabinet, abundant additional storage, and an epoxy-floored attached two-car garage. Nothing has been overlooked in this extraordinary renovation. Sophisticated, stylish, and exceptionally well executed, this is an effortless way of life in one of the North Shore's most special settings. Living in Fort Sheridan is truly paradise-nestled along Lake Michigan and surrounded by ravines, preserves, and natural beauty. Enjoy beach access, scenic trails, and close proximity to downtown Highwood, Highland Park, and Lake Forest, with an easy commute to Chicago. A rare opportunity to enjoy beautifully designed, completely renovated living in the heart of Fort Sheridan.

271 Whistler Road, Highland 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.