Highland Park Homes for Sale

Highland Park Homes for Sale

Welcome to Highland Park, Illinois – a vibrant community nestled along the picturesque shores of Lake Michigan in Lake County. Known for its stunning natural beauty, Highland Park boasts a unique blend of suburban charm and urban sophistication. With its tree-lined streets, lush parks, and a rich cultural scene, this city offers an enviable lifestyle that appeals to families, professionals, and retirees alike.

Highland Park is celebrated for its excellent schools, making it a prime destination for families seeking quality education for their children. The community is also home to a variety of recreational facilities, including the renowned Ravinia Festival, where music lovers gather for summer concerts in a beautiful outdoor setting. With a thriving downtown area filled with boutique shops, gourmet restaurants, and art galleries, residents enjoy a vibrant social life right at their doorstep.

For those looking to make Highland Park their home, there is an enticing selection of homes for sale. From charming historic houses that exude character to modern, luxurious residences with stunning lake views, the real estate market here caters to diverse tastes and preferences. Whether you’re seeking a cozy starter home or a sprawling estate, Highland Park offers properties that reflect the unique lifestyle of its residents.

Investing in Highland Park means not just finding a house, but becoming part of a welcoming community that values connection, culture, and quality of life. Explore the homes for sale today and discover your perfect place in this enchanting city!

Newest Highland Park Homes for Sale

$575,000
3 Beds ⋅ 2 Baths ⋅ 12705272 MLS ⋅ NEW Status
Welcome to 1746 Richfield Ave! a home that perfectly balances a bright, airy flow with thoughtful, functional spaces. This 3 Bedroom, 2 Bath Tri-level residence greets you with an abundance of natural light streaming through expansive windows, highlighting the rich hardwood floors that run throughout the home. The heart of the house is an open-concept main level, where the updated Kitchen flows effortlessly into the Dining Area and Living Room. It's a layout designed for modern living, keeping everyone connected whether you're prepping a meal or relaxing at the end of the day. The 2nd floor features 3 generous sized Bedrooms and a full Bath. The Lower Level offers a spacious Family Room along with a versatile bonus room-ideal for a dedicated home Office or Bedroom #4 and a full Bathroom. Step outside to discover an exterior designed for enjoyment and relaxation. The brick paver patio, located right off the Kitchen, serves as a natural extension of the living space and is the perfect spot for al fresco entertaining and dining. The expansive fenced yard provides plenty of room to roam, complete with a storage shed and a dedicated area with a fire pit and pergola. Perfectly situated between Highland Park and Deerfield, this location offers the best of both worlds. You'll enjoy quick access to a variety of shopping and dining options, with convenient highway entry nearby for an easy commute. Residents also benefit from a choice of high schools. Combining a great layout with incredible outdoor amenities, this home is ready for its next chapter.

1746 Richfield Avenue, Highland Park
$1,750,000
5 Beds ⋅ 9 Baths ⋅ 12729793 MLS ⋅ NEW Status
Surrounded by the peaceful, natural beauty of the Hybernia Preserve, this luxurious home offers water views and privacy seldom experienced. ***New Roof, Gutters, and Patio - 2020***New Exterior Paint - 2023***Kitchen Renovation - 2018***New Dishwasher - 2021***New Disposal - 2025***New Marble and Hardwood Flooring***Closets Professionally Organized - 2021***Whole House Generator - 2018***New Basement Egress Windows - 2023***A dramatic 2 story, marble floored foyer welcomes you and flows effortlessly to an open floor plan with a gorgeous volume ceiling great room with floor to ceiling windows that flood the residence with loads of natural light! Recently updated, this home offers 6 Bedrooms (including a first floor primary suite AND a first floor guest suite that includes a dedicated guest bath) 6 full and 3 half baths, and a full basement which treats you to a spa room that rivals your most favored paid luxury spa experience. The attached garage offers parking for 3 cars (plus a lift to accommodate an additional 4th vehicle) and incredible additional storage. Additional updates include ***2018 whole house generator, ***new within 3 years HVAC, new water heaters, ***2018 flooring and new interior paint, 2021 professionally organized closets, 2018 incredible chef's kitchen with sub-zero fridge, wolf range, wine/bev cooler, and much more...while invaluable upgrades include wine cellar, theatre room, professional fitness room, 4 zone heating and cooling, security, irrigation, professional car lift in the garage...simply A+++. Step out to your gorgeous patio outdoor space which includes a gazebo complete with grilling station for your outdoor entertainment. You will feel like you are miles away from everything...and yet be only minutes away from everything that downtown Highland Park has to offer. Award winning schools and easy access to attractions like Lake Michigan beaches, Ravinia Park, Chicago Botanical Gardens, and so much more! This home is an absolute MUST SEE!

1745 Sundrop Circle, Highland Park
$575,000
4 Beds ⋅ 2 Baths ⋅ 12728137 MLS ⋅ NEW Status

552 Burton Avenue, Highland Park
$615,000
3 Beds ⋅ 2 Baths ⋅ 12726812 MLS ⋅ NEW Status

Highland Park
$1,245,000
3 Beds ⋅ 3 Baths ⋅ 12636993 MLS ⋅ ACTIVE Status

1762 Linden Avenue, Highland Park
$547,000
3 Beds ⋅ 2 Baths ⋅ 12715557 MLS ⋅ ACTIVE Status
Welcome to this rare opportunity in one of the North Shores most desirable areas. This charming 3-bedroom, 2-bath cape cod home is filled with warmth, character, and natural light. The newly updated kitchen features stainless steel appliances, granite counter tops, and opens to the dining area, overlooking the delightful patio and relaxing backyard creating an inviting space for everyday living and effortless entertaining. Beautiful hardwood floors run throughout the home, enhancing its bright and airy feel. The spacious living room is bathed in sunlight with a large picture window overlooking the beautifully landscaped front yard, filled with colorful flowers. A first-floor bedroom and full bath offer flexibility for guests, a home office, or main floor primary. The first level laundry adds convenience for main-level living. Upstairs, you'll find two generously sized bedrooms, a cozy family room and a second full bathroom. Spacious storage in attic space which can be expanded for even more room.An attached extra-deep one-car garage provides plenty of storage and everyday convenience. Step outside to the expansive backyard, and patio perfect for relaxing. Ideally located 1 block from the newly renovated Devonshire park, minutes away from the new West Ridge rec center and bike paths. Easy access to the highway, metra and downtown Highland Park, this home offers the perfect combination of charm, comfort, and convenience. This home is perfectly situated with your choice of Highland Park or Deefield High School.

1002 Ridge Road, Highland Park
$765,000
4 Beds ⋅ 3 Baths ⋅ 12721149 MLS ⋅ ACTIVE Status
Nestled in tree-lined Sherwood Forest, near parks and transportation, is this welcoming, updated, and well-maintained 2-story Colonial home ready for you! Total Kitchen remodel 2015 with all the bells and whistles and Bath remodels - Primary, Hall and Powder Room - in 2017. Bright two-story entry with an exceptionally striking staircase, inviting Living Room with full-length Bay window, spacious Dining Room with plenty of room for large dinners and entertaining, dream Kitchen with high-end appliances, island, and eating area overlooking a lovely and fully fenced yard. Family Room with built-in bookcase and slider onto a spacious Deck. A powder room, laundry room, walk-in guest closet, and entry to attached garage complete the first floor. Upstairs the open staircase leads to a huge Primary Suite with double closets, one a walk-in, and completely renovated ensuite with large shower, double vanity and additional cabinetry for extra storage. Three more bedrooms, each with their own walk-in closet, and a fully remodeled hall bath complete this level. Downstairs the finished basement awaits with an abundance of storage, extra office, exercise or craft room. See our Feature List for more detail. Do not miss this opportunity!

1645 Sherwood Road, Highland Park
$1,995,000
6 Beds ⋅ 8 Baths ⋅ 12725585 MLS ⋅ ACTIVE Status
Tucked away in one of Highland Park's most coveted east-of-Sheridan enclaves, just moments from the lakefront and jaw-dropping Rosewood Beach, this sprawling residence blends timeless architecture with refined amenities and over 10,000 square feet, offering a rare lifestyle of elegance, privacy, and ease. Situated on a lush, tree-canopied setting at nearly 3/4 of an acre, with manicured gardens, sculpted landscaping, and a grand circular drive that compliments the home's scale and serenity. Stucco-clad home with clay tile roof and a grand entry with soaring ceilings and dramatic architectural details create a deep first impression. The voluminous great room is a showstopper-anchored by a striking marble fireplace, floor-to-ceiling arched windows, and a dazzling custom chandelier, flooding the space with natural light and framing views of the verdant grounds. A light flooded kitchen awaits with walls of windows, custom cabinetry, sleek quartz counters, professional-grade appliances, and a sculptural center island-equal parts form and function. For more casual gatherings or multi-generational living, the lower-level second kitchen offers additional flexibility with a full suite of amenities. The expansive finished basement stretches out with nearly endless possibilities-all options on the table for large-scale recreation, home theater, gym, creative studio or multi-generational living. Full size multi person sauna on site as future feature of workout space. Multiple zones of heat and air, thoughtful storage throughout, full mud room with laundry center and attached three car garage. Unique configuration with six bedrooms plus library above grade and 6.2 baths with main level primary suite with dual primary baths including oversized soaking tub and multiple walk-in closets. 4 bedrooms are en-suite and there are over 12 skylights for abundant natural lighting. Tranquil and private rear yard with an oversized terrace framed by mature evergreens, flowering borders, and stone accents. Fruit trees and raised gardening beds, this secluded oasis is ideal for alfresco dining, morning meditation, or moonlit entertaining. Set just a short stroll from Lake Michigan and Highland Park's historic Ravinia District, within the Ravinia school district, 260 Beech offers a rare opportunity to own a substantial residence in one of the North Shore's most iconic neighborhoods.

260 Beech Street, Highland Park
$1,395,000
2 Beds ⋅ 4 Baths ⋅ 12716202 MLS ⋅ ACTIVE Status
The "Serenity at Heritage" maintenance-free HOA community, situated directly across from the Chicago Botanic Garden, is without parallel in the current North Shore market. Experience the pinnacle of sophisticated living in this stunning new construction ranch. Designed with an airy, open-concept flow, the main level impresses immediately with soaring ceilings and strategically placed skylights that flood the home with natural light. At the heart of the residence is a chef's dream kitchen, featuring custom white cabinetry with under-mount lighting, a massive granite island with seating, and a professional-grade appliance package including a Sub-Zero refrigerator and Wolf ovens and cooktop. The living and dining areas, accented by elegant plantation shutters, transition seamlessly to a private patio and professionally landscaped yard. Retreat to the first-floor primary suite, a true sanctuary boasting two expansive custom walk-in closets and a spa-inspired bath complete with a double stone vanity and a large glass-tiled shower. A versatile second bedroom on the main floor serves perfectly as a refined home office with its own ensuite access, fully wired for Ethernet and Wi-Fi to accommodate the modern professional. Gleaming hardwood floors lead you throughout the main level to the finished lower level, which offers a whole new dimension of living space. Here, you'll find two additional bedrooms, a full bath with stone finishes, luxury vinyl flooring, and ample unfinished space for storage or future expansion. This versatile footprint is perfectly suited for empty nesters, a multigenerational suite, or a private home office complex. This property offers new-construction quality, finishes, and systems without the premium price or construction timeline risks. For those who travel, the HOA-provided landscaping and snow removal offer total peace of mind. Every detail has been considered, from the epoxy-finished two-car attached garage to the underground sprinkler system. Enjoy unparalleled proximity to Ravinia Festival, the North Branch Trail's 18 miles of forest preserve paths, and a pedestrian entrance to the Botanic Garden. With the nearby Braeside Metra station providing a 35-minute express commute to downtown Chicago, this home is a critical differentiator for the connected buyer seeking a lifestyle of total ease and luxury. Don't miss the chance to make this exceptional residence your own.

23 Heritage Drive, Highland Park
$469,000
2 Beds ⋅ 1 Baths ⋅ 12722679 MLS ⋅ ACTIVE Status
An enchanting Craftsman cottage surrounded by mature landscaping and framed by a welcoming front porch, offering the perfect balance of character, comfort, and convenience. Inside, beautifully maintained hardwood floors and abundant natural light create warm, inviting living spaces designed for everyday living and entertaining. The open living and dining areas are accented by custom window treatments and timeless architectural details, while the updated kitchen features stainless steel appliances, elevated countertops, and a breakfast bar ideal for casual dining or gathering with friends. The generous primary bedroom provides ample storage, and the second bedroom easily accommodates guests, a home office, or family needs with room for a queen-sized bed and additional furnishings. The full basement offers exceptional storage and exciting possibilities for future finishing or expansion. Step outside to discover a deep, private backyard filled with lush gardens and plenty of space to unwind, entertain, or cultivate your green thumb. Located just moments from downtown Highland Park, the Metra station, and Rosewood Beach, this special home combines classic cottage charm with an unbeatable location.

642 Gray Avenue, Highland Park
$1,249,000
3 Beds ⋅ 3 Baths ⋅ 12710037 MLS ⋅ ACTIVE Status
Welcome to 723 De Tamble Avenue, a classic all-brick Colonial set on an expansive, professionally landscaped lot in desirable East Highland Park. Extensively renovated in 2024, this sun-filled home seamlessly blends timeless character with modern updates and an open, inviting floor plan. The foyer welcomes you into a spacious living room with a gas fireplace, while the open-concept kitchen and family room serve as the heart of the home. A wall of windows fills the space with natural light, and a second gas fireplace creates a warm and comfortable gathering area. The beautifully renovated kitchen features rich blue cabinetry, quartz countertops, all-new appliances and a generous eat-in area with built in seating nook. A large formal dining room provides the perfect setting for entertaining. Upstairs, discover three generously sized bedrooms, including a serene primary suite with a separate dressing area and a completely renovated private bath featuring a luxurious steam shower. Newly added hardwood flooring and abundant closet space complete the upper level. All remodeled baths and the powder room was moved to allow the Kitchen to open to the Family Rm. The main level is all newly refinished hardwood. Additional highlights include a convenient customized first-floor laundry room and a partially finished lower level with a versatile bonus room. Outside, enjoy a private, fully fenced yard surrounded by mature landscaping. Major improvements include a new roof, many newer mechanicals and a lawn sprinkler system. Feels like new! Ideally located just minutes from downtown Highland Park, and all that it has to offer, this beautifully updated home is ready to enjoy. Welcome home!

723 Detamble Avenue, Highland Park
$589,900
3 Beds ⋅ 2 Baths ⋅ 12720329 MLS ⋅ ACTIVE Status
Beautifully updated Sherwood Forest 3 bedroom, 2 full bathroom home with a fully fenced back yard. Spacious rooms, great layout and updates throughout. New sanded and stained hardwood floors, freshly painted interior and exterior, energy efficient windows, completely remodeled kitchen with all new stainless steel appliances with induction cooktop, white shaker cabinets and quartz countertops. Completely renovated upstairs bathroom and laundry room. Living room features a vaulted ceiling and large windows letting great light into the home. Family room has a wood burning fireplace and opens to the dining room, which leads to the back patio. Two new backyard patios, expand the outdoor living space. Large lower level rec room has been fully renovated with new waterproof laminate flooring and could be converted to a primary suite, if desired. Major capital improvements include a new roof and new siding. Completely redesigned and landscaped front yard. Great location close to downtown Highland Park and Deerfield. Private fenced yard with extra large shed and room for a garage.

1269 Eastwood Avenue, 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.