Highland Park

Highland Park has several attractions including a vibrant downtown shopping district and the Ravinia Festival. Ravinia Festival is an open-air pavilion seating 3,200, which hosts classical, pop and jazz concerts in the summer. It has been the summer home of the Chicago Symphony Orchestra since 1936. Concert-goers can purchase seats in the covered pavilion or tickets to sit on the lawn. Many visitors arrive early and picnic on the lawn before and during the concerts. The Ravinia Festival is located in the Ravinia District, originally an artists’ colony which still retains much of its early character and architecture.

Highland Park has several landmark structures listed in the National Register of Historic Places, notably the Willits House by Frank Lloyd Wright. In addition to several houses designed by Wright, the National Register lists homes designed by prominent architects including John S. Van Bergen, Howard Van Doren Shaw, Robert E. Seyfarth, and David Adler. Landscape architect Jens Jensen lived in Highland Park and designed a number of projects in the community that are listed on the register.

There are two public beaches in Highland Park, Rosewood Beach and Park Avenue Beach (which also has a boating facility). Highland Park is also home to the North Shore Yacht Club.

The main highway in Highland Park is US Rt 41, which connects Chicago to Milwaukee. There are four Metra stations within city borders (Braeside, Ravinia Park, Ravinia, and Highland Park), as well as two in nearby Highwood (Highwood and Fort Sheridan) on the Union Pacific/North Line, which begins in Chicago and terminates in Kenosha, Wisconsin. Pace also offers several bus routes. Boat launch facilities are available along Lake Michigan. O’Hare Airport is located approximately 20 miles southwest.

Schools

North Shore School District 112

Edgewood Middle School
Elm Place School
Northwood Junior High School

Township High School District 113

Highland Park High School

Demographics

As of the 2010 census, the population was 29,763. The median income for a household in the city was $100,967, and the median income for a family was $117,235. Males had a median income of $83,121 versus $41,175 for females. The per capita income for the city was $55,331.

Newest Highland Park Listings

$625,000

3 Beds ⋅ 3 Baths ⋅ 12716773 MLS

LOCATION! LOCATION! LOCATION! INVESTOR & FLIPPER SPECIAL! Rare opportunity to own a historic English Tudor Revival home in one of Highland Park's most desirable neighborhoods. This partially renovated property offers exceptional upside for investors, flippers, rehabbers, or buyers looking to customize a truly one-of-a-kind home while preserving its architectural heritage. This 3-bedroom, 2.5-bath English Tudor Revival home is a rare Krenn-Dato model, showcasing timeless architectural details and rich history. Backed by Edith Rockefeller McCormick, Krenn-Dato homes are celebrated for their distinctive craftsmanship, including decorative half-timbering, a classic brick and stucco facade, steep gables, prominent chimneys, and charming multi-paned windows. Beautifully refinished hardwood floors and fresh paint throughout blend seamlessly with preserved original features, including vintage light fixtures, original windows, doors, hardware, staircase woodwork, and other decorative details that highlight the home's historic charm. The main level features a functional kitchen ready for your personal updates, a spacious living room centered around the original wood-burning fireplace, a formal dining room, a cozy den, a pantry, and a convenient half bath. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The unfinished basement includes a laundry area and offers outstanding potential for additional living space, a recreation room, home office, fitness area, or ample storage-making it an excellent opportunity for investors, flippers, or buyers looking to add value and customize the home to their vision. Outside, enjoy a large, fully fenced backyard with mature trees, along with a private front yard that enhances the home's curb appeal and serene setting. Ideally located in a top-rated school district, this true showstopper is surrounded by parks and forest preserves and is within walking distance to the Metra station for an easy downtown commute. It is also just minutes from the beach, Fort Sheridan Forest Preserve, restaurants, shopping, and neighborhood playgrounds. This home is proudly featured as part of the Highland Park Historic Homes Bike Tour. The owner, a professional builder, offers a unique opportunity to complete additional renovations-including new windows, bathrooms, a custom kitchen, and a finished basement-for an additional $75,000-$150,000, based on the buyer's preferences. Buyers may also choose to complete the renovations themselves, making this an outstanding value-add opportunity with significant upside. Some images may be virtually enhanced. The home is also available for lease. Property is being sold AS-IS.

3107 Dato Avenue, Highland Park

$1,900,000

6 Beds ⋅ 5 Baths ⋅ 12716063 MLS

This exceptional Highland Park residence offers nearly 5,300 square feet of impeccably designed living space, including a beautifully finished lower level, on an expansive lot just shy of an acre. Featuring 6 bedrooms and 4.5 baths across three finished levels, the home blends timeless elegance with modern sophistication. Sun-drenched interiors showcase wide-plank hardwood flooring, designer finishes, and seamless living and entertaining spaces. The chef's kitchen is outfitted with premium Bosch and Fisher & Paykel appliances, custom cabinetry, Taj Mahal quartzite countertops, and an expansive built-out pantry, flowing effortlessly into gracious gathering areas. A rare and highly desirable feature, the home offers two luxurious primary suites-one on the main level and one on the second floor-providing incredible flexibility for multigenerational living or the convenience of ranch-style living with a first-floor primary retreat. Designed for both everyday comfort and entertaining, the home also features a beautiful sunroom overlooking the backyard and an impressive 600-square-foot deck, creating the perfect setting for indoor-outdoor living and large-scale gatherings. Generously sized secondary bedrooms, spa-inspired baths, and a cozy lower level complete the home. With nearly every element thoughtfully updated-including the roof, windows, deck, balcony, mechanicals, landscaping, and more-this residence offers the feel of new construction in an exceptional Highland Park location within the sought-after Sherwood, Edgewood, and Highland Park High School districts.

1848 Balsam Road, Highland Park

$650,000

3 Beds ⋅ 2 Baths ⋅ 12715083 MLS

**East Highland Park Craftsman with 3 bedrooms and 2 full baths. Well-maintained with many major updates, but needs cleaning and some cosmetic freshening. Features hardwood floors, enclosed front porch, spacious living and dining rooms, eat-in kitchen with cherry cabinets, and a first-floor full bath with walk-in shower next to the family room-ideal for guests. Three upstairs bedrooms with walk-in closets. Dry basement with spray foam insulation, newer hot water heater, copper plumbing, sump pump, and additional crawl space storage. Large landscaped yard and 2.5-car garage. Excellent location near Rosewood Beach, downtown Highland Park, Ravinia, Metra, trails, schools, and more. Solid home with great potential in a prime location. Photos from previous listing

1223 Ridgewood Drive, Highland Park

$2,550,000

4 Beds ⋅ 6 Baths ⋅ 12714956 MLS

IMPRESSIVE PRICE IMPROVEMENT!!!The epitome of luxurious one-level living. Set on a magnificent 3+ acre parcel in an exclusive private enclave, this extraordinary property is surrounded on three sides by the Heller Nature Preserve, offering 97 acres of protected land, serene privacy, and breathtaking natural beauty. Enjoy miles of scenic trails ideal for hiking, cross-country skiing, and horseback riding-an unmatched setting with endless possibilities. This remarkable 5,000 sq. ft. modern masterpiece showcases custom architectural features, high-end designer finishes, and a versatile floor plan perfectly suited for both everyday luxury living and grand-scale entertaining. The open-concept design seamlessly connects the great room, dining area, and gourmet chef's kitchen, while soaring ceilings and walls of glass flood the home with natural light and frame stunning views of the expansive grounds. The home offers the best of both worlds-an impressive open layout complemented by serene private spaces, including two primary suites, two additional bedrooms, 5.1 baths, a stunning office, and a delightful private den. The main primary suite is a true retreat, offering complete privacy, a spa-like bath with steam shower, custom walk-in closets, infrared sauna and built-in custom cabinetry. The finished lower level includes a family room, exercise room, bedroom, and full bath. Additional highlights include a heated 3+ car attached garage and professionally landscaped and hardscaped grounds featuring a tennis court and a heated in-ground spool (small pool with hot tub jets and fountains). While the property is not subdividable, it presents a rare opportunity to create an estate compound with additional structures such as a guest house, pool house, secondary residence, auto court, pickleball court, or horse stables. Direct access to the Heller Nature Preserve trails further enhances this exceptional offering. Truly a rare opportunity-offering a lifestyle that is difficult to replicate.

1551 Mill Trail, Highland Park

$2,500,000

5 Beds ⋅ 7 Baths ⋅ 12703691 MLS

Introducing The Lincoln Collection - an exclusive offering of nine new construction residences on the former Lincoln School site. Currently under construction and available September 1, 2026. Perfectly positioned on a professionally landscaped .31-acre homesite, this exceptional 6-bedroom, 6.1-bath home offers approximately 5,500 square feet of curated living space across three impeccably finished levels. A light filled foyer with statement herringbone hardwood floor sets the tone, flowing into a sophisticated dining room. The home's centerpiece is a sun-drenched, open-concept kitchen and great room designed for effortless living. High ceilings create a dramatic backdrop, along with fireplace flanked by built-ins. The chef's kitchen is outfitted with premium Monogram appliances, sleek quartz counters and backsplash, walk-in pantry, custom rift-cut white oak cabinetry and warm bronze accents-blending timeless elegance with modern sophistication. The main level also features a highly desirable first-floor bedroom suite with en-suite bath, ideal for guests or a private office. A designer powder room and a beautifully appointed mudroom with custom built-ins offering both function and style leads to a 2 car heated garage. Upstairs, the serene primary suite is a true retreat, bathed in natural light, tray ceiling and complemented by dual organized walk-in closets. The spa-inspired bath featuring quartz countertops, bespoke white oak cabinetry, a deep soaking tub, an oversized shower and private commode closet. Three additional bedrooms are generously sized and each include their own private en-suite bath. Large second floor laundry room with built-in cabinetry. The fully finished lower level delivers an elevated lifestyle experience with a sprawling recreation room, dedicated fitness studio, private sauna, additional bedroom, full bath and abundant storage - designed for both relaxation and entertaining. Professionally landscaped fenced yard with patio and large side yard creates the ideal outdoor entertaining spaces. This residence offers a rare combination of new construction, architectural detail and walkable lifestyle, just moments from vibrant downtown Highland Park, the Green Bay Trail and Lake Michigan.

701 Lincoln Avenue, Highland Park

$1,249,000

12713953 MLS

This prime East Highland Park location being only 4 lots from the lake is most magical divine landscaped setting on 0.72 of an acre. Complete with breathtaking ravine views, this mid century modern property is ready to be reimagined or even reinvented with a new home. From the moment you arrive, a very secluded driveway leads you down to impeccably manicured grounds layered with colorful flowers & perennials outlined by a mature canopy of trees creating a natural fence of privacy. This environment creates a sense of serenity, transforming the grounds into a private, Zen-inspired retreat. Inside this light-filled artistic home that embraces its spectacular natural setting, you are welcomed with an entire wall of panoramic windows allowing the outdoors to come inside creating a modern vibe that is waiting for your creative touches. An open floor plan ideal is for entertaining with the chef's kitchen that opens to dining & living with north facing ravine vistas. Private office leads to the sanctuary first-floor primary suite with direct access to private patio & completed with a spa-inspired bath and huge walk thru closet. Follow the floating stairs to the second floor with an additional bedroom and full bath with ample opportunity to reconfigure the home's footprint to accommodate even more bedrooms. With the lake breezes, sit back and entertain on the expansive wrapped patio and enjoy nature and relaxation. Whether you choose to enjoy this sophisticated home as it is, thoughtfully reimagine it, or create a remarkable new estate, this is a truly rare opportunity in one of the North Shore's most coveted east locations. Get ready to explore the options this special property offers! Estate sale, AS IS.

235 Moraine Road, Highland Park

$1,249,000

2 Beds ⋅ 3 Baths ⋅ 12710115 MLS

235 Moraine Road, Highland Park

$775,000

4 Beds ⋅ 3 Baths ⋅ 12707810 MLS

Highland Park

$495,000

2 Beds ⋅ 2 Baths ⋅ 12710002 MLS

Beautifully renovated, designer's own corner penthouse with balcony and southwest treetop views in a pet-friendly, boutique 12-unit elevator building, near vibrant downtown Highland Park and Sunset Valley Golf Club. Two bedrooms plus Den, 2 baths, 2 car heated garage parking. Bright & open concept condo is a rare find at over 1,900 sf, with a spacious covered balcony. Originally designed as a 3-bedroom unit, the current den could be converted back to a third bedroom. Rentals are not allowed. Features & designer updates include: * Two indoor parking spaces, convenient to both the elevator and the exit. * Laundry in unit. * All new electric: outlets, switches, LED can lights, new efficient / quiet exhaust fans in bathrooms. * Kitchen remodel: new Stainless Steel appliances, new Stainless Steel sink, tile backsplash, faucet & disposal, new quartz countertops, refinished cabinets, new hardware * Bathrooms: New Kohler comfort height toilets, updated plumbing * All walls & ceilings, and trim thru entire condo painted * New sound insulated flooring, new carpet in bedrooms * New glass panels on some interior doors to improve light flow * New window treatments and woven shades throughout * New balcony Note: Most furnishings can be sold with the unit, if desired, selected and scaled for the room sizes. With its abundance of natural light, generous room proportions and flow out to the covered balcony, the expansive living room, dining room and family room will be the heart of the home, ideal for hosting guests around the built-in bar or simply relaxing at the end of the day. A crisp color palette and large windows enhance the space and views. The well-equipped eat-in kitchen is a cook's delight. You will enjoy 1000 Deerfield Road's secluded yet central location, with town, train, park, pool, shopping, restaurants, and even golf at nearby Sunset Valley Golf Club, all at your fingertips. Floor plan is under "Additional Information"

1000 Deerfield Road Unit #303, Highland Park

$1,199,000

5 Beds ⋅ 4 Baths ⋅ 12702603 MLS

Escape to your own private nature retreat! Nestled on a beautifully large wooded 1/3-acre corner lot in coveted Sherwood Forest. This exceptional 4092 sq ft home offers the perfect blend of space, comfort, and versatility to fit today's lifestyle, including 2 potential home offices, an upscale Primary Bathroom, and lots of storage space. The home welcomes you with warmth and charm. Natural light floods its big picture windows from its desirable south and west exposures. The spacious living room features a cozy wood-burning fireplace, while the elegant dining room, with French Doors, provides the ideal setting for memorable gatherings. A comfortable family room offers an inviting space to relax, and the updated kitchen is thoughtfully designed with everything a home chef could want. Enjoy the beauty of every season from the fabulous screened porch, where you can unwind while overlooking the tranquil surroundings. Also on the main level is a flexible bedroom or home office, conveniently located adjacent to a full bath. A New mudroom is right off the 2 1/2 car attached garage. Upstairs, the expansive primary suite serves as a true private retreat. This luxurious space includes a recently renovated spa-inspired bathroom, a separate dressing area with abundant closet space, and a versatile bonus room perfect for a sitting room, nursery, home office, or fitness space. Three additional generously sized bedrooms and an updated hall bath complete the second floor. The newly refinished basement expands your living space with a recreation room, utility room, and ample storage. Ideally located in a sought-after neighborhood with the choice of attending either Highland Park or Deerfield High Schools, this one-of-a-kind home combines peaceful natural surroundings with outstanding convenience. Don't miss this rare opportunity to make this exceptional property your own! See Home Improvement List under Additional Information.

1557 Cavell Avenue, Highland Park

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