Highland Park Real Estate

Highland Park Real Estate

Welcome to Highland Park, a charming city located in Lake County, Illinois. Known for its picturesque landscapes and vibrant community, Highland Park offers residents a perfect blend of suburban tranquility and urban convenience.

With its proximity to Lake Michigan, residents can enjoy beautiful beaches, parks, and outdoor recreational activities year-round. The city boasts a strong sense of community, with local events, farmers' markets, and art festivals bringing residents together.

Highland Park is also renowned for its top-rated schools, making it an ideal location for families looking to settle down. The city's diverse housing options range from historic homes with character to modern developments with all the amenities.

For those who appreciate culture and the arts, Highland Park is home to the renowned Ravinia Festival, the oldest outdoor music festival in the United States. Additionally, the city offers a variety of dining options, boutique shops, and entertainment venues to explore.

Whether you're looking to enjoy the natural beauty of the area, raise a family in a welcoming community, or simply experience the best of suburban living, Highland Park has something to offer everyone. Come discover all that this vibrant city has to offer and find your perfect place to call home in Highland Park, Illinois.

Newest Listings in Highland Park

$639,000
3 Beds ⋅ 2 Baths ⋅ 12756230 MLS ⋅ NEW Status
Built with enduring quality, this solid and brightly lit Highland Park home comes freshly painted and ready for immediate move-in. The main living areas feature stunning hardwood floors and a sunny living room that floods the space with natural light, while the lower-level family room offers a cozy retreat complete with built-in shelving and a beautifully tiled fireplace. Designed for function and entertaining, the spacious kitchen is packed with endless cabinet storage, an expansive breakfast bar, and sliding glass doors that open directly onto a deck overlooking a massive, fully fenced backyard with a dedicated dog run. Beyond the main yard, the side lot boasts your own private fruit orchard, complete with apple, cherry, and peach trees. Comfort extends throughout the home with spacious, high-storage bedrooms and updated bathrooms. On top of its timeless appeal, the property features major recent upgrades for total peace of mind, including a 2-year-old roof, a 2-year-old dishwasher, and a 4-year-old washer and dryer-making it the perfect setting to start building lasting family memories.

1320 Deerfield Place, Highland Park
$3,350,000
5 Beds ⋅ 7 Baths ⋅ 12756483 MLS ⋅ NEW Status
Situated on a prime half-acre lot in sought-after East Highland Park, this one-of-a-kind custom residence, completed in 2022, offers a rare combination of timeless architecture, warm contemporary design, and purposeful functionality, all executed with an uncompromising commitment to quality. While striking curb appeal sets the tone from the moment you arrive, the grand circular driveway, meticulously designed landscaping, dramatic full-view black aluminum and glass garage doors, and inviting front porch with a pergola and hanging swings establish the home's distinctive architectural character before you even step inside. The interiors prove to be every bit as impressive. Offering all the benefits of new construction without the time, uncertainty, and countless decisions of building from the ground up, every finish, fixture, and design decision was meticulously considered. Featuring six bedrooms, six full and one half bath, and an attached three-car garage, this exceptional residence reflects meticulous attention to detail throughout. Designed for both everyday living and unforgettable entertaining, the heart of the home is a chef's kitchen centered around a dramatic 12-foot waterfall island beneath a custom white oak ceiling detail. An oversized integrated stone sink with a matching apron front, full-height stone backsplash, and custom fluted hood create a striking focal point, while professional-grade Wolf and Sub-Zero appliances, dual dishwashers, a built-in plumbed Miele coffee system, and a walk-in pantry complete a kitchen designed without compromise. The adjoining breakfast area opens directly to the expansive brick paver patio, creating a seamless connection to the outdoor living spaces. Just beyond, the family room is flooded with natural light and offers beautiful views of the resort-style pool, spa, and professionally landscaped backyard. Anchored by a dramatic floor-to-ceiling black marble fireplace with a recessed television and immersive surround sound, the family room balances striking design with exceptional comfort. The main level also includes a versatile private office or guest suite with custom built-ins and sliding doors leading directly to the backyard. The second level features four spacious bedrooms, each with its own beautifully appointed en-suite bath. The luxurious primary suite combines warmth and sophistication with vaulted ceilings accented by white oak beams and shiplap, a linear fireplace, a private balcony overlooking the backyard oasis, two separate walk-in closets, and a spa-inspired bath featuring heated floors, custom white oak cabinetry, wall-mounted faucets, an oversized steam shower, and separate his-and-her water closets. A thoughtfully designed homework station and an expansive playroom/flex space with skylights further enhance the home's exceptional functionality. The fully finished lower level offers a spacious recreation room, wet bar, dedicated fitness studio, guest suite, and a professionally designed theater featuring stadium seating, a 120-inch projection screen, and immersive 7.1 surround sound. Outside, the backyard offers a true resort experience. Centered around a magnificent 44'22' pool and spa with expansive sun shelves and bubblers, the outdoor living spaces were designed for both intimate evenings and large-scale entertaining. A covered terrace with a television and ceiling speakers overlooks the beautifully landscaped grounds and expansive brick paver patio, creating an exceptional extension of the home's living space. A dedicated pool bath with direct access from the covered terrace allows guests to come in from the pool without walking through the home, while a nearby second washer and dryer for pool towels reflects the intentional planning found throughout. This custom residence reflects an uncompromising commitment to quality, timeless design, and everyday livability, a distinguished offering in one of East Highland Park's most sought-after neighborhoods.

1008 Bob O Link Road, Highland Park
$393,000
2 Beds ⋅ 1 Baths ⋅ 12756090 MLS ⋅ NEW Status
Alright, thrill-seekers and fearless renovators-here's a unique opportunity on prime Linden Avenue in East Highland Park. This charming 1920s two-bedroom, one-bath cottage has certainly been through its share of challenges. After years of difficult tenants and other issues, the property was cleared out and underwent a rehabilitation in 2024. While some improvements have been completed, the home still has some renovation wishlist, including a new roof, kitchen and bath glow-up, flooring repairs, paint throughout, new decks front and back, French drains, plus full attic and roofing restoration. Priced to reflect the truth, sold strictly as-is. Perfect for the FHA Limited 203(k) program - roll up to $75,000 of those fixes right into your mortgage. Ten-minute walk to town, fifteen to the lake, great schools, quarter-acre lot. Highland Park living, just with... character. Showings by appointment only. All showings require buyer verification and prequalification before access is granted. Door code provided only to verified, serious buyers only.

1458 Linden Avenue, Highland Park
$2,799,000
6 Beds ⋅ 9 Baths ⋅ 12754915 MLS ⋅ NEW Status
Privately set behind a gated entrance on over 1.3 professionally landscaped acres, this exceptional Highland Park stone and brick estate offers approximately 9,600 square feet of beautifully appointed living space, an attached four-car heated garage, and a rare sense of privacy surrounded by the natural beauty of Chicago's North Shore. Thoughtfully designed to live like a ranch with a luxurious first-floor primary suite, the home offers ultimate flexibility for a variety of lifestyles while still providing exceptional space for family and guests. Designed for both elevated entertaining and effortless everyday living, the home features a spectacular chef's kitchen completely reimagined in 2023 with custom black cabinetry, marble countertops, a dedicated coffee center, two dishwashers, and a striking glass-enclosed, temperature-controlled wine cellar display that creates a dramatic architectural focal point. An expansive accordion door system opens seamlessly to the full-length paved terrace and grounds beyond, creating an exceptional indoor-outdoor connection. The dramatic great room is defined by soaring ceilings, walls of windows, and an impressive double-sided fireplace, while the adjacent family room provides an inviting setting for more relaxed living. The main-level primary suite is a true private retreat, complete with a sitting room, fireplace, wet bar, and serene views of the property. Upstairs, five additional en-suite bedrooms provide exceptional accommodations for family and guests, complemented by an extraordinary 52-by-22-foot bonus room offering endless possibilities. The expansive lower level is designed for recreation and wellness with a private home theater, fully equipped gym, sauna, wet bar with kegerator, and full bath. Recent improvements include a new roof, gutters, and downspouts in 2024, newer HVAC systems, a rebuilt staircase, and a remodeled mudroom with heated floors. Directly behind the property, the forest preserve provides a breathtaking natural backdrop with direct access to a walking path, while dramatic western exposures capture spectacular sunsets across the grounds. Ideally positioned between downtown Highland Park and Deerfield with convenient highway access, owners of this exceptional estate have the unique option to attend either award-winning Highland Park High School or Deerfield High School-an extraordinary advantage within this coveted North Shore setting.

1630 Ridge Road, Highland Park
$899,000
5 Beds ⋅ 3 Baths ⋅ 12748876 MLS ⋅ NEW Status
Welcome to this beautifully updated and spacious 5 bedroom home in coveted Braeside. Move in ready this home features a 2 story foyer which opens to a bright interior filled with natural light. Open floor plan and hardwood floors. The main floor offers a separate dining room perfect for entertaining or everyday dining and a large living room with a picture window. The kitchen with granite, stainless appliances,and eat-in area opens to the family room featuring a fire place.The Primary suite features a large walk-in closet, an en-suite bath with a separate shower.. There are 3 additional upstairs bedrooms with large closets. Hall bath has double sinks. 5th bedroom off the family room is perfect for home office or studio.Laundry room is right off the kitchen. Large unfinished dry basement offers additional storage.2 car attached garage. The beautifully landscaped resort like backyard with a large deck is spectacular and perfecter entertaining. Location! Location! Close to Ravinia Festival and Botanic Gardens. Easy access to the Edens, Sheridan Road and 94.Close to metro train.

358 Hastings Avenue, Highland Park
$899,000
5 Beds ⋅ 4 Baths ⋅ 12743833 MLS ⋅ NEW Status
Classic Dutch Colonial elegance meets thoughtful modern updates in this exceptional Ravinia home. Built with the character and craftsmanship of the 1930's, this 5-bedroom, 3.1-bath home has been carefully and thoughtfully refreshed while retaining its timeless charm. The welcoming and bright main level offers a spacious living room with limestone fireplace, sophisticated cook's kitchen, formal dining room and screened in porch allowing for comfortable living and entertaining spaces. The first floor bedroom/office offers great versatility and the mudroom provides convenient access to the attached garage and grounds. Four generously sized bedrooms occupy the second floor, each offering excellent closet space and hardwood flooring. The primary bedroom has private access to a bathroom and the remaining three bedrooms share the updated hall bathroom with heated floors. The finished lower level provides additional flexibility with a large recreation room, office/bonus room, full bath, laundry room and loads of storage. Enjoy watching magnificent sunsets from the wraparound screened porch, deck or serene backyard where the beautifully landscaped setting provides a private backdrop. In front, the circular driveway adds convenience and showcases the stunning and classic curb appeal of this spectacular home. All of this is ideally situated in the heart of Ravinia, close to the Metra, restaurants, shopping, parks, and the renowned Ravinia Music Festival.

650 Green Bay Road, Highland Park
$750,000
2 Beds ⋅ 4 Baths ⋅ 12750368 MLS ⋅ NEW Status

972 Coventry Lane, Highland Park
$565,000
2 Beds ⋅ 2 Baths ⋅ 12741252 MLS ⋅ ACTIVE Status
Rarely available corner unit in Legacy Club overlooking the Preserve of Highland Park. This raised first-floor condo offers an easy, low-maintenance lifestyle with nine-foot ceilings, plenty of natural light, and in-unit laundry. The kitchen features granite countertops, warm maple cabinetry, and a large eating area. The spacious primary suite has wooded views from three sides, a large walk-in closet, and an en-suite bath with a separate shower and soaking tub. One parking space and additional storage are included. The spacious balcony overlooks the walking path and is large enough for outdoor dining and entertaining. A great option for those looking to downsize, simplify, or have a home that is easy to lock up and leave.

940 Augusta Way Unit #105, Highland Park
$1,195,000
3 Beds ⋅ 3 Baths ⋅ 12751434 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. Entirely renovated in the last two years, 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
$3,900,000
4 Beds ⋅ 6 Baths ⋅ 12750752 MLS ⋅ ACTIVE Status
Amazing lakefront property on end Cul De Sac street!!! This home has been totally REMODELED and meticulously curated for modern living with impeccable design. The expansive floor plan features four generous bedrooms, each with its own en-suite bathroom, including a refined primary retreat complete with 12 foot ceiling, a private balcony overlooking iconic Lake Michigan and 2 lavish walk-in closets. Culinary artistry is redefined in the exceptional chef's kitchen, outfitted with professional-grade appliances and a discreet scullery-perfect for both upscale entertaining and daily life. Exceptional amenities include a finished basement with a full bath, second-floor laundry , a first-floor office, a powder room, and expansive living spaces that are bathed in natural light. Perfect indoor-outdoor harmony is achieved through a serene three-season room, and a stone terrace, all providing ideal vantage points to enjoy the tranquil lakefront setting. Enjoy an unbeatable Highland Park location on a commanding .63-acre lot with panoramic Lake Michigan views. Stairs down to the beach are adjacent to back yard, shared with residence on the street.

22 Lakeview Terrace, Highland Park
$170,000
2 Beds ⋅ 2 Baths ⋅ 12747306 MLS ⋅ ACTIVE Status
Affordable Senior Housing in Highland Park! Two-bedroom, two-bath unit in an award-winning elevator building for seniors 62 +. Park views from all windows and engineered wood floors in living areas and both bedrooms. Foyer has coat closet. Kitchen has light-wood cabinetry and white appliances, including a refrigerator, gas range/oven, microwave and dishwasher. Both bathrooms have white fixtures and ceramic tiles. The primary bath has a walk-in shower with grab bars. The second bath has a walk-in tub with a seat. There is an in-unit laundry closet with a washer and dryer. Garage/parking space and storage locker are included. The garage space is available on a rotating basis. Each owner has access to one garage space for most of the year but must park in the adjacent exterior lot for one month, twice per year. Monthly assessment includes heat, water, gas and basic cable, as well as numerous common area amenities: exercise room, party room, library, conference rooms, landscaped terrace and roof-top deck. The building is proximate to Highland Park shopping, restaurants, movie theater, train station, post office and community events. The Senior Connector bus is available to transport seniors to locations around Highland Park. This is affordable housing for seniors and at least one resident of a unit must be 62 years of age or older. No rentals are allowed. Income and asset limits apply. Interested buyers are required to complete an application and submit supporting documentation to Community Partners for Affordable Housing (CPAH). The application is available under Additional Information. Unit 219 has an income limit of 115% of the Area Median Income (AMI) which is approximately $97,822, for a household of 1 and $111,838, for a household of 2. The asset limit is approximately $85,063, for a household of 1 and $97,250, for a household of 2. Assets are measured after closing on the purchase of a unit. Assets held in retirement accounts (e.g., 401k, 403b and IRA) are not included in the limits.

891 Central Avenue Unit #219, Highland Park
$369,000
2 Beds ⋅ 2 Baths ⋅ 12729689 MLS ⋅ ACTIVE Status
TWO PARKING SPACES! Beautifully updated 2-bedroom, 2-bathroom condo offering modern style, comfort, and convenience. The inviting living room features a gorgeous stone fireplace, creating a warm and welcoming space for relaxing or entertaining. The stylish kitchen boasts crisp white cabinetry, stainless steel appliances, stunning white quart countertops and a clean, contemporary design. Pella windows with integrated blinds for a easy and updated feel. Gorgeous engineered wood throughout the unit.The spacious primary bedroom features a huge walk-in closet and beautifully updated private bath. Both bathrooms have been thoughtfully renovated with gorgeous tilework and modern finishes. A private balcony provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. With two dedicated parking spaces and beautiful updates throughout, this move-in-ready condo is the perfect combination of style and convenience!

1795 Lake Cook Road Unit #110, Highland Park
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