55 Prospect Avenue
Highland Park, IL, 60035 $ 5,995,000
Bedrooms5 Baths6.2 Sq 9,000 Monthly Estimate*
$ 37,401
for $5,995,000 with 5 bedrooms and 6 full baths, 2 half baths. This 9,000 square foot home was built in 1995 on a lot size of 1.5442.
Welcome to 55 Prospect Avenue-where every day feels like a seaside escape. Perfectly sited on 1.5 acres with an extraordinary 175 feet of private Lake Michigan beachfront, this coastal-inspired estate offers a rare blend of architectural elegance, resort-style living, and timeless design. Evoking the relaxed sophistication of the Hamptons, this is Highland Park's crown jewel. Designed and built by some of the most respected names in luxury construction and recently reimagined to elevate both form and function, the residence spans over 9,000 square feet of masterfully crafted living space. Landscape architect Bill Eiserman reengineered the bluff and curated the grounds into a private, protected sanctuary with lush, purposeful design and uninterrupted lake views. Inside, floor-to-ceiling windows frame panoramic, ever-changing views of the lake, infusing every room with natural light and the calm of the shoreline. The main floor was designed for seamless entertaining and relaxed living, with soft, organic tones and a thoughtful layout that blends openness with intimacy. At the heart of the home lies the showpiece kitchen-featuring butcher block and marble countertops, professional-grade appliances, and expansive prep and serving areas ideal for both culinary pursuits and gathering with friends. The main residence includes 4 bedrooms and 5.2 baths, each beautifully appointed. The primary suite is a serene retreat, offering peaceful morning lake views at every turn, and an ambiance that invites rest, renewal, and reflection. An elevator services all floors, offering ease and accessibility throughout the home. Just steps away, a guest house mirrors the architecture and charm of the main home and includes a bedroom, full bath, exercise studio, and recreation space. The breezeway connecting the two structures features twin porch swings-an unexpected and whimsical detail that invites quiet reflection and a moment to take in the breeze off the lake. The outdoor living experience is just as exceptional. An outdoor shower adds convenience and practicality for those perfect beach days. The expansive, landscaped backyard features a beautiful stone patio for al fresco dining, and a built-in fire pit overlooking lush gardens and the serene blue waters beyond, creating the perfect setting for intimate gatherings or tranquil evenings under the stars. Car enthusiasts will appreciate the oversized 6-car garage, providing ample space for a prized collection or weekend cruisers. This is more than a home-it's a lifestyle of privacy, beauty, and effortless luxury, just minutes from the heart of Highland Park and world-class schools and amenities.
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FeaturesGeneralLiving Area 9000
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air Zoned
Possession Closing
Roof Shake
Appliances Double Oven Range Microwave Dishwasher Refrigerator Freezer Washer Dryer Disposal
Garage Spaces 6
Association Fee Includes None
Architectural Style Cape Cod
Construction Materials Cedar Shake Siding
Year Built 1995
Electric 200+ Amp Service
Township West Deerfield
Tax Year 2024
Ownership Fee Simple
Community Features Lake
Assoc Fee Paid Per Not Applicable
County Lake
New Construction N
Property Type Residential Detached Single
Total Rooms 13
Full Baths 6
Status Active
Directions Sheridan to Laurel Laurel to Prospect
High School Highland Park High School
City Highland Park
High School District 112
MLS Area Highland Park
Elementary School Indian Trail Elementary School
Tax Annual Amount 123587
Middle/Junior High School Edgewood Middle School
Additional Parcels Y/N N
Virtual Tour https://tours.positiveimagelive.com/2339257?idx=1
Standard Status Active
Middle/Junior School District 112
Elementary School District 112
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InteriorInterior Amenities Elevator
Basement Finished Full
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Gas Log
Half Baths 2
Laundry Features Gas Dryer Hookup Multiple Locations Sink
Total Bedrooms 5
Room Type Breakfast Room Office Recreation Room Sitting Room Pantry Bedroom 5 Foyer Walk In Closet Utility Room-Lower Level
Total Baths 8
Bedrooms Possible 5
Bathroom Separate Shower Double Sink
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ExteriorModel CAPE COD
Exterior Amenities Balcony Hot Tub Dog Run Outdoor Grill Fire Pit Breezeway Lighting
Parking Features Brick Driveway Circular Driveway Heated Garage Garage On Site Garage Owned Attached
Lot Features Landscaped Mature Trees Views
Water Source Lake Michigan
Total Parking 6
Foundation Details Concrete Perimeter
Lot Dimensions 106X572X181X470
Lot Size Acres 1.5442
Waterfront Y/N Y
Other Equipment Security System Fire Sprinklers Sump Pump Security Cameras
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* Excluded FeaturesList By@Properties Christie's International Real EstateBroker
carrie@atproperties.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $37,401
- Monthly Property Taxes
- $10,299
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Highland Park, IL
Average List Price $1,439,721
Percent of Sale Price 76%
About Highland Park, IL 29,012 Population
-8% Since 2002
$ 129,779 Median Income
47.47 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
4634266 Elementary School
4644240 Middle School
Highland Park High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/10/2025 | $5,995,000 | | Listed Price |