55 Prospect Avenue, Highland Park, Illinois 60035


$5,995,000

For Sale
Status: Pending
Sqft: 9,000
Cost/Sqft: $666
Beds: 5
Baths: 8
Year Built: 1995
Property Taxes: $116,143
Days On Market: 53
Lot Size: 1,54
Map
Street View

Description

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.

Property Specifics

Single Family
1995
CAPE COD
Yes
1.54
Lake
— / Not Applicable
12395579
16243020220000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Indian Trail Elementary School
112
Middle School
Edgewood Middle School
112 Not in DB
High School
Highland Park High School
112 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
17 Jul, 2025 Under contract $5,995,000 MRED MLS
15 Jul, 2025 Listed for sale $5,995,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 5
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 8
Partial Bathrooms: 2
Bathroom Amenities: Separate Shower,Double Sink
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

6
106X572X181X470
Unfinished
Not in DB

Tax History

Year Property Taxes
2025 $116,143

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Listing Provided By

@properties Christie's International Real Estate