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Stop dreaming, start living. Rarely does a residence of this magnitude and pedigree become available. Nestled just steps from the whispering shores of Lake Michigan, 86 Prospect Avenue is more than a home-it is a masterpiece of architectural significance. Originally commissioned in 2006 by a prominent local builder as his personal sanctuary, this estate has recently emerged from a multi-year, multi-million dollar transformation, championed by Red Rock Custom Homes and Earth Developments, as well as design carefully curated by Kara Mann Interiors, resulting in a seamless fusion of timeless North Shore grandeur and 2026’s most sophisticated modern luxuries. Thoughtfully situated on three hand-selected well-located parcels, the land now totals .87 acres of meticulously manicured grounds. Your approach to the home is cinematic, featuring a brand new circular paver drive, adorned by timeless gas lamps and lush potted plants, which leads to a majestic porte-cochere, a private gated motor court, and a heated five-car garage. The rear grounds are anchored by a 45-foot heated pool recently totally redone and resurfaced, complemented by a stone fire pit and sprawling covered patios. The heart of the home is a bespoke Chef’s Atelier featuring a striking marble and walnut island, Viking and Wolf ranges, Traulsen refrigeration with a dedicated commercial walk-in refrigerator, and Sub-Zero integrated drawers. This culinary suite transitions effortlessly from a sun-drenched breakfast room complete with a custom eating area with built-in benches to an expansive formal dining room anchored by a stately wood-burning fireplace. With over 14,000 square feet of finished living space, the home offers a versatile floor plan of eight to ten bedrooms, including a primary suite that serves as a bastion of tranquility with a private balcony, seasonal lake views, dual spa-inspired bathrooms, and two expansive custom dressing rooms. Four additional ensuite bedrooms and a hidden play area grace the second floor, while the third floor is dedicated to wellness with a professional gym, massage/yoga room, and recreation room. The walk-out lower level provides a sophisticated retreat with a second kitchen, three guest suites, three full bathrooms, and a large recreation room with a dedicated cabana bath. Built with a “forever” mindset, the estate includes a full-service elevator, two laundry suites, an executive library, a whole-house generator, and an advanced irrigation system. This is not merely an acquisition of real estate, but the acquisition of a lifestyle without compromise. Step into the perfect blend of timeless architecture and luxury north shore living. Welcome home! A few final touches being completed as we speak. Nearly $2.5m was invested in this home since in the last two years, a full list of improvements available upon request.

Property Details

Price:
$5,495,000
MLS #:
MRD12781411
Status:
Active
Beds:
8
Baths:
12
Type:
Single Family
Neighborhood:
highlandpark
Listed Date:
Oct 12, 2026
Finished Sq Ft:
14,088
Year Built:
2006
WoodedPoolHighland ParkHighlandparkEdgewood Middle SchoolHighland Park High SchoolWater

Schools

School District:
113
Middle School:
Edgewood Middle School
High School:
Highland Park High School

Interior

Appliances
Double Oven, Range, Microwave, Dishwasher, Refrigerator, High End Refrigerator, Bar Fridge, Freezer, Washer, Dryer, Disposal, Indoor Grill, Stainless Steel Appliance(s), Wine Refrigerator, Cooktop, Oven, Range Hood, Water Purifier, Water Purifier Owned, Other, ENERGY STAR Qualified Appliances, Gas Cooktop, Gas Oven, Electric Oven, Humidifier
Bathrooms
9 Full Bathrooms, 3 Half Bathrooms
Cooling
Central Air, Zoned, Gas
Fireplaces Total
6
Flooring
Hardwood, Wood
Heating
Natural Gas, Forced Air, Zoned, Radiant Floor
Interior Features
Cathedral Ceiling(s), Sauna, Dry Bar, Elevator, In-Law Floorplan, Built-in Features, Walk-In Closet(s), Bookcases, Beamed Ceilings, Special Millwork, Granite Counters, Separate Dining Room, Paneling, Pantry
Laundry Features
Main Level, Upper Level, Gas Dryer Hookup, Multiple Locations, Sink

Exterior

Architectural Style
Traditional, Tudor
Community Features
Lake, Street Lights, Park
Construction Materials
Brick, Stucco, Stone, Limestone
Exterior Features
Balcony, Outdoor Grill, Fire Pit, Lighting
Fencing
Fenced, Wood
Garage Spaces
5
Lot Features
Cul-De-Sac, Nature Preserve Adjacent, Landscaped, Wooded, Garden, Level, Views
Other Structures
Pergola, Shed(s), Garage(s)
Parking Features
Gravel, Circular Driveway, Garage Door Opener, Heated Garage, Garage, Yes, Garage Owned, Attached
Parking Spots
5
Parking Total
5
Patio And Porch Features
Patio
Roof
Slate
View
Water
Window Features
Screens, Window Treatments, Drapes

Financial

HOA Fee Frequency
Not Applicable
HOA Includes
None
Tax Year
2025
Taxes
$94,536

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