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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.
| DAYS ON MARKET | 1 | LAST UPDATED | 10/12/2026 |
|---|---|---|---|
| YEAR BUILT | 2006 | COMMUNITY | Highland Park |
| GARAGE SPACES | 5.0 | COUNTY | Lake |
| STATUS | Active | PROPERTY TYPE(S) | Single Family |
| School District | Highland Park High School |
|---|---|
| Jr. High School | Edgewood Middle School |
| High School | Highland Park High School |
| ADDITIONAL DETAILS | |
| AIR | Central Air, Gas, Zoned |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Bar Fridge, Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Electric Oven, ENERGY STAR Qualified Appliances, Freezer, Gas Cooktop, Gas Oven, Humidifier, Indoor Grill, Microwave, Other, Oven, Range, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Purifier, Water Purifier Owned, Wine Refrigerator |
| AREA | Highland Park |
| BASEMENT | Exterior Entry, Finished, Full, Storage Space, Sump Pump, Walk-Out Access, Yes |
| CONSTRUCTION | Brick, Stone, Stucco |
| EXTERIOR | Balcony, Barbecue, Fire Pit, Lighting, Outdoor Grill |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Forced Air, Natural Gas, Radiant Floor, Zoned |
| INTERIOR | Beamed Ceilings, Bookcases, Built-in Features, Cathedral Ceiling(s), Dry Bar, Elevator, Entrance Foyer, Granite Counters, In-Law Floorplan, Pantry, Sauna, Walk-In Closet(s) |
| LOT | 0.87 acre(s) |
| LOT DESCRIPTION | Cul-de-sac, Garden, Landscaped, Level, Views, Wooded |
| LOT DIMENSIONS | 237X180 |
| PARKING | Gravel, Circular Driveway, Garage Door Opener, Heated Garage, Garage, Attached |
| POOL DESCRIPTION | In Ground |
| STYLE | Traditional, Tudor |
| TAXES | 94535.6 |
| UTILITIES | Cable Available |
| VIEW | Yes |
| VIEW DESCRIPTION | Water |
MORTGAGE CALCULATOR
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Listed with Baird & Warner
The data relating to real estate for sale on this web site comes in part from the Broker ReciprocitySM Program of MRED. All real estate listings are marked with the Broker ReciprocitySM logo or the MRED Broker ReciprocitySM thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.
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Copyright 2026 MRED. All rights reserved.
The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2026 MRED. All rights reserved.
This IDX solution is (c) Diverse Solutions 2026.
