86 Prospect Avenue, Highland Park, IL 60035
Local realty services provided by:CENTURY 21 All Pro Real Estate
86 Prospect Avenue,Highland Park, IL 60035
$5,495,000
- 8 Beds
- 12 Baths
- 14,088 sq. ft.
- Single family
- Active
Listed by: joe tyler gerber
Office: baird & warner
MLS#:12781411
Source:MLSNI
Price summary
- Price:$5,495,000
- Price per sq. ft.:$390.05
About this home
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....
Contact an agent
Home facts
- Year built:2006
- Listing ID #:12781411
- Updated:October 16, 2026 at 11:08 AM
Rooms and interior
- Bedrooms:8
- Total bathrooms:12
- Full bathrooms:9
- Half bathrooms:3
- Rooms Total:17
- Dining Description:Breakfast Room, Separate Dining Room
- Bathrooms Description:Bidet, Double Shower, European Shower, Full Body Spray Shower, Garden Tub, Soaking Tub, Steam Shower, Whirlpool
- Kitchen Description:Bar Fridge, Cooktop, Dishwasher, Disposal, Double Oven, Electric Oven, Freezer, Gas Cooktop, Gas Oven, High End Refrigerator, Indoor Grill, Microwave, Range, Range Hood, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
- Basement Description:Finished, Full
- Living area:14,088 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Forced Air, Natural Gas, Zoned
- Central air:Yes
Structure and exterior
- Roof:Slate
- Year built:2006
- Building area:14,088 sq. ft.
- Lot area:0.87 Acres
- Lot Features:Cul-De-Sac, Landscaped, Natural Preserve Adjacent, Wooded
- Architectural Style:Traditional, Tudor
- Exterior Features:Balcony, Fire Pit, Outdoor Grill
- Foundation Description:Concrete Perimeter
- Levels:3 Story
Schools
- High school:Highland Park High School
- Middle school:Edgewood Middle School
Utilities
- Water:Lake Michigan
Finances and disclosures
- Price:$5,495,000
- Price per sq. ft.:$390.05
- Tax amount:$94,536 (2025)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Air Purifier, Backup Sump Pump, CO Detectors, Fan-Attic Exhaust, Fire Sprinklers, Generator, Intercom, Multiple Water Heaters, Security System, Sprinkler-Lawn, Sump Pump, TV-Cable
Parking
- Total parking spaces:5
- Parking description:Attached Garage, Circular Driveway, Garage, Gravel
- Garage:Yes
- Garage spaces:5
Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed. MLSNI Member Broker: Lisa McKinneyNew listings near 86 Prospect Avenue
- Open Sat, 11am to 12:30pmNew
$575,000Active3 beds 3 baths2,135 sq. ft.1454 Glencoe Avenue, Highland Park, IL 60035
MLS# 12786577Listed by: COMPASS - Open Sat, 2 to 4pmNew
$2,299,000Active5 beds 7 baths5,855 sq. ft.2313 Sheridan Road, Highland Park, IL 60035
MLS# 12779443Listed by: RE/MAX TOP PERFORMERS - New
$899,900Active4 beds 4 baths2,990 sq. ft.420 Lincoln Avenue W, Highland Park, IL 60035
MLS# 12778754Listed by: ENGEL & VOELKERS CHICAGO NORTH SHORE - New
$1,400,000Active3 beds 4 baths4,687 sq. ft.1630 Freesia Court, Highland Park, IL 60035
MLS# 12784070Listed by: TELEQUEST CORP. - New
$725,000Active4 beds 4 baths2,120 sq. ft.1540 Sheridan Road, Highland Park, IL 60035
MLS# 12779268Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - Open Sat, 11am to 1pmNew
$829,000Active4 beds 2 baths2,622 sq. ft.1538 Oakwood Avenue, Highland Park, IL 60035
MLS# 12783502Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE - New
$599,000Active4 beds 2 baths2,160 sq. ft.1324 Fredrickson Place, Highland Park, IL 60035
MLS# 12783254Listed by: RE/MAX SUBURBAN 
$650,000Pending5 beds 4 baths3,216 sq. ft.1670 Strath Erin Road, Highland Park, IL 60035
MLS# 12780308Listed by: SERHANT.- New
$439,000Active3 beds 3 baths2,528 sq. ft.1440 Concorde Circle, Highland Park, IL 60035
MLS# 12773165Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
©2026 Century 21 Real Estate LLC. All rights reserved. CENTURY 21®, the CENTURY 21 Logo and C21® are service marks owned by Century 21 Real Estate LLC. Century 21 Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Listing information is deemed reliable but not guaranteed accurate.