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$5,750,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 8 Beds
  • 9 Full Baths
  • 3 Partial Baths
  • 14,088 Sq. Ft.
  • 5 Car Garage
  • Updated 10 hours ago
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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.

Full Property Details for 86 Prospect Ave

General

  • Price: $5,750,000
  • Taxes: $94,535 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12675023

Rental Information

  • Complex Features: Lake, Street Lights, Park

Interior

  • Basement: Finished, E
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 6
  • Fireplace(s): Family Room, Living Room, Master Bedroom, Bedroom, Den/Library, Dining Room, Wood-Burning, Gas Starter, Masonry, More than one, Stubbed in Gas Line
  • 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
  • Flooring: Hardwood, Wood

Rooms

Bathrooms

  • Total Bathrooms: 12
  • Full Bathrooms: 9
  • Half Bathrooms: 3
  • Basement Baths: Yes
  • Bathroom Features: Whirlpool, Steam Shower, Bidet, Garden Tub, European Shower, Full Body Spray Shower, Double Shower, Soaking Tub

Bedrooms

  • Total Bedrooms: 8

Additional Information

  • Equipment: Intercom, Cable TV, Security System, Fire Sprinklers, Carbon Monoxide Detectors, Attic Exhaust Fan, Sump Pump, Lawn Sprinkler, Air Purifier, Backup Sump Pump, Generator, Multiple Water Heaters, Security Cameras, Electronic Air Filters, Internet-Fiber, Water Heater-Gas
  • Other Features: School Bus Service, Commuter Train

Exterior

  • Exterior Features: Balcony, Outdoor Grill, Fire Pit, Lighting

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Total Spaces: 5
  • Parking Features: Gravel, Circular Driveway, Garage Door Opener, Heated Garage, Garage, Yes, Garage Owned, Attached

Location

  • Area: Highland Park
  • County: Lake
  • Township: Moraine
  • Driving Directions: Park Ave W. Drive to Prospect Ave

School Information

  • School District: 112
  • Elem School District: 112
  • Midd School District: 112
  • High School District: 113
  • Middle School: Edgewood Middle School
  • High School: Highland Park High School
  • Private School: Highland Park High School

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned, Gas
  • Heating Type: Natural Gas, Forced Air, Zoned, Radiant Floor

Utilities

  • Sewer: Storm Sewer
  • Water: Lake Michigan

Structural Information

  • Architectural Info: Traditional, Tudor
  • Architectural Style: Traditional, Tudor
  • Construction: Brick, Stucco, Stone, Limestone
  • Exterior Const.: Brick, Stucco, Stone, Limestone
  • Basement: Yes
  • Basement Desc.: Finished, Exterior Entry, 9 ft + pour, Rec/Family Area, Sleeping Area, Storage Space, Full, Walk-Out Access
  • Foundation: Concrete Perimeter
  • Roof: Slate
  • Windows: Screens, Window Treatments, Drapes
  • Doors: Storm Door(s)
  • Sub-Flooring: Hardwood, Wood
  • Square Feet: 14,088
  • Sq. Ft. Source: Other
  • Year Built: 2006
  • Remodeled/Updated: 2026

Additional Structures

  • Other Structures: Pergola, Shed(s), Garage(s)

Lot Features

  • Lot Size (Acres): 0.87
  • Lot Size Range: .50 to .99 Acre
  • Lot Dimensions: 237 x 180
  • Fence: Yes
  • Lot Features: Cul-De-Sac, Nature Preserve Adjacent, Landscaped, Wooded, Garden, Level, Views
  • Fencing (Description): Fenced, Wood

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 2006
  • Tax Amount: $94,535.92
  • Tax Year: 2024
  • Pays Sewer: Storm Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: Exclusions-Call List Office, List Broker Must Accompany
  • Property ID: 16243050040000

Listed by Baird & Warner

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— 86 Prospect Ave —

  • Baird & Warner

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Schools serving 86 Prospect Ave

School Districts:North Shore School District 112, Township High School District 113
NameGradesDistance
Indian Trail Elementary School, Highland Park, IL
2075 Saint Johns Avenue, Highland Park, IL 60035
K-50.8 mi
Edgewood Middle School
2031 Sheridan Road, Highland Park, IL 60035
6-80.7 mi
Highland Park High School
433 Vine Avenue, Highland Park, IL 60035
9-121.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Tax History for 86 Prospect Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$104,068
6%
$1,084,289
-13%
2024
$97,731
17%
$1,244,821
11%
2023
$83,342
8%
$1,122,067
20%
2022
$76,877
3%
$931,482
3%
2021
$74,388
4%
$900,418
—
2020
$71,870
—
$900,418
—
2019
$71,870
-5%
$896,206
-9%
2018
$75,681
3%
$984,081
1%
2017
$73,361
4%
$978,406
5%
2016
$70,793
3%
$931,460
8%
2015
$68,711
-5%
$865,428
—
2014
$72,281
2%
$865,428
-1%
2013
$71,109
3%
$874,469
-3%
2012
$69,105
—
$897,156
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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86 Prospect Avenue, Highland Park, IL 60035 (MLS# 12675023) is a Single Family property with 8 bedrooms, 9 full bathrooms and 3 partial bathrooms. 86 Prospect Avenue is currently listed for $5,750,000 and was received on September 25, 2026. Want to learn more about 86 Prospect Avenue? Do you have questions about finding other Single Family real estate for sale in Highland Park? You can browse all Highland Park real estate or contact a Coldwell Banker agent to request more information.

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