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86 Prospect Ave , Highland Park, IL 60035
$5,495,000
Est. Payment: $29,988.47/mo
8 Bed
12 Bath
14088 Sqft
0.87 Acres
Status: active | Days on site: 9
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House Description

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.

Highlights

Listed by Joe Tyler Gerber , 847-544-9666 Baird & Warner , 847-432-0500. Midwest Real Estate Data mls logo

Property Type

Residential

Lot/Acreage
0.87

Year Built

2006

County

Lake

Area

Highland Park

School District

112

Listing ID

12781411

Questions about this listing?

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Interior Features

Bedrooms and Bathrooms
  • ▪ Bedrooms:8
  • ▪ Bathrooms:12
  • ▪ Full Bathrooms:9
  • ▪ 1/2 Bathrooms:3
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, ENERGY STAR Qualified Appliances, Gas Cooktop, Gas Oven, Electric Oven, Humidifier, Intercom,TV-Cable,Security System,CO Detectors,Fan-Attic Exhaust,Sump Pump,Sprinkler-Lawn,Air Purifier,Backup Sump Pump;,Generator,Multiple Water Heaters,Security Cameras,Electronic Air Filters,Internet-Fiber,Water Heater-Gas
Air Cond:Central Air,Zoned,Gas
Fireplaces:Gas Log,Gas Starter,Masonry,More than one,Stubbed in Gas Line
Floor:Hardwood,Wood
Basement:Finished,Exterior Entry,9 ft + pour,Rec/Family Area,Sleeping Area,Storage Space,Full,Walk-Out Access
Other:
  • ▪ Additional:Cathedral Ceiling(s), Dry Bar, Wet Bar, Elevator, In-Law Floorplan, Built-in Features, Walk-In Closet(s), Bookcases, Beamed Ceilings, Special Millwork, Granite Counters, Separate Dining Room, Paneling, Pantry
Water:Lake Michigan

Exterior Features

Lot:Cul-De-Sac,Nature Preserve Adjacent,Landscaped,Wooded,Garden,Level,Views
Lot Dimensions:237X180
Garage Capacity:5
Roof:Slate
Others:
  • ▪ Additional:Balcony, Outdoor Grill, Fire Pit, Lighting
Sewer:Storm Sewer
Parking Features:Gravel,Circular Driveway,Garage Door Opener,Heated Garage,Garage,Yes,Garage Owned,Attached
Principal Interest
$29,988
Taxes
$7,878

Home Price

$5,495,000

Loan Details

30 yrs
7.25%

Down Payment

20%
$1,099,000
All calculations are estimates and provided by Blueroof360. Today’s Rates provided by Blueroof360. Information and interactive calculators are made available to you only as self-help tools for your independent use and are not intended to provide investment or tax advice. We cannot and do not guarantee their applicability or accuracy in regards to your individual circumstances. All examples are hypothetical and are for illustrative purposes. We encourage you to seek personalized advice from qualified professionals regarding all personal finance issues.
Monthly Price:
$29,988.47

Principal

Taxes

Principal Taxes HOA Total
Monthly $29,988.47 $7,877.97 $0.00 $37,866.44
Yearly $359,861.63 $94,535.60 $0.00 $454,397.23
Total $10,795,848.94 $2,836,068.00 $0.00 $13,631,916.94
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Master Chief
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Market insight data is pulled from the same city as the listing being viewed (Highland Park, IL).

The schools listed are within a 2-mile radius of the property; however, attendance is not guaranteed. Please contact the local school district to confirm zoning and enrollment options.

Based on information submitted to the MRED as of the date listed below. All data is obtained from various sources and has not been, and will not be, verified by broker or MRED. MRED supplied Open House information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time.

Based on information submitted to the MLS GRID as of the date listed below. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability. Some listings have been excluded from this website.

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Data last updated: 2026-10-27T14:56:06.000Z

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