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.
Active
Price cut: $255K (10/12)
$5,495,000
86 Prospect Ave, Highland Park, IL 60035
8beds
14,088sqft
Single Family Residence
Built in 2006
0.87 Acres Lot
$-- Zestimate®
$390/sqft
$-- HOA
What's special
- 25 days
- 2,603
- 183
Zillow last checked:
Listing updated:
Listed by:
Joe Tyler Gerber 847-432-0500,
Baird & Warner
Source: MRED as distributed by MLS GRID,MLS#: 12781411
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 12
- Full bathrooms: 9
- 1/2 bathrooms: 3
Rooms
- Room types: Bedroom 5, Bedroom 6, Bedroom 7, Bedroom 8, Breakfast Room, Exercise Room, Foyer, Library, Office, Play Room
Primary bedroom
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes), Bathroom (Full, Tub & Separate Shwr, Whirlpool & Sep Shwr, Whirlpool)
- Area: 396 Square Feet
- Dimensions: 22X18
Bedroom 2
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 256 Square Feet
- Dimensions: 16X16
Bedroom 3
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 352 Square Feet
- Dimensions: 22X16
Bedroom 4
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 288 Square Feet
- Dimensions: 18X16
Bedroom 5
- Features: Flooring (Hardwood)
- Area: 240 Square Feet
- Dimensions: 16X15
Bedroom 6
- Features: Flooring (Carpet)
- Area: 323 Square Feet
- Dimensions: 19X17
Other
- Features: Flooring (Carpet)
- Area: 304 Square Feet
- Dimensions: 19X16
Other
- Features: Flooring (Carpet)
- Area: 234 Square Feet
- Dimensions: 18X13
Breakfast room
- Features: Flooring (Terracotta)
- Area: 272 Square Feet
- Dimensions: 17X16
Dining room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 384 Square Feet
- Dimensions: 24X16
Exercise room
- Features: Flooring (Other)
- Area: 589 Square Feet
- Dimensions: 31X19
Family room
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 558 Square Feet
- Dimensions: 31X18
Foyer
- Features: Flooring (Stone)
- Area: 384 Square Feet
- Dimensions: 24X16
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Pantry-Butler, Pantry-Closet, Pantry-Walk-in, Breakfast Room, Custom Cabinetry, Pantry, SolidSurfaceCounter), Flooring (Terracotta)
- Area: 506 Square Feet
- Dimensions: 23X22
Laundry
- Features: Flooring (Ceramic Tile)
- Area: 144 Square Feet
- Dimensions: 16X9
Library
- Features: Flooring (Hardwood), Window Treatments (Curtains/Drapes)
- Area: 345 Square Feet
- Dimensions: 23X15
Living room
- Features: Flooring (Hardwood)
- Area: 1122 Square Feet
- Dimensions: 34X33
Office
- Features: Flooring (Hardwood)
- Area: 154 Square Feet
- Dimensions: 14X11
Play room
- Features: Flooring (Vinyl)
- Area: 680 Square Feet
- Dimensions: 34X20
Heating
- Forced Air, Zoned, Radiant Floor
Cooling
- Central Air, Zoned, Gas
Appliances
- Included: 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, Multiple Water Heaters, Gas Water Heater
- Laundry: Main Level, Upper Level, Gas Dryer Hookup, Multiple Locations, Sink
Features
- 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
- Flooring: Hardwood, Wood
- Windows: Screens, Window Treatments, Drapes
- Basement: Finished,Exterior Entry,9 ft + pour,Rec/Family Area,Sleeping Area,Storage Space,Full,Walk-Out Access
- Number of fireplaces: 6
- Fireplace features: Gas Log, Gas Starter, Masonry, More than one, Stubbed in Gas Line, Family Room, Living Room, Master Bedroom, Bedroom, Den/Library, Dining Room
Interior area
- Total structure area: 14,088
- Total interior livable area: 14,088 sqft
Property
Parking
- Total spaces: 5
- Parking features: Gravel, Circular Driveway, Garage Door Opener, Heated Garage, Garage, Yes, Garage Owned, Attached
- Attached garage spaces: 5
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 3
- Patio & porch: Patio
- Exterior features: Balcony, Outdoor Grill, Fire Pit, Lighting
- Pool features: In Ground
- Fencing: Fenced,Wood
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.87 Acres
- Dimensions: 237X180
- Features: Cul-De-Sac, Nature Preserve Adjacent, Landscaped, Wooded, Garden, Level, Views
Details
- Additional structures: Pergola, Shed(s), Garage(s)
- Additional parcels included: 16243050050000,16243050030000
- Parcel number: 16243050040000
- Special conditions: Exclusions-Call List Office,List Broker Must Accompany
- Other equipment: Intercom, TV-Cable, Fan-Attic Exhaust, Sump Pump, Sprinkler-Lawn, Air Purifier, Backup Sump Pump;, Generator, Electronic Air Filters, Internet-Fiber
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional,Tudor
- Property subtype: Single Family Residence
Materials
- Brick, Stucco, Stone, Limestone
- Foundation: Concrete Perimeter
- Roof: Slate
Condition
- New construction: No
- Year built: 2006
- Major remodel year: 2026
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Storm Sewer
- Water: Lake Michigan
Community & HOA
Community
- Features: Lake, Street Lights, Park
- Security: Security System, Carbon Monoxide Detector(s), Closed Circuit Camera(s)
HOA
- Services included: None
Location
- Region: Highland Park
Financial & listing details
- Price per square foot: $390/sqft
- Tax assessed value: $3,734,837
- Annual tax amount: $94,535
- Date on market: 10/12/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 10/12/2026 | Price change | $5,495,000-4.4%$390/sqft |
Source:  MRED as distributed by MLS GRID #12781411 Report a problem | ||
| 9/26/2026 | Listed for sale | $5,750,000+68%$408/sqft |
Source: MRED as distributed by MLS GRID #12675023 Report a problem | ||
| 10/16/2024 | Sold | $3,422,500-2.1%$243/sqft |
Source: MRED as distributed by MLS GRID #11961061 Report a problem | ||
| 9/10/2024 | Pending sale | $3,495,000$248/sqft |
Source: MRED as distributed by MLS GRID #11961061 Report a problem | ||
| 9/5/2024 | Contingent | $3,495,000$248/sqft |
Source: MRED as distributed by MLS GRID #11961061 Report a problem | ||
| 6/19/2024 | Listed for sale | $3,495,000-9.2%$248/sqft |
Source: MRED as distributed by MLS GRID #11961061 Report a problem | ||
| 6/19/2024 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11982403 Report a problem | ||
| 2/19/2024 | Listed for sale | $3,850,000-3.7%$273/sqft |
Source: MRED as distributed by MLS GRID #11982403 Report a problem | ||
| 11/4/2023 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11896137 Report a problem | ||
| 9/28/2023 | Listed for sale | $3,999,000-11.1%$284/sqft |
Source: MRED as distributed by MLS GRID #11896137 Report a problem | ||
| 8/11/2023 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11755922 Report a problem | ||
| 6/29/2023 | Price change | $4,500,000-9.9%$319/sqft |
Source: MRED as distributed by MLS GRID #11755922 Report a problem | ||
| 5/17/2023 | Price change | $4,995,000-2.1%$355/sqft |
Source: MRED as distributed by MLS GRID #11755922 Report a problem | ||
| 4/11/2023 | Listed for sale | $5,100,000-1.9%$362/sqft |
Source: MRED as distributed by MLS GRID #11755922 Report a problem | ||
| 3/18/2023 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11705842 Report a problem | ||
| 1/23/2023 | Listed for sale | $5,199,000-13.3%$369/sqft |
Source: MRED as distributed by MLS GRID #11705842 Report a problem | ||
| 1/23/2023 | Listing removed | -- |
Source: MRED as distributed by MLS GRID #11481514 Report a problem | ||
| 8/2/2022 | Listed for sale | $5,995,000-7.8%$426/sqft |
Source: MRED as distributed by MLS GRID #11481514 Report a problem | ||
| 6/24/2022 | Listing removed | -- |
Source:  Engel & Volkers Report a problem | ||
| 4/6/2022 | Listed for sale | $6,500,000$461/sqft |
Source: MRED as distributed by MLS GRID #11358319 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $104,068 +6.5% | $1,084,289 -12.9% |
| 2023 | $97,731 +17.3% | $1,244,821 +10.9% |
| 2022 | $83,342 +8.4% | $1,122,067 +20.5% |
| 2021 | $76,877 +3.3% | $931,482 +3.4% |
| 2020 | $74,388 +3.5% | $900,418 +0.5% |
| 2019 | $71,870 -2% | $896,206 -8.9% |
| 2018 | $73,361 | $984,081 +0.6% |
| 2017 | $73,361 +6.8% | $978,406 +5% |
| 2016 | $68,711 -4.9% | $931,460 +7.6% |
| 2015 | $72,281 +1.6% | $865,428 -1% |
| 2014 | $71,109 +2.9% | $874,469 -0.6% |
| 2012 | $69,105 -13.3% | $879,571 -18.1% |
| 2011 | $79,684 +12.1% | $1,074,004 -1.2% |
| 2010 | $71,086 +2.7% | $1,087,324 -5.6% |
| 2009 | $69,214 +3.1% | $1,152,314 -1% |
| 2008 | $67,132 +10.7% | $1,163,954 +4.2% |
| 2006 | $60,653 +143.5% | $1,117,177 |
| 2005 | $24,908 +355.1% | -- |
| 2004 | $5,473 -53.7% | -- |
| 2003 | $11,828 -31.1% | -- |
| 2002 | $17,177 +1.1% | -- |
| 2001 | $16,998 -5.4% | $253,282 +0.6% |
| 2000 | $17,965 | $251,879 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 60035
Nearby schools
Schools provided by the listing agent
- Middle: Edgewood Middle School
- High: Highland Park High School
- District: 112
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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