55 Prospect Ave

$5,995,000
Price
5
Beds
9,000 Sq. Ft.
$666 / Sq. Ft.
9,000
Sq. Ft.
$666
per Sq. Ft.

Description

Welcome to 55 Prospect Avenue-where every day feels like a seaside escape. Perfectly sited on 1.5 acres with an extraordinary 175 feet of private Lake Michigan beachfront, this coastal-inspired estate offers a rare blend of architectural elegance, resort-style living, and timeless design. Evoking the relaxed sophistication of the Hamptons, this is Highland Park's crown jewel. Designed and built by some of the most respected names in luxury construction and recently reimagined to elevate both form...Welcome to 55 Prospect Avenue-where every day feels like a seaside escape. Perfectly sited on 1.5 acres with an extraordinary 175 feet of private Lake Michigan beachfront, this coastal-inspired estate offers a rare blend of architectural elegance, resort-style living, and timeless design. Evoking the relaxed sophistication of the Hamptons, this is Highland Park's crown jewel. Designed and built by some of the most respected names in luxury construction and recently reimagined to elevate both form and function, the residence spans over 9,000 square feet of masterfully crafted living space. Landscape architect Bill Eiserman reengineered the bluff and curated the grounds into a private, protected sanctuary with lush, purposeful design and uninterrupted lake views. Inside, floor-to-ceiling windows frame panoramic, ever-changing views of the lake, infusing every room with natural light and the calm of the shoreline. The main floor was designed for seamless entertaining and relaxed living, with soft, organic tones and a thoughtful layout that blends openness with intimacy. At the heart of the home lies the showpiece kitchen-featuring butcher block and marble countertops, professional-grade appliances, and expansive prep and serving areas ideal for both culinary pursuits and gathering with friends. The main residence includes 4 bedrooms and 5.2 baths, each beautifully appointed. The primary suite is a serene retreat, offering peaceful morning lake views at every turn, and an ambiance that invites rest, renewal, and reflection. An elevator services all floors, offering ease and accessibility throughout the home. Just steps away, a guest house mirrors the architecture and charm of the main home and includes a bedroom, full bath, exercise studio, and recreation space. The breezeway connecting the two structures features twin porch swings-an unexpected and whimsical detail that invites quiet reflection and a moment to take in the breeze off the lake. The outdoor living experience is just as exceptional. An outdoor shower adds convenience and practicality for those perfect beach days. The expansive, landscaped backyard features a beautiful stone patio for al fresco dining, and a built-in fire pit overlooking lush gardens and the serene blue waters beyond, creating the perfect setting for intimate gatherings or tranquil evenings under the stars. Car enthusiasts will appreciate the oversized 6-car garage, providing ample space for a prized collection or weekend cruisers. This is more than a home-it's a lifestyle of privacy, beauty, and effortless luxury, just minutes from the heart of Highland Park and world-class schools and amenities.

Property Details for 55 Prospect Avenue

Area
Highland Park
Township
West Deerfield
Ownership
Fee Simple
Num Of Garage Spaces
6.0
Num Of Parking Spaces
6.0
Parking Included in Price
Yes
Air Conditioning Type
Central Air, Zoned
Num of Interior Fireplaces
1
LISTING UPDATED: 10/24/2025 10:02 AM

Property Details for 55 Prospect Avenue

StatusActive
MLS #12468025
Days on Market109
Taxes$123,587 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeDetached Single / 2 Stories
Year Built1995
Lot Size1.54 AC / 67,265 SF
CountyLake County

Location

Listing Courtesy of: .

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Building Information for 55 Prospect Avenue

Stories-Year Built1995Building Size-Lot Size1.54 AC / 67,265 SF

Payment Calculator

$39,922 per month

30 year fixed, 6.28% Interest

Principal and Interest

$29,623

Property Taxes

$10,299

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 55 Prospect Avenue

General Information
School Information
  • Elementary School District: 112
  • Elementary School: Indian Trail Elementary School
  • Jr High Middle School: Edgewood Middle School
  • High School District: 112
  • High School: Highland Park High School
  • Middle Or Junior School District: 112
Addtl Parking Information
  • Parking Details: Brick Driveway, Circular Driveway, Heated Garage, Garage, On Site, Garage Owned, Attached
Location and General Information
  • Front Exposure: North, South, East, West, Lake/Water
Taxes and HOA Information
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None
  • Master Association Fee Frequency: Not Required
  • Additional Parcels: No
Property Information
Interior Features
  • Interior Property Features: Elevator
  • Num Of Rooms: 13
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Lake
  • Attic: Unfinished
  • Bath Amenities: Separate Shower,Double Sink
  • Fireplace Features: Gas Log
  • Basement Type: Finished, Full
  • Bedrooms Possible: 5
  • Air Conditioning: Central Air, Zoned
  • Electric: 200+ Amp Service
  • Flooring: Hardwood
  • Dining Room: Combined w/ LivRm
  • Basement Bathrooms: Yes
  • Fireplace Location: Living Room
  • Room Type: Breakfast Room, Office, Recreation Room, Sitting Room, Pantry, Bedroom 5, Foyer, Walk In Closet, Utility Room-Lower Level
  • Num of Baths: 6.2
Exterior Features
  • Patio And Porch Features: Patio
  • Type: 2 Stories
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: Oven-Double, Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal
  • Other Equipment: Security System, Fire Sprinklers, Sump Pump, Security Cameras
Property/Lot Information
  • Exterior Property Features: Balcony, Hot Tub, Dog Run, Outdoor Grill, Fire Pit, Breezeway, Lighting
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2006
  • Built Before 1978: No
  • Age: 26-30 Years
  • Type Detached: 2 Stories
  • Total Sq Ft: 0
  • Aprox Total Finished Sq Ft: 0
  • Total Finished and Unfin Sq Ft: 0
  • Lot Description: Landscaped Professionally, Mature Trees, Views
  • Lot Size: 1.0-1.99 Acres
  • Lot Dimensions: 106X572X181X470
  • Waterfront: Yes
  • Disability Access and/or Equipped: No
  • Construction: Cedar, Shake Siding
  • Roof Type: Shake
  • Foundation Details: Concrete Perimeter
  • General Information: None
  • Living Area Source: Estimated
Property and Assessments
  • Buyer Financing: Conventional
  • Public Document Count: 4
  • Document Date: 2025-09-10T13:02:10
  • Photos Count: 82
  • Rural: N
  • OpenHouse Count: 6
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Second
  • Room Type: Master Bedroom
  • Master Bedroom Bath: Full, Double Sink, Whirlpool & Sep Shwr
  • Master Bedroom Dimensions: 25X24
Bedroom #2 Information
  • 2nd Bedroom Level: Second
  • Room Type: Bedroom 2
  • Bedroom #2 Room Dimensions: 15X15
Bedroom #3 Information
  • 3rd Bedroom Level: Second
  • Room Type: Bedroom 3
  • Bedroom #3 Room Dimensions: 16X12
Bedroom #4 Information
  • 4th Bedroom Level: Second
  • Room Type: Bedroom 4
  • Bedroom #4 Room Dimensions: 16X12
Bedroom #5 Information
  • 5th Bedroom Level: Second
  • Room Type: Bedroom 5
  • Bedroom #5 Room Dimensions: 18X15
Dining Room Information
  • Dining Room Level: Main
  • RoomType_DR: Dining Room
  • Dining Room Dimensions: 16X20
Family Room Information
  • Family Room Level: Second
  • RoomType_FR: Family Room
  • Family Room Dimensions: 25X21
Kitchen Information
  • Kitchen Level: Main
  • RoomType_KT: Kitchen
  • Kitchen Dimensions: 22X21
Laundry Information
  • Laundry Level: Main
  • Room Type: Laundry
  • Laundry Dimensions: 8X10
Living Room Information
  • Living Room Level: Main
  • Room Type: Living Room
  • Living Room Dimensions: 22X21
Walk In Closet 1 Information
  • Room Level: Second
  • Room Type: Walk In Closet
  • Dimensions: 13X13
Walk In Closet 2 Information
  • Room Level: Basement
  • Room Type: Walk In Closet
  • Dimensions: 14X9
Foyer Information
  • Room Level: Main
  • Room Type: Foyer
  • Dimensions: 14X11
Recreation Room Information
  • Room Level: Basement
  • Room Type: Recreation Room
  • Dimensions: 27X10
Office Information
  • Room Level: Main
  • Room Type: Office
  • Dimensions: 8X12
Pantry Information
  • Room Level: Main
  • Room Type: Pantry
  • Dimensions: 5X11
Breakfast Room Information
  • Room Level: Main
  • Room Type: Breakfast Room
  • Dimensions: 12X11
Sitting Room Information
  • Room Level: Main
  • Room Type: Sitting Room
  • Dimensions: 13X24
Utility Room Lower Level Information
  • Room Level: Basement
  • Room Type: Utility Room-Lower Level
  • Dimensions: 23X11

Property History for 55 Prospect Avenue

DateEvent & SourcePriceAppreciation
Sep 10, 2025

Cancelled

MRED #12395579

$5,995,000
Sep 10, 2025

Listed (Active)

MRED #12468025

$5,995,000
Jul 17, 2025

Pending

MRED #12395579

Jul 17, 2025

Contingent

MRED #12395579

Jul 15, 2025

Listed (Active)

MRED #12395579

$5,995,000
Oct 15, 2024

Cancelled

MRED #11973312

$5,250,000
Oct 1, 2024

Temporarily Off Market

MRED #11973312

$5,250,000
Apr 19, 2024

Listed (Active)

MRED #11973312

$5,250,000
Feb 3, 2024

Cancelled

MRED #11872090

$5,650,000
Sep 5, 2023

Listed (Active)

MRED #11872090

$5,650,000
Aug 31, 2023

Cancelled

MRED #11763104

$5,999,900
Apr 19, 2023

Listed (Active)

MRED #11763104

$5,999,900
Apr 13, 2023

Cancelled

MRED #11709716

$5,999,999
Jan 30, 2023

Listed (Active)

MRED #11709716

$5,999,999
Dec 19, 2022

Cancelled

MRED #11677125

$5,999,999
Nov 21, 2022

Listed (Active)

MRED #11677125

$5,999,999
Jul 26, 2021

Cancelled

MRED #11102763

$5,999,999
May 27, 2021

Listed (Active)

MRED #11102763

$5,999,999
Sep 13, 2006

Sold (Public Record)

Public Record #203989975

$5,000,000
DateEvent & SourcePrice
09/10/2025

Cancelled

MRED #12395579

$5,995,000
09/10/2025

Listed (Active)

MRED #12468025

$5,995,000
07/17/2025

Pending

MRED #12395579

07/17/2025

Contingent

MRED #12395579

07/15/2025

Listed (Active)

MRED #12395579

$5,995,000
10/15/2024

Cancelled

MRED #11973312

$5,250,000
10/01/2024

Temporarily Off Market

MRED #11973312

$5,250,000
04/19/2024

Listed (Active)

MRED #11973312

$5,250,000
02/03/2024

Cancelled

MRED #11872090

$5,650,000
09/05/2023

Listed (Active)

MRED #11872090

$5,650,000
08/31/2023

Cancelled

MRED #11763104

$5,999,900
04/19/2023

Listed (Active)

MRED #11763104

$5,999,900
04/13/2023

Cancelled

MRED #11709716

$5,999,999
01/30/2023

Listed (Active)

MRED #11709716

$5,999,999
12/19/2022

Cancelled

MRED #11677125

$5,999,999
11/21/2022

Listed (Active)

MRED #11677125

$5,999,999
07/26/2021

Cancelled

MRED #11102763

$5,999,999
05/27/2021

Listed (Active)

MRED #11102763

$5,999,999
09/13/2006

Sold (Public Record)

Public Record #203989975

$5,000,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Prospect Avenue

Taxable ValueLand$789,553Additions$679,247Total$1,468,800
Tax Record2024$116,153 ($9,679 / month)
Home Facts
Beds3Baths1Total Finished SqFt5,444 SqFtAbove Grade Finished SqFt5,444 SqFtStories2Lot Size67,257 SqFtStyleSingle Family ResidenceYear Built1995Year Renovated1996CountyLAKEAPN16-24-302-022Fireplace TypeHas Fireplace

Schools near 55 Prospect Avenue

This home is within Twp Hsd 113 School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Indian Trail Elementary School
PublicK to 5

Edgewood Middle School
Public6 to 8

Highland Park High School
Public9 to 12

Oak Terrace Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

Similar Homes

Similar Sold Homes

55 Prospect Avenue is a single family home for sale in Highland Park, IL 60035. This property was listed for sale on September 10, 2025 by Compass, it's currently listed at $5,995,000. It has been on the market for a total of 109 days and was last sold on September 13, 2006. This listing's school districts are North Shore School District 112, Twp Hsd 113 School District. Nearby schools include Indian Trail Elementary School, Edgewood Middle School and Highland Park High School. 55 Prospect Avenue is a 5-bed, 8-bath, 9,000 sqft single family home built in 1995.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 10/24/2025 10:02 AM. 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.