Kathlyn O'Toole

2665 Bentley Road

Highland Park, IL
$ 4,399,900 Beds 5 Baths 7 Sq 9,437 Virtual Tour
Monthly Estimate* How much can I afford?

Sophisticated new custom built 5 bedroom, 6 full bath & 2 half bath home with guest house, patio, pool & spa located on over 3 acres. This limestone & stucco clad home w/composite terra cotta Spanish roof tiles boasts unsurpassed quality construction by Red Rock Homes & is accompanied w/high-end interior designer finishes by Ilene Chase. Some of the home's highlights include: soaring ceilings, open floor plan, wide plank hardwood floors, custom built-ins, wood-paneled elevator, professional grade appliances, upgraded electrical & Smart home integration system, guest house, 50'x25' outdoor pool & spa. 1st level features a grand foyer w/soaring ceiling, RH brushed brass & crystal tiered chandelier, marble floors & bridal staircase. A formal dining room that is the ideal entertaining space connects to a built-in butler's pantry w/Quartzite counters & antiqued mirror backsplash. Expansive sun-filled great room w/22' ceilings, stone surround wood-burning fireplace that is flanked by custom wood built-ins & French sliders leading to outdoor entertaining areas. The great room leads directly to a gourmet chef's kitchen featuring custom bespoke white cabinetry, Quartzite Iceberg counters & backsplash, professional ss appliances featuring 60" commercial Wolf range w/double ovens, Wolf microwave, Sub-Zero refrigerator/freezer & 2 Bosch dishwashers. A large center island w/Iceberg Quartzite waterfall countertop, prep sink, seating & tons of storage. Wet bar w/custom bespoke dark-stained wood & black cabinetry, Quartzite counter & backsplash, ss hammered bar sink, ice maker, beverage refrigerator plus full-size Sub-Zero designer wine refrigerator. Spacious eat-in area is perfect for large gatherings & opens to a bright 4-season sunroom w/vaulted wood-paneled ceiling & a wall of glass doors that make indoor/outdoor entertaining seamless. Formal powder room w/custom wall covering, vanity w/marble counter & herringbone oval sink & eclectic brass sconces. The private primary wing of the home features a handsome study w/wood & reeded glass French privacy doors, herringbone hardwood floors, wet bar, black marble carved fireplace mantle surround, grass cloth wallcovering & wood coffered ceiling w/smoke eater. The office leads to a secondary formal powder room w/custom wood vanity with double thick block marble countertop, custom wall covering and modern sconces. A luxurious primary suite w/tray ceiling, gas fireplace & sliders that lead to patio & pool areas. Other highlights include a morning bar, dressing area & custom walk-in closet w/ substantial built-ins. Spa-like luxurious primary bath featuring porcelain tile heated floors, double vanities w/quartz countertops, separate make-up vanity, oversized shower w/steam, rain showerhead, wall sprays and sleek touch-style control for Smart bath features, plus Kohler jetted soaking tub w/quartz decking & 2 commode closets, one with urinal. Mudroom w/custom built-ins & back staircase access, plus spacious laundry room is located off the 4 car heated garage w/EV chargers for each space. Completing the 1st level is a full pool bath & changing area w/custom built-in storage, located off the mudroom w/sliders leading directly to rear pool, spa & patio. The 2nd level boasts a catwalk w/magnificent views of the foyer & great room below. 3 additional generous-sized bedrooms all w/en-suite luxurious baths & custom walk-in closets. Plumbed for additional washer/dryer. Lower level features huge rec room, wet bar w/wine fridge, exercise room, dry-sauna, 5th bedroom w/full bath & tons of storage. The ideal outdoor PRIVATE entertaining space features a 9' deep in-ground pool & spa surrounded by expansive 5,000 sq. ft. porcelain tile patio decking, built-in fire-pit & outdoor BBQ grill w/stone surround & honed bluestone countertop. An 1,100 sq ft guest house provides guests privacy with sitting/rec room, full kitchen, bedroom w/en-suite bath, laundry & changing area. A rare opportunity to own this brand-new home!

Active

  • Price
  • $ 4,399,900
  • City
  • Highland Park
  • Bedrooms
  • 5
  • Full Bathrooms
  • 6
  • County
  • LAKE
  • Half Bathrooms
  • 2
  • Area
  • Highland Park
  • Lot Size
  • 3.18 Acres
  • Zip
  • 60035
  • Sqr Footage
  • 9,437
  • Year Built
  • 2025
  • Taxes
  • $ 12963
  • Style
  • Mediterranean
  • MLS#
  • 12659749
Listed By: @properties Christie's International Real Estate
Data Source: Midwest Real Estate Data (MRED)

Features

General

Living Area 9437
Sewer Public Sewer
Heating Natural Gas,Forced Air,Zoned,Radiant Floor
Cooling Central Air,Zoned
Possession Closing
Roof Tile
Appliances Double Oven,Range,Microwave,Dishwasher,High End Refrigerator,Bar Fridge,Freezer,Washer,Dryer,Disposal,Stainless Steel Appliance(s),Wine Refrigerator,Range Hood,Gas Oven,Humidifier
Garage Spaces 4
Association Fee Includes None
Architectural Style Mediterranean
Construction Materials Stucco,Stone,Limestone
Year Built 2025
Electric Circuit Breakers,Service - 400 Amp or Greater
Township West Deerfield
Tax Year 2025
Ownership Fee Simple
Community Features Street Paved
Assoc Fee Paid Per Not Applicable
County Lake
New Construction No
Property Type Residential
Energy Efficient Enhanced Air Filtration
Other Structures Guest House
Total Rooms 13
Full Baths 6
Status Active
Directions Half Day Road (Rt 22) West of Skokie Valley Rd Rt 41 to Bentley Rd,North on Bentley to home on east side of street.
High School Highland Park High School
City Highland Park
High School District 113
MLS Area Highland Park
Elementary School Wayne Thomas Elementary School
Tax Annual Amount 12963.78
Middle/Junior High School Northwood Junior High School
Additional Parcels Y/N No
Virtual Tour https://summitimaging.hd.pics/2665-Bentley-Rd/idx
Standard Status Active
Middle/Junior School District 112
Elementary School District 112
Property Type Detached Single

Interior Features

Interior Amenities Vaulted Ceiling(s),Sauna,Wet Bar,Elevator,1st Floor Bedroom,In-Law Floorplan,1st Floor Full Bath,Built-in Features,Walk-In Closet(s),High Ceilings,Coffered Ceiling(s)
Basement Finished,Rec/Family Area,Storage Space,Full
Flooring Hardwood
Total Fireplaces 3
Fireplace Features Wood Burning,Attached Fireplace Doors/Screen,Gas Starter
Half Baths 2
Laundry Features Main Level,Gas Dryer Hookup,Laundry Chute,Sink
Total Bedrooms 4
Below Grade Finished Area 2629
Room Type Eating Area,Bedroom 5,Heated Sun Room,Recreation Room,Office,Exercise Room,Foyer,Mud Room
LivingAreaSource Builder
Total Baths 8
Bedrooms Possible 5
Bathroom Whirlpool,Separate Shower,Steam Shower,Double Sink,Full Body Spray Shower

Exterior Features

Exterior Amenities Hot Tub,Outdoor Grill,Fire Pit
Parking Features Asphalt,Brick Driveway,Circular Driveway,Side Driveway,Garage Door Opener,Heated Garage,Garage,Yes,Garage Owned,Attached
Lot Features Cul-De-Sac,Landscaped,Wooded
Water Source Lake Michigan
Total Parking 4
Foundation Details Concrete Perimeter
Lot Dimensions 391 X 442
Lot Size Acres 3.18
Waterfront Y/N No
Other Equipment TV-Cable,Security System,Fire Sprinklers,CO Detectors,Ceiling Fan(s),Sump Pump,Air Purifier,Backup Sump Pump;,Generator,Multiple Water Heaters,Electronic Air Filters,Water Heater-Gas

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Chicago, IL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Wayne Thomas Elementary School
Middle School Northwood Junior High School
High School Highland Park High School

Price History

5/27/2026 Listed $4,650,000
6/22/2026 6% - $4,399,900

Property vs Zip Code Average in 60035

Price
AVG $1.72M
$4.4M
Taxes
AVG $30,078
$12,963
Year Built
AVG 1958
2025
Visits
AVG 75
219
Data Provided by Inside Real Estate®

Areas That We Cover

2665 Bentley Road Highland Park, IL is a Single Family Home for sale at $4399900 with 9437 sqft and a lot size of 3.18 Acres Acre(s). 2665 Bentley Road Highland Park has 5 bedrooms, 6 baths and was built in 2025. The property's zip code is 60035 which is in Highland Park, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.

Kathlyn O'Toole

Kathlyn O'Toole

708-360-7833

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