$1,495,000

3464 Old Mill Road, Highland Park, IL 60035

Active
5 beds 5.5 baths 5,819 sqft (assessor) Built 1953 Residential MLS #MRD12645085 101 days on market
Listing courtesy of Exit Strategy Realty · 312-554-5478 · MLS #MRD12645085 · Status: Active
Expanded and renovated in 2008, this two-story prairie-style executive home offers over 9,000 square feet of finished living area across three levels, all easily accessible by a centrally located elevator or stairs, and is situated on over an acre of wooded property along a quiet, private road in Highland Park. The home offers exceptional flexibility with spaces ideal for a variety of lifestyles, hobbies, and extended living arrangements. The home is perfectly centered on over an acre of fully landscaped property with old-growth oak, pine, maple, and a variety of other trees with an endless supply of firewood for the three wood-burning fireplaces with gas starters. The main floor has 10-foot ceilings and was designed for one-floor living. It features a large primary bedroom opening up to a south-facing tropical solarium, a huge walk-in closet, large primary bath with dual sinks, over 10 lineal feet of deep mirrored medicine cabinets, Infinity soaking tub, oversized walk-in shower, and a separate toilet and bidet room. The extra-large kitchen features custom teak cabinetry with full-depth pot drawers, deep upper cabinets, granite tops, and a 6-burner Thermador commercial gas range with griddle, warming trays, and full-size lighted range hood. The kitchen also features a large food-preparation island with granite top, under-counter refrigerator, wine cooler, beverage center, and l teak base cabinets. A second island has counter seating for ten. A large walk-in pantry and a second full kitchen are seamlessly connected to the main kitchen, facilitating large gatherings and specialty cooking. The kitchen and dining area open up onto a large outside concrete deck for outside dining and evening fires overlooking the oversized back yard. The second floor features 9 foot ceilings, a large office and living, study, or hobby area, an ensuite guest room with outside patio, a second guest bedroom with shared bath that has a jacuzzi tub, a large potential second primary suite with an outside patio, a bonus room that is pre-plumbed for an additional bathroom, and an additional bedroom. The expanded lower-level features 8' 6" ceilings, a large, mirrored gym with oak flooring on sleepers, an adjoining full bath and steam room, a separate movie room, and a huge storage area with heavy-duty shelving units. The infrastructure includes 400-amp electrical service, a new 6-inch sewer line, copper water service, three dual sump pumps (120v and 12v with battery backups). The property also features a separate 1,440-square-foot, fully finished building with 10-foot ceilings, an 8-foot-high double garage door with parking for two vehicles, three 8-by-12-foot storage rooms, and a 360-square-foot studio apartment. An additional versatile 12-by-22-foot flex space is ideal for hobbies, projects, a workshop, or extra storage-or could potentially be incorporated into the studio apartment for additional living space. The home features convenient commuting, with access to US Route 41, the Fort Sheridan Metra line, restaurants, shopping, and community events of Highland Park and Highwood. A truly unique home offering privacy, scale, and thoughtful design in a prime Highland Park location.
🎥 Virtual tour →

Property details

Interior

Interior features
Elevator, 1st Floor Bedroom, 1st Floor Full Bath, Walk-In Closet(s), High Ceilings, Open Floorplan, Separate Dining Room, Pantry, Workshop
Flooring
Hardwood, Carpet
Fireplaces
3
Fireplace details
Wood Burning, Gas Starter, More than one
Basement
Finished, Exterior Entry, Storage Space, Full
Laundry
Main Level, Sink
Additional rooms
Kitchen, Bedroom 5, Theatre Room, Exercise Room, Storage, Foyer, Office, Balcony/Porch/Lanai
Total rooms
12

Building & exterior

Style
Prairie
Age
71-80 Years
Exterior
Stucco, Stone
Roof
Asphalt
Foundation
Concrete Perimeter
Patio & porch
Patio
Other structures
Workshop, Second Residence
Exposure
East

Parking

Garage spaces
4
Total spaces
4
Parking details
Gravel, Garage Door Opener, Garage, Yes, Garage Owned, Attached, Detached

Lot & location

Lot dimensions
150X300
Lot description
Mature Trees
Township
West Deerfield
County
Lake

Utilities

Heating
Natural Gas
Cooling
Central Air, Zoned
Water
Public
Sewer
Public Sewer
Electricity
Service - 400 Amp or Greater

HOA & community

Assessment
$300 / annually
Assessment includes
Other
Community features
Street Paved

Schools

Elementary
Wayne Thomas Elementary School (112)
Junior high
Northwood Junior High School (112)
High school
Highland Park High School (113)

Taxes & terms

Annual taxes
$31,916 (2024)
Parcel number (PIN)
16093030540000
PIN
16093030540000
Ownership
Fee Simple
Possession
Closing
Special conditions
None
Listed
5/11/2026

Rooms

RoomSizeLevelFlooring
Kitchen- 2nd13X12MainGranite
Bedroom 512X10SecondCarpet
Theatre Room19X17Basement
Exercise Room27X20Basement
Storage29X27Basement
Foyer16X11Main
Office25X21SecondCarpet
Balcony/Porch/Lanai26X8SecondPorcelain Tile
Balcony/Porch/Lanai26X7SecondPorcelain Tile
Balcony/Porch/Lanai21X7SecondPorcelain Tile
Bedroom 226X14SecondCarpet
Bedroom 326X11SecondCarpet
Bedroom 412X10SecondCarpet
Dining Room16X15MainHardwood
Family RoomN/A
Kitchen19X17MainHardwood
Laundry12X10Main
Living Room21X19MainHardwood
Master Bedroom26X21MainHardwood

What would this home cost per month?

Using this listing's actual tax bill (2024) and actual HOA assessment — adjust anything.

Rates move daily — edit to today's quote. Under 20% down adds PMI automatically.

Estimated monthly payment
$0
Principal & interest
Property taxes
Insurance
PMI (under 20% down)
HOA / assessments

Estimates only — not a loan offer or quote; your rate, insurance and PMI depend on your credit and lender. Run other scenarios on the full mortgage calculator, or ask us to connect you with lenders our clients actually close with.

Similar homes nearby

$1,249,000
6 bd · 4 ba · 4,175 sqft
355 Oakdale Avenue, Lake Forest, IL 60045
$1,095,000
5 bd · 5.5 ba · 3,396 sqft
2925 Parkside Drive, Highland Park, IL 60035
$1,799,000
5 bd · 4.5 ba · 5,312 sqft
222 W Old Mill Road, Lake Forest, IL 60045
Want to see this home?

The Dawn Simmons Team (RE/MAX Suburban) can show you any listed property and give you a straight answer on what it's really worth. Call/text Josh at (224) 628-4013.

Ask About This Home →

Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

Based on information submitted to the MLS GRID as of 2026-08-26 02:23:03. 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. Properties displayed may be listed or sold by various participants in the MLS.

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 MLS GRID. Use of this site's search and display of listing data is subject to our Terms of Use. Some listings have been excluded from this website.

Any use or search of data on this website, other than by a consumer looking to purchase real estate, is prohibited. © 2026 MRED. See our DMCA notice.

Call now Text Josh
Text Josh