251 Oakland Dr
Highland Park, IL 60035
For more information on this listing, contact us at: (773) 998-2401
Active
$1,599,000
251 Oakland Dr Highland Park, IL 60035
Detached Single
Property Type
4
Beds
4 Full 1 Half
Baths
4,491
Sq. Ft.
1929
Year Built
Lake
County
Exceptional location between Braeside and Ravinia! Don't be fooled from the outside-this meticulously maintained home offers nearly 4,500 square feet of beautifully designed living space filled with timeless character. A major 2001 renovation reconfigured the first floor while updating the electrical and plumbing, installing Marvin windows, attaching the 2-car garage, and adding a stunning conservatory. Rich millwork, classic paneling, and three brick fireplaces add warmth and charm throughout. The spacious living room, family room, and conservatory provide outstanding spaces for entertaining and everyday living. The flexible floor plan features 5 bedrooms, including one in the finished basement. The second floor offers a spacious primary suite, two additional bedrooms, and a full bath, while the third floor includes another bedroom, bonus room, and full bath. The finished basement boasts a large recreation room, bedroom/office or exercise room, full bath, laundry with kitchenette, and abundant storage. New roof installed last year. and exterior painted this year. Enjoy the beautiful yard with mature trees and two inviting patios. Ideally located near Rosewood Beach, Ravinia Festival, the Ravinia Business District, North Shore Trail, Braeside School, and the Metra station.
MLS #
12735318
Monthly HOA
N/A
On Site
25 Days
Last Updated
8/31/2026
Location
Contact Agent
Property Rocks
(773) 998-2401Property Details
Community Information
Address
251 Oakland Dr, Highland Park, IL 60035
Area
Highland Park
County
Lake
City
Highland Park
Township
Moraine
Zip Code
60035
School Information
School District
112
High School
Highland Park High School
Middle School
Edgewood Middle School
Elementary School
Braeside Elementary School
Architecture
Bedrooms
4
Bathrooms
4 Full / 1 Half
Year Built
1929
Style
Traditional
Construction Materials
Brick, Cedar
Age Range
91-100 Years
Type Detached
3 Stories
Roof
Asphalt
Foundation
Concrete Perimeter
Basement Type
Finished, Full
Parking Features
Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
Features / Amenities
Interior Features
Vaulted Ceiling(s), Walk-In Closet(s), Beamed Ceilings, Separate Dining Room
Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Disposal, Range Hood, Gas Oven, Humidifier
Equipment
Security System, CO Detectors, Ceiling Fan(s), Sump Pump, Sprinkler-Lawn, Water Heater-Gas
Fireplace Features
Wood Burning, Gas Log
Fireplaces Total
2
Flooring
Hardwood
Laundry
Gas Dryer Hookup, Sink
Rooms
Bedroom 5, Breakfast Room, Foyer, Mud Room, Office, Recreation Room, Storage, Walk In Closet
Patio And Porch
Patio
Window
Skylight(s)
Parking Total
2
Garage Spaces
2
Air Conditioning
Central Air
Heat Source / Type
Natural Gas
Fireplace(s)
Family Room, Living Room
Total Rooms
12
Property Features
Lot Size
0.25 Acres
Lot Dimensions
.25-.49 Acre
Lot Features
Corner Lot, Mature Trees
Sewer
Public Sewer
Water
Lake Michigan
Electric
200+ Amp Service
Transportation
School Bus Service, Commuter Train
Open House Count
0
Directions
Sheridan Rd north of Lake Cook and South of Roger Williams to Oakland , West to 2nd house on north side of street
Tax and Financial Info
Tax Year
2025
Tax Annual Amount
$19,746
Ownership
Fee Simple
Rooms
| Level | |
| Bedroom 5 | Basement |
| Recreation Room | Basement |
| Storage | Basement |
| Laundry | Basement |
| Breakfast Room | Main |
| Foyer | Main |
| Mud Room | Main |
| Dining Room | Main |
| Family Room | Main |
| Kitchen | Main |
| Living Room | Main |
| N/A | |
| N/A | |
| Walk In Closet | Second |
| Bedroom 2 | Second |
| Bedroom 3 | Second |
| Master Bedroom | Second |
| Office | Third |
| Bedroom 4 | Third |
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Listing provided courtesy of @Properties Christie's International Real Estate.Listings courtesy of MRED MLS as distributed by MLS GRID
Based on information submitted to the MLS GRID as of September 18, 2026 1:15 PM CST. 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