251 Oakland Drive, Highland Park, IL

$1,599,000

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4

Beds

Baths

4,491

Square feet

0.25

Acres

About 251 Oakland Drive

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.

Features of 251 Oakland Drive

MLS® # 12735318
Price $1,599,000
Bedrooms 4
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 4,491
Acres 0.25
Year Built 1929
Type Residential
Sub-Type Detached Single
Style Traditional
Status Active

Community Information

Address 251 Oakland Drive
Area Highland Park
City Highland Park
County Lake
State IL
Zip Code 60035

Amenities

Parking Spaces 2
Parking Asphalt, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
# of Garages 2
Is Waterfront No
Has Pool No

Interior

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
Heating Natural Gas
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Fireplaces Wood Burning, Gas Log
Stories 3 Stories
Has Basement Yes
Basement Finished, Full

Exterior

Exterior Brick, Cedar
Lot Description Corner Lot, Mature Trees
Roof Asphalt
Foundation Concrete Perimeter

School Information

District 113
Elementary Braeside Elementary School
Middle Edgewood Middle School
High Highland Park High School

Additional Information

Days on Market 7
Foreclosure No
Short Sale No
RE / Bank Owned No
HOA Fees Freq. Not Applicable

Listing Details

Office@properties Christie's International Real Estate

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Listing information last updated on September 23rd, 2026 at 11:39am CDT.