251 Oakland Drive, Highland Park, Illinois 60035


$1,599,000

For Sale
Status: Active
Sqft: 4,491
Cost/Sqft: $356
Beds: 4
Baths: 5
Year Built: 1929
Property Taxes: $19,746
Days On Market: 11
Lot Size: 0,25
Map
Street View

Description

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.

Property Specifics

Single Family
1929
No
0.25
Lake
— / Not Applicable
12735318
16362090040000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Braeside Elementary School
112
Middle School
Edgewood Middle School
112 Not in DB
High School
Highland Park High School
113 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
25 Aug, 2026 Listed for sale $1,599,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 4
Bedrooms Below Ground: 1
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 5
Partial Bathrooms: 1
Bathroom Amenities: Whirlpool
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
112x100
Finished,Interior Stair
Not in DB

Tax History

Year Property Taxes
2026 $19,746

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Listing Provided By

@properties Christie's International Real Estate