251 Oakland Drive Highland Park, IL $ 1,599,000
251 Oakland Drive
$ 1,599,000
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251 Oakland Drive

Highland Park, IL, 60035
$ 1,599,000
Bedrooms5 Baths4.1 Sq 4,491

Monthly Estimate*

$ 10,096

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Single Family Home for sale in Highland Park, IL

for $1,599,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,491 square foot home was built in 1929 on a lot size of 0.252.

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.

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Single Family Active

Price

$ 1,599,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 19,746

Style

Traditional

Lot Size

0.252

Year Built

1929

Town/City

Highland Park

County/Region

Lake

MLS | Web ID

12735318

Features
General
Living Area 4491
Sewer Public Sewer
Heating Natural Gas
Cooling Central Air
Possession Closing
Roof Asphalt
Appliances Range Microwave Dishwasher High End Refrigerator Washer Dryer Disposal Range Hood Gas Oven Humidifier
Garage Spaces 2
Association Fee Includes None
Architectural Style Traditional
Construction Materials Brick Cedar
Year Built 1929
Electric 200+ Amp Service
Township Moraine
Tax Year 2025
Ownership Fee Simple
Community Features Street Lights Street Paved
Assoc Fee Paid Per Not Applicable
County Lake
New Construction N
Property Type Residential Detached Single
Other Structures None
Total Rooms 12
Full Baths 4
Status New
Directions Sheridan Rd north of Lake Cook and South of Roger Williams to Oakland West to 2nd house on north side of street
High School Highland Park High School
City Highland Park
High School District 113
MLS Area Highland Park
Elementary School Braeside Elementary School
Tax Annual Amount 19746
Middle/Junior High School Edgewood Middle School
Additional Parcels Y/N N
Standard Status Active
Middle/Junior School District 112
Elementary School District 112
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Interior
Interior Amenities Vaulted Ceiling(s) Walk-In Closet(s) Beamed Ceilings Separate Dining Room
Basement Finished Full
Flooring Hardwood
Total Fireplaces 2
Fireplace Features Wood Burning Gas Log
Half Baths 1
Laundry Features Gas Dryer Hookup Sink
Total Bedrooms 4
Room Type Bedroom 5 Breakfast Room Foyer Mud Room Office Recreation Room Storage Walk In Closet
Total Baths 5
Bedrooms Possible 5
Bathroom Whirlpool
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Exterior
Parking Features Asphalt Garage Door Opener Heated Garage Yes Garage Owned Attached Garage
Lot Features Corner Lot Mature Trees
Water Source Lake Michigan
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 112x100
Lot Size Acres 0.252
Waterfront Y/N N
Other Equipment Security System CO Detectors Ceiling Fan(s) Sump Pump Sprinkler-Lawn Water Heater-Gas
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* Excluded Features
List By
@Properties Christie's International Real Estate

Broker

tedpickus@atproperties.com

Email

Affordability Calculator

$11,742
Per Month
86%
14%
0%
Monthly Principal & Interest
$10,096
Monthly Property Taxes
$1,646
Monthly Home Insurance
--
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.
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Nearby
566076 Elementary School
566901 Middle School
Highland Park High School High School
Pricing History
DatePricePrice ChangeDescription
8/25/2026$1,599,000 Listed Price

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251 Oakland Drive, Highland Park, IL, 60035 is a Single Family Home for sale at $1,599,000 with 4,491 sqft and a lot size of 0.252. 251 Oakland Drive has 5 bedrooms, 4.1 baths, and was built in 1929. The property's zip code is 60035 which is in Highland Park, IL