251 Oakland Drive
Highland Park, IL, 60035 $ 1,599,000
Bedrooms5 Baths4.1 Sq 4,491 Monthly Estimate*
$ 10,096
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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FeaturesGeneralLiving 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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InteriorInterior 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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ExteriorParking 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 FeaturesList By@Properties Christie's International Real EstateBroker
tedpickus@atproperties.comEmail
Affordability Calculator
- 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.
Learn more about how to save NearbySingle family listings in Highland Park, IL
Average List Price $1,461,370
Percent of Sale Price 9%
About Highland Park, IL 29,012 Population
-8% Since 2002
$ 129,779 Median Income
47.47 Median Age
33% Households with Children
Trends Information provided by ATTOM Data Solutions.
566076 Elementary School
566901 Middle School
Highland Park High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/25/2026 | $1,599,000 | | Listed Price |