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$1,599,000
24 Days On Site

251 Oakland Drive
Highland Park, IL 60035

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
4,491
SqFt
$356
/SqFt
1929
Built
County:
Lake
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie’s International Real Estate
Call Now: (847) 331-5221
Is this the listing for you? We can help make it yours.
(847) 331-5221
251 Oakland Drive251 Oakland Drive251 Oakland Drive251 Oakland Drive
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Mortgage Calculator

Monthly Payment (Est.)

$7,295
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

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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Listing Snapshot
Price 
$1,599,000
Days On Site 
24 Days
Bedrooms 
4
Inside Area (SqFt) 
4,491 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
0.252 Acres
Year Built 
1929
MLS® Number 
12735318
Status 
Active
Property Tax 
$19,746
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Plans
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoStatus changed to Active
3 weeks agoListing first seen on site
General Features
Acres 
0.252
Attached Garage 
Yes
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
AsphaltGarage Door OpenerHeated GarageAttachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Total 
4491
Style 
Traditional
Interior Features
Appliances 
RangeMicrowaveDishwasherWasherDryerDisposalRange HoodGas OvenHumidifier
Basement 
Sump PumpFinishedFull
Cooling 
Ceiling Fan(s)Central Air
Electric 
200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomWood BurningGas Log
Fireplaces 
2
Flooring 
Hardwood
Heating 
Natural Gas
Interior 
Walk-In Closet(s)Entrance FoyerVaulted Ceiling(s)Beamed Ceilings
Laundry Features 
Gas Dryer HookupSink
Window Features 
Skylight(s)
Bedroom 2 
Dimensions – 15X11Level – Second
Bedroom 3 
Dimensions – 15X11Level – Second
Bedroom 4 
Dimensions – 16X15Level – Third
Bedroom 5 
Dimensions – 19X12Level – Basement
Breakfast Room 
Dimensions – 18X15Level – Main
Dining Room 
Dimensions – 15X13Level – Main
Family Room 
Dimensions – 22X18Level – Main
Foyer 
Dimensions – 17X8Level – Main
Kitchen 
Dimensions – 16X14Level – MainDescription – Island
Laundry 
Dimensions – 11X8Level – Basement
Living Room 
Dimensions – 25X16Level – Main
Master Bedroom 
Dimensions – 20X15Level – Second
Mud Room 
Dimensions – 8X5Level – Main
Office 
Dimensions – 23X19Level – Third
Recreation Room 
Dimensions – 25X23Level – Basement
Storage 
Dimensions – 17X14Level – Basement
Walk In Closet 
Dimensions – 11X6Level – Second
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Exterior Features
Construction Details 
BrickCedar
Lot Features 
Corner Lot
Other Structures 
None
Patio And Porch 
Patio
Roof 
Asphalt
Windows/Doors 
Skylight(s)
Community Features
Accessibility Features 
Therapeutic Whirlpool
Community Features 
Street Lights
MLS Area 
Highland Park
School District 
Highland Park High School
Township 
Moraine
Schools
School District
Highland Park High School
Elementary School
Braeside Elementary School
Middle School
Edgewood Middle School
High School
Highland Park High School
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie’s International Real Estate



Based on information submitted to the MLS GRID as of 2026-09-11 07:12 AM UTC. 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.
Last checked: 2026-09-11 07:12 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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Call Pete Deja, Broker, Cross County Realty

Let the team at Cross County Realty remove the stress from buying and selling in Chicagoland.

 MRED/MLS #18739
 Brokers License #475.131065
 State License #478.011528

 (847) 331-5221
 (866) 246-8684
 petedeja@gmail.com

Tak, cieszę się, że mówię po polsku!