Recently Listed Open House 5/30 2pm - 4pm
1055 Hillcrest Avenue
Highland Park, IL, 60035 $ 550,000
Bedrooms3 Baths2.0 Sq 2,024 Monthly Estimate*
$ 3,386
for $550,000 with 3 bedrooms and 2 full baths. This 2,024 square foot home was built in 1961 on a lot size of 0.141.
1055 Hillcrest Avenue is a thoughtfully updated split level home offering 3 bedrooms, 2 full bathrooms, and a finished lower level in a prime location. From the moment you walk in, you are welcomed by a stunning open kitchen with stainless steel appliances and gorgeous floor to ceiling windows, which bring in abundant natural light throughout the main level. The layout offers the perfect flow for everyday living and entertaining, with space for both a dining area and comfortable family room seating. Easy access to the side yard makes grilling, gardening, and outdoor gatherings effortless. Upstairs you will find three spacious bedrooms and a full bathroom, including a primary bedroom featuring his and hers closets. The finished lower level is the perfect cozy retreat, featuring an updated wood burning fireplace that makes winter nights feel extra inviting, along with an updated full bathroom with a tub. Wine lovers will appreciate the temperature controlled wine cellar. If wine storage is not your preference, the space can easily be transformed into additional storage, a small office, or hobby room, offering endless flexibility to fit your lifestyle. A newer washer and dryer are also conveniently located on this level. Lush perennial gardens and newer bluestone front steps create wonderful curb appeal, while the private backyard features an updated Unilock patio and a two and a half car detached garage. Recent improvements also include a rebuilt chimney, brand new furnace, whole house humidifier, and battery backup sump pump with WiFi monitoring. Situated on a charming quiet street near some of the best parks in Highland Park, this home truly offers the best of both worlds. Enjoy access to all of Highland Park's incredible amenities, including scenic beaches, while benefiting from highly sought after Deerfield elementary and middle schools, along with the choice of attending either Deerfield High School or Highland Park High School. This home offers the lifestyle so many buyers are searching for.
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Open House
5/30/2026 2:00 PM - 4:00 PM
5/31/2026 10:00 AM - 12:00 PM
1055 Hillcrest Avenue Highland Park, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 2024
Sewer Public Sewer
Heating Natural Gas
Cooling Central Air
Possession Closing
Roof Asphalt
Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Disposal Stainless Steel Appliance(s)
HOA Fee 0
Garage Spaces 2
Association Fee Includes None
Construction Materials Vinyl Siding Brick
Year Built 1961
Township Moraine
Tax Year 2024
Ownership Fee Simple
Assoc Fee Paid Per Not Applicable
County Lake
New Construction N
Property Type Residential Detached Single
Total Rooms 7
Full Baths 2
Status New
Directions North on Ridge from Deerfield Rd. Left on Westgate Right on Hillcrest.
High School Deerfield High School
City Highland Park
High School District 113
MLS Area Highland Park
Elementary School Kipling Elementary School
Tax Annual Amount 8449
Middle/Junior High School Alan B Shepard Middle School
Standard Status Active
Middle/Junior School District 109
Elementary School District 109
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ExteriorModel SPLIT LEVEL
Parking Features Asphalt Yes Garage Owned Detached Garage
Water Source Lake Michigan
Total Parking 2
Lot Dimensions 49x125
Lot Size Acres 0.141
Waterfront Y/N N
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InteriorBasement None
Flooring Hardwood
Total Fireplaces 1
Fireplace Features Wood Burning
Half Baths 0
Total Bedrooms 3
Room Type Other Room
Total Baths 2
Bedrooms Possible 3
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* Excluded FeaturesList Byjennifer.boudreau@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,386
- Monthly Property Taxes
- $704
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% 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 $1,540,205
Percent of Sale Price 180%
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.
1539399 Elementary School
566172 Middle School
Deerfield High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/27/2026 | $550,000 | | Listed Price |