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$799,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 4,239 Sq. Ft.
  • 4 Car Garage
  • Updated 10 hours ago
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Fall in love with this extraordinary full-brick estate set on over an acre of peaceful, nature-filled surroundings, ideally located on a quiet cul-de-sac. From the moment you enter, the home welcomes you with elegant yet comfortable living spaces designed for both everyday living and memorable gatherings. A graceful formal dining room is perfect for special occasions, while the sophisticated den with custom built-ins offers an ideal work-from-home retreat. The radiant sunroom with soaring ceilings is filled with natural light and quickly becomes a favorite place to relax. The updated chef's kitchen features a center island, granite countertops, stylish backsplash, modern lighting, water filtration system, and charming French doors that open to a spacious deck-perfect for entertaining or quiet evenings outdoors. The inviting family room showcases gleaming hardwood floors and a stunning stone fireplace for cozy nights. The primary suite is a private sanctuary with a tray ceiling, spa-inspired bath with soaking tub, walk-in shower, dual vanities, and a generous walk-in closet. Additional bedrooms include a private suite with its own full bath. Enjoy practical luxury with a heated, spacious garage-large enough for up to four cars or the perfect handyman or hobbyist workspace-plus an EV charging station. The English basement with rough-in plumbing and dual access is a bright, open blank canvas with natural light, ideal for future entertaining, recreation, or creative projects. Newer roof (6 yrs), upgraded kids' bath, long side driveway, refreshed landscaping, and a serene setting just minutes from shopping, dining, and highly rated Oswego schools. Come and experience it for yourself!

Full Property Details for 5500 Half Hollow Ct

General

  • Price: $799,900
  • HOA FEE: $15/month
  • HOA FEE FREQ.: Annually
  • Taxes: $16,871 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12564975
  • Updated: 2/10/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Complex Features: Park, Street Paved

Interior

  • Basement: Unfinished
  • Interior Features: Cathedral Ceiling(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Family Room, Wood-Burning
  • Appliances: Double Oven, Microwave, Dishwasher, Refrigerator, Washer, Dryer, Cooktop, Range
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Bathroom Features: Separate Shower, Double Sink, Garden Tub

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Equipment: Water Softener (Owned), Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump
  • Other Features: School Bus Service

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Total Spaces: 4
  • Parking Features: Asphalt, Garage Door Opener, Yes, Garage Owned, Attached, Garage

Location

  • Area: Oswego
  • County: Kendall
  • Township: Oswego
  • Subdivision: Old Reserve Hills
  • Driving Directions: Plainfield Rd. to Grove to Old Reserve to Half Round to Half Hollow

School Information

  • School District: 308
  • Elem School District: 308
  • Midd School District: 308
  • High School District: 308
  • Elementary School: Hunt Club Elementary School
  • Middle School: Traughber Junior High School
  • High School: Oswego High School
  • Private School: Oswego High School

Community

  • Assoc. Fees Include: None
  • Mgmt. Company: Old Reserve HOA

Heating & Cooling

  • Cooling Type: Central Air Conditioning
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Septic Tank
  • Water: Well

Structural Information

  • Architectural Info: Traditional
  • Architectural Style: Traditional
  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished, Full, Daylight
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Windows: Screens
  • Doors: French Doors
  • Sub-Flooring: Hardwood
  • Square Feet: 4,239
  • Sq. Ft. Source: Assessor
  • Year Built: 2000

Lot Features

  • Lot Size (Acres): 1.0092
  • Lot Size Range: 1.0 to 1.99 Acres
  • Lot Dimensions: 140 x 50 x 292 x 284 x 254
  • Lot Features: Cul-De-Sac

Financial Considerations

  • Association Fee: $180
  • Assoc Fee Freq.: Annually
  • Parking Included: Yes
  • Assessment Year: 2000
  • Tax Amount: $16,871
  • Tax Year: 2024
  • Pays Sewer: Septic Tank

Disclosures and Reports

  • Ownership: Fee Simple with Homeowners Association
  • Property ID: 332135003
Buyer's Brokerage Compensation: Contact Listing Agent
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— 5500 Half Hollow Ct —

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Schools serving 5500 Half Hollow Ct

School District:Oswego Community Unit School District 308
NameGradesDistance
Hunt Club Elementary School
4001 Hunt Club Drive, Oswego, IL 60543
K-51.4 mi
Traughber Jr High School
570 Colchester Drive, Oswego, IL 60543
6-82.3 mi
Oswego High School
4250 State Route 71, Oswego, IL 60543
9-122.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5500 Half Hollow Ct Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/10/2026
Listed
$799,900
52.36%
MLS
11/12/2020
Sold
$525,000
—
Public Record
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Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5500 Half Hollow Ct

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,871
1%
$219,133
10%
2023
$16,654
100%
$199,212
9%
2022
-100%
$182,763
3%
2021
$15,785
-2%
$177,439
2%
2020
$16,176
-4%
$173,959
-2%
2019
$16,852
1%
$178,373
8%
2017
$16,635
1%
$164,732
2%
2016
$16,471
-5%
$160,745
—
2015
$17,285
-6%
$160,745
—
2014
$18,319
16%
$160,745
1%
2018
$15,727
-10%
$159,790
2%
2013
$17,566
4%
$156,063
-3%
2012
$16,842
—
$160,890
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5500 Half Hollow Court, Oswego, IL 60543 (MLS# 12564975) is a Single Family property with 4 bedrooms, 3 full bathrooms and 1 partial bathroom. 5500 Half Hollow Court is currently listed for $799,900 and was received on February 10, 2026. This property is listed by Vitali Kniazkov from our Naperville Office.Want to learn more about 5500 Half Hollow Court? Do you have questions about finding other Single Family real estate for sale in Oswego? You can browse all Oswego real estate or contact a Coldwell Banker agent to request more information.

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