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$1,250,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 6,835 Sq. Ft.
  • 4 Car Garage
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Experience unsurpassed attention to detail and craftsmanship in this exceptional estate set on over 3.5 private, picturesque acres with breathtaking views and serene natural surroundings. Designed for both grand entertaining and everyday comfort, the spectacular floor plan begins with a gourmet kitchen featuring a large granite island with breakfast bar, bayed eating area, and high-end appliances. The open family room with fireplace flows seamlessly to a stunning four-season room complete with a wet bar, tranquil pond views, and access to the deck through French doors. Formal living and dining rooms, along with a first-floor private office and full bath, add versatility and elegance. Upstairs, the expansive primary suite offers a generous walk-in closet, dressing area, and a fully remodeled spa bath showcasing premium Kohler fixtures and luxurious finishes. Attached to the walk-in closet is a finished attic that was transformed into a bright workout/yoga studio featuring four operable German skylights. Spacious guest bedrooms provide large closets and abundant natural light. A well-designed mudroom, service bath, and updated laundry room enhance daily functionality. The sunny finished walkout basement is an entertainer's dream with tile flooring, custom bar, massive recreation area with fireplace, full bath, exercise room, and extraordinary storage. This remarkable property offers refined living, modern updates, and unmatched privacy in a truly extraordinary setting.

Full Property Details for 21344 W Windsor Dr

General

  • Price: $1,250,000
  • HOA FEE: $58/month
  • HOA FEE FREQ.: Annually
  • Taxes: $29,397 (2024)
  • Status: Contingent
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12582504
  • Updated: 3/3/2026
  • Added to Site: 33 day(s) ago

Rental Information

  • Complex Features: Lake, Curbs, Street Lights, Street Paved

Interior

  • Basement: Finished, E
  • Interior Features: Vaulted Ceiling(s), Wet Bar, 1st-Floor Bath, Built-in Features, Walk-In Closet(s), Open Floorplan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Family Room, Basement, Attached Fireplace Doors/Screen, Gas Log, Gas Starter
  • Appliances: Double Oven, Microwave, Dishwasher, Refrigerator, High-End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Stainless Steel Appliance(s), Cooktop, Range Hood, Humidifier
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Separate Shower, Double Sink, Soaking Tub

Bedrooms

  • Total Bedrooms: 5

Additional Information

  • Equipment: Water Softener (Owned), Central Vacuum, Intercom, Carbon Monoxide Detectors, Ceiling Fan(s), Sump Pump, Radon Mitigation System
  • Other Features: School Bus Service, Flood Zone

Parking

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

Location

  • Area: Hawthorn Woods / Lake Zurich / Kildeer / Long Gro
  • County: Lake
  • Township: Ela
  • Subdivision: Foxborough Estates
  • Driving Directions: QUENTN N OF 12 2 GREENWD E THEN R 2 FOXTRL R 2 WINDSOR

School Information

  • School District: 96
  • Elem School District: 96
  • Midd School District: 96
  • High School District: 125
  • Elementary School: Kildeer Countryside Elementary S
  • Middle School: Woodlawn Middle School
  • High School: Adlai E Stevenson High School
  • Private School: Adlai E Stevenson High School

Community

  • Assoc. Fees Include: Other
  • Mgmt. Company: American Property Mangement

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+, Individual Controls, Zoned

Utilities

  • Sewer: Public Sewer
  • Water: Well

Structural Information

  • Construction: Synthetic Stucco
  • Exterior Const.: Synthetic Stucco
  • Basement: Yes
  • Basement Desc.: Finished, Exterior Entry, Full, Walk-Out Access
  • Roof: Asphalt
  • Windows: Screens, Skylight(s)
  • Sub-Flooring: Hardwood
  • Square Feet: 6,835
  • Sq. Ft. Source: Plans
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 3.61
  • Lot Size Range: 3.0 to 3.99 Acres
  • Lot Dimensions: 498 x 804 x 682
  • Lot Features: Landscaped

Water Features

  • Water Front: Yes
  • Water Front Desc.: Pond
  • Water Front View: Back of Property

Financial Considerations

  • Association Fee: $700
  • Assoc Fee Freq.: Annually
  • Parking Included: Yes
  • Assessment Year: 1998
  • Tax Amount: $29,397.34
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple with Homeowners Association
  • Special Conditions: List Broker Must Accompany
  • Property ID: 14224010150000

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Schools serving 21344 W Windsor Dr

School Districts:Kildeer Countryside Community Consolidated School District 96, Adlai E. Stevenson High School District 125
NameGradesDistance
Kildeer Countryside Elementary School
3100 Old McHenry Road, Long Grove, IL 60047
1-52.5 mi
Willow Grove Kindergarten Center
777 Checker Drive, Buffalo Grove, IL 60089
PK-K3.9 mi
Woodlawn Middle School
6362 Gilmer Road, Long Grove, IL 60047
6-82.8 mi
Adlai E Stevenson High School
1 Stevenson Drive, Lincolnshire, IL 60069
9-125.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21344 W Windsor Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/03/2026
Listed
$1,250,000
59.24%
MLS
6/01/2016
Sold
$785,000
—
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 21344 W Windsor Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$26,510
7%
$322,101
14%
2023
$24,830
5%
$282,387
8%
2022
$23,696
3%
$261,417
3%
2021
$23,099
3%
$254,718
—
2020
$22,390
—
$254,718
-4%
2019
$22,390
-3%
$264,244
—
2018
$23,099
5%
$264,583
4%
2017
$22,077
1%
$254,747
3%
2016
$21,788
2%
$246,681
6%
2015
$21,281
-4%
$232,038
—
2014
$22,214
-1%
$232,038
—
2013
$22,336
4%
$231,665
-3%
2012
$21,379
—
$238,294
—
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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21344 W Windsor Drive, Kildeer, IL 60047 (MLS# 12582504) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 21344 W Windsor Drive is currently listed for $1,250,000 and was received on March 03, 2026. Want to learn more about 21344 W Windsor Drive? Do you have questions about finding other Single Family real estate for sale in Kildeer? You can browse all Kildeer real estate or contact a Coldwell Banker agent to request more information.

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