40 Windsor Dr
Oak Brook, IL 60523
5 Beds
5 Baths
11,845 sqft (on 1.24 acres)
5 Beds
5 Baths
11,845 sqft
(on 1.24 acres)
Local Information
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Description
Luxury residence of 1 of most sought after award winning interior designers in US. Come view this private estate w/over 1.24 acres of mature landscaped grounds & experience how this visionary designer has created a retreat, allows ultimate natural light in private setting & home design all as 1! Separate private entry w/ home office or related living quarters. Wing w/ many options. Bring your needs, create your environment!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 40 Windsor Dr
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Interior Details Basement |
Levels, Entrance, & Accessibility Stories: 2 |
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Year Built Year Built: 1988 |
Property Type / Style Property Type: Single Family Home |
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Parking & Garage GarageParking Spaces: 4Parking: Garage Attached |
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Units in Building: 1 |
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Lot Area: 1.24 acres |
Price History for 40 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 03/31/2014 | $2,080,000 | Sold | MRED as distributed by MLS GRID #08346401 |
Market trends in Oak Brook
Last updated May 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
48
4MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | $45,672 |
| Assessment | $1,233,218 |
Home facts updated by county records
Homeowner tools
Estimated monthly rent$6,489/mo
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Comparable Sales for 40 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.44 | Single-Family Home | $2,100,000 | 04/20/26 | 5 | 5.5 | 5,372 | |
0.18 | Single-Family Home | $3,500,000 | 08/08/25 | 7 | 7.5 | 8,724 | |
0.22 | Single-Family Home | $870,000 | 01/16/26 | 5 | 3 | 4,337 | |
0.27 | Single-Family Home | $3,250,000 | 08/05/25 | 6 | 6.5 | 6,100 | |
0.26 | Single-Family Home | $1,355,000 | 07/30/25 | 4 | 3.5 | 5,600 | |
0.37 | Single-Family Home | $1,160,000 | 06/23/25 | 6 | 3.5 | 4,979 | |
0.31 | Single-Family Home | $930,000 | 01/08/26 | 5 | 3.5 | 4,768 | |
0.34 | Single-Family Home | $1,000,000 | 04/14/26 | 4 | 3.5 | 4,453 | |
0.18 | Single-Family Home | $900,000 | 10/31/25 | 4 | 3 | 2,501 | |
0.93 | Single-Family Home | $1,800,000 | 07/03/25 | 5 | 6.5 | 6,000 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETColdwell Banker Realty, Closed
FOR SALEOPEN SAT, 11:30-1:30PM0.91 ACRESKeller Williams North Shore West, Price Change
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SOLDOCT 31, 2025Realty Executives Midwest, Closed
OFF MARKET@properties Christie's International Real Estate, Closed
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Assigned Schools
These are the assigned schools for 40 Windsor Dr.
- Brook Forest Elementary School
- K-5
- Public
- 292 Students
9/10GreatSchools RatingParent Rating AverageWe have lived here for over 8 years and we have been very impressed with the quality of education. The teachers are excellent. The student body is diverse with 50% Asian students and parents are involved. The small class sizes are ideal. I felt compelled to write this review when I read one of the other one star reviews which made no sense. Majority of the parents I know are actively involved with their kids lives. I know of at least 10 families who are second generation families and everyone has a brother, sister or friend who is moving here. Highly recommended!Parent Review4y ago - Butler Junior High School
- 6-8
- Public
- 163 Students
8/10GreatSchools RatingParent Rating AverageI’ve had four children graduate from Butler, all of them were very well prepared for high school. They participated in multiple sports and the school plays and they enjoyed their time there. If my children felt they were not being challenged in the level in which they were placed, they were able to request to be moved up. Administrators and teachers were very responsive to all requests of that nature. The school has a very private school feel, which is what I liked about it as a parent.Parent Review6mo ago - Hinsdale Central High School
- 9-12
- Public
- 2388 Students
9/10GreatSchools RatingParent Rating Average25th best school in the country for a reason. Offers wide range of classes and opportunities, including extensive Advanced Placement classes. Top notch instructors, administrators, and facilities.Make the most of your child's high school academics and sports.Parent Review2y ago 
Check out schools near 40 Windsor Dr.
What Locals Say about Oak Brook
At least 62 Trulia users voted on each feature.
81 % Say car is needed
81 % Say it's dog friendly
80 % Say yards are well-kept
80 % Say there's holiday spirit
80 % Say parking is easy
78 % Say it's quiet
74 % Say people would walk alone at night
65 % Say there's wildlife
65 % Say they plan to stay for at least 5 years
56 % Say kids play outside
53 % Say there are sidewalks
45 % Say streets are well-lit
43 % Say it's walkable to restaurants
38 % Say there are community events
37 % Say neighbors are friendly
24 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 40 Windsor Dr
- OPEN SAT, 11:30-1:30PM0.91 ACRESKeller Williams North Shore West, Price Change
0.89 ACRESRealty of America, Active
1.02 ACRESBerkshire Hathaway HomeServices Chicago, Active
1.1 ACRESRomanelli & Associates, Active
0.49 ACRESColdwell Banker Realty, Active- OFF MARKET
- OFF MARKET
NEWOPEN SAT, 1-3PM0.46 ACRESeXp Realty, New
SOLDSEP 9, 2025Peter Drossos Real Estate, Closed
0.78 ACRESBerkshire Hathaway HomeServices Chicago, Active
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Off Market Homes Near 40 Windsor Dr
SOLDJUN 18, 2026Compass, Closed- SOLDJUN 18, 2026Compass, Closed
SOLDJUN 9, 2026Standard Properties Group LLC, Closed
SOLDJUN 8, 2026Coldwell Banker Real Estate Group, Closed
SOLDJUN 8, 2026Loncar Realty, Closed
SOLDJUN 8, 2026Charles Rutenberg Realty of IL, Closed
SOLDJUN 3, 2026@properties Christie's International Real Estate, Closed- See more homes for sale inOak Brook
40 Windsor Dr, Oak Brook, IL 60523 is a 5 bedroom, 5 bathroom, 11,845 sqft single-family home built in 1988. This property is not currently available for sale. 40 Windsor Dr was last sold on Mar 31, 2014 for $2,080,000. The current Trulia Estimate for 40 Windsor Dr is $3,648,700.