$5,900,000
9639 Westover Roberts Road
Windermere, FL 34786
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.
Local Insight
At $5.9M for a 2017-built waterfront estate on 4.43 acres in Windermere, you're paying a premium for lake access and privacy in Central Florida's most exclusive address, but the $497/sqft is reasonable for the Butler Chain waterfront market where comparable lakefront typically runs $5M–$20M. The AE flood zone is the real consideration here—you'll need to verify elevation, flood insurance costs, and whether the home sits above the designated base flood elevation, as this can materially impact long-term carrying costs and resale. The no-HOA setup and 7-car garage with in-law suite suggest this is built for a multi-generational or high-net-worth buyer, though you'll want to confirm whether the private water access (dock, boat lift, etc.) comes with any lake association fees or restrictions through the Windermere-Isleworth Water Authority.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history232 days on market
- Status: ActiveSep 8, 2025
- Listed$6,395,000Sep 8, 2025
- Price reduced$5,900,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 232
- Subdivision
- Gotha Town
- County
- Orange
- Year built
- 2017
- Living area
- 11,861 sq ft
- Price/sq ft
- $497
- Building area
- 19,706 sq ft (Public Records)
- Lot size
- 192,912 sq ft
- Lot category
- 2 to less than 5
- Flood zone
- AE (12095C0220H)
- Garage
- 7 spaces
- Pool
- Private pool
- Annual taxes
- $50,738 (2024)
- Parcel #
- 33-22-28-3100-11-400
- Zoning
- R-CE
- MLS #
- O6341883
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 8
- Half bathrooms
- 1
- Flooring
- Marble, Tile, Wood
- Appliances
- Bar Fridge, Cooktop, Dishwasher, Disposal, Microwave, Range
- Interior features
- Built-in Features, Ceiling Fans(s), Crown Molding, High Ceilings, PrimaryBedroom Upstairs
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- South
- In-law suite
- Yes
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 7
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 7 Months
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Check with Orange County.
Exterior & Construction
- Exterior features
- Balcony, French Doors, Lighting
- Construction materials
- Stucco
- Roof
- Tile
- Foundation
- Slab
- Pool
- Private pool
- Waterfront
- Yes
- Water access
- Yes
- Water view
- Yes
- Road surface
- Other
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Electricity Connected
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Media Room | First | 17x25 |
| Living Room | First | 32x37 |
| Kitchen | First | 40x24 |
| Dining Room | First | 20x20 |
| Library | First | 19x14 |
| Primary Bedroom | Second | 36x27 |
| Primary Bathroom | Second | 17x39 |
| Bedroom 2 | Second | 23x26 |
| Bedroom 3 | Second | 27x15 |
| Bedroom 4 | Second | 18x18 |
| Laundry | Second | 10x11 |
| Bedroom 1 | First | 21x18 |
Listing Details
- Listing date
- 2025-09-05
- On market date
- 2025-09-08
- Original list price
- $6,395,000
- Occupant type
- Owner
- MLS area
- 34786 - Windermere
- Listing AOR
- Orlando Regional
- Status changed
- 2025-09-08
- Tax legal description
- TOWN OF GOTHA A/39 COMM SE COR OF BLK KTH N 30 FT TO N R/W LINE OF WESTOVER ROBERTS RD TH W 443.71 FT FOR POB TH W 164.13 FT N 446 FT N 11 DEG E 88.06 FT N 759.03 FT E 135.55 FT S 1291.34 FT TO POB
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From Conroy Rd and Apopka Vineland, go north on Apopka Vineland to Westover Roberts. Left at light. House is gated on the right (no sign).
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of April 28, 2026 at 8:13 PM ET. 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.
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