9639 Westover Roberts Road, FL
Stellar MLS

$5,900,000

9639 Westover Roberts Road

Windermere, FL 34786

Active
5
Beds
9
Baths
11,861
Sq Ft
4.43
Acres
2017
Built
WaterfrontWater accessPrivate poolIn-law suite7-car garage4.43 acres$497/sqft360° tour
Single Family Residence

Property type

2017

Year built

192,912 sqft

Lot size

$497

Price / sq ft

No HOA

HOA dues

232

Days on market

7

Garage spaces

AE

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

Principal & interest$29,834
Property taxes$4,228
Home insurance (est.)$2,704

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

  1. Status: Active
    Sep 8, 2025
  2. Listed$6,395,000
    Sep 8, 2025
  3. 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

ElementaryAThornebrooke ElemGreatSchools ↗
MiddleBGotha MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

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

RoomLevelDimensions
Media RoomFirst17x25
Living RoomFirst32x37
KitchenFirst40x24
Dining RoomFirst20x20
LibraryFirst19x14
Primary BedroomSecond36x27
Primary BathroomSecond17x39
Bedroom 2Second23x26
Bedroom 3Second27x15
Bedroom 4Second18x18
LaundrySecond10x11
Bedroom 1First21x18

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

High riskFEMA Zone AEPanel 12095C0220H

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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MLS GRID

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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