To schedule a showing of 9575 Westover Roberts Road, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!
$4,850,000 | 7 beds | 8 full baths | N/A half baths | 8,931 sqft
Windermere, FL 34786
- 7Beds
- 8.00Total Baths
- 8 Full, 0 HalfBaths
- 8,931SqFt
- 2008Year Built
- 5.44Acres
- MLS# O6357873
- Residential
- SingleFamilyResidence
- Active
- Approx Time on Market6 months, 30 days
- Area34786 - Windermere
- CountyOrange
- Subdivision Gotha Town
Overview
Discover Bella Olivia: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring - plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment todays sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite - upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. Theres also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.
Agriculture / Farm
Association Fees / Info
Pets Allowed: Yes
Bathroom Info
Total Baths: 8.00
Fullbaths: 8
Building Info
Window Features: Blinds, DoublePaneWindows, Drapes, InsulatedWindows, Rods, StormWindows, WindowTreatments
Roof: Tile
Building Area Source: Estimated
Buyer Compensation
Exterior Features
Style: Custom, SpanishMediterranean
Pool Features: Gunite, Heated, Infinity, InGround, Other, ScreenEnclosure, SaltWater, Tile
Patio: RearPorch, Covered, Deck, FrontPorch, Patio, Porch, Screened, Balcony
Pool Private: Yes
Exterior Features: Balcony, FrenchPatioDoors, SprinklerIrrigation, Lighting, OutdoorGrill, OutdoorKitchen, OutdoorShower, RainGutters
Fees / Restrictions
Financial
Original Price: $4,925,000
Fencing: Fenced
Garage / Parking
Parking Features: Boat, CircularDriveway, Driveway, Garage, GarageDoorOpener, Guest, Oversized, GarageFacesSide
Attached Garage: Yes
Garage: Yes
Green / Env Info
Interior Features
Fireplace Desc: FamilyRoom, Gas, Other
Fireplace: Yes
Floors: Carpet, CeramicTile, Granite, Marble, Travertine, Wood
Levels: Two
Spa: Yes
Laundry Features: Inside, LaundryCloset, InGarage, LaundryRoom
Interior Features: WetBar, CeilingFans, CrownMolding, CathedralCeilings, CofferedCeilings, EatInKitchen, HighCeilings, KitchenFamilyRoomCombo, MainLevelPrimary, StoneCounters, SplitBedrooms, SolidSurfaceCounters, UpperLevelPrimary, VaultedCeilings, WalkInClosets, WindowTreatments, SeparateFormalDiningRoom, SeparateFormalLivingRoom
Appliances: BarFridge, BuiltInOven, Cooktop, Dryer, Dishwasher, ExhaustFan, ElectricWaterHeater, Freezer, Disposal, Microwave, Range, Refrigerator, RangeHood, WaterSoftener, TanklessWaterHeater, WineRefrigerator, Washer
Spa Features: InGround
Lot Info
Direction Remarks: I-4 Exit on Conroy Rd and head West, Turn Rt (North) on Apopka Vineland Rd, then turn Left (West) on Westover Roberts Rd - House on right side (Lake side) # 9575
Number of Lots: 1
Lot Size Units: Acres
Lot Size Acres: 5.44
Lot Sqft: 186,001
Est Lotsize: 183x1295x183x1295
Vegetation: PartiallyWooded
Lot Desc: Private, Landscaped
Misc
Other
Other Structures: BoatHouse, GuestHouse, OutdoorKitchen, Storage
Equipment: IrrigationEquipment
Special Conditions: None
Security Features: SecuritySystemOwned, SecuritySystem, ClosedCircuitCameras, SecurityGate, SecuredGarageParking, SmokeDetectors, SecurityLights
Other Rooms Info
Property Info
Section: 33
Class Type: SingleFamilyResidence
Property Sub Type: SingleFamilyResidence
Property Condition: NewConstruction
Construction Materials: Block, Stucco
Stories: 2
Total Stories: 2
Foundation: Slab
Human Modified: Yes
Room Info
Total Rooms: 13
Sqft Info
Sqft: 8,931
Bulding Area Sqft: 13,977
Living Area Units: SquareFeet
Living Area Source: Estimated
Tax Info
Tax Year: 2,024
Tax Lot: 100
Tax Legal Description: TOWN OF GOTHA A/39 COMM SE COR OF BLK KN 30 FT TO N R/W LINE OF WESTOVER ROBERTS RD TH W 260.46 FT F
Tax Block: KN
Tax Annual Amount: 30908
Tax Book Number: A-39
Unit Info
Utilities / Hvac
Heating: Central, Electric, HeatPump, Propane, Zoned
Water Source: Public
Sewer: SepticTank
Cool System: CentralAir, Zoned, CeilingFans
Cooling: Yes
Heating: Yes
Utilities: CableAvailable, ElectricityAvailable, ElectricityConnected, HighSpeedInternetAvailable
Waterfront / Water
Waterfront: Yes
Waterfront Features: LakeFront, LakePrivileges
View: Yes
Water Body Name: LAKE OLIVIA
View: Lake, Pool, Water
Directions
I-4 Exit on Conroy Rd and head West, Turn Rt (North) on Apopka Vineland Rd, then turn Left (West) on Westover Roberts Rd - House on right side (Lake side) # 9575This listing courtesy of Stockworth Realty Group
The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's
personal, non-commercial use and may not be used for any purpose other than to
identify prospective properties consumer may be interested in purchasing. Any information relating
to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX)
program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site.
MLS IDX data last updated on 06-10-2026 8:43 AM EST.
If you have any questions on 9575 Westover Roberts Road, Windermere, Florida, please call David Shippey at 863-521-4517.
MLS# O6357873 located at 9575 Westover Roberts Road, Windermere, Florida is brought to you by David Shippey REALTOR®
9575 Westover Roberts Road, Windermere, Florida has 7 Beds, 8 Full Bath, and 0 Half Bath.
The MLS Number for 9575 Westover Roberts Road, Windermere, Florida is O6357873.
The price for 9575 Westover Roberts Road, Windermere, Florida is $4,850,000.
The status of 9575 Westover Roberts Road, Windermere, Florida is Active.
The subdivision of 9575 Westover Roberts Road, Windermere, Florida is Gotha Town.
The home located at 9575 Westover Roberts Road, Windermere, Florida was built in 2026.