$4,925,000

9575 Westover Roberts Rd Windermere, FL 34786

Estimated payment $28,482/month

Total Views 333
7 Beds
8 Baths
8,931 Sq Ft
$551 Price per Sq Ft

Highlights

  • Very Popular Property
  • Boathouse
  • Dock Has No Access To Electricity
  • Thornebrooke Elementary School Rated A
  • 183 Feet of Lake Waterfront
  • Parking available for a boat

About This Home

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 today’s 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. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.

Listing Agent

Rob Rahter

STOCKWORTH REALTY GROUP Brokerage Phone: 407-909-5900 License #3129153 Listed on: 11/11/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $30,908

Year Built

  • Built in 2008

Lot Details

  • 5.44 Acre Lot
  • Lot Dimensions are 183x1295x183x1295
  • 183 Feet of Lake Waterfront
  • Lake Front
  • South Facing Home
  • Child Gate Fence
  • Mature Landscaping
  • Private Lot
  • Metered Sprinkler System
  • Street paved with bricks
  • Landscaped with Trees
  • Property is zoned R-CE

Parking

  • 6 Car Attached Garage
  • Side Facing Garage
  • Garage Door Opener
  • Circular Driveway
  • Secured Garage or Parking
  • Guest Parking
  • Parking available for a boat

Property Views

  • Lake
  • Pool

Home Design

  • Custom Home
  • Mediterranean Architecture
  • Slab Foundation
  • Tile Roof
  • Block Exterior
  • Stucco

Interior Spaces

  • 8,931 Sq Ft Home
  • 2-Story Property
  • Wet Bar
  • Bar Fridge
  • Crown Molding
  • Coffered Ceiling
  • Cathedral Ceiling
  • Ceiling Fan
  • Gas Fireplace
  • Double Pane Windows
  • Insulated Windows
  • Shades
  • Blinds
  • Drapes & Rods
  • French Doors
  • Sliding Doors
  • Family Room with Fireplace
  • Family Room Off Kitchen
  • Separate Formal Living Room
  • Breakfast Room
  • Formal Dining Room
  • Media Room
  • Den
  • Bonus Room
  • Storage Room
  • Inside Utility

Kitchen

  • Eat-In Kitchen
  • Walk-In Pantry
  • Built-In Double Oven
  • Cooktop with Range Hood
  • Recirculated Exhaust Fan
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Viking Appliances
  • Granite Countertops
  • Disposal

Flooring

  • Wood
  • Carpet
  • Granite
  • Marble
  • Ceramic Tile
  • Travertine

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Primary Bedroom on Main
  • Primary Bedroom Upstairs
  • Split Bedroom Floorplan
  • Walk-In Closet
  • 8 Full Bathrooms
  • Hydromassage or Jetted Bathtub

Laundry

  • Laundry Room
  • Laundry in Garage
  • Dryer
  • Washer

Home Security

  • Security System Owned
  • Security Lights
  • Security Gate
  • Storm Windows
  • Fire and Smoke Detector

Pool

  • Screened Pool
  • Heated Infinity Pool
  • In Ground Spa
  • Gunite Pool
  • Saltwater Pool
  • Fence Around Pool
  • Pool Deck
  • Outdoor Shower
  • Fiber Optic Pool Lighting
  • Pool Tile
  • Pool Lighting

Outdoor Features

  • Fishing Pier
  • Access To Lake
  • Water Skiing Allowed
  • Boat Lift
  • Covered Boat Lift
  • Boat Ramp
  • Boathouse
  • Dock Has No Access To Electricity
  • Covered Dock
  • Dock made with wood
  • Deeded Boat Dock
  • Open Dock
  • Balcony
  • Deck
  • Covered Patio or Porch
  • Outdoor Kitchen
  • Exterior Lighting
  • Outdoor Storage
  • Outdoor Grill
  • Rain Gutters
  • Private Mailbox

Additional Homes

  • Guest House

Schools

  • Thornebrooke Elementary School
  • Gotha Middle School
  • Olympia High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Heating System Uses Propane
  • Heat Pump System
  • Tankless Water Heater
  • Water Softener
  • 4 Septic Tanks
  • High Speed Internet
  • Cable TV Available

Community Details

  • No Home Owners Association
  • Gotha Town Subdivision

Listing and Financial Details

Home Details

Home Type

Single Family

Est. Annual Taxes

$30,908

Year Built

Built in 2008

Lot Details

0

Parking

6

Listing Details

  • Property Type: Residential
  • Property Condition: Completed
  • Property Sub Type: Single Family Residence
  • Architectural Style: Custom, Mediterranean
  • Construction Materials: Block, Stucco
  • Fireplace: Yes
  • Living Area: 8931
  • Lot Size Acres: 5.44
  • New Construction: No
  • Year Built: 2008
  • Building Area Total: 13977
  • Lot Size Sq Ft: 186001
  • Number Of Lots: 1
  • Status: Active
  • Ownership: Fee Simple
  • Escrow City: Orlando
  • Escrow State: FL
  • Escrow Street Name: Ashley Park Court #405
  • Minimum Lease: 7 Months
  • RATIO Current Price By Calculate: 551.45
  • Total Acreage: 2 to less than 5
  • Water Access YN: 1
  • Planned Unit Development Yn: 0
  • MFR_InLawSuiteYN: 1
  • MFR_DockDescription: Dock - Covered,Dock - Open,Dock - Slip Deeded On-Site,Dock - Wood,Dock w/o Electric
  • MFR_DockYN: 1
  • MFR_InLawSuiteDescription: 1 Bedroom,Attached,Kitchenette,Private Entrance
  • Attribution Contact: 407-909-5900
  • Tax Year: 2024
  • Special Features: VirtualTour

Interior Features

  • Fireplace Features: Family Room, Gas, Other
  • Living Area Units: Square Feet
  • Flooring: Carpet, Ceramic Tile, Granite, Marble, Travertine, Wood
  • Full Bathrooms: 8
  • Interior Amenities: Cathedral Ceiling(s), Ceiling Fans(s), Coffered Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances Included: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer, Water Softener, Wine Refrigerator
  • Foundation Details: Slab
  • Total Bedrooms: 7
  • Levels: Two
  • Other Equipment: Irrigation Equipment
  • Spa Features: In Ground
  • Spa Yn: Yes
  • Stories: 2
  • Window Features: Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(s), Window Treatments
  • Additional Rooms: Bonus Room,Breakfast Room Separate,Den/Library/Office,Family Room,Formal Dining Room Separate,Formal Living Room Separate,Inside Utility,Media Room,Storage Rooms
  • Living Area Meters: 829.72

Exterior Features

  • Direction Faces: South
  • Other Structures: Boat House, Guest House, Outdoor Kitchen, Storage
  • Pool Features: Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Infinity, Lighting, Salt Water, Screen Enclosure, Tile
  • Exterior Features: Balcony, French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Roof: Tile
  • Home Warranty: No
  • Pool Private: Yes
  • View: Pool, Water
  • Water Body Name: LAKE OLIVIA
  • Waterfront: Yes
  • Patio and Porch Features: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened
  • Road Surface Type: Brick
  • Water Access: Lake
  • Water Extras: Boat Ramp - Private,Fishing Pier,Lift,Lift - Covered,Skiing Allowed
  • Water View: Lake
  • Water View YN: 1
  • Waterfront Feet Total: 183
  • Flood Zone Panel: 12095C0220H
  • Water Frontage Feet Lake: 183

Garage/Parking

  • Attached Garage: Yes
  • Carport Y N: No
  • Garage Spaces: 6
  • Garage Yn: Yes
  • Parking Features: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Garage

Utilities

  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Sprinkler Meter
  • Cooling: Central Air, Zoned
  • Heating: Central, Electric, Heat Pump, Propane, Zoned
  • Laundry Features: In Garage, Inside, Laundry Closet, Laundry Room
  • Sewer: Septic Tank
  • Water Source: Public
  • Number Of Septics: 4

Condo/Co-op/Association

  • Association: No
  • Security: Closed Circuit Camera(s), Secured Garage/Parking, Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
  • Senior Community: No
  • Association 2 YN: 0
  • Association Approval Required YN: 0
  • Pet Restrictions: Per Orange County
  • Association Fee Requirement: None

Fee Information

  • Total Annual Fees: 0.00
  • Total Monthly Fees: 0.00

Schools

  • Elementary School: Thornebrooke Elem
  • High School: Olympia High
  • Middle Or Junior School: Gotha Middle

Lot Info

  • Zoning: R-CE
  • Parcel Number: 28-22-33-3100-11-100
  • Additional Parcels: No
  • Fencing: Fenced
  • Lot Features: Private, Paved
  • Lot Dimensions: 183x1295x183x1295
  • Property Attached Yn: No
  • Flood Zone Code: AE

Rental Info

  • Pets Allowed: Yes
  • Lease Restrictions YN: 0

Tax Info

  • Tax Annual Amount: 30908
  • Tax Block: KN
  • Tax Book Number: A-39
  • Tax Lot: 100

Multi Family

  • Waterfront Features: Lake Front

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $30,908 $2,035,140 -- --
2024 $28,790 $1,977,784 -- --
2023 $28,790 $1,866,063 $0 $0
2022 $27,990 $1,811,712 $0 $0
2021 $27,529 $1,749,235 $560,000 $1,189,235
2020 $36,618 $2,399,685 $0 $0
2019 $37,879 $2,345,733 $0 $0
2018 $37,633 $2,301,995 $0 $0
2017 $37,262 $2,477,631 $430,000 $2,047,631
2016 $37,259 $2,419,248 $430,000 $1,989,248
2015 $37,933 $2,196,859 $400,000 $1,796,859
2014 $38,101 $2,165,598 $350,000 $1,815,598
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
11/11/2025 11/11/25 For Sale $4,925,000 +146.3% $551 / Sq Ft
02/04/2021 02/04/21 Off Market $2,000,000 -- --
11/06/2020 11/06/20 Sold $2,000,000 -24.5% $236 / Sq Ft View Prior Sale
04/17/2020 04/17/20 Pending -- -- --
11/27/2019 11/27/19 Price Changed $2,650,000 -1.9% $313 / Sq Ft
09/26/2019 09/26/19 Price Changed $2,699,999 -1.8% $319 / Sq Ft
03/23/2019 03/23/19 For Sale $2,750,000 +5.8% $325 / Sq Ft
05/26/2015 05/26/15 Off Market $2,600,000 -- --
10/25/2013 10/25/13 Sold $2,600,000 -1.9% $299 / Sq Ft View Prior Sale
09/09/2013 09/09/13 Pending -- -- --
05/20/2013 05/20/13 Price Changed $2,650,000 -3.6% $305 / Sq Ft
01/26/2013 01/26/13 For Sale $2,750,000 0.0% $316 / Sq Ft
01/17/2013 01/17/13 Pending -- -- --
11/12/2012 11/12/12 For Sale $2,750,000 -- $316 / Sq Ft
Source: Stellar MLS

Purchase History

Date Type Sale Price Title Company
Warranty Deed $2,000,000 Legacy Title Group
Warranty Deed $2,600,000 Attorney
Interfamily Deed Transfer -- Sunbelt Title Agency
Interfamily Deed Transfer -- Sunbelt Title Agency
Warranty Deed $1,450,000 Sunbelt Title Agency
Interfamily Deed Transfer -- None Available
Warranty Deed $215,000 --
Warranty Deed $198,000 --
Warranty Deed $695,700 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $400,000 New Conventional
Previous Owner $1,960,000 Construction
Previous Owner $1,160,000 Purchase Money Mortgage
Previous Owner $275,000 New Conventional
Previous Owner $715,000 New Conventional
Source: Public Records

Source: Stellar MLS

MLS Number: O6357873

Stellar MLS

APN: 33-2228-3100-11-100