9575 Westover Roberts Rd

Windermere, FL 34786

$4,925,000
Price
7
Beds
8,931 Sq. Ft.
$551 / Sq. Ft.
8,931
Sq. Ft.
$551
per Sq. Ft.
an aerial view of a house with a yard
a view of a hallway with seating area
a living room with furniture and a large window
a view of a dining room with furniture window and outside view
a view of a swimming pool with a patio
a living room with furniture and a chandelier
a living room with furniture and a fireplace
a view of a dining room with furniture window and wooden floor
a large kitchen with a table and chairs
a dining room with furniture window and outside view
a dining room with furniture and window
a kitchen with stainless steel appliances granite countertop a stove oven and sink
a kitchen with stainless steel appliances granite countertop a stove a sink dishwasher and a refrigerator
a stove top oven sitting inside of a kitchen
a living room with furniture and white walls
a living room with furniture chandelier and a large window
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture window and wooden floor
a dining room with furniture and chandelier
a bedroom with a bed and window
a spacious bedroom with a large bed and a window
a bedroom with a bed and a flat screen tv
a large spacious bathroom with a double vanity sink a mirror and a bathtub
a living room with furniture a flat screen tv and a large window
a living room with furniture and a flat screen tv
a view of workspace with wooden floor windows
a living room with furniture and a window
a spacious bedroom with a bed and a large window
a bed sitting in a bedroom next to a window
a bathroom with double vanity sinks a toilet a shower and a mirror
a living room with furniture and a ceiling fan
a bedroom with a bed and furniture
a bedroom with a bed and a painting on the wall
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and wooden floor
a living room with furniture a fireplace and a flat screen tv
a bedroom with a bed and a window
a view of a balcony with a swing
a view of a room with gym equipment
a view of a room with gym equipment
a view of a patio with a table and chairs
a view of a house with a swimming pool
a view of a room with wooden ceiling
a view of a garage with wooden table
a front view of a house with a yard and potted plants
a front view of residential houses with yard and trees
a view of a room with gym equipment
an aerial view of a house with swimming pool patio and outdoor seating
an aerial view of a house with yard swimming pool and outdoor seating

Description

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,...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.

Property Details for 9575 Westover Roberts Road

Architectural Style
Custom, Mediterranean
Subdivision Name
GOTHA TOWN
Township
22
Garage Spaces
6
View
Pool, Water
Waterfront
Yes
Water View
Lake
LISTING UPDATED: 11/23/2025 03:13 PM

Property Details for 9575 Westover Roberts Road

StatusActive
MLS #O6357873
Days on Market72
Taxes$30,908 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built2008
Lot Size4.27 AC / 186,001 SF
CountyOrange County

Location

Listing Courtesy of STOCKWORTH REALTY GROUP, Rob Rahter
Add your commute

Building Information for 9575 Westover Roberts Road

Stories2Year Built2008Building Size-Lot Size4.27 AC / 186,001 SF

Payment Calculator

$26,579 per month

30 year fixed, 6.15% Interest

Principal and Interest

$24,004

Property Taxes

$2,576

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 9575 Westover Roberts Road

Summary
Location and General Information
  • Building Area Source: Estimated
  • Building Area Total: 13977.0
  • Building Area Units: Square Feet
  • Direction Faces: South
  • 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) # 9575
  • Elementary School: Thornebrooke Elem
  • Middle Or Junior School: Gotha Middle
  • High School: Olympia High
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Paved
  • Senior Community: No
  • Unit Number: No
  • Street Number: 9575
  • Street Name: WESTOVER ROBERTS
  • Street Suffix: ROAD
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage Dimensions: 50X26
  • Garage: Yes
  • Parking Features: Boat, Circular Driveway, Driveway, Garage Door Opener, Garage Faces Side, Guest, Oversized, Split Garage
Taxes and HOA Information
  • Association Approval Required: No
  • Association Fee Requirement: None
  • Association: No
  • CDD: No
  • Pet Restrictions: Per Orange County
  • Tax Block: KN
  • Tax Book Number: A-39
  • 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 Lot: 100
  • Tax Year: 2024
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Private
  • Lot Size Dimensions: 183 x 1295 x 183 x 1295
  • Parcel Number: 282233310011100
  • Total Acreage: 2 to less than 5
  • Water Access: Lake
  • Water Access: Yes
  • Water Body Name: LAKE OLIVIA
  • Water Extras: Boat Ramp - Private, Fishing Pier, Lift, Lift - Covered, Skiing Allowed
  • Water Extras: Yes
  • Water: Boat Ramp - Private, Fishing Pier, Lift, Lift - Covered, Skiing Allowed
  • Zoning: R-CE
  • Zoning Compatible: Yes
  • Living Area: 8931
  • Lot Dimensions: 183 x 1295 x 183 x 1295
Property and Assessments
  • Year Built Numeric: 2008
  • Building Elevator: No
  • Flood Zone Code: AE
  • Flood Zone Date: 09-24-2021
  • Flood Zone Panel: 12095C0220H
  • Home Warranty: No
  • Homestead: Yes
  • New Construction: No
  • Number Of Lots: 1
  • Property Attached: No
  • Property Condition: Completed
  • Public Survey Range: 28
  • Public Survey Section: 33
  • Dock YN: Yes
  • Dock Description: Dock - Covered, Dock - Open, Dock - Slip Deeded On-Site, Dock - Wood, Dock w/o Electric
  • Dock Dimensions: 20x40
Utilities
  • Sewer: Septic Tank
  • Utilities: BB/HS Internet Available, Cable Available, Electricity Available, Electricity Connected, Sprinkler Meter
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Block, Stucco
  • Exterior Features: Balcony, French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Sprinkler Metered
  • Fencing: Fenced
  • Foundation Details: Slab
  • Levels: Two
  • Other Structures: Boat House, Guest House, Outdoor Kitchen, Storage
  • Patio And Porch Features: Covered, Deck, Front Porch, Patio, Porch, Rear Porch, Screened
  • Pool Features: Child Safety Fence, Deck, Fiber Optic Lighting, Gunite, Heated, In Ground, Infinity, Lighting, Salt Water, Screen Enclosure, Tile
  • Pool Private: Yes
  • Pool: Private
  • Pool Private: Yes
  • Roof: Tile
  • Security Features: Closed Circuit Camera(s), Security Gate, Security Lights, Security System, Security System Owned, Smoke Detector(s)
  • Spa Features: In Ground
  • Spa: Yes
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Waterfront Features: Lake Front
  • Waterfront Feet Total: 183
  • Number Of Stories: 2
Interior Features
  • Bedrooms Total: 7
  • Bathrooms Full: 8
  • 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
  • Appliances: 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
  • Cooling: Central Air, Zoned
  • Fireplace Features: Family Room, Gas, Other Room
  • Fireplace: Yes
  • Flooring: Carpet, Ceramic Tile, Granite, Marble, Travertine, Hardwood
  • Heating: Central, Electric, Heat Pump, Propane, Zoned
  • Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Coffered Ceiling(s), Crown Molding, Eating Space 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
  • Laundry Features: In Garage, Inside, Laundry Closet, Laundry Room
  • Living Area Source: Estimated
  • Living Area Units: Square Feet
  • Room Count: 13.0
  • Water View: Yes
  • Window Features: Blinds, Double Pane Windows, Drapes, Insulated Windows, Rods, Shades, Storm Window(s), Window Treatments
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0
  • Pets Allowed: Yes

Property History for 9575 Westover Roberts Road

DateEvent & SourcePriceAppreciation
Nov 11, 2025

Listed (Active)

MFRMLS #O6357873

$4,925,000—
Jan 1, 2024

Expired

MFRMLS #O6060334

$4,900,000—
Oct 5, 2022

Listed (Active)

MFRMLS #O6060334

$4,990,000—
Nov 6, 2020

Sold (Public Record)

Public Record #683371887

$2,000,000

-3.7% / yr

Nov 6, 2020

Sold

MFRMLS #O5772066

$2,000,000—
Apr 17, 2020

Pending

MFRMLS #O5772066

—
Mar 23, 2019

Listed (Active)

MFRMLS #O5772066

$2,750,000—
Aug 27, 2018

Withdrawn

MFRMLS #O5552133

$2,750,000—
Dec 14, 2017

Listed (Active)

MFRMLS #O5552133

$2,999,900—
Oct 25, 2013

Sold (Public Record)

Public Record #371207176

$2,600,000

+10.1% / yr

Oct 25, 2013

Sold

MFRMLS #O5129690

$2,600,000—
Sep 9, 2013

Pending

MFRMLS #O5129690

—
Nov 12, 2012

Listed (Active)

MFRMLS #O5129690

$2,750,000—
Oct 19, 2012

Withdrawn

MFRMLS #O4946758

$2,900,000—
Nov 9, 2009

Listed (Active)

MFRMLS #O4946758

$49,000,000—
Oct 5, 2007

Sold

MFRMLS #O4759190

$1,600,000—
Sep 28, 2007

Sold (Public Record)

Public Record #227955054

$1,450,000—
Aug 9, 2007

Pending

MFRMLS #O4759190

—
Mar 23, 2007

Listed (Active)

MFRMLS #O4759190

$2,800,000—
Nov 28, 2006

Expired

MFRMLS #O4723819

$2,800,000—
Oct 17, 2006

Listed (Active)

MFRMLS #O4723819

$2,800,000—
DateEvent & SourcePrice
11/11/2025

Listed (Active)

MFRMLS #O6357873

$4,925,000
01/01/2024

Expired

MFRMLS #O6060334

$4,900,000
10/05/2022

Listed (Active)

MFRMLS #O6060334

$4,990,000
11/06/2020

Sold (Public Record)

Public Record #683371887

$2,000,000

-3.7% / yr

11/06/2020

Sold

MFRMLS #O5772066

$2,000,000
04/17/2020

Pending

MFRMLS #O5772066

—
03/23/2019

Listed (Active)

MFRMLS #O5772066

$2,750,000
08/27/2018

Withdrawn

MFRMLS #O5552133

$2,750,000
12/14/2017

Listed (Active)

MFRMLS #O5552133

$2,999,900
10/25/2013

Sold (Public Record)

Public Record #371207176

$2,600,000

+10.1% / yr

10/25/2013

Sold

MFRMLS #O5129690

$2,600,000
09/09/2013

Pending

MFRMLS #O5129690

—
11/12/2012

Listed (Active)

MFRMLS #O5129690

$2,750,000
10/19/2012

Withdrawn

MFRMLS #O4946758

$2,900,000
11/09/2009

Listed (Active)

MFRMLS #O4946758

$49,000,000
10/05/2007

Sold

MFRMLS #O4759190

$1,600,000
09/28/2007

Sold (Public Record)

Public Record #227955054

$1,450,000
08/09/2007

Pending

MFRMLS #O4759190

—
03/23/2007

Listed (Active)

MFRMLS #O4759190

$2,800,000
11/28/2006

Expired

MFRMLS #O4723819

$2,800,000
10/17/2006

Listed (Active)

MFRMLS #O4723819

$2,800,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 9575 Westover Roberts Road

Taxable ValueLand-Additions-Total-
Tax Record2024$30,908 ($2,576 / month)
Home Facts
Beds8Total Finished SqFt8,464 SqFtAbove Grade Finished SqFt8,464 SqFtStories2Lot Size236,786 SqFtStyleSingle Family ResidenceYear Built2001ZoningR-CECountyORANGEAPN33-22-28-3100-11-100Fireplace TypeHas Fireplace

Schools near 9575 Westover Roberts Road

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Thornebrooke Elementary School
Public - PK to 5
Cornerstone Academy Charter
Charter - K to 8
Gotha Middle School
Public - 6 to 8
Olympia High School
Public - 9 to 12
Rating
School
Distance
Thornebrooke Elementary School
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Gotha Middle School
Public6 to 8

Olympia High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 9575 Westover Roberts Road, Windermere, FL 34786

9575 Westover Roberts Road is a single family home for sale in Windermere, FL 34786. This property was listed for sale on November 11, 2025 by STOCKWORTH REALTY GROUP, it's currently listed at $4,925,000. It has been on the market for a total of 72 days and was last sold on November 6, 2020. This listing's school district is Orange County Public Schools. Nearby schools include Thornebrooke Elementary School, Cornerstone Academy Charter and Gotha Middle School. 9575 Westover Roberts Road is a 7-bed, 8-bath, 8,931 sqft single family home built in 2008.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of STOCKWORTH REALTY GROUP, Rob Rahter

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the 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 MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 11/23/2025 03:13 PM