Kat Bonelli
$30,000,0007 bd13 ba51,000 sqft$588 /sqft$186,836 /mo all-in ↓

9508 WINDY RIDGE ROAD, WINDERMERE, FL, 34786

Active52 days on marketListed Jun 2, 2026MLS #O6411343

WaterfrontPrivate poolSingle Family ResidenceN/A

About this home

9508 WINDY RIDGE ROAD

Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Ridge Estate is comprised of multiple buildings spanning 51,000 square feet of space including an expansive 20,333 square-foot Georgian-style Plantation mansion that is a showplace residence with generous luxurious spaces, classic elegance, and the ultimate in security and serenity. The walled entry opens to a grand foyer with a floating mahogany staircase, marble floors, paneled walls, and Murano chandeliers. An art gallery leads to a spacious living room featuring rich mahogany millwork and expansive lake vistas. Gourmet kitchen: salamander, dual double convection ovens, commercial icemaker, full-size refrigerator, and freezer. The main level includes one of two owners' suites, plus a library-lounge or a possible sixth bedroom. Dual staircases or a Thyssenkrupp elevator provide access to the upper level, which features four-bedroom suites, including the primary retreat. An 85-foot parlor with 20-foot ceilings, built-in bookshelves, and a wet bar provide a dramatic entertaining space. Screened porch captures southern lake views and Disney fireworks. Breezeway connects to a 5,600 SF rustic lodge with a bar, catering kitchen, entertainment hall, and locker facilities. Outdoor amenities: Junior Olympic pool, spa, decorative fountain, architectural lighting, direct lake access. The vast and open water location offers an ideal space for seaplane arrivals and departures. Additional structures include a 4,000 SF paneled garage with 20-foot ceilings, an office, and a guest apartment; a 3,800 SF storage building; three separate garages accommodating motor coach and car collection; and staff quarters with a private courtyard. A rare fusion of Southern grandeur, lakefront serenity, and equestrian potential—without any interference of an HOA. Truly a legacy compound crafted for those who demand the extraordinary.

Facts & features

The home at a glance

7

Bedrooms

13

Bathrooms

51,000

Sqft

18.16 ac

Lot size

12

Garage

2011

Year built

Two

Levels

$588

Per sqft

Private poolWaterfrontPool & Water viewNegotiablePets allowed

Inside

FlooringMarble · Slate · Tile · Hardwood
AppliancesBar Fridge · Built-In Oven · Convection Oven · Cooktop · Dishwasher · Disposal · Dryer · Electric Water Heater · Exhaust Fan · Freezer · Gas Water Heater · Ice Maker · Microwave · Range Hood · Refrigerator · Washer
InteriorCeiling Fan(s) · Central Vacuum · Chair Rail · Coffered Ceiling(s) · Crown Molding · Eating Space In Kitchen · Elevator · High Ceilings · Kitchen/Family Room Combo · Primary Bedroom Main Floor · PrimaryBedroom Upstairs · Stone Counters · Walk-In Closet(s)
LaundryLaundry Room
CoolingCentral Air
HeatingCentral · Electric · Exhaust Fan
FurnishedNegotiable

Outside & construction

RoofTile
ConstructionBlock · Stucco
FoundationSlab
ViewPool · Water
FacesSouth
ParkingBath In Garage · Boat · Driveway · Electric Vehicle Charging Station(s) · Garage Door Opener · Golf Cart Parking · Guest · Oversized · RV Garage · RV Parking
ExteriorBalcony · Dog Run · Hurricane Shutters · Lighting · Private Entrance · Private Yard · Rain Gutters · Sauna · Sliding Doors · Storage

Community & fees

Taxes (2024)$162,563/yr
PetsYes

Utilities & systems

UtilitiesBB/HS Internet Available · Cable Connected · Electricity Connected · Natural Gas Connected · Public · Sprinkler Well
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$186,836 /mo · 10% down Conventional, 30-yr fixed at 6%

Principal & interest$161,879
PMI (est., until 20% equity)$11,250
Property tax — 2024 actual bill$13,547
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $3,000,000Loan30-yr fixed at 6%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $3,000,000
Interest rate6.00%
Loan term

Estimated payment

$186,836/mo

Principal & interest$161,879
PMI (est., until 20% equity)$11,250
Property taxes (actual bill)$13,547
Est. insurance$160

Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

$/sqft vs N/A

$588 vs $286

Days on market

52 vs 32 typical

Where $588/sqft sits among the 229 homes for sale in N/A

120
58
23 · this home
9
3
16
$133–289$289–445$445–601$601–757$757–913$913+

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Windermere

Map of 9508 WINDY RIDGE ROAD

Drive times from this address

Universal Orlando13 min
Downtown Orlando18 min
Walt Disney World29 min
Orlando Int’l Airport (MCO)34 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Windermere. See the full Windermere guide →

WINDERMERE 34786 — neighborhood snapshot

Population

43,700

Median age

37.9

Median income

$131,409

Median home value

$621,300

Avg household

2.9

Households w/ children

6,277

For the school run

Orange County School District

ElementaryWindermere Elementary★★★★★
HighOlympia High★★★★★
MiddleGotha Middle★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Windermere market

Seller’s marketBalanced5.5 months of inventoryBuyer’s market

$839K$1.0M

Windermere median sold, yr/yr

96.4%

Sale-to-list ratio (12 mo)

109 of 229

N/A have cut their price

Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 3650% above the WINDERMERE 34786 median. See the full Windermere market guide →

Paper trail

This home's history

Jun 2, 2026Listed at $30,000,000 · 52 days on market since
2011Built · N/A

Reality check

What actually sold near 9508 WINDY RIDGE ROAD

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

10699 SW 76THSold · Dec ’25

$357,275

10699 SW 76TH · same community

4 bd · 3 ba · 13,676 sqft · $26/sqft · 0 DOM

5303 NW 73RD TERRACESold · Dec ’25

$3,721,000

5303 NW 73RD TERRACE · same community

5 bd · 5.5 ba · 6,930 sqft · $537/sqft · 0 DOM

2202 OLD TAVARES ROADSold · Dec ’25

$573,000

2202 OLD TAVARES ROAD · same community

4 bd · 4.5 ba · 3,337 sqft · $172/sqft · 109 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Kat Bonelli

Your agent

Kat Bonelli

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 9508 WINDY RIDGE ROAD — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 9508 WINDY RIDGE ROAD — before you fall in love.

See it in person

Schedule a tour

Pick a day that works — this goes straight to Kat's phone and CRM.

Goes straight to Kat’s phone and CRM.

Straight answers

9508 WINDY RIDGE ROAD FAQs

What would the monthly payment be for 9508 WINDY RIDGE ROAD?+

With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $186,836/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

What are the property taxes on 9508 WINDY RIDGE ROAD?+

The most recent tax bill on record (2024) was $162,563. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 9508 WINDY RIDGE ROAD?+

The listing reports pets: Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Windermere?+

At $30,000,000, this home is listed about 2629% above the Windermere median of $1,099,500. The market section on this page shows how the area is trending.

Which schools are assigned to 9508 WINDY RIDGE ROAD?+

Windermere Elementary (elementary), Olympia High (high), Gotha Middle (middle) — Orange County School District. Always verify school assignments with the district before relying on them.

The brief

Three things that matter here

01Positioned at the premium end

$30,000,000 runs 3650% above the WINDERMERE 34786 median — but at 51,000 sqft it's also nearly 16 times the size of the typical Windermere listing.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03Strong assigned schools

Windermere Elementary, Olympia High, Gotha Middle — Windermere Elementary rates 5 of 5. Always verify assignments with the district.

Listing courtesy of STOCKWORTH REALTY GROUP · Rob Rahter. MLS #O6411343.

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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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