
9615 WINDY RIDGE ROAD, WINDERMERE, FL, 34786
Active5 days on marketListed Oct 15, 2026MLS #O6449197
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About this home
9615 WINDY RIDGE ROAD
A palm-framed pool and spa, a balcony-connected game room and a dedicated theater give this Mediterranean-inspired estate a distinctive rhythm of outdoor relaxation and evenings at home. Set on 2.5 fully fenced acres with a private gated entrance, the residence welcomes you along a fountain-centered circular drive to 12-foot iron cathedral-style doors. Inside, marble flooring with decorative inlays flows through most first-floor living areas, while soaring ceilings and a two-story mitered glass window frame views toward the pool and covered terrace. A grand two-story marble staircase rises from the formal living room to an iron-railed interior balcony, with an elevator providing additional access between floors. Beneath coffered ceilings, the kitchen’s curved breakfast bar creates a gathering spot connected to the family room, where an entertainment center and sliding glass wall doors lead to a covered poolside terrace with a fireplace. An elaborately decorated vaulted ceiling gives the formal dining room its own character, complemented by a wine cellar with capacity for 500 bottles. Six oversized bedroom suites include two primary suites and a 19' × 25' suite configured as an executive office with a full bathroom. Decorative ceilings continue through the bedroom spaces, while an elaborate bathroom pairs separate vanities with a tub and walk-in shower. A separate study and mirrored 20-foot fitness studio provide spaces for work and exercise, while a 29' × 29' theater with reclining lounge chairs and tiered seating platforms gives movie nights their own dedicated setting. Upstairs, the 41-foot billiards, game and media room combines a refreshment bar with space for game tables and a pool table, opening through sliding glass walls to a covered stone balcony overlooking the grounds. The 45-foot pool’s shallow beach-style landing, raised spa and expansive terrace invite afternoons outdoors, with broad lawns and a sand volleyball area extending the recreation. Four oversized garages and abundant storage add practical space, while the acreage offers potential to expand the residence or build a detached guesthouse, subject to applicable approvals. Approximately 15 minutes from restaurants, hotels, shopping, Universal Studios and Disney attractions, this estate brings distinctive architecture and varied recreation together for an inviting experience at home.
Facts & features
The home at a glance
6
Bedrooms
7
Bathrooms
9,669
Sqft
2.49 ac
Lot size
4
Garage
2007
Year built
Two
Levels
$548
Per sqft
Inside
Outside & construction
Community & fees
Utilities & systems
The numbers
What it really costs
Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.
$33,806 /mo · 10% down Conventional, 30-yr fixed at 6%
The assumptions
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
Acosta Home Loans with PRMG · NMLS #1468866
Run your own numbers
FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.
Estimated payment
$33,806/mo
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 Windermere actives
$548 vs $348
Days on market
5 vs 74 typical
Where $548/sqft sits among the 224 Windermere actives
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 Windsor Hill
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Windermere. See the full Windermere guide →
Windsor Hill — neighborhood snapshot
Population
934
Median age
47
Median income
$250,001
Median home value
$830,900
Avg household
4
Households w/ children
132
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Windermere market
$875K → $850K
Windermere median sold, yr/yr
96.5%
Sale-to-list ratio (12 mo)
116 of 224
Windermere actives have cut their price
Median sold price, Windermere, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 669% above the WINDERMERE 34786 median. See the full Windermere market guide →
Paper trail
This home's history
Reality check
What actually sold near 9615 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.
Sold · Jun ’26$1,040,000
2806 WINDSOR HILL DRIVE · same community
4 bd · 3 ba · 3,181 sqft · $327/sqft · 38 DOM
Sold · Apr ’26$950,000
2722 PARK ROYAL DRIVE · same community
4 bd · 3 ba · 2,967 sqft · $320/sqft · 1 DOM
Sold · Jun ’26$4,075,000
3026 PORTO LAGO COURT
5 bd · 8 ba · 8,714 sqft · $468/sqft · 78 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.
Your agent
Anthony Richardson
REALTOR® · CENTURY 21 Edge
Tours, negotiation, and every question about 9615 WINDY RIDGE ROAD — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 9615 WINDY RIDGE ROAD — before you fall in love.
See it in person
Schedule a tour
Live availability from Anthony's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.
Straight answers
9615 WINDY RIDGE ROAD FAQs
What would the monthly payment be for 9615 WINDY RIDGE ROAD?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $33,806/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 9615 WINDY RIDGE ROAD?+
The most recent tax bill on record (2025) was $36,714. 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 9615 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 $5,300,000, this home is listed about 369% above the Windermere median of $1,130,000. The market section on this page shows how the area is trending.
Which schools are assigned to 9615 WINDY RIDGE ROAD?+
Olympia High (high), Gotha Middle (middle), Thornebrooke Elementary (elementary) — Orange County School District. Always verify school assignments with the district before relying on them.
The brief
Four things that matter here
01Positioned at the premium end
$5,300,000 runs 669% above the WINDERMERE 34786 median — but at 9,669 sqft it's also nearly 3 times the size of the typical Windermere listing.
02Your own pool
A private pool — the feature Florida buyers ask for first, already in the ground and included in the price.
03Fresh on the market
Only 5 days on market in a Windermere market that averages 74 — if it fits, move quickly.
04Strong assigned schools
Olympia High, Gotha Middle, Thornebrooke Elementary — Thornebrooke Elementary rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of KELLER WILLIAMS CLASSIC · Traci Cleveland. MLS #O6449197.
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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