
8866 DARLENE DRIVE, ORLANDO, FL, 32836
Active79 days on marketListed May 18, 2026MLS #O6397850
About this home
8866 DARLENE DRIVE
Introducing Palazzo Vecchio a remarkable legacy estate situated on The Butler Chain of Lakes. Crafted by renowned luxury builder Akers Custom Homes, this Italian-inspired gated compound spans 4.37 acres of land, offering an unrivaled 275+ feet of direct lake frontage and a level of privacy and grandeur rarely seen in Central Florida. Beyond a private gated entrance, a long, sweeping drive winds down to an expansive porte-cochere, setting the tone for what awaits. The estate unfolds like a European retreat, complete with a four-car garage, manicured grounds, and a private tennis court. Inside, soaring 22-foot ceilings and dramatic walls of glass immediately frame panoramic lake views, flooding the interiors with natural light. The grand great room is anchored by a statement marble fireplace adorned with intricate detailing, an architectural focal point designed for both intimate evenings and elevated entertaining. The chef's kitchen is a masterpiece of scale and functionality, centered around an enormous island ideal for gathering, complemented by stainless steel appliances and generous prep space. Nearby, the formal dining room offers a grand and sophisticated setting with sweeping lake vistas and a custom mosaic tile floor. The primary suite occupies its own private wing, an elevated sanctuary designed for true retreat. Complete with a sitting lounge, dual private balconies, a private bar station, and a spa-inspired bath featuring a grand soaking tub, expansive walk-in shower, and separate bespoke his and hers walk-in closets, it is a residence within the residence. Four additional bedrooms which are all ensuite in the main home provide luxurious accommodation for family and guests alike. Elevated lifestyle amenities include a dedicated home office with custom built-in cabinetry, a private movie theater, and an expansive game room perfect for entertaining on a grand scale. Outdoors, the estate transforms into a private resort. A massive dual level covered lanai flows effortlessly to a resort-style pool and spa, while a 400-square-foot cabana, complete with a summer kitchen, bar, bathroom, and outdoor shower, offers the ultimate setting for lakeside entertaining. The wide, open backyard featuring scores of organic fruit trees such as mango, banana, fig, passionfruit, and guava as well as 300 feet of active vegetable garden rows leads to a private dock with dual boat slips, offering immediate access to the coveted Butler Chain and views of Disney fireworks at night. A thoughtfully designed mudroom also features extended custom built-ins, offering both elegant storage and everyday functionality for a beautifully organized entry space. Complementing the main residence, a fully appointed guest house offers four additional bedrooms, one currently used as a private gym, a full kitchen, living room, a full English bar/entertaining space with dual balconies, children's play are and its own private entrance ideal for extended stays, multigenerational living, or executive guests. Originally conceived as an extraordinary waterfront residence, the estate was further elevated in 2019 with the addition of an expansive 3,500-square-foot addition, thoughtfully designed to enhance both the scale and lifestyle experience. Opportunities of this magnitude are extraordinarily rare, Palazzo Vecchio is not simply a home; it is a once-in-a-generation offering destined for the most discerning buyer.
Facts & features
The home at a glance
10
Bedrooms
9
Bathrooms
10,119
Sqft
4.37 ac
Lot size
4
Garage
1991
Year built
Two
Levels
$667
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.
$43,841 /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
$43,841/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 Orlando actives
$667 vs $248
Days on market
79 vs 40 typical
Where $667/sqft sits among the 400 Orlando 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 Orlando
Drive times from this address
Estimated driving times, typical traffic. Data © OpenStreetMap contributors.
Get to know Orlando. See the full Orlando guide →
ORLANDO 32836 — neighborhood snapshot
Population
24,648
Median age
39.3
Median income
$111,921
Median home value
$637,300
Avg household
2.72
Households w/ children
3,070
For the school run
Orange County School District
School assignments and ratings via edgeAI — always verify with the district.
The numbers that matter
The Orlando market
$400K → $402K
Orlando median sold, yr/yr
97.0%
Sale-to-list ratio (12 mo)
171 of 400
Orlando actives have cut their price
Median sold price, Orlando, trailing 36 months (3-month rolling) · live MLS data.
This home is listed 634% above the ORLANDO 32836 median. See the full Orlando market guide →
Paper trail
This home's history
Reality check
What actually sold near 8866 DARLENE DRIVE
Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.
Sold · Apr ’26$415,000
37510 LEGGETT LANE · same community
3 bd · 2 ba · 1,508 sqft · $275/sqft · 77 DOM
Sold · Mar ’26$215,000
6300 SCENIC HIGHWAY N · same community
3 bd · 2 ba · 1,281 sqft · $168/sqft · 68 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
David Ramirez
Real Estate Agent · CENTURY 21 Edge
Tours, negotiation, and every question about 8866 DARLENE DRIVE — start here.

Your lender
Andrew Acosta
Acosta Home Loans with PRMG · NMLS #1468866
Pre-approval, rates, and the real monthly number for 8866 DARLENE DRIVE — before you fall in love.
See it in person
Schedule a tour
Pick a day that works — this goes straight to David's phone and CRM.
Straight answers
8866 DARLENE DRIVE FAQs
What would the monthly payment be for 8866 DARLENE DRIVE?+
With 10% down on a 30-year Conventional loan at 6%, the all-in payment lands around $43,841/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 8866 DARLENE DRIVE?+
The most recent tax bill on record (2025) was $56,721. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.
How does the price compare to other homes in Orlando?+
At $6,750,000, this home is listed about 1631% above the Orlando median of $390,000. The market section on this page shows how the area is trending.
Which schools are assigned to 8866 DARLENE DRIVE?+
Castleview Elementary (elementary), Horizon West Middle (middle), Windermere High (high) — 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
$6,750,000 runs 634% above the ORLANDO 32836 median — but at 10,119 sqft it's also nearly 6 times the size of the typical Orlando 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
Castleview Elementary, Horizon West Middle, Windermere High — Horizon West Middle rates 4 of 5. Always verify assignments with the district.
Keep looking
Similar homes nearby
Listing courtesy of ONE LUXURY INTERNATIONAL LLC · Julie Christensen. MLS #O6397850.
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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