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Overview

10 bd10 ba10,119 sqft4 car garageSingle Family
TypeSingle Family
HOANone listed
Built1991
Lot190,490 sqft
Living area10,119 sqft
Price / sqft$637
Garage4 car

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About this home

Cathedral Ceiling(s)Ceiling Fans(s)Central VaccumCrown MoldingEat-in KitchenHigh CeilingsSolid Surface CountersStone Counters

8866 Darlene Dr is a 1991-built home in N\a, Orlando. Inside you'll find 10 bedrooms, 10 bathrooms, and 10,119 square feet of living space. Listed at $6,450,000 (about $637/sqft), 127 days on market. Flood zone X - outside the FEMA high-risk areas, which keeps insurance manageable.

From the listing

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.

The essentials

Built
1991
Price / sqft
$637
On market
144 days
Annual tax
$56,721
Flood zone
X · Low risk
Lot
190,490 sqft
Type
Single Family Residence

At a glance

Single family
Built 1991
Waterfront
Lake Privileges
Private pool
In Ground
4 car garage
4.37 acres
Lot size

Payment

Est. monthly payment
$41,591/mo
Down payment (20%)
$1,290,000
Property taxes
$4,727/mo
Rate assumed
6.8% · 30 yr
View full breakdown

Details

Type
Single Family Residence
Year Built
1991
Lot
190,490 sqft
Cooling
Central Air, Attic Fan
Heating
Central
Parking
-
Pool
In Ground, Salt Water
Waterfront
Lake Privileges
Days on Market
144
Cathedral Ceiling(s)
Ceiling Fans(s)
Central Vaccum
Crown Molding
Eat-in Kitchen
High Ceilings
Solid Surface Counters
Stone Counters
Tray Ceiling(s)
Vaulted Ceiling(s)
Walk-in Closet(s)
Wet Bar
Balcony
Garden
Outdoor Grill
Outdoor Kitchen
Private Yard
Rain Gutters
Tennis Court(s)
Bar Fridge
Built-in Oven
Dishwasher
Disposal
Dryer
Microwave
Range
Range Hood
Tankless Water Heater
Washer
Wine Refrigerator
Elementary
Bay Meadows Elem
Middle
Southwest Middle
High
Lake Buena Vista High School

Districts can re-zone, so verify directly with the district before relying on these.

Flood Zone X
Annual Tax (2025)
$56,721
Parcel #
09-24-28-0000-00-016

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision
N\a
County
Orange
MLS Area
32836 - Orlando/Dr. Phillips/Bay Vista
Lot Size
190,490 sqft

Price history

Date
Event
Price
8/17/2026
Price change
Source: Stellar MLS #O6397850
$6,450,000-4.4%
$637/sqft
5/18/2026
Listed for sale
Source: Stellar MLS #O6397850
$6,750,000
$667/sqft

Neighborhood

8866 Darlene Dr
Orlando, FL, 32836 · 32836 - Orlando/Dr. Phillips/Bay Vista

Market insights

Offer Insights

Choose an offer strength

List price: $6,450,000
$6.33M – $6.45M
98.1% – 100% of listTops out right at the list price
80% of listList price
64 of the last 126 home closings in 32836 landed at this number or higher (51%). The median one sat 38 days before it went under contract, and this one is on day 144 after a $300,000 cut.

Sample: 126 closed home sales in 32836 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

Talk through an offer with our team

Calculator

Est. monthly payment
$41,591/mo
Principal & interest$33,639
Property taxes$4,727
Insurance$3,225
Down payment20% · $1,290,000
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Quick answers.

Price

$6,450,000

$637 per sq ft

Beds and baths

10 beds, 10 baths

Size

10,119 sq ft

Time on market

144 days

Year built

1991

Monthly payment

About $41,591/mo

That is 20% down on a 30-year fixed at 6.8%, plus the home's $56,721 annual tax bill, insurance.

Flood zone

Zone X

That is outside the high-risk areas, so flood insurance is usually optional rather than required by a lender.

Offer

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Have another question?

Brokered byONE LUXURY INTERNATIONAL LLCListing agent: Julie ChristensenListing data from Stellar MLS, MLS# O6397850.

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