8866 Darlene Drive, FL

$6,750,000

8866 Darlene Drive

Orlando, FL 32836

Active
10
Beds
10
Baths
10,119
Sq Ft
4.37
Acres
1991
Built
WaterfrontWater accessPrivate poolIn-law suiteFireplace4-car garage4.37 acres$667/sqft
🏠Single Family Residence

Property type

🏗️1991

Year built

📐190,490 sqft

Lot size

📊$667

Price / sq ft

🏘️No HOA

HOA dues

📅1

Day on market

🚗4

Garage spaces

🌊X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$34,132
Property taxes$4,727
Home insurance (est.)$3,094

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    May 18, 2026
  2. Listed$6,750,000
    May 18, 2026
  3. Price increased$6,750,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
N\A
County
Orange
Year built
1991
Living area
10,119 sq ft
Price/sq ft
$667
Building area
14,725 sq ft (Builder)
Lot size
190,490 sq ft
Lot category
2 to less than 5
Flood zone
X (12095C0395F)
Garage
4 spaces
Pool
Private pool
Annual taxes
$56,721 (2025)
Parcel #
09-24-28-0000-00-016
Zoning
R-CE
MLS #
O6397850

Interior Details

Bedrooms
10
Full bathrooms
8
Half bathrooms
2
Flooring
Brick, Carpet, Luxury Vinyl, Marble, Wood
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Tankless Water Heater, Washer, Wine Refrigerator
Interior features
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
Laundry
Laundry Room
Stories / Levels
Two
Direction faces
North
Fireplace
Yes
In-law suite
Yes

Heating & Cooling

Heating
Central
Cooling
Central Air, Attic Fan

Parking

Garage spaces
4
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
8-12 Months
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Balcony, Garden, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sliding Doors, Tennis Court(s)
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab, Stem Wall
Pool
Private pool
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Septic Tank
Water source
Canal/Lake For Irrigation, Well
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Sprinkler Well

Schools

ElementaryABay Meadows ElemGreatSchools ↗
MiddleASouthwest MiddleGreatSchools ↗
High SchoolALake Buena Vista High SchoolGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
OfficeFirst19x18
DinetteFirst10x9
Media RoomFirst14x17
Bedroom 4Second13x11
Bedroom 3Second16x13
Bedroom 2First15x13
Bedroom 1First20x13
Primary BedroomSecond34x27
Dining RoomFirst17x16
KitchenFirst29x18
Living RoomFirst30x22

Listing Details

Listing date
2026-05-18
On market date
2026-05-18
Original list price
$6,750,000
Occupant type
Owner
MLS area
32836 - Orlando/Dr. Phillips/Bay Vista
Listing AOR
Orlando Regional
Status changed
2026-05-18
Tax legal description
THAT PT OF NE1/4 OF NE1/4 OF 9-24-28 & THAT PT OF NW1/4 OF NW1/4 OF 10-24-28 DESC AS FROM NW COR OF NW1/4 OF SEC 10-24-28 RUN E 445 FT S 368.14 FT W 45 FT FOR APOB TH RUN S 145.88 FT S 84 DEG W 185.97 FT W 217 FT TO W LINE OF NW1/4 OF SEC10 TH RUN W 668.5 FT N 85.66 FT W 671.74FT TO W LINE OF NE1/4 OF NE1/4 OF SEC 9TH RUN N 44.36 FT E 1340.86 FT TO E LINE OF NE1/4 OF SEC 9 TH RUN E 143.44 FT N32.23 FT E 130 FT N 335.14 FT E 43 FT S335.14 FT E 85 FT TO POB IN SEC 09-24-28

Flood risk

Minimal riskFEMA Zone XPanel 12095C0395F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

I-4 West to Sand Lake Rd exit. Turn right onto Sand Lake Rd, then left onto Apopka Vineland Rd. Turn right onto Darlene Dr. Home will be on the left.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of May 19, 2026 at 6:52 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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