8866 Darlene Drive, ORLANDO, FL

$6,750,000

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10

Beds

10

Baths

10,119

Square feet

4.37

Acres

About 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.

Features of 8866 Darlene Drive

MLS® # O6397850
Price $6,750,000
Bedrooms 10
Bathrooms 10.00
Full Baths 8
Half Baths 2
Square Footage 10,119
Acres 4.37
Year Built 1991
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 8866 Darlene Drive
Area Orlando/Dr. Phillips/Bay Vista
Subdivision N\A
City ORLANDO
County Orange
State FL
Zip Code 32836-5826

Amenities

# of Garages 4
Is Waterfront Yes
Waterfront Lake - Chain of Lakes
Has Pool Yes

Interior

Interior Features Attic Fan, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Eating Space In Kitchen, High Ceilings, Solid Surface Counters, Stone Counters, Tray Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Appliances Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Tankless Water Heater, Washer, Wine Refrigerator
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Gas, Living Room, Master Bedroom

Exterior

Exterior Features Balcony, Garden, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Sliding Doors, Tennis Court(s)
Roof Shingle
Foundation Slab, Stem Wall

School Information

Elementary Bay Meadows Elem
Middle Southwest Middle
High Lake Buena Vista High School

Additional Information

Date Listed May 18th, 2026
Days on Market 57
Zoning R-CE
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeONE LUXURY INTERNATIONAL LLC

Listing Map

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