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8866 Darlene Drive

Orlando, FL 32836
  • $6,750,000
  • STATUS: Active
  • ON SITE: 86 Days
  • MLS #: O6397850
UPDATED: 178 min ago
$6,750,000
  • 10
    BEDS
  • 4.37
    ACRES
  • 8
    BATHS
  • 2
    1/2 BATHS
  • 10,119
    SQFT
  • $667
    $/SQFT
Neighborhood:
N\A
Type:
Single-Family Home
Built:
1991
County:

School Information

Elementary School:
Middle School:

Description

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.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-12T23:45:36.537.
www.sarasotagulfcoastrealtors.com/homes/176630085
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8866 Darlene Drive Orlando, FL 32836

  • Price: $6,750,000
  • Status: Active
  • On Site: 86 Days
  • Updated: 178 min ago
  • MLS #: O6397850
10
Beds
8
Baths
2
½ Baths
4.37
Acres
10,119
SQFT
$667
$/SQFT
1991
Built
Neighborhood:
N\A
County:
Orange
Area:
Orlando/Dr. Phillips/Bay Vista
Elementary School:
Bay Meadows Elem
Middle School:
Southwest Middle
High School:
Lake Buena Vista High School
Property Description
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.
Exterior Features

Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 4 Direction Faces North Exterior Features BalconyGardenIrrigation SystemOutdoor GrillOutdoor KitchenPrivate YardRain GuttersSliding DoorsTennis Court(s) Foundation Details SlabStem Wall Pool Features In GroundSalt Water Pool Private Yn Yes Road Surface Type Asphalt Roof Shingle Spa Features HeatedIn Ground Spa YN Yes Water Access LakeLake - Chain of Lakes Water Access Yn Yes Water Body Name POCKET LAKE Water Extras Lift - Covered Water Extras Yn Yes Water View LakeLake - Chain of Lakes Water View Yn Yes Waterfront Features Lake - Chain of Lakes Waterfront Yn Yes

Interior Features

Appliances Bar FridgeBuilt-In OvenDishwasherDisposalDryerMicrowaveRangeRange HoodTankless Water HeaterWasherWine Refrigerator Building Area Total 14725 Cooling Central Air Cooling YN Yes Fireplace Features GasLiving RoomMaster Bedroom Fireplace Yn Yes Flooring Brick/StoneCarpetLuxury VinylMarbleHardwood Furnished Unfurnished Heating Central Heating YN Yes Interior Features Attic FanCathedral Ceiling(s)Ceiling Fan(s)Central VacuumCrown MoldingEating Space In KitchenHigh CeilingsSolid Surface CountersStone CountersTray Ceiling(s)Vaulted Ceiling(s)Walk-In Closet(s)Wet Bar Laundry Features Laundry Room Levels Two Rooms Primary Bedroom (Walk-In Closet(s)) Dining Room Kitchen Living Room Bedroom 4 (Built-in Closet) Bedroom 1 (Walk-In Closet(s)) Bedroom 3 (Built-in Closet) Media Room Office Dinette Bedroom 2 (Walk-In Closet(s)) Sewer Septic Tank Water Source Canal/Lake For IrrigationWell

Property Features

Additional Parcels YN No Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code X Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN No Minimum Lease 8-12 Months New Construction Yn No Occupant Type Owner Ownership Fee Simple Property Sub Type Single Family Residence Senior Community Yn No Special Listing Conditions None Tax Annual Amount 56721 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableCable ConnectedElectricity ConnectedSprinkler Well Zoning R-CE


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of ONE LUXURY INTERNATIONAL LLC: 407-312-8003.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-08-12T23:45:36.537.
 
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