To schedule a showing of 8866 Darlene Drive, Orlando, Florida, Call David Shippey at 863-521-4517 TODAY!

$6,750,000 No Recent Price Change
8866 Darlene Drive
Orlando, FL 32836
  • 10Beds
  • 10.00Total Baths
  • 8 Full, 2 HalfBaths
  • 10,119SqFt
  • 1991Year Built
  • 4.37Acres
  • MLS# O6397850
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market19 days
  • Area32836 - Orlando/dr. Phillips/bay Vista
  • CountyOrange
  • Subdivision N/a

Overview

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.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  10.00

Fullbaths:  8

Building Info

Roof:  Shingle

Building Area Source:  Builder

Buyer Compensation

Exterior Features

Pool Features:  InGround, SaltWater

Patio:  Balcony

Pool Private:  Yes

Exterior Features:  Balcony, Garden, SprinklerIrrigation, OutdoorGrill, OutdoorKitchen, PrivateYard, RainGutters, TennisCourts

Fees / Restrictions

Financial

Original Price:  $6,750,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Gas, LivingRoom, PrimaryBedroom

Fireplace:  Yes

Floors:  Brick, Carpet, LuxuryVinyl, Marble, Wood

Levels:  Two

Spa:  Yes

Laundry Features:  LaundryRoom

Interior Features:  WetBar, TrayCeilings, CeilingFans, CrownMolding, CathedralCeilings, CentralVacuum, EatInKitchen, HighCeilings, StoneCounters, SolidSurfaceCounters, VaultedCeilings, WalkInClosets

Appliances:  BarFridge, BuiltInOven, Dryer, Dishwasher, Disposal, Microwave, Range, RangeHood, TanklessWaterHeater, WineRefrigerator, Washer

Spa Features:  Heated, InGround

Lot Info

Direction Remarks:  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.

Lot Size Units:  Acres

Lot Size Acres:  4.37

Lot Sqft:  190,490

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  09

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block, Stucco

Stories:  2

Foundation:  Slab, StemWall

Room Info

Total Rooms:  11

Sqft Info

Sqft:  10,119

Bulding Area Sqft:  14,725

Living Area Units:  SquareFeet

Living Area Source:  Builder

Tax Info

Tax Year:  2,025

Tax Lot:  16

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

Tax Block:  00

Tax Annual Amount:  56721

Tax Book Number:  N/A

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Well

Sewer:  SepticTank

Cool System:  CentralAir, AtticFan, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, HighSpeedInternetAvailable

Waterfront / Water

Waterfront:  Yes

Waterfront Features:  Lake, LakePrivileges

View:  Yes

Water Body Name:  POCKET LAKE

View:  Lake, Water

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.

This listing courtesy of One Luxury International Llc 

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On davidshippey.com since Mon, May 18th 2026
No Property History recorded for this listing.

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If you have any questions on 8866 Darlene Drive, Orlando, Florida, please call David Shippey at 863-521-4517.


MLS# O6397850 located at 8866 Darlene Drive, Orlando, Florida is brought to you by David Shippey REALTOR®

8866 Darlene Drive, Orlando, Florida has 10 Beds, 8 Full Bath, and 2 Half Bath.
The MLS Number for 8866 Darlene Drive, Orlando, Florida is O6397850.
The price for 8866 Darlene Drive, Orlando, Florida is $6,750,000.
The status of 8866 Darlene Drive, Orlando, Florida is Active.
The subdivision of 8866 Darlene Drive, Orlando, Florida is N/a.
The home located at 8866 Darlene Drive, Orlando, Florida was built in 2026.