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For sale
  • $6,750,000

    8866 DARLENE DRIVE, ORLANDO, FL 32836

    10beds
    10,119sqft
    : 
    $45,922/mo
    Get pre-qualified
    Single Family Residence
    Built in 1991
    4.37 Acres Lot
    $-- Zestimate®
    $667/sqft
    $-- HOA

    What's special

    Private tennis courtPanoramic lake viewsItalian-inspired gated compoundGenerous prep spaceFour-car garageResort-style pool and spaPrivate bar station
    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.
    82 days
    |
    4,013
    |
    246
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    Zillow last checked:

    Listing updated:

    Listed by:

    Julie Christensen 407-592-2055,

    ONE LUXURY INTERNATIONAL LLC 407-312-8003,

    Christopher Christensen 407-312-8003,

    ONE LUXURY INTERNATIONAL LLC

    Source: Stellar MLS,MLS#: O6397850MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 10
      • Bathrooms: 10
      • Full bathrooms: 8
      • 1/2 bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: Second
      • Area: 918 Square Feet
      • Dimensions: 34x27
      Bedroom 1
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 260 Square Feet
      • Dimensions: 20x13
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 195 Square Feet
      • Dimensions: 15x13
      Bedroom 3
      • Features: Built-in Closet
      • Level: Second
      • Area: 208 Square Feet
      • Dimensions: 16x13
      Bedroom 4
      • Features: Built-in Closet
      • Level: Second
      • Area: 143 Square Feet
      • Dimensions: 13x11
      Dinette
      • Level: First
      • Area: 90 Square Feet
      • Dimensions: 10x9
      Dining room
      • Level: First
      • Area: 272 Square Feet
      • Dimensions: 17x16
      Kitchen
      • Level: First
      • Area: 522 Square Feet
      • Dimensions: 29x18
      Living room
      • Level: First
      • Area: 660 Square Feet
      • Dimensions: 30x22
      Media room
      • Level: First
      • Area: 238 Square Feet
      • Dimensions: 14x17
      Office
      • Level: First
      • Area: 342 Square Feet
      • Dimensions: 19x18
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Microwave, Range, Range Hood, Tankless Water Heater, Washer, Wine Refrigerator
      • Laundry: Laundry Room
      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
      • Flooring: Brick/Stone, Carpet, Luxury Vinyl, Marble, Hardwood
      • Doors: Outdoor Grill, Outdoor Kitchen, Sliding Doors
      • Has fireplace: Yes
      • Fireplace features: Gas, Living Room, Master Bedroom
      Interior area
      • Total structure area: 14,725
      • Total interior livable area: 10,119 sqft

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage - Attached
      • Attached garage spaces: 4
      Features
      • Levels: Two
      • Stories: 2
      • Exterior features: Balcony, Garden, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Yard, Rain Gutters, Tennis Court(s)
      • Has private pool: Yes
      • Pool features: In Ground, Salt Water
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake - Chain of Lakes, Lake Privileges, Lift - Covered
      • Body of water: POCKET LAKE
      Lot
      • Size: 4.37 Acres
      Details
      • Parcel number: 092428000000016
      • Zoning: R-CE
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab, Stem Wall
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1991

      Utilities & green energy

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

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: N\A
      HOA
      • Has HOA: No
      Location
      • Region: Orlando

      Financial & listing details

      • Price per square foot: $667/sqft
      • Tax assessed value: $4,291,358
      • Annual tax amount: $56,721
      • Date on market: 5/18/2026
      • Cumulative days on market: 83 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/18/2026Listed for sale$6,750,000+125%$667/sqft
        Source: Stellar MLS #O6397850 Report a problem
        12/31/2013Sold$3,000,000+129%$296/sqft
        Source: Agent Provided Report a problem
        9/26/2012Sold$1,310,000-9.7%$129/sqft
        Source: Stellar MLS #O5079965 Report a problem
        5/16/2012Listed for sale$1,450,000-71.6%$143/sqft
        Source: Home Pro Realty Report a problem
        5/22/2006Sold$5,100,000+117%$504/sqft
        Source: Public Record Report a problem
        7/8/2004Sold$2,350,000+152.7%$232/sqft
        Source: Public Record Report a problem
        5/20/1999Sold$930,000-35.9%$92/sqft
        Source: Public Record Report a problem
        8/18/1994Sold$1,450,000$143/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$55,073 +7.2%$3,379,053 +3%
        2023$51,370 +2.8%$3,280,634 +3%
        2022$49,963 +1.1%$3,185,082 +3%
        2021$49,413 +0.6%$3,092,313 +1.4%
        2020$49,115 +21.5%$3,049,618 +23.2%
        2019$40,438 +2.4%$2,476,265 +3.7%
        2018$39,472 0%$2,388,480 -5.9%
        2017$39,472 +1%$2,539,231 +1.8%
        2016$39,075 +0%$2,493,591 +3.2%
        2015$39,061 -2.6%$2,416,518 +7.1%
        2014$40,108 +74.3%$2,257,253 +77.3%
        2013$23,009 -29.1%$1,273,485 -28.8%
        2012$32,458 -42.9%$1,788,436 -42.8%
        2011$56,835 +1.7%$3,128,521 -0.9%
        2010$55,896 $3,157,503 -21.5%
        2009-- $4,020,143 -6.7%
        2008$72,993 -3.5%$4,309,720 -3.8%
        2007$75,676 +23.6%$4,479,779 +35.5%
        2006$61,244 +66.3%$3,306,433 +71.9%
        2005$36,819 +43.2%$1,923,324 +3.2%
        2004$25,711 +0.1%$1,863,771 +13.8%
        2003$25,688 +4.2%$1,637,652 +8.3%
        2002$24,644 -1.2%$1,511,950 +5.8%
        2001$24,955 +2.4%$1,428,557 +4%
        2000$24,377 $1,373,174
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 32836

        Getting around

        1 / 100
        Car-Dependent
        0 / 100
        No Nearby Transit
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Bay Meadows Elem
        • Middle: Southwest Middle
        • High: Lake Buena Vista High School

        Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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