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Off market
  • Tax assessed value
    $13,944,100

    3799 Flamingo Ave, Sarasota, FL 34242

    4beds
    8,138sqft
    Single Family Residence
    Built in 2016
    1.4 Acres Lot
    $-- Zestimate®
    $1,713/sqft
    $112,012 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $112,012/mo

    Zestimate® history
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    What's special

    Discover a one-of-a-kind Balinese-inspired waterfront estate on the north end of world-famous Siesta Key, where luxury, wellness, privacy, and resort-style living converge across more than an acre of prime waterfront property. Offered fully furnished and curated for immediate enjoyment, this extraordinary compound presents a rare opportunity to experience a true island retreat in one of Sarasota's most sought-after coastal locations. Designed to embrace the art of indoor-outdoor living, the residence encompasses more than 8,000 square feet of interior space seamlessly connected to thousands of square feet of outdoor entertaining and relaxation areas. Expansive walls of glass create a natural flow between the home and its spectacular waterfront setting, while rich wood and stone finishes reinforce the property's warm, tranquil aesthetic. The resort-inspired outdoor environment rivals that of a private luxury retreat, featuring an infinity-edge pool with swim-up bar, sunken fire pit lounge, spa, outdoor kitchen, dining pavilion with living plant wall, and an open-air waterfront living room anchored by a fireplace. A serene koi pond with built-in footbridges extends nearly the length of the residence, enhancing the property's distinctive Zen-inspired atmosphere. With more than 700 feet of waterfront frontage, the estate offers exceptional opportunities for boating, paddleboarding, kayaking, and waterfront recreation. A private boat dock, waterfront garage, paddleboard and canoe launch, and newer seawall provide functionality rarely found in luxury waterfront real estate. The thoughtfully designed interior offers multiple gathering and lifestyle spaces, including a home theater, game room, fitness studio, meditation room, and an expansive garage capable of accommodating more than eight vehicles. Modern conveniences include Crestron home automation, a three-stop elevator, full-house generator, whole-house reverse osmosis water filtration system, and numerous upgrades designed to enhance comfort, efficiency, and peace of mind. Despite its remarkable privacy and secluded resort feel, the property remains just moments from Siesta Key Beach, Sarasota's renowned dining and shopping destinations, vibrant arts and cultural attractions, and the area's celebrated waterfront lifestyle. Offering the rare combination of resort-style amenities, extensive waterfront frontage, luxury infrastructure, wellness-focused design, and move-in-ready convenience, this exceptional Siesta Key estate represents a truly unique opportunity to own one of Florida's most distinctive private waterfront compounds.

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Zillow last checked:

    Source: Douglas Elliman,MLS#: A4653658MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 6
    • Full bathrooms: 4
    • 1/2 bathrooms: 2
    Features
    • Has basement: No
    Interior area
    • Total structure area: 8,138
    • Total interior livable area: 8,138 sqft

    Property

    Parking
    • Total spaces: 8
    • Parking features: GarageAttached
    • Has attached garage: Yes
    Features
    • Patio & porch: Patio
    • Has private pool: Yes
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    • Waterfront features: Waterfront
    • Frontage type: Waterfront
    Lot
    • Size: 1.4 Acres
    Details
    • Parcel number: 2019150017

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Condition
    • Year built: 2016

    Community & HOA

    Community
    • Subdivision: SARASOTA
    Location
    • Region: Sarasota

    Financial & listing details

    • Price per square foot: $1,713/sqft
    • Tax assessed value: $13,944,100
    • Annual tax amount: $112,550
    • Date on market: 5/23/2025
    • Lease term: Contact For Details

    Price history

    DateEventPrice
    6/1/2026Listing removed$18,500,000$2,273/sqft
    Source: Douglas Elliman #A4653658 Report a problem
    2/5/2026Listed for sale$18,500,000$2,273/sqft
    Source: Stellar MLS #A4653658 Report a problem
    1/27/2026Listing removed$18,500,000$2,273/sqft
    Source: Stellar MLS #A4653658 Report a problem
    1/21/2026Listed for sale$18,500,000$2,273/sqft
    Source: Stellar MLS #A4653658 Report a problem
    12/29/2025Pending sale$18,500,000$2,273/sqft
    Source: Stellar MLS #A4653658 Report a problem
    6/26/2025Price change$18,500,000-2.1%$2,273/sqft
    Source: Stellar MLS #A4653658 Report a problem
    5/23/2025Listed for sale$18,900,000-0.3%$2,322/sqft
    Source: Stellar MLS #A4653658 Report a problem
    3/21/2025Listing removed$18,950,000$2,329/sqft
    Source: Stellar MLS #A4601040 Report a problem
    3/20/2025Price change$18,950,000-5%$2,329/sqft
    Source: Stellar MLS #A4601040 Report a problem
    11/17/2024Price change$19,950,000-5%$2,451/sqft
    Source: Stellar MLS #A4601040 Report a problem
    2/29/2024Listed for sale$21,000,000-4.5%$2,580/sqft
    Source: Stellar MLS #A4601040 Report a problem
    12/29/2023Listing removed--
    Source: Stellar MLS #A4555451 Report a problem
    1/18/2023Listed for sale$22,000,000+109.5%$2,703/sqft
    Source: Stellar MLS #A4555451 Report a problem
    10/31/2019Sold$10,500,000-24.5%$1,290/sqft
    Source: Stellar MLS #A4420743 Report a problem
    9/3/2019Pending sale$13,900,000$1,708/sqft
    Source: Premier Sotheby's International Realty #A4420743 Report a problem
    12/6/2018Listed for sale$13,900,000-7.3%$1,708/sqft
    Source: Premier Sotheby's International Realty #A4420743 Report a problem
    9/20/2018Listing removed$15,000,000$1,843/sqft
    Source: Premier Sotheby's International Realty #A4211399 Report a problem
    2/27/2018Listed for sale$15,000,000+677.2%$1,843/sqft
    Source: Premier Sotheby's International Realty #A4211399 Report a problem
    6/3/2011Sold$1,930,000-16.1%$237/sqft
    Source: Agent Provided Report a problem
    3/13/2011Pending sale$2,300,000$283/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    11/14/2010Price change$2,300,000-4.2%$283/sqft
    Source: Michael Saunders & Company - Licensed Real Estate Broker Report a problem
    12/12/2009Price change$2,400,000-11.1%$295/sqft
    Source: Michael Saunders & Companyr Report a problem
    10/9/2009Price change$2,700,000-8.5%$332/sqft
    Source: Michael Saunders & Companyr #3907504 Report a problem
    5/15/2009Listed for sale$2,950,000$362/sqft
    Source: Michael Saunders & Companyr #3907504 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$112,550 +2.6%$9,623,959 +2.9%
    2024$109,657 +2.5%$9,352,730 +3%
    2023$107,019 +2.1%$9,080,320 +3%
    2022$104,829 -0.4%$8,815,845 +3%
    2021$105,297 -0.9%$8,559,073 +1.4%
    2020$106,201 +32%$8,440,900 +31.8%
    2019$80,462 $6,404,800 +1.9%
    2018$80,462 +1.7%$6,285,378 +2.1%
    2017$79,150 +223%$6,156,100 +160.7%
    2016$24,507 $2,361,700 +0.1%
    2015$24,507 +7.9%$2,358,200 +157.9%
    2014$22,713 +81.9%$914,400
    2013$12,489 -0.5%$914,400 -1.5%
    2012$12,552 -13.5%$928,100 -13.3%
    2011$14,520 -7%$1,070,200 -4.4%
    2010$15,619 -19.5%$1,119,800 -17.5%
    2009$19,413 $1,357,900 -9.9%
    2008$19,413 -16.3%$1,506,800 -16.1%
    2007$23,196 $1,795,900 -4.7%
    2006-- $1,884,900 +257.2%
    2005-- $527,630 +3%
    2004$7,657 -1.2%$512,262 +1.9%
    2003$7,753 +2.8%$502,710 +2.4%
    2002$7,541 +7.4%$490,928 +1.6%
    2001$7,021 +2.9%$483,197 +3%
    2000$6,820 $469,123
    Find assessor info on the county website

    Neighborhood: 34242

    Nearby schools

    GreatSchools rating