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For sale
$17,650,000
4beds
8,138sqft

3799 FLAMINGO AVENUE, SARASOTA, FL 34242

4beds
8,138sqft
Single family residence
Built in 2016
1.40 Acres
8 Attached garage spaces
$2,169 price/sqft

What's special

Three-stop elevatorPrivate dockOutdoor kitchenFragrant flowering plantsExpansive sun shelvesSerene outdoor spacesAbundant shoreline

Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

39 days
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5,082
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276
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Source: Stellar MLS,MLS#: A4699552MLS LogoOriginating MLS: Sarasota - Manatee
Travel times

Family Room

Kitchen

Dining Room

Zillow last checked:

Listing updated:

Listed by:

Kim Ogilvie 941-951-6660,

MICHAEL SAUNDERS & COMPANY 941-951-6660,

Lynn Morris, PLLC 941-400-4526,

MICHAEL SAUNDERS & COMPANY

Source: Stellar MLS,MLS#: A4699552MLS LogoOriginating MLS: Sarasota - Manatee

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 6
  • Full bathrooms: 4
  • 1/2 bathrooms: 2
Primary bedroom
  • Features: Breakfast Bar, Built-In Shelving, En Suite Bathroom, Dual Closets
  • Level: Second
  • Area: 513 Square Feet
  • Dimensions: 19x27
Bedroom 1
  • Features: En Suite Bathroom, Walk-In Closet(s)
  • Level: First
  • Area: 181.89 Square Feet
  • Dimensions: 12.9x14.1
Bedroom 2
  • Features: En Suite Bathroom, Walk-In Closet(s)
  • Level: First
  • Area: 487.05 Square Feet
  • Dimensions: 25.5x19.1
Bedroom 3
  • Features: En Suite Bathroom, Walk-In Closet(s)
  • Level: First
  • Area: 362.6 Square Feet
  • Dimensions: 24.5x14.8
Primary bathroom
  • Features: Bath w Spa/Hydro Massage Tub, Dual Sinks, Tub with Separate Shower Stall
  • Level: Second
  • Area: 241.25 Square Feet
  • Dimensions: 14.1x17.11
Dining room
  • Level: First
  • Area: 376.12 Square Feet
  • Dimensions: 15.6x24.11
Family room
  • Level: First
  • Area: 955.2 Square Feet
  • Dimensions: 24x39.8
Foyer
  • Level: Second
  • Area: 235.2 Square Feet
  • Dimensions: 14.7x16
Kitchen
  • Features: Breakfast Bar, Kitchen Island, Pantry
  • Level: First
  • Area: 418.34 Square Feet
  • Dimensions: 23.1x18.11
Living room
  • Level: First
  • Area: 576.23 Square Feet
  • Dimensions: 24.11x23.9
Office
  • Level: Second
  • Area: 200.96 Square Feet
  • Dimensions: 13.3x15.11
Heating
  • Central, Zoned
Cooling
  • Central Air, Zoned
Appliances
  • Included: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Laundry: Inside, Laundry Room
Features
  • Ceiling Fan(s), Central Vacuum, Coffered Ceiling(s), Crown Molding, Eating Space In Kitchen, Elevator, High Ceilings, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Smart Home, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
  • Flooring: Engineered Hardwood, Marble, Porcelain Tile
  • Doors: Outdoor Kitchen, Outdoor Shower, Sliding Doors
  • Windows: Window Treatments
  • Has fireplace: Yes
  • Fireplace features: Gas, Living Room
Interior area
  • Total structure area: 18,706
  • Total interior livable area: 8,138 sqft

Property

Parking
  • Total spaces: 8
  • Parking features: Circular Driveway, Driveway, Garage Door Opener, Ground Level
  • Attached garage spaces: 8
  • Has uncovered spaces: Yes
Features
  • Levels: Two
  • Stories: 2
  • Patio & porch: Front Porch, Rear Porch
  • Exterior features: Balcony, Fire Pit, Irrigation System, Lighting, Outdoor Kitchen, Outdoor Shower, Private Yard
  • Has private pool: Yes
  • Pool features: Heated, In Ground, Infinity, Lap, Lighting, Salt Water
  • Has spa: Yes
  • Spa features: Heated, In Ground
  • Fencing: Fenced
  • Has view: Yes
  • View description: City, Water, Bay/Harbor - Full, Lagoon
  • Has water view: Yes
  • Water view: Water,Bay/Harbor - Full,Lagoon
  • Waterfront features: Bay/Harbor, Canal - Saltwater, Lagoon, Bay/Harbor Access, Saltwater Canal Access, Lagoon Access, Lift, Riprap, Seawall
  • Body of water: ROBERTS BAY
Lot
  • Size: 1.4 Acres
  • Features: FloodZone, Irregular Lot, Landscaped, Oversized Lot, Private
  • Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
  • Parcel number: 2019150017
  • Zoning: RSF1
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Custom
  • Property subtype: Single Family Residence
Materials
  • Block, Stucco
  • Foundation: Stem Wall
  • Roof: Tile
Condition
  • Completed
  • New construction: No
  • Year built: 2016

Utilities & green energy

  • Sewer: Septic Tank
  • Water: Well
  • Utilities for property: Cable Connected, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Water Connected

Community & HOA

Community
  • Security: Security Gate, Security System, Security System Owned, Smoke Detector(s)
  • Pet fee: $0 monthly
  • Subdivision: BAY ISLAND
HOA
  • Has HOA: No
Location
  • Region: Sarasota

Financial & listing details

  • Price per square foot: $2,169/sqft
  • Tax assessed value: $13,944,100
  • Annual tax amount: $112,550
  • Date on market: 7/31/2026
  • Cumulative days on market: 40 days
  • Listing terms: Cash,Conventional
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Electric utility on property: Yes
  • Road surface type: Paved

Price history

DateEventPrice
7/31/2026Listed for sale$17,650,000-4.6%$2,169/sqft
Source: Stellar MLS #A4699552 Report a problem
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

Monthly payment

Est. payment
$108,971/mo
Principal & interest
$90291
Property taxes
$18680
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Estimated market value

Not available

Estimated sales range

Not available

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Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34242

Nearby schools

Phillippi Shores Elementary School
Grades PK-5 • 1.8 miles
9/10
GreatSchools® Rating
Test Score Rating
9/10
Student Progress Rating
9/10
Brookside Middle School
Grades 6-8 • 1.7 miles
6/10
GreatSchools® Rating
Test Score Rating
6/10
Student Progress Rating
6/10
Sarasota High School
Grades 9-12 • 2.4 miles
5/10
GreatSchools® Rating
Test Score Rating
6/10
College Readiness Rating
4/10
Student Progress Rating
5/10

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