• Alternate Text
  • Loading

  • Sand Bucket List
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App
  • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Things to Do
  • Galleries
  • More
    • Hurricane Season
    • Red Tide Map
    • Health Observed
    • Sand Bucket List
    • Calendar
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Longboat
    • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Things to Do
  • Galleries
  • More
    • More
    • Hurricane Season
    • Red Tide Map
    • Health Observed
    • Sand Bucket List
    • Calendar
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Sand Bucket List
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App

$15 million home lists on Siesta Key

The waterfront property includes a private dock and a custom-built tackle room.


  • By Ryan Butler
  • | 1:52 p.m. March 1, 2018
  • Siesta Key
  • Real Estate
  • Share

An 18,706-square-foot waterfront home on Siesta Key has entered the market for $15 million.

Located on the north end of the island, the residence is housed on a private, gated peninsula at 3799 Flamingo Ave. Completed in 2017, the four-bedroom, four-bath and two-partial bath residence spans 1.4 acres on the Intracoastal Waterway and boasts more than 700 feet of water frontage.

It is the third home for sale on the Key listed for $15 million or more. An unconstructed property is listed for nearly $16.6 million on two side-by-side parcels at 4137 and 4153 Higel Ave. Another residence split between 7712 and 7660 Sanderling Road has listed for $15.5 million.

The home features a balance between design and function that takes advantage of the waterfront surroundings, said listing agent Joel Schemmel of Premier Sotheby's. Bordered by Roberts Bay to the east and a canal to the west, Schemmel said the property provides unusual levels of privacy, especially for Siesta Key.

"It's one of those properties that even if you're on Siesta Key and you’ve driven down Flamingo Avenue, you probably haven’t even seen it," Schemmel said. 

Other amenities

•    Chef’s kitchen with Zebrino white marble countertops

•    Window treatments by LuxArt Interiors

•    Master suite with terrace, two custom-organized walk-in closets, sitting room, fireplace and spa-like bath with Calacatta Azul marble

•    Crestron home automation system

•    Reverse osmosis water filtration

•    Whole-home generator

•    10-car garage with room for aditional vehicles 

•    Elevator

•    Gym

The residence is being offered fully furnished and comes with an illuminated crystal agate countertop bar on top of a fossilized Jurassic brown marble base in its lounge. It also includes a custom-designed tackle room designed for the current owners, Christopher and Laura Jessen, who are professional anglers. 

The interior was crafted with wood, marble and stone throughout, and was designed with coffered ceilings, moldings and textured wall coverings. It includes glass walls that provide an unobstructed view of Roberts Bay and lead to an open-air living area. 

External features include an infinity-edge pool with swim-up bar, spa, gazebo, multiple fire features, a separate fireplace, koi pond, outdoor kitchen and several covered/uncovered seating areas. It also offers deep-water boating access from a private dock.

Along with a boat lift, the dock includes a paddleboard launch. The property also has a reinforced concrete seawall, which was built in 2005. 

The 18,706-square-foot waterfront home is located on the north end of  the island.
The 18,706-square-foot waterfront home is located on the north end of the island.
Along with four bedrooms and six bathrooms, the property includes a garage that can hold 10 cars and be expanded to fit more.
Along with four bedrooms and six bathrooms, the property includes a garage that can hold 10 cars and be expanded to fit more.
The interior was crafted with wood, marble and stone throughout, and was designed with coffered ceilings, moldings and textured wall coverings.
The interior was crafted with wood, marble and stone throughout, and was designed with coffered ceilings, moldings and textured wall coverings.
The home features a foyer, family room, inside utility, den/library/office and a bonus room.
The home features a foyer, family room, inside utility, den/library/office and a bonus room.
Exterior amenities include a spa, infinity-edge pool, gazebo, a separate fireplace and outdoor kitchen.
Exterior amenities include a spa, infinity-edge pool, gazebo, a separate fireplace and outdoor kitchen.
There are more than 700 feet of water frontage on the parcel.
There are more than 700 feet of water frontage on the parcel.
Along with multiple pools, the home also includes a koi pond.
Along with multiple pools, the home also includes a koi pond.
The property includes a lounge with an illuminated crystal agate countertop bar on top of a fossilized Jurassic brown marble base.
The property includes a lounge with an illuminated crystal agate countertop bar on top of a fossilized Jurassic brown marble base.

 

Latest News

Lockwood Ridge Road was closed near Gocio Road early Monday morning after a fatal incident between a vehicle and a pedestrian.
  • March 23, 2026
Pedestrian killed crossing Lockwood Ridge Road
The Longboat Key Planning and Zoning Board at a November meeting. Nick Gladding, third from the right, is stepping down as he prepares to take his oath of office for Town Commission on March 23.
  • March 23, 2026
Town to host meet and greet with board applicants
Manatee County staffers flew DJI drones in 2021 to help the town of Longboat Key monitor red tide blooms in the gulf.
  • March 23, 2026
Drone replacement costs add to Manatee County expenses
The the site of the proposed 1899 Fruitville apartment development is outlined in red.
  • March 19, 2026
Proposed apartments would replace Breakfast House and more on Fruitville

Sponsored Health Content

Sponsored Content

The best of Your Observer, delivered directly to your inbox

Get the latest in news, sports, schools, arts and things to do in Sarasota, Siesta Key, Longboat Key and East County.

Sign Up

Latest in Real Estate

The property at 1690 Arlington St. was built in 2004 and has three bedrooms, three-and-a-half baths, a pool and 2,340 square feet of living area. The property at 1688 Arlington St. was built in 2004 and has one bedroom, one bath and 625 square feet of living area.
  • March 19, 2026
Top residential real estate sales for March 2-6 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis
The home at 1356 Harbor Drive was built in 2017 and has five bedrooms, five-and-two-half baths, a pool and 6,752 square feet of living area.
  • March 12, 2026
Top residential real estate sales for Feb. 23-27 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis
The home at 4833 Featherbed Lane was built in 1956 and has four bedrooms, three-and-a-half baths, a pool and 2,978 square feet of living area.
  • March 5, 2026
Top residential real estate sales for Feb. 16-20 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis
The home at 5058 Windward Ave. was built in 2020 and has three bedrooms, three baths, a pool and 3,529 square feet of living area.
  • February 26, 2026
Top residential real estate sales for Feb. 9-13 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis
The home at 216 Tenacity Lane was built in 1980 and has three bedrooms, three baths and 2,570 square feet of living area.
  • February 19, 2026
Top residential real estate sales for Feb. 2-6 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis
The home at 3638 San Remo Terrace to Myron Robbins, trustee, of Buffalo, New York, for $7.5 million. Built in 2002, it has four bedrooms, four-and-a-half baths, a pool and 4,559 square feet of living area.
  • February 12, 2026
Top residential real estate sales for Jan. 26-30 in Sarasota, Siesta Key, Palmer Ranch, Osprey, Nokomis

App

Download the Your Observer app

Stay in the know with the latest local news. Any device, anytime, anywhere.

DOWNLOAD NOW

Contact

  • 1970 Main St.
  • Third Floor
  • Sarasota, FL 34236
  • Phone: 941-366-3468
  • FPN Verified

Extra, Extra!

  • Newsletters
  • App
  • Crossword
  • Contests

more

  • About Us
  • Contact Us
  • Classifieds
  • Advertise
  • Rack Locations
  • Jobs
  • Privacy Policy
  • Accessibility Options

sister sites

  • Business Observer
  • Jax Daily Record
  • Orange Observer
  • Accessibility Options
  • Copyright © 2026 Observer Media Group Inc., All Rights Reserved
Sign Up for Daily Headlines

A daily dose of news from Longboat Key, East County, Sarasota and Siesta Key.

Sign Up for In Case You Missed It

A Saturday dose of the week's top stories from Sarasota, Longboat Key and East County.


The Your Observer App is Here!

Get local news you can trust — now on your phone, tablet or laptop. Fast. Free. Easy to Use.
Stay informed, wherever you are.

Download Now