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ActivePOOL HOMEWATERFRONTNO CDD
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$9,500,000
$1,335/sqft
HOA: $1,500/anTaxes: $60,490/yr56d on market

Cocoanut Bayou

4317 MIDNIGHT PASS RD, SARASOTA, FL, 34242

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5 Beds|6 Baths|7,116 Sq Ft|Built 2008|5 Car Garage
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✨ This home matches what most buyers are looking for in this area.

Waterfront & Dock
Waterfront
Bayou
Water Frontage
90 ft
Water Body
COCOANUT BAYOU
Dock
Yes
Year Built
2026
Dimensions
6x12
Description
Dock - Composite
Acreage
Lot Size
0.99 acres
Lot Sqft
43,014 sqft
Lot Features
Floodzone, In County, Landscaped, Oversized Lot
C2C

Coast 2 Coast Home Realty

Licensed Florida Realtors

4.9· 214 reviews

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Buyer Insights

Here's what we know about this listing.

Why this home stands out

  • 56 days on market
  • Updated today

Buyer Insights are informational only — always verify with your agent.

Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

Subdivision
COCOANUT BAYOU
County
Sarasota
Zip Code
34242

School Report Card

Source: FL Dept. of Education

ABCDF
Elementary
Middle
High

Neighborhood

Map unavailable

Type
Single Family Residence
Living Area
7,116 sqft
Construction
Concrete, Stucco
Roof
Concrete, Membrane
Flooring
Hardwood, Terrazzo
Pool
Yes
HOA
$1,500 / Annually
  • Ceiling Fans(s)
  • Central Vaccum
  • Eat-in Kitchen
  • Elevator
  • High Ceilings
  • Living Room/dining Room Combo
  • Open Floorplan
  • Primarybedroom Upstairs
  • Split Bedroom
  • Stone Counters
  • Walk-in Closet(s)
  • Balcony
  • Garden
  • Lighting
  • Outdoor Grill
  • Outdoor Kitchen
  • Rv Hookup
  • Built-in Oven
  • Dishwasher
  • Disposal
  • Dryer
  • Exhaust Fan
  • Gas Water Heater
  • Microwave
  • Range
  • Tankless Water Heater
  • Washer
  • Water Filtration System
  • Water Softener
  • Wine Refrigerator
  • Laundry Room
  • Upper Level
  • Covered
  • Floodzone
  • In County
  • Landscaped
  • Oversized Lot
  • Private
  • Bb/hs Internet Available
  • Cable Available
  • Electricity Connected
  • Fiber Optics
  • Natural Gas Connected
  • Public
  • Water Connected
Bedrooms
5
Bathrooms
6
Year Built
2008
Construction
Concrete, Stucco
Flooring
Hardwood, Terrazzo
Roof
Concrete, Membrane
Garage Spaces
5
Cooling
Central Air, Zoned
Heating
Central
Waterfront
Yes
Pet Restrictions
Yes
Lot Size
0.99 acres
Senior Community
No
Building Elevator
Yes
Pet Size
# of Pets
Max Pet Weight
Tax Year
2025
Annual Tax Amount
$60,490

Association Fees

  • HOA Fee

    Lee Hartley

    $1,500/ Annually

Down Payment20% — $1,900,000
Interest Rate6.50%
Loan Term
Est. Mortgage
$48,037
HOA Fee
$125
Est. Property Tax
$5,041
Est. Insurance
$3,167
Total Est. Monthly Cost$56,370

* Estimates are for illustration purposes only and do not constitute an offer of financial advice. Actual rates, payments, insurance, and taxes will vary based on credit, location, and other factors. Contact a licensed mortgage professional for a personalized quote. Homeowners insurance estimate based on Florida averages.

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