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$9,500,000
$1,335/sqft
HOA: $1,500/anTaxes: $60,490/yr82d 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

  • 82 days on market
  • Updated today

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

One or more photo(s) has been virtually staged. Privately tucked behind gates on nearly one lush acre along tranquil Coconut Bayou, this extraordinary four-bedroom waterfront estate offers one of the most exclusive lifestyles on Siesta Key. Surrounded by mature tropical landscaping, the property delivers complete privacy, a fully detached guest house, and expansive grounds with ample space to add a pickleball court or create your own private resort. From the moment the gates open, the experience is unforgettable. Striking lines of glass and steel, soaring ceilings, and walls of windows flood the interiors with natural light, creating a seamless connection between indoor and outdoor living. A dramatic floating staircase and private elevator lead to one of the home's most spectacular features a 2,500-square-foot rooftop terrace with breathtaking panoramic views spanning Siesta Key, the Sarasota skyline, and the sparkling waterways below. Whether entertaining under the stars or enjoying a quiet sunset, this rooftop retreat delivers an unforgettable setting. For boating enthusiasts, the property offers the very best of Florida waterfront living. A new dock has been approved and is scheduled for installation, complementing the existing boat lift, double Jet Ski lift, and dedicated kayak and paddleboard launch, all providing direct, bridge-free access to the Intracoastal Waterway and the Gulf of Mexico. Adding yet another layer of exclusivity, the property also enjoys a private access to the Cocoanut Bayou beach, a hidden waterfront retreat reserved for the neighborhood's residents. Thoughtfully designed with both elegance and resilience in mind, the residence sits impressively high above the Bayou. Despite recent storms, the home and pool area remained untouched by flooding, providing exceptional peace of mind for waterfront ownership. The primary suite is a private sanctuary featuring a loft ideal as an office, fitness room, or reading retreat, two custom walk-in closets, and a private balcony overlooking the Bayou. At its heart, a luxurious Champagne Jacuzzi infinity tub transforms everyday living into a spa-like experience. Designed for entertaining on every level, the home features a dedicated theater room, expansive outdoor terraces, a fully equipped summer kitchen, a saltwater pool, and dramatic fire bowls that create an unforgettable evening ambiance. The chef's kitchen pairs custom Italian cabinetry with premium appliances, a generous service pantry, and a temperature-controlled wine cellar, an elegant space equally suited for intimate dinners or grand-scale entertaining. Garage parking for five vehicles and separate guest accommodations complete this remarkable offering. Perfectly positioned just minutes from The Out-of-Door Academy, Siesta Key Village, and the world-famous Siesta Beach, this exceptional residence is the visionary creation of acclaimed architect Mark Sultana, brought to life by Voigt Construction. Celebrated as one of SRQ Magazine's "Home of the Year" in 2008, it stands today as one of Siesta Key's most iconic private waterfront estates. A timeless expression of contemporary architecture, exceptional craftsmanship, and an extraordinary waterfront lifestyle.

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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