Property
ActiveResidential
1/60
$3,495,000

442 MIDWAY ISLAND

Clearwater Beach, FL 33767
5
Beds
5
Baths
4,039
SqFt
0.26
Acres
STELLAR
#TB8399954
Updated: Jun 7, 2026, 3:38pm

Property Description

One-of-a-Kind Island Estates Waterfront Masterpiece

Welcome to an extraordinary waterfront retreat in the prestigious and highly sought-after community of Island Estates. Perfectly positioned at the end of the island on deep, open water, this exceptional residence offers 150 feet of pristine water frontage, providing the ultimate haven for boating enthusiasts - with space to accommodate any size vessel you desire.

From the moment you arrive, the home's curb appeal is undeniable. A welcoming driveway, beautifully manicured landscaping, and graceful palm trees create a peaceful, tropical setting. Thoughtfully constructed with superior craftsmanship, this elevated Key West-style home rests atop nearly 50 reinforced pilings, offering lasting strength, security, and peace of mind against Florida's coastal storms.

Spanning over 9,000 total square feet (4,000 square feet under air) across three thoughtfully designed levels, this property offers versatility, luxury, and space in abundance. The ground level includes two separate garages and an enormous storage area - ideal for multiple uses such as a gym, workshop, hobby space, or simply an incredible amount of storage for all your toys and gear.

On the main living level, a wrap-around veranda welcomes you to relax and take in the endless water views. Step inside to soaring 20-foot ceilings, walls of windows (nearly 100 in total!) and gleaming Brazilian cherry wood floors that create warmth and elegance throughout the space. Wherever you stand, you're greeted by breathtaking water vistas - it's impossible not to be inspired by the beauty surrounding you.

The heart of the home is the expansive, open-concept great room and gourmet kitchen, designed for both entertaining and everyday living. A beautifully appointed wet bar makes hosting friends and family effortless. For more formal gatherings, enjoy the elegant dining room or unwind in the charming sitting room/parlor. A private guest suite with its own en-suite bath completes this level, offering comfort and privacy for visitors.

Upstairs, the primary suite is a true retreat - complete with vaulted cathedral ceilings, a private balcony overlooking the water, and a recently renovated, spa-inspired en-suite bathroom featuring luxurious finishes, an oversized walk-in shower, soaking tub, and dual vanities. The custom wrap-around closet offers exceptional storage and organization. Three additional bedrooms, each with either an en-suite or Jack-and-Jill bathroom, ensure that every family member or guest has their own private haven- and each has a balcony with captivating water views.

And for the grand finale - ascend to the one-of-a-kind rooftop sun deck, thoughtfully engineered to support a hot tub if desired. From this exclusive perch, enjoy unmatched 360-degree views of Island Estates, the Intracoastal Waterway, and Clearwater Beach - truly the best view in town. Whether savoring sunsets, hosting gatherings, or simply soaking in the peaceful surroundings, this private rooftop escape is unforgettable.

With deep water access, robust construction, designer finishes, endless storage potential, and panoramic views from every corner of the home, this Island Estates masterpiece is a rare and exceptional offering - where luxury, comfort, and coastal living come together in perfect harmony.
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Included Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalGas Water HeaterRangeRange HoodTankless Water HeaterWine Refrigerator

Property Details

Highlights
Waterfront
Yes
Interior
Additional Rooms
Den/Library/OfficeFormal Dining Room SeparateFormal Living Room SeparateGreat RoomInside UtilityStorage Rooms
Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalGas Water HeaterRangeRange HoodTankless Water HeaterWine Refrigerator
Bathrooms Total Decimal
4.5
Building Area Total
9004
Cooling
Central Air
Flooring
Porcelain TileHardwood
Furnished
Negotiable
Heating
CentralElectricExhaust FanHeat Pump
Interior Features
Cathedral Ceiling(s)Ceiling Fan(s)Crown MoldingHigh CeilingsOpen FloorplanPrimaryBedroom UpstairsSolid Surface CountersSolid Wood CabinetsStone CountersVaulted Ceiling(s)Walk-In Closet(s)Wet Bar
Laundry Features
InsideLaundry ChuteLaundry Room
Living Area
4039
Rooms Total
12
Window Features
Storm Window(s)
Construction
Architectural Style
ElevatedKey West
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockCement SidingWood Frame
Direction Faces
South
Foundation Details
SlabStilt/On Piling
Levels
Three Or More
Living Area Source
Public Records
Living Area Units
Square Feet
Property Condition
Completed
Roof
Metal
Stories Total
3
Year Built
2008
Site & Exterior
Covered Spaces
2
Exterior Features
BalconyFrench DoorsIrrigation SystemOutdoor ShowerPrivate MailboxSprinkler Metered
Fencing
Other
Flood Zone Code
AE
Garage Spaces
2
I D X Participation
Yes
Lot Features
Cul-De-SacCity LotIrregular LotLandscapedOversized LotStreet Dead-End
Lot Size Acres
0.26
Lot Size Area
11400
Lot Size Dimensions
113 x 120
Lot Size Square Feet
11400
Lot Size Units
Square Feet
Parking Features
Garage Door Opener
Patio And Porch Features
CoveredFront PorchPatioPorchRear PorchSide PorchWrap Around
Public Survey Range
15
Public Survey Section
08
Road Frontage Type
Street Dead-End
Road Responsibility
Public Maintained Road
Road Surface Type
Asphalt
Sewer
Public Sewer
Total Acreage
1/4 to less than 1/2
Utilities
PublicStreet Lights
Vegetation
Trees/Landscaped
Water Access
Yes
Water Extras
Yes
Water Source
Public
Water View
Yes
Waterfront
Yes
Waterfront Features
Intracoastal Waterway
Waterfront Feet Total
150
Financials
Calculated List Price By Calculated Sq Ft
865.31
Contract Status Change Date
2025-06-23
Current Price
3495000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
1 Month
Ownership
Fee Simple
Parcel Number
082915433440000600
Public Survey Township
29
Tax Annual Amount
19718
Tax Book Number
47-62
Tax Legal Description
ISLAND ESTATES OF CLEARWATER UNIT 3 LOT 60
Tax Lot
60
Tax Year
2024

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
To be verified.
Lease Restrictions
Yes
M L S Area Major
33767 - Clearwater/Clearwater Beach
Pets Allowed
Yes
Subdivision Name
ISLAND ESTATES OF CLEARWATER
Listing provided courtesy of STELLAR via IDX. Updated: Jun 7, 2026, 3:38pm.
Prudy Cole

Listing Agent

CENTURY 21 BE3

Call Agent