Virtual TourMap

For SaleSingle Family ResidenceActive

442 Midway Island

Clearwater Beach, FL 33767

$3,495,000

509 Days On Site

  • 5Beds
  • 5Baths4 full, 1 half
  • 4,039Sq Ft
  • $865Per Sq Ft
  • 0.26Acres
  • 2008Built
Subdivision
Island Estates Of Clearwater
County
Pinellas
MLS®
TB8399954

Overview

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.

Listing Snapshot

Price
$3,495,000
Days On Site
509 Days
Bedrooms
5
Inside Area (SqFt)
4,039 sqft
Total Baths
5
Full Baths
4
Partial Baths
1
Lot Size
0.26 Acres
Year Built
2008
MLS® Number
TB8399954
Status
Active
Property Tax
$19,718 (2024)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

15 items
Acres
0.26
Attached Garage
Yes
Direction Faces
South
Foundation
Slab
Garage
Yes
Garage Spaces
2
Levels
Three Or More
Number Of Stories
3
Parking
Garage Door Opener, Attached
Pets
Yes
Property Sub Type
Single Family Residence
Sewer
Public Sewer
SqFt Total
9,004
Style
Elevated, Key West
Water Source
Public

Interior Features

20 items
Appliances
Bar Fridge, Dishwasher, Disposal, Gas Water Heater, Range, Range Hood, Tankless Water Heater, Wine Refrigerator
Cooling
Central Air
Flooring
Tile, Wood
Furnished
Negotiable
Heating
Central, Electric, Exhaust Fan, Heat Pump
Interior
Cathedral Ceiling(s), Crown Molding, High Ceilings, Open Floorplan, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Laundry Features
Inside, Laundry Chute, Laundry Room
Window Features
Storm Window(s)

Rooms

RoomDimensionsLevelFeatures
Bedroom 214.9x11.6Second
Bedroom 314.1x10.9Third
Bedroom 413.8x10.7Third
Bedroom 514.9x10.9Third
Dining Room17.6x13.6Second
Foyer15.5x13.5Second
Great Room27.6x17.2Second
Kitchen12.6x19SecondGranite Counters
Laundry9.5x8.1Second
Living Room12.9x11.1Second
Master Bedroom14.6x17.7Third
Office11.1x11.1Third

Exterior Features

10 items
Construction Details
Block, Cement Siding, Frame
Exterior
Balcony, Outdoor Shower, Dock
Fencing
Other
Lot Features
Cul-De-Sac, Irregular Lot, Landscaped, Waterfront
Patio And Porch
Covered, Front Porch, Patio, Porch, Rear Porch, Side Porch, Wrap Around
Roof
Metal
View
Water
Waterfront
Yes
Waterview
Water
Windows/Doors
Storm Window(s)

Community Features

5 items
Community Features
Street Lights
MLS Area
33767 - Clearwater/Clearwater Beach
Township
29
Financing Terms Available
Cash, Conventional, VA Loan
Roads
Asphalt

Location

442 Midway Island, Clearwater Beach, FL 33767 · 33767 - Clearwater/Clearwater Beach

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Neighborhood & Commute

ZIP Code 33767

Median household income
$99,925
Income per person
$75,484
Households
4,792
Average household size
1.80
Median age
63.3

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Price changed to $3,495,000
  3. Status changed to Active
  4. Listing first seen on site

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Listing courtesy of CENTURY 21 BE3 (863) 397-7305

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-14 08:42 PM EST

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