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$3,495,000
Original: $4,250,000 ▼ Price reduced

442 MIDWAY IS, Clearwater Beach, FL 33767

Active
5
Beds
5
Baths
4,039
Sq Ft
$865
Per Sq Ft
2008
Built
347
Days Listed
2
Garage
0.26
Acres

About This Property

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.

Facts & Features

Interior
Bedrooms5
Full Bathrooms4
Half Bathrooms1
Interior Sq Ft4,039
Total Structure Area9,004 sqft
FireplaceNo
FlooringTile, Wood
HeatingCentral, Electric, Exhaust Fan, Heat Pump
CoolingCentral Air
AppliancesBar Fridge, Built-In Oven, Dishwasher, Disposal, Gas Water Heater, Range, Range
LaundryInside, Laundry Chute, Laundry Room
Interior FeaturesCathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorp
Window FeaturesStorm Window(s)
Property
Construction
Utilities
Community & HOA
Financial & Listing Details

Rooms

Room types: Kitchen, Great Room, Primary Bedroom, Foyer, Dining Room, Living Room, Laundry, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Office

Kitchen
LevelSecond
Dimensions12.6x19
FlooringWood
FeaturesGranite Counters
Great Room
LevelSecond
Dimensions27.6x17.2
FlooringWood
Primary Bedroom
LevelThird
Dimensions14.6x17.7
FlooringWood
Foyer
LevelSecond
Dimensions15.5x13.5
FlooringWood
Dining Room
LevelSecond
Dimensions17.6x13.6
FlooringWood
Living Room
LevelSecond
Dimensions12.9x11.1
FlooringWood
Laundry
LevelSecond
Dimensions9.5x8.1
FlooringPorcelain Tile
Bedroom 2
LevelSecond
Dimensions14.9x11.6
FlooringWood
FeaturesEn Suite Bathroom
Bedroom 3
LevelThird
Dimensions14.1x10.9
FlooringWood
FeaturesJack & Jill Bathroom
Bedroom 4
LevelThird
Dimensions13.8x10.7
FlooringWood
FeaturesJack & Jill Bathroom
Bedroom 5
LevelThird
Dimensions14.9x10.9
FlooringWood
FeaturesEn Suite Bathroom
Office
LevelThird
Dimensions11.1x11.1
FlooringWood

Price History

Jun 23, 2025 Listed $4,250,000
May 28, 2026 Price Changed $3,495,000

Listed by CENTURY 21 BE3 · MLS# TB8399954

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Properties displayed may be listed or sold by various participants in the MLS


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved. Data deemed reliable but not guaranteed. Last updated: 2026-06-07.
IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Florida Property Finder · LPT Realty, LLC
Mike Valdes
Mike Valdes
Florida Property Finder · LPT Realty
(813) 548-5618
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