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442 Midway Island

Clearwater, FL 33767
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Bed 5

Bed

Bath 5

Bath

SqFt4,039

Sqft

Acres0.26

Acre(Lot)

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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Detail Ic Property Details

Property Type : Residential

Price : $3,495,000

AD Id : 65555547

MLS Id : MFRTB8399954

Beds : 5

Lot Size : 0.26 Acre

Living Area Size : 4,039

Year Built : 2008

Garage : 2

County : Pinellas

Subdivision: Island Estates Of Clearwater

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Feature Features

  • Bedroom Information

    Total Bedroom: 5

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Interior Features

    Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar Roof: Metal Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Gas Water Heater, Range, Range Hood, Tankless Water Heater, Wine Refrigerator Laundry Features: Inside, Laundry Chute, Laundry Room

    Roofing Information

    Metal
  • Flooring Information

    Flooring: Tile, Wood Construction Materials: Block, Cement Siding, Frame
  • Heating & Cooling

    Heating: Central, Electric, Exhaust Fan, Heat Pump Cooling: Central Air Water front: 1 WaterSource: Public

  • Building Information

    Year Built: 2008
  • Exterior Features

    Balcony, French Doors, Outdoor Shower, Private Mailbox, Sprinkler Metered Construction Materials: Block, Cement Siding, Frame Foundation Details: Slab, Stilt/On Piling Road Responsibility: Public Maintained Road

  • Lot Information

    Lot Dimensions: 113x120 Lot Description: Cul-De-Sac, City Limits, Irregular Lot, Landscaped, Oversized Lot, Street Dead-End Lot Square Feet: 11400 Lot Acres: 0.26 Lot Size (SqMt): 1059

    Property Information

    Property Type: Residential Sub Type: Single Family Residence Style: Elevated, Key West

  • Listing Price Information

    Original List Price:$4250000

  • Tax Information

    Tax Block: 0 Tax Book Number: 47-62 Tax Lot: 60 Tax Legal Description: ISLAND ESTATES OF CLEARWATER UNIT 3 LOT 60 Annual Tax: $19718 Tax Year: 2024 Parcel Number: 08-29-15-43344-000-0600

  • Utility Information

    Public Sewer: Public Sewer Water Source: Public
  • Location Information

    Subdivision: ISLAND ESTATES OF CLEARWATER City: CLEARWATER BEACH Direction: Hwy 60 follow toward Clearwater Beach turn right onto Island Way then turn right onto Windward Passage and left onto Midway Island home is at the end of the cul de sac.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
136 Windward Island, Clearwater, FL, 33767 $1,690,000 5 3 2,390 2,390 SqFt
207 Midway Island, Clearwater, FL, 33767 $2,349,900 4 4 4,172 4,172 SqFt
231 Midway Island, Clearwater, FL, 33767 $3,590,000 3 5 4,509 4,509 SqFt
42 Midway Island, Clearwater, FL, 33767 $3,495,000 4 4 4,944 4,944 SqFt
112 Leeward Island, Clearwater, FL, 33767 $2,499,000 4 3 2,995 2,995 SqFt
124 Leeward Island, Clearwater, FL, 33767 $3,599,999 5 4 5,798 5,798 SqFt
451 Palm Island, Clearwater, FL, 33767 $2,494,900 5 4 3,086 3,086 SqFt
330 Leeward Island, Clearwater, FL, 33767 $2,375,000 4 3 2,749 2,749 SqFt
450 Palm Island, Clearwater, FL, 33767 $2,290,000 4 3 2,783 2,783 SqFt
441 Palm Island, Clearwater, FL, 33767 $1,349,000 3 2 2,167 2,167 SqFt
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ByOwner last updated this listing 06/09/2026 @ 18:20

MLS: MFRMLS #TB8399954 LISTED BY: Prudy Cole, CENTURY 21 BE3 727-596-1811 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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