442 MIDWAY ISLAND Clearwater Beach, FL $ 4,250,000
442 MIDWAY ISLAND
$ 4,250,000
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442 MIDWAY ISLAND

Clearwater Beach, FL, 33767
$ 4,250,000
Bedrooms5 Baths4.1 Sq 4,039

Monthly Estimate*

$ 26,514

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View a Virtual Tour

Single Family Home for sale in Clearwater Beach, FL

for $4,250,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,039 square foot home was built in 2008 on a lot size of 0.26.

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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Single Family Active

Price

$ 4,250,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 19,718

Style

Elevated Key West

Lot Size

0.26

Year Built

2008

Town/City

Clearwater Beach

County/Region

Pinellas

MLS | Web ID

TB8399954

Features
General
Sewer Public Sewer
Heating Central Electric Exhaust Fan Heat Pump
Cooling Central Air
Utilities Public Street Lights
Roof Metal
Appliances Bar Fridge Built-In Oven Dishwasher Disposal Gas Water Heater Range Range Hood Tankless Water Heater Wine Refrigerator
Garage Spaces 2
Patio/Porch Features Covered Front Porch Patio Porch Rear Porch Side Porch Wrap Around
Architectural Style Elevated Key West
Construction Materials Block Cement Siding Wood Frame
Pets Allowed Yes
Year Built 2008
Levels Three Or More
Property Subtype Single Family Residence
Tax Year 2024
Ownership Fee Simple
Waterfront Features Intracoastal Waterway
County Pinellas
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name ISLAND ESTATES OF CLEARWATER
Facing Direction South
Garage Y/N true
Total Rooms 12
Full Baths 4
Status Active
Directions 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.
City CLEARWATER BEACH
Senior Community Y/N false
MLS Area 33767 - Clearwater/Clearwater Beach
Lot Size Units Square Feet
Lot Size Square Feet 11400
Carport Y/N false
Listing Terms Cash Conventional VA Loan
Land Lease Y/N false
Tax Annual Amount 19718
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://youtu.be/MCVaWJDmzm4
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 60
Legal Description ISLAND ESTATES OF CLEARWATER UNIT 3 LOT 60
Water View Intracoastal Waterway
Water Access Type Intracoastal Waterway
Minimum Lease 1 Month
Water Access Y/N true
Additional Rooms Den/Library/Office Formal Dining Room Separate Formal Living Room Separate Great Room Inside Utility Storage Rooms
Water View Y/N true
Flood Zone Code AE
DockY/N true
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Interior
Interior Amenities Cathedral Ceiling(s) Ceiling Fan(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
Flooring Porcelain Tile Hardwood
Furnished Y/N Negotiable
Total Stories 3
Air Conditioning Y/N true
Heating Y/N true
Window Features Storm Window(s)
Fireplace Y/N false
Half Baths 1
Laundry Features Inside Laundry Chute Laundry Room
Total Bedrooms 5
Total Baths 5
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Exterior
Exterior Amenities Balcony French Doors Irrigation System Outdoor Shower Private Mailbox Sprinkler Metered
Vegetation Trees/Landscaped
Fencing Other
Parking Features Garage Door Opener
Lot Features Cul-De-Sac City Lot Irregular Lot Landscaped Oversized Lot Street Dead-End
Water Source Public
Lot Size Area 11400
Foundation Details Slab Stilt/On Piling
Building Area Total 9004
Lot Dimensions 113 x 120
Lot Size Acres 0.26
Road Surface Type Asphalt
Private Pool false
Waterfront Y/N true
Covered Spaces 2
Road Frontage Type Street Dead-End
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Century 21 Be3

Broker

prudycole@c21be.com

Email

Affordability Calculator

$28,158
Per Month
94%
6%
0%
Monthly Principal & Interest
$26,514
Monthly Property Taxes
$1,643
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/19/2025$4,250,000 Listed Price

Map


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442 MIDWAY ISLAND, Clearwater Beach, FL, 33767 is a Single Family Home for sale at $4,250,000 with 4,039 sqft and a lot size of 0.26. 442 MIDWAY ISLAND has 5 bedrooms, 4.1 baths, and was built in 2008. The property's zip code is 33767 which is in Clearwater Beach, FL