$3,495,000

442 Midway Island

Clearwater Beach, FL 33767

Active
5
Beds
5
Baths
4,039
Sq Ft
0.26
Acres
2008
Built
WaterfrontWater access$865/sqft
🏠Single Family Residence

Property type

🏗️2008

Year built

📐11,400 sqft

Lot size

📊$865

Price / sq ft

🏘️No HOA

HOA dues

📅337

Days on market

🚗2

Garage spaces

🌊AE

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$17,673
Property taxes$1,643
Home insurance (est.)$1,602

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history337 days on market

  1. Status: Active
    Jan 2, 2026
  2. Listed$4,250,000
    Jun 23, 2025
  3. Price reduced$3,495,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
337
Subdivision
Island Estates Of Clearwater
County
Pinellas
Year built
2008
Living area
4,039 sq ft
Price/sq ft
$865
Building area
9,004 sq ft (Public Records)
Lot size
11,400 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12103C0102H)
Garage
2 spaces
Annual taxes
$19,718 (2024)
Parcel #
08-29-15-43344-000-0600
MLS #
TB8399954

Interior Details

Bedrooms
5
Full bathrooms
4
Half bathrooms
1
Flooring
Tile, Wood
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Gas Water Heater, Range, Range Hood, Tankless Water Heater, Wine Refrigerator
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
Laundry
Inside, Laundry Chute, Laundry Room
Stories / Levels
Three Or More
Direction faces
South

Heating & Cooling

Heating
Central, Electric, Exhaust Fan, Heat Pump
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes
Parking features
Garage Door Opener

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Homestead exemption
Yes
Min lease term
1 Month
Listing terms
Cash, Conventional, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
To be verified.
Approval process
To be verified.

Exterior & Construction

Exterior features
Balcony, French Doors, Outdoor Shower, Private Mailbox, Sprinkler Metered
Construction materials
Block, Cement Siding, Frame
Roof
Metal
Foundation
Slab, Stilt/On Piling
Waterfront
Yes
Water access
Yes
Water view
Yes
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Public

Community

Pets allowed
Yes

Room Details

RoomLevelDimensions
KitchenSecond12.6x19
Great RoomSecond27.6x17.2
Primary BedroomThird14.6x17.7
FoyerSecond15.5x13.5
Dining RoomSecond17.6x13.6
Living RoomSecond12.9x11.1
LaundrySecond9.5x8.1
Bedroom 2Second14.9x11.6
Bedroom 3Third14.1x10.9
Bedroom 4Third13.8x10.7
Bedroom 5Third14.9x10.9
OfficeThird11.1x11.1

Listing Details

Listing date
2025-06-23
On market date
2025-06-23
Original list price
$4,250,000
Occupant type
Owner
MLS area
33767 - Clearwater/Clearwater Beach
Listing AOR
Orlando Regional
Status changed
2026-01-02
Tax legal description
ISLAND ESTATES OF CLEARWATER UNIT 3 LOT 60

Flood risk

High riskFEMA Zone AEPanel 12103C0102H

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

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.

Based on information submitted to the MLS GRID as of May 28, 2026 at 1:28 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA