442 MIDWAY ISLAND
Clearwater Beach, FL 33767
$3,495,000
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 ...
+ Read More
Listing Courtesy of: CENTURY 21 BE3
727-596-3343
| Listing Id: | TB8399954 |
|---|---|
| List Price: | $3,495,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 4 |
| Bathrooms Half: | 1 |
| Living Area: | 4,039 |
| Tax Annual Amount: | $19,718 |
| Lot Size Square Feet: | 11,400 |
| Lot Size Acres: | 0.26 |
| Architectural Style: | Elevated, Key West |
| Waterfront?: | Yes |
| City: | Clearwater Beach |
| County Or Parish: | Pinellas |
| Subdivision Name: | Island Estates Of Clearwater |
| Postal Code: | 33767 |
| Year Built: | 2008 |
| Appliances: | Bar Fridge, Built-In Oven, Dishwasher, Disposal, Gas Water Heater, Range, Range Hood, Tankless Water Heater, Wine Refrigerator |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 5 |
| Building Area Source: | Public Records |
| Building Area Total: | 9004 |
| Building Area Units: | Square Feet |
| Direction Faces: | South |
| Foundation Details: | Slab, Stilt/On Piling |
| Construction Materials: | Block, Cement Siding, Frame |
| Cooling: | Central Air |
| 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. |
| Exterior Features: | Balcony, Outdoor Shower, Private Mailbox, Sprinkler Metered |
| Fencing: | Other |
| Flooring: | Tile, Wood |
| Furnished: | Negotiable |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Community Features: | Street Lights |
| Heating: | Central, Electric, Exhaust Fan, Heat Pump |
| 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 Features: | Inside, Laundry Chute, Laundry Room |
| Levels: | Three Or More |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Cul-De-Sac, City Limits, Irregular Lot, Landscaped, Oversized Lot, Street Dead-End |
| Lot Size Acres: | 0.26 |
| Lot Size Dimensions: | 113x120 |
| MLS Area Major: | 33767 - Clearwater/Clearwater Beach |
| MLS Area Major: | 33767 - Clearwater/Clearwater Beach |
| Original List Price: | $4,250,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 08-29-15-43344-000-0600 |
| Parking Features: | Garage Door Opener |
| Patio And Porch Features: | Covered, Front Porch, Patio, Porch, Rear Porch, Side Porch, Wrap Around |
| Pets Allowed: | Yes |
| Stories Total: | 3 |
| Township: | 29 |
| Road Surface Type: | Asphalt |
| Roof: | Metal |
| Listing Terms: | Cash, Conventional, VA Loan |
| Tax Year: | 2024 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | Public |
| Water Source: | Public |
| Property Condition: | Completed |
| Public Survey Range: | 15 |
| Public Survey Section: | 08 |
| Vegetation: | Trees/Landscaped |
| Waterfront Features: | Intracoastal Waterway |
| Window Features: | Storm Window(s) |
| Additional Lease Restrictions: | To be verified. |
| Additional Rooms: | Den/Library/Office, Formal Dining Room Separate, Formal Living Room Separate, Great Room, Inside Utility, Storage Rooms |
| Alternate Key Folio Num: | 29-15-08-43344-000-0600 |
| Approval Process: | To be verified. |
| Association Approval Required Yn: | No |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 836.50 |
| Calculated List Price By Calcula: | 865.31 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/TB8399954?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/TB8399954?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Flood Zone Date: | 2021-08-24 |
| Flood Zone Panel: | 12103C0102H |
| Green Verification Count: | 0 |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 375.24 |
| Lot Size Square Meters: | 1059 |
| Minimum Lease: | 1 Month |
| Property Description: | Elevated |
| Realtor Info: | Docs Available, Sign |
| Room Count: | 12 |
| Sdeo yn: | No |
| Total Acreage: | 1/4 to less than 1/2 |
| Unit Number Yn: | No |
| Water Access: | Intracoastal Waterway |
| Water Access Yn: | Yes |
| Water Extras: | No Wake Zone, Sailboat Water, Seawall - Concrete |
| Water Extras Yn: | Yes |
| Water Frontage Feet Icw: | 150 |
| Waterfront Feet Total: | 150 |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Road Responsibility: | Public Maintained Road |
| Association 2 Yn: | 0 |
| Attribution Contact: | 727-596-3343 |
| Originating System Name : | Stellar MLS |
| Dock Description: | Dock - Slip Deeded On-Site, Dock - Wood, Dock w/Electric, Dock w/Water Supply |
| Dock Dimensions: | TBD |
| Dock Yn: | Yes |
| In Law Suite Yn: | No |
| Listing Contract Date: | 2025-06-23 |
Mortgage Calculator
Copyright 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. Information deemed reliable but is not guaranteed. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of My Florida Regional MLS DBA Stellar MLS. Real estate listings held by brokerage firms other than the owner of this page include the name of the listing broker. Information provided is for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This site will be monitored for 'scraping' and any use of search facilities of data on the site other than by a consumer looking to purchase real estate is prohibited. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on November 06, 2026 03:15 PM - ET
Based on information submitted to the MLS GRID as of November 06, 2026 03:15 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. Properties displayed may be listed or sold by various participants in the MLS. Some listings have been excluded from this website.
IDX information is provided exclusively for consumers’ personal noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time.
Property Last Updated: November 06, 2026 03:15 PM - ET
