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$3,495,000
Monthly Est:$17,396
5 Beds
- 5 Baths
4 full baths + 1 half bath
4,039sqft
442 Midway Is, Clearwater Beach, FL 33767
$3,495,000
$17,396/moEst:
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Single Family Residence
Built in 2008
$-- HOA
11,400 sqft lot
$865/sq.ft
Description
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.
- Houzeo last checked: 13 minutes ago
- Listing updated: October 17, 2026 at 5:05 pm
- Listing Provided by: Prudy Cole (863) 397-7305 | CENTURY 21 BE3 (727) 596-1811
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: TB8399954

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
3
County
City
Neighborhood
Year Built
2008
HOA Fees
-
Finished Area
4,039 sqft
Lot Size
11,400 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
TB8399954
MLS Status
Active
Days on Market
504
Cumulative Days on Market
479

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Kitchen
Level: Second
Area: 239.40 Square Feet
Dimensions: 12.6x19
Great Room
Level: Second
Area: 474.72 Square Feet
Dimensions: 27.6x17.2
Primary Bedroom
Level: Third
Area: 258.42 Square Feet
Dimensions: 14.6x17.7
Foyer
Level: Second
Area: 209.25 Square Feet
Dimensions: 15.5x13.5
Dining Room
Level: Second
Area: 239.36 Square Feet
Dimensions: 17.6x13.6
Living Room
Level: Second
Area: 143.19 Square Feet
Dimensions: 12.9x11.1
Laundry
Level: Second
Area: 76.95 Square Feet
Dimensions: 9.5x8.1
Bedroom 2
Level: Second
Area: 172.84 Square Feet
Dimensions: 14.9x11.6
Bedroom 3
Level: Third
Area: 153.69 Square Feet
Dimensions: 14.1x10.9
Bedroom 4
Level: Third
Area: 147.66 Square Feet
Dimensions: 13.8x10.7
Bedroom 5
Level: Third
Area: 162.41 Square Feet
Dimensions: 14.9x10.9
Office
Level: Third
Area: 123.21 Square Feet
Dimensions: 11.1x11.1
Interior
Window Features
Storm Window(s)
Flooring
Tile, Wood
Heating
Central, Electric, Exhaust Fan, Heat Pump
Cooling
Central Air
Sewer
Public Sewer
Appliances
Bar Fridge, Built In Oven, Dishwasher, Disposal, Gas Water Heater, Range, Range Hood, Tankless Water Heater, Wine Refrigerator
Exterior Features
Balcony, Outdoor Shower, Private Mailbox, Sprinkler Metered
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk In Closet(s), Wet Bar
Construction
Year Built
Year Built: 2008
Home type
Single Family Residence
Roof
Metal
Property Condition
Completed
Foundation Details
Slab, Stilt/on Piling
Construction Materials
Block, Cement Siding, Frame
Architectural Style
Elevated, Key West
Utilities & Energy
Parking Features
Garage Door Opener
Laundry Features
Inside, Laundry Chute, Laundry Room
Utilities
Public
Water Source
Public
Other Features
Subdivision Name
Island Estates Of Clearwater
Lot Features
Cul De Sac, City Limits, Irregular Lot, Landscaped, Oversized Lot, Street Dead End
Patio And Porch Features
Covered, Front Porch, Patio, Porch, Rear Porch, Side Porch, Wrap Around
Community Features
Street Lights
Vegetation
Trees/landscaped
Price History
| Date | Event | Price |
|---|---|---|
05/28/2026 Source: | Price Decreased | $3,495,000 -11.52% $865/sqft |
01/02/2026 Source: | Listed for Sale | $3,950,000 -7.06% $978/sqft |
01/01/2026 Source: | Listing Removed | $4,250,000 $1,052/sqft |
06/23/2025 Source: | Listed for Sale | $4,250,000 $1,052/sqft |
Clearwater Beach Ranks #9 in Clearwater, FL
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Based on information from Stellar MLS® through Nov 10, 2026, 08:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. 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. © 2026 Stellar MLS. All Rights Reserved.
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