442 Midway Island, Clearwater Beach, FL 33767
Local realty services provided by:CENTURY 21 Selling Paradise
442 Midway Island,Clearwater Beach, FL 33767
$4,250,000
- 5 Beds
- 5 Baths
- 4,039 sq. ft.
- Single family
- Active
Listed by:
- CENTURY 21 BE3
MLS#:TB8399954
Source:MFRMLS
Price summary
- Price:$4,250,000
- Price per sq. ft.:$472.01
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.
Contact an agent
Home facts
- Year built:2008
- Listing ID #:TB8399954
- Added:212 day(s) ago
- Updated:January 28, 2026 at 01:51 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:4,039 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric, Exhaust Fan, Heat Pump
Structure and exterior
- Roof:Metal
- Year built:2008
- Building area:4,039 sq. ft.
- Lot area:0.26 Acres
Utilities
- Water:Public
- Sewer:Public, Public Sewer
Finances and disclosures
- Price:$4,250,000
- Price per sq. ft.:$472.01
- Tax amount:$19,718 (2024)
New listings near 442 Midway Island
- Open Sat, 12 to 3pmNew
$2,399,900Active4 beds 4 baths4,172 sq. ft.207 Midway Island, CLEARWATER BEACH, FL 33767
MLS# TB8467513Listed by: COASTAL PROPERTIES GROUP INTERNATIONAL - New
$802,300Active2 beds 2 baths847 sq. ft.411 E Shore Drive #501, CLEARWATER BEACH, FL 33767
MLS# TB8469487Listed by: ARC REALTY GROUP - New
$1,700,000Active4 beds 4 baths2,495 sq. ft.1390 Gulf Boulevard #PH4, CLEARWATER BEACH, FL 33767
MLS# TB8467131Listed by: COMPASS FLORIDA LLC - Open Sat, 1am to 3pmNew
$829,900Active2 beds 2 baths1,394 sq. ft.1480 Gulf Boulevard #610, CLEARWATER BEACH, FL 33767
MLS# TB8468674Listed by: COASTAL PROPERTIES GROUP INTERNATIONAL - New
$2,675,000Active3 beds 4 baths2,392 sq. ft.805 S Gulfview Boulevard #407A, CLEARWATER BEACH, FL 33767
MLS# G5107278Listed by: BELLA COLLINA REAL ESTATE CO - New
$1,995,000Active2 beds 3 baths2,173 sq. ft.805 S Gulfview Boulevard #305B, CLEARWATER BEACH, FL 33767
MLS# G5107271Listed by: BELLA COLLINA REAL ESTATE CO - New
$550,000Active2 beds 2 baths1,636 sq. ft.670 Island Way #501, CLEARWATER BEACH, FL 33767
MLS# TB8466721Listed by: COASTAL PROPERTIES GROUP INTERNATIONAL - New
$1,400,000Active2 beds 2 baths1,840 sq. ft.11 San Marco Street #408, CLEARWATER BEACH, FL 33767
MLS# TB8467533Listed by: COASTAL PROPERTIES GROUP INTERNATIONAL - New
$738,100Active2 beds 2 baths671 sq. ft.411 E Shore Drive #207, CLEARWATER BEACH, FL 33767
MLS# TB8468493Listed by: ARC REALTY GROUP - New
$649,900Active3 beds 2 baths1,340 sq. ft.774 Lantana Avenue, CLEARWATER BEACH, FL 33767
MLS# TB8468687Listed by: CLEARBAY REALTY