442 Midway Island, Clearwater, FL 33767
Local realty services provided by:CENTURY 21 Circle
442 Midway Island,Clearwater Beach, FL 33767
$3,950,000
- 5 Beds
- 5 Baths
- 4,039 sq. ft.
- Single family
- Active
Listed by:
- CENTURY 21 BE3
Office: century 21 be3
MLS#:TB8399954
Source:MFRMLS
Price summary
- Price:$3,950,000
- Price per sq. ft.:$438.69
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:293 day(s) ago
- Updated:April 19, 2026 at 12:26 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Tile, Wood
- Dining Description:Formal Dining Room
- Kitchen Description:Bar Fridge, Built-In Oven, Dishwasher, Disposal, Range, Range Hood, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Wet Bar, Wine Refrigerator
- Bedroom Description:High Ceilings, Primary Bedroom Upstairs, Walk-In Closet(s)
- Living area:4,039 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric, Exhaust Fan, Heat Pump
- Central air:Yes
Structure and exterior
- Roof:Metal
- Year built:2008
- Building area:4,039 sq. ft.
- Lot area:0.26 Acres
- Lot Features:Cul-de-sac, Irregular Lot, Landscaped, Oversized
- Architectural Style:Elevated
- Construction Materials:Block, Cement Siding, Frame
- Exterior Features:Balcony, Covered Porch/Patio, Front Porch, Outdoor Shower, Patio, Porch, Private Mailbox, Rear Porch, Side Porch, Sprinkler Metered, Wrap Around
- Foundation Description:Slab, Stilt/On Piling
- Levels:Three Or More Story
Utilities
- Water:Public
- Sewer:Public, Public Sewer
Finances and disclosures
- Price:$3,950,000
- Price per sq. ft.:$438.69
- Tax amount:$19,718 (2024)
Features and amenities
- Appliances:Bar Fridge, Built-in Oven, Dishwasher, Disposal, Gas Water Heater, Irrigation Equipment, Range, Range Hood, Tankless Water Heater, Wine Refrigerator
- Laundry features:Inside, Laundry Chute, Laundry Room
- Amenities:Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Irrigation Equipment, Open Floorplan, Primary Bedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
- Pool features:Public Pool
Parking
- Parking description:Attached Garage, Garage Door Opener
- Garage:Yes
- Garage spaces:2
New listings near 442 Midway Island
- New
$88,000Active1 beds 1 baths690 sq. ft.1303 S Hercules Avenue #19, CLEARWATER, FL 33764
MLS# TB8499438Listed by: FULLER HOUSE REAL ESTATE - New
$499,000Active3 beds 2 baths1,792 sq. ft.3067 Kapok Kove Drive, CLEARWATER, FL 33759
MLS# TB8499142Listed by: COMPASS FLORIDA LLC - New
$440,000Active3 beds 2 baths1,538 sq. ft.1515 Belleair Rd, CLEARWATER, FL 33756
MLS# TB8495008Listed by: EXP REALTY LLC - New
$414,900Active2 beds 2 baths1,432 sq. ft.10562 41st Court N, CLEARWATER, FL 33762
MLS# TB8499180Listed by: MIHARA & ASSOCIATES INC. - New
$309,900Active3 beds 2 baths1,395 sq. ft.2691 Sabal Springs Circle #201, CLEARWATER, FL 33761
MLS# TB8499185Listed by: CHARLES RUTENBERG REALTY INC - New
$1,134,900Active4 beds 3 baths3,280 sq. ft.3111 Hyde Park Drive, CLEARWATER, FL 33761
MLS# TB8498107Listed by: RE/MAX ELITE REALTY - New
$660,000Active3 beds 2 baths2,126 sq. ft.1424 Stewart Boulevard, CLEARWATER, FL 33764
MLS# TB8498310Listed by: LISA HALL REALTY, INC - Open Sat, 12 to 3pmNew
$480,000Active3 beds 3 baths1,885 sq. ft.3112 Oyster Bayou Way, CLEARWATER, FL 33759
MLS# TB8499279Listed by: COMPASS FLORIDA LLC - New
$848,000Active2 beds 2 baths1,772 sq. ft.331 Cleveland St #301, CLEARWATER, FL 33755
MLS# TB8496794Listed by: COLDWELL BANKER REALTY - New
$620,000Active3 beds 2 baths1,680 sq. ft.1894 Oakdale Lane N, CLEARWATER, FL 33764
MLS# TB8498344Listed by: FLORIDA REALTY INVESTMENTS