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442 MIDWAY ISLAND, CLEARWATER BEACH, FL - photo 1

$3,495,000

442 MIDWAY ISLAND

CLEARWATER BEACH, FL 33767

Estimated payment $18,248/month

no HOA · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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5Beds
5Baths
4,039Sq Ft
$865Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

No HOA
Garage
Built in 2008
11,400 sqft Lot

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:5
  • •Bathrooms:5 (4 full, 1 half)
  • •Full bathrooms:4
  • •Half bathrooms:1

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:4,039 sqft
  • •Total interior livable area:4,039 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:11,400 sqft

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2008

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Price history

DateEventPrice
2025-06-23T00:00:00.000ZListed for sale$3,495,000$865/sqft

Listing Agent

Prudy Cole

CENTURY 21 BE3

Brokerage Phone: 727-596-1811

Source: Stellar MLS · MLS #TB8399954

Data Powered by Home Junction, Inc.

Nearby

Schools

CLEARWATER INTERMEDIATE

Elementary · 1.8 mi

CALVIN A. HUNSINGER SCHOOL

Elementary · 1.9 mi

SANDY LANE ELEMENTARY SCHOOL

Elementary · 2.0 mi

Supermarkets

Publix

0.4 mi

Island Market

1.1 mi

The Market Marie

1.4 mi

Dining

The Market at Island Estates

0.5 mi

Shark Bites Cafe

0.5 mi

M and M Ice Cream

0.7 mi

Parks

Susnet Sam Park

0.5 mi

Clearwater Beach Park

0.7 mi

McKay Park

0.8 mi

Beaches

Clearwater Beach

0.9 mi

Belleair Beach

4.0 mi

Dunedin Beach

5.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.