Island Estates Of Clearwater Homes with Sailboat Water Water Frontage

Island Estates Of Clearwater Homes with Sailboat Water Water Frontage

Welcome to Island Estates of Clearwater, an enchanting community nestled in the heart of Clearwater Beach, Florida. This picturesque subdivision is renowned for its stunning waterfront properties, offering residents unparalleled access to the serene beauty of sailboat water. Here, life unfolds against a backdrop of azure skies and shimmering waters, making it a true paradise for boating enthusiasts and nature lovers alike.

Island Estates boasts a variety of exquisite homes, each designed to capture the essence of coastal living. With direct sailboat water frontage, these residences provide the perfect setting for those who cherish life on the water. Imagine stepping out onto your private dock, ready to embark on a leisurely sail or simply enjoying the gentle lapping of waves as you unwind in your backyard oasis. The community is adorned with lush landscaping and well-maintained streets, creating a welcoming atmosphere for families and individuals alike.

Located in Pinellas County, Clearwater Beach is famous for its soft, sandy shores and vibrant local culture. Residents of Island Estates enjoy the best of both worlds: a tranquil, tight-knit community and the lively amenities of the beach just moments away. From fine dining and boutique shopping to outdoor adventures and cultural attractions, Clearwater Beach has something for everyone.

Whether you’re seeking a permanent residence or a vacation getaway, Island Estates of Clearwater offers a unique blend of luxury, leisure, and lifestyle. Come and discover your dream home in this idyllic waterfront community, where every day feels like a vacation!

Newest Island Estates Of Clearwater Homes with Sailboat Water Water Frontage

$1,995,000
4 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
Come see and experience Florida luxury, waterfront living at 319 Midway. Located in Island Estates, one of Clearwater Beach’s most sought after communities. From the moment you enter enjoy breathtaking views of the intracoastal waters, water front views from the kitchen, dining, bedrooms, and balcony as well as from the pool and generous back yard and patio. You have direct gulf access within minutes from the private dock and boat lift in order to take advantage of boating, fishing, waterfront dining, and sunset runs from your own backyard. This four bedroom, three and a half bath residence is light, sophisticated and sleek. The open plan moves easily from formal rooms to everyday spaces, functioning effortlessly for entertaining a full house as it does for a quiet weeknight. The kitchen is outfitted with top of the line appliances, an extra-large refrigerator, and a beverage fridge. Outside, an expansive covered patio gives you shade and sun in equal measure. Upstairs, a wide balcony stretches the views even further. Both levels are hard to leave with these relaxing views, glimpses of dolphin and boats along with the lovely breeze coming in cooled by the water. 319 Midway...a home... and a lifestyle.

319 Midway Island, Clearwater
$2,900,000
6 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
Virtually Staged. (SELECT PHOTOS HAVE BEEN VIRTUALLY EDITED TO ILLUSTRATE THE HOME’S REMODELING POTENTIAL.) TRULY ONE-OF-A-KIND WATERFRONT OPPORTUNITY—THE ONLY LOT IN ALL OF ISLAND ESTATES WITH APPROXIMATELY 300 LINEAR FEET OF SEAWALL! Even more remarkable, this property has NEVER FLOODED. Sellers believe Elevation is currently at 15' Base Flood Elevation which will save on insurance , design, and permits. Appraisal report available dated July 28, 2026. Situated on an expansive, elevated corner lot of approximately 20,691 square feet along the Intracoastal Waterway, this exceptional property offers an extraordinary amount of waterfrontage, with seawalls on two sides and direct water access from two directions. Designed to embrace the Florida waterfront lifestyle, the property features a private dock with convenient boating access and a large, beautifully maintained waterfront swimming pool. The block-masonry residence with tile roof offers approximately 3,315 square feet of heated living space, 6 bedrooms, 4 bathrooms and a 2-car garage. An impressive approximately 1,200-square-foot hurricane-glass-enclosed porch showcases sweeping water views toward North Clearwater Beach and St. Joseph Sound, creating an incredible space for relaxing and entertaining. From your own backyard, watch dolphins and abundant marine and bird life by day, then enjoy the shimmering lights of Clearwater Beach across the water in the evening. With its remarkable waterfrontage, oversized lot and spectacular setting, this property presents an exceptional opportunity to update the existing residence and create a truly extraordinary waterfront estate. Located in the highly desirable Island Estates boating community, you are just minutes from world-famous Clearwater Beach and conveniently close to Publix, banking, dining, the Clearwater Marine Aquarium and numerous local attractions. Enjoy boating from your backyard, beautiful sunrises and sunsets, and an exceptional coastal lifestyle from one of Island Estates’ most distinctive waterfront properties.

891 Island Way, Clearwater Beach
$3,490,000
3 Beds ⋅ 5 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
Experience refined coastal living with just the right amount of Florida flair in this elegant Spanish Mediterranean waterfront residence, perfectly positioned on the sparkling Intracoastal waters of Clearwater Bay. Think luxury, sunshine, salt air, and enough waterfront charm to make your friends suddenly “available” every weekend. Move-in ready and partially furnished with curated Restoration Hardware pieces, this home makes stepping into the coastal lifestyle almost too easy. From the moment you enter, you’re greeted by bright, airy spaces filled with natural light and elevated by extensive custom millwork, including coffered ceilings, layered crown molding, tray ceilings, detailed wainscoting, and the kind of craftsmanship that quietly says, “Yes, this home has excellent taste.” A private elevator services each level, adding everyday convenience with a polished luxury touch. The gourmet kitchen is truly the heart of the home, thoughtfully designed for entertaining, everyday living, and pretending your morning coffee tastes better because you’re drinking it by the water, spoiler alert, it probably does. Custom solid wood cabinetry with seeded glass accents, granite countertops and full backsplash, a spacious breakfast bar, farmhouse sink, and premium appliances create a kitchen that is both stunning and highly functional. Features include a six-burner Wolf range with pot filler, Sub-Zero refrigerator, dishwasher, built-in microwave, ice maker, beverage fridge, and wine fridge, because in Florida, hydration is important and sometimes it comes chilled. A charming eat-in nook offers the perfect spot for sunrise coffee, casual meals, or evening wine while watching the sky do that gorgeous Clearwater thing. The main level also includes a beautifully appointed half bath for guests and a luxurious primary suite designed as a private waterfront retreat. The spa-inspired primary bathroom features dual vanities, a freestanding soaking tub, and a separate walk-in shower, creating a peaceful space to unwind after a day on the boat, at the beach, or simply supervising the sunset. Three closets provide exceptional storage, including a versatile dressing room that was formerly a private office with its own entrance, easily converted back depending on whether your wardrobe or your work-from-home life needs more space. Upstairs, two additional bedrooms each feature their own en suite bath and walk-in closet, offering comfort and privacy for family and guests alike. It is the perfect setup for visitors who come for “just a few days” and then remember they love Clearwater. Elegant, move-in ready, partially furnished, and set along one of Florida’s most beautiful waterfront backdrops, this home delivers the luxury coastal lifestyle people dream about, with no filter required.

231 Midway Island, Clearwater Beach
$3,495,000
5 Beds ⋅ 5 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code
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.

442 Midway Island, Clearwater Beach
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