Island Estates Of Clearwater Real Estate

Welcome to Island Estates of Clearwater, a hidden gem nestled in the heart of Clearwater Beach, Florida. This picturesque subdivision offers a unique blend of serene waterfront living and vibrant community life, making it one of the most sought-after neighborhoods in Pinellas County.

Island Estates is renowned for its stunning views of the Intracoastal Waterway and its proximity to the sparkling Gulf of Mexico. Residents enjoy the best of both worlds, with easy access to pristine beaches and the tranquil ambiance of island life. The community is characterized by beautifully landscaped properties, many of which feature private docks, providing the perfect opportunity for boating enthusiasts to embrace the coastal lifestyle.

This charming neighborhood is not just about natural beauty; it also boasts a strong sense of community. With a variety of local shops, restaurants, and recreational facilities nearby, Island Estates fosters a welcoming atmosphere where neighbors become friends. Whether you’re strolling along the scenic waterfront or participating in community events, there’s always something to do.

Families will appreciate the excellent schools and safe environment, while retirees will find a peaceful retreat with plenty of leisure activities to enjoy. Outdoor enthusiasts can take advantage of nearby parks, walking trails, and water sports, ensuring there’s never a dull moment.

Island Estates of Clearwater is more than just a place to live; it’s a lifestyle. Experience the charm of this idyllic community and discover why so many have chosen to call Island Estates home. Your dream waterfront property awaits!

Newest Listings in Island Estates Of Clearwater

$3,245,000

4 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8523925 MLS ⋅ Active Status

Experience the pinnacle of luxury waterfront living at 42 Midway, an exceptional residence located in the exclusive Island Estates community of Clearwater Beach. Combining an unbeatable location with direct Gulf access, a private dock and boat lift, resort-style amenities, and unparalleled privacy, this extraordinary property delivers the coastal lifestyle discerning buyers dream about. Encompassing 4,944 square feet, this beautifully designed four-bedroom, three-and-a-half-bath home showcases timeless architecture, elegant finishes, and breathtaking panoramic water views from nearly every room. Expansive walls of glass and soaring ceilings flood the interiors with natural light, creating an atmosphere that is both sophisticated and inviting. The thoughtfully designed open floor plan seamlessly blends formal and casual living spaces, making it equally suited for grand-scale entertaining or comfortable everyday living. At the heart of the home, the gourmet chef's kitchen features premium appliances, custom cabinetry, luxurious finishes, and generous prep space, all while remaining connected to the surrounding living and dining areas. Step outside to discover your own private waterfront oasis. Surrounded by lush tropical landscaping, the expansive outdoor living area features a resort-style pool and spa, a fully equipped outdoor kitchen, and multiple spaces to relax or entertain. Your private dock with boat lift offers immediate access to the Intracoastal Waterway and the Gulf of Mexico, placing world-class boating, fishing, waterfront dining, and unforgettable sunsets just moments from your backyard. Every detail of this exceptional home has been designed to embrace Florida's indoor-outdoor lifestyle while offering the comfort, elegance, and exclusivity that define luxury waterfront living. Whether you're hosting family and friends, spending the day on the water, or simply enjoying the peaceful surroundings, 42 Midway offers an extraordinary opportunity to own one of Clearwater Beach's premier waterfront residences. This is more than a home—it's a destination, a lifestyle, and a rare opportunity to experience the very best of coastal luxury.

42 Midway Island, Clearwater Beach

$1,650,000

3 Beds ⋅ 3 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8518175 MLS ⋅ Active Status

Welcome to PARADISE in the highly sought-after Island Way Estates community of Clearwater Beach. Perfectly positioned on deep-water frontage with direct access to the Gulf, this exceptional waterfront residence offers 3 Bedrooms and 3 bathrooms. From the moment you arrive, the circular driveway and impressive curb appeal set the tone for what awaits inside. Step through the front door and discover a thoughtfully designed floor plan featuring beautiful porcelain flooring, abundant natural light, and inviting living spaces perfect for both everyday living and entertaining. The heart of the home is the beautifully appointed kitchen, showcasing stunning quartz countertops, solid wood cabinetry, premium finishes, and a hidden walk-in pantry that seamlessly blends style with functionality. The dining area and family room nearby spotlight soaring ceilings with rear accordion sliding glass doors so you can experience the ultimate in resort style living. Additionally,there are hurricane shutters. The primary suite features ensuite bathroom with walk in closet showcasing porcelain flooring, an elegant stand up shower, spacious vanity, and a soaking tub. Enjoy the breath taking view of the intracoastal waterway from your bedroom window. This split floor plan home allows for privacy, as the other two bedrooms and bathrooms are located off of the dining room. The oversized two-car garage provides ample storage for vehicles, water toys, and all your beach essentials and also features an electric car charging station. For boating enthusiasts, this property is truly special. The expansive patio features an inground pool and ample space perfect for entertaining. Enjoy a covered boat dock, a rare and highly desirable feature in Clearwater Beach, along with deep-water access that allows for easy navigation to the Gulf and nearby islands. Island Estates boasts its very own Publix grocery store and gas station along with excellent dining options and nearby World Famous Clearwater Beach.

324 Leeward Island, Clearwater Beach

$850,000

3 Beds ⋅ 2 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8506435 MLS ⋅ Active Status ⋅ Dolphin Harbour BLDG.

Exceptional value, best priced unit in the building by a wide margin. Welcome to Dolphin Harbour Condominiums, a stunning waterfront community built in 2023 along the highly sought-after Island Way corridor in the heart of Clearwater Beach. This never-lived-in 4th floor condo offers nearly 1,850 square feet of luxurious living space with breathtaking Intracoastal and marina views. All new in 2023 including roof, HVAC/air conditioning, water heater, elevator, electrical and plumbing systems, all flooring, and appliances. Dolphin Harbor is an exceptional community for boat enthusiasts situated on deep intercoastal waters. The beautifully designed 3-bedroom, 2-bath residence features an open floor plan, wood-look tile flooring throughout, and floor-to-ceiling impact sliding glass doors that fill the home with natural light. The chef’s kitchen is the centerpiece of the home with quartz countertops, a large island with bar seating, stainless steel appliances, abundant wood cabinetry, under-cabinet lighting, and a spacious pantry. The private primary suite offers balcony access, a large walk-in closet, and a spa-inspired en suite bath with dual sinks, quartz countertops, and an oversized seamless glass shower. A split-bedroom layout provides privacy for guests, while the expansive 30-foot balcony overlooks the marina, Intracoastal Waterway, and resort-style heated pool and spa — the perfect setting to enjoy coastal sunsets and waterfront living. Additional highlights include two reserved parking spaces, including one under-building space, interior laundry, and resort-style amenities. Ideally located just minutes from Pier 60, waterfront dining, boutique shopping, Clearwater Marine Aquarium, Sand Key Park, and Caladesi Island State Park, Dolphin Harbour offers the ultimate blend of luxury, convenience, and coastal lifestyle.

125 Island Way Unit 403, Clearwater Beach

$3,700,000

6 Beds ⋅ 6 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8481851 MLS ⋅ Active Status

Your waterfront dream home awaits at 824 Island Way. Perfectly positioned on the open water side of Island Estates, this nearly 5,000-square-foot custom-built Mark Maconi residence delivers luxury coastal living with two spacious primary suites and an exceptional list of recent upgrades. The home now showcases a freshly painted exterior with a refined Mediterranean flair, complemented by new exterior lighting that enhances its architectural detail and evening curb appeal. Additional improvements include a stunning tile roof, solar panel system, two 16-foot sliding glass door systems, and two extended composite decks that expand your outdoor living space and maximize the stunning waterfront views. A floating dock was also added in 2021. Step through the grand foyer and take in sweeping views across the Mandalay Channel toward the Gulf of America. Custom plantation shutters add elegance throughout, while the main-floor study features built-in shelving and can easily serve as a sixth bedroom. A well-appointed butler’s bar with a built-in wine refrigerator sits conveniently near the private elevator. The chef’s kitchen is designed for entertaining and everyday ease, offering a large island, Viking gas range, stainless steel appliances, built-in oven and microwave, and a central vacuum system. Upstairs, a thoughtful split floor plan provides privacy for two impressive primary suites. The main suite features an oversized bath with a walk-in shower, separate floating tub, built-in shelving, dual vanities leading to one private water closet on the right with a washer/dryer closet on the left, and a generous walk-in closet. Private east- and west-facing balconies offer breathtaking sunrise and sunset views. The secondary suite includes a wet bar, two closets, a full bath with double vanities and walk-in shower, plus a private office that opens to its own balcony. Three additional bedrooms, two bathrooms, an oversized laundry room, and abundant storage complete the second level. Outdoor entertaining is effortless with a heated saltwater pool with full automation controlled via smartphone app, outdoor kitchen and grill. The refurbished dock features a 16,000-pound lift and a deep-water slip accommodating vessels up to 70 feet. The three-car garage houses the tankless water heater system, Air Vac filtration system, and the complete Enphase solar battery backup system. Elevated above many neighboring homes with a 12 foot elevation, this property benefits from reduced flood insurance costs and added peace of mind with its solar power system—essentially functioning as a built-in generator. Located in the coastal Island Estates community, home to Clearwater Marine Aquarium, residents enjoy close proximity to Island Way Grill, Publix, and the world-famous shores of Clearwater Beach. Discover your private waterfront sanctuary at 824 Island Way—where dolphins play just beyond your dock and spectacular Gulf Coast sunsets are part of your everyday view.

824 Island Way, Clearwater Beach

$1,949,900

4 Beds ⋅ 4 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8467513 MLS ⋅ Active Status

Indulge in Coastal Opulence at 207 Midway Island! Prepare to be captivated by the allure of Island living with this extraordinary property now available for sale on the prestigious Island Estates. Nestled amidst the sparkling waters of the Intercoastal Waterway, this 4 bedroom 4 bath stunning residence offers a rare opportunity to own a slice of paradise unlike any other. From the moment you arrive, you'll be swept away by the spaciousness of this home at over 4,000 square feet situated on an expansive waterfront lot. This estate boasts panoramic views of the Intercoastal, offering a front-row seat to dolphins playing and breathtaking sunrises. Step inside to discover a world of water views from every room. With an open concept master retreat upstairs you can walk out to a large deck and enjoy looking over the waterway and pergola downstairs. The master suite features spacious his and her own walk-in closets along with a large master bath, plus the benefit of additional room - perfect for a nursery or craft room. Every detail of this home has been meticulously designed to provide the utmost in comfort, storage, and style. Whether you're hosting lavish gatherings or enjoying the quiet of relaxation, this residence offers the perfect setting for every occasion. Conveniently located just a 10-minute walk to Clearwater's #1 beach, famous Clearwater Marine Aquarium, shopping centers, etc. This property offers the perfect blend of privacy and convenience. Whether you're seeking a serene retreat away from the hustle and bustle of the beach, or a luxurious waterfront escape to call your own, 207 Midway Island embodies the epitome of coastal living! Don't miss out on the opportunity to make this exquisite estate your new home. Contact us today to schedule a private tour and experience the unparalleled beauty and luxury that awaits you at 207 Midway Island - your island paradise awaits!

207 Midway Island, Clearwater Beach

$2,088,050

4 Beds ⋅ 3 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8451016 MLS ⋅ Active Status

Discover the best of Florida waterfront living at 330 Leeward Island, a spacious and inviting residence positioned along the Intracoastal Waterway in Island Estates. This single-story home features 4 bedrooms, 3 full bathrooms, and 2,749 square feet of interior living space designed for comfort, natural light, and year-round enjoyment of the coastal environment. Located on a deep waterfront lot, the property offers direct boating access and an ideal setting for outdoor living. Inside, the home offers an open and flowing floor plan with multiple gathering spaces, including a formal living area, family room, and a dining space adjacent to the kitchen. Large windows, sliding doors, custom shiplap, level 5 drywall finish on both walls and ceilings, Anderson Tuftex Engineered Hardwood floors and a bright interior color palette accentuate the stunning water views. The chef inspired kitchen exudes unparalleled sophistication featuring expansive counter space and a striking center island finished in Cristallo Gold quartzite, with fully LED-backlit luminescence seamlessly controllable via Bluetooth. A sleek, updated ZLINE appliance package in a stainless- black monochromatic finish complements the premium white oak cabinetry, culminating in a truly high-end, modern culinary masterpiece. A split-bedroom layout provides privacy, while additional features such as a gas fireplace and wet bar enhance the home’s functionality. Step outside to your own private retreat featuring a heated saltwater pool surrounded by tropical landscaping and extensive travertine marble pavers. The covered patio offers the perfect place for outdoor dining or relaxing while enjoying the waterfront setting. The private dock - 2022 - complete with 2 boat lifts - the lift under the boathouse is 16,000 lbs, the other lift is an 4,000 lb lift-ideal for a skiff, jet ski(s) or paddle boards! The two-car garage with workshop space and ample driveway parking just adds to the convenience of this waterfront lifestyle. Premium Galvalume metal standing seam roof - 2021. Island Estates is one of Clearwater Beach’s most desirable neighborhoods, known for its walkability, golf-cart access, and proximity to shopping, dining, marinas, and the beach. With no HOA and a rare combination of indoor comfort and waterfront amenities, this home is ideal as a primary residence, second home, or investment property. Buyers should verify flood insurance requirements based on current zoning. This is a standout opportunity to secure a waterfront lifestyle in a prime coastal location.

330 Leeward Island, Clearwater Beach

$2,449,000

4 Beds ⋅ 3 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8431062 MLS ⋅ Active Status

Located in the highly desirable Island Estates neighborhood of Clearwater Beach, this STUNNING WATERFRONT single family 4 Bedroom , 3 Bath residence at 112 Leeward Island offers coastal living at its finest. This spacious home spans almost 3000 square feet on one level and is situated on a generous size elevated lot and positioned on a protected canal providing access to the expansive waterways of Clearwater Beach. A perfect blend of luxury living and a waterfront lifestyle. Beautiful lush tropical lanscaping and a grand entrance featuring soaring 14 foot high ceilings and a array of amazing natural light beaming through from sunrise to sunset . Gorgeous NEW custom kitchen with new cabinetry, fabulous quartz countertops, new stainless appliances , wine refrigerator and a huge island with ample seating. There are 2 seperate dining areas with plenty of room for family and friends. An inviting living room with a modern fireplace wall featuring a new LED fireplace. Indulge in your private Primary suite and master bathroom with beautiful finishes including a dual walk in shower, dual sink vanity , his and her walk in closets and a opulent soaking tub. Designed with comfort and privacy in mind this home features a split floor plan that thoughtfully separates the primary suite from the additional 3 spacious bedrooms located on the other side of the home. Convenient inside laundry room with utility sink and cabinet storage. The heart of this home overlooks your private enclosed saltwater heated pool and spa thats sits high above the Intracoastal Waterway. Rare oversized 2 car garage with 26 foot high ceilings, plenty of room for a golf cart and a additional 3000 square feet of storage in the crawlspace. New Roof (2022), New Hurricane impact sliding doors (2022), new pool heater , new interior and exterior paint and NO Flood damage to the interior of this home! Experience the best of outdoor living in your private coastal retreat where the pool area delivers both style and serenity with western exposure , amazing sunsets , tranquility and ocean breezes. Great boating set up that includes a composite dock , a dual jet ski lift, electric/ water supply and boat lift that can accomodate a larger vessel. Located minutes from the grocery store, shopping, fine dining, Clearwater Beach Aquarium, local attractions, the NEW Imagine Clearwater Waterfront Amphitheater and the most amazing clear waters, sugar sand beaches and sunsets! This impressive home has it all ! Come live the life of luxury in this exceptional waterfront home ! Don't miss out on this one ! Book your private showing today !

112 Leeward Island, Clearwater Beach

$3,490,000

3 Beds ⋅ 5 Baths ⋅ Island Estates Of Clearwater SubDv. ⋅ 33767 Zip Code ⋅ TB8431098 MLS ⋅ Active Status

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 ⋅ TB8399954 MLS ⋅ Active Status

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

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,