Location: Island Estates Of Clearwater, Clearwater Beach
Do Not Show Listings
511 WINDWARD PSGE, CLEARWATER BEACH, FL 33767
$2,999,00071 Days on yellowkey MLS ID: TB8472453
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5006 Built: 1959 Tax: $19,315 (2024)Community: Island Estates Of ClearwaterSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$19,315
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Wake up to the island life, where every day feels like vacation. Set on an oversized lot with 179 feet of pristine waterfront, this Island Estates retreat lives like a private resort with a sparkling PebbleTec pool and spa, a putting green for short-game practice, and a deep-water dock featuring a covered boat lift plus a combo lift for personal watercraft. Trade traffic for palm-lined bike rides to world-famous Clearwater Beach, or cast off from your backyard and cruise straight to dinner at your favorite waterfront restaurant. Inside, more than 5,000 square feet of thoughtfully updated living space blends coastal luxury with everyday comfort. A sunlit foyer opens to grand, airy gathering spaces and a chef’s kitchen finished with Viking appliances, marble countertops, and classic subway tile. The split layout ensures privacy for the primary suite, where a spa-inspired bath and a breezy balcony set the scene for morning coffee above the water. Take the elevator upstairs to multiple en-suite bedrooms and a versatile 20×23 bonus room—perfect for a media lounge or game room. Whether you’re lounging by the pool, practicing putts between swims, or launching kayaks from the dock, the backyard is designed for pure Florida fun. With effortless boating access, an easy walk or bike ride to the beach, and every island convenience just minutes away, this property defines the Clearwater waterfront lifestyle—polished, playful, and perfectly positioned to enjoy it all.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kerryn Ellson (727-408-4888)
124 LEEWARD IS, CLEARWATER BEACH, FL 33767
$3,699,999116 Days on yellowkey MLS ID: TB8458455
Bed: 5 Bath: 4.0 Gar: 5 Liv Area Sq Ft: 5798 Built: 1992 Tax: $43,795 (2024)Community: Island Estates Of ClearwaterSpa: YesSingle Family
Taxes:$43,795
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: Welcome to your dream waterfront retreat on Island Estates in Clearwater Beach! This fully remodeled 5-bedroom, 4-bathroom coastal masterpiece blends luxury, functionality, and peace of mind—perfect for an elevated waterfront lifestyle. Built well above flood levels, this home features first-level living and a uniquely elevated pool positioned on the same level as your primary living space. Enjoy the convenience of stepping directly out to your pool without descending to ground level, while gaining the confidence of knowing the home had no flooding during recent hurricanes. Inside, an open-concept floor plan showcases modern elegance, anchored by a 1,200+ sq. ft. master suite with panoramic waterfront views—your personal retreat designed for ultimate relaxation. The chef’s kitchen is a culinary showcase, featuring: JennAir appliances, Zebra Cambria quartz countertops, Gas range with pot filler, Custom Innovation soft-close cabinetry, Central vac system for easy maintenance, Brand-new Verea clay tile roof, 3-zone American Standard HVAC system, new impact windows & doors, and Rainbird irrigation system. Step outside to enjoy the sparkling elevated pool and expansive outdoor entertaining space. A brand-new seawall provides security and peace of mind, while giving the buyer the flexibility to design a custom dock system to fit their boating lifestyle. Garage parking for up to 6 vehicles, including RV or trailered boat storage. Located just minutes from Clearwater Beach, Clearwater aquarium, local dining, shopping, and entertainment, this property offers the perfect combination of luxury, location, and lifestyle. This is more than a home—it’s a private resort, designed for those who want comfort, protection, and waterfront living without compromise. This home is an exceptional opportunity for California or New York buyers seeking a seamless relocation to Florida, offering the lifestyle, space, and coastal convenience our out-of-state clients are consistently drawn to.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Jennifer Spinelli (727-459-9650)
320 PALM IS NE, CLEARWATER BEACH, FL 33767
$1,799,990195 Days on yellowkey MLS ID: TB8434339
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2372 Built: 1969 Tax: $13,163 (2024)Community: Island Estates Of Clearwater Unit 6-BSingle Family
Taxes:$13,163
Remarks: Price Reduction! Coastal luxury meets effortless living in this beautifully remodeled 4-bedroom, 3-full bath waterfront home. Every detail has been thoughtfully designed to showcase modern elegance and the ultimate Florida lifestyle. The inviting covered front porch offers a warm welcome, while inside you are greeted with bright, open living spaces filled with natural light and stunning water views. The gourmet kitchen perfectly blends sophistication, functionality, and the relaxed charm of waterfront living. The spacious living areas flow seamlessly outdoors to a private backyard oasis—featuring a sparkling pool with a paver patio, a covered outdoor kitchen, and plenty of space for entertaining. Enjoy boating right from your backyard with a private dock and 7,000 lb boat lift, or unwind on the low-maintenance artificial turf lawn while taking in the serene waterfront setting. The spa-like primary suite includes striking waterfront views and a luxurious bathroom retreat with modern finishes and calming ambiance. Whether you’re seeking a full-time coastal retreat or a profitable monthly rental opportunity, this home offers the flexibility to enjoy both. A new roof (2025) adds piece of mind. Located in the highly sought-after Island Estates community, this walkable neighborhood offers the best of Clearwater Beach living. Perfectly positioned between vibrant Downtown Clearwater and world-famous Clearwater Beach, residents enjoy convenient access to the beach, Publix grocery store, local restaurants, events, and the renowned Clearwater Marine Aquarium. Whether you’re relaxing by the pool, casting off on your boat for a sunset cruise, or strolling to the beach for dinner and live music, this home captures the essence of the ultimate Florida coastal lifestyle.
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Evan Pedone (727-459-5543)
340 PALM IS NE, CLEARWATER BEACH, FL 33767
$1,299,990182 Days on yellowkey MLS ID: TB8438663
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 1968 Tax: $12,438 (2024)Community: Island Estates Of Clearwater Unit 6-BSingle Family
Taxes:$12,438
Remarks: Price Reduction! Experience the best of waterfront living in this beautifully renovated 4-bedroom, 3-bath in Island Estates on Clearwater Beach. This home perfectly blends modern functionality with a relaxed coastal lifestyle. From the moment you step inside, you’re greeted by stunning water views and an open, light-filled floor plan designed for both everyday living and effortless entertaining. The heart of the home is the spacious kitchen, featuring sleek finishes, bright tile floors, a chef’s gas range and oven as the centerpiece, and generous bar seating that flows seamlessly into the dining and living areas. The primary suite offers a peaceful retreat with a private door leading directly to the pool and waterfront, creating a true indoor-outdoor connection. Two of the three additional bedrooms also open to the pool deck, and one of the bathrooms provides convenient access to the outdoor area — making the home ideal for hosting guests and enjoying sunny Florida days. Outside, the resort-style amenities continue with a large covered patio, a heated pool, and a private dock with a 6,000-lb boat lift. Whether you’re entertaining friends while watching the big game on the outdoor TV or unwinding with a sunset cocktail by the water, this home is designed for the ultimate coastal lifestyle. A new water heater (2025), newer A/C (2020), and tile roof adds piece of mind. Whether you’re seeking a full-time coastal retreat or a profitable monthly rental opportunity, this home offers the flexibility to enjoy both. Located in the highly sought-after Island Estates community, this walkable neighborhood offers the best of Clearwater Beach living. Perfectly positioned between vibrant Downtown Clearwater and world-famous Clearwater Beach, residents enjoy convenient access to the beach, Publix grocery store, local restaurants, events, and the renowned Clearwater Marine Aquarium. Whether you’re relaxing by the pool, casting off on your boat for a sunset cruise, or strolling to the beach for dinner and live music, this home captures the essence of the ultimate Florida coastal lifestyle.
330 LEEWARD IS, CLEARWATER BEACH, FL 33767
$2,375,000130 Days on yellowkey MLS ID: TB8451016
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2749 Built: 1958 Tax: $36,530 (2024)Community: Island Estates Of ClearwaterSpa: NoSingle Family
Taxes:$36,530
Remarks: 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.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
475 ISLAND WAY, CLEARWATER BEACH, FL 33767
$1,650,00022 Days on yellowkey MLS ID: TB8488496
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2509 Built: 1968 Tax: $24,397 (2025)Community: Island Estates Of Clearwater Unit 6-BSingle Family
Taxes:$24,397
Tax Year: 2025
Remarks: Welcome to a true boater's paradise, where waterfront living meets effortless luxury. Perfectly positioned on deep water, this exceptional property can accommodate larger vessels with ease and offers quick, unobstructed access to open water- making every day on the water seamless. Fully remodeled with a modern Scandinavian aesthetic, this home was created for someone who values space, light, and a sense of calm. Wide plank wood floors run throughout, grounding the home in warmth while the layout flows with intention, not excess. This is a true top to bottom renovation, with all major systems, including roof, HVAC, and impact windows and doors, already replaced, so nothing feels unfinished or left for later.The kitchen offers a spacious island, walk in pantry, and a dedicated breakfast counter that creates a natural gathering space of its own. Set just apart from the main living and dining areas, it provides separation without sacrificing connection. With the sliding glass doors open, the home transforms into one seamless indoor outdoor experience. This is a four bedroom, three full bath, and two half bath home designed with flexibility and freedom in mind. Two primary suites, each with their own bathrooms and walk in closets, allow for privacy whether it is guests, family, or simply wanting your own space. Bedrooms three and four are connected by a jack and jill bath, while one half bath is tucked inside for guests and the second is positioned perfectly to serve the pool. Step outside and everything aligns. The pool, deck, and deep water canal sit in one clean line of sight, creating a setting that feels open, easy, and ready to enjoy. Positioned on a deep water canal with approximately 5 to 7 feet of depth, and no fixed bridges to open water, this is a property designed for real boating. A private 30 by 6 foot dock is already in place, allowing you to step out and be on the water in moments. This home remained dry during recent hurricanes, offering an added layer of confidence in a true waterfront setting. And then there is the location. A quick golf cart ride to Publix, restaurants, and everyday conveniences, and just minutes to Clearwater Beach. You are close to everything, yet it still feels quiet when you are home. This is a home that doesn’t ask anything from you. It simply lets you live well.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Katrina Moseley (813-210-0633)
707 SNUG IS, CLEARWATER BEACH, FL 33767
$1,900,00027 Days on yellowkey MLS ID: TB8489063
REDUCED by $250,000 (11.6%) on 04/11/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2997 Built: 1970 Tax: $12,033 (2025)Community: Island Estates Of Clearwater Unit 7BSpa: NoSingle Family
Taxes:$12,033
Remarks: Luxury Coastal Oasis-meets Modern Tropical living. Experience the ultimate in tropical luxury with this stunning 2-story waterfront home. Offering 2 car garage, 3 spacious bedrooms, 3 full bathrooms, and a stylish half bath. The first floor en-suite features an attached living room for an in law arrangement, home office or even a live in nanny. Featuring hickory hardwood floors throughout, this residence blends contemporary design with warm, natural tones for effortless coastal charm. Enjoy resort- style living with a oversized pool, outdoor kitchen with built-in seating, and lush surroundings perfect for entertaining or relaxing in privacy. The homes 2023 new roof and 2021 flat roof provide peace of mind, while PGT impact windows and a whole-house water system ensure comfort and security. Inside, the 2024 kitchen remodel showcases refined craftsmanship with modern finishes and premium appliances. The kitchen opens to the combined living room dining room with vaulted ceilings. Freshly painted exterior, every detail has been thoughtfully updated for a move- in -ready experience that feels brand new. The second floor features 2 more bedrooms with attached baths. The primary retreat has a huge walk in closet, double sinks with custom vanity, soaking tub with jets and a walk in shower. The primary retreat also has a huge balcony to enjoy your morning coffee while catching every sunrise. This home also features a large dock with 10,000lbs boat lift. Located on Island Estates, there is a Publix grocery, post office and gas station along with fine dining and all a short stroll to our famous Clearwater Beach. This Property sits high and dry, didn't flood! This property captures the essence of coastal sophistication, elegance, low maintenance, and designed for those seeking the ultimate in Island Life. BE SURE TO CHECK OUT MY VIRTUAL TOUR
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mary Donovan, Pa (727-560-1985)
824 ISLAND WAY, CLEARWATER BEACH, FL 33767
$3,700,00046 Days on yellowkey MLS ID: TB8481851
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4934 Built: 2005Monthly Fee: $4 Tax: $63,372 (2025)Community: Island Estates Of ClearwaterSingle Family
Taxes:$63,372
Remarks: 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.
Listing Agent: Kathy Grams (727-259-9247)
812 ISLAND WAY, CLEARWATER BEACH, FL 33767
$2,349,000101 Days on yellowkey MLS ID: TB8461021
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3492 Built: 1979 Tax: $14,339 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$14,339
Remarks: The Ultimate Waterfront Sanctuary on 'MANDALAY CHANNEL" , High and Dry through the recent storms. Island Estates, the pinnacle of coastal living in this brilliantly designed 3,500 sq. ft. estate, perfectly positioned on the deep waters of Mandalay Channel. This residence offers rare peace of mind alongside unparalleled luxury. Designed for the serious mariner, the property boasts an elongated deep-water dock—ideal for a sailboat or yacht—a 20,000 lb boat lift, and a dedicated jet ski lift. Inside, the home balances grandeur with warmth. The formal living room features soaring vaulted ceilings and a wood-burning fireplace, while the dining room provides a sophisticated backdrop for entertaining with stunning water views. The chef’s kitchen serves as the heart of the home, featuring sprawling granite counters, a four-seat breakfast bar, and a dedicated coffee station. Transition seamlessly from a casual afternoon by the travertine-wrapped pool to "sunset cocktails" on the screened porch or at the interior bar—both providing breathtaking, year-round views of the channel. Upstairs, the master suite serves as a private retreat with a generous en-suite bath and walk-in closet. Three of the four spacious bedrooms open directly onto an expansive balcony, offering panoramic vistas. Located just a short bike ride from the sugar sands of Clearwater Beach and the charm of Downtown Dunedin, this isn't just a home—it’s a lifestyle.
Listing is courtesy of: RICHARD DOYLE REAL ESTATE (727-455-3883)
Listing Agent: Richie Doyle (727-455-3883)
231 MIDWAY IS, CLEARWATER BEACH, FL 33767
$3,740,000204 Days on yellowkey MLS ID: TB8431098
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 4509 Built: 2015 Tax: $35,251 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$35,251
High School: East Lake High-PN
Remarks: Experience refined coastal living in this elegant Spanish Mediterranean residence, where timeless architecture meets modern luxury on the sparkling Intracoastal waters of Clearwater Bay. Move-in ready and partially furnished with curated Restoration Hardware pieces, this home offers an effortless transition into an elevated waterfront lifestyle. From the moment you enter, you’re welcomed by airy, sunlit spaces enhanced by extensive custom millwork, including coffered ceilings, layered crown molding, tray ceilings, and detailed wainscoting that add depth and sophistication throughout. A private elevator services each level, blending convenience with upscale design. The gourmet kitchen is truly the heart of the home, thoughtfully designed for both entertaining and everyday living. It features custom solid wood cabinetry with seeded glass accents, granite countertops and full backsplash, a spacious breakfast bar, farmhouse sink, and a suite of premium appliances including a six-burner Wolf range with pot filler, Sub-Zero refrigerator, dishwasher, built-in microwave, ice maker, beverage fridge, and wine fridge. A charming eat-in nook provides the perfect setting for morning coffee or evening wine. The main level also includes a well-appointed half bath for guests and a luxurious primary suite that serves as a private retreat. The spa-inspired bathroom offers dual vanities, a freestanding soaking tub, and a separate walk-in shower. Three closets provide exceptional storage, including a versatile dressing room that was formerly a private office with its own entrance, easily converted back to suit your needs. Upstairs, two additional bedrooms each feature their own en suite bath and walk-in closet, offering comfort and privacy for family and guests alike.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Becky Billeci (925-383-5760)
136 WINDWARD IS, CLEARWATER BEACH, FL 33767
$1,749,00063 Days on yellowkey MLS ID: TB8475218
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2390 Built: 1964 Tax: $14,913 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$14,913
Remarks: FULLY REMODELED, TWO BOAT LIFTS, GREAT VALUE WATERFRONT ISLAND ESTATES HOME! Welcome to 136 Windward Island, located in the desirable community of Island Estates in Clearwater Beach, this beautifully remodeled 5-bedroom, 3-bath waterfront home offers nearly 2,400 heated square feet of well-designed living space on an oversized lot with 84 linear feet of waterfront and western exposure for sunset views. The home welcomes you through a new double-door entry, opening to expansive water views that extend through the main living areas toward the pool and outdoor living space. The open layout is ideal for both everyday living and entertaining. The gourmet kitchen features a large center island, granite countertops, and solid wood cabinetry, and flows seamlessly into the spacious family room with custom built-ins and an ideal space for a TV or fireplace. Hurricane-rated windows and sliding glass doors enhance natural light while providing added durability and storm protection. The primary suite includes an upgraded ensuite bath with double vanities, a remodeled shower, and updated plumbing (2019). Additional improvements include luxury vinyl flooring, new AC units (2019), and a hurricane-rated garage door (2019). Outdoor living is highlighted by an extra-large pool, a waterfront seating area along the seawall, and a DOCK with two boat lifts, which have bern updated with 2 new motors and belts and Electric panel, offering convenient boating access and protected mooring. Island Estates offers close proximity to Clearwater Beach, along with nearby restaurants, grocery stores, banks, and everyday conveniences closeby, providing a well-rounded coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Michelle Chenault (727-481-5700)
442 MIDWAY IS, CLEARWATER BEACH, FL 33767
$3,950,000298 Days on yellowkey MLS ID: TB8399954
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4039 Built: 2008 Tax: $19,718 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$19,718
Remarks: 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.
Listing is courtesy of: CENTURY 21 BE3 (727-596-1811)
Listing Agent: Prudy Cole (863-397-7305)
413 MIDWAY IS, CLEARWATER BEACH, FL 33767
$1,850,000300 Days on yellowkey MLS ID: TB8396349
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 4138 Built: 1958 Tax: $29,691 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$29,691
Remarks: Exceptional Waterfront Opportunity on Island Estates – Renovate or Rebuild with Stunning & Rare Open Water Views! Welcome to one of the most desirable waterfront locations in Clearwater Beach – Island Estates. This 5-bedroom, 4-bathroom home offers over 4,100 square feet of living space and sits on an expansive open-water lot just steps from the cul-de-sac, offering both breathtaking views and enhanced privacy. This is a rare chance to either renovate a custom-built Mediterranean-style residence or build your dream home from the ground up on this prime piece of waterfront real estate. The property did experience flooding during the last major storm and is being sold as an opportunity for a full renovation or new construction. Inside, enjoy water views from nearly every major room, including the spacious second-floor primary suite featuring a wood-burning fireplace and private balcony. The home’s layout includes a grand great room, and an open-concept family room that create a warm and inviting living space ideal for entertaining or everyday life. Step outside to a large, tropical pool area and a lanai perfect for relaxing or hosting guests while taking in the sweeping views of the open Intracoastal waters. Boaters will appreciate the easy access to the Gulf of Mexico, just around the corner from your backyard. Island Estates is a golf cart-friendly community and just minutes from Clearwater Beach, shops, restaurants, and the marina. Located approximately 15 miles from both Clearwater/St. Petersburg and Tampa International Airports, this property offers the best of waterfront living in a vibrant coastal setting. Whether you’re dreaming of a luxury renovation or designing a brand-new waterfront estate, this Island Estates property presents a rare and exciting opportunity.
Listing Agent: Tara Beheshti (727-417-6620)
301 MIDWAY IS, CLEARWATER BEACH, FL 33767
$2,399,000207 Days on yellowkey MLS ID: TB8430210
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 4176 Built: 1997 Tax: $25,387 (2024)Community: Island Estates Of ClearwaterSingle Family
Taxes:$25,387
Remarks: Experience the pinnacle of turnkey coastal luxury in this fully furnished architectural masterpiece, where modern sophistication meets enduring resilience. Offered complete with all designer-selected furniture, bespoke décor, and high-end fittings, this exceptional tri-level estate is truly move-in ready—an extraordinary opportunity for the discerning buyer or savvy investor seeking immediate income potential with zero compromise. Fully upgraded and meticulously curated to the highest standards, the residence is constructed to current flood elevation requirements, providing remarkable peace of mind. Having remained completely unscathed by two recent storms, the home stands as a testament to superior craftsmanship and structural integrity. Upon arrival, you are welcomed into a breathtaking great room crowned by soaring 20-foot ceilings and bathed in natural light. A custom-built mahogany bar with seating for six and a temperature-controlled wine chiller anchors the space, creating an entertainer’s showpiece designed for unforgettable evenings. Every furnishing has been thoughtfully selected to complement the home’s architectural grandeur, enhancing both comfort and aesthetic refinement. The chef’s kitchen is a culinary sanctuary, appointed with top-tier appliances, natural gas, and exquisite custom cabinetry. Seamlessly flowing into the family room and breakfast nook, the space is warmed by a gas fireplace and framed by a dramatic wall of glass that reveals captivating views of the redesigned heated pool. Outdoors, a private resort-style oasis unfolds—featuring a sumptuous Jacuzzi, cascading waterfalls, ambient lighting, and lush tropical landscaping designed for both relaxation and refined entertaining. For the avid boater, the deep-water dock—constructed with premium composite decking—includes a lift and moorings suitable for a 50+ foot yacht, offering effortless access to open water and embodying the very essence of luxury waterfront living. The thoughtfully designed floor plan provides exceptional versatility. The ground level hosts a private suite ideal as a fourth bedroom, executive office, or sophisticated den. Two beautifully appointed guest suites occupy the mid-level, while the crown jewel of the home awaits above: an extraordinary top-floor primary retreat. This serene sanctuary showcases sweeping Intracoastal views, a spa-inspired bath with a jetted soaking tub, dual vanities, and an expansive glass-enclosed shower—an indulgent escape designed for tranquility. Ascend further to a private loft and expansive rooftop terrace, where panoramic sunsets paint the sky in gold and crimson. Whether hosting elegant soirées or enjoying quiet evenings under the stars, this elevated outdoor sanctuary defines the art of coastal living. Every detail—from architectural lighting to impeccable finishes—reflects timeless sophistication. Delivered fully furnished and impeccably styled, this is more than a home; it is a rare investment-grade, turnkey waterfront estate offering immediate enjoyment, income potential, and uncompromising luxury.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-461-1700)
Listing Agent: Michael Jones (727-458-4712)
430 PALM IS SE, CLEARWATER BEACH, FL 33767
$2,224,00036 Days on yellowkey MLS ID: TB8484148
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2780 Built: 1968 Tax: $9,713 (2025)Community: Island Estates Of Clearwater Unit 6-ASingle Family
Taxes:$9,713
Remarks: One or more photo(s) has been virtually staged. LARGE PRICE IMPROVEMENT!!! Experience the ultimate Florida beach and boating lifestyle in this stunning residence located in the exclusive waterfront community of Island Estates. Perfectly positioned for effortless access to the Intracoastal Waterway and the sparkling waters of the Gulf of Mexico, this beautifully updated home offers the ideal blend of luxury, comfort, and coastal living. Spanning 2,780 square feet of living space, the home features 4 spacious bedrooms and 3½ baths with a bright open floor plan designed for entertaining and everyday enjoyment. The chef’s kitchen is the heart of the home, offering convenient bar seating at the island, brand-new Bosch gas range, refrigerator, and dishwasher (2025), and seamless flow into the living and dining areas. Recent upgrades completed in 2025 elevate the home even further, including a new metal roof, a thoughtfully designed room addition, detailed trim to include solid wood triple crown molding, and enhanced living spaces featuring a welcoming new entryway, coffee/wet bar, expanded primary closet, additional bedroom, and bath. All flooring throughout the home—excluding tile—was also newly installed in 2025, creating a fresh, modern feel. A new Maytag washer and gas dryer (2025) add convenience to the home’s long list of improvements. Step outside to your private coastal retreat where an expansive patio, built-in outdoor grill, and outdoor bar set the stage for unforgettable gatherings after a day on the water. Boating enthusiasts will appreciate the new dock installed in 2020 with all new pilings, along with two boat lifts—a 16,000 lb lift (installed 2020) and a 9,000 lb lift (installed 2015)—making it easy to keep multiple vessels ready for sunset cruises or fishing adventures. Located just minutes from the white sands of Clearwater Beach, this exceptional property offers the rare opportunity to enjoy luxury waterfront living with direct boating access and world-class beaches just moments away.
Listing Agent: Lindsay Irwin (603-969-6132)
514 WINDWARD PSGE, CLEARWATER BEACH, FL 33767
$1,799,000210 Days on yellowkey MLS ID: TB8428935
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 3022 Built: 1965Community: Island Estates Of ClearwaterSingle Family
Taxes:
Tax Year:
Remarks: As you enter your new home through the Double entry doors you will be met by this completely remodeled 5 bedroom, 4 bath home, you have beautiful open water views from your living area and a wood burning fireplace. Spectacular Open floor plan, overlooking the pool and inviting backyard. This Island Estates home has a split bedroom floor plan and is over 3200 Sq Feet of living space space. Inside the home, the New Wood Plank Tile Flooring is throughout making all areas flow together. The kitchen has all new Stainless Steel Samsung appliances, large Island with plenty of counter space and additional storage and has an open view into the dining room, which has two Large built in Buffets with extra storage. This open floor plan allows spectacular views from the main living areas. Open the Sliders in the Living area and head out to the pool area, where there is plenty of space for outdoor living and dining. The Primary bedroom with EnSuite is an Oasis in your home with double vanity and shower area. There is an additional room off the bath that could be used as an office or Dressing area. The Walk in Closet is large and has built-ins. All of the secondary bedrooms have sliders/or French Doors that lead outside to either the yard or pool area, Your guests will enjoy their privacy as two of the bedrooms have an Ensuite and the other 2 share a Secondary Bath, with 1 bedroom having direct access. Relax or Entertain by the Pool and the back yard through one of the many sets of sliding glass doors and out to the spacious lanai, enjoy a sparkling pebbletec pool and covered dock with Boat Lift and rare open Canal views that stretch all the way to Caladesi Island. Roof was installed in 2016. Owner's are in process of reinforcing the dock stringers and new decking.
461 PALM IS NE, CLEARWATER BEACH, FL 33767
$2,999,990150 Days on yellowkey MLS ID: TB8446834
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 4558 Built: 1967Community: Island Estates Of Clearwater Unit 6-BSingle Family
Remarks: One or more photo(s) has been virtually staged. Price Reduction! Experience waterfront living at its finest on Clearwater Beach with this exceptional home, perfectly positioned on a peaceful cul-de-sac with deep water access and a large private dock with boat lift. Currently undergoing a beautiful remodel, this residence blends modern coastal luxury with relaxed Florida living and features a new roof (2025) and new electrical (2025) for peace of mind. Inside, soaring ceilings create a grand sense of space in the main living area, while the gourmet kitchen overlooks a second living room with doors leading out to the pool deck, ideal for effortless indoor-outdoor entertaining. The home offers two primary suites, including one on the main floor and another upstairs with a private balcony and sweeping water views. Outside, enjoy your private pool and spacious waterfront setting—perfect for boating, relaxing, or hosting guests. Conveniently located just moments from the sands of Clearwater Beach and the vibrant Pier 60. Walkable to Publix and fine dining plus the proximity of all Clearwater Beach’s dining, shopping, and entertainment. This home offers the perfect combination of luxury, comfort, and coastal convenience. Final materials and renovations subject to change. Disclosure: Property is currently undergoing renovation. The listed price of $2,999,999 reflects the home’s value in its current stage of completion. As renovation work progresses and additional improvements are made, the price may increase to reflect the updated condition. Final finishes and features, may vary.
207 MIDWAY IS, CLEARWATER BEACH, FL 33767
$2,349,900 MLS ID: TB8467513
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4172 Built: 1964Community: Island Estates Of ClearwaterSingle Family
Remarks: 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!
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