Displaying: For Sale
Location: Clearwater Beach
Property Type(s): Single Family
Living Area Square Feet: 3500+
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Clearwater Beach - 15 properties found
207 MIDWAY IS, CLEARWATER BEACH, FL 33767
$2,349,900148 Days on yellowkey MLS ID: TB8467513
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4172 Built: 1964Monthly Fee: $4 Tax: $8,351 (2025)Community: Island Estates Of ClearwaterSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,351
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
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!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kathy Grams (727-259-9247)
878 HARBOR IS, CLEARWATER BEACH, FL 33767
$1,300,00025 Days on yellowkey MLS ID: TB8513803
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4013 Built: 1969 Tax: $8,546 (2025)Community: Island Estate Of Clearwater Units 6D 7A 7CSingle Family
Taxes:$8,546
Elementary School: None
High School: None
Middle School: None
Remarks: Auction Property. AUCTION! Sold free and clear of all liens. Listing price is the opening bid. Auction held live on site at the property SAT JUN 20th at 10am. Set within the coveted Island Estates community, this waterfront residence presents an exceptional opportunity to reimagine coastal living in one of the area’s most sought-after enclaves. Offering a generously proportioned and well-designed floor plan, the home provides an impressive sense of space and flow—an ideal foundation for thoughtful updates and customization. A sweeping circular drive and stately double front doors create a grand first impression, opening to an interior where expansive water views immediately command attention. The main living areas are thoughtfully oriented to capture stunning, wide-ranging water vistas, filling the formal living and dining rooms with natural light and creating a seamless connection to the waterfront setting. The centrally located kitchen anchors the home and offers outstanding potential to be transformed into a true gathering space while remaining connected to the surrounding living areas. The primary suite is conveniently located downstairs, providing a private retreat with a walk-in closet and a spacious ensuite bath. Upstairs, three generously sized bedrooms offer flexibility for family, guests, or home office needs. Outdoors, relax poolside, enjoy a refreshing swim after a day on the water, or take advantage of easy access to the Intracoastal and the Gulf beyond. All of this is set within Island Estates, known for its distinctive waterfront lifestyle, boating culture, and proximity to beaches, dining, and shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Steven Doran (813-317-5711)
1114 MANDALAY PT, CLEARWATER BEACH, FL 33767
$16,750,000357 Days on yellowkey MLS ID: TB8395604
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 5421 Built: 1958 Tax: $44,129 (2024)Community: Mandalay Point SubSpa: NoSingle Family
Taxes:$44,129
Tax Year: 2024
Remarks: Nestled in the coveted, gated 11-home community at the north end of Clearwater Beach, 1114 Mandalay Point offers a truly rare chance to own one of the most extraordinary waterfront properties on Florida's Gulf Coast. Spanning over an acre, this estate delivers full Gulf-to-Bay frontage - 140 feet on the beach side and 137 feet on the bay side - providing unmatched panoramic views of both sunrise and sunset. Stroll down the private road for dinner at the Carlouel Beach & Yacht Club - or go by boat. This property is a boater's dream, offering protected deep-water dockage and a covered boat slip with quick access to the Intracoastal Waterway and Gulf of Mexico. The existing 5-bedroom, 4.5 bath home features vaulted ceilings, two fireplaces, separate master suite with sitting room and balconies overlooking the gulf and bay, dining room with a wall of French doors overlooking the bayside courtyard - all ideal for reimagining to reach its full potential. Whether you envision restoring the current structure or building a custom Gulf-to-Bay masterpiece, 1114 Mandalay Point presents an unrivaled setting for luxury waterfront living.
Listing Agent: Mary Hickok (727-422-6463)
1040 ELDORADO AVE, CLEARWATER BEACH, FL 33767
$7,900,000145 Days on yellowkey MLS ID: TB8470921
REDUCED by $1,099,999 (12.2%) on 06/12/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5074 Built: 2009 Tax: $78,987 (2025)Community: Mandalay SubSpa: YesSingle Family
Taxes:$78,987
Remarks: Virtually Staged. Welcome to a true Mediterranean masterpiece, an architectural triumph gracing the sugar-white sands of world-famous Clearwater Beach. From the moment you arrive, the home’s commanding curb appeal and refined presence set the tone for a residence designed to satisfy the most discerning buyer. Built in 2009 and perfectly positioned directly on the Gulf of Mexico, this extraordinary estate seamlessly blends timeless elegance with modern coastal luxury, offering breathtaking, unobstructed Gulf views that stretch endlessly from nearly every room. Spanning approximately 5,000 square feet, the home is filled with exquisite architectural detail, sparkling chandeliers, and designer finishes that elevate every space. Rich teak wood floors flow throughout, complemented by marble and natural stone accents that reflect a refined, resort-inspired aesthetic. The interior living spaces are warm yet grand, anchored by a gas fireplace and a stunning designer kitchen crafted for both high performance and visual impact—ideal for intimate gatherings or elegant entertaining. A private elevator provides effortless access to every level, ensuring comfort and convenience throughout the home. Designed for elevated beachfront living, nearly 1,500 square feet of covered outdoor living space invites you to relax, entertain, and dine against the soothing backdrop of rolling waves and spectacular sunsets. A heated pool and spa overlook the Gulf, creating a private resort experience just steps from the sand. The primary suite is a sanctuary unto itself, featuring a sitting area, morning bar, custom couture-worthy walk-in closet, spa-inspired luxury bath, and a private Gulf-front terrace where sunrise coffee and sunset reflections become daily rituals. With five bedrooms, five and a half baths, awe-inspiring views, and an unrivaled beachfront setting, this is more than a home—it is a legacy property, offering privacy, prestige, and panoramic beauty on the Gulf of Mexico. This rare Clearwater Beach estate defines luxury coastal living at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Martha Thorn (727-432-9019)
231 MIDWAY IS, CLEARWATER BEACH, FL 33767
$3,590,000272 Days on yellowkey MLS ID: TB8431098
REDUCED by $50,000 (1.4%) on 06/02/2026
Bed: 3 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4509 Built: 2015 Tax: $35,251 (2024)Community: Island Estates Of ClearwaterSpa: YesSingle Family
Taxes:$35,251
High School: East Lake High-PN
Remarks: 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.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Becky Billeci (925-383-5760)
442 MIDWAY IS, CLEARWATER BEACH, FL 33767
$3,495,000366 Days on yellowkey MLS ID: TB8399954
REDUCED by $455,000 (11.5%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 2 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)
831 MANDALAY AVE, CLEARWATER BEACH, FL 33767
$2,045,00036 Days on yellowkey MLS ID: TB8509543
Bed: 6 Bath: 7.5 Gar: 4 Liv Area Sq Ft: 3971 Built: 2003 Tax: $34,667 (2025)Community: Mandalay SubSingle Family
Taxes:$34,667
Elementary School: Sawgrass Lake Elementary-PN
Remarks: Perfectly positioned along the iconic Mandalay Avenue corridor of Clearwater Beach, just one block from the sugar-white sands and turquoise waters of the Gulf of Mexico, this exceptional custom-built coastal estate offers the ultimate blend of luxury, flexibility, investment potential, and thoughtful storm-resilient design. Constructed in 2003 with enduring craftsmanship and elevated living in mind, this six-bedroom, seven-and-a-half-bath residence delivers an extraordinary coastal lifestyle with every bedroom featuring its own private en-suite bath for uncompromising comfort and privacy. Designed for both grand entertaining and relaxed beachside living, the expansive open-concept floor plan is enhanced by soaring coffered and tray ceilings, skylights that flood the interiors with natural light, plantation shutters, and refined architectural details throughout. The chef’s kitchen is beautifully appointed with GE Gallery appliances, abundant prep space, and a spacious food storage pantry, seamlessly connecting to the home’s elegant gathering spaces and entertaining areas. A designated media room with indirect lighting and immersive surround sound creates the perfect setting for private movie nights and elevated entertainment experiences. Elevated outdoor living is a defining feature of the property, with a second-story resort-style pool and spa deck designed to maximize privacy, views, and storm resilience. This spectacular outdoor retreat includes a natural gas grilling area, private pool bath, French doors, electric screens, ceiling fans, and an integrated surround sound system — creating a seamless indoor-outdoor entertaining environment ideal for year-round coastal living. The second-floor rooftop terrace captures breathtaking panoramic views of the Gulf of Mexico, offering unforgettable sunsets and an unparalleled backdrop for entertaining. The versatile ground-level accommodation provides additional flexibility and can easily transition into a game room, fitness studio, guest retreat, in-law suite or entertainment lounge complete with a full bath. Additional luxury and infrastructure enhancements include a four-car tandem garage, wind-rated windows and French doors, tankless water heater, water softening system, central vacuum system, and integrated security and surveillance systems for peace of mind. Offering exceptional flexibility for personal enjoyment or income production, this property is located within a desirable monthly rental zone with established rental history available, creating a rare opportunity for investors seeking luxury coastal income potential. Ideally situated just minutes from the prestigious Carlouel Yacht Club, the world-famous Pier 60, and the vibrant restaurants, entertainment, and boutique shopping of North Clearwater Beach, this extraordinary residence also offers convenient access to Tampa International Airport and St. Pete–Clearwater International Airport — making it a premier luxury destination on Florida’s Gulf Coast.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-466-0800)
Listing Agent: Jeannine Schaub (727-771-5215)
930 ELDORADO AVE, CLEARWATER BEACH, FL 33767
$7,995,00072 Days on yellowkey MLS ID: TB8497025
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4025 Built: 1989 Tax: $62,003 (2025)Community: Mandalay SubSpa: YesSingle Family
Taxes:$62,003
Remarks: Welcome to a completely reimagined coastal masterpiece at 930 Eldorado Avenue. An extraordinary coastal retreat, masterfully remodeled to embody the pinnacle of modern luxury living in the heart of Clearwater Beach. Perfectly positioned just moments from the Gulf’s sugar sands, this exceptional residence captures breathtaking panoramic water views while offering a seamless blend of sophistication, comfort, and effortless coastal elegance. Completely renovated from top to bottom, this home showcases uncompromising quality and craftsmanship. Every major system has been thoughtfully upgraded, including a new roof, dual 4-ton HVAC systems, all-new electrical and plumbing, and a gas tankless hot water tank. Spanning three beautifully designed levels, the interior unfolds with a refined, light-filled aesthetic and impeccable custom finishes throughout. The ground level makes a striking first impression with a spacious four-car garage, epoxy floors, custom workbench, and direct access to the resort-style pool and full bath. The main living level is designed for both elevated entertaining and relaxed coastal living, featuring expansive open-concept spaces bathed in natural light. Floor-to-ceiling glass frames, stunning 24-foot panoramic Gulf views, while designer elements including a dramatic floating staircase, custom railings, wide-plank engineered hardwood flooring, automatic blinds create a truly elevated living experience. The gourmet chef’s kitchen is a statement of both form and function, appointed with large dual islands, 42-inch Sub-Zero refrigerator, 48-inch Wolf gas range, Thermador vent hood, Cove dishwasher, custom cabinetry, and exquisite quartzite and quartz surfaces. The main level also features 1 bedroom, 1 full bathroom and laundry room. The upper level is anchored by a serene primary suite, where wall-to-wall sliding glass doors open to a private balcony overlooking the Gulf, an idyllic setting for evening sunsets. The spa-inspired ensuite bath features a soaking tub, glass-enclosed shower, and refined designer finishes, complemented by a boutique-style walk-in closet reminiscent of a high-end retail showroom. Two additional bedrooms, a full bath, and a spiral staircase leading to a charming loft lookout complete this level, offering a perfect vantage point for unforgettable sunset views. Outdoors, the home transforms into a private resort-style oasis designed for year-round enjoyment. The saltwater pool, complete with electric heater and gas-heated spa, is surrounded by lush new St. Augustine sod and enhanced by a fully updated irrigation system and privacy fencing. The expansive outdoor living area features a fully equipped 12-foot chef’s kitchen with natural gas grill, refrigerator, ice maker, gas fire pit, fire tray and outdoor sound system creating an exceptional setting for entertaining. A full pool bath and additional outdoor shower add both convenience and luxury. Additional enhancements include a private elevator, hurricane-impact windows and doors, concrete driveway pavers, integrated security cameras with ADT system, new garage doors, designer lighting, fresh interior and exterior paint, and premium finishes throughout. Being steps away from Clearwater Beach’s top restaurants, shopping, and recreational activities is also no small bonus. This is a rare opportunity to own a truly turnkey coastal masterpiece in one of Florida’s most coveted beach communities.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-282-1788)
Listing Agent: Pete Mustafaraj (727-494-5485)
824 ISLAND WAY, CLEARWATER BEACH, FL 33767
$3,700,000114 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 ClearwaterSpa: YesSingle 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.
108 BAYSIDE DR, CLEARWATER BEACH, FL 33767
$3,000,00077 Days on yellowkey MLS ID: TB8493820
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4022 Built: 2008 Tax: $53,047 (2025)Community: Bayside Sub 3Spa: YesSingle Family
Taxes:$53,047
Remarks: Under contract-accepting backup offers. A rare opportunity is just moments from the sugar sands of Clearwater Beach. Welcome to 108 Bayside Drive. Perfectly positioned on the water and moments from the beach, this four-bedroom, three-full-bath, two-half-bath residence offers a lifestyle that buyers are actively searching for and rarely find in one property. Arrive at the beach in minutes, then return home to your own private waterfront retreat. Designed for both everyday living and effortless entertaining, the home flows seamlessly to the outdoors, featuring a private pool, fully equipped outdoor kitchen, and two private boat docks, plus an additional dock for jet skis making it just as easy to spend the day on the water as it is to unwind at home. Inside, natural light and water views create a bright, inviting atmosphere, while solar panels provide energy efficiency and long-term value. The garage with a car lift adds a unique advantage for car enthusiasts or those seeking additional functionality. This is the combination buyers wait for: a minutes-to-beach location, waterfront living and the ability to enjoy both. 108 Bayside Drive offers a lifestyle that is difficult to replicate, with spacious living across both levels of this beautiful two-story home and even harder to find available.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
511 WINDWARD PSGE, CLEARWATER BEACH, FL 33767
$2,999,000139 Days on yellowkey MLS ID: TB8472453
3 Days Off yellowkey (back on 5/12/2026)
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
Taxes:$19,315
Remarks: Under contract-accepting backup offers. 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 Agent: Kerryn Ellson (727-408-4888)
829 BRUCE AVE, CLEARWATER BEACH, FL 33767
$4,200,000240 Days on yellowkey MLS ID: TB8441451
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 7261 Built: 2009 Tax: $48,062 (2024)Community: Mandalay SubSingle Family
Taxes:$48,062
Remarks: Luxury Clearwater Beach Home for Sale — Double Lot, Pool, and Designer Finishes Experience true coastal elegance in this magnificent luxury home for sale in Clearwater Beach, Florida. Beautifully constructed with exceptional architectural design and high-end finishes, this custom-built estate sits on a spacious double lot just a short walk to the world-famous sugar-sand beaches of Clearwater Beach. Offering 7,261 sq. ft. of heated living space and 13,633 sq. ft. total, this 5-bedroom, 4 full-bath, and 2 half-bath luxury residence is designed for refined living and grand entertaining. Step inside the impressive foyer with a spiral staircase and private elevator that connects each floor. The gourmet chef’s kitchen features premium Viking appliances, including a refrigerator, freezer, gas range with pot filler, double ovens, and dual dishwashers. A butler’s pantry with a wine refrigerator, walk-in pantry, and additional sink provides seamless hosting options. Enjoy open-concept living with a spacious living room, gas fireplace, and custom built-ins, along with a convenient office and elegant primary suite. The primary retreat includes a private kitchenette, two walk-in closets, and a spa-style bathroom with a soaking tub, walk-in shower, and bidet. Upstairs, a large family room with gas fireplace and multiple balconies offers stunning indoor-outdoor living. All four guest bedrooms and a main laundry room are located on this level. Outdoor living is unmatched, featuring a covered entertainment area, saltwater pool, hot tub, grilling station, and gas fireplace—all in a private, enclosed setting. Additional highlights include a three-car garage, whole-house generator, and luxurious finishes throughout. This Clearwater Beach luxury home perfectly blends elegance, comfort, and functionality—crafted for both everyday living and grand entertaining. Schedule your private tour today and make this dream coastal estate yours!
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Teresa Reed Conroy (727-332-9432)
1058 ELDORADO AVE, CLEARWATER BEACH, FL 33767
$5,250,000418 Days on yellowkey MLS ID: TB8377994
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5016 Built: 1973Monthly Fee: $17 Tax: $19,409 (2024)Community: Mandalay SubSingle Family
Taxes:$19,409
Remarks: LARGEST Gulf-Front Lot Offered For Sale in Nearly 4 Years! With Gulf views in the back, and Bay views in the front, makes this an extremely rare opportunity on Clearwater Beach's coveted North Beach. Located on the most desirable part of Eldorado Avenue, and directly across from the exclusive Carlouel Yacht Club. This oversized lot (11,117 sqft) boasts 90 feet of frontage on the stunning Gulf of Mexico—significantly larger than most neighboring properties. This prime location offers breathtaking views and endless potential. The existing 5,000+ sqft home includes 6 BR (one bedroom can double as office) + Den/Playroom and 5 BA. The home is offered as-is, making it the perfect canvas on one of North Beach's finest streets. Upper Floor: Fully Intact; Only the lower level sustained flood damage from Hurricane Helene. The upper floor bedrooms, bathrooms, and structural integrity are entirely unaffected — meaning a buyer receives full value of the existing 5,000+ sq ft layout with targeted, lower-level remediation only. Two visions: One exceptional address. Whether you are drawn to the beauty of preserving a well-built family home or envision raising a custom estate from the ground up, 1058 Eldorado accommodates both with equal distinction. PATH ONE: Restore & Revitalize- Honor the home's heritage while modernizing to today's luxury standards. With only the lower level requiring attention, the cost to create a stunning, turn-key Gulf-front residence is a fraction of new construction — and faster. PATH TWO: Blank Slate. Dream Home. A 90-foot Gulf-front lot is the rarest commodity on Clearwater Beach. Cleared and redeveloped, this parcel supports a $6–8M+ custom estate — one designed precisely for the buyer's vision, maximizing views, setback advantage, and luxury programming. STRATEGIC POSITION: Set back. Elevated. Protected. What might appear as "distance from the water" is, in fact, this property's most under appreciated advantage. Sitting approximately 500 feet from the high tide line, 1058 Eldorado occupies a rare position: genuinely Gulf-front, yet buffered by one of Florida's broadest natural beach corridors— unobstructed views, natural privacy through depth, and a property that has consistently attracted interest precisely because it sits at the apex of North Beach. THE VIEWS: Two bodies of water. One address. Dual-water-view properties on Clearwater Beach are exceptionally rare. 1058 Eldorado delivers both — Gulf of Mexico sunsets from the rear and serene Intracoastal/Bay views from the front. This is a view composition that no standard lot can replicate. Carlouel Beach and Yacht Club: $45M+ MEMBER-APPROVED REBUILD BUDGET "Carlouel is entering an exciting new era — a complete clubhouse rebuild designed to honor its storied history while reimagining the future of private coastal living."
Listing is courtesy of: RYAN JOSEPH BIRGE (317-644-6144)
Listing Agent: Ryan Birge (317-644-6144)
301 MIDWAY IS, CLEARWATER BEACH, FL 33767
$2,399,000275 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)
116 DEVON DR, CLEARWATER BEACH, FL 33767
$3,795,000 MLS ID: TB8414077
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3500 Built: 2003Community: Bayside SubSingle Family
Taxes:
Tax Year:
Remarks: I Am Poised At Their Postcard Perfect Picture Window Both Symmetrically Square And Rectangular All At Once..This Window Frames An Ever Engaging Panorama of The Full Breadth Of The Clearwater Beach Marina, And The Intracoastal Waterway As It Descends Into Clearwater Harbor With The Full Might Of The Entire Clearwater Causeway Before You. The Seller Is Right, The View Of The Charters And Yachts Prevails Throughout The Day, While The Night Embraces The Soft Glow Of The Aforementioned Causeway, As Its’ Lights Glisten Into A Tranquil Amber Colored Water Movement. I Am Reminded That I Am Less Than A Blocks Walk To The Number 1 Ranked Beach Within The Continental United States. This Modern Residence Has Been Wholly Rebuilt, Reconfigured And Thoughtfully Reinvented. From Its Very Entry Forward Find An Exquisite Palette Of Legendary Lighting, Luxuriant Plank Flooring, Remarkable Ironwork, Custom And Seamless Handcrafted Hafele Kitchen Cabinetry, World Worthy Integrated Dacor Appliances, Quartz Counters, Marble, Quartz, & Porcelain Tiled, Textiled And Textured Baths. A Two Story Great Room Opens To This No Show Kitchen And Dining Room While An Outdoor Loggia Terrace Runs The Entire Length Of This Floor, Which Houses The Primary Suíte With It’s’ Own Spa Bath, And Volume Walk-In Closet Fully Built Out. There Are Two Additional Entertaining & Gathering Áreas On This Level. The Upstairs Offers An Additional 3 Bedrooms(2 Of Which Share An Elongated Balcony)With One As A Secondary Suite With En-Suite, And A Lounging/TV Venue. A Prolific Downstairs Proffers A Mega Bônus Recreational Arena With Immediate Access To The Waterside Pool, And Dock. An Ample Garage & Circular Driveway Complete The Resume Of This Exceptional South Clearwater Beach Modern Manse. I await our time together in the Clearwater Beach sun.
Listing Agent: Rafal Wazio (727-424-4629)
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