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$6,495,000
7 Beds ⋅ 7 Baths ⋅ Willadel Rev SubDv. ⋅ 33756 Zip Code
Virtually Staged. A truly exceptional opportunity awaits in Belleair's prestigious Willadel subdivision. Situated high and dry on two-thirds of an acre, this magnificent 7,500+ square-foot estate offers 7 bedrooms, 6.5 baths, a 3-car garage, and access to an exclusive private waterfront park featuring a newly remodeled boat basin. The deeded boat slip with a newer dock and 13,000-pound boat lift provide direct access to the Intracoastal Waterway and Gulf. Arriving via the circular driveway, you'll immediately appreciate the timeless Southern-inspired architecture and grand presence of this remarkable residence. A sweeping staircase welcomes guests through the double-door entry, setting the stage for the elegant living spaces beyond. 155 Willadel was designed with both entertaining (this home has hosted a number of prestigious events) and family living in mind. The gourmet kitchen is equipped with double islands, Wolfe, Subzero and Thermador stainless steel appliances, extensive custom cabinetry, and luxury stone countertops. Adjacent to the kitchen, the expansive great room offers soaring 20’ ceilings, a gas fireplace, and a climate-controlled wine room. Also downstairs is a formal dining room with adjoining butler's pantry, a gracious living room with custom built-ins, wood-burning fireplace, hardwood flooring, crown molding, and two sets of French doors that open to a charming front veranda. Four downstairs bedrooms – two en-suite and two sharing a jack and jill bath – provide plenty of comfortable space for family and guests. Upstairs can be accessed by front or back staircases, as well as an elevator, where you will find 3 oversized bedrooms, all of which are en-suite. The primary features a private balcony, two large walk-in closets and a beautiful remodeled primary bath with soaking tub and separate shower. One of the other upstairs bedrooms has a wood-burning fireplace, private balcony, and spacious walk-in closet. Both upstairs balconies have peeks of the intracoastal. Additional amenities include upstairs and downstairs laundry rooms, a private theater room with projector and large screen, a wet bar, game room, and numerous custom built-ins throughout. The flexible floor plan provides abundant space for family, guests, and entertaining. Outdoor living is equally impressive, featuring a covered lanai with a spectacular outdoor kitchen overlooking the spacious, private backyard lined with mature podocarpus. The property’s RE (Estate Residential) zoning classification and large backyard allow for the construction of an additional structure as well as ample room for a resort-style pool. Other recent upgrades include impact-rated windows and doors throughout, a completely replumbed home, updated electrical throughout, and a whole-house generator for added comfort and peace of mind. Located just minutes from Clearwater Beach, fine dining, boutique shopping, and premier golf destinations including Belleair Country Club and Pelican Golf Club, this extraordinary estate presents a rare opportunity to enjoy luxury living in one of Florida's most sought-after boating, golf, and racquet communities.

155 Willadel Drive, Belleair
$1,950,000
4 Beds ⋅ 4 Baths ⋅ Overbrook Park SubDv. ⋅ 33756 Zip Code
Nestled on just over a quarter acre in the heart of Belleair, this exceptional residence is recognized as one of the Town's historic homes, blending timeless architectural character with modern comforts in one of the area's most sought after locations. Located in an X flood zone, with no history of flooding and flood insurance not required, this remarkable property is ideally positioned near the prestigious Pelican Golf Club and Belleair Country Club, world famous Gulf beaches, boutique shopping, charming neighborhood cafes, and a world renowned hospital, offering an unmatched combination of elegance, convenience, and lifestyle. Surrounded by lush, mature landscaping, the property offers a private resort style setting highlighted by a sparkling pool, expansive outdoor living areas, and an enclosed patio overlooking the backyard oasis. Designed for both relaxation and entertaining, the outdoor spaces create a true retreat like atmosphere. Inside, distinctive architectural details set this home apart, including elegant rounded archways, rich hardwood flooring, and thoughtfully designed living spaces that blend historic character with modern functionality. The open concept kitchen features a gas Wolf range, quality cabinetry, generous workspace, and seamless flow into the main living and dining areas. The flexible floor plan includes three spacious ensuite bedrooms on the upper level, including a well appointed primary suite featuring an exceptionally large custom built walk in closet and an adjoining room ideal for a private study, nursery, fitness space, or wellness room. A room currently utilized as an executive study on the main level can easily be transformed into a fourth bedroom, providing additional flexibility for family, guests, or multigenerational living. Enhancing both comfort and functionality are a whole home generator, integrated dehumidification system, custom wine cellar, oversized three car garage, and abundant storage. The home's exceptional condition reflects years of attentive ownership and care. Combining historic charm with thoughtful modern updates, this remarkable residence is designed for both everyday living and effortless entertaining. From the resort style backyard to the spacious living areas and sought after Belleair location, every aspect of the home reflects quality, character, and enduring appeal.

322 Roebling Road S, Belleair
$4,999,000
5 Beds ⋅ 4 Baths ⋅ Belleair Estates Rev 3rd Add SubDv. ⋅ 33756 Zip Code
Virtually Staged. ONE-OF-A-KIND WATERFRONT ESTATE ON PELICAN GOLF COURSE. Set on a unique, private half-acre cul-de-sac lot overlooking the water and the fairways of the Pelican, this 4 to 5 bedroom, 4 bath residence with a private in-law suite has been completely reimagined into a bold, design-forward showpiece. No detail has been overlooked in this luxury, custom home. The commanding hand-laid stone exterior opens to interiors featuring 10 to 13 foot ceilings with crown molding, luxury hardwood flooring, dramatic designer lighting, and a custom wine bar. New impact windows and sliders flood the home with natural light while capturing spectacular water and golf course views. The stunning chef’s kitchen is a true centerpiece, showcasing illuminated Cristallo quartzite countertops, custom cabinetry, and premium Thermador appliances—perfectly suited for both everyday living and elevated entertaining. The primary suite is a warm and inviting retreat with picturesque course views and a custom gas fireplace. The spa-inspired bath features dual vanities with lighted mirrors, a makeup area, and expansive his-and-hers walk-in closets. The main home offers three additional spacious bedrooms and two beautifully designed baths with luxury finishes. A thoughtfully designed casita features a private entrance, a full custom kitchen, and a beautifully appointed bath with a whirlpool tub and separate shower—ideal for multigenerational living, a guest suite, an office, or whatever you can imagine for this incredible flex space. Step outside to resort-style living with a custom heated saltwater pool and spa, set against tranquil water and golf course vistas. Marble pavers span the entire pool deck and covered lanai, creating a seamless space for relaxation and entertaining. Other new features include a standing seam metal roof, dual Trane HVAC systems with all new ductwork, Icynene insulation, dual natural gas tankless water heaters, and a whole-house water treatment system. Nearly 1,100 sq. ft. air-conditioned, finished garage with high ceilings provides year-round comfortable parking and storage. Ample outdoor parking, mature landscaping with custom lighting, a deep well, and a whole house generator complete this one-of-a-kind home. Located just minutes from Clearwater Beach, fine dining, boutique shopping, and premier clubs, including Pelican Golf Club and Belleair Country Club, this exceptional, redesigned residence offers a rare opportunity to enjoy luxury living in one of Florida’s most sought-after coastal golf communities. One or more of these photos are virtually stage.

19 Hibiscus Road, Belleair
$3,000,000
4 Beds ⋅ 6 Baths ⋅ Shirley Manor Sub SubDv. ⋅ 33756 Zip Code
Nestled within the golf course community of Belleair Country Club, this exceptional 6,387-square-foot estate embodies refined Florida living at its finest. Perfectly positioned to capture fairway views, the residence offers a seamless blend of elegance, comfort, resort-style amenities, and a motivated seller. From the moment you arrive, the home impresses with its grand scale, sophisticated architectural details, and light-filled interiors designed for both everyday living and upscale entertaining. Expansive living spaces flow effortlessly, enhanced by high ceilings, and designer finishes. Step outside to your private outdoor oasis, where a sparkling pool and spacious patio create the ultimate setting for relaxation or hosting guests. Surrounded by lush landscaping and tranquil greens, this backyard is a private retreat. The luxurious primary suite serves as a serene escape, while additional bedrooms and flexible living areas provide ample space for family and guests. A gourmet kitchen, spa-inspired baths, and thoughtfully designed indoor-outdoor living areas complete the home’s elevated lifestyle appeal. Located in the heart of Belleair—a quiet, upscale coastal enclave known for its luxury homes, golf lifestyle, and proximity to the Intracoastal Waterway—this property offers the perfect balance of exclusivity and convenience with NO HOA! This is more than a home—it’s a statement of luxury living.

303 Sunny Lane, Belleair
$1,995,000
4 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code
Welcome to a home that doesn't just change your address — it changes your entire lifestyle. Nestled behind the prestigious gates of Belleair Country Club, this stunning 4-bedroom, 4.5-bathroom estate with a private executive office is the ultimate expression of refined Florida living. Built in 2000 and spanning just under 5,000 square feet, this masterfully designed residence greets you with soaring ceilings throughout, flooding every room with a sense of grandeur and openness that must be experienced in person. The thoughtfully planned split floorplan offers both privacy and flow, making it ideal for families, entertaining, and multi-generational living alike. Speaking of multi-generational — this home features a true in-law suite or au pair suite, a rarity in any market, let alone one this exclusive. Fully ADA wheelchair accessible, every detail has been considered so that this home truly works for everyone, at every stage of life. The oversized 3-car garage provides ample space for vehicles, golf carts, or a workshop, while the executive office ensures that even the most demanding professional never has to leave the comfort of home to get things done. Step outside and discover your own private paradise. The resort-style pool and spa, surrounded by a beautifully appointed entertaining area, set the stage for everything from lively gatherings to quiet Sunday mornings with a cup of coffee. Best of all, the property backs to a serene, private backdrop with no rear neighbors — just peace, privacy, and tranquility as far as the eye can see. In a neighborhood this sought-after, that kind of seclusion is truly priceless. But the crown jewel here isn't just the home itself — it's the unmatched lifestyle that comes with it. Imagine walking out your front door and strolling to the clubhouse for a casual lunch, a sunset dinner, or teeing off on one of the most iconic courses in the Tampa Bay area. No car needed. No hassle. Just pure, effortless access to world-class amenities right at your doorstep. Opportunities like this — a home of this caliber, in this location, with this level of accessibility and lifestyle — simply do not come along often. Whether you're looking for your forever home or your finest chapter yet, 280 Belleview Blvd delivers on every level. Schedule your private showing today — this one won't last.

280 Belleview Boulevard, Belleair
$2,988,000
5 Beds ⋅ 5 Baths ⋅ Gatehouse Woods SubDv. ⋅ 33756 Zip Code
Tucked away on one of Belleair’s best-kept streets—Alexander Road—this family estate blends privacy, nature, and generous living spaces. Begin your day with coffee on the back deck overlooking a lush, wildlife-rich backdrop. Inside, high ceilings, clean lines, and abundant natural light set a sophisticated tone. The open kitchen features custom cabinetry, stainless Thermador appliances, and a large granite island for casual meals and effortless food preparation. The kitchen flows into a warm family room with coffered ceilings and a fireplace—ideal for gatherings or movie night. The primary suite offers a spacious walk-in closet, a spa-style bath, and tranquil views of the yard and pool. With five bedrooms, the home comfortably serves a large or growing family. On the lower level, nearly 3,000 additional square feet expand your options with an entertainer’s kitchen, additional bedrooms, office space, and substantial storage. Outdoors, a stone patio frames the sparkling pool, with multiple areas for sun, shade, dining, and year-round entertaining. Notable upgrades include a 22-kW standby generator, Control4 home automation, and a whole-home water filtration system. The property spans a subdividable double lot, offering future flexibility. Just steps from Belleair Country Club, the location allows owners to apply for membership—and this homeowner qualifies for priority on any membership wait list. Social memberships include dining, a fitness center with pool, tennis, pickleball, croquet, and more; golf memberships add access to two championship, 18-hole, Donald Ross–designed courses. This rare offering delivers space, serenity, and convenience in the heart of Belleair.

1581 Alexander Road, Belleair
$6,749,000
5 Beds ⋅ 8 Baths ⋅ Belleview Island Sub SubDv. ⋅ 33756 Zip Code
This private, world-class waterfront estate sits within the exclusive double-gated enclave of Belleview Island. Perfectly positioned on a rare double lot, the property offers breathtaking panoramic views of Clearwater Harbor and the historic Donald Ross–designed Belleair Golf and Country Club, Florida’s first golf course. A true boater’s paradise, the protected cove features a custom dock with a jet ski lift, along with 60,000 lb. and 80,000 lb. boat lifts, providing quick and direct access to Clearwater Pass and the Gulf of America. Inside, the custom-built residence showcases refined craftsmanship and elegant living spaces. A grand, custom staircase introduces the home and opens into an expansive great room designed for sophisticated entertaining, complete with a dining area, wet bar, custom built-ins, and sweeping water views. The gourmet kitchen offers a large island, custom cabinetry, granite countertops, a butler’s pantry, and a charming breakfast room overlooking both the bay and golf course. The second floor is a private retreat featuring a luxurious primary suite with its own balcony, vaulted ceilings, fireplace, and dual spa-caliber bathrooms—one with a walk-in shower and the other with a whirlpool tub—plus two walk-in closets. Three additional guest suites each include marble bathrooms and walk-in closets. Outdoor living is exceptional, with a beautifully designed pool house featuring an open wood ceiling, wine refrigerator, and grilling area, all overlooking an elegant paver pool deck. The 1,100 sq ft air-conditioned three-car garage offers high ceilings ideal for car lifts, while the landscaped grounds and custom paver driveway enhance the home’s grand presence. Engineered for long-term resilience, this elevated block construction features custom electric hurricane shutters, a whole-home Generac generator, and a new seawall (2023). The home further benefits from updated AC systems (all under warranty), a new pool and hot tub heater, tankless water heater, water softener, solar panels, LED lighting throughout, and numerous updated appliances. This exceptional residence combines pedigree, privacy, craftsmanship, and unmatched waterfront living. Secure your place in the winner's circle and experience one of Belleview Island’s finest estates.

429 St Andrews Drive, Belleair