USD 959,000

Under contract-accepting backup offers. Com and see this beautiful 2 bed, 2 bath pool home on a quiet street on Anna Maria Island. You are just steps away from the beach, restaurants and shops. Everything you need for your own vacation paradise or as an investment. Private pool, tiki bar, new metal roof, no HOA, flood insurance only $893 a year and too many updates to mention here. This is the one! Features: - Barbecue

2 bd

800 sqft

Holmes Beach

USD 2,195,000

Stunning 3 bed, 3 bath home on deep sailboat water with 103' waterfront in Holmes Beach, FL. Impeccably maintained, featuring an open floor plan, new seawall, dock, mature landscaping, and a beautiful pool/spa. Enjoy the convenience of walking to Anna Maria's white sand beaches, restaurants, and shops. Ideal for those seeking a waterfront haven with modern amenities and proximity to local attractions.

3 bd

2,343 sqft

lot 12,197 sqft

Holmes Beach

USD 3,500,000

USD 2,956,000

Savor the Coastal Lifestyle in this Elevated, Whitehead Construction 4 bedroom/3.5 bath canal and golf course front home on Anna Maria Island's KEY ROYALE! This lovely, second owner home boasts vaulted ceilings, lofty windows, spacious and airy open living space with timeless built-ins, exquisite travertine flooring, granite counter tops, stainless appliances, and two Master Suites. Step out the front door to the Key Royale Club - a member owned private Club with an "Old Florida" feel, offering golf and social memberships. Embrace Florida living with a spacious pool and spa overlooking the canal, which is just one canal in from the channel with direct access to Bimini Bay and beyond. Dock with electric and water and 2 boat lifts - 40,000 pound and 8,000 pound complete the package. Sunrises and Sunsets, Boating, White Sand Beaches and Calm, Jewel-toned Waters await you.

4 bd

2,956 sqft

lot 9,583 sqft

Holmes Beach

USD 18,750,000

Luxury Coastal Lifestyle by Design Are you looking for a beach home on an island that attracts people worldwide but retains its hometown vibe? Newsweek released their 25 Most Popular Beach Towns in America, and Anna Maria Island Florida took the top spot. Sunset Dream is the name of this spectacular 7163 sq ft under-air beach mansion, specially designed to maximize the beach views. Everything, about this calm, contemporary-style fully furnished beach home is custom rather than customary. The imported "corner-less" wrap-around glass windows provide 180-degree views of the Gulf of Mexico. You'll want to entertain friends and family in this specially crafted kitchen. Most kitchens are designed with the cook working with their back to the guests. Like our favorite cooking shows today, watching the home chef cook directly in front of you is way more entertaining. This contemporary kitchen arrangement was specifically designed for today's engaging home chef. And, when you cater an event, there's an additional hidden full kitchen dedicated to behind-the-scenes preparation. Rounding out this space is the dual faucets Galley Workstation sink, full-size Sub Zero refrigerator & freezer, separate red and white wine coolers, drink bar, and built-in Frame television. The interior living space features a white grand piano, contemporary Menotti Italian furnishings, a linear gas fireplace, and richly detailed finishes, demonstrating an extraordinary commitment to craftsmanship and quality. The large floor-to-ceiling Euro Doors opens to the exterior environment to provide expansive indoor-outdoor living. Superbowl party! The well-equipped media room with hand-cut paulownia wood wallcovering is an entertainer's dream. Press the smart home button, and the room goes dark as the 155" screen comes alive with sporting events, movies, and your favorite streaming series. Solid smoked oak bar and dual keg beverage service complete the room experience. The third-level master bedroom offers the same floor-to-ceiling corner-less wrap-around glass windows, delivering a full 180-degree view of the Gulf Beach coastline. A built-in breakfast bar and a custom leather bed with a hidden TV lift footboard ensure comfort. The luxurious master bathroom features his and her water closets, offering complete privacy. The corner-less glass windows surrounding the bathtub overlook the beach. It is truly a work of art that must be viewed in person. The ground terrace is designed to create spaces for conversation and relaxation next to the full-size swimming pool featuring in-pool bar seating, a spa, and a one-story high waterfall. The doors open up to the poolside bar and interior seating/entertaining area. Finally, with all this luxury, it would only be complete with an entire smart home security system. The Sunset Dream is fully furnished with everything needed to move in today. Close on the home at noon and share a glass of wine that same evening as the sun sets directly off the terrace.

5 bd

7,163 sqft

lot 29,185 sqft

Holmes Beach

USD 644,900

USD 629,900

MOTIVATED SELLERS AND JUST REDUCED Welcome to Sea Pirate Paradise! Discover the PERFECT place to dive into the island lifestyle at Sea Pirate complex! This hidden gem is a mere stone's throw away from the pristine beaches of Anna Maria Island and the sparkling Gulf of Mexico. Imagine waking up to the sound of gentle waves and enjoying breathtaking sunsets every evening. Unit #5 is your exclusive ticket to coastal living and also a great investment that can be rented weekly paying for itself for the times you are away, why not have the best of both worlds. Boasting an ideal end-location on the west side of the building, with only 8 units in this charming complex, you'll instantly feel a sense of community and tranquility. Revel in the additional windows that flood your 2-bedroom haven with natural light, creating a warm and inviting atmosphere. Step inside your coastal retreat to discover a spacious great room, perfect for entertaining or relaxing after a day of island adventures. The kitchen, equipped for a few cooks, is ready for you to prepare the freshest catches from your day out on the boat. Picture yourself enjoying delightful meals indoors or stepping out to your private outdoor seating area – a perfect spot to savor a drink with friends or dine under the stars. As an added plus, this property is turn-key furnished getting you up and running right away! But the real magic awaits just beyond your doorstep – less than 100 steps away lies the soft, sandy beach where you can immerse yourself in the Gulf's crystal-clear waters. Whether you're a sunseeker or a sunset enthusiast, this is your personal paradise. For those days when you want a change of scenery, the expansive community pool is ready to welcome you. Dive in, cool off, and bask in the Florida sunshine with room for everyone to join in the fun. Seize this opportunity to make Sea Pirates your home and embrace the coastal lifestyle you've always dreamed of. Don't miss your chance to own a slice of island paradise – schedule your showing today and let the island adventures begin!

2 bd

700 sqft

Holmes Beach

USD 8,000,000

USD 7,395,000

TIMING AND CLARITY OF VISION ARE EVERYTHING IN LIFE - PRICE HAS BEEN LOWERED $500,000!!! If you've been waiting for the perfect location with the best open water views on Anna Maria Island, you have found your home! With a uniquely high elevation, the water views stretch for miles out to the Sunshine Skyway Bridge, Tampa Ship Channel and Egmont Key. There is nothing else like this on the island! A visionary architectural endeavor in 2005 and 2018 recreated this home to include multiple waterfront lanais and a new level of quality construction, providing peace of mind and supreme confidence even in rough weather. Windows, doors, the facade and building envelope were all created new with an attention to detail that was nothing short of extraordinary. The commanding facade, adorned with distinguished brickwork and stately columns, leads to a double-door entry, setting the stage for what lies beyond. Inside, discover 4600 square feet of interior space and 7,495 square feet of total living. A grand two-story foyer sets the tone for the expansive great room that opens up to 180-degree water views, stretching as far as the eye can see. Floor-to-ceiling windows frame Tampa Bay, Egmont Key, and the Sunshine Skyway Bridge to the east, while the west showcases stunning sunset views over the Key Royale Golf Club. This home is truly perfect for the discerning Buyer with its vaulted ceilings, 42' great room, and private elevator connecting all levels from the garage up to the primary suite, strategically designed as a penthouse living experience. It is an exclusive oasis with a private waterfront balcony and Owner's lounge featuring a wet bar. The custom built-ins of the spacious primary closet and ensuite bathroom with soaking tub and generously sized walk-in shower, pamper and indulge. An adjacent room with closet and skylight can serve as either a work-out space, home office (it is currently the home's security hub) or darling nursery. The main living level, hosting three more bedrooms, embraces the beauty of its location and expansive vistas with full walls of glass and balconies ensconced with glass railing systems. Venture outdoors to discover a screened entertaining space at the water's edge, ideal for dining and lounging by the plunge pool. A deep-water dock, supported by concrete reinforced pilings, stands ready for a boat lift and kayak launch. Double seawalls provide extra security in challenging weather conditions. With hurricane impact windows/sliders/doors, 5-zone HVAC, smart home capabilities, closed-circuit interior/exterior cameras, and a lifestyle above the Base Flood Elevation level, this home ensures easy living and that all important peace-of-mind. Adding to the allure and appealing to a passionate collector, is the unique side-entry, air-conditioned garage with workshop capable of holding a prized collection of up to 8 cars, a secure weather-proof haven for RV's or dry boat storage with incredible "swing room" via an approximate 42' garage opening. Also on the lower level is a private office, adaptable to household staff needs or easily transformed into an exercise area or wine tasting room, aligning with your lifestyle preferences. Nestled on exclusive Anna Maria Island, this residence is the epitome of coastal living in one of "America's Best Beach Towns." Secure your opportunity to live a chosen, well-earned life. The time is now.

4 bd

4,600 sqft

lot 14,810 sqft

Holmes Beach

USD 3,100,000

USD 2,600,000

MOTIVATED SELLER - MAKE AN OFFER - $500,000 PRICE REDUCTION! This stunning canal front home was renovated to the studs plus expanded in 2018. Ideally located in the waterfront community of Key Royale on Anna Maria Island, this home offers a new and modern living experience with open floor plan, vaulted ceilings and 4 bedrooms with 4 ensuite bathrooms. It is perfect for a vacation home, year round living or earning that much sought after rental income with its documented rental history. This concrete block home is solidly built and has 2018 hurricane impact resistant windows and doors, 2018 roof, 2018 kitchen, 2018 baths, a 2018 heated saltwater pool, a well for irrigation and was re-piped including sewer lines in 2018. Upon entering, you are greeted by an open concept floor plan, a light and airy aesthetic, high ceilings with wood beams, and tropical water views. The inviting and spacious great room is filled with natural light thanks to a full wall of glass French Doors overlooking the pool, saltwater canal and dock. The poolside loggia with vaulted custom wood ceiling and travertine lanai is a beautifully designed resort space with waterfront pool, perfect for swimming laps or lounging in semi-submerged chaises on the water-filled sundeck. It's truly a seamless blend of indoor/outdoor living with expansive spaces for dining, lounging, and sunbathing, making for the perfect island experience whether it's a cozy dinner under the stars or returning from a day on your boat to a soothing soak in your private pool. This home offers it all. Attention to detail and sophisticated design can be found throughout this home. The floors are wood-like porcelain tile planks (no carpet), ensuring a clean polished look and easy maintenance. The property boasts four generously sized ensuite bedrooms with bathrooms featuring exquisite marble and mosaic finishes including zero threshold showers, adding a touch of luxury to every corner and providing a private sanctuary for every occupant. The heart of this home is undoubtedly the sleek Euro style kitchen, designed for both functionality and entertainment. The kitchen boasts a sizable entertaining island with elegant quartz counters, and is equipped with stainless steel appliances, including slide-in range and wine refrigerator. This home is not only stunning but also an investment opportunity. It has proven to be a successful rental property making it an attractive prospect for investors seeking lucrative returns. The home is just moments from the beach at the end of Key Royale/66th Street, the par 32 nine hole Key Royale Club plus the charming shops and restaurants of Anna Maria Island. Imagine the wonderful lifestyle when your biggest decision of the day is whether to take your golf cart to all the fun, swim in your waterfront pool, fish from your private dock, or relax on the beach at sunset. The peek-a-boo views of the majestic Sunshine Skyway Bridge from the front of this home add to its allure, making it a truly special and unique property.

4 bd

2,419 sqft

lot 11,326 sqft

Holmes Beach

USD 725,000

USD 648,000

Holmes Beach is a charming little city located on Anna Maria Island. It’s famous for its beautiful beaches, stunning sunsets, and friendly locals. Walking around town you will see happy locals and tourists riding their bikes, walking to the beach, dining at the cutest outdoor cafes, fishing, and enjoying the pier. This adorable condo is across the street from the most beautiful beach and comes fully furnished making it move-in ready. The current owners have kept this home to themselves to enjoy with friends and family mostly, but have occasionally rented it out making it the best of both worlds. This is an opportunity to call the beach your home and with its location, front porch, pool, beach chic decor, and tourism staying strong you can easily keep this home booked with rentals as well. Current owners have a few booked for winter stays coming up. Just bring your beach towel and swimsuit and make yourself at home! Features: - Air Conditioning - SwimmingPool

2 bd

700 sqft

Holmes Beach

USD 10,950,000

USD 9,995,000

Anna Maria luxury at its finest! This 5,921 square foot, spectacular bayfront estate provides the perfect combination of privacy and coastal elegance in the center of the tropical paradise that is Anna Maria Island. Whether it is boating you desire, beaches, or both, this home has everything you need to live the island lifestyle. When you enter this beautiful home, you will be enchanted by the amazing views of the crystal blue waters of Bimini Bay that greet you from every room in the home. This sprawling 2-story home contains 6 bedrooms, 5 bathrooms, 2 half bathrooms, and 2 living rooms. The home also has an entertainment room, 2 gas fireplaces, multiple balconies, and a two-and-a-half car garage. The finest touches and finishes encompass every corner of this home from the custom Amish cabinetry to the detailed ceiling and trim to the walnut flooring and beyond. This home shows like a priceless work of art! The master suite is impressive with its built-in, automated shades, exquisite ceiling, plush seating area, private lanai, complete with gas fireplace, and expansive closet with dedicated washer and dryer. The gourmet kitchen also doubles as a centerpiece to the home with its spacious 16-foot island complete with galley sink, quartz countertops, Dacorappliance package, Miele dishwasher, and walk-in pantry. Connected to the kitchen, a butler pantry includes Sub-Zero Wolf refrigerator and freezer doors, Perlick ice maker, Cove dishwasher, and sink. Keeping in line with the luxurious nature of this home, it also is a smart home in every sense of the word with its Lutron automated shades and lighting. Stepping outside the home, you will fall in love with the lush tropical landscaping and artificial turf lawn, which provides that look of perfection combined with the ease of minimal maintenance. For the boating crew, the two docks located on a deep-water canal provide plenty of space to keep your boats easily and conveniently accessible and ready to use at a moment's notice. The outdoor living space includes a total of four covered patios, a fireplace, outdoor kitchen, infinity edge pool and spa, and even a putting green complete with realistic sand pit for golf enthusiasts. Not only are the indoor and outdoor finishes and fixtures of this home spectacular, but this home comes fully furnished with beautifully appointed custom furniture, upholstery, and window treatments. The coastal elegance of this home even earned this home a Best in Living award by the National Association of Home Builders. Please call for your private showing today. You will not want to miss out on your chance to own one of the most elegant, unique, and exquisite homes on Anna Maria Island!

6 bd

5,921 sqft

lot 13,939 sqft

Holmes Beach

USD 8,975,000

USD 7,995,000

Very rare opportunity to own one of the most coveted addresses on Anna Maria Island, Sunset Lane. Estate sized lot over 1/2 acre in size. 80' of Direct beach frontage x 470' of depth. DEP State Permit in hand to build up to 6,558 of living space. Your estate will have direct sunset views from every room of your home.

25,700 sqft

Holmes Beach