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$5,995,000
5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach
$888,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Lane Unit B, Holmes Beach
$5,495,000
4 Beds ⋅ 5 Baths ⋅ Sunrise Park SubDv. ⋅ 34217 Zip Code
Imagine waking to the gentle lap of the Intracoastal Waterway just beyond your windows, where 240 feet of prime waterfront unfolds into sweeping panoramic vistas that stretch across the bay. This architecturally stunning custom residence has uncompromising attention to detail, commands one of Holmes Beach’s most coveted bayfront settings — a true waterfront sanctuary on Anna Maria Island’s serene shores. Spanning 4,007 square feet under air with 4 bedrooms and 4.5 bathrooms, this home is a masterclass in coastal luxury living. Sun-drenched interiors flow effortlessly to expansive outdoor realms, where a beach-entry pool beckons for effortless days of swimming and lounging beneath Florida’s endless blue skies. Two private docks and two boat lifts put you seconds from open water — perfect for spontaneous sunset cruises, fishing excursions, or simply watching dolphins play against the horizon. Step inside and discover thoughtfully designed living spaces that embrace the views from nearly every room. A dedicated mother-in-law suite offers privacy and comfort for extended family or guests, while the generous 3-car garage ensures ample room for vehicles, toys, and beach gear. Just a short, leisurely walk to the Gulf of Mexico’s sugar-sand beaches, this location delivers the ultimate island lifestyle: effortless access to world-class shelling, dining, and the laid-back charm that defines Anna Maria Island. Whether entertaining on the waterfront terraces, retreating to the poolside oasis, or simply savoring quiet mornings with coffee overlooking the water, this home captures the essence of elevated coastal living. Rare, refined, and ready for its next chapter — this is island living at its absolute finest.

522 Bayview Drive, Holmes Beach
$3,299,000
7 Beds ⋅ 7 Baths ⋅ Bay Manor Pb7/23 SubDv. ⋅ 34217 Zip Code
Welcome to your island escape in the highly sought-after Bradenton Beach area of Anna Maria Island - just steps from the sugar-white sands and turquoise waters of the Gulf. Perfectly positioned within a short stroll to the iconic Bridge Street Pier, vibrant bars, boutique shops, and top-rated restaurants on Bridge Street, this custom-built luxury home offers the ultimate blend of location, lifestyle, and income potential . This stunning 7-bedroom, 6.5-bathroom pool home was thoughtfully designed for both comfort and entertaining. The open-concept living area showcases high-end finishes, abundant natural light, and seamless indoor-outdoor flow. Step outside to your private tropical oasis, complete with a heated saltwater pool and spa, surrounded by generous outdoor lounging space - perfect for relaxing after a day at the beach or unwinding under the stars. Take in breathtaking island sunsets from the expansive rooftop terrace, offering panoramic views and the perfect setting for evening gatherings. Additional highlights include a 3-car garage, ample storage, and premium craftsmanship throughout. Currently operating as a successful vacation rental, this property offers excellent investment potential and can be sold fully furnished for a seamless turnkey opportunity. This house is in one of the few areas on the Island that allows for nightly rentals! Whether you're seeking a luxury primary residence, second home, or income-producing coastal retreat, this exceptional Anna Maria Island property delivers the best of island living - just steps from the beach and the heart of Bridge Street.

100 12th Street N, Bradenton Beach
$3,975,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

215 83rd Street, Holmes Beach
$4,900,000
3 Beds ⋅ 3 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
CONFIRMED POTENTIAL FOR TWO BUILDABLE WATERFRONT LOTS creates one of the most compelling redevelopment opportunities on Anna Maria Island with nearly 100 feet of direct Sarasota Bay frontage. Privately owned by the same family for decades, this exceptional bayfront property offers expansive open-water views, a coveted location in the heart of Bradenton Beach, and the opportunity to create two luxury waterfront residences or an extraordinary private estate. The City of Bradenton Beach has confirmed the property's potential for two buildable waterfront lots, presenting a rare opportunity for builders, developers, investors, or those seeking to create a legacy property. The existing property features a 75-foot composite dock and 4,500-pound boat lift, providing immediate boating access to Sarasota Bay and beyond while future plans take shape. Waterfront parcels of this size, width, and potential are becoming increasingly scarce on Anna Maria Island. Whether your vision is two exceptional custom homes, a multi-generational family retreat, or a landmark bayfront estate, this is an opportunity to secure one of the island's most remarkable waterfront offerings.

2512 Avenue A, Bradenton Beach
$4,995,000
5 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code
Welcome to your ultimate waterfront retreat in Bradenton Beach. This extraordinary direct bayfront estate defines the very best in coastal luxury living. Spanning 3,005 sq. ft., this stunning residence is masterfully designed for comfort, style, and effortless enjoyment, offering 5 spacious bedrooms and 5.5 beautifully appointed bathrooms—a rare opportunity ideal for multigenerational living or hosting guests in absolute comfort. Every detail has been thoughtfully curated, from the 3-car garage to the private elevator that offers seamless access to all levels of the home. Step inside to an expansive open-concept great room, where natural light and water views pour in through oversized windows. The living, dining, and kitchen spaces flow together with ease, creating a warm and inviting setting for both intimate gatherings and lively entertainment. The generous dining area opens to a covered bayfront terrace, the perfect backdrop for al fresco meals framed by serene, sparkling water views. The chef’s kitchen is a showpiece. The large center island is designed for both culinary creativity and casual conversation. Every element balances beauty and function, making it the true heart of the home. Ascend to the rooftop deck, where sweeping, unobstructed panoramic views of the Bay stretch endlessly in every direction. This elevated vantage point offers one of the island’s most memorable spots to savor breathtaking sunsets and the peaceful rhythm of coastal living. Outside, your private oasis awaits. A covered patio and heated pool with spa provide year-round relaxation, while the brand-new dock and lift offer unmatched access to the water, which makes it ideal for boating, paddleboarding, fishing, or simply soaking in the tranquility of the Bay. Perfectly situated, the home is just steps from the sugar-sand beach and a short stroll to lively Bridge Street, where charming boutiques, restaurants, and entertainment create the ultimate island lifestyle. A residence of this caliber is truly rare. “Daytime” blends exceptional design, luxurious amenities, and awe-inspiring views into a waterfront retreat that is truly extraordinary. Make your appointment to tour, as this is a home that must be seen to be fully appreciated.

116 8th Street S, Bradenton Beach
$4,295,000
4 Beds ⋅ 4 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code
Welcome to "Black Pearl"! Discover refined island living in this exceptional 2024 custom-built residence, ideally situated just 1.5 blocks from the pristine Gulf beaches. Designed with sophistication and comfort in mind, this 4-bedroom, 4-bath elevated home offers a seamless blend of modern elegance and coastal charm. The light-filled great room showcases designer furnishings, premium finishes, and expansive living and dining spaces. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom wood cabinetry, Dacor high end appliances, large island and wet bar with ice maker just off the dining room. Four spacious bedrooms and bathrooms provide privacy and luxury for residents and guests alike. An elevator services every level from the outside pool area all the way up to the roof top deck complete with firepit, enhancing ease of living. Step outside to your private resort-style sanctuary complete with a heated pool, spa, and lush tropical landscaping with turf. Multiple covered balconies and outdoor living areas create inviting spaces for relaxation or elevated entertaining. Offered fully furnished, this residence embodies turnkey luxury on Anna Maria Island. A rare opportunity to own a newly constructed coastal retreat in one of Holmes Beach’s most desirable locations on a dead end street. The home is barely lived in and is just being started as a weekly rental the end of November which will become a superb investment property or make it your very own. Do not miss out on this amazing property! Schedule your showing today!

305 55th Street, Holmes Beach
$4,500,000
6 Beds ⋅ 7 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Don’t miss this rare chance to own this newer construction home on beautiful Anna Maria Island. This 6 bedroom, 5 full bath, 2 1/2 bath house is being sold fully furnished making it a breeze to move in or start renting right away. Inside you will find wonderful designer touches in every room including a gorgeous kitchen perfect for meals with the family. With spacious balconies and the roof top observation deck, breathtaking views of the Gulf of Mexico and the intercostal waterway can be seen in all directions. You can also enjoy your time in a brand new, beautifully designed pool with a hot tub. Take an easy stroll to your perfect day on the beach or just hop on the island trolly to enjoy all the dining and shopping opportunities that Anna Maria Island has to offer. Don’t delay: schedule your showing today!

2415 Avenue B, Bradenton Beach
$6,900,000
5 Beds ⋅ 6 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Looking to build BRAND NEW CONSTRUCTION with FULL BAY VIEWS in the fabulous Key Royale boating and golfing community? This 15,000 sq. ft lot has been fully cleared and is ready to go! The first photo is a proposed design by noted Sarasota designer Brian Phipps including building plans and pricing by local Sarasota builder. You can also bring your own plans and builder. Option to buy the vacant lot separately for $3,300,000. Plan specs: 5B/5.5B/+DEN with 4984 sq.ft and total of 11,321 sq.ft. and will include a 3 car garage, roof top deck, designer pool and spa and will feature high end builder upgrades for the most discerning buyers. Enjoy unobstructed views of the Tampa Bay and Sunshine Skyway. Build your island dream home, or create a sensational waterfront investment property. Plans and elevations are available for your review. Floor plan, square footage, etc. have been calculated based on current design by local builder and can be shared on request.

659 Key Royale Drive, Holmes Beach
$3,195,000
7 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
HUGE $495K PRICE REDUCTION CURRENTLY $200K IN RENTALS ON THE BOOKS FOR 2025 Introducing "Endless Summer"—your perfect vacation retreat and investment opportunity! This newly constructed (2024) gem features 7 spacious bedrooms and 6 elegant bathrooms, just a 4-minute stroll from the beach. Key Features: Bedrooms: 7 Bathrooms: 6 Elevator: Easy access across all levels Pool & Spa: Walk-in pool and spa for ultimate relaxation EV Charger: Eco-friendly convenience Designer Touches: Stylish accent walls throughout Rooftop Deck: Perfect for Coastal Sunsets Backyard Oasis: Featuring turf for putting, cornhole, and Connect Four. Enjoy the walk-in pool and spa. The garage includes a ping pong table, extra refrigerator, and ice maker. "Endless Summer" is designed for relaxation and enjoyment, with a projected income of around $380K, making it a fantastic investment. Experience the magic of Bradenton Beach at "Endless Summer" and create lasting memories. The sales agent is a part owner of this property.

2102 Avenue B, Bradenton Beach