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$14,250,000
5 Beds ⋅ 7 Baths ⋅ Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code
Imagine owning a beach retreat on an island beloved by travelers from around the world yet still cherished for its warm, small-town charm. Newsweek recently named Anna Maria Island the #1 Most Popular Beach Town in America, and nestled along its pristine shoreline is Sunset Dream, an extraordinary 8,563 sq ft under-air contemporary beachfront estate designed to celebrate panoramic Gulf views at every turn. Every element of this fully furnished, modern masterpiece is intentional and bespoke. Imported “corner-less” wraparound glass walls frame 180-degree vistas of the Gulf of Mexico, creating an uninterrupted connection to the shoreline. The chef-inspired kitchen redefines entertaining with a layout that allows guests to watch the cooking experience as if they’re part of a live culinary show. A secondary hidden catering kitchen supports large gatherings with ease. This gourmet space includes a dual-faucet Galley Workstation® sink, full-size Sub-Zero® refrigerator and freezer, dedicated red and white wine coolers, a beverage bar, and a built-in Frame® TV. The main living area showcases curated Menotti® Italian furnishings, a white grand piano, a sleek linear gas fireplace, and exquisite finishes that highlight superior craftsmanship. Oversized Euro Doors® open fully, inviting the outdoors in and creating a spectacular indoor–outdoor lifestyle. For game days or cinematic evenings, the media room is a standout feature. Hand-cut paulownia wood wall coverings warm the space, while smart home controls dim the room and bring a 155" screen to life. A smoked-oak bar and dual keg system elevate the experience. The third-level primary suite continues the theme of breathtaking Gulf views with its own floor-to-ceiling wraparound glass walls. A built-in breakfast bar and custom leather bed with a hidden TV lift offer comfort and luxury. The spa-inspired primary bath includes dual water closets and a sculptural tub surrounded by corner-less glass overlooking the beach, a true statement of artistry and retreat. The ground-level terrace is an oasis designed for relaxation and connection. Lounge beside the full-sized pool with in-water bar seating, unwind in the spa, or admire the dramatic one-story waterfall. The space seamlessly opens to a poolside bar and indoor entertaining lounge. To complete the experience, Sunset Dream is equipped with a comprehensive smart home and security system and comes fully furnished for immediate enjoyment. Close at noon and toast to your new lifestyle with a glass of wine at sunset, right from your terrace as the sky melts into the Gulf.

104 Sunset Lane, Holmes Beach

$8,100,000
5 Beds ⋅ 8 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of coastal luxury with this newly constructed bayfront residence on Anna Maria Island. Offered fully furnished with high-end furniture, this home features top-tier Wolf and Sub-Zero appliances and a state-of-the-art Control4 home automation and audio-video system. Thoughtfully designed to capture sweeping panoramic views of Anna Maria Sound, this exceptional home offers five spacious bedrooms—each with its own en-suite bathroom, plus an additional full outside bath and two additional half baths for added convenience. Perfectly positioned for boating enthusiasts, the property provides seamless access to the Gulf of America and Tampa Bay, with calm, protected waters ideal for sailing. The outdoor living space is a true retreat, featuring a resort-style pool and spa, a fully equipped outdoor kitchen with two Wolf grills, a full workout room, and impeccably designed areas for relaxation and entertaining. Inside, you’ll find elegant stone countertops, custom cabinetry, and the convenience of a private elevator. A spacious three-car garage adds practicality, while the second floor offers a tranquil primary suite complete with a luxurious en-suite bath, private covered balcony with breathtaking views, and a home office. The third level includes a secondary living area, perfect for guests or multi-generational living. Ideally located just moments from world-class dining, upscale shopping, and some of the most beautiful beaches in the world, this home offers the ultimate in refined coastal living!

619 Key Royale Drive, Holmes Beach

$6,400,000
2 Beds ⋅ 3 Baths ⋅ Gutierrez Sub SubDv. ⋅ 34217 Zip Code
Back on the market!!!!! Welcome to 103 51st Street. One of the most amazing Gulf front properties in Holmes Beach. Although the address says 51st St, the property is found directly on the Gulf of Mexico. It is over 27,000 square feet with 80 feet of direct gulf front. On the street side there is over 151 feet of frontage on 5th Avenue. 5th Avenue is a unique street. It is not a high traffic street and dead ends at the driveway of your new home. The property is surrounded by lush tropical vegetation and shaded by large Australian Pines. They provide a welcome measure of privacy from prying eyes walking past on the beach. You can see out to the Gulf, but they cannot see into the property. Now we need to talk about the existing home. It was elevated enough to have been untouched by the hurricanes of 2024. The home is a traditional wood sided cottage on a block foundation. It is clad in the original cypress plank siding. All the exterior windows have been replaced with impact resistant glazing. The entire back of the home has large windows and sliding doors. You can watch the sunsets from the huge great room and kitchen, and sometimes even from the bed in the primary bedroom, found at the front of the home. The entire interior has been upgraded and redone. The kitchen and baths were covered in granite and stone. The home has 2 bedrooms and 2 and ½ baths. The entire home is open and inviting and you can enjoy it as it is and not change a thing. Or it could be the perfect place to enjoy your Gulf front property while you plan your forever home on Anna Maria Island. The size of the lot allows the construction of a home with well over 9000 square feet of air-conditioned space. Whatever you choose to do, your spectacular Gulf views will never go away.

103 51st Street, Holmes Beach

$6,400,000
Gutierrez Sub SubDv. ⋅ 34217 Zip Code
Back on the market!!!!! Welcome to 103 51st Street. One of the most amazing Gulf front properties in Holmes Beach. Although the address says 51st St, the property is found directly on the Gulf. It is over 27,000 square feet with 80 feet directly gulf front. On the street side there is over 150 feet of frontage on 5th Avenue. 5th Avenue is a unique street. It is not a high traffic street. The street dead ends on directly on the Gulf and into the driveway of your new home. The property is surrounded by lush tropical vegetation and shaded by large Australian Pines. They provide a welcome measure of privacy from beachgoers walking past on the Gulf. You can see out, but they cannot see into the property. Along the north side of the property is a 10-foot beach access/easement split with the home next door. This was added when the original plat was approved. It is only for the use of the homeowners of the subdivision along 51st st. It was Now we need to talk about the existing home. It was elevated enough to have been untouched by the hurricanes of 2024. The existing home is a traditional wood sided cottage on a block foundation. The interior has been totally renovated, and all the windows were replaced with impact glass. The living space was untouched by the hurricanes of 2024. It would be the perfect place to enjoy your Gulf front property while you plan your forever home on Anna Maria Island. The size of the lot allows the construction of a home with well over 9000 square feet of air-conditioned space. It also could support a separate outbuilding such as a detached garage or pool house. Whatever you choose to do, your spectacular Gulf views will never go away.

103 51st Street, Bradenton Beach

$5,700,000
3 Beds ⋅ 4 Baths ⋅ Gutierrez Sub SubDv. ⋅ 34217 Zip Code
Views abound in this exquisite beachfront retreat in the heart of Anna Maria Island. This 3-bedroom, 3.5-bath Coastal West Indies–inspired residence showcases exceptional craftsmanship, including custom millwork, solid oak flooring, vaulted ceilings, designer draperies, and Roman shades throughout. An open-concept floor plan fills the home with natural light, while expansive windows and glass doors frame picturesque Gulf views and create seamless indoor-outdoor living—ideal for entertaining. The gourmet kitchen is beautifully appointed with solid wood cabinetry, a paneled refrigerator, custom solid-surface countertops, and a Thermador range. The primary suite is a private sanctuary where you’ll awaken to sweeping views of the turquoise waters of the Gulf. The spa-inspired bath features dual vanities and a luxurious walk-in shower with a striking stone waterfall accent. Hand-carved custom wood doors enhance the suite’s privacy, while a private sitting area just outside provides an additional space to unwind. The third level offers two well-appointed guest suites, each with breathtaking views and elegantly finished en-suite baths.On the lower level, a welcoming foyer with a custom staircase and private elevator provides access to all floors. The oversized two-car garage includes built-in storage cabinetry, and a versatile bonus area offers additional space for entertaining or recreation. Set on a lush half-acre lot with mature landscaping and thoughtfully designed outdoor lighting, the property highlights a stunning beachside pool and spa, covered lanai, private outdoor shower, and roll-down hurricane shutters. Multiple decks provide the perfect vantage point for sunset views and tranquil beach watching.Schedule your private showing today and experience the ultimate in beachfront living.

95 52nd Street, Holmes Beach

$3,960,000
4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Spectacular bay views define this recently renovated 4-bedroom, 4-bath waterfront home in Holmes Beach, set on a large bayfront lot with exceptional waterfrontage and sweeping open water vistas. Positioned at the end of a quiet bayside street, the property captures some of the most expansive bay views on Anna Maria Island. Renovated within the past year, the home blends updated finishes with distinctive architectural details and inviting gathering spaces. The main living area features a wood burning fireplace, while large windows and sliding glass doors frame the bay and fill the home with natural light. A tongue-and-groove wood ceiling adds warmth and coastal character throughout the primary living space. The updated kitchen includes built-in appliances, custom cabinetry, and generous prep space, opening to the dining and living areas for easy entertaining. A standout feature is the second-floor great room, an expansive and versatile retreat offering elevated water views and abundant natural light. The space includes 4 day beds, a full bath, and an adjacent artist space, creating flexible accommodations for guests or creative pursuits. Outdoor living takes full advantage of the setting with a private pool and expansive waterfront patio areas overlooking the bay, providing ideal spaces for lounging, dining, and enjoying coastal breezes and stunning sunsets. Located just moments from the beaches, shops, and restaurants of Anna Maria Island, this property offers recent renovations, generous living spaces, and exceptional bayfront views in one of Holmes Beach's most desirable waterfront settings.

531 72nd Street, Holmes Beach

$3,950,000
4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code
Set within the desirable North Point Harbour enclave of Key Royale in Holmes Beach, this impeccably reimagined waterfront residence captures the essence of coastal living, where clean architectural lines, curated interiors, and uninterrupted water vistas converge. From the moment you enter, every space is thoughtfully oriented to frame expansive views of Bimini Bay and Tampa Bay, creating a dynamic yet tranquil backdrop that evolves throughout the day, from soft morning reflections to vivid Gulf Coast sunsets. Updates include hurricane windows and sliding glass doors, new roof, wood look tile throughout, new composite dock and 20,000# lift. The floor plan is thoughtfully designed to balance privacy with hospitality, anchored by two primary suites, offering exceptional flexibility for hosting guests or extended stays. The main-level suite provides convenience and accessibility, while the upper-level primary and additional bedrooms create a quiet retreat with elevated water views. At the heart of the home, a statement kitchen serves as both a culinary showpiece and social hub. Outfitted with a Monogram refrigerator and gas range, the space is complemented by an expansive Cambria quartz island with seating for six. Two wine refrigerators are thoughtfully integrated, elevating the entertaining experience and seamlessly connecting to the dining and living areas. Beyond the interiors, the home extends into an exceptional waterfront lifestyle. A newly constructed dock with a 20,000-pound lift caters to serious boating enthusiasts, while the property offers ample space to design a custom poolscape tailored to your vision. The oversized two-car garage offers generous additional storage, ideal for a golf cart, beach essentials, bicycles, and coastal lifestyle gear. Directly across the street, residents enjoy convenient access to North Point Harbour's heated pool, as well as a tennis and pickleball court adding an additional layer of resort-style living just steps from your front door. Residents enjoy the close proximity to the sugar-white sand beaches of Anna Maria Island, the restaurants, art galleries and shops in Holmes Beach. Other nearby amenities include dog park, public tennis/pickleball courts, basketball, skate park, library and soccer fields. Ideally positioned just moments from the fairways of Key Royale Golf Club’s private par-32, nine-hole course, optional membership provides access to golf, dining, and a vibrant social scene. Downtown Bradenton, Sarasota, SRQ Airport, Tampa Airport and St. Pete/Clearwater Airports are all within an hour drive away. Residents and visitors appreciate all the opportunities to enjoy the theatre, art fairs, farmers markets, concerts, boating, fishing and shopping that is convenient for the Florida lifestyle. This is more than a home. It is a lifestyle of relaxed coastal luxury, effortless entertaining, and a constant connection to the water on Anna Maria Island. BEAUTIFUL FURNISHINGS OF THIS HOME ARE NEGOTIABLE.

723 Key Royale Drive, Holmes Beach

$3,850,000
4 Beds ⋅ 5 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Waterfront Luxury Awaits YOU! Experience the ultimate Anna Maria Island lifestyle in this stunning custom-built, canal-front residence, perfectly positioned on a quiet street in Key Royale of Holmes Beach. Built with impeccable craftsmanship and thoughtful design, this exceptional 4-bedroom, 5-bathroom home delivers coastal elegance and resort-style living just steps from the sugar-white sands of the Gulf of Mexico. Step inside to soaring ceilings, an abundance of natural light, and high-end finishes throughout. The open-concept great room flows seamlessly to the outdoor living spaces which includes an outdoor kitchen with a green egg and dining. Convenient full pool bath and 2 laundry rooms to note! A true standout feature is the temperature-controlled 500+ bottle wine cellar – an exquisite touch for the discerning collector. The gourmet kitchen is a chef’s dream, featuring premium appliances like Wolf induction cooktop, custom cabinetry, and a large center island that overlooks the canal, dual dishwashers, and a walk-in pantry. Each of the four spacious bedrooms offers privacy and comfort, with luxurious en-suite bathrooms and generous closet space. Outside, paradise unfolds: a heated pool and spa invite year-round relaxation, while the expansive covered lanai and low-maintenance artificial turf create a lush, private oasis. Boaters will love the private dock with 16,000 lb boat lift and direct access to Tampa Bay and the Gulf – no bridges, quick out to open water. Additional highlights include are wet bar with mini fridge for effortless entertaining, Whole-home generator for complete peace of mind, Two-car garage with epoxy flooring, Elevated construction and impact-resistant windows/doors, extra storage room, and a huge outdoor shower. This is more than a home – it’s a lifestyle. Properties with this combination of luxury finishes, waterfront access, and thoughtful design rarely come available. Schedule your private showing today!

628 Dundee Lane, Holmes Beach

$3,800,000
5 Beds ⋅ 4 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
Located in the heart of Holmes Beach on Anna Maria Island, this reimagined waterfront home offers deep-water boating access, direct Gulf views, elevator access, and a beach location that is hard to beat, just steps from the front door to the sand. Set on one of the closest canal-front streets to the beach, the property provides protected dockage, quick access to Tampa Bay, downtown St. Petersburg, and the Gulf of Mexico, along with the everyday ease of true island living. Originally rebuilt from the block in 2022 in collaboration with Richard Haas, the home was thoughtfully redesigned with clean architectural lines, quality coastal construction, and low-maintenance ownership in mind. The result is a modern Anna Maria Island waterfront residence built for comfort, efficiency, and long-term durability without sacrificing style, function, or quality. Inside, the living spaces were designed to maximize natural light and keep water views connected to daily life. The main living area, kitchen, and secondary primary suite all capture direct Gulf views, while large glass openings connect the interior spaces to the outdoor terraces. A custom floating red oak staircase serves as a striking architectural focal point and adds warmth to the clean modern design. The kitchen was designed for both entertaining and everyday use, featuring Cosentino Quartz counters, custom full-height cabinetry, JennAir Professional appliances, and a walk-in pantry. More than fifteen slabs of quartz were incorporated throughout the kitchen and bedroom suites, creating a consistent level of finish throughout the home. Smart-home features, remote-controlled shades, custom lighting, elevator access, and thoughtfully curated finishes contribute to a comfortable and efficient living environment. The primary suite offers a private retreat with a custom-built walk-in closet and a spa-inspired bath featuring Toto fixtures, dual vanities, and multi-function shower features. Additional upgrades include dual high-efficiency HVAC systems, buried gas storage, generator readiness, tankless water heaters, and water-softening systems. A newly installed dock and Golden boat lift accommodate larger vessels, while recent dredging improves canal access for serious boaters. Combining modern coastal architecture, deep-water boating access, Gulf views, updated construction, and one of the most walkable beach locations on Anna Maria Island, this Holmes Beach waterfront residence represents a rare opportunity within Florida's luxury coastal market. Easy access to North bridge/Manatee Ave via two different routes. Please note: A pool permit has been approved. Pool plans, specifications, and contractor quote are available in the attachments.

201 N Harbor Drive, Holmes Beach

$3,700,000
4 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
THIS IS THE ONE! Welcome to Annabella by the Sea. Impeccably built to the highest standards in 2024 by Eason Builders Group. This luxury home is a coastal dream, situated in the heart of Anna Maria Island, featuring 4 stunning bedrooms, 4.5 baths, over 3200 sq ft of refined living space, and multiple covered outdoor spaces, combining elegant comfort with the best of island living. Located in an ideal location, walkable to the sugary beaches of the Gulf, close to dining, shopping, and local attractions. No expense spared on this contemporary gorgeous home with designer finishes throughout, a gourmet kitchen with oversized island, top of the line appliances, huge walk-in pantry, and custom cabinetry. The open concept is perfect for entertaining with a spacious living and dining room that seamlessly connects to a large balcony with more seating. Custom light fixtures, spacious bedrooms with private ensuites, a game room by the pool area and a family room on the second floor ensures there is room to unwind and relax! Last, but not least, the oasis back yard with covered lounge areas, a luxurious pool and spa, lush landscaping and multiple balconies is the perfect spot to hang out after a day at the beach. Or take your party to your roof top deck for sunset and panoramic views. This gorgeous home is spacious in every sense and comes completely furnished with luxury details, curated so all you need to do is bring your clothes. A great rental history, making it the perfect family retreat or an outstanding investment property. Call today to schedule your private showing. Own where your heart already lives!

401 77th Street, Holmes Beach

$3,525,000
5 Beds ⋅ 5 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Introducing one of Anna Maria Island’s most captivating bayfront residences, perfectly positioned along the pristine waters of Bimini Bay with sweeping panoramic views stretching across the open water and beyond. Encompassing more than 4,300 square feet of beautifully designed living space, this stunning estate embodies the essence of luxury island living. From the moment you arrive, the home’s elevated coastal architecture, lush tropical landscaping, and commanding presence create an unforgettable first impression. At the heart of the residence, a recent renovation transformed the main living areas into a sophisticated gathering space designed for relaxed family living and effortless entertaining. The chef’s kitchen serves as the centerpiece of the home, showcasing custom cabinetry, premium appliances, designer finishes, an eye-catching backsplash, and an oversized island where family and friends naturally gather. Thoughtfully designed for both beauty and functionality, the kitchen flows seamlessly into expansive living and dining spaces where walls of glass frame breathtaking bay views and fill the home with natural light. The open-concept design creates a seamless connection between indoor and outdoor living, allowing the beauty of the bay to become part of everyday life. Every space was designed to embrace the home’s spectacular setting. Five spacious bedrooms and five beautifully appointed bathrooms provide luxurious accommodations for family and guests. The waterfront primary suite features a private balcony and breathtaking sunrise views across the bay. Additional guest suites and custom bunk accommodations offer comfort, privacy, and refined coastal style throughout. Step outside and discover a private bayfront retreat unlike anything else on the island. The resort-style pool and spa overlook sparkling open water, creating a dramatic backdrop for relaxation and entertaining. Multiple terraces and balconies provide front-row seats to sunrises, passing boats, and the ever-changing colors of the bay. A private putting green adds another layer of enjoyment, while mature tropical landscaping enhances privacy throughout. For boating enthusiasts, the location is simply unrivaled. With no bridges and direct access to Tampa Bay and the Gulf of Mexico, the property offers effortless navigation for everything from offshore fishing adventures to sunset cruises and days exploring nearby sandbars and waterfront destinations. The private dock and 16,000-pound lift place endless adventures just steps from your back door. Yet perhaps the home’s greatest luxury is its setting. Positioned on one of Anna Maria Island’s most coveted stretches of shoreline, this residence offers the rare combination of expansive open-water vistas, direct boating access, modern coastal elegance, and the relaxed sophistication that defines island life. Beyond the property itself lies the timeless charm of Anna Maria Island. Leave the car behind and embrace a lifestyle where bicycles, golf carts, and sunset strolls are part of daily life. Explore sugar-sand beaches, browse the boutiques and galleries of Pine Avenue, and enjoy waterfront dining moments from home. Blending Old Florida charm with coastal sophistication, Anna Maria remains one of Florida’s most sought-after island destinations. This is more than a home. It is a private waterfront resort, an entertainer’s dream, and a rare opportunity to experience the very best of Anna Maria Island living.

532 70th Street, Holmes Beach

$3,350,000
5 Beds ⋅ 6 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Stunning turnkey new construction on Anna Maria Island, located on a serene and rare double channel lot in the Key Royale neighborhood. This spacious residence features 5 bedrooms, 2 on the main level and 3 upstairs, all with en suite and walk-in closets offering ample space for family and guests. The main floor’s primary suite includes a large bathroom with steam shower and beautiful marble tile flooring. Enjoy 2 living spaces, one on the main level and another with a large balcony overlooking the canal on the second floor. The elevator provides easy access to both levels. Convenient laundry with 4 washers and 4 dryers, 2 upstairs and 2 on the main level. Upgraded finishes throughout with wide plank engineered walnut flooring, marble tile in the bathrooms, quartz countertops, 8' high extra thick upgraded doors, and upgraded trim package. The modern kitchen boasts brand new high-end Sub-Zero and Wolf paneled appliances and upgraded cabinetry. Step outside to enjoy covered seating and dining areas, a large saltwater pool and spa with breathtaking canal views, and 2 new composite wood docks with new seawall on this home's rare corner channel access, ideal for water enthusiasts. The property also features garage spaces to accommodate 4 vehicles, and new mature landscaping. The home's interiors are thoughtfully designed with hand-curated, beach inspired furnishings which are included in the sale.

603 Emerald Lane, Holmes Beach

$3,100,000
4 Beds ⋅ 5 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Just a few sandy steps from the shores of Holmes Beach, this newly built 4BD/4.5BA coastal haven blends elevated design with the laid back spirit of island living. A proven income generator with bookings already on the calendar, this property offers the rare opportunity to enjoy a luxury retreat that also works for you. Each of the four ensuite bedrooms offers generous space and privacy, three with private balconies, and a primary suite that stuns with sweeping Gulf views and a spa-inspired bath featuring a freestanding soaking tub. The light filled living area flows effortlessly into a sleek chef’s kitchen where a quartz waterfall island, luxury gas range, wine bar, and oversized walk-in pantry cater to everything from casual breakfasts to sunset dinners. Step outside to discover a resort style backyard designed for all day enjoyment including a heated pool and spa, cascading sheer waterfall, outdoor dining and lounge space beneath a covered cabana deck, and lush turf landscaping that’s as beautiful as it is low maintenance. For sunset seekers, the rooftop deck delivers panoramic Gulf and Bay views that make every evening feel like a getaway. Other thoughtful touches include an elevator, bonus flex space, two-car garage, circular drive, and laundry room. All of this is tucked just moments from the best of the island local boutiques and beloved restaurants, making it equally suited as a luxurious full time residence or high performing vacation rental.

6605 Gulf Drive, Holmes Beach

$3,075,000
7 Beds ⋅ 8 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Experience refined coastal living just steps from the sugar-white sands of Anna Maria Island in this exceptional seven-bedroom, seven-and-a-half-bath luxury retreat. Designed to deliver both an elevated lifestyle and outstanding vacation rental performance, this professionally curated residence offers the ideal blend of sophistication, comfort, and income potential in the heart of Bradenton Beach. Thoughtfully constructed with elevated design and timeless coastal architecture, the home welcomes you with light-filled interiors, expansive gathering spaces, and seamless indoor-outdoor flow. The open-concept main living area is perfectly suited for entertaining, featuring a chef-inspired kitchen with premium appliances, generous counter space, and an effortless connection to spacious dining and lounge areas. Multiple balconies provide inviting settings to enjoy Gulf breezes, morning coffee, or spectacular island sunsets. Each of the seven bedrooms is appointed with its own private en-suite bath, creating a true luxury experience for guests and ensuring privacy and comfort for large groups or multi-generational stays. Designer finishes, quality craftsmanship, and attention to detail are evident throughout. Positioned just moments from beach access and within close proximity to island dining, shopping, and attractions, this property benefits from strong year-round rental demand. Whether you are seeking a high-performing investment property or a private island getaway that generates income, this residence represents a rare opportunity to own a premier coastal home on Anna Maria Island. With consistent rental income averaging $250K annually and over $100K on the books already for 2026, this is one you don't want to wait on!

2200 Avenue B, Bradenton Beach

$2,737,500
4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code
This almost brand-new, (2024) fully furnished 4-bedroom, 4.5-bath luxury residence delivers the perfect blend of island relaxation and modern sophistication. Built to the highest standards and unaffected by recent hurricanes, it offers peace of mind along with exceptional design. A charming front entry welcomes you into a bright, open great-room floor plan that seamlessly connects the living area, dining space, and chef’s kitchen. The kitchen features a large entertaining island, premium finishes, and generous seating—ideal for hosting family and friends. The primary suite is a serene retreat with a spa-style ensuite bath, creating a private sanctuary for unwinding after a day in the sun. Two more king bedrooms all with en-suite bathrooms allow privacy for guests. Everyone will love the bunk room also with en-suite bathroom. Step outside to expansive outdoor spaces surrounded by lush tropical landscaping. Enjoy the Florida sunshine by the heated pool and infinity edge spa, relax with a drink in hand, or gather for evening conversations under the stars. The turfed backyard provides a lush area for pets and additional seating areas. The home also features rooftop deck with sweeping intercoastal water views, perfect for taking in unforgettable sunsets. Multiple balconies around the allows you to enjoy the incredible island weather. A spacious 2-car garage provides room for vehicles, a golf cart, and additional storage. Every detail has been thoughtfully designed for comfort, convenience, and effortless island living. Situated in one of Anna Maria Island’s most desirable areas, this home places you moments from everything that makes island life special. Take advantage of the private community boat ramp and quick access to the beautiful waters of Tampa Bay and the Gulf. Currently utilized as a short-term vacation rental with great rental revenue and many 5-star reviews, this home provides a fantastic investment opportunity.

243 S Harbor Drive, Holmes Beach

$2,735,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
From sunrise to sunset, stunning Gulf views throughout the house. One of the most outstanding features of this property is the expansive rooftop deck—an irreplaceable amenity due to current height restrictions. From this vantage point, take in breathtaking Gulf sunsets, views of the Sunshine Skyway Bridge, and sweeping 360-degree panoramas of the island and surrounding waters. The elevated position of the street further enhances views and peace of mind. The home was thoughtfully designed by award winning architect Emily Anne Smith. The floor plan with four bedrooms, including two luxurious primary suites. Every bedroom features a private en-suite bathroom, complemented by two additional half bathrooms for a total of six bathrooms. A separate washer and dryer add convenience. The layout is designed to maximize natural light and capture views from sunrise to sunset. Both living levels feature wrap around decks with large seating and lounging areas. The second living level hosts a spacious primary suite with heated bathroom floors, a jacuzzi-style soaking tub, large shower, and dual vanities. This level also includes two additional en-suite bedrooms, plus a comfortable living area with a half kitchen featuring a sink, refrigerator, microwave, toaster oven, ample cabinetry, and a 48-bottle wine cooler—perfect for guests and family seeking privacy and independence. The third living level showcases an open-concept design with soaring ceilings, where the main kitchen, dining, and living areas all face the Gulf. Enjoy spectacular sunset and skyline views from nearly every angle. This level also features a second primary suite with a king bed and spa-like en-suite bathroom, a separate half bathroom, office workspace, and direct access to the rooftop deck. Outdoor living is equally impressive, highlighted by a resort-style pool with rock waterfall, jet stream fountain, jacuzzi jets, auto-fill system and mature tropical landscaping. A six-foot privacy fence surrounds the property. Entertain with ease at the covered tiki bar equipped with sink, refrigerator, TV, stereo, plus multiple shaded and sun-soaked seating areas. Additional features include a large garage accommodating 2–3 vehicles with 9-foot ceilings, extensive storage, workbenches, elevator, impact-rated PGT windows and doors, metal roof, low-maintenance stucco and Hardie plank exterior, heated slate kitchen floors, plus slate in entrance and storage room, bamboo flooring throughout the rest of the house, Hunter Douglas blinds, and the home is offered fully furnished and move-in ready. The home also features a monitored security system, smart thermostats and an Artificial Intelligence (AI) Camera System with DVR. Never rented, yet zoned for weekly rentals. No hurricane water intrusion in 2024. A truly rare offering on Anna Maria Island on one of the highest elevation and quietest streets with a deeded beach access.

106 79th Street, Holmes Beach

$2,625,000
7 Beds ⋅ 6 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code
Welcome to Floridaze! A newly constructed 6-bedroom and 5.5-bathroom luxury home. Located less than a 1-minute walk to the gorgeous beaches of Anna Maria Island. You will feel like the crystal-clear blue waters of the Gulf of Mexico are in your very own backyard! Located between the Gulf of Mexico and the intercoastal waterway, sunshine and sand are a quick walk from your front door. Relax and unwind in this stunning custom built home that will feature all the amenities you would expect from your a luxury home on Anna Maria Island. Take a dip in the private saltwater pool, or simply let your worries melt away in the attached spa. Watch the world-renowned sunsets from the comfort of your own home with the rooftop deck overlooking the beach, or challenge your loved ones to a friendly game in the arcade room. This incredible home is a fantastic island residence, or continue to take advantage of it as a lucrative vacation rental property! This home has plenty of room for everyone with enough beds to comfortably sleep 14 guests. The entire home has been professionally decorated, and the furnishings are all included. When you are ready to explore the island, you’ll find that the location is convenient to all the best that Anna Maria Island has to offer. Whether by golf cart, bicycle, or the island’s trolley system, you're always close to the action. From farm to table dining options to some of the best ice cream you’ll find around-everything is a short distance away. Come and experience the amazing location and amenities of Floridaze for yourself. Schedule your private showing today!

2305 Avenue C, Bradenton Beach

$2,625,000
3 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Effortlessly blending relaxed coastal living with refined design, this beautifully remodeled 3BD/3BA retreat invites you to slow down and stay awhile. Inside, the heart of the home is a show stopping kitchen that exceeds expectations with wood cabinetry, sleek quartz counters, a gas range, double ovens, wet bar with wine fridges, and a massive center island that makes entertaining both elegant and easy. Rich wood beams warm the open concept living and dining areas, where natural light spills in through oversized sliders that frame the view to your private outdoor oasis. Two of the bedrooms feature ensuite bathrooms, offering comfort and privacy for guests or family. The seamless indoor outdoor flow leads to a backyard paradise designed for total enjoyment, with a sparkling heated pool and spa, lush tropical landscaping, and ample space for lounging in the sun or shade. A private dock with electric and water access extends your lifestyle to the water, whether you’re an avid boater or simply enjoy the waterfront setting. Under the covered outdoor living space, complete with grill, refrigerator, and a wood burning fireplace with updated gas components (December 2025), the space transforms into the perfect spot for gathering year round. Thoughtful upgrades throughout include the full replacement of all original cast iron plumbing, removal of all in floor water lines and installation of new water lines in the attic, all new electrical wiring, fixtures, and panel, plus an on demand hot water heater with a recirculating pump delivering instant hot water to every sink and shower. A buried 125 gallon propane tank supports the gas features throughout. Topped with a durable metal roof and fortified with impact rated windows and doors, this canal front gem is as solid as it is stylish. Just a short stroll or bike ride to the sugar white sands of Anna Maria Island and moments from beloved shops, restaurants, and local attractions, this is island living perfected, don’t let this rare coastal escape slip away.

523 69th Street, Holmes Beach

$2,550,000
4 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Experience the pinnacle of Anna Maira Island living in this stunning waterfront estate, situated in the highly sought-after boating and golf community of Key Royale. Freshly completed in 2026, this residence has undergone a meticulous, "to-the-studs" transformation. Offering the ultimate peace of mind, the property sits at a noticeably higher elevation than most homes on the island, features a brand-new metal roof, and is fully equipped with premium PGT windows and full hurricane impact-rated protection throughout. Offered furnished with designer-curated pieces, the expansive, light-filled open floor plan flows effortlessly across premium large-format tile flooring. At the heart of the home is a fully equipped kitchen, anchored by a massive island, custom cabinetry, a beautiful coastal-blue tile backsplash, and top-tier GE Café stainless steel appliances. An adjacent butler’s pantry, complete with an additional sink, ample storage, microwave, and a dedicated wine refrigerator, ensures effortless hosting. Accommodations include a highly flexible fourth bedroom, perfectly suited for a private home office, media room, or custom bunk room to maximize guest comfort. The interior spaces seamlessly transition to a spectacular backyard paradise through massive impact sliding glass doors. Positioned on one of the largest canals on Key Royale, this property is a boater’s dream, with an expansive private dock with direct, deep-water access. Designed for sunset entertaining, the expansive outdoor living space centers around a newly resurfaced PebbleTec pool, framed by elegant shellstone pavers and a large covered patio. The perfectly manicured grounds are framed by mature palm trees, professional exterior lighting, and a full irrigation system. Located just moments away from the exclusive Key Royale Club, offering the island’s premier private golf and social amenities, this fully updated masterpiece delivers coastal luxury.

618 Gladstone Lane, Holmes Beach

$2,535,000
3 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Tropical Waterfront Oasis in Holmes Beach! Welcome to 518 74th Street, a stunningly remodeled coastal retreat that captures the essence of island living. This open-concept residence offers 3 spacious bedrooms, 3.5 luxurious baths, and is being sold designer furnished for a move-in ready experience. Step inside to find a chef’s kitchen with high-end finishes, custom cabinetry, and generous counter space perfect for entertaining. Each bedroom features its own walk-in closet and private bath, blending comfort with elegance. Outside, paradise awaits with 80 feet of deep sailboat-water frontage, a new seawall, and direct boating access to the Gulf. The backyard is a private tropical sanctuary, complete with a resort-style pool and spa surrounded by lush mature landscaping and fruit trees. Just a short stroll to the beach, this home offers the perfect blend of luxury, relaxation, and convenience. Whether you’re seeking a full-time residence or a vacation escape, this tropical waterfront gem is ready to welcome you.

518 74th Street, Holmes Beach

$2,520,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Experience coastal luxury in this stunning waterfront home located in the highly sought-after Key Royale community. Completely remodeled to the studs in 2021, the residence features a substantial addition that introduced a generously sized family room which is ideal for guest overflow, a dedicated movie room, or a relaxed secondary living area. This meticulous renovation ensures unparalleled peace of mind, featuring a metal roof with spray foam insulation, durable Hardie board siding, and all-new plumbing, air ducts, and electrical systems. The convenience of ground-level living is coupled with the incredible security of a Garrison Flood Prevention system, installed in 2025 at all eight potential water intrusion points. The open-concept layout features a true chef’s kitchen anchored by an oversized island and sleek, custom cabinetry. The heart of the home is designed for the ultimate Florida lifestyle, where opening the large sliding glass doors creates a seamless connection between the interior and the expansive outdoor living space, making it incredibly convenient to host large gatherings while enjoying the coastal breeze. Sophistication meets functionality with Kohler fixtures throughout and a premium Toto Neorest washlet in the primary suite. For the modern professional or host, custom Monarch Murphy beds in the guest bedroom and office offer effortless versatility, while remote-controlled blinds in the den, dining area, and patio doors allow for instant privacy. You can control this entire smart home directly from your phone, including multiple security cameras, alarm and locking systems, and Z-wave lighting throughout. The outdoor living space is a true resort, centered around a sparkling pool and spa surrounded by lush landscaping, an irrigation system, and elegant landscape lighting. Boaters will enjoy the high-end Trex dock, which includes a 7,500-pound lift, a rough-in for a 16,000-pound lift, and multiple locations for electric and water service. Thoughtful additions such as an outdoor shower and 30-amp RV outlets at the front ensure this estate is as practical as it is beautiful, offering a rare turnkey lifestyle in an exquisite waterfront setting. Call today for your private showing!

623 Concord Lane, Holmes Beach

$2,500,000
6 Beds ⋅ 5 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Paradise is Here! 6-Bedroom, 5-Bathroom Furnished, Turnkey Island Retreat in Holmes Beach Welcome to your dream beachside escape: This stunning 3-level single-family home is located just one block from the powdery sand beaches of the Gulf coast in highly sought-after Holmes Beach on Anna Maria Island. Weather you're Looking for a lucrative investment property or a private island oasis, this fully furnished, turnkey residence offers the best of both worlds. With 6 bedrooms and 5 bathrooms in total, there's plenty of room for everyone to spread out and enjoy the ultimate island lifestyle. This property boasts prime walkable access to the beach while maintaining a sense of privacy and tranquility. Highlighting each floor, the First Floor has a 2-car garage and a versatile bonus/game room with direct access to the pool and patio. The Second Floor features a Bright and airy open-concept kitchen, living and dining spaces, complete with a cozy dinette for casual meals. Three spacious bedrooms, two full bathrooms, and a convenient laundry room complete this level. The Third Floor provides a luxurious primary suite with a spa-like ensuite bathroom, two additional oversized bedrooms, and another 2 full bathrooms. The beautifully landscaped, fenced backyard is a true tropical paradise featuring a private pool and spa, along with outdoor dining and lounging areas perfect for relaxing or entertaining. Investors will appreciate the solid rental income potential while private buyers can immediately move in and embrace the laid-back Florida lifestyle. Don't miss this rare opportunity to own a slice of paradise on Anna Maria Island!

204 66th Street, Holmes Beach

$2,300,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Expansive Gulf and Intracoastal views on Anna Maria Island "Beach View Retreat". Custom-built 5 bedroom 4 bath home is not just a residence: it's a lifestyle. With quick access to the pristine beaches, vibrant local dining, live music, recreational activities, this property offers the perfect blend of relaxation and adventure. Experience an open and airy layout designed for relaxation and entertainment. The great room features large windows, two sets of French doors that let the natural sunlight, highlighting the elegant finishes and coastal decor throughout enjoy sitting on the front porch watching the palm trees sway. Adjacent to the great room is a gourmet kitchen, complete with stainless appliances, ample cabinetry, and a spacious island that invites casual dining and social gatherings. Step outside to your private outdoor oasis, where you can unwind by the sparkling pool surrounded by a waterfall and lush tropical landscaping. Lounge out in the sun from the rooftop deck and watch a sunset over the Gulf or enjoy panoramic views of the Intercoastal Waterway. The luxurious master suite provides a tranquil retreat, featuring expansive windows, French doors that lead out to the porch, enjoy the ensuite bathroom with a soaking tub and walk in shower, a spacious walk-in closet. Additional bedrooms are thoughtfully designed to accommodate guest or family members, each with a porch and 3 with ensuite bathrooms. Enjoy the 3+ car garage with 2 storage areas for all your beach and pool accessories. For guest that need an elevator it has access to all floors. Bring your boat or jet ski this home has ample parking for your guest and toys. Fantastic location with walking distance to Shops, Publix grocery store, drug stores and many local restaurants. No need to drive with a Island trolley that runs every 30 minutes accessing most popular hot spots on the island and it is FREE! This home comes turnkey furnished!

4101 4th Avenue, Holmes Beach

$2,200,000
3 Beds ⋅ 2 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Welcome to 625 Dundee Lane, a beautifully remodeled waterfront retreat offering the perfect blend of modern luxury and coastal living. This stunning 3-bedroom, 2-bathroom home has been completely updated with brand-new finishes throughout, offering a fresh and thoughtfully updated living experience in a prime canal-front setting. Situated on a scenic canal with 90 feet of water views from the backyard, this property is a boater’s dream. The private dock and boat lift provide quick and easy access to open water, making sunset cruises and weekend adventures effortless. Inside, you’ll find a thoughtfully redesigned interior featuring light-filled living spaces, all-new upgrades, and storm windows for added comfort and peace of mind. Every detail has been refreshed to create a clean, modern aesthetic while maintaining a warm, coastal feel. Step outside to your private waterfront oasis complete with a pool and spa, perfectly positioned to capture long water views and breathtaking sunsets. Whether you’re relaxing in the spa, entertaining poolside, or enjoying a quiet evening by the canal, this backyard is designed for true Florida living. Ideally located close to beautiful beaches, shopping, and top-rated restaurants, this home offers the perfect balance of tranquility and convenience. Don’t miss this opportunity to own a fully remodeled canal-front pool home with exceptional water access and unforgettable views.

625 Dundee Lane, Holmes Beach

$2,185,000
4 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Positioned on a naturally elevated homesite for enhanced drainage and reduced flood exposure, this custom-built Anna Maria Island retreat delivers the perfect blend of luxury, flexibility, and proven investment potential. Offered turnkey furnished, the residence features 4 bedrooms, 3 full baths, and a layout designed for effortless full-time living or high-performing vacation use. The light-filled main living level showcases soaring cathedral ceilings, an open-concept great room, and retractable glass doors that create seamless indoor-outdoor living to the expansive deck. The chef’s kitchen is built to impress with double ovens, commercial-size refrigerator, custom cabinetry, soapstone countertops, large island seating, and a brand-new ZLINE gas cooktop, all enhanced by suspended track lighting. Recent improvements include fresh interior and exterior paint, fresh sod and landscaping, an upgraded irrigation system, and a new pool heater and pump — delivering true move-in-ready peace of mind. The private primary suite offers a balcony retreat, walk-in closet, soaking tub, and walk-in shower. Two additional upstairs guest rooms share a spacious bath, while the fourth bedroom on the lower level provides direct pool access and an additional full bath — ideal for guests or multi-generational living. Outdoor living steals the show with a heated pool and spa, waterfall feature, gas firepit, built-in seating, and lush tropical landscaping for maximum privacy and year-round enjoyment. Zoned R1 with 30-night minimum rentals and a strong established rental history, this property offers exceptional flexibility for personal use, seasonal escapes, or income production. Located moments from the Gulf beaches, dining, and shopping of Anna Maria Island, this elevated, furnished coastal home is the total package.

213 84th Street, Holmes Beach

$2,127,500
3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
~~~~~~~PRICE DROP~~~~~~~NOW is the time to buy this house. Make Anna Maria Island your own with a rare opportunity to own a truly iconic private island residence in Holmes Beach. Designed by celebrated architect Emily-Anne Smith, this distinctive home is recognized for its signature pink exterior, architectural integrity, and enduring coastal character. Set along a deep-water canal with direct access through Bimini Bay to Tampa Bay, the property offers seamless access to Florida waters for boating, sailing, and fishing. The setting feels intentionally residential and private, ideal for those seeking a refined second home or a full-time island residence designed for personal enjoyment rather than rental use. Offering nearly 2,800 square feet of interior living space and an additional 1,000 square feet under roof, the home provides generous proportions and thoughtful separation of spaces. A spacious screened porch overlooks protected mangroves, creating a naturally private backdrop and a peaceful connection to the island environment. Inside, soaring cathedral ceilings, custom millwork, and a classic Craftsman-style fireplace highlight the quality and intention behind the original design. The chef’s kitchen is outfitted with a 6-burner WOLF range, SUB-ZERO refrigerator, BOSCH dishwasher, granite countertops, and a vegetable sink, offering a well-appointed foundation for both everyday living and entertaining. The upper level features a versatile loft that includes a bedroom with ensuite bath, a recreation or lounge area, and a charming hidden treehouse retreat, adding character and flexibility to the home’s layout. The floor plan, construction quality, and architectural details provide an exceptional opportunity for a new owner to thoughtfully tailor the space to their own taste while preserving its timeless coastal appeal. With its architectural pedigree, deep-water boating access, and quiet residential setting, this home invites a new owner to build upon its legacy and create a personalized island retreat that will endure for years to come. Schedule your private showing and experience the setting, serenity, and potential that make this a truly special Florida retreat.

512 77th Street, Holmes Beach

$2,100,000
3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code
Stunning Fully Remodeled Canal-Front Oasis in Prestigious Key Royale! Welcome to your slice of paradise, a beautifully reimagined 3-bedroom, 3-bathroom waterfront retreat on exclusive Anna Maria Island. This coastal gem has undergone a complete remodel, blending contemporary luxury with relaxed island living in the sought-after Key Royale community, home to the island’s only private golf course and just moments from pristine Gulf beaches. Step inside to discover an open, light-filled floor plan with high-end finishes throughout: sleek new kitchens with premium appliances, elegant quartz countertops, and custom cabinetry; spa-like bathrooms featuring designer fixtures and walk-in showers; and spacious bedrooms offering serene comfort. Every detail has been thoughtfully updated for effortless Florida living. Outside, your private backyard paradise awaits – a sparkling heated pool and spa with a chiller for year-round enjoyment, perfect for cooling off on warm summer days or soaking under the stars. The expansive lanai provides ample space for outdoor dining, lounging, and entertaining while overlooking the serene canal. Boaters will love the direct canal access with a 12,000 lb boat lift and private dock with electric– ideal for quick runs to the Gulf, fishing, or exploring the Intracoastal waterways. No bridges to the bay means easy outings! Located in the heart of Holmes Beach on Anna Maria Island, you’re just minutes from world-class white-sand beaches, charming restaurants, boutique shops, and the laid-back vibe that makes this area a top vacation and year-round destination. Schedule your private showing today!

680 Key Royale Drive, Holmes Beach