2myfloridabroker.com Search Results

$1,599,000

There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

There are homes that simply exist, and there are homes that become part of an island's story. Cherished by the same family for the past 46 years and with only two owners in its history, this waterfront retreat captures the authentic charm of old Anna Maria Island. Perfectly positioned on a quiet dead-end street, this three-bedroom, two-bath home sits on a generous waterfront lot with beautiful water views from nearly every room. A deep-water canal with no fixed bridges provides direct boating access to Bimini Bay and the Gulf of Mexico, making it an ideal home for boaters, anglers, and anyone who dreams of life on the water. Thoughtfully updated while preserving its inviting island character, the home features a beautifully remodeled kitchen (2024), new ceramic tile flooring throughout, a new air conditioning system (2024), and a new water heater (2024). The private pool creates the perfect setting for relaxing after a day on the boat or enjoying Florida evenings with family and friends. Being sold fully furnished, this home is ready to enjoy from day one. Move right in and embrace the timeless island lifestyle, or use this exceptional property as the foundation for creating your own custom waterfront dream home. Opportunities like this with such history, character, and an unbeatable boating location rarely come along. Only a few blocks from the beach, offering the best of both worlds—deep-water boating from your backyard and easy access to the Gulf's white-sand shoreline. Come experience the enduring magic of old Anna Maria Island, moments from the gulf beaches and conveniently located to island dining and shopping. **Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

508 83rd Street, Holmes Beach

$4,900,000

An exceptional Sarasota Bay waterfront opportunity offering nearly 100 feet of direct bay frontage in the heart of Bradenton Beach. The existing residence is habitable and may be enjoyed as-is, while also presenting outstanding long-term redevelopment potential. The Seller has obtained City confirmation regarding the potential for two waterfront homesites following removal of the existing residence (buyer to verify all zoning, permitting, subdivision, and development requirements). The property features a 75-foot composite dock with a 4,500-pound boat lift, breathtaking open-water views, and immediate boating access. Whether enjoyed today or reimagined for the future, this is a rare opportunity to create an extraordinary waterfront legacy on Anna Maria Island.

Ilexhurst SubDv. ⋅ 34217 Zip Code

An exceptional Sarasota Bay waterfront opportunity offering nearly 100 feet of direct bay frontage in the heart of Bradenton Beach. The existing residence is habitable and may be enjoyed as-is, while also presenting outstanding long-term redevelopment potential. The Seller has obtained City confirmation regarding the potential for two waterfront homesites following removal of the existing residence (buyer to verify all zoning, permitting, subdivision, and development requirements). The property features a 75-foot composite dock with a 4,500-pound boat lift, breathtaking open-water views, and immediate boating access. Whether enjoyed today or reimagined for the future, this is a rare opportunity to create an extraordinary waterfront legacy on Anna Maria Island.

2512 Avenue A, Bradenton Beach

$1,595,000

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

520 69th Street, Holmes Beach

$2,900,000

Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Custom-designed and meticulously maintained by its original owner, this waterfront residence offers a rare opportunity to experience the coastal lifestyle of Anna Maria Island. Positioned on a saltwater canal with direct boating access with no bridge restrictions and just a short distance from the Gulf beaches, the property combines waterfront living with convenient access to the island’s dining, shopping and recreational amenities. The home features three bedrooms, three baths, impact-rated windows, a central vacuum system serving all three levels and an elevator connecting each floor. Dual front balconies enhance the architectural character, while the ground level offers an expansive air-conditioned garage with space for multiple vehicles, a golf cart, watercraft equipment and beach gear. The main living level is designed for gathering and entertaining, featuring an open-concept great room with wet bar, dining area with built-in serving station and a spacious kitchen centered around a large island with cooktop and abundant workspace. A breakfast area opens to a balcony, while the adjoining sunroom provides additional space for dining, relaxing or working from home. An oversized guest suite on this level includes balcony access and a walk-in closet with an additional lockable storage area. The upper level is dedicated to two owner’s suites, each featuring cathedral ceilings, generous walk-in closets and access to a spa-inspired bath with dual vanities. A conveniently located laundry room completes the level. Outdoor amenities are designed to support an active waterfront lifestyle. The private dock is equipped with electricity and water, a 10,000-pound boat lift and two Jet Ski lifts. The landscaped grounds include a pergola draped in bougainvillea, mature tropical plantings and a mango tree. A spiral staircase connects the outdoor living areas, while fenced and shelled grounds provide a low-maintenance setting. Located on Anna Maria Island, residents enjoy access to waterfront restaurants, boutique shopping, fishing, community events and the free island trolley. Nearby destinations include Pine Avenue, Bridge Street, the Bradenton Historic Street Pier and many of the region’s well-known waterfront dining venues. Sarasota, Tampa and St. Petersburg are within convenient driving distance, along with cultural attractions including the John and Mable Ringling Museum of Art, Nathan Benderson Park, Mote Marine Laboratory & Aquarium and Robinson Preserve. Whether utilized as a primary residence, seasonal retreat or investment property, this thoughtfully designed waterfront home presents an exceptional opportunity to enjoy the boating and beach lifestyle of Anna Maria Island.

505 59th Street, Bradenton Beach

$96,000

Your boat will always be ready to go at its own boat slip in Holmes Beach. Get ready to explore Anna Maria Island, Tampa Bay, Egmont Key and other Gulf destinations and activities such as sunny coastal wildlife viewing, fishing, beachcombing and sightseeing. Boat slip (#35) on the 85th Street Canal. This is an undeveloped 10 ft by 25 ft boat slip ready for your dock design and utility installation. Located on the corner of 85th Street and Marina Drive.

Holmes Beach 33rd Unit Boat Slip SubDv. ⋅ 34217 Zip Code

Your boat will always be ready to go at its own boat slip in Holmes Beach. Get ready to explore Anna Maria Island, Tampa Bay, Egmont Key and other Gulf destinations and activities such as sunny coastal wildlife viewing, fishing, beachcombing and sightseeing. Boat slip (#35) on the 85th Street Canal. This is an undeveloped 10 ft by 25 ft boat slip ready for your dock design and utility installation. Located on the corner of 85th Street and Marina Drive.

238 85th Street Unit 35, Holmes Beach

$599,000

Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street Unit 420A, Holmes Beach

$2,000,000

Boater’s Paradise Awaits on Anna Maria Island! Discover this rare 9,810 sq ft vacant lot in desirable Holmes Beach, perfectly positioned on a secluded canal for ultimate privacy. Your future home will face a peaceful mangrove preserve—no homes across the water—creating a private waterfront sanctuary made for quiet enjoyment. Enjoy a brand-new dual-slip dock complete with a 7,000 lb lift and a 20,000 lb lift, ready for your vessels. The canal offers direct, no-bridge access to Bimini Bay and the Intracoastal Waterway, putting open water just minutes away. This is a true boater’s paradise and the ideal blank canvas for your dream waterfront home. Build the lifestyle you’ve always imagined—private, pristine, and perfectly connected to the water Lot being sold land only, does not include build. boats pictured do not convey.

Holmes Beach SubDv. ⋅ 34217 Zip Code

Boater’s Paradise Awaits on Anna Maria Island! Discover this rare 9,810 sq ft vacant lot in desirable Holmes Beach, perfectly positioned on a secluded canal for ultimate privacy. Your future home will face a peaceful mangrove preserve—no homes across the water—creating a private waterfront sanctuary made for quiet enjoyment. Enjoy a brand-new dual-slip dock complete with a 7,000 lb lift and a 20,000 lb lift, ready for your vessels. The canal offers direct, no-bridge access to Bimini Bay and the Intracoastal Waterway, putting open water just minutes away. This is a true boater’s paradise and the ideal blank canvas for your dream waterfront home. Build the lifestyle you’ve always imagined—private, pristine, and perfectly connected to the water Lot being sold land only, does not include build. boats pictured do not convey.

508 77th Street, Bradenton Beach

$4,000,000

Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, a storage garage with ample space for recreational toys, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Welcome to one of Anna Maria Island's most extraordinary waterfront estates, where timeless coastal elegance meets world-class boating and resort-style living. Perfectly positioned on a nearly ¼-acre corner lot with breathtaking open water frontage, this custom-built residence offers an exceptional combination of privacy, luxury, and direct access to Tampa Bay. Designed for both full-time living and luxury vacation rental potential, the home features 4 spacious en suite bedrooms, each with its own private bath. Expansive open-concept living space feature soaring ceilings, designer finishes and walls of glass capturing panoramic water views. The open kitchen has a separate butler's pantry, Thermador Appliance package and seamlessly connects indoor and outdoor living areas. Step outside to your private tropical retreat featuring a heated saltwater pool and spa, covered outdoor living spaces, a storage garage with ample space for recreational toys, and a fully equipped outdoor kitchen designed for effortless entertaining. Lush landscaping creates a tranquil island setting, while the waterfront becomes the centerpiece of the property. For boating enthusiasts, the property offers a private dock with a 20,000-pound boat lift and direct boating access to Tampa Bay and the Gulf of Mexico with no fixed bridges, making it ideal for everything from offshore fishing to sunset cruises. Take your golf cart to the white sand beaches, dining and shopping. Have peace of mind with 4 newer HVACs. This exceptional residence offers the rare opportunity to own a premier waterfront property that serves equally well as an exclusive private retreat or a high-performing luxury vacation rental.

220 N Harbor Drive, Holmes Beach

$650,000

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. Westbay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. You're within walking distance of the beach, local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach

$489,000

Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1 Beds ⋅ 1 Baths ⋅ Tradewinds Condo SubDv. ⋅ 34217 Zip Code

Experience the charm of Old Florida living just steps from the Gulf of Mexico at this beautifully renovated turnkey-furnished beach cottage in the sought-after Tradewinds Beach Resort on Anna Maria Island. Whether you're searching for a carefree island retreat, an income-producing vacation rental, or the perfect blend of both, this stylish one-bedroom residence offers exceptional flexibility with no minimum rental restrictions and professional on-site management available. Completely remodeled with a fresh coastal aesthetic, the interior is move-in ready, and designed for immediate enjoyment. Soft tropical hues, wood-look tile flooring, and an open floor plan create a bright, inviting atmosphere, while the updated kitchen showcases stone countertops, custom cabinetry, newer stainless steel appliances, and generous workspace. The beautifully renovated bath echoes the same timeless finishes, and in-residence washer/dryer provides added convenience. Offered turnkey furnished, the residence includes a king-size bed, queen sleeper sofa, two flat-screen televisions, and tasteful décor, allowing you to begin enjoying island life from day one. Outside, a shaded private front patio with a newly installed paver walkway provides the perfect setting for morning coffee or evening cocktails, while assigned parking is conveniently located just outside your door. Offering added peace of mind, the home has been thoughtfully updated with Hardie® siding, impact-rated windows and doors, and new plumbing and sewer lines. Tradewinds Beach Resort captures the relaxed character that has made Anna Maria Island one of Florida's most beloved destinations. Pastel-colored cottages draped in jasmine and bougainvillea line a quiet private lane leading to a heated bayside swimming pool, fishing pier, picnic pavilions, charcoal grills, and beautifully landscaped grounds. Across the street, deeded beach access leads to the powdery white sands and turquoise waters of the Gulf of Mexico, where unforgettable sunsets become part of everyday life. The pet-friendly community also offers on-site laundry facilities and optional rental management services, including housekeeping, beach loungers, umbrellas, and guest services, making ownership effortless. Perfectly positioned just moments from Historic Bridge Street, you'll enjoy easy access to waterfront restaurants, local boutiques, live entertainment, fishing charters, and island cafés. The free Anna Maria Island Trolley stops nearby, providing convenient transportation to Holmes Beach, Anna Maria, Coquina Beach, and additional island attractions. Whether you're spending your days boating, paddleboarding, shelling along the shoreline, or exploring the island's vibrant dining scene, this exceptional residence offers the quintessential Anna Maria Island lifestyle with outstanding rental potential.

1603 Gulf Drive N Unit 3, Bradenton Beach

$2,200,000

Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

3 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Hidden gem on North Point Drive in one of the most exclusive communities on Anna Maria Island. This beautifully remodeled 3 Bed, 3.5 Bath two story home is nestled on a quiet cul-de-sac, offering privacy and tranquility just steps away from the stunning waterfront. The bright and airy layout features vaulted ceiling in the living room and loft area, creating an inviting atmosphere for relaxation and entertainment. The gourmet kitchen, the heart of the home, boasts custom tile and solid wood cabinetry, marble backsplash, a six-burner gas range and an expansive island, perfect for culinary enthusiasts. Each bedroom is an ensuite with walk-in closets, offering privacy and comfort. The primary suite, located on the main level, features a luxurious walk-in shower, built -in medicine cabinets, laundry bin cabinetry, and a double sink vanity. There is a dedicated A/C system for each floor. Step outside to enjoy a large patio that leads to your private dock with a new 12,000 pound boat lift, making it easy to access the beautiful waters of Tampa Bay. Additional outdoor amenities include a kayak lift, fish cleaning station, outdoor shower and kayak storage rack. The property is surrounded by lush, tropical landscaping, enhancing its curb appeal and creating a serene environment. Additionally, a secure gated area for your pets ensures a safe space to play. Community amenities include access to a pool and tennis/racquetball courts, perfect for an active lifestyle. With an elevation of more than 8 feet above base flood elevation, your home is safe and secure, potentially qualifying for favorable flood insurance rates. There is room for a pool see pool plan in attachments Don't miss this rare opportunity to own a piece of paradise on Anna Maria Island! Schedule your private showing today.

620 North Point Drive, Holmes Beach

$2,750,000

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

514 Key Royale Drive, Holmes Beach

$339,000

Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

1 Beds ⋅ 1 Baths ⋅ Shell Point SubDv. ⋅ 34217 Zip Code

Don’t miss this opportunity for a quaint and cozy, ground level Shell Point 1 bedroom, 1 bathroom unit! Watch dolphins play in the Bayou! Soak up your spectacular bay views in a private setting with all the amenities - tennis/pickleball court, heated swimming pool, putting green, clubhouse, waterfront park, and shuffleboard. This unit is newly renovated and ready for you to add your favorite decor and special touches! Luxury vinyl plank flooring throughout, new kitchen, appliances, and new baths, as well as fresh paint. Sit and relax on your back patio or launch kayaks into the bayou. Very close to Holmes Beach restaurants, shops and the Gulf for an amazing seasonal or year-round experience.

6300 Flotilla Drive Unit 107, Bradenton Beach

$350,000

Awaken your senses to the rhythm of the tides in this rare, second-floor sanctuary nestled on the sun-drenched shores of Bradenton Beach. Imagine starting your mornings with a gentle breeze drifting through your windows, offering a serene water view of the bay, while the world-class, powdery white sands of Anna Maria Island remain just a heartbeat away. This charming retreat, featuring two bedrooms and one bath with elegant wood flooring, offers an unparalleled opportunity to embrace the quintessential coastal lifestyle at one of the most accessible price points on the island. You won't find a better walkable location to everything including restaurants, nightlife and shopping. while others are searching for expensive parking you get to be in the middle of it all in one of the most sought after communities where the owners are more seasonal and you won't have to deal with your weekly renters. It so much more peaceful in a community with owners who are there taking care of their place and the community. Work completed in community Here is a start 1) Seawall 2) Fishing pier 3) Pool deck and pool 4) Main sewer line replacement 5) Washer and Dryers on each floor of each building 6) Clubhouse redone 7) Roof New items condo 1) A/C and furnace 2) Hurricane Windows Your days here are defined by leisure and connection to the water. When you wake up in the morning sit with your coffee in the lanai and watch the sunrise over the water. Spend your afternoons casting a line from the private community dock or simply unwinding on the waterfront patio, where you can watch the graceful passage of boats against the horizon. When you aren't exploring the island via the convenient free trolley, retreat to the brand-new community pool and clubhouse for a refreshing dip or a relaxing afternoon in the sun. This is more than just a home; it is the realization of your lifelong dream to live where the land meets the sea. Offered fully furnished you can just bring your suitcase and land yourself in the peace of your own property in one of the best locations on the most popular island of Anna Maria in gorgeous southwest Florida. What are you waiting for?

2 Beds ⋅ 1 Baths ⋅ Imperial House SubDv. ⋅ 34217 Zip Code

Awaken your senses to the rhythm of the tides in this rare, second-floor sanctuary nestled on the sun-drenched shores of Bradenton Beach. Imagine starting your mornings with a gentle breeze drifting through your windows, offering a serene water view of the bay, while the world-class, powdery white sands of Anna Maria Island remain just a heartbeat away. This charming retreat, featuring two bedrooms and one bath with elegant wood flooring, offers an unparalleled opportunity to embrace the quintessential coastal lifestyle at one of the most accessible price points on the island. You won't find a better walkable location to everything including restaurants, nightlife and shopping. while others are searching for expensive parking you get to be in the middle of it all in one of the most sought after communities where the owners are more seasonal and you won't have to deal with your weekly renters. It so much more peaceful in a community with owners who are there taking care of their place and the community. Work completed in community Here is a start 1) Seawall 2) Fishing pier 3) Pool deck and pool 4) Main sewer line replacement 5) Washer and Dryers on each floor of each building 6) Clubhouse redone 7) Roof New items condo 1) A/C and furnace 2) Hurricane Windows Your days here are defined by leisure and connection to the water. When you wake up in the morning sit with your coffee in the lanai and watch the sunrise over the water. Spend your afternoons casting a line from the private community dock or simply unwinding on the waterfront patio, where you can watch the graceful passage of boats against the horizon. When you aren't exploring the island via the convenient free trolley, retreat to the brand-new community pool and clubhouse for a refreshing dip or a relaxing afternoon in the sun. This is more than just a home; it is the realization of your lifelong dream to live where the land meets the sea. Offered fully furnished you can just bring your suitcase and land yourself in the peace of your own property in one of the best locations on the most popular island of Anna Maria in gorgeous southwest Florida. What are you waiting for?

611 Gulf Drive N Unit C27, Bradenton Beach

$536,000

WATER FRONT CANAL VIEW, Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Walk right out front door and put in your kayak into the water. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code

WATER FRONT CANAL VIEW, Runaway Bay Unit 248 – Investor Opportunity with Waterfront View- SEE LIST OF IMPROVEMENTS! Welcome to Unit 248 at Runaway Bay, a desirable 2-bedroom, 2-bath condominium ideally positioned on the second level with relaxing canal waterfront views. This property is located in one of Bradenton Beach's most sought-after resort-style communities and offers excellent potential as a short-term rental investment, vacation getaway, or personal beach retreat. Enjoy peaceful water views from your private living space while being directly across the street from the beach with deeded beach access. You'll also be conveniently close to local restaurants, shops, and area attractions, making this an ideal destination for vacationers. The spacious floor plan provides comfortable accommodations for guests and owners alike, creating strong appeal for those seeking rental income in a prime island location. Walk right out front door and put in your kayak into the water. Whether you're looking to generate vacation rental revenue or secure your own piece of paradise, Unit 248 offers the perfect combination of location, waterfront ambiance, and investment potential. Features: 2 Bedrooms | 2 Bathrooms Second-Floor Location Canal Waterfront Views Short-Term Rental Friendly Directly Across the Street from the Beach Deeded Beach Access Resort-Style Community Amenities Close to Restaurants, Shopping & Entertainment Excellent Investment or Vacation Property Opportunity Rental projections available upon request.

1801 Gulf Drive N Unit 248, Bradenton Beach

$479,900

PRICE IMPROVEMENT!! Enjoy island living and exceptional investment potential with this fully furnished 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community on Anna Maria Island. Offering 1,080 square feet of comfortable living space, this turnkey property features peaceful pond views, a private laundry closet, and an assigned parking space, making it move-in or rental ready from day one. Perfectly suited for Airbnb or seasonal rentals, the community's resort-style amenities are a major draw, including the largest heated pool on the island, tennis and pickleball courts, shuffleboard, bocce ball, a fitness center, clubhouse, BBQ grilling areas, kayak launch, and a private fishing dock on Palma Sola Bay where you can enjoy stunning sunsets, dolphin sightings, or launch your next adventure. Located just across the street from the sugar-sand beaches of Anna Maria Island with private beach access and a convenient pedestrian crosswalk, Runaway Bay also places you minutes from restaurants, shopping, Bridge Street, and the free island trolley, making it an ideal destination for vacationers year-round.

2 Beds ⋅ 2 Baths ⋅ Runaway Bay SubDv. ⋅ 34217 Zip Code

PRICE IMPROVEMENT!! Enjoy island living and exceptional investment potential with this fully furnished 2-bedroom, 2-bath condo in the highly desirable Runaway Bay community on Anna Maria Island. Offering 1,080 square feet of comfortable living space, this turnkey property features peaceful pond views, a private laundry closet, and an assigned parking space, making it move-in or rental ready from day one. Perfectly suited for Airbnb or seasonal rentals, the community's resort-style amenities are a major draw, including the largest heated pool on the island, tennis and pickleball courts, shuffleboard, bocce ball, a fitness center, clubhouse, BBQ grilling areas, kayak launch, and a private fishing dock on Palma Sola Bay where you can enjoy stunning sunsets, dolphin sightings, or launch your next adventure. Located just across the street from the sugar-sand beaches of Anna Maria Island with private beach access and a convenient pedestrian crosswalk, Runaway Bay also places you minutes from restaurants, shopping, Bridge Street, and the free island trolley, making it an ideal destination for vacationers year-round.

1801 Gulf Drive N Unit 277, Bradenton Beach

$159,000

Sandpiper Resort is a 55+ park. Charming 1 Bedroom, 1 Bath Co-Op in Sandpiper Resort on Anna Maria Island – Sold As-Is Opportunity awaits in the highly sought-after Sandpiper Resort Co-Op, a friendly 55+ waterfront community located just minutes from the beautiful beaches of Anna Maria Island. This 1 bedroom, 1 bath home offers the perfect chance to create your own island retreat. The property sustained storm damage and is being sold strictly as-is, making it an excellent opportunity for buyers looking to renovate, restore, or replace with a new elevated home, subject to community guidelines and approvals. Enjoy all that Sandpiper Resort has to offer, including access to Anna Maria Sound, with boat docks, fishing pier, clubhouse, shuffleboard, and a full calendar of social activities. Residents love the relaxed coastal lifestyle, breathtaking sunsets, and convenient location near shopping, dining, and world-famous Gulf beaches. Whether you're looking for a seasonal getaway, investment opportunity, or future island home, this property offers tremendous potential in one of Florida's most desirable waterfront communities. Sold As-Is. Buyer responsible for verifying all dimensions, condition, and community requirements.

1 Beds ⋅ 1 Baths ⋅ Sandpiper Resort Coop SubDv. ⋅ 34217 Zip Code

Sandpiper Resort is a 55+ park. Charming 1 Bedroom, 1 Bath Co-Op in Sandpiper Resort on Anna Maria Island – Sold As-Is Opportunity awaits in the highly sought-after Sandpiper Resort Co-Op, a friendly 55+ waterfront community located just minutes from the beautiful beaches of Anna Maria Island. This 1 bedroom, 1 bath home offers the perfect chance to create your own island retreat. The property sustained storm damage and is being sold strictly as-is, making it an excellent opportunity for buyers looking to renovate, restore, or replace with a new elevated home, subject to community guidelines and approvals. Enjoy all that Sandpiper Resort has to offer, including access to Anna Maria Sound, with boat docks, fishing pier, clubhouse, shuffleboard, and a full calendar of social activities. Residents love the relaxed coastal lifestyle, breathtaking sunsets, and convenient location near shopping, dining, and world-famous Gulf beaches. Whether you're looking for a seasonal getaway, investment opportunity, or future island home, this property offers tremendous potential in one of Florida's most desirable waterfront communities. Sold As-Is. Buyer responsible for verifying all dimensions, condition, and community requirements.

2601 Gulf Drive N Unit 502, Bradenton Beach

$5,995,000

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.

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

$3,769,219

Pre-Construction. To be built. short stories...Pre-Construction... This is a really cool brand new coastal beach home that you can use as your own personal beach house ...also ideal ...as cash cow investment....Think about it as investment pass on to your family and legacy ..Because no matter what the economy does from Hamburg Germany , Toronto Canada ,New York City.. Abe Lincoln hometown Springfield Illinois..People will come to the water ..the beach for a vacation.Bradenton Beach in Anna Maria island is a global destination..that is a fun place to be !!! The month off June 2026 a property like this will generate almost $44,000 in income ...Imagine...walking 111 steps to the beach this 5 bedroom..5.5 bath home that has a spacious master bathroom with soaking tub...in ground salt water pool..roof top deck for reading a book..privacy and inviting friends sunset happy hour... ceremony ...Ring up short stories""...for more details..

5 Beds ⋅ 6 Baths ⋅ Cortez Beach SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. short stories...Pre-Construction... This is a really cool brand new coastal beach home that you can use as your own personal beach house ...also ideal ...as cash cow investment....Think about it as investment pass on to your family and legacy ..Because no matter what the economy does from Hamburg Germany , Toronto Canada ,New York City.. Abe Lincoln hometown Springfield Illinois..People will come to the water ..the beach for a vacation.Bradenton Beach in Anna Maria island is a global destination..that is a fun place to be !!! The month off June 2026 a property like this will generate almost $44,000 in income ...Imagine...walking 111 steps to the beach this 5 bedroom..5.5 bath home that has a spacious master bathroom with soaking tub...in ground salt water pool..roof top deck for reading a book..privacy and inviting friends sunset happy hour... ceremony ...Ring up short stories""...for more details..

106 11th Street S, Bradenton Beach

$5,495,000

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.

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

$1,050,000

***UNBELIEVABLE BRADENTON BEACH VALUE***Imagine waking up just 100 steps from the pristine white-sand beaches of Bradenton Beach on the Gulf of Mexico and ending each day with spectacular Gulf sunsets. Located directly across the street from the beach in the highly sought-after Bermuda Bay Club, this beautifully maintained, Key West-style townhouse offers 2 bedrooms, 2.5 baths, a rare private elevator and oversized 2-3 tandem car garage, water views, and weekly rentals permitted, making it the perfect island getaway, full-time residence, or investment property. The main living level features an open-concept floor plan with a bright family room, dining area, eat-in kitchen with brand-new stainless-steel appliances, guest half bath, and laundry. Step outside to the large Trex-deck balcony and enjoy refreshing coastal breezes along with views of both the Intracoastal Bay and the turquoise waters of the Gulf of Mexico. Recently installed hurricane-impact windows and doors provide peace of mind, energy efficiency, and abundant natural light throughout. Upstairs, you'll find two spacious ensuite bedrooms, each with walk-in closets. The primary suite features a private balcony with water views, creating the perfect place to unwind after a day in the sun. The guest suite offers comfortable accommodations for family and friends, making this property ideal as a personal retreat or income-producing vacation rental. A rare feature for island living, the oversized tandem garage offering plenty of room for vehicles, beach gear, bicycles, kayaks, paddleboards, and even a golf cart. An outdoor shower and rear deck make rinsing off after a day at the beach easy and convenient, while the private elevator provides effortless access to all levels of the home. Bermuda Bay Club offers resort-style amenities including a heated pool and spa, grilling area, and a private boardwalk through the mangroves where you can enjoy watching dolphins, pelicans, and other native wildlife along the Intracoastal Waterway. Perfectly positioned between the Gulf and the Bay, this exceptional property is within walking distance of the popular Historic Bridge Street with restaurants, shopping, bars, and plenty of entertainment. The free Anna Maria Island Trolley stops directly in front of the community, providing convenient access to the entire island without ever needing a car. Start your mornings with a walk along the beach, spend your afternoons by the pool or exploring the island, and end your evenings enjoying breathtaking Florida sunsets Whether you're seeking a full-time residence, vacation getaway, or investment property, Bermuda Bay Club offers weekly rentals permitted, lower condo fees, resort-style amenities, and one of the most desirable locations on Anna Maria Island. Opportunities to own a property with a private elevator, tandem garage, stunning water views, and beach access within 100ft to the Gulf and 50ft to the Bay are rare! Don't Just Dream It... Live It and start living your own Florida Paradise today!

2 Beds ⋅ 3 Baths ⋅ Bermuda Bay Club SubDv. ⋅ 34217 Zip Code

***UNBELIEVABLE BRADENTON BEACH VALUE***Imagine waking up just 100 steps from the pristine white-sand beaches of Bradenton Beach on the Gulf of Mexico and ending each day with spectacular Gulf sunsets. Located directly across the street from the beach in the highly sought-after Bermuda Bay Club, this beautifully maintained, Key West-style townhouse offers 2 bedrooms, 2.5 baths, a rare private elevator and oversized 2-3 tandem car garage, water views, and weekly rentals permitted, making it the perfect island getaway, full-time residence, or investment property. The main living level features an open-concept floor plan with a bright family room, dining area, eat-in kitchen with brand-new stainless-steel appliances, guest half bath, and laundry. Step outside to the large Trex-deck balcony and enjoy refreshing coastal breezes along with views of both the Intracoastal Bay and the turquoise waters of the Gulf of Mexico. Recently installed hurricane-impact windows and doors provide peace of mind, energy efficiency, and abundant natural light throughout. Upstairs, you'll find two spacious ensuite bedrooms, each with walk-in closets. The primary suite features a private balcony with water views, creating the perfect place to unwind after a day in the sun. The guest suite offers comfortable accommodations for family and friends, making this property ideal as a personal retreat or income-producing vacation rental. A rare feature for island living, the oversized tandem garage offering plenty of room for vehicles, beach gear, bicycles, kayaks, paddleboards, and even a golf cart. An outdoor shower and rear deck make rinsing off after a day at the beach easy and convenient, while the private elevator provides effortless access to all levels of the home. Bermuda Bay Club offers resort-style amenities including a heated pool and spa, grilling area, and a private boardwalk through the mangroves where you can enjoy watching dolphins, pelicans, and other native wildlife along the Intracoastal Waterway. Perfectly positioned between the Gulf and the Bay, this exceptional property is within walking distance of the popular Historic Bridge Street with restaurants, shopping, bars, and plenty of entertainment. The free Anna Maria Island Trolley stops directly in front of the community, providing convenient access to the entire island without ever needing a car. Start your mornings with a walk along the beach, spend your afternoons by the pool or exploring the island, and end your evenings enjoying breathtaking Florida sunsets Whether you're seeking a full-time residence, vacation getaway, or investment property, Bermuda Bay Club offers weekly rentals permitted, lower condo fees, resort-style amenities, and one of the most desirable locations on Anna Maria Island. Opportunities to own a property with a private elevator, tandem garage, stunning water views, and beach access within 100ft to the Gulf and 50ft to the Bay are rare! Don't Just Dream It... Live It and start living your own Florida Paradise today!

1469 Gulf Drive N, Bradenton Beach

$4,250,000

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.

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

$559,000

From the elevated and coveted 2nd (Top) floor, Experience the ultimate Anna Maria Island lifestyle in this beautifully updated and turnkey-furnished condo at Westbay Cove in the heart of Holmes Beach. Perfectly positioned just steps from the sugar-sand beaches and turquoise Gulf waters, this spacious residence offers the ideal blend of relaxed coastal living, investment potential, and resort-style amenities. Inside, the bright and inviting open floor plan is filled with natural light and designed for effortless island living. The condo features a spacious primary bedroom, a second spacious bedroom with two queen beds for guests, a beautifully updated kitchen, comfortable living area, and a private sunroom overlooking lush tropical landscaping and the pool area — creating the perfect setting for morning coffee or sunset cocktails. Offered fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing investment.

2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code

From the elevated and coveted 2nd (Top) floor, Experience the ultimate Anna Maria Island lifestyle in this beautifully updated and turnkey-furnished condo at Westbay Cove in the heart of Holmes Beach. Perfectly positioned just steps from the sugar-sand beaches and turquoise Gulf waters, this spacious residence offers the ideal blend of relaxed coastal living, investment potential, and resort-style amenities. Inside, the bright and inviting open floor plan is filled with natural light and designed for effortless island living. The condo features a spacious primary bedroom, a second spacious bedroom with two queen beds for guests, a beautifully updated kitchen, comfortable living area, and a private sunroom overlooking lush tropical landscaping and the pool area — creating the perfect setting for morning coffee or sunset cocktails. Offered fully furnished and move-in ready, this property is ideal as a primary residence, vacation getaway, or income-producing investment.

600 Manatee Avenue Unit 227, Bradenton Beach

$4,295,000

Discover coastal elegance at its finest in this stunning 4-bedroom, 4.5-bathroom waterfront home in the heart of Holmes Beach. Designed for both relaxed island living and effortless entertaining, this boater’s dream residence sits directly on the canal with breathtaking views of the bay and spectacular sunrise vistas that greet you each morning. Step outside to your private waterfront oasis featuring a heated, uniquely shaped triangle pool. The property offers two robust boat lifts, one 7,500 lb and the other is a 39ft slip with a 20,000 lb making it ideal for everything from a center console to a larger cruising vessel. Multiple balconies and upper deck invite you to unwind with the gentle bay breeze, while lush tropical landscaping provides privacy and a serene, resort-like atmosphere. Inside, the chef’s kitchen shines with high-end appliances, wine fridge, farm sink, gas burner and thoughtful design, making it a joy for culinary enthusiasts. Hurricane-rated impact windows and sliders throughout offer peace of mind and seamless indoor-outdoor flow. A spacious single car garage with storage for toys and beach gear. This home perfectly blends luxury and functionality—elevated finishes, generous living spaces, and that enviable waterfront lifestyle Anna Maria Island is known for. Whether you’re watching dolphins cruise by, hosting sunset gatherings, or simply enjoying the privacy of your canal-front sanctuary, every day feels like a vacation. A rare opportunity to own a true boater’s paradise in one of Florida’s most sought-after beach communities. Schedule your private showing today and experience coastal living at its best.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Discover coastal elegance at its finest in this stunning 4-bedroom, 4.5-bathroom waterfront home in the heart of Holmes Beach. Designed for both relaxed island living and effortless entertaining, this boater’s dream residence sits directly on the canal with breathtaking views of the bay and spectacular sunrise vistas that greet you each morning. Step outside to your private waterfront oasis featuring a heated, uniquely shaped triangle pool. The property offers two robust boat lifts, one 7,500 lb and the other is a 39ft slip with a 20,000 lb making it ideal for everything from a center console to a larger cruising vessel. Multiple balconies and upper deck invite you to unwind with the gentle bay breeze, while lush tropical landscaping provides privacy and a serene, resort-like atmosphere. Inside, the chef’s kitchen shines with high-end appliances, wine fridge, farm sink, gas burner and thoughtful design, making it a joy for culinary enthusiasts. Hurricane-rated impact windows and sliders throughout offer peace of mind and seamless indoor-outdoor flow. A spacious single car garage with storage for toys and beach gear. This home perfectly blends luxury and functionality—elevated finishes, generous living spaces, and that enviable waterfront lifestyle Anna Maria Island is known for. Whether you’re watching dolphins cruise by, hosting sunset gatherings, or simply enjoying the privacy of your canal-front sanctuary, every day feels like a vacation. A rare opportunity to own a true boater’s paradise in one of Florida’s most sought-after beach communities. Schedule your private showing today and experience coastal living at its best.

511 59th Street, Bradenton Beach

$3,899,000

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

3 Beds ⋅ 4 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

This fully remodeled 3-bedroom, 3.5-bath waterfront home is a rare find—offering breathtaking views, modern upgrades throughout, and direct access to Tampa Bay and the Gulf of Mexico in the highly sought after neighborhood of Key Royale on Anna Maria Island. Situated on a tranquil south-facing cove along the Intracoastal Waterway, this property provides both stunning scenery and natural protection. Upon entering the home, you will find an open, airy floor plan featuring all-new wood flooring, new interior and exterior doors, new windows with shutters, and exceptional craftsmanship at every turn. The chef’s kitchen is a true showstopper, showcasing top-of-the-line Thermador appliances, custom cabinetry, and a spacious layout designed for effortless hosting and everyday living. The primary suite is a retreat of its own with large walk -in closet and a beautifully updated ensuite bath. The second bedroom functions like a second primary, offering a generous bedroom space and its own private ensuite bathroom—ideal for guests or multi-generational living. Outdoors, the home transforms into a private waterfront paradise. Enjoy a saltwater pool and spa, an outdoor kitchen with a gas BBQ, green egg, griddle, and your own putting green—all overlooking sparkling water views where dolphins are frequent visitors. Boaters will appreciate the 16,000-lb boat lift, deep water access, and plenty of side-yard space for additional toys, including a 50-amp RV hookup and room for a boat or trailer. Additional peace of mind comes with recent updates: the lanai was screened in March 2026, and a full home inspection was completed in January 2026 by SWF Home Inspections. With luxury updates, protected water, and unparalleled views, this is Florida waterfront living at its finest!

605 Key Royale Drive, Holmes Beach

$2,995,000

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold fully furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach

$439,000

LOCATION!!! Dont miss this opportunity to own a beautifully remodeled first-floor condo in the highly sought-after Bayview Terrace community, where location truly is everything! Nestled directly on the bay and just steps from the sugar-white sandy beaches of the Gulf, this 2-bedroom, 1-bath unit offers the perfect blend of island living, convenience, and investment potential. Completely renovated from top to bottom, this move-in-ready, turnkey furnished condo features a gorgeous upgraded kitchen with quartz countertops, stainless steel appliances, custom soft-close shaker cabinetry, and a breakfast bar perfect for casual dining and entertaining. Luxury vinyl plank flooring runs throughout the entire unit, creating a seamless, modern feel. Updated bathroom offers a quartz vanity and a tile-finished shower/tub combo. Both bedrooms are generously sized with plenty of room and comfort for owners and guests alike. A rare feature within Bayview Terrace, this unit includes in-unit laundry for added convenience, as well as its own dedicated parking space located directly outside the back door. Being offered turnkey furnished, this property is ready for immediate enjoyment or rental income potential from day one. Perfectly situated just steps from the community pool, beach access, and the vibrant atmosphere of Bridge Street, you'll enjoy easy access to some of Anna Maria Island's most popular restaurants, shopping, nightlife, and entertainment. Relax by the newly renovated waterfront pool overlooking the Intracoastal Waterway, where dolphins and manatees are frequent visitors. Whether you're looking for a primary residence, vacation getaway, or income-producing investment property, this exceptional island retreat checks every box. Prime location, waterfront lifestyle, turnkey convenience, and fully updated interiors make this a rare opportunity you won't want to miss.

2 Beds ⋅ 1 Baths ⋅ Bay View Terrace SubDv. ⋅ 34217 Zip Code

LOCATION!!! Dont miss this opportunity to own a beautifully remodeled first-floor condo in the highly sought-after Bayview Terrace community, where location truly is everything! Nestled directly on the bay and just steps from the sugar-white sandy beaches of the Gulf, this 2-bedroom, 1-bath unit offers the perfect blend of island living, convenience, and investment potential. Completely renovated from top to bottom, this move-in-ready, turnkey furnished condo features a gorgeous upgraded kitchen with quartz countertops, stainless steel appliances, custom soft-close shaker cabinetry, and a breakfast bar perfect for casual dining and entertaining. Luxury vinyl plank flooring runs throughout the entire unit, creating a seamless, modern feel. Updated bathroom offers a quartz vanity and a tile-finished shower/tub combo. Both bedrooms are generously sized with plenty of room and comfort for owners and guests alike. A rare feature within Bayview Terrace, this unit includes in-unit laundry for added convenience, as well as its own dedicated parking space located directly outside the back door. Being offered turnkey furnished, this property is ready for immediate enjoyment or rental income potential from day one. Perfectly situated just steps from the community pool, beach access, and the vibrant atmosphere of Bridge Street, you'll enjoy easy access to some of Anna Maria Island's most popular restaurants, shopping, nightlife, and entertainment. Relax by the newly renovated waterfront pool overlooking the Intracoastal Waterway, where dolphins and manatees are frequent visitors. Whether you're looking for a primary residence, vacation getaway, or income-producing investment property, this exceptional island retreat checks every box. Prime location, waterfront lifestyle, turnkey convenience, and fully updated interiors make this a rare opportunity you won't want to miss.

117 7th Street N Unit 2, Bradenton Beach

$3,500,000

Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

518 58th Street, Holmes Beach

$985,000

DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holmes Beach. Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. NEW ROOF installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!

2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holmes Beach. Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. NEW ROOF installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!

221 85th Street, Holmes Beach

$589,900

Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines

2 Beds ⋅ 2 Baths ⋅ Westbay Cove South SubDv. ⋅ 34217 Zip Code

Located at one of the HIGHEST ELEVATIONS on Anna Maria Island, this property did not experience water damage from past hurricanes. Turnkey furnished and move-in ready, this beautifully maintained 2BR/2BA condo offers peaceful water views, gorgeous sunrises, and the laid-back island lifestyle so many come to Anna Maria Island for. The updated kitchen with stainless steel appliances opens to the spacious great room and Florida room, creating an open and inviting space for relaxing or entertaining. The Florida room features a pull-out sofa and walls of windows overlooking the water, pool, and tropical landscaping. Both bedrooms are spacious with en suite bathrooms, including a large guest suite with a walk-in closet. The primary bedroom also enjoys water views and an adjoining flex space perfect for a home office or reading nook. Enjoy resort-style amenities including a saltwater pool overlooking the bay, tennis and pickleball courts, kayak and paddleboard storage, and a waterfront dock with direct access to Anna Maria Sound and Tampa Bay. Easy on and off the island, with Publix right around the corner, and just two blocks from Manatee Public Beach and close to the Kingfish Boat Ramp. Come see why this waterfront condo is the perfect place to enjoy the Anna Maria Island lifestyle. As an added bonus, buyer to receive up to $2,500 toward allowable closing costs when financing is obtained through Seller’s preferred/approved lender. Credit available at closing only and subject to buyer qualification, lender approval, and loan program guidelines

711 Manatee Avenue, Holmes Beach