Ocalahomesandfarmsrealty.com Search Results

There is a side of island life reserved for those who demand the truly extraordinary—where the powdery white sands of the Gulf of Mexico serve as your literal backyard. Welcome to one of the most iconic and recognized beachfront estates on Anna Maria Island. Masterfully designed by the renowned architect Emily Anne Smith, this classic Coastal West Indies–inspired residence stands as a testament to timeless beauty, architectural elegance, and flawless coastal craftsmanship. Built by Whitehead Construction—one of the region’s premier custom luxury builders—every square inch of this estate reflects uncompromising quality and structural excellence. Spanning four spacious bedrooms and four bathrooms (including three luxurious ensuites), the home is perfectly positioned to capture breathtaking, unobstructed turquoise water views from nearly every vantage point. The moment you step through the door, the home’s grand sense of scale and elegant features become immediately apparent. Soaring vaulted ceilings and expansive windows invite an abundance of natural light, beautifully complementing the rich hardwood flooring and meticulous custom millwork found throughout. At the heart of the home is a chef’s dream kitchen, fully equipped for effortless entertaining. It boasts expansive quartz countertops, a large custom pantry cabinet wall, and a suite of premium professional appliances. Culinary enthusiasts will appreciate the Wolf double oven with a six-burner gas cooktop, a three appliance package by Signature Kitchen Suite including a high-capacity refrigerator, a wine cooler, and dishwasher. Additionally a bonus, premium Fisher & Paykel double-drawer dishwasher is perfect for effortless clean-up. The entire second floor is dedicated to the ultimate primary retreat. Here, you can wake up every morning to direct, panoramic views of the Gulf, completely immersed in tranquility. The outdoor living spaces are equally spectacular, designed to maximize Florida’s indoor-outdoor lifestyle. Relax on the sprawling first-level patio, or ascend to the massive rooftop viewing deck—the ultimate front-row seat for Anna Maria Island’s legendary, world-class sunsets. Anchoring the outdoor oasis is a private saltwater pool, which has been completely redesigned from the resurfacing and custom tiles to all-new, state-of-the-art pool equipment. This is a rare, once-in-a-lifetime opportunity to acquire a legendary piece of Anna Maria Island paradise. To experience this coastal masterpiece firsthand, contact listing agent Gregg Bayer to arrange your private, confidential showing. Sent from my iPhone

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

There is a side of island life reserved for those who demand the truly extraordinary—where the powdery white sands of the Gulf of Mexico serve as your literal backyard. Welcome to one of the most iconic and recognized beachfront estates on Anna Maria Island. Masterfully designed by the renowned architect Emily Anne Smith, this classic Coastal West Indies–inspired residence stands as a testament to timeless beauty, architectural elegance, and flawless coastal craftsmanship. Built by Whitehead Construction—one of the region’s premier custom luxury builders—every square inch of this estate reflects uncompromising quality and structural excellence. Spanning four spacious bedrooms and four bathrooms (including three luxurious ensuites), the home is perfectly positioned to capture breathtaking, unobstructed turquoise water views from nearly every vantage point. The moment you step through the door, the home’s grand sense of scale and elegant features become immediately apparent. Soaring vaulted ceilings and expansive windows invite an abundance of natural light, beautifully complementing the rich hardwood flooring and meticulous custom millwork found throughout. At the heart of the home is a chef’s dream kitchen, fully equipped for effortless entertaining. It boasts expansive quartz countertops, a large custom pantry cabinet wall, and a suite of premium professional appliances. Culinary enthusiasts will appreciate the Wolf double oven with a six-burner gas cooktop, a three appliance package by Signature Kitchen Suite including a high-capacity refrigerator, a wine cooler, and dishwasher. Additionally a bonus, premium Fisher & Paykel double-drawer dishwasher is perfect for effortless clean-up. The entire second floor is dedicated to the ultimate primary retreat. Here, you can wake up every morning to direct, panoramic views of the Gulf, completely immersed in tranquility. The outdoor living spaces are equally spectacular, designed to maximize Florida’s indoor-outdoor lifestyle. Relax on the sprawling first-level patio, or ascend to the massive rooftop viewing deck—the ultimate front-row seat for Anna Maria Island’s legendary, world-class sunsets. Anchoring the outdoor oasis is a private saltwater pool, which has been completely redesigned from the resurfacing and custom tiles to all-new, state-of-the-art pool equipment. This is a rare, once-in-a-lifetime opportunity to acquire a legendary piece of Anna Maria Island paradise. To experience this coastal masterpiece firsthand, contact listing agent Gregg Bayer to arrange your private, confidential showing. Sent from my iPhone

2728 Avenue E, Holmes Beach

7000 Gulf Drive Unit 115, Bradenton Beach

$1,290,000

Wake up every morning to beautiful views of beautiful sugar-sand beaches and the turquoise waters of the Gulf from this stunning 2-bedroom, 2-bathroom beachfront condo at Tiffany Place. This well-maintained unit features numerous updates and upgrades throughout, including polished porcelain tile in the foyer and kitchen, engineered hardwood flooring throughout the rest of the home, plantation shutters, updated kitchen cabinets, a JennAir range, stainless steel appliances, remodeled bathrooms, and custom cabinetry in the primary bedroom. Major improvements include a new air conditioning system and electrical panel installed in 2022, along with a new water heater installed in 2025. In 2023, all windows were replaced with hurricane-impact windows, which helped protect the condo during both 2024 hurricanes while also contributing to lower insurance costs and improved energy efficiency. Located in the north wing of Tiffany Place, the condo offers the perfect balance of sunshine and shade. Enjoy your morning coffee on the balcony in the warm morning sun, then relax in the comfortable afternoon shade with a cocktail or glass of tea. The unit also includes two additional storage closets for added convenience. Tiffany Place is conveniently located near the free Island Trolley, providing easy access to the island's unique shops, restaurants, and library. Whether you're exploring the island or simply relaxing at home, this condo offers the perfect opportunity to enjoy the beachfront lifestyle.

2 Beds ⋅ 2 Baths ⋅ Tiffany Place SubDv. ⋅ 34217 Zip Code

Wake up every morning to beautiful views of beautiful sugar-sand beaches and the turquoise waters of the Gulf from this stunning 2-bedroom, 2-bathroom beachfront condo at Tiffany Place. This well-maintained unit features numerous updates and upgrades throughout, including polished porcelain tile in the foyer and kitchen, engineered hardwood flooring throughout the rest of the home, plantation shutters, updated kitchen cabinets, a JennAir range, stainless steel appliances, remodeled bathrooms, and custom cabinetry in the primary bedroom. Major improvements include a new air conditioning system and electrical panel installed in 2022, along with a new water heater installed in 2025. In 2023, all windows were replaced with hurricane-impact windows, which helped protect the condo during both 2024 hurricanes while also contributing to lower insurance costs and improved energy efficiency. Located in the north wing of Tiffany Place, the condo offers the perfect balance of sunshine and shade. Enjoy your morning coffee on the balcony in the warm morning sun, then relax in the comfortable afternoon shade with a cocktail or glass of tea. The unit also includes two additional storage closets for added convenience. Tiffany Place is conveniently located near the free Island Trolley, providing easy access to the island's unique shops, restaurants, and library. Whether you're exploring the island or simply relaxing at home, this condo offers the perfect opportunity to enjoy the beachfront lifestyle.

7000 Gulf Drive Unit 115, Bradenton Beach

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

$899,000

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

2 Beds ⋅ 2 Baths ⋅ Shore Condominium The SubDv. ⋅ 34228 Zip Code

Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!

5757 Gulf Of Mexico Drive Unit 110, Longboat Key

$1,795,000

YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional Top Floor 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.

3 Beds ⋅ 3 Baths ⋅ La Costa Condominium SubDv. ⋅ 34217 Zip Code

YOUR GULF FRONT ESCAPE AWAITS YOU! Discover the ultimate blend of coastal luxury, island charm, and investment potential in this exceptional Top Floor 3 bedroom, 2.5-bathroom condominium being sold Turnkey- overlooking the sparkling Gulf of Mexico. Nestled within the charming, village-inspired community of La Casa Costiera, this distinctive residence offers the rare opportunity to embrace the beauty of beachfront living while owning a highly desirable vacation retreat on Anna Maria Island. Inside, thoughtful design and upscale finishes create an inviting atmosphere of timeless elegance. The gourmet kitchen features granite countertops, rich wood cabinetry, and stainless steel appliances, while the spacious primary bathroom offers dual showers and a luxurious hydro-massage tub. A cozy fireplace, wet bar, and elegant crown molding add character and refinement throughout, creating the perfect setting for relaxing after a sun-filled day along the coast. Enjoy the convenience of a shared private elevator that opens directly to your front door, a two-car garage, and additional storage for all your beach and recreational essentials. Community amenities elevate the experience even further, including a heated swimming pool, spa, grilling area, and outdoor shower. Beyond the luxury, the location is what truly sets this property apart. With the Gulf of Mexico as your backdrop and the island's beautiful sugar-sand beaches just steps away, this condominium offers the kind of coastal lifestyle that continues to attract vacationers seeking an unforgettable Florida getaway. For investors, the minimum weekly rental opportunity and rarely available 3-Bedroom creates the potential to capitalize on Anna Maria Island's appeal as a sought-after vacation destination. Whether you envision a personal island escape, an income-producing rental property, or the perfect combination of both, La Casa Costiera presents an exciting opportunity to own a piece of the Gulf Coast lifestyle. Experience the beauty of Gulf-front living, the charm of Anna Maria Island, and the possibilities of owning a property that you can enjoy for years to come.

7320 Gulf Drive Unit 10, Holmes Beach

1007 Gulf Drive N Unit 215, Bradenton Beach

$685,000

Virtually Staged. Imagine trading chilly winters for sunshine, spectacular Gulf views, and the laid-back luxury of Anna Maria Island! Welcome to this two-story, 2-bedroom, 2.5-bath waterfront retreat in the coveted Summer Sands community, featuring private beach access and a waterfront pool for the ultimate coastal lifestyle. Enjoy two primary suites, including one on the main level and a private loft-style suite upstairs, offering comfort and flexibility for family and guests. Offered unfurnished, this condo is a blank canvas ready for your personal style and vision. Picture morning beach walks, sunset skies over the Gulf, and relaxing poolside afternoons just steps from the sand. Whether you're dreaming of a seasonal escape, a beachside haven, or a getaway with income-producing potential, rentals are permitted several times per year, subject to community restrictions. This is more than a condo—it's your opportunity to embrace the iconic Anna Maria Island lifestyle. Don't miss another Florida winter in paradise!

2 Beds ⋅ 3 Baths ⋅ Summer Sands SubDv. ⋅ 34217 Zip Code

Virtually Staged. Imagine trading chilly winters for sunshine, spectacular Gulf views, and the laid-back luxury of Anna Maria Island! Welcome to this two-story, 2-bedroom, 2.5-bath waterfront retreat in the coveted Summer Sands community, featuring private beach access and a waterfront pool for the ultimate coastal lifestyle. Enjoy two primary suites, including one on the main level and a private loft-style suite upstairs, offering comfort and flexibility for family and guests. Offered unfurnished, this condo is a blank canvas ready for your personal style and vision. Picture morning beach walks, sunset skies over the Gulf, and relaxing poolside afternoons just steps from the sand. Whether you're dreaming of a seasonal escape, a beachside haven, or a getaway with income-producing potential, rentals are permitted several times per year, subject to community restrictions. This is more than a condo—it's your opportunity to embrace the iconic Anna Maria Island lifestyle. Don't miss another Florida winter in paradise!

1007 Gulf Drive N Unit 215, Bradenton Beach

$675,000

Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

2 Beds ⋅ 2 Baths ⋅ Martinique Condo SubDv. ⋅ 34217 Zip Code

Fall asleep to the sound of crashing waves in this Gulf-front unit at Martinique South. Sweeping beach views stretch from the living area, kitchen, and primary bedroom, and the sand is just steps away. You’re in the heart of Holmes Beach, a block from top restaurants, shops, and the island trolley. Offered in original condition, this unit is a blank canvas for your own coastal vision. Design it exactly the way you want, from the finishes to the floor plan details. Enjoy a private covered carport, separate beach storage, a heated pool, and a tennis court. The all-inclusive HOA covers cable, internet, water, trash, and insurance, making ownership simple. Community has a 30 day rental minimum, with a max of 3 rentals per year.

5200 Gulf Drive Unit 406, Holmes Beach

4401 Gulf Of Mexico Drive Unit 601, Longboat Key

$995,000

Separate property Boat slip at the Boathouse can be included with the purchase of this 2 bedroom, 2 bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitied community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller is also including a BOAT SLIP at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and get the slip for a complete Florida lifestyle!

2 Beds ⋅ 2 Baths ⋅ Longboat Harbour Towers SubDv. ⋅ 34228 Zip Code

Separate property Boat slip at the Boathouse can be included with the purchase of this 2 bedroom, 2 bath residence offering sweeping sixth-floor views of the Gulf of Mexico from Longboat Harbor Towers. This rare southwest corner condominium has completely unobstructed views west and south providing one of the most interesting and protected waterfront visages available anywhere on the key. In largely original condition, this spacious property presents an exceptional opportunity for renovation and customization in one of Longboat Key’s most coveted waterfront locations. Few properties combine this level of potential with such a remarkable setting. Positioned directly on the Gulf with more than 400 feet of pristine beach frontage, this fully amenitied community also enjoys eastern views of Sarasota Bay and the downtown Sarasota skyline—delivering breathtaking sunrises and sunsets from the same home. The southwest exposure also provides much more to view and enjoy with site lines extending down the entire length of the key. Common areas have been recently renovated and include a beachfront, heated, saltwater pool, a complete exercise room and spacious lounge with pool baths. Longboat Key is a sought-after barrier island community known for its relaxed coastal lifestyle, pristine beaches, and upscale residential atmosphere. Ideally located just minutes from the cultural and social energy of Sarasota, residents enjoy convenient access to world-class arts, dining, and entertainment while maintaining a sense of privacy and tranquility. A short drive south leads to iconic St. Armands Circle, renowned for its eclectic mix of boutiques, fine dining, cafés, and year-round events. Beyond St. Armands, downtown Sarasota offers theaters, galleries, live music, waterfront parks, and a thriving culinary scene, making Longboat Key an exceptional blend of island serenity and vibrant city living. This seller is also including a BOAT SLIP at The Boathouse, adjacent to the Dry Dock Restaurant just minutes away. Buy the condo and get the slip for a complete Florida lifestyle!

4401 Gulf Of Mexico Drive Unit 601, Longboat Key

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

$775,000

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, ideally in an elevated community near the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the ideal place to live. This location is within proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping and all amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, barbecue area, bike racks and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while offering flexibility to enjoy your beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

2 Beds ⋅ 2 Baths ⋅ Cedars West Of Longboat Inc SubDv. ⋅ 34228 Zip Code

Enjoy Gulf-front living and gorgeous water views in this move-in-ready, two-bedroom, two-bath waterfront condominium, ideally in an elevated community near the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features new Samsung stainless steel appliances, plenty of counter space, and a comfortable sitting area. An open floor plan with a large living room, remote-controlled sunshades and three-panel impact sliding glass doors opens to an inviting screened lanai with a tropical ceiling fan, blurring the lines between indoor and outdoor living. There are ceiling fans in every room. The primary suite offers a large bath with a separate water closet and a huge walk-in closet. There are also impact sliders leading out to the lanai with a view of the Gulf. The guest suite is spacious with lots of closet space. The laundry is neatly tucked away and features Bosch machines. If you love the beach and enjoy stunning sunsets, Cedars West is really the ideal place to live. This location is within proximity to our local restaurants (Lo-Key, Harry's and Hugos), convenience shopping and all amenities you’ll need to enjoy life here on Longboat Key. This community has tennis, a heated pool, barbecue area, bike racks and kayak storage. Cedars East, just across the street, offers tennis membership with a world-class facility. This financially sound community offers peace of mind with a new roof and no assessments planned. With a liberal rental policy allowing up to 26 rentals/year, this property presents an exceptional investment opportunity while offering flexibility to enjoy your beach getaway. There is a lockable owner's closet in the unit. You have to see this home to really appreciate how special it is.

5655 Gulf Of Mexico Drive Unit A107, Longboat Key

$2,300,000

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

3 Beds ⋅ 2 Baths ⋅ Gulfplace SubDv. ⋅ 34217 Zip Code

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

$1,125,000

Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code

Direct Gulf-front living, uninterrupted beach views and spectacular sunsets define this furnished retreat at The Castillian on Longboat Key. Positioned in the South Building, Residence #204 offers a front-row perspective of the Gulf of Mexico, with expansive water views from nearly every room. Thoughtfully maintained and updated, this two-bedroom residence offers 1,362 square feet of interior living space, including an enclosed Gulf-front terrace that creates a comfortable extension of the residence. From the moment you enter, the Gulf becomes the focal point. A light-filled, open living and dining area leads directly to the enclosed terrace, where floor-to-ceiling glass frames turquoise water, the natural dune landscape and the beach beyond. Impact sliding glass doors open to welcome refreshing Gulf breezes, creating a versatile space for enjoying the ever-changing coastal scenery and everyday living. The east-facing eat-in kitchen, updated in 2017, combines functionality with a fresh coastal aesthetic. Quartz countertops, a breakfast bar, stainless steel appliances and shaker-style cabinetry complement the generous workspace, while a convenient laundry closet adds everyday practicality. The kitchen connects naturally to the living and dining areas, creating an easy flow for entertaining. A split-bedroom floor plan provides privacy for owners and guests. The Gulf-facing primary suite offers beautiful water views, a walk-in closet and an en-suite bath updated in 2017 with quartz finishes and a glass-enclosed shower. The guest bedroom is comfortably separated from the primary suite and is served by a similarly updated second bath. Offered turnkey furnished, the residence is ready for immediate enjoyment as a full-time island home or seasonal getaway. Additional conveniences include deeded under-building parking and a separate storage unit. Beyond the residence, The Castillian offers the intimate atmosphere of a 60-residence beachfront community, with two buildings overlooking the Gulf. Its beautifully maintained grounds and collection of amenities encourage an easygoing coastal lifestyle. Spend afternoons beside the heated Gulfside swimming pool, unwind in the hot tub or gather with friends at the clubhouse and outdoor grilling area. Tennis, kayak storage and opportunities for walking and biking add to the appeal, while more than 700 feet of beachfront places Longboat Key’s soft sand and sparkling Gulf waters just steps from your front door. The community is pet-friendly, subject to association restrictions. The Castillian’s central Longboat Key location also provides convenient access to the island’s waterfront restaurants, golf, tennis and marinas. To the south, St. Armands Circle offers boutique shopping, restaurants and cafés, while Downtown Sarasota is home to acclaimed dining, galleries, theaters, Sarasota Opera, Marie Selby Botanical Gardens and the scenic Bayfront. To the north, Anna Maria Island and the charming coastal communities of Manatee County offer additional opportunities for exploring Southwest Florida.

4525 Gulf Of Mexico Drive Unit 204, Longboat Key

5055 Gulf Of Mexico Drive Unit 115, Longboat Key

$725,000

Turnkey furnished, beautifully updated with beachfront resort amenities! Enjoy easy first-floor access at desirable Club Longboat Beach & Tennis Resort. This tastefully appointed, light and bright residence offers approximately 1,484 square feet, three bedrooms and two baths, with no elevators or long walks. Enjoy covered parking conveniently at your doorstep. Wide-plank flooring and a coastal palette complement the updated kitchen with white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash, and a large island with seating. Floor-to-ceiling sliders open from each room onto lushly landscaped paver walkways and a large private patio. The primary suite features patio access, generous closets and an updated bath with a walk-in shower. A den/third bedroom with a Murphy bed and large closet adds flexibility for guests. Abundant interior storage, a large laundry room with a full-size washer and dryer and additional cabinetry, a private exterior storage room and one covered parking space complete the offering. Enjoy approximately 750 feet of Gulf-front beach, beach chairs and umbrellas, eight Har-Tru tennis courts, an on-site tennis professional, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce and fishing. On-site management and an active social calendar enhance the community experience. A newly renovated clubhouse with expanded fitness and social spaces is planned. Club Longboat is pet-friendly for owners, including those with large dogs, and allows a 30-day minimum rental period and up to 12 leases annually. Rental history is available upon request. This mid-key location offers convenient access to dining, boating and golf, with St. Armands Circle and downtown Sarasota a short drive away. Arrive, unpack and head to the beach!

3 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code

Turnkey furnished, beautifully updated with beachfront resort amenities! Enjoy easy first-floor access at desirable Club Longboat Beach & Tennis Resort. This tastefully appointed, light and bright residence offers approximately 1,484 square feet, three bedrooms and two baths, with no elevators or long walks. Enjoy covered parking conveniently at your doorstep. Wide-plank flooring and a coastal palette complement the updated kitchen with white cabinetry, stainless steel appliances, under-cabinet lighting, a glass tile backsplash, and a large island with seating. Floor-to-ceiling sliders open from each room onto lushly landscaped paver walkways and a large private patio. The primary suite features patio access, generous closets and an updated bath with a walk-in shower. A den/third bedroom with a Murphy bed and large closet adds flexibility for guests. Abundant interior storage, a large laundry room with a full-size washer and dryer and additional cabinetry, a private exterior storage room and one covered parking space complete the offering. Enjoy approximately 750 feet of Gulf-front beach, beach chairs and umbrellas, eight Har-Tru tennis courts, an on-site tennis professional, pickleball, two heated pools with separate adult and family areas, spa, sauna, grilling, bocce and fishing. On-site management and an active social calendar enhance the community experience. A newly renovated clubhouse with expanded fitness and social spaces is planned. Club Longboat is pet-friendly for owners, including those with large dogs, and allows a 30-day minimum rental period and up to 12 leases annually. Rental history is available upon request. This mid-key location offers convenient access to dining, boating and golf, with St. Armands Circle and downtown Sarasota a short drive away. Arrive, unpack and head to the beach!

5055 Gulf Of Mexico Drive Unit 115, Longboat Key

$5,250,000

A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

4 Beds ⋅ 4 Baths ⋅ Bella Vista SubDv. ⋅ 34217 Zip Code

A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

106 74th Street Unit 100, Holmes Beach

4545 Gulf Of Mexico Drive Unit 311, Longboat Key

$1,095,000

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

2 Beds ⋅ 2 Baths ⋅ Castillian The SubDv. ⋅ 34228 Zip Code

It doesn't get better than this ... sweeping gulf and beach views, the soothing sound of waves, and instant relaxation at The Castillian on Longboat Key. Residences here rarely become available, so all that's left to do is embrace the casual laid-back lifestyle. The condo's centerpiece is a beautifully renovated open kitchen featuring solid wood cabinetry, granite countertops, GE Monogram appliances, a large stainless steel sink, and a stylish built-in desk area. Both bathrooms have also been updated. The owner's suite, guest bedroom, and great room all open to the balcony, which is equipped with a hurricane shutter for added peace of mind. The Castillian consists of two 30-residence buildings and offers assigned under-building parking, a private storage closet, a heated pool and spa, an outdoor grilling area, and a tennis/pickleball court. This pet-friendly community is conveniently located near Publix and just minutes from the restaurants and shops of St. Armands Circle.

4545 Gulf Of Mexico Drive Unit 311, Longboat Key

2600 Gulf Drive N Unit 30, Bradenton Beach

$1,275,000

Experience coastal living at its finest in the highly sought after Anna Maria Island Club. Located in the heart of Bradenton Beach, this exceptional 2 bedroom, 2 bath end-unit condominium offers stunning Gulf views, direct beach access, and the rare opportunity for bi-weekly rentals. Wake up to the sound of the waves and spend your days enjoying everything island life has to offer. This residence features an open and inviting floor plan filled with natural light, a spacious living and dining area, crown molding, solid wood cabinetry, solid surface countertops, and a covered porch overlooking the beauty of the Gulf of America. Anna Maria Island Club offers resort-style amenities, including a Gulf front community pool with a newly renovated travertine pool deck, elevator access, assigned under building parking, additional storage, and beautifully maintained grounds. Recent community enhancements include new roofs, exterior painting, and refreshed landscaping, providing peace of mind for years to come. Located on the desirable north end of Bradenton Beach, you'll be just moments from local boutiques, waterfront dining, and the free island trolley, making it easy to explore all seven miles of Anna Maria Island. Whether you're searching for a beachfront escape, a full time residence, or an investment opportunity with excellent rental potential, this property offers the perfect blend of luxury, convenience, and island charm. Discover why life is better at the beach and make Anna Maria Island your next address.

2 Beds ⋅ 2 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code

Experience coastal living at its finest in the highly sought after Anna Maria Island Club. Located in the heart of Bradenton Beach, this exceptional 2 bedroom, 2 bath end-unit condominium offers stunning Gulf views, direct beach access, and the rare opportunity for bi-weekly rentals. Wake up to the sound of the waves and spend your days enjoying everything island life has to offer. This residence features an open and inviting floor plan filled with natural light, a spacious living and dining area, crown molding, solid wood cabinetry, solid surface countertops, and a covered porch overlooking the beauty of the Gulf of America. Anna Maria Island Club offers resort-style amenities, including a Gulf front community pool with a newly renovated travertine pool deck, elevator access, assigned under building parking, additional storage, and beautifully maintained grounds. Recent community enhancements include new roofs, exterior painting, and refreshed landscaping, providing peace of mind for years to come. Located on the desirable north end of Bradenton Beach, you'll be just moments from local boutiques, waterfront dining, and the free island trolley, making it easy to explore all seven miles of Anna Maria Island. Whether you're searching for a beachfront escape, a full time residence, or an investment opportunity with excellent rental potential, this property offers the perfect blend of luxury, convenience, and island charm. Discover why life is better at the beach and make Anna Maria Island your next address.

2600 Gulf Drive N Unit 30, Bradenton Beach

$999,900

***UNBELIEVABLE BRADENTON BEACH TOWNHOME***Imagine waking 100 steps from your door to the white-sand pristine 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 TOWNHOME***Imagine waking 100 steps from your door to the white-sand pristine 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

4325 Gulf Of Mexico Drive Unit 103, Longboat Key

$950,000

Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.

2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code

Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.

4325 Gulf Of Mexico Drive Unit 103, Longboat Key

$2,490,000

One or more photo(s) has been virtually staged. Discover an extraordinary waterfront lifestyle on the exclusive shores of Snead Island, where your own a private beach, have breathtaking sunsets, and panoramic water views that create the ultimate Florida coastal escape. Beautifully reimagined through extensive high-end renovations, this exceptional estate blends refined coastal elegance with the natural beauty of its waterfront surroundings. Offering 4 bedrooms, 3.5 bathrooms, and a private office or executive suite, the residence features stunning natural hardwood floors, sophisticated finishes, and an inviting open-concept design. The renovated kitchen overlooks the sparkling waterfront, while the dining space creates a setting for entertaining and everyday enjoyment. A private elevator provides convenient access between levels, and the executive suite offers a workspace with tranquil beach views. The primary retreat features a renovated spa-inspired bathroom, private exterior access, and a charming porch perfect for peaceful mornings and evening relaxation. Beyond the interiors, the oversized, newly landscaped homesite leads to your very own private beachfront, offering unobstructed sunset views and an unparalleled connection to the water. A brand-new roof further enhances this remarkable property. Nestled within the coveted Snead Island community, this coastal sanctuary offers exceptional privacy while remaining conveniently connected to St. Petersburg, Tampa, and Sarasota. Surrounded by Terra Ceia Bay, Tampa Bay, and the Manatee River, and moments from the 365-acre Emerson Point Preserve, the location provides endless opportunities for boating, kayaking, nature trails, and outdoor recreation. The property also offers potential vacation rental opportunities through Airbnb or VRBO, subject to applicable regulations. A rare opportunity to own a private beachfront retreat where sophisticated design meets the beauty of Florida waterfront living. Truly a Must See!

4 Beds ⋅ 4 Baths ⋅ Snead Island SubDv. ⋅ 34221 Zip Code

One or more photo(s) has been virtually staged. Discover an extraordinary waterfront lifestyle on the exclusive shores of Snead Island, where your own a private beach, have breathtaking sunsets, and panoramic water views that create the ultimate Florida coastal escape. Beautifully reimagined through extensive high-end renovations, this exceptional estate blends refined coastal elegance with the natural beauty of its waterfront surroundings. Offering 4 bedrooms, 3.5 bathrooms, and a private office or executive suite, the residence features stunning natural hardwood floors, sophisticated finishes, and an inviting open-concept design. The renovated kitchen overlooks the sparkling waterfront, while the dining space creates a setting for entertaining and everyday enjoyment. A private elevator provides convenient access between levels, and the executive suite offers a workspace with tranquil beach views. The primary retreat features a renovated spa-inspired bathroom, private exterior access, and a charming porch perfect for peaceful mornings and evening relaxation. Beyond the interiors, the oversized, newly landscaped homesite leads to your very own private beachfront, offering unobstructed sunset views and an unparalleled connection to the water. A brand-new roof further enhances this remarkable property. Nestled within the coveted Snead Island community, this coastal sanctuary offers exceptional privacy while remaining conveniently connected to St. Petersburg, Tampa, and Sarasota. Surrounded by Terra Ceia Bay, Tampa Bay, and the Manatee River, and moments from the 365-acre Emerson Point Preserve, the location provides endless opportunities for boating, kayaking, nature trails, and outdoor recreation. The property also offers potential vacation rental opportunities through Airbnb or VRBO, subject to applicable regulations. A rare opportunity to own a private beachfront retreat where sophisticated design meets the beauty of Florida waterfront living. Truly a Must See!

5216 13th Street, Palmetto

$549,900

Waterfront Half-Acre with Private Dock & Direct Gulf Access – No HOA! Some photos virtually staged. Live the Florida lifestyle you've been dreaming of! Sip your morning coffee by the water, then cast a line, launch the kayak, or head out for a sunset cruise, all from your own private dock with direct Gulf access on Historic Palmetto's highly sought-after Five Finger Canal. The seller is even offering a credit toward a brand-new dock! This beautifully renovated 3-bedroom, 2-bath home plus bonus room (home office, den, or flex space) is move-in ready, featuring a brand-new kitchen with all-new appliances and durable vinyl flooring throughout. Peace of mind comes standard: new roof in 2019, plus new A/C and water heater in 2023. The oversized half-acre fenced corner lot is a rare find, with room for the boat, the RV, and all your toys, and still space to add your dream pool. No HOA, no CDD, and no restrictions. You're minutes from two local marinas and centrally located between St. Petersburg, Sarasota, and Lakewood Ranch, with two major airports close by. Boating, dining, and Gulf Coast living are all within easy reach. Schedule your private showing today!

3 Beds ⋅ 2 Baths ⋅ Manati Shores SubDv. ⋅ 34221 Zip Code

Waterfront Half-Acre with Private Dock & Direct Gulf Access – No HOA! Some photos virtually staged. Live the Florida lifestyle you've been dreaming of! Sip your morning coffee by the water, then cast a line, launch the kayak, or head out for a sunset cruise, all from your own private dock with direct Gulf access on Historic Palmetto's highly sought-after Five Finger Canal. The seller is even offering a credit toward a brand-new dock! This beautifully renovated 3-bedroom, 2-bath home plus bonus room (home office, den, or flex space) is move-in ready, featuring a brand-new kitchen with all-new appliances and durable vinyl flooring throughout. Peace of mind comes standard: new roof in 2019, plus new A/C and water heater in 2023. The oversized half-acre fenced corner lot is a rare find, with room for the boat, the RV, and all your toys, and still space to add your dream pool. No HOA, no CDD, and no restrictions. You're minutes from two local marinas and centrally located between St. Petersburg, Sarasota, and Lakewood Ranch, with two major airports close by. Boating, dining, and Gulf Coast living are all within easy reach. Schedule your private showing today!

2401 10th Street W, Palmetto

5311 Gulf Of Mexico Drive Unit 5, Longboat Key

$799,000

Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior features an open layout designed for ease and comfort, where the kitchen, dining, and living areas flow together naturally. Oversized tile flooring, updated impact glass, and sliding doors enhance both durability and livability, while the kitchen is well-appointed with granite countertops, solid wood cabinetry, stainless steel appliances, and built-in shelving—creating a functional space for everyday living or hosting. Floor-to-ceiling sliders lead to a private patio and screened lanai, offering a seamless transition to the outdoors and placing you just moments from the beach. The split-bedroom plan provides added privacy, with the primary suite enjoying direct access to the outdoor space, while the guest bedroom is comfortably sized with its own en-suite bath. Set within the boutique Beach Castle community, residents enjoy a unique beach-to-bay lifestyle with deeded Gulf access, a heated swimming pool and spa, grilling areas, and a fishing pier with day dock on Sarasota Bay. Lush landscaping and well-maintained grounds create a relaxed, resort-style setting that enhances both owner enjoyment and guest appeal. Located on the desirable north end of Longboat Key, this property is just minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic biking and walking paths. A short drive south brings you to the Longboat Key Club, St. Armands Circle’s dining and boutiques, and downtown Sarasota’s renowned cultural venues, waterfront parks, and year-round events. With strong rental history, immediate beach access, and a turnkey presentation, this Beach Castle residence offers a rare opportunity to enjoy the best of Longboat Key—whether as an investment, a private getaway, or a combination of both.

2 Beds ⋅ 2 Baths ⋅ Mccalls Beach Castle SubDv. ⋅ 34228 Zip Code

Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior features an open layout designed for ease and comfort, where the kitchen, dining, and living areas flow together naturally. Oversized tile flooring, updated impact glass, and sliding doors enhance both durability and livability, while the kitchen is well-appointed with granite countertops, solid wood cabinetry, stainless steel appliances, and built-in shelving—creating a functional space for everyday living or hosting. Floor-to-ceiling sliders lead to a private patio and screened lanai, offering a seamless transition to the outdoors and placing you just moments from the beach. The split-bedroom plan provides added privacy, with the primary suite enjoying direct access to the outdoor space, while the guest bedroom is comfortably sized with its own en-suite bath. Set within the boutique Beach Castle community, residents enjoy a unique beach-to-bay lifestyle with deeded Gulf access, a heated swimming pool and spa, grilling areas, and a fishing pier with day dock on Sarasota Bay. Lush landscaping and well-maintained grounds create a relaxed, resort-style setting that enhances both owner enjoyment and guest appeal. Located on the desirable north end of Longboat Key, this property is just minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic biking and walking paths. A short drive south brings you to the Longboat Key Club, St. Armands Circle’s dining and boutiques, and downtown Sarasota’s renowned cultural venues, waterfront parks, and year-round events. With strong rental history, immediate beach access, and a turnkey presentation, this Beach Castle residence offers a rare opportunity to enjoy the best of Longboat Key—whether as an investment, a private getaway, or a combination of both.

5311 Gulf Of Mexico Drive Unit 5, Longboat Key

4325 Gulf Of Mexico Drive Unit 305, Longboat Key

$999,000

Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s most quiet and uncrowded shoreline. Available fully furnished and turnkey, this condo is ready for immediate enjoyment as a primary residence, seasonal escape, or investment property. The spacious open layout connects the kitchen, dining, and living areas, creating a bright and functional space designed to maximize natural light and water views. The private balcony is the perfect place to spot dolphins, manatees and other wildlife while enjoying morning coffee or evening sunsets. With only 42 residences, Tiffany Plaza offers a more private and welcoming atmosphere than larger condominium communities, with an active clubhouse and strong sense of community among owners. Residents also enjoy close proximity to Bayfront Park, featuring dog parks, tennis, pickleball, kayak facilities, fitness classes, and beautiful bay front walking paths.

2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code

Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s most quiet and uncrowded shoreline. Available fully furnished and turnkey, this condo is ready for immediate enjoyment as a primary residence, seasonal escape, or investment property. The spacious open layout connects the kitchen, dining, and living areas, creating a bright and functional space designed to maximize natural light and water views. The private balcony is the perfect place to spot dolphins, manatees and other wildlife while enjoying morning coffee or evening sunsets. With only 42 residences, Tiffany Plaza offers a more private and welcoming atmosphere than larger condominium communities, with an active clubhouse and strong sense of community among owners. Residents also enjoy close proximity to Bayfront Park, featuring dog parks, tennis, pickleball, kayak facilities, fitness classes, and beautiful bay front walking paths.

4325 Gulf Of Mexico Drive Unit 305, Longboat Key

6701 Gulf Of Mexico Drive Unit 332, Longboat Key

$649,000

Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom residence is ideally positioned to capture refreshing sea breezes and spectacular sunset views. The natural topography also helps protect the building from heavy weather and water intrusion. Remodeled Interior and Modern Upgrades: Completely remodeled, this unique one-bedroom condo now features a desirable two-bathroom floor plan. The newly designed open kitchen includes premium appliances, upgraded stone countertops, and new cabinetry, creating a bright and functional space for everyday living and entertaining. Updates continue throughout the residence, including hurricane-impact sliding doors, a new front window, and beautifully modernized bathrooms. The condo is being sold turn-key, with everything included for a seamless move-in experience. Inside, the open, light-filled layout maximizes both space and natural beauty. Large glass sliders connect the living area to the outdoors, filling the kitchen and main living space with sunlight while blending coastal charm with modern functionality. The bedroom and bathrooms are thoughtfully designed to provide comfortable, serene retreats. Private Outdoor Living: The distinctive ground-floor Whitney Beach Gulfside floor plan offers two inviting outdoor spaces: a front privacy-fenced enclosed patio, ideal for alfresco dining or beachfront gardening, and a rear open patio perfect for relaxing. Whether you are enjoying morning coffee or an evening cocktail, the gentle sea breeze creates a peaceful setting for unwinding. Resort-Style Community Amenities: Whitney Beach offers a range of well-maintained amenities designed to enhance the coastal lifestyle, including: Sparkling community pool , Tennis courts and shuffleboard, Beach chairs for relaxed days by the Gulf, Boat slips available, Tranquil bayou pavilion for water enthusiasts. Unmatched Longboat Key Location: Located on the quiet northern end of Longboat Key, Whitney Beach places you close to excellent restaurants, shops, and everyday conveniences. Enjoy easy access by foot, bike, or car, with St. Armands Circle just a short drive away. Flexible Living and Investment Potential. This condo combines a highly desirable gulf-front location with the privacy, comfort, and ease of a casual beachfront lifestyle. It is well suited for year-round living, a seasonal retreat, or a smart investment opportunity. With one-month minimum rentals allowed up to 12 times per year, the property offers strong rental flexibility. As an added bonus, the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, helping provide a no-surprises ownership experience. Discover Longboat Key: Enjoy the best of Longboat Key, where luxury meets laid-back coastal charm. Schedule your private tour today.

1 Beds ⋅ 2 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code

Here is a rare opportunity to own a walk-out, gulf-front beach condo on Longboat Key. Tucked just behind a beach-grass dune and set on a grassy knoll, this one-bedroom residence is ideally positioned to capture refreshing sea breezes and spectacular sunset views. The natural topography also helps protect the building from heavy weather and water intrusion. Remodeled Interior and Modern Upgrades: Completely remodeled, this unique one-bedroom condo now features a desirable two-bathroom floor plan. The newly designed open kitchen includes premium appliances, upgraded stone countertops, and new cabinetry, creating a bright and functional space for everyday living and entertaining. Updates continue throughout the residence, including hurricane-impact sliding doors, a new front window, and beautifully modernized bathrooms. The condo is being sold turn-key, with everything included for a seamless move-in experience. Inside, the open, light-filled layout maximizes both space and natural beauty. Large glass sliders connect the living area to the outdoors, filling the kitchen and main living space with sunlight while blending coastal charm with modern functionality. The bedroom and bathrooms are thoughtfully designed to provide comfortable, serene retreats. Private Outdoor Living: The distinctive ground-floor Whitney Beach Gulfside floor plan offers two inviting outdoor spaces: a front privacy-fenced enclosed patio, ideal for alfresco dining or beachfront gardening, and a rear open patio perfect for relaxing. Whether you are enjoying morning coffee or an evening cocktail, the gentle sea breeze creates a peaceful setting for unwinding. Resort-Style Community Amenities: Whitney Beach offers a range of well-maintained amenities designed to enhance the coastal lifestyle, including: Sparkling community pool , Tennis courts and shuffleboard, Beach chairs for relaxed days by the Gulf, Boat slips available, Tranquil bayou pavilion for water enthusiasts. Unmatched Longboat Key Location: Located on the quiet northern end of Longboat Key, Whitney Beach places you close to excellent restaurants, shops, and everyday conveniences. Enjoy easy access by foot, bike, or car, with St. Armands Circle just a short drive away. Flexible Living and Investment Potential. This condo combines a highly desirable gulf-front location with the privacy, comfort, and ease of a casual beachfront lifestyle. It is well suited for year-round living, a seasonal retreat, or a smart investment opportunity. With one-month minimum rentals allowed up to 12 times per year, the property offers strong rental flexibility. As an added bonus, the community features two-story buildings and is exempt from Florida’s Milestone inspection and reporting requirements, helping provide a no-surprises ownership experience. Discover Longboat Key: Enjoy the best of Longboat Key, where luxury meets laid-back coastal charm. Schedule your private tour today.

6701 Gulf Of Mexico Drive Unit 332, Longboat Key

$10,995,000

Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef’s kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness studio, while a private elevator provides effortless access to all levels. Outdoor living is elevated to perfection with expansive Gulf-front balconies, a large entertaining deck, and a private heated pool and spa—all designed to capture the breathtaking panoramic water views. Additional features include an outdoor shower and an oversized 4-car garage. Built with both luxury and performance in mind, this property is projected to generate over $800,000 annually in rental income, making it a true “monster” investment opportunity. Owners will also have access to full-service home care and rental management through Vunique Vacations, offering a seamless, turnkey ownership experience. Enjoy the ultimate island lifestyle—use it when you want, and let it produce exceptional income while you’re away. This is more than a home—it’s a Gulf-front legacy property with forever views.

6 Beds ⋅ 6 Baths ⋅ Gulf Crest SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. Construction is underway on this one-of-a-kind Gulf-front estate by Vunique Vacations, perfectly positioned on a rare double lot with 100 feet of direct Gulf frontage and endless, unobstructed sunset views. This is a premier opportunity to own a luxury coastal retreat designed for both personal enjoyment and exceptional income potential. This stunning 6-bedroom, 5.5-bath residence is being thoughtfully crafted with high-end finishes throughout, featuring a gourmet chef’s kitchen with premium appliances, expansive open-concept living areas filled with natural light, and seamless indoor-outdoor flow. Multiple bonus spaces offer flexibility for a media room, home office, or fitness studio, while a private elevator provides effortless access to all levels. Outdoor living is elevated to perfection with expansive Gulf-front balconies, a large entertaining deck, and a private heated pool and spa—all designed to capture the breathtaking panoramic water views. Additional features include an outdoor shower and an oversized 4-car garage. Built with both luxury and performance in mind, this property is projected to generate over $800,000 annually in rental income, making it a true “monster” investment opportunity. Owners will also have access to full-service home care and rental management through Vunique Vacations, offering a seamless, turnkey ownership experience. Enjoy the ultimate island lifestyle—use it when you want, and let it produce exceptional income while you’re away. This is more than a home—it’s a Gulf-front legacy property with forever views.

1200 Gulf Drive N, Bradenton Beach

5055 Gulf Of Mexico Drive Unit 421, Longboat Key

$499,000

Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.

2 Beds ⋅ 2 Baths ⋅ Club Longboat Beach & Tennis SubDv. ⋅ 34228 Zip Code

Set within the highly regarded Club Longboat Beach & Tennis on Longboat Key, this 2BR/2BA residence offers an excellent opportunity to create something truly special in one of the island’s most amenity-rich communities. Just under 1,500 sq. ft. and located on the second level, the residence enjoys a comfortable layout where the primary suite opens to a private terrace, bringing in light and breezes throughout the day. The dining area features a tray ceiling and flows easily into the living room, where a full wall of sliders leads to an open terrace and invites indoor and outdoor living to blend naturally. The space is ready for your personal design vision, offering a solid canvas in a location where lifestyle often takes center stage. Life at Club Longboat Beach & Tennis is known for its mix of recreation, flexibility and beachfront access. Residents enjoy 750 feet of pristine shoreline, eight Har-Tru tennis courts, pickleball courts, two heated pools, a fitness center and a relaxed, social atmosphere. Pet-friendly with 2 pets, no weight restrictions and a rental policy allowing one-month minimum stays up to twelve times per year, this residence is ideal for a full-time escape, seasonal retreat or investment opportunity.

5055 Gulf Of Mexico Drive Unit 421, Longboat Key

$5,600,000

Discover an extraordinary opportunity to own two parcels in a newly developed beachfront enclave, complete with private entry gates when project is complete leading directly to the pristine sugar sands and turquoise waters of the Gulf of Mexico. Parcel one, identified by property ID 7847700154, offers a 2,000-square-foot homesite with 100 feet of direct Gulf frontage. Parcel two, property ID 78477000078, is a sprawling 9,757-square-foot parcel. These two exclusive Gulf-front estates are nestled at the end of North Gulfside Road on Longboat Key, offering unmatched privacy in a secluded cul-de-sac. With endless views, serene surroundings, and ultimate exclusivity, this is a rare chance to create your dream coastal haven. 6509 is also listed if you would like to have a estate size lot.

Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Discover an extraordinary opportunity to own two parcels in a newly developed beachfront enclave, complete with private entry gates when project is complete leading directly to the pristine sugar sands and turquoise waters of the Gulf of Mexico. Parcel one, identified by property ID 7847700154, offers a 2,000-square-foot homesite with 100 feet of direct Gulf frontage. Parcel two, property ID 78477000078, is a sprawling 9,757-square-foot parcel. These two exclusive Gulf-front estates are nestled at the end of North Gulfside Road on Longboat Key, offering unmatched privacy in a secluded cul-de-sac. With endless views, serene surroundings, and ultimate exclusivity, this is a rare chance to create your dream coastal haven. 6509 is also listed if you would like to have a estate size lot.

6601 Gulfside Road, Longboat Key

2312 Gulf Drive N Unit 103, Bradenton Beach

$1,100,000

This two-bedroom, two-bathroom condominium offers one of the finest unobstructed views of the Gulf. Recently updated, the coastal-inspired interior features tiled floors and an unbeatable vantage point for watching amazing sunsets. Guests can enjoy the heated pool or take a short stroll to the beach to enjoy the sugar-sand shores and jeweled waters of the Gulf. The private porch provides the perfect space to relax, while the well-maintained unit ensures comfort with a modern kitchen featuring granite countertops and a large in-unit washer and dryer. This property serves as an excellent vacation rental.

2 Beds ⋅ 2 Baths ⋅ Sunset Terrace SubDv. ⋅ 34217 Zip Code

This two-bedroom, two-bathroom condominium offers one of the finest unobstructed views of the Gulf. Recently updated, the coastal-inspired interior features tiled floors and an unbeatable vantage point for watching amazing sunsets. Guests can enjoy the heated pool or take a short stroll to the beach to enjoy the sugar-sand shores and jeweled waters of the Gulf. The private porch provides the perfect space to relax, while the well-maintained unit ensures comfort with a modern kitchen featuring granite countertops and a large in-unit washer and dryer. This property serves as an excellent vacation rental.

2312 Gulf Drive N Unit 103, Bradenton Beach

$13,000,000

Auction Property. Under Construction. AUCTION: Bidding open. Bidding closes: November 20th Rising on nearly two private Gulf-front acres, this visionary estate is poised to become one of the most architecturally significant residences conceived on Longboat Key. Designed by internationally acclaimed Sweet Sparkman Architecture & Interiors, the sculptural home pairs bold modern form with coastal sensitivity, framing uninterrupted Gulf views from a dramatic foyer, open great room, and sweeping terraces. Dual kitchens, a temperature-controlled wine cellar, dedicated space for a private cinema, and rooftop deck elevate daily living and grand-scale entertaining, while a guest house and pool house extend privacy and flexibility. Lush resort-style grounds unfold to a shimmering pool and spa. Offered at a pivotal stage of construction, the estate presents a rare chance to shape an enduring Gulf-front legacy.

11 Beds ⋅ 17 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Auction Property. Under Construction. AUCTION: Bidding open. Bidding closes: November 20th Rising on nearly two private Gulf-front acres, this visionary estate is poised to become one of the most architecturally significant residences conceived on Longboat Key. Designed by internationally acclaimed Sweet Sparkman Architecture & Interiors, the sculptural home pairs bold modern form with coastal sensitivity, framing uninterrupted Gulf views from a dramatic foyer, open great room, and sweeping terraces. Dual kitchens, a temperature-controlled wine cellar, dedicated space for a private cinema, and rooftop deck elevate daily living and grand-scale entertaining, while a guest house and pool house extend privacy and flexibility. Lush resort-style grounds unfold to a shimmering pool and spa. Offered at a pivotal stage of construction, the estate presents a rare chance to shape an enduring Gulf-front legacy.

5965 Gulf Of Mexico Drive, Longboat Key

$5,450,000

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

4 Beds ⋅ 4 Baths ⋅ Anna Maria Beach SubDv. ⋅ 34216 Zip Code

Welcome to 103 Palm Avenue on Anna Maria Island, home to some of the best beaches in Florida. This exceptional beachfront property features not one, but two direct Gulf-front residences, offering a rare opportunity for multi-generational living, rental income, or a private coastal compound. The property includes 4 bedrooms and 4 bathrooms and was completely remodeled in 2020, with a brand-new roof installed in 2025. An elevator provides convenient access between levels, enhancing both comfort and accessibility. Enjoy breathtaking beach views, unforgettable sunsets, and the relaxed island lifestyle Anna Maria Island is known for. Ideally located close to shopping, dining, and local attractions, this is true beachfront living at its finest.

103 Palm Avenue, Anna Maria

4835 Gulf Of Mexico Drive Unit 106, Longboat Key

$640,000

Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property offers exceptional value in a highly sought-after location. Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. R&R IS THE PACE, LBK IS THE PLACE!!!!!

2 Beds ⋅ 2 Baths ⋅ Westchester Condo Apts SubDv. ⋅ 34228 Zip Code

Waterfront Living on Longboat Key – Direct Gulf Access Experience the best of coastal living on beautiful Longboat Key. This first-floor residence offers effortless access and an unbeatable connection to the water, with direct access to the stunning Gulf of Mexico just steps from your door. Recently updated, the home features brand-new flooring throughout, along with all-new hurricane-impact windows, sliding glass doors, and a hurricane front door—providing peace of mind and modern comfort. Enjoy seamless indoor-outdoor living with easy walk-out access, perfect for morning beach strolls, sunset views, or simply embracing the relaxed Gulf Coast lifestyle. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property offers exceptional value in a highly sought-after location. Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. R&R IS THE PACE, LBK IS THE PLACE!!!!!

4835 Gulf Of Mexico Drive Unit 106, Longboat Key

$6,245,000

Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

Sunset Cove At Holmes Beach SubDv. ⋅ 34217 Zip Code

Very rare opportunity to own one of the most coveted addresses on Anna Maria Island—Sunset Lane. This estate-sized, over ½-acre beachfront parcel offers 80’ of direct Gulf frontage with an impressive 470’ depth. DEP state permit in hand allows for up to 6,558 sq ft of living space (Ground: 74’ x 58.6’, First Living: 74’ x 58’, Second Living: 67’ x 48.6’). Design and build your dream coastal estate with unobstructed sunset views from every room.

102 Sunset Lane, Holmes Beach

$4,300,000

OVER A 1/2 ACRE ON THE BEACH... “Go the extra beach mile” and build on this cleared lot directly on the Bay at the tip of Bean Point ready for you to design the ultimate beach retreat, your new home! Morning coffee with the manatees, birds and dolphins and evening sunsets with the sandy beach within steps from your door. Loggerhead Turtles like to nest on the Island and you get a front row seat to this amazing event and then you get to watch and count the hatchlings as they swim away to return again in the future! Now is the time to plan for your new home on Anna Maria Island so you can walk to the future ROD & REEL Pier! Survey available 2/19/2016 Specific Purpose (fence) 25,200 SF Lot

Wells Sub SubDv. ⋅ 34216 Zip Code

OVER A 1/2 ACRE ON THE BEACH... “Go the extra beach mile” and build on this cleared lot directly on the Bay at the tip of Bean Point ready for you to design the ultimate beach retreat, your new home! Morning coffee with the manatees, birds and dolphins and evening sunsets with the sandy beach within steps from your door. Loggerhead Turtles like to nest on the Island and you get a front row seat to this amazing event and then you get to watch and count the hatchlings as they swim away to return again in the future! Now is the time to plan for your new home on Anna Maria Island so you can walk to the future ROD & REEL Pier! Survey available 2/19/2016 Specific Purpose (fence) 25,200 SF Lot

831 North Shore Drive, Anna Maria

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