paradiserealtyfla.com Search Results

$1,895,000

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.

4 Beds ⋅ 3 Baths ⋅ A4694601 MLS

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.

523 Juan Anasco Drive, Longboat Key

$1,175,000

Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.

2 Beds ⋅ 3 Baths ⋅ TB8490318 MLS

Welcome to your piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for. Don’t miss this exceptional opportunity to own a slice of paradise.

616 Lyons Lane, Longboat Key

$47,000

Waterfront living in Hudson, Florida! Ideally situated on a deep-water canal with direct access to the Gulf of Mexico within minutes with No bridges, making it a perfect retreat for boaters and water enthusiasts. 63.38 ft on water; 1.5 lots combined. Enjoy the convenience of docking your boat right in your backyard and spending your days fishing, kayaking, or cruising the open water. Hudson is centrally located to many options for restaurants, shopping, minutes from Hudson Beach, hospitals & doctors. It is only 10 minutes to Sun West Park with its large man-made sandy beach & water park that everyone will enjoy. Hernando, Homosassa, Crystal River to the north & many locations south such as New Port Richey, Dunedin, Clearwater beach, there is never a shortage of things to do. Tampa & Tampa International Airport are within an hour. You own the Land. No HOA's, direct access to open water. Come and check it out!

W7882806 MLS

Waterfront living in Hudson, Florida! Ideally situated on a deep-water canal with direct access to the Gulf of Mexico within minutes with No bridges, making it a perfect retreat for boaters and water enthusiasts. 63.38 ft on water; 1.5 lots combined. Enjoy the convenience of docking your boat right in your backyard and spending your days fishing, kayaking, or cruising the open water. Hudson is centrally located to many options for restaurants, shopping, minutes from Hudson Beach, hospitals & doctors. It is only 10 minutes to Sun West Park with its large man-made sandy beach & water park that everyone will enjoy. Hernando, Homosassa, Crystal River to the north & many locations south such as New Port Richey, Dunedin, Clearwater beach, there is never a shortage of things to do. Tampa & Tampa International Airport are within an hour. You own the Land. No HOA's, direct access to open water. Come and check it out!

Lot 23 and S1/2 of 24 Indigo Lane, Hudson

$1,449,000

6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an expansive canvas for your dream beach residence. Perfectly positioned on the serene and coveted north end of the island, this homesite places you directly across the street from deeded beach access, allowing you to enjoy daily sunrise strolls, sunset vistas, and the restorative rhythm of the waves within moments of your doorstep. Whether envisioning a contemporary coastal masterpiece, a refined modern retreat, or a timeless island-style estate, this generous lot provides the space, flexibility, and setting to bring your architectural vision to life. Surrounded by mature tropical landscaping and tucked into a quiet residential pocket, the property offers an exceptional sense of privacy while remaining close to the best of Longboat Key living. A short walk or quick bike ride leads you to the charming shops and waterfront dining of the north end, including Mar Vista and Shore. Nearby, you’ll also find the natural beauty of Joan M. Durante Park, world-class boating and kayaking opportunities, and the gentle, unspoiled beaches that make this stretch of the island so beloved. With no home to remove, no renovation required, and immediate readiness for your builder, this parcel stands out as a true turnkey opportunity for those seeking to streamline the process of creating a custom coastal estate. Public utilities are available, and the generous dimensions of the lot provide ideal placement options for a pool, elevated living areas, lush landscaping, and outdoor entertaining spaces designed to capture Gulf breezes. Longboat Key continues to be celebrated for its low density, remarkable natural beauty, and refined lifestyle—offering the perfect blend of tranquility, sophistication, and recreation. Downtown Sarasota, St. Armands Circle, Anna Maria Island, and world-class cultural venues are all easily accessible, yet the property remains wonderfully peaceful, making it an exceptional location for a primary residence, seasonal getaway, or investment opportunity.If you’ve been searching for the ideal homesite to build a coastal haven that reflects your personal style and captures the magic of life near the Gulf, 6500 Gulfside Road presents a rare and rewarding opportunity. With its oversized footprint, unparalleled proximity to the beach, and charming north-end setting, this property invites you to create a life defined by sunlit mornings, barefoot afternoons, and unforgettable sunsets—just across the street from one of Florida’s most breathtaking shorelines. Your piece of paradise awaits.

A4677893 MLS

6500 Gulfside Road in Longboat Key...A Rare Opportunity to Build Steps from the Beach. Welcome to an exceptional chance to create your own coastal sanctuary on one of Longboat Key’s most treasured streets. Situated just steps from the powder-soft sands and turquoise waters of the Gulf of Mexico, this vacant parcel at 6500 Gulfside Road offers over 10,500 square feet of prime, buildable land—an expansive canvas for your dream beach residence. Perfectly positioned on the serene and coveted north end of the island, this homesite places you directly across the street from deeded beach access, allowing you to enjoy daily sunrise strolls, sunset vistas, and the restorative rhythm of the waves within moments of your doorstep. Whether envisioning a contemporary coastal masterpiece, a refined modern retreat, or a timeless island-style estate, this generous lot provides the space, flexibility, and setting to bring your architectural vision to life. Surrounded by mature tropical landscaping and tucked into a quiet residential pocket, the property offers an exceptional sense of privacy while remaining close to the best of Longboat Key living. A short walk or quick bike ride leads you to the charming shops and waterfront dining of the north end, including Mar Vista and Shore. Nearby, you’ll also find the natural beauty of Joan M. Durante Park, world-class boating and kayaking opportunities, and the gentle, unspoiled beaches that make this stretch of the island so beloved. With no home to remove, no renovation required, and immediate readiness for your builder, this parcel stands out as a true turnkey opportunity for those seeking to streamline the process of creating a custom coastal estate. Public utilities are available, and the generous dimensions of the lot provide ideal placement options for a pool, elevated living areas, lush landscaping, and outdoor entertaining spaces designed to capture Gulf breezes. Longboat Key continues to be celebrated for its low density, remarkable natural beauty, and refined lifestyle—offering the perfect blend of tranquility, sophistication, and recreation. Downtown Sarasota, St. Armands Circle, Anna Maria Island, and world-class cultural venues are all easily accessible, yet the property remains wonderfully peaceful, making it an exceptional location for a primary residence, seasonal getaway, or investment opportunity.If you’ve been searching for the ideal homesite to build a coastal haven that reflects your personal style and captures the magic of life near the Gulf, 6500 Gulfside Road presents a rare and rewarding opportunity. With its oversized footprint, unparalleled proximity to the beach, and charming north-end setting, this property invites you to create a life defined by sunlit mornings, barefoot afternoons, and unforgettable sunsets—just across the street from one of Florida’s most breathtaking shorelines. Your piece of paradise awaits.

6500 Gulfside Road, Longboat Key

$950,000

Discover a rare opportunity to build your dream home on north Longboat Key. This 100’ x 100’ lot offers 100 feet of frontage on a serene 37-foot-wide canal with no fixed bridges—perfect for boating, paddle boarding, and kayaking. Enjoy quick access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with a number of popular boat-up restaurants just minutes away. The quiet neighborhood setting is ideal for walking and biking, while kayakers and paddle boarders will appreciate the calm, protected waters leading to Jewfish Key, Beer Can Island, and Sister Keys. Gulf beach access is also close by, making it easy to enjoy the very best of both the Bay and Gulf lifestyle. Just around the corner, you’ll find the charm of Longboat Village with dining favorites such as Mar Vista and Shore, along with Whitney’s, Lazy Lobster, Euphemia Haye, Harry’s Continental Kitchens, and more. This build-ready homesite combines a coveted location, walkability, and waterfront access, offering an unmatched lifestyle on Longboat Key. Call for more information.

A4662673 MLS

Discover a rare opportunity to build your dream home on north Longboat Key. This 100’ x 100’ lot offers 100 feet of frontage on a serene 37-foot-wide canal with no fixed bridges—perfect for boating, paddle boarding, and kayaking. Enjoy quick access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with a number of popular boat-up restaurants just minutes away. The quiet neighborhood setting is ideal for walking and biking, while kayakers and paddle boarders will appreciate the calm, protected waters leading to Jewfish Key, Beer Can Island, and Sister Keys. Gulf beach access is also close by, making it easy to enjoy the very best of both the Bay and Gulf lifestyle. Just around the corner, you’ll find the charm of Longboat Village with dining favorites such as Mar Vista and Shore, along with Whitney’s, Lazy Lobster, Euphemia Haye, Harry’s Continental Kitchens, and more. This build-ready homesite combines a coveted location, walkability, and waterfront access, offering an unmatched lifestyle on Longboat Key. Call for more information.

570 De Narvaez Drive, Longboat Key

$995,000

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.

A4660982 MLS

This lot is located in The Preserve at Longbeach with plans and design already to go, an exclusive enclave of 12 new homes, light filled and luxurious contemporary homes. Refinement meets relaxation at the north end of LBK in Longbeach Village - where beach-to-bay access with waterfront amenities, al fresco dining, multiple kayak launch points, a neighborhood boat dock and ramp, and a free-spirited lifestyle await. Exhale and enjoy a neighborhood where the waterfront is at your fingertips and peacocks walk the streets. All that makes Coastal Florida living so enchanting is yours to enjoy here - be one of only 12. Located a short distance from the public beach access, the tranquil beaches of Longboat Key are yours to enjoy whether going for a swim in warm, Gulf waters, walking the beach or enjoying the sunset. Whether by boat or car, you're only minutes from world-class dining and shopping, a host of cultural amenities, and nearby barrier islands.

6800 Longboat Drive S, Longboat Key

$2,900,000

Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on a quite loop beachside of Gulf of Mexico Drive. You will enjoy walking this beach and watching the amazing wildlife. This north Longboat location is near many outstanding restaurants and Anna Maria Island.

A4646914 MLS

Great opportunity to build on a private Cu-de-sac in Sleepy lagoon. There is private sandy beach access leading to the azure waters of the Gulf of Mexico. A new home at this location would have outstanding Gulf and stunning sunset views. This Cul-de-sac location is quite and peaceful and the perfect spot for a dream beach home.This location on Gulfside Road offers a unique opportunity to live on a quite loop beachside of Gulf of Mexico Drive. You will enjoy walking this beach and watching the amazing wildlife. This north Longboat location is near many outstanding restaurants and Anna Maria Island.

Longboat Key

$1,900,000

Flanked by multi-million-dollar homes, uniquely situated on the West side of Gulf of Mexico Dr with no busy street between you and the beach! Lot is cleared and ready with utilities at the lot. Build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf. This lot has the added bonus of backing up to Gulfside Road with a very short walk to beach access at the end of the street. Longboat Key is a barrier island situated off the Gulf Coast of Florida and has so much to offer — beach, boating, tennis, pickleball, cycling and more. Fly straight into Sarasota airport and enjoy quick access to Longboat Key, Anna Maria Island, St. Armands Circle, downtown Sarasota and the University Town Center.

A4634739 MLS

Flanked by multi-million-dollar homes, uniquely situated on the West side of Gulf of Mexico Dr with no busy street between you and the beach! Lot is cleared and ready with utilities at the lot. Build your dream home on this large lot (16,000 sq ft) just steps from the sugar sand beach on beautiful Longboat Key on the Gulf. This lot has the added bonus of backing up to Gulfside Road with a very short walk to beach access at the end of the street. Longboat Key is a barrier island situated off the Gulf Coast of Florida and has so much to offer — beach, boating, tennis, pickleball, cycling and more. Fly straight into Sarasota airport and enjoy quick access to Longboat Key, Anna Maria Island, St. Armands Circle, downtown Sarasota and the University Town Center.

6549 Gulf Of Mexico Drive, Longboat Key