$599,000 Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities. 2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities. 5375 Serenity Cove, Bokeelia
$4,849,000 Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates. 6 Beds ⋅ 8 Baths ⋅ 2026025336 MLS Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates. 7660 Bocilla Lane, Bokeelia
$849,000 Discover refined living in this exceptional three-story loft-style residence overlooking the 12th hole of Alden Pines Golf Course. Designed to impress, the home features a spectacular 30,000-gallon heated saltwater pool, offering a private resort-style setting with sweeping golf course views. With three full bathrooms and three expansive levels of living space, this residence delivers both elegance and functionality. The kitchen is appointed with timeless, high-end finishes and generous storage, while real hardwood flooring enhances every bedroom. Two distinct outdoor living spaces invite you to unwind and take in Pine Island’s renowned sunsets, creating an ideal backdrop for relaxation or entertaining. This one-of-a-kind property blends luxury, character, and lifestyle—an exceptional opportunity to make it your own. Schedule your private showing today. 3 Beds ⋅ 3 Baths ⋅ 2026006903 MLS Discover refined living in this exceptional three-story loft-style residence overlooking the 12th hole of Alden Pines Golf Course. Designed to impress, the home features a spectacular 30,000-gallon heated saltwater pool, offering a private resort-style setting with sweeping golf course views. With three full bathrooms and three expansive levels of living space, this residence delivers both elegance and functionality. The kitchen is appointed with timeless, high-end finishes and generous storage, while real hardwood flooring enhances every bedroom. Two distinct outdoor living spaces invite you to unwind and take in Pine Island’s renowned sunsets, creating an ideal backdrop for relaxation or entertaining. This one-of-a-kind property blends luxury, character, and lifestyle—an exceptional opportunity to make it your own. Schedule your private showing today. 14271 Sandarac Drive, Bokeelia
$499,000 Turn-Key Pine Island Fishing Cabin with Private Dock, Lift & Shared Private Boat Ramp! Welcome to your perfect Pine Island waterfront escape. Located directly across from Jug Creek Marina in the heart of Bokeelia, this beautifully renovated 2-bedroom waterfront cottage offers effortless island living with immediate boating access to Charlotte Harbor, Boca Grande Pass, and some of Southwest Florida's best fishing grounds. Completely updated following Hurricane Ian, the home has been thoughtfully rebuilt and finished to provide a clean, modern coastal feel while maintaining the charm of a classic Pine Island fishing cottage. Inside, the bright and inviting interior features an open living area, updated kitchen, and comfortable bedrooms designed for easy, low-maintenance living whether you're here full time, seasonally, or as a weekend getaway. Step outside and the real magic begins. The property is designed for serious boaters and anglers, featuring its own private dock with boat lift, plus a private concrete boat ramp that is shared exclusively with the adjacent property to the north—a highly sought-after amenity that allows you to launch and retrieve your boat from your own property without relying on public ramps or marina facilities. This unique feature provides exceptional convenience, privacy, and flexibility for enjoying life on the water. From your backyard, you'll enjoy quick access to open water, making it easy to spend your days fishing, cruising the surrounding islands, exploring Cayo Costa and Boca Grande, or taking in unforgettable Southwest Florida sunsets. The manageable footprint of the home allows you to spend less time maintaining property and more time enjoying the island lifestyle Pine Island is known for—world-class fishing, laid-back waterfront restaurants, and a true Old Florida atmosphere that is becoming increasingly rare to find. Whether you're searching for a private island retreat, seasonal residence, or waterfront getaway with the rare combination of a private dock, boat lift, and exclusive shared boat ramp, this Bokeelia property offers an exceptional opportunity to own a slice of Pine Island paradise in one of the island's most desirable boating locations. Come experience the simplicity, charm, and unmatched lifestyle of waterfront living on Pine Island. 2 Beds ⋅ 1 Baths ⋅ 225055729 MLS Turn-Key Pine Island Fishing Cabin with Private Dock, Lift & Shared Private Boat Ramp! Welcome to your perfect Pine Island waterfront escape. Located directly across from Jug Creek Marina in the heart of Bokeelia, this beautifully renovated 2-bedroom waterfront cottage offers effortless island living with immediate boating access to Charlotte Harbor, Boca Grande Pass, and some of Southwest Florida's best fishing grounds. Completely updated following Hurricane Ian, the home has been thoughtfully rebuilt and finished to provide a clean, modern coastal feel while maintaining the charm of a classic Pine Island fishing cottage. Inside, the bright and inviting interior features an open living area, updated kitchen, and comfortable bedrooms designed for easy, low-maintenance living whether you're here full time, seasonally, or as a weekend getaway. Step outside and the real magic begins. The property is designed for serious boaters and anglers, featuring its own private dock with boat lift, plus a private concrete boat ramp that is shared exclusively with the adjacent property to the north—a highly sought-after amenity that allows you to launch and retrieve your boat from your own property without relying on public ramps or marina facilities. This unique feature provides exceptional convenience, privacy, and flexibility for enjoying life on the water. From your backyard, you'll enjoy quick access to open water, making it easy to spend your days fishing, cruising the surrounding islands, exploring Cayo Costa and Boca Grande, or taking in unforgettable Southwest Florida sunsets. The manageable footprint of the home allows you to spend less time maintaining property and more time enjoying the island lifestyle Pine Island is known for—world-class fishing, laid-back waterfront restaurants, and a true Old Florida atmosphere that is becoming increasingly rare to find. Whether you're searching for a private island retreat, seasonal residence, or waterfront getaway with the rare combination of a private dock, boat lift, and exclusive shared boat ramp, this Bokeelia property offers an exceptional opportunity to own a slice of Pine Island paradise in one of the island's most desirable boating locations. Come experience the simplicity, charm, and unmatched lifestyle of waterfront living on Pine Island. 16341 Porto Bello Street, Bokeelia
$1,899,000 If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia. 3 Beds ⋅ 2 Baths ⋅ 224063831 MLS If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia. 8335 Main Street, Bokeelia