$745,000 Paradise Found on Jug Creek! Welcome to a little piece of Old Florida tucked away in one of Bokeelia's most special waterfront settings. Nestled at the end of a lush, private road, this charming 2-bedroom cottage offers the kind of laid-back island lifestyle that's getting harder and harder to find. Cozy, comfortable and full of character, the home is surrounded by the natural beauty of Jug Creek. Enjoy gorgeous mangrove and water views from inside the cottage, or step out onto the back deck and watch the creek come to life. Dolphins and manatees are frequent visitors, osprey and bald eagles soar overhead, and the sunrises over the water can be spectacular. For the boater or fisherman, this location is truly special. Drop a line from your own dock or head out by boat — you're right around the corner from the open waters of Charlotte Harbor and just a short ride from Boca Grande, Cabbage Key and some of Southwest Florida's best fishing and boating. Back home, the cottage's front porch, picket fence and intimate setting give it the unmistakable feel of an island getaway — a place to slow down, spend more time outside and enjoy life on the water. Enjoy your own cozy waterfront cottage, your boat out back, incredible views and some of the best of Southwest Florida just minutes away. Paradise found — Old Florida style, right here on Jug Creek. 2 Beds ⋅ 1 Baths ⋅ 2026036986 MLS Paradise Found on Jug Creek! Welcome to a little piece of Old Florida tucked away in one of Bokeelia's most special waterfront settings. Nestled at the end of a lush, private road, this charming 2-bedroom cottage offers the kind of laid-back island lifestyle that's getting harder and harder to find. Cozy, comfortable and full of character, the home is surrounded by the natural beauty of Jug Creek. Enjoy gorgeous mangrove and water views from inside the cottage, or step out onto the back deck and watch the creek come to life. Dolphins and manatees are frequent visitors, osprey and bald eagles soar overhead, and the sunrises over the water can be spectacular. For the boater or fisherman, this location is truly special. Drop a line from your own dock or head out by boat — you're right around the corner from the open waters of Charlotte Harbor and just a short ride from Boca Grande, Cabbage Key and some of Southwest Florida's best fishing and boating. Back home, the cottage's front porch, picket fence and intimate setting give it the unmistakable feel of an island getaway — a place to slow down, spend more time outside and enjoy life on the water. Enjoy your own cozy waterfront cottage, your boat out back, incredible views and some of the best of Southwest Florida just minutes away. Paradise found — Old Florida style, right here on Jug Creek. 16376 Antigua Way, Bokeelia
$539,999 Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers exceptional value and coastal appeal. Recent upgrades include a newer air conditioning system and a durable metal roof, tankless water heater, boat lift canopy, full kitchen and bathroom updating, providing comfort and peace of mind for years to come. Inside, you'll find warm, character-filled walls and ceilings paired with crisp white finishes that create a bright, relaxed coastal atmosphere. This elegant, classic layout paired with Bahama shutters outside (and metal shutters for hurricane season) add both style and island-inspired charm. Step outdoors to enjoy the oversized screened lanai—an ideal space for entertaining, relaxing, or dining while taking in the waterfront setting. The fully fenced backyard features a wide double gate, making it easy to store a boat, trailer, golf cart, or other recreational equipment securely on the property, this space has plenty of room to accommodate a future pool or hotub. Boaters and anglers will especially appreciate the private boat lift with direct access to open water. Spend your days fishing, cruising, or exploring some of Southwest Florida's most sought-after destinations, including North Captiva Island, Boca Grande/Gasparilla Island, Cabbage Key, Cayo Costa, and the area's stunning Gulf beaches. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this waterfront gem offers the perfect combination of comfort, convenience, and the Florida lifestyle. 2 Beds ⋅ 2 Baths ⋅ 2026031016 MLS Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers exceptional value and coastal appeal. Recent upgrades include a newer air conditioning system and a durable metal roof, tankless water heater, boat lift canopy, full kitchen and bathroom updating, providing comfort and peace of mind for years to come. Inside, you'll find warm, character-filled walls and ceilings paired with crisp white finishes that create a bright, relaxed coastal atmosphere. This elegant, classic layout paired with Bahama shutters outside (and metal shutters for hurricane season) add both style and island-inspired charm. Step outdoors to enjoy the oversized screened lanai—an ideal space for entertaining, relaxing, or dining while taking in the waterfront setting. The fully fenced backyard features a wide double gate, making it easy to store a boat, trailer, golf cart, or other recreational equipment securely on the property, this space has plenty of room to accommodate a future pool or hotub. Boaters and anglers will especially appreciate the private boat lift with direct access to open water. Spend your days fishing, cruising, or exploring some of Southwest Florida's most sought-after destinations, including North Captiva Island, Boca Grande/Gasparilla Island, Cabbage Key, Cayo Costa, and the area's stunning Gulf beaches. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this waterfront gem offers the perfect combination of comfort, convenience, and the Florida lifestyle. 16191 Porto Bello Street, Bokeelia
$154,900 Waterfront Co-Op Cottage on Pine Island — Direct Gulf & Intracoastal Access! Welcome to your slice of Old Florida paradise in this move-in ready 1BR/1BA waterfront cottage nestled within a charming 30-unit, 55+ resident-owned co-op community in sought after Bokeelia. The property faces Charlotte Harbor in front and the Bokeelia Back Bay behind, offering direct Intracoastal and Gulf access right from your community's private boat ramp. Inside you'll find a bright, all new interior with luxury vinyl plank flooring throughout, new walls, a brand-new kitchen featuring white soft close cabinetry, quartz countertops, graphite under mount sink & stainless faucets and hardware. New LG stainless appliances — including a French door fridge with bottom freezer & ice maker. 5 burner electric stove with oven & built-in air fryer. The new bathroom includes quartz countertop, under mount graphite sink, new toilet, new in-unit stack-able washer and dryer. All new electric throughout including panel, water heater and mini split A/C unit. All big-ticket items are already done. The flexible layout comfortably sleeps up to 6 with a queen bed, a pull-out sofa, and an ottoman that converts to a twin — perfect as a full-time residence or waterfront retreat. Unit has been raised, peered and strapped plus 2 new staircases , landings and new skirting with lots of storage underneath. Community amenities are the real star here: a private 500-foot lighted fishing pier with electricity, private boat ramp, on-site boat trailer storage, and a community gazebo. Optional boat dock slip may be available for an additional fee. A low monthly co-op fee covers water, trash, and lawn care. Short boat rides put you at Cabbage Key, Cayo Costa, North Captiva, Sanibel, and the out islands. Pine Island's world-class fishing is right out your back door. 1 Beds ⋅ 1 Baths ⋅ 2026028664 MLS Waterfront Co-Op Cottage on Pine Island — Direct Gulf & Intracoastal Access! Welcome to your slice of Old Florida paradise in this move-in ready 1BR/1BA waterfront cottage nestled within a charming 30-unit, 55+ resident-owned co-op community in sought after Bokeelia. The property faces Charlotte Harbor in front and the Bokeelia Back Bay behind, offering direct Intracoastal and Gulf access right from your community's private boat ramp. Inside you'll find a bright, all new interior with luxury vinyl plank flooring throughout, new walls, a brand-new kitchen featuring white soft close cabinetry, quartz countertops, graphite under mount sink & stainless faucets and hardware. New LG stainless appliances — including a French door fridge with bottom freezer & ice maker. 5 burner electric stove with oven & built-in air fryer. The new bathroom includes quartz countertop, under mount graphite sink, new toilet, new in-unit stack-able washer and dryer. All new electric throughout including panel, water heater and mini split A/C unit. All big-ticket items are already done. The flexible layout comfortably sleeps up to 6 with a queen bed, a pull-out sofa, and an ottoman that converts to a twin — perfect as a full-time residence or waterfront retreat. Unit has been raised, peered and strapped plus 2 new staircases , landings and new skirting with lots of storage underneath. Community amenities are the real star here: a private 500-foot lighted fishing pier with electricity, private boat ramp, on-site boat trailer storage, and a community gazebo. Optional boat dock slip may be available for an additional fee. A low monthly co-op fee covers water, trash, and lawn care. Short boat rides put you at Cabbage Key, Cayo Costa, North Captiva, Sanibel, and the out islands. Pine Island's world-class fishing is right out your back door. 16970 Fishermans Cove, Bokeelia
$4,799,000 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