$355,000 Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island. 2 Beds ⋅ 2 Baths ⋅ 2026040666 MLS Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island. 7443 Pomegranate Drive, Bokeelia
$1,150,000 Bokeelia Experience the best of waterfront island living at 5161 Marina Drive, an exceptional bayfront retreat in Bokeelia offering expansive water views, outstanding boating access, and a front-row seat to the natural beauty of Southwest Florida. With approximately 150 feet of waterfront, this property offers a setting that is increasingly difficult to find. The outdoor living space is truly the centerpiece. Enjoy a saltwater pool and Jacuzzi overlooking the bay, along with a wraparound dock, two davits/boat lift setup, approximately 90 feet of mangrove boardwalk, and your own private beach and shoreline launch area—an incredibly unique feature providing convenient access for kayaks, paddleboards, jet skis and other watercraft directly from the property. The waterfront tiki hut, rebuilt in 2024, creates the perfect gathering space with an outdoor kitchen, bar area, TV, refrigerator and bathroom. An outdoor shower adds even more convenience after a day spent on the water. From the backyard, dock and pool area, enjoy watching boats pass by and keep an eye out for some of Southwest Florida’s incredible marine life, including dolphins and manatees. The combination of waterfront recreation, tropical surroundings and wildlife viewing also gives the property excellent appeal for those seeking a memorable vacation-rental experience. Numerous recent improvements include a new roof in 2025, new septic system in 2026, new flooring and interior paint in 2025, new front staircase, updated landscaping and plantings, along with an elevator for added convenience. Bamboo fencing and tropical landscaping provide additional privacy, while grapefruit, banana, lemon, orange and mango trees add to the island atmosphere. Whether you’re boating, fishing, kayaking, entertaining poolside, launching directly from your private shoreline or simply relaxing and watching life on the bay, 5161 Marina Drive delivers the kind of waterfront lifestyle people come to Bokeelia to experience. 2 Beds ⋅ 2 Baths ⋅ 2026040340 MLS Bokeelia Experience the best of waterfront island living at 5161 Marina Drive, an exceptional bayfront retreat in Bokeelia offering expansive water views, outstanding boating access, and a front-row seat to the natural beauty of Southwest Florida. With approximately 150 feet of waterfront, this property offers a setting that is increasingly difficult to find. The outdoor living space is truly the centerpiece. Enjoy a saltwater pool and Jacuzzi overlooking the bay, along with a wraparound dock, two davits/boat lift setup, approximately 90 feet of mangrove boardwalk, and your own private beach and shoreline launch area—an incredibly unique feature providing convenient access for kayaks, paddleboards, jet skis and other watercraft directly from the property. The waterfront tiki hut, rebuilt in 2024, creates the perfect gathering space with an outdoor kitchen, bar area, TV, refrigerator and bathroom. An outdoor shower adds even more convenience after a day spent on the water. From the backyard, dock and pool area, enjoy watching boats pass by and keep an eye out for some of Southwest Florida’s incredible marine life, including dolphins and manatees. The combination of waterfront recreation, tropical surroundings and wildlife viewing also gives the property excellent appeal for those seeking a memorable vacation-rental experience. Numerous recent improvements include a new roof in 2025, new septic system in 2026, new flooring and interior paint in 2025, new front staircase, updated landscaping and plantings, along with an elevator for added convenience. Bamboo fencing and tropical landscaping provide additional privacy, while grapefruit, banana, lemon, orange and mango trees add to the island atmosphere. Whether you’re boating, fishing, kayaking, entertaining poolside, launching directly from your private shoreline or simply relaxing and watching life on the bay, 5161 Marina Drive delivers the kind of waterfront lifestyle people come to Bokeelia to experience. 5191 Marina Drive, Bokeelia
$870,000 Welcome to 5711 Linden Lane, a spacious and beautifully upgraded Pine Island home offering the perfect blend of comfort, convenience, and island lifestyle. Ideally located in the center of Pine Island, this two-story property features a private elevator with access from the ground level to the top-floor primary suite. Inside, you'll find a tastefully remodeled kitchen, a brand-new primary bathroom, and a thoughtfully designed layout with generous living space throughout. The private top-level primary suite creates a relaxing retreat, while the elevator adds everyday convenience rarely found in homes like this. Outside, enjoy wraparound composite decking, beautiful landscaping, and a full lawn irrigation system. The property also offers a covered concrete RV/camper area with 50-amp service and water hookups, plus plenty of room for boats, trailers, and recreational toys. Additional features include a heated and cooled garage and access to the community marina and boat ramp, making it easy to enjoy everything Pine Island is known for, from boating and fishing to the laid-back coastal lifestyle. 5711 Linden Lane combines extensive upgrades, exceptional storage, boating access, and a highly desirable central Pine Island location in one truly versatile property. 3 Beds ⋅ 2 Baths ⋅ 2026036603 MLS Welcome to 5711 Linden Lane, a spacious and beautifully upgraded Pine Island home offering the perfect blend of comfort, convenience, and island lifestyle. Ideally located in the center of Pine Island, this two-story property features a private elevator with access from the ground level to the top-floor primary suite. Inside, you'll find a tastefully remodeled kitchen, a brand-new primary bathroom, and a thoughtfully designed layout with generous living space throughout. The private top-level primary suite creates a relaxing retreat, while the elevator adds everyday convenience rarely found in homes like this. Outside, enjoy wraparound composite decking, beautiful landscaping, and a full lawn irrigation system. The property also offers a covered concrete RV/camper area with 50-amp service and water hookups, plus plenty of room for boats, trailers, and recreational toys. Additional features include a heated and cooled garage and access to the community marina and boat ramp, making it easy to enjoy everything Pine Island is known for, from boating and fishing to the laid-back coastal lifestyle. 5711 Linden Lane combines extensive upgrades, exceptional storage, boating access, and a highly desirable central Pine Island location in one truly versatile property. 5711 Linden Lane, Bokeelia
$599,000 This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property! 3 Beds ⋅ 3 Baths ⋅ 2026023398 MLS This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property! 10545 Habitat Trail, Bokeelia
$850,000 **YOUR PRIVATE BOKEELIA RETREAT — 5-STAR VACATION RENTAL & INVESTMENT OPPORTUNITY!** Welcome to your own private paradise in beautiful Bokeelia! This **5-Star-rated vacation rental** is an established and successful income-producing property, offering the perfect combination of a private Florida retreat and investment opportunity. Enjoy the convenience of **remote management from virtually anywhere**. With smart-home capabilities, you can remotely manage the **garage doors(just installed Sept. 2026 hurricane rated), security, pool, and other features**, making ownership easy whether you're home, traveling, or miles away. Surrounded by mature trees, abundant wildlife, peaceful lakes, and nature trails, this spacious home offers privacy and beautiful panoramic views. Enjoy your morning coffee overlooking nature, explore the walking paths, or spend the afternoon bird watching. The home features **3 generously sized ensuite bedrooms** and numerous updates, including a **2022 metal roof, new Trane A/C units in 2025, new water heater in 2023, impact windows and sliding glass doors, updated fixtures and ceiling fans, and an elevator** providing easy access between levels. The spacious kitchen features **stainless-steel appliances, abundant cabinetry, a large breakfast bar, and an open-concept design** flowing into the living area — perfect for entertaining. The formal dining room adds even more versatility with a **billiard table that converts into a beautiful dining table**. Step outside to your private resort-style oasis featuring a **beautiful pool with pouring fountains and a two-story reinforced screened enclosure**. The pool area is already plumbed for an outdoor kitchen, and the home is wired for a **whole-house generator**, providing added peace of mind during storm season. After a day of island adventures, relax by the cozy fireplace or unwind poolside. You'll be conveniently located near **Tarpon Lodge, the Randell Research Center and Calusa archaeological sites, marinas, boating, fishing, shopping, and local restaurants**. Whether you're looking for a **turnkey vacation rental, income-producing investment, second home, or full-time residence**, this property delivers. With its proven **5-Star rental history, extensive updates, and easy remote-management capabilities**, you can enjoy the Pine Island lifestyle while your property works for you — even when you're away. **Come discover your own private piece of Bokeelia paradise!** 3 Beds ⋅ 3 Baths ⋅ 2025024276 MLS **YOUR PRIVATE BOKEELIA RETREAT — 5-STAR VACATION RENTAL & INVESTMENT OPPORTUNITY!** Welcome to your own private paradise in beautiful Bokeelia! This **5-Star-rated vacation rental** is an established and successful income-producing property, offering the perfect combination of a private Florida retreat and investment opportunity. Enjoy the convenience of **remote management from virtually anywhere**. With smart-home capabilities, you can remotely manage the **garage doors(just installed Sept. 2026 hurricane rated), security, pool, and other features**, making ownership easy whether you're home, traveling, or miles away. Surrounded by mature trees, abundant wildlife, peaceful lakes, and nature trails, this spacious home offers privacy and beautiful panoramic views. Enjoy your morning coffee overlooking nature, explore the walking paths, or spend the afternoon bird watching. The home features **3 generously sized ensuite bedrooms** and numerous updates, including a **2022 metal roof, new Trane A/C units in 2025, new water heater in 2023, impact windows and sliding glass doors, updated fixtures and ceiling fans, and an elevator** providing easy access between levels. The spacious kitchen features **stainless-steel appliances, abundant cabinetry, a large breakfast bar, and an open-concept design** flowing into the living area — perfect for entertaining. The formal dining room adds even more versatility with a **billiard table that converts into a beautiful dining table**. Step outside to your private resort-style oasis featuring a **beautiful pool with pouring fountains and a two-story reinforced screened enclosure**. The pool area is already plumbed for an outdoor kitchen, and the home is wired for a **whole-house generator**, providing added peace of mind during storm season. After a day of island adventures, relax by the cozy fireplace or unwind poolside. You'll be conveniently located near **Tarpon Lodge, the Randell Research Center and Calusa archaeological sites, marinas, boating, fishing, shopping, and local restaurants**. Whether you're looking for a **turnkey vacation rental, income-producing investment, second home, or full-time residence**, this property delivers. With its proven **5-Star rental history, extensive updates, and easy remote-management capabilities**, you can enjoy the Pine Island lifestyle while your property works for you — even when you're away. **Come discover your own private piece of Bokeelia paradise!** 7507 Grande Pine Road, Bokeelia