$1,300,000 Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest. 4 Beds ⋅ 3 Baths ⋅ 226020954 MLS Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest. 13541 Stringfellow Road, Bokeelia
$63,000 PINE ISLAND LIVING ON ALDEN PINES GOLF COURSE - Build your dream home with potential views of the fairway and water feature. Western exposure, so beautiful sunsets await you around your own pool. Golf is reasonably priced and no membership required. Close to the Pine Island Marina, Tarpon Lodge, Randall Research Center, Calusa Heritage Trail, and numerous boat launch locations. Come join this popular neighborhood. 2026022846 MLS PINE ISLAND LIVING ON ALDEN PINES GOLF COURSE - Build your dream home with potential views of the fairway and water feature. Western exposure, so beautiful sunsets await you around your own pool. Golf is reasonably priced and no membership required. Close to the Pine Island Marina, Tarpon Lodge, Randall Research Center, Calusa Heritage Trail, and numerous boat launch locations. Come join this popular neighborhood. 14185 Clubhouse Drive, Bokeelia
$749,900 Welcome to paradise in the highly sought-after Alden Pines neighborhood of Bokeelia! Perfectly positioned on an oversized double homesite totaling 0.67 acres, this extraordinary coastal retreat offers the ultimate Pine Island lifestyle with an unbeatable location just a short walk to the clubhouse at the newly revitalized Alden Pines “The Gator in the Rough” golf course, Pineland Marina, Tarpon Lodge, and the historic Randell Research Center. With the golf course renovation nearing completion and reopening this fall, the future of this area has never looked brighter. Encompassing an impressive 2,732 square feet of living space, this spacious residence features 4 bedrooms, 3 bathrooms, and an incredible 6-car garage with 3 tandem spaces — perfect for car collectors, golf carts, boats, kayaks, or all your island toys. Outdoor living is where this home truly shines. The massive 35’ x 15’ resort-style pool and spa are surrounded by an expansive paver patio designed for entertaining, complete with a covered outdoor dining area, full outdoor kitchen, and convenient pool bath. Whether hosting family and friends or simply relaxing in your private tropical oasis, every inch of this property embraces the Florida lifestyle. The luxurious primary suite feels more like a private resort retreat, featuring a screened wraparound balcony, dual walk-in closets, and an extraordinary dual-bathroom design connected by an oversized walk-through shower unlike anything you’ve seen before. The shower even opens to its own private outdoor balcony, creating a spa-like experience immersed in nature. Designed for both comfort and peace of mind, the property also features an elevated Generac whole-home backup generator with a buried fuel tank, providing reliable protection and convenience year-round. Lush tropical landscaping with mature palms, native vegetation, and vibrant greenery surrounds the property, enhancing the serene coastal atmosphere and providing exceptional privacy. This is a rare opportunity to own a truly unique island estate in one of Pine Island’s most desirable communities. 4 Beds ⋅ 3 Baths ⋅ 2026021268 MLS Welcome to paradise in the highly sought-after Alden Pines neighborhood of Bokeelia! Perfectly positioned on an oversized double homesite totaling 0.67 acres, this extraordinary coastal retreat offers the ultimate Pine Island lifestyle with an unbeatable location just a short walk to the clubhouse at the newly revitalized Alden Pines “The Gator in the Rough” golf course, Pineland Marina, Tarpon Lodge, and the historic Randell Research Center. With the golf course renovation nearing completion and reopening this fall, the future of this area has never looked brighter. Encompassing an impressive 2,732 square feet of living space, this spacious residence features 4 bedrooms, 3 bathrooms, and an incredible 6-car garage with 3 tandem spaces — perfect for car collectors, golf carts, boats, kayaks, or all your island toys. Outdoor living is where this home truly shines. The massive 35’ x 15’ resort-style pool and spa are surrounded by an expansive paver patio designed for entertaining, complete with a covered outdoor dining area, full outdoor kitchen, and convenient pool bath. Whether hosting family and friends or simply relaxing in your private tropical oasis, every inch of this property embraces the Florida lifestyle. The luxurious primary suite feels more like a private resort retreat, featuring a screened wraparound balcony, dual walk-in closets, and an extraordinary dual-bathroom design connected by an oversized walk-through shower unlike anything you’ve seen before. The shower even opens to its own private outdoor balcony, creating a spa-like experience immersed in nature. Designed for both comfort and peace of mind, the property also features an elevated Generac whole-home backup generator with a buried fuel tank, providing reliable protection and convenience year-round. Lush tropical landscaping with mature palms, native vegetation, and vibrant greenery surrounds the property, enhancing the serene coastal atmosphere and providing exceptional privacy. This is a rare opportunity to own a truly unique island estate in one of Pine Island’s most desirable communities. 14221 Clubhouse Drive, 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
$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, 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, 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