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$355,000
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
$645,000
2 Beds ⋅ 2 Baths ⋅ 2026040188 MLS
Experience island living at 7263 Hibiscus Avenue in Bokeelia! Offering an exceptional amount of space and privacy, this property includes the adjoining lot, creating an expansive double-lot setting with plenty of room for outdoor living, recreational toys, RVs and more. This custom two-story home combines that extra space with impressive durability, featuring 6-inch-thick ICF solid-concrete walls, a metal roof, impact-resistant windows and doors, plus exterior hurricane shutters—all designed with strength, efficiency and modern building standards in mind. Thoughtful upgrades continue throughout the interior with soaring cathedral ceilings, porcelain tile flooring, granite countertops, hardwood cabinet doors, solid-core interior doors and custom tilework in both bathrooms. The air-conditioned garage adds additional comfort and flexibility, while the fenced yard, mature landscaping and convenient 30/50-amp RV hookup make the property especially well-suited for the laid-back island lifestyle. For added peace of mind, the home also comes with a fully transferable A/C maintenance contract that includes professional service twice per year. Located approximately half a mile from Pineland Marina and Tarpon Lodge—just a short golf-cart ride away—this unique property offers the space, privacy and freedom to enjoy everything Bokeelia has to offer. Whether heading out on the water, enjoying the nearby island destinations or simply relaxing at home, this is an opportunity to experience the best of Pine Island living.

7263 Hibiscus Avenue, Bokeelia
$459,000
3 Beds ⋅ 2 Baths ⋅ 2026029237 MLS
Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small-town charm, art galleries, local markets, Tree Nurseries and some of Southwest Florida’s best fishing and boating. Whether you’re seeking a primary residence or vacation home. Home offers 3 bedrooms and 2 baths with large living area. Large back (screened) deck and outside grilling entertaining deck with stairs. Very private backyard with pathway around the golf course. Newer air, galvanized roof, most windows are hurricane proof, new hot water heater, new soffit and rain gutters. New flooring throughout the home. You can walk to Pineland Marina which offers full Marina Service, dine at the well-known Tarpon Lodge. Private setting. You will love this Island and community.

14281 Pacosin Court, Bokeelia
$749,900
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
$234,000
1 Beds ⋅ 1 Baths ⋅ 2026019973 MLS
BACK ON THE MARKET- BUYER GOT COLD FEET! Welcome to your slice of true island living in beautiful Bokeelia. Nestled on a quiet street just minutes from Pineland Marina, this charming coastal cottage offers the laid-back lifestyle Southwest Florida is known for—where fishing days are long, sunsets are unforgettable, and life moves at just the right pace. This well-maintained home is built for both durability and peace of mind, featuring Hardie siding and a metal roof designed to withstand the elements. The outdoor spaces have been thoughtfully updated with new decking and rails, creating the perfect setting to relax, entertain, or simply take in the coastal breeze. Inside and out, this property reflects pride of ownership—and notably, the home has never flooded, offering added confidence for seasonal or full-time residents. Whether you're searching for a personal getaway, a full-time residence, or an income-producing property, this home checks all the boxes. With strong rental potential, proximity to world-class fishing, boating access nearby, and the natural beauty of Pine Island all around, the possibilities here are wide open. As one of the best-priced single-family homes currently available on the island, this is an exceptional opportunity for buyers looking to get into the market without compromising on location or lifestyle. Opportunities like this are rare in Bokeelia—and this one will not last long. If you’ve been dreaming of island life—morning coffee by the water, afternoons on the boat, and evenings watching the sky light up over the Gulf—this is your opportunity to make it a reality.

7322 Hibiscus Avenue, Bokeelia
$850,000
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