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$335,000
3 Beds ⋅ 2 Baths ⋅ 2026031767 MLS
Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia
$975,000
3 Beds ⋅ 3 Baths ⋅ 2026032475 MLS
Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part working farm, it is ready for its next chapter. Zoned AG-2, the property is ideal for farming, nursery operations or homestead living. The owners currently receive an agricultural tax exemption; the next owner may apply for the same benefit. The home offers 2,283 square feet plus a 573-square-foot air-conditioned attached garage. Mature trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets are included, allowing the next owner to harvest fruit, gather eggs and grow plants without starting from scratch. Upstairs are the main living area, kitchen, dining space and primary bedroom, plus a covered porch overlooking the farm. Downstairs are guest bedrooms, a full bathroom, laundry area and second living room opening to the patio and screened pool—ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, smart appliances, tile floors, plantation shutters, impact-rated windows and doors, updated A/C, spray-foam insulation, newer water heater and water-treatment systems. A 24-kW generator and 500-gallon underground propane tank add peace of mind. The septic field was replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. The property is not in a designated flood zone. The grounds produce mango, avocado, coconut, citrus, lychee, starfruit, papaya, jackfruit, passion fruit, moringa and more. Over 100 banana plants representing about 22 varieties are established and producing. App-controlled irrigation reaches about 95% of the trees. Farm infrastructure includes perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery supplies and extensive farm equipment are included for continued operation of the on-site market. Cool off in the screened pool, gather on the lanai or relax on the upper porch in your own tropical oasis. Whether you envision a working farm, nursery, self-sufficient homestead or island retreat with supplemental-income potential, this remarkable property offers room to grow and a lifestyle that feels like a getaway every day.

12303 Cristi Way, Bokeelia
$439,900
3 Beds ⋅ 2 Baths ⋅ 2026031193 MLS
Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia
$539,999
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
$765,000
3 Beds ⋅ 3 Baths ⋅ 226026155 MLS
Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia
$399,000
2 Beds ⋅ 2 Baths ⋅ 2026029179 MLS
Calling all boaters and fishermen. If you are looking for a home with easy access to the waters of Charlotte Harbor, Pine Island Sound and the Gulf of Mexico, then this unique Bokeelia home is just what the doctor ordered. This property is located on the north end of Pine Island, just a stones throw from Lavender Landing which is a Lee County owned marina and boat launch ramp. The home is older but very well built with CBS construction and a metal roof. The air conditioning is one year old. The interior has Terrazzo flooring in like new condition and tongue and groove cypress wall coverings There are two lanai's , one in the rear of the house and one in the front. The oversized lot is fenced with chain link fencing and there is a 10' X 20' storage building with water and electric. There is ample room for boat and RV parking.

15976 Bellflower Street, Bokeelia
$495,000
2 Beds ⋅ 2 Baths ⋅ 2026023618 MLS
DISCOVER AFFORDABLE GULF-ACCESS LIVING ON BEAUTIFUL PINE ISLAND Imagine ending each day with breathtaking island sunsets shimmering across the canal, tropical breezes drifting through your Florida room, and your boat waiting just steps from your back door. This Gulf-access waterfront retreat offers the laid-back coastal lifestyle so many dream about—without the premium price often associated with waterfront living. Inside, soaring ceilings and an open, light-filled floor plan create an inviting atmosphere that feels both spacious and relaxed. Large living areas flow effortlessly into the Florida room, where tranquil water views provide the perfect backdrop for morning coffee, evening cocktails, or simply enjoying the peaceful surroundings. For boating enthusiasts, the double-lift dock offers quick access to the Gulf of Mexico, placing world-class fishing, secluded beaches, waterfront dining, and Southwest Florida’s barrier islands within easy reach. The expansive backyard provides ample space to create the custom pool oasis you’ve always envisioned, while mature tropical landscaping and producing mango trees add privacy, beauty, and authentic island character. With just a few personal touches, this property has the potential to become an exceptional waterfront getaway, full-time residence, seasonal retreat, or investment opportunity. Located in a quiet waterfront community with access to a private neighborhood boat launch available through a low annual membership, you’ll enjoy the very best of Pine Island’s relaxed and natural lifestyle. Waterfront opportunities with this combination of Gulf access, outdoor space, and potential are becoming increasingly difficult to find. Schedule your private showing today and experience the island lifestyle for yourself.

5330 Genesee Parkway, Bokeelia
$599,000
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
$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
$699,000
3 Beds ⋅ 3 Baths ⋅ 2026018116 MLS
Welcome to this beautiful 3/2 completely updated costal home. The owners have added lots of extras since their purchase in 2024. All windows and sliders were upgraded to Impact Resistant. All appliances were replaced, washer, dryer, refrigerator, microwave and dishwasher. All bathrooms were renovated with new shower, tub, vanity, sink and fixtures. The vinyl siding was replaced with a stucco finish to update the exterior look. The entire house inside and out, including the shed for storage was painted. The upstairs balcony is now screened in for year round enjoyment. All boat and home decking is composite and a boat lift cover was added. A new septic and drain field was completed. The owners redid the landscaping and planted over 15 fruit trees. (the list is in the addendums) New roof installed in 2023. A/C was replaced 2022. Extended driveway with room for lots of cars, boat trailers or RV. Direct gulf access, over 70 feet of wide canal frontage, and an existing dock with a boat lift (boat lift capacity 10k with 12.6 beam. There are pilings in place to add a second boat lift. Come see this updated beauty. Whether used for weekend getaways and rentals or a relaxing year round island lifestyle, this home has it all. Pine Island, Bokeelia and St James City are the best places for boating, fishing, beaching and shelling.

5389 Serenity Cove, Bokeelia
$375,000
3 Beds ⋅ 2 Baths ⋅ 2026001842 MLS
over 2,000 SQUARE FEET AND AN ACRE - plenty of room to add in a barn, detached garage and pool! Welcome to your private Pine Island sanctuary! This 3BR/2BA Bokeelia home sits on over 1 acre of beautifully secluded land, offering the perfect blend of privacy and comfort. Surrounded by nature, this property delivers the relaxed island lifestyle you’ve been searching for. The home has been updated with a NEW metal roof and a gorgeous kitchen featuring granite countertops and almost new appliances. Inside, the spacious open-concept floor plan is highlighted by soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout for added privacy. The expansive kitchen and family room create an inviting space for entertaining or quiet evenings at home. The primary suite serves as a peaceful retreat with a well-appointed bath offering twin pedestal sinks and a walk-in shower. Two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Outdoors, enjoy a large front yard, mature fruit trees, and a separate outbuilding ideal for extra workshop, storage, or creative space. Plenty of room for boats, RVs, gardening, or simply enjoying the serene surroundings. Quiet, private, and truly one-of-a-kind—this property captures Pine Island living at its finest. HUGE living space and located in a quiet part of the island yet still close to everything!

5675 Sandal Lane, Bokeelia
$875,000
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, 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
$270,000
2 Beds ⋅ 1 Baths ⋅ 224077294 MLS
Welcome to your own piece of paradise in Bokeelia, Florida! This charming single family home boasts 2 bedrooms, 1 bathroom, and a prime location near the Gulf of Mexico. Imagine waking up each morning and taking a short stroll to the nearby fishing pier to catch your dinner or enjoying a delicious meal at one of the local restaurants. The landscaped yard with a beautiful mango tree adds to the Florida feel of this quaint home, creating a serene and tropical oasis. With extra outbuildings and a covered parking area connected to a workshop, there is plenty of space for all of your hobbies and projects. The wooded area next to the property provides added privacy, making this home the perfect retreat from the hustle and bustle of everyday life. Whether you are looking for a peaceful getaway or a permanent residence, this home offers the best of both worlds. Don't miss out on the opportunity to own a piece of paradise in Bokeelia - schedule a showing today and make this dream home yours! This house and surrounding area has never flooded!

15925 Quail Trail, Bokeelia