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$425,000
3 Beds ⋅ 2 Baths ⋅ 2026032008 MLS
Welcome to 5419 Avenue E, Bokeelia, FL, where island living meets peace of mind. The separately strapped lot to the right (5431 Avenue E) is included in the sale, making it a total of .7 acres. This beautifully updated home offers plenty of room to spread out, entertain, or simply enjoy the tropical surroundings. Mature trees and lush landscaping create a private setting that's hard to find. Inside, you'll find a bright, open floor plan featuring a stunning remodeled kitchen with quartz countertops, a large center island, custom cabinetry, stainless steel appliances, and designer finishes throughout. The spacious living areas are filled with natural light, while the updated bathrooms and stylish flooring make this home truly move-in ready. The generously sized bedrooms provide comfortable accommodations, and the flexible floor plan offers space for guests, a home office, or hobbies. Large windows frame beautiful views of the expansive yard, creating a seamless connection between indoor and outdoor living. Step outside to your own private backyard retreat featuring a sparkling swimming pool and an abundance of green space. The oversized lot provides endless possibilities for gardening, RV or boat parking, additional storage, or future expansion. With Pine Island's world-class fishing, boating, and waterfront restaurants just minutes away, every day feels like a vacation. For added confidence, this home is equipped with impact-resistant windows, a new roof installed in 2020, and experienced no hurricane damage or flooding, offering buyers exceptional peace of mind. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 5419 Avenue E delivers the charm of Old Florida with modern updates in one of Pine Island's most desirable locations.

5419 Avenue E, Bokeelia
$350,000
4 Beds ⋅ 4 Baths ⋅ 2026032000 MLS
Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect opportunity to live in one unit while renting the other, this well-maintained duplex checks all the boxes. Situated on an oversized lot of nearly 0.5 acres, this concrete block duplex features two spacious units, each offering 1,101 square feet, 2 bedrooms, 1.5 bathrooms, soaring vaulted ceilings in the living room, and tile flooring throughout for easy maintenance. Each unit also includes its own private screened lanai, perfect for enjoying the Florida lifestyle, along with a dedicated exterior storage closet for added convenience. Major updates have already been completed with a new roof and gutters installed in 2023. Conveniently located just minutes from Publix, Pine Island Road, local restaurants, shopping, and everyday amenities, this property offers the perfect balance of privacy and accessibility. With solid bones and room for cosmetic updates, this duplex presents an excellent opportunity to add value while generating rental income or creating your ideal owner-occupied investment. Don't miss your chance to own this Pine Island property with endless potential!

5484/5486 Birdsong Lane, Bokeelia
$149,000
2 Beds ⋅ 2 Baths ⋅ 2026028789 MLS
Great location at Pine Island Center... Cute 2-bedrooms 2-baths, Vaulted ceilings, Nice Kitchen/Dining area Wood cabinets for plenty of space, Living area, Tile floors, Master bath is beautiful with Tiled walls in bathroom Shower & Bath tub, Wood cabinets .. Yard is 43x 80, raised Septic area, palm trees... very easy maintenance . Location is at the center of the Island, Library-school- pickleball & tennis, museum and little league field, also a 20 acre walkaround park... Great location- Check this property today !!

10419 Trotwood Avenue, St James City
$89,000
2026021836 MLS
This large double lot offers an exceptional opportunity to build your dream waterfront home in a serene setting with Island living. Conveniently located near the public library, restaurants, and supermarkets, it combines accessibility with tranquility, providing a perfect blend for comfortable living. With friendly neighbors and a peaceful atmosphere, this is a chance you won't want to miss—make your offer today!

5324 Birdsong Lane, Bokeelia
$599,900
3 Beds ⋅ 4 Baths ⋅ 2026018149 MLS
Private half-acre island estate near Pine Island Center with guest cottage, resort-style pool, and 3-bay garage — elevated & flood-ready. Tucked away on a quiet dead-end street with no through traffic, this private property offers a rare combination of space, flexibility, and income potential — all within walking distance to Pine Island Center, including parks, the library, museum, tennis and pickleball courts, and the public pool. Enjoy the laid-back charm of island living while maintaining a private, spacious setting, with a short drive to nearby marinas for easy boating access. Elevated above the floodplain for peace of mind, the main home features an open, light-filled layout with plank tile flooring, crown molding, and two large skylights. The kitchen is designed for both everyday living and entertaining, showcasing two oversized islands, quartzite countertops, abundant cabinetry, soft-close doors and drawers, a range hood, and an oversized Frigidaire Gallery refrigerator/freezer. The eat-in kitchen flows seamlessly to a large screened front porch through double French doors, creating ideal indoor-outdoor living. The home offers two primary suites, including a large primary bedroom with a bay window overlooking the backyard, a walk-in closet, and a well-appointed bath with glass shower and barn door entry. A guest bedroom with its own full bath adds privacy, while additional space allows for a potential third bedroom if desired. Step outside to a true backyard retreat featuring a 16x32 heated saltwater pool with a 1,800 sq ft screened paver enclosure, elevated rear deck, and mature tropical landscaping, with a rare 7-foot depth ideal for both relaxation and recreation. The fully fenced property includes a double gate for easy access and storage of boats, trailers, or equipment. A standout feature is the detached guest cottage with its own entrance, parking, and meter — complete with full kitchen, living area, bedroom, and bath — ideal for extended family or rental income. Built with long-term ownership in mind, this property includes a metal roof (2017), three A/C systems (approx. 3 years old), whole-home generator with 500-gallon buried propane tank, updated electrical system, flood venting, elevated mechanicals for FEMA compliance, whole-home surge protection, water filtration system, hurricane shutters, and a septic system replaced in 2023. The oversized 3-bay garage with A/C workshop provides incredible space for hobbies, storage, or business use. A rare opportunity to own a versatile, move-in-ready property that offers privacy, functionality, and income potential in one exceptional package.

5866 Tahiti Drive, Bokeelia
$39,000
2026013783 MLS
Welcome to 5404 Avenue D, Bokeelia, FL 33922! This prime corner duplex lot offers the perfect blend of convenience and tranquility. Located in a charming neighborhood, it's just moments away from shopping, diverse dining options, and essential amenities. Outdoor enthusiasts will appreciate the proximity to boat ramps, bike and walking paths. Families will love the nearby elementary school and community pool, while book lovers will find the library conveniently close. Whether you envision building a duplex for investment or a dream home, this location caters to all lifestyles. Experience the best of Bokeelia and make this lot yours today! THE LOT NEXT DOOR IS FOR SALE MLS # 2026013783

5404 Avenue D, Bokeelia
$35,000
2026013781 MLS
Welcome to 5416 Avenue D, Bokeelia, FL—a prime duplex lot offering endless possibilities! Nestled in the heart of Pine Island, this property boasts proximity to everything you need. Enjoy convenient access to Pine Island Elementary School and nearby library. For recreation, explore the community pool, pickleball courts, and scenic walking and bike paths. Experience local dining and shopping just minutes away, along with easy access to boat ramps for your nautical adventures. This lot is perfect for investors or families looking to create a dream home in a thriving community. Don’t miss out on this fantastic opportunity! THE LOT NEXT DOOR IS ALSO FOR SALE. 5404 AVENUE D MLS# 2026013783

5416 Avenue D, Bokeelia
$35,000
2026013784 MLS
Discover the perfect investment opportunity at 5426 Avenue E, Bokeelia, FL 33922! This duplex lot offers endless potential in a prime location. Nestled in a charming community, this property is just moments away from local restaurants, shopping, and essential amenities. Families will appreciate the convenience of being close to an elementary school, while outdoor enthusiasts will love the nearby walking and bike paths, perfect for weekend adventures. Enjoy access to pickleball courts and a community pool for leisurely afternoons, and benefit from the proximity to boat ramps for easy island hopping. Embrace the island lifestyle and envision the possibilities today!

5426 Avenue E, Bokeelia
$37,000
2026013787 MLS
Discover the perfect investment opportunity at 5477 Avenue D, Bokeelia, FL 33922! This spacious duplex lot, measuring 100' x 100', offers endless possibilities in a prime location. Nestled in a charming community, you're just a short stroll from Pine Island Elementary School, making it ideal for families. Enjoy easy access to a wealth of amenities, including a community pool, scenic walking and bike paths, a library, museum, and popular pickleball courts. Indulge in local shopping and dining experiences, all within reach. Seize the chance to build your dream property or lucrative rental in this thriving area. Don't miss out on this incredible opportunity! THE PROPERTY NEXT DOOR AT 5465 AVENUE D IS ALSO FOR SALE MLS # 2026013788

5477 Avenue D, Bokeelia
$37,000
2026013788 MLS
Discover a prime opportunity in desirable Bokeelia with this cleared 100' x 100' duplex lot tucked away on a peaceful dead-end street. Perfectly positioned for convenience, this versatile property is just moments from the community pool, library, museum, pickleball courts, and local boat ramps, offering endless recreational possibilities. With nearby schools, shopping centers, and some of the area's best dining options, you'll enjoy a blend of tranquility and accessibility. Whether you're looking to invest or build your dream home, this lot presents an ideal canvas for your vision. Don't miss the chance to create your paradise in this charming island community! THE LOT NEXT DOOR IS ALSO FOR SALE 5477 AVENUE D MLS #2026013787

5465 Avenue D, Bokeelia
$37,500
226012196 MLS
**DUPLEX Zone Lot** This lot is perfect for you to build your own home or your investment! In addition the property is zoned TFC2 so you’ll have many options for building - both duplex (multi-family) and single family allowed. Ready to build your dream home on one of Florida's greatest coastal islands, come live the Island Life! Homes in the direct area made it through Hurricane Ian & Milton well. Just minutes from the island center with all amenities needed. Surrounded by beautiful island scenery with fishing spots right down the street and restaurants to satisfy your palate. There is a peaceful serenity on Pine Island with lots of walking trails, miles of sidewalk to bike on and beautiful sunsets.

5391 Phillips Street, Bokeelia
$375,000
4 Beds ⋅ 2 Baths ⋅ 2026011205 MLS
Brand New Roof and newer Airconditioners! Income-producing from day one, this well-maintained Pine Island duplex offers immediate returns with both units currently rented at $1,750/month, generating $3,500 in monthly income ($42,000 annually). Whether you’re looking to expand your investment portfolio or live in one unit while offsetting your expenses, this property delivers flexibility and real value in today’s market. Based on current pricing, an estimated mortgage payment of around $2,400/month with 10% down (buyer to verify with lender) creates a rare opportunity where the numbers make sense. Each unit features 2 bedrooms, 1 bathroom, a comfortable living area, a kitchen with dining space, tile flooring throughout, impact windows, and in-residence laundry. The layout is ideal for long-term tenants, seasonal residents, or owner-occupants seeking additional income. Set in a convenient Pine Island location, the property is close to local shopping, restaurants, parks, and boat ramps, making it especially appealing to tenants who enjoy the laid-back island lifestyle. Known for its world-class fishing, kayaking, boating, and natural beauty, Pine Island continues to attract both year-round residents and seasonal visitors alike. Whether you’re looking for steady rental income, a smart investment, or a way to live the island lifestyle while generating revenue, this duplex offers a unique and compelling opportunity.

5613/5615 Birdsong Lane, Bokeelia
$375,000
4 Beds ⋅ 2 Baths ⋅ 2026011195 MLS
Income-producing from day one, this well-maintained Pine Island duplex offers immediate returns with both units currently rented at $1,750/month, generating $3,500 in monthly income ($42,600 annually). Whether you’re looking to expand your investment portfolio or live in one unit while offsetting your expenses, this property delivers flexibility and real value in today’s market. Based on current pricing, an estimated mortgage payment of around $2,400/month with 10% down (buyer to verify with lender) creates a rare opportunity where the numbers make sense. Each unit features 2 bedrooms, 1 bathroom, a comfortable living area, a kitchen with dining space, tile flooring throughout, impact windows, and in-residence laundry. The layout is ideal for long-term tenants, seasonal residents, or owner-occupants seeking additional income. Set in a convenient Pine Island location, the property is close to local shopping, restaurants, parks, and boat ramps, making it especially appealing to tenants who enjoy the laid-back island lifestyle. Known for its world-class fishing, kayaking, boating, and natural beauty, Pine Island continues to attract both year-round residents and seasonal visitors alike. Whether you’re looking for steady rental income, a smart investment, or a way to live the island lifestyle while generating revenue, this duplex offers a unique and compelling opportunity.

5548/5550 Birdsong Lane, Bokeelia
$332,000
4 Beds ⋅ 2 Baths ⋅ 226007617 MLS
Here is your opportunity to acquire a cash-flowing income-producing duplex in beautiful Bokeelia, Florida. Perfect for investors looking for multi-unit rental property. Immediate stable rental income with upside. Well maintained with a large yard and spacious back lanai for both units. Located just minutes from fishing, boating, shopping, dining, and public transit. Both units are well maintained and have central a/c units. No flooding or wind damage from any storms! Tenants pay both water and electric. This property is ideal for investors seeking a low-maintenance asset in a high-demand rental area. Four Point Inspection and Wind Mit is available! SELLING LOCAL PORTFOLIO INDIVIDUALLY OR TOGETHER. SEE OUR OTHER INVESTMENT PROPERTIES FOR SALE: MLS#s: 226007610, 226007622

5476 / 5478 Avenue C, Bokeelia
$43,000
225006040 MLS
Amazing lot in the very fast growing city of Bokeelia, conveniently located close by shopping, dinning and schools. Electricity available, no HOA, City water ready, it is Duplex zoned and can still build a residential house, unlimited building potential. Purchase now while price is low, then build your dream house later.

5456 Henley Street, Bokeelia