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$549,900
3 Beds ⋅ 2 Baths ⋅ 2026040187 MLS
An opportunity like this rarely becomes available on Pine Island! Nearly 5.5 acres of mostly cleared, usable land with AG zoning, public water, a private well, irrigation, gated entry, and an existing 3-bedroom, 2-bath home offer a unique opportunity for anyone seeking space, flexibility, and the freedom to pursue an agricultural or homestead lifestyle. Set along Stringfellow Road, this property offers the kind of acreage that is increasingly difficult to find on Pine Island. The land has previously been used for agriculture and includes irrigation that can support the property’s potential nursery or mango operation. Whether your vision is an island homestead, agricultural venture, nursery, growing operation, hobby farm, or simply owning a substantial piece of Pine Island with room to spread out, this property deserves a serious look. The existing home provides a comfortable base while you develop the property around your vision. Recent improvements include a newer HVAC system, impact windows and front door, and luxury vinyl flooring, providing a solid foundation for immediate occupancy or future updates. Soak in the pool after a day of farm work or after coming in off the boat, with a catch of local favorites: Snook, Redfish, and Grouper. The barn also adds value, with a structure already in place to work from or store all the toys you could want on an island farm with quick access to Pine Island Sound. The zoning and potential agricultural exemptions add another important layer of value and flexibility. The gated entrance just off the main road provides privacy while the expansive acreage gives you something increasingly rare in Southwest Florida: room to breathe, room to work, and room to create. And then there is the Pine Island lifestyle. Spend your mornings tending the property, growing your own produce, working with plants, or simply enjoying the privacy of your own acreage. When the day's work is done, you're minutes from Pine Island's legendary boating, fishing, waterfront restaurants, marinas, and the laid-back Old Florida lifestyle that makes this island so special. If you've been looking for a property where you can live, work, grow, and build your own Pine Island vision, you need to see this in person. Properties with this combination of acreage, zoning, infrastructure, and location are truly once-in-a-lifetime.

5228 Stringfellow Road, St James City
$545,000
3 Beds ⋅ 2 Baths ⋅ 2026040191 MLS
Experience the ultimate Florida waterfront lifestyle in this beautiful, well maintained 3-bedroom, 2-bathroom, 2-car garage home located on the highly desirable Pine Island. No flooding here and only one owner! Built for water recreation enthusiasts, this property offers direct Gulf access with no bridges, making it a true boater’s paradise. Stepping inside, you are greeted by a neutral color palette that provides a perfect canvas for your creative interior ideas. This home features nice-sized, spacious rooms adorned with durable tile flooring throughout and upgraded laminate plank flooring in the bedrooms. The kitchen is a chef's delight, boasting ample cabinets, countertop space and a large breakfast island that serves as the perfect hub for morning coffee or casual entertaining. Through the triple sliding glass doors, the living area opens seamlessly to a comfortable lanai overlooking the wide gulf-access canal. Step down to your private captain’s walk, complete with a boat lift, ready to launch your next saltwater adventure. This home also offers peace of mind with numerous high-value updates, including Laminate flooring (2024), New roof (2022), New hot water heater (2022), Re-enforced seawall (2021), AC system (2019) and new electric panel. Don’t miss this rare opportunity to own a piece of Pine Island paradise where your boat is docked right in your backyard! All information deemed reliable but not guaranteed. Buyers to do due diligence.

2311 Sycamore Street, St James City
$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
$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