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5228 Stringfellow Road, St James City
$549,900
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
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
10899 Russell Road, Bokeelia
$275,000
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
Enjoy the laid-back Pine Island lifestyle in this 3-bedroom, 2-bath home situated on over half an acre in Bokeelia. The home offers an open great-room layout with vaulted ceilings, impact-resistant windows, and a newer roof. A separate attached living area with its own entrance and full bath provides additional flexibility for guests, extended family, a home office, or additional living space. Step outside to the large screened lanai overlooking a spacious backyard with mature landscaping and plenty of room for a pool, garden, boat, RV, or outdoor entertaining. With no HOA, you have the freedom to make the property your own. Located near the heart of Bokeelia, you're convenient to public boat ramps, the Bokeelia Fishing Pier, waterfront dining, and access to Pine Island Sound, Charlotte Harbor, and some of Southwest Florida's best boating and fishing. Property is being sold AS-IS. Potential short sale; sale price and terms are subject to third-party/lender approval.

10899 Russell Road, Bokeelia
10925 Russell Road, Bokeelia
$274,500
3 Beds ⋅ 3 Baths ⋅ Pine Island SubDv.
Best value on Pine Island- Updated two story home. @ bedroom 2 bathrooms upstairs and a 1 bedroom 1 bathroom area on the first level. Excellent property for vacation or winter home. Even a possible AirBnB with two living areas. Updated home in the last year all permitted improvements. Close to all the parks and stores on Pine island. Beautiful Florida retreat!

10925 Russell Road, Bokeelia
2471 AVOCADO Street, St James City
$599,000
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
Experience owning a slice of paradise in this fully and tastefully remodeled home. Each room has been extensively updated to enjoy comfortable island living within its light filled spaces. The new kitchen and baths with walk-in showers are amazing. A metal roof was installed three years ago, and recently a water heater. This area of the island is golf cart friendly so you may ride it to local restaurants, bars, shopping or simply cruise around the entire neighborhood. Whether used as a full-time residence, seasonal, or an investment property, this home would easily fulfill your desires. Pine Island is a nature lover's paradise in addition to offering access to world class fishing. It has several county parks and a bike path almost the entire length of the island. Are you a baseball fan? Southwest Florida has many MLB spring training locations all within an easy drive. If you enjoy sun, salt, fishing, boating, baseball or great fresh seafood, Pine Island is the right place for you and your family. Start living on "Island Time."

2471 AVOCADO Street, St James City
5831 Samoa Drive, Bokeelia
$335,000
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
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
5375 Serenity Cove, Bokeelia
$579,900
2 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
PRICE IMPROVEMENT! Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia
15925 Quail Trail, Bokeelia
$270,000
2 Beds ⋅ 1 Baths ⋅ Pine Island SubDv.
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