Pine Island Homes with Pool

Pine Island Homes with Pool

Welcome to Pine Island, a hidden gem nestled in the heart of Lee County, Florida. This delightful subdivision offers a unique blend of tranquil living and vibrant community life, making it an ideal destination for families, retirees, and anyone seeking a serene escape from the hustle and bustle of city life.

Pine Island is renowned for its lush landscapes and picturesque waterfront views, providing residents with a perfect backdrop for outdoor activities and relaxation. With easy access to stunning beaches, nature preserves, and recreational parks, this area is a paradise for nature lovers and adventure seekers alike.

One of the standout features of homes in Pine Island is the abundance of properties with private pools. Imagine basking in the Florida sun, sipping your favorite drink, and enjoying a refreshing dip in your own backyard oasis. These homes not only offer the luxury of a pool but also provide ample space for entertaining friends and family or simply unwinding after a long day.

The community atmosphere in Pine Island is warm and inviting, with friendly neighbors and local gatherings that foster a sense of belonging. Whether you're looking for a cozy retreat or a spacious family home, Pine Island has a diverse range of properties to suit your needs.

Explore the charm of Pine Island today, where your dream home with a pool awaits! Embrace the Florida lifestyle and make lasting memories in this enchanting subdivision.

Newest Pine Island Homes with Pool

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

12303 Cristi Way, Bokeelia
$975,000
3 Beds ⋅ 3 Baths ⋅ Pine Island SubDv.
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

Start Your Search