Pine Island Real Estate | Pine Island Homes with a Pool for Sale

3 Beds ⋅ 2 Baths ⋅ 2026043334 MLS

Key West Style 3/2 house with Cement pilings, wrap around porch, Cement pool & Spa, Classic 2-Stall Horse barn, 2.8 Total Acres, approximately 100 LYCHEE TREES at the North End of Pine Island!!!!... The ground floor has storage units and parking all on a cement floor. No Flood Zone. The Stairs lead up to wraparound porch. Great Room concept with Very tall Vaulted Ceilings, Den - Living Area - Kitchen - Dining - Fire place and 12' sliding glass doors... To the left is the Formal Bedroom with Bath and 2-closets. To the right is the Utility Room 2- bedrooms and bath. Back Porch has view of the cement pool & Spa.... The property is fenced and has a Classic English Horse Barn, 2-stalls and 2-tack & Feed rooms . There are somewhere in the vicinity of 100 Mature Lychee Trees... If you haven't picked and eaten a Lychee off the tree... they are beautiful, sweet and you can't wait to eat more !!!! They are a expensive & valuable fruit ... A Nice Cottage Business ! Great property, House & Barn with a Tropical Fruit Grove.. See today !!!

13260 Morningstar Lane, Bokeelia

$849,000

3 Beds ⋅ 2 Baths ⋅ 2026038923 MLS

Built in 2015, this waterfront pool home in St. James City offers the perfect combination of newer construction, thoughtful updates and the exceptional boating lifestyle Pine Island is known for. Even better, the home experienced no flooding during recent hurricanes, and current flood insurance is approximately $1,500 per year. Located on a canal offering a straight shot to the Intracoastal Waterway, the waterfront is ready for your boat with an 8,000-lb boat lift and composite captain’s walk dock. Head out for a morning of fishing, cruise Pine Island Sound or spend the day boating to the beaches and islands of Sanibel, Captiva, Cayo Costa and Fort Myers Beach. The home features impact windows and doors, a NEW ROOF in 2023 with upgraded 160-mph-rated shingles and additional roof vents, NEW HVAC in 2025 and a Generac/LCEC-installed generator smart connection. Inside, tile laid on the diagonal flows throughout the home, while tray ceilings add architectural detail to the great room and primary suite. Large sliders from the great room open to the screened lanai, seamlessly connecting the indoor and outdoor living spaces. The spacious kitchen is designed for gathering and entertaining with white cabinetry featuring crown molding and under-cabinet lighting, higher-end KitchenAid stainless steel appliances, a large granite island and generous pantry. A separate laundry room provides additional convenience, and an RO system supplies filtered drinking water. The primary suite offers a tray ceiling, private lanai access, two walk-in closets, separate his-and-hers vanities and a spacious walk-in shower with multiple shower heads. One guest bedroom also features direct lanai access, while the guest bath conveniently doubles as a pool bath. Outside, enjoy the screened lanai and private saltwater pool overlooking the waterfront. The pool received significant updates in 2024, including a new pool pump, saltwater system, color-changing light and upgraded plumbing and valves. The property also features fencing along with recently planted Royal Palms, fruit trees and ornamental trees that add to the Florida setting. From mornings spent fishing to afternoons island hopping and evenings relaxing poolside, this home is designed around the Southwest Florida lifestyle. With newer construction, extensive recent updates, impact protection, a saltwater pool, 8,000-lb boat lift, composite captain’s walk dock and a straight-shot canal to the Intracoastal Waterway, this St. James City home puts some of Southwest Florida’s best boating, fishing and beaches within easy reach.

2478 Baybreeze Street, St James City

$219,000

3 Beds ⋅ 2 Baths ⋅ 226035741 MLS

Handyman special! 3 bedroom and 2 bath POOL HOME! Newer roof already installed. Pavers in the outdoor pool area and fenced yard. 1 car garage. Located next to the heart of Pine Island with easy access to Matlacha and Cape Coral. Very easy to show! Best value for money in all of Bokeelia currently. Modern PVC laminate floor throughout. Block home! Currently vacant! Good investment for Airbnb or long term rental or for home owners looking for the best value on the island! All appliances included.

5476 Avenue D, 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

$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

$545,000

2 Beds ⋅ 2 Baths ⋅ 2026029942 MLS

Discover the potential of this waterfront pool home in the heart of St. James City! This 2-bedroom, 2-bath home offers the perfect blend of boating, relaxation, and opportunity with quick Gulf access, a private dock, boat lift, and a screened lanai featuring a pool and spa. Whether you're heading out for a day of world-class fishing, exploring the nearby islands, or simply enjoying life on the water, this property is all about the Southwest Florida lifestyle. Inside, you'll find a spacious, light-filled layout that provides the perfect canvas for your personal vision. This home is ready for its next chapter, offering an incredible opportunity to create your dream waterfront retreat while adding your own style and finishes. Step outside and enjoy everything waterfront living has to offer. Relax by the pool, unwind in the spa, entertain on the screened lanai, or hop on your boat from the private dock and be in open water within minutes. With sought-after boating access and outdoor amenities already in place, you can focus on making the interior your own. Located in the laid-back boating community of St. James City, you'll enjoy easy access to waterfront dining, marinas, world-class fishing, and endless opportunities to explore the Gulf waters. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers an outstanding chance to own a slice of paradise and create the waterfront home you've always envisioned.

2456 Sycamore Street, St James City

$1,700,000

3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS

Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

$650,000

4 Beds ⋅ 2 Baths ⋅ 2026015922 MLS

HUGE PRICE REDUCTION!! 4 bedroom/2 bath pool home! Live in the "country" and enjoy a spacious 2,200+ sq foot home. Actually the property is only 1 mile north of the "4-way stop"! Making the drive off and on the island a quick one! And you will be close to boat ramps, the island stores and restaurants. This large, comfortable home has a wonderful screened lanai that is directly off the heated pool, deck and hot tub. It has a split bedroom concept with 3 bedrooms, & 1 bath on the north side of the home and the large master ensuite is on the south side of the home. INCLUDED is an approximate 1/2 acre cleared-groomed, vacant lot being sold with the home. 5952 Porpoise Rd. PID#16-44-22-01-00000.0710-making this property approximately 1 acre! The complete property encompasses Porpoise Rd & Marlin Rd and is completely fenced! The bonus is a Climate-Controlled 1200sq' metal RV/storage building complete with 3- 14' high rollup doors. Property is NOT located in a flood zone. No flood insurance is required! Such a great property!

12341 Marlin Road, Bokeelia

$849,900

4 Beds ⋅ 4 Baths ⋅ 2025014450 MLS

LIVE THE DREAM WITH MINUTES OUT TO OPEN WATERS! Welcome to your dream waterfront home in beautiful St. James City! This fully remodeled 4-bedroom, 4-bath residence offers unparalleled luxury and comfort. Nestled on a direct access canal, a true boater's paradise with a 10,000-pound boat lift, just a few minutes to some of the best fishing, boating and islands in SWFL! As you step inside, you'll be greeted by a massive vaulted ceiling that is light and bright - a modern, open-concept living space with a dream kitchen high-end stainless-steel appliances, sleek ceramic flooring, and stunning quartz countertops. Open to the living area and beautiful views from the window. The layout is thoughtfully designed with two master suites on the ground floor, each boasting en-suite bathrooms, perfect for multi-generational living or hosting guests. Upstairs, you'll find two generously sized bedrooms, one of which opens to a private balcony, offering serene views of the canal and the surrounding area. Step outside to your personal oasis where a sparkling pool and spa await, ideal for relaxing and entertaining. Whether you're lounging by the pool or enjoying a sunset cruise from your private dock, this home offers the ultimate Florida lifestyle. Don't miss the opportunity to own this exceptional property in St. James City. Schedule your private tour today and experience waterfront living at its finest! All the work has been done, just move right in!

2420 Cherimoya Lane, St James City

$1,470,000

3 Beds ⋅ 3 Baths ⋅ 2025000268 MLS

Beautiful home south end of the island! Poured concrete construction, a metal roof , minutes to Sanibel beachs , ADA Accessible home* Sunrise and Sunset views , fire sprinkler system *Elevator- #900 capacity Impact resistant doors & windows. *1000 sq ft of 'man cave' next to the garage + apartment w/ bedroom & kitchen *Each level has a bedroom suite. Top floor master suite- best views on the island- kitchenette, walk-in shower, soaking tub. Main level, 2nd floor- outdoor gas grill hook up, fireplace, plantation shutters, the kitchen: double oven & gas range. Pool & HotTub: Heated/saltwater/self cleaning. One of the most well built homes in SWFL.. Generator hook ups. Deep canal direct access to the gulf. Covered 10000 lb boat lift & jet ski lift on dock. Every room has waterviews! St. James City has bars, restaurants, seafood markets, farm fresh markets, fishing & access to the best beaches minutes away!

3430 1st Avenue, St James City

Pine Island Homes with a Pool for Sale

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