Pine Island Real Estate Search

Pine Island Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Pine Island and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Pine Island Homes with a Pool for Sale

$695,000
3 Beds ⋅ 2 Baths ⋅ 2026035913 MLS
2.5 ACRES. SPACE. PRIVACY. FREEDOM. Fully cleared, gated 2.5-acre property that gives you room to live the way you want. This 2,775 sq ft home offers 3 bedrooms + den, 2.5 baths, a living room with fireplace plus a separate family room. Additionally there is an air-conditioned bonus room — perfect for a game room, gym, or home office. Outside is where this property truly separates itself. Enjoy the screen enclosed pool, fire pit area, dog kennel building, chicken coops and wide-open acreage that’s cleared, landscaped. A gated circular driveway adds privacy. No HOA. There are several mature fruit trees on the property, including mango, mulberry, starfruit trees, and others. If you’ve been looking for space — real space — this is it.

12570 Aubrey Lane, 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
$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
$670,000
4 Beds ⋅ 2 Baths ⋅ 2026015922 MLS
HUGH 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
$899,000
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
$2,750,000
4 Beds ⋅ 4 Baths ⋅ 2025009639 MLS
A peaceful, modern, and comfortable lifestyle that is an effortless extension of its natural surroundings. Tucked deep in the Florida pines and palmettos on 10 dry acres with no wetlands, backing up to a 567-acre protected preserve, this 7,500 SF Modern Farmhouse is one of the most architecturally striking and structurally sound homes for sale. Constructed with solid concrete on both floors, PGT hurricane windows and doors, and red iron structural steel. Years of design, engineering, and lifestyle come together. Custom iron front doors, redwood walls, a custom welded staircase, and an Edison bulb chandelier. Everything is intentional. A 4,000 SF 1st floor features the primary suite and bedrooms. A 3,500 SF 2nd floor living space with a flex room/studio offers an open concept w/ dedicated spaces for dining & entertaining. No other home offers this balance of togetherness and privacy. Dolby Atmos theater w/ a 126-inch digital 8K projection screen rivaling commercial theaters. Cambria Quartz counters, modern art, steel beams, and concrete meet mature trees, private walking paths, a 3/4-acre pond, and ATV trails. A dedicated wine room w/ wine racks & shelving for stouts. Restaurant-style full bar w/ Zephyr full-size appliances. A whole-home 10-zone independent audio AV system with JBL speakers & Crown amplifiers. Built for those who want to live, work, and play! Bunker-strength construction, tech room, dedicated Xfinity pedestal & LCEC transformer, and underground utilities. The property has a 9.9 ft elevation - NEVER flooded. The RV garage is 70x30, totaling 2,100 SF, with 28-ft ceilings and drive-through access for 60+-ft RVs. Ideal for car collecting and boat storage, with 3 12x14 ft custom roll-up overhead doors, front & rear concrete pads, prewired for a 20-amp exhaust system, speaker system, epoxy floor, high-bay lighting, 400-amp electrical service, and industrial fans. Private road. ATVs, golf carts, horses, and a shooting/firing range all ok. BOATERS: Marinas 5 min. away & marinas at both ends of the island, boat launches, and easy water access. Four Winds Marina provides ample dry storage options. From here Cayo Costa, Useppa Island, Boca Grande, world-class tarpon fishing, and pristine barrier island beaches. Island dining with local favorites including Blue Dog Bar & Grill, the Yucatan Waterfront Tiki Bar & Grill, and legendary Tarpon Lodge — a hidden waterfront gem offering fine dining. Just over the bridge: The Seven Islands Project includes a Marriott-branded hotel, restaurants, a tiki bar, marina & boat slips, and a lagoon resort beach. Plus an outdoor amphitheater, community center, splash pad, kayak launch, dog park, and a food truck park. Cape Coral Grove will deliver a national grocer, local and national dining, retail, a luxury hotel, premium apartments, 4 public parks, and farmers' markets.

4412 Pinetree Boulevard, 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
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