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

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

$234,000

3 Beds ⋅ 2 Baths ⋅ 2026020448 MLS

Welcome to 3677 Tangerine Drive in the laid-back waterfront community of Saint James City, Florida. This property presents a unique opportunity for investors, flippers, or buyers looking to create their own slice of paradise in a highly desirable coastal location. Situated on a generous lot, the home offers great potential with its existing structure and location. While the property does require rehabilitation, it provides a blank canvas for those with vision. Whether you're looking to renovate and resell, build equity as a primary residence, or create a seasonal getaway, the possibilities here are substantial. Saint James City is known for its relaxed island lifestyle, access to world-class fishing, boating, and stunning Gulf sunsets. With close proximity to marinas, local restaurants, and nature preserves, this location continues to attract those seeking the charm of Old Florida. This is a fixer-upper and will require repairs and updates throughout. Property is being sold as-is.

3677 Tangerine Drive, 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

$599,900

3 Beds ⋅ 4 Baths ⋅ 2026018149 MLS

Private half-acre island estate near Pine Island Center with guest cottage, resort-style pool, and 3-bay garage — elevated & flood-ready. Tucked away on a quiet dead-end street with no through traffic, this private property offers a rare combination of space, flexibility, and income potential — all within walking distance to Pine Island Center, including parks, the library, museum, tennis and pickleball courts, and the public pool. Enjoy the laid-back charm of island living while maintaining a private, spacious setting, with a short drive to nearby marinas for easy boating access. Elevated above the floodplain for peace of mind, the main home features an open, light-filled layout with plank tile flooring, crown molding, and two large skylights. The kitchen is designed for both everyday living and entertaining, showcasing two oversized islands, quartzite countertops, abundant cabinetry, soft-close doors and drawers, a range hood, and an oversized Frigidaire Gallery refrigerator/freezer. The eat-in kitchen flows seamlessly to a large screened front porch through double French doors, creating ideal indoor-outdoor living. The home offers two primary suites, including a large primary bedroom with a bay window overlooking the backyard, a walk-in closet, and a well-appointed bath with glass shower and barn door entry. A guest bedroom with its own full bath adds privacy, while additional space allows for a potential third bedroom if desired. Step outside to a true backyard retreat featuring a 16x32 heated saltwater pool with a 1,800 sq ft screened paver enclosure, elevated rear deck, and mature tropical landscaping, with a rare 7-foot depth ideal for both relaxation and recreation. The fully fenced property includes a double gate for easy access and storage of boats, trailers, or equipment. A standout feature is the detached guest cottage with its own entrance, parking, and meter — complete with full kitchen, living area, bedroom, and bath — ideal for extended family or rental income. Built with long-term ownership in mind, this property includes a metal roof (2017), three A/C systems (approx. 3 years old), whole-home generator with 500-gallon buried propane tank, updated electrical system, flood venting, elevated mechanicals for FEMA compliance, whole-home surge protection, water filtration system, hurricane shutters, and a septic system replaced in 2023. The oversized 3-bay garage with A/C workshop provides incredible space for hobbies, storage, or business use. A rare opportunity to own a versatile, move-in-ready property that offers privacy, functionality, and income potential in one exceptional package.

5866 Tahiti Drive, Bokeelia

$689,000

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!

12341 Marlin Road, Bokeelia

$1,999,000

6 Beds ⋅ 5 Baths ⋅ 2026011091 MLS

PRICE REDUCTION....... 3211 VACATION LN IS A ONCE IN A LIFETIME OPPORTUNITY TO CREATE YOUR DREAM HOME ON PINE ISLAND SOUND! This 6 bedroom coastal estate is ready for your finishing touches. The estate features a new elevated custom pool and hot tub. The house includes new Anderson hurricane windows and doors. A $160,000+ ultra high-end kitchen is ready to install including Cafe' appliances! A new current code metal roof has been installed along with Hardy board exterior siding. The septic system has been upgraded to support 6 bedrooms/5 bathrooms.- Or less if you wish. The 150' of bayfront presents breathtaking views of both sunrise and sunset of San Carlos Bay from the multiple decks, large hurricane impact windows and doors! Included in the sale are fully permitted and sealed renovation plans and blueprints. Very few Vacation Lane bayfront homes ever hit the public market! Be one of the fortunate to secure this "Generational Opportunity"! FIRST GROUP OF PHOTOS ARE OF THE HOME AS IT STANDS TODAY. THE SECOND GROUP OF PHOTOS DEPICT THE HOME USING AI AFFECTS SHOWING THE KITCHEN COMPLETED WITH THE KITCHEN CABINETS, COUNTERTOPS, AND APPLIANCES THAT ARE INCLUDED WITH THE PURCHASE. - And AI renditions of the home and property when completed.

3211 Vacation Lane, St James City

$525,000

4 Beds ⋅ 2 Baths ⋅ 2026005994 MLS

Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a door going into the attached two car garage. Spend the warm sunny Florida days relaxing in your beautiful custom built screened in salt water pool, NEW in 2023. There are sliding glass doors in the living room that lead out to the covered lanai and pool making it great for entertaining. This home features a split floor plan with 3 nice size bedrooms and bathroom on one side, perfect for guests. On the other side is the large master bedroom with new laminate floors, a walk in closet, and an en suite bathroom with tile floors, 2 sinks, granite countertops, and walk in shower. There are accordion hurricane shutters on windows and doors, the house is wired for a generator, with an 8,000 watt generator included in the sale, and a 4 zone automatic sprinkler system. Just walking distance to the lovely public park located in the neighborhood where you can enjoy a picnic, launch a kayak, fish, or dip your toes in the water on Matlacha Pass. Not far from restaurants, grocery stores, marinas, boat ramps. Schedule your appointment today!

3505 Mango Street, St James City

$999,000

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

$975,000

3 Beds ⋅ 3 Baths ⋅ 2025002846 MLS

Experience true coastal luxury in this beautifully remodeled 3BD/3BA waterfront retreat in Saint James City with direct Gulf access—no bridges. Located just north of the Sanibel Causeway, this elevated oasis offers 2,383 sqft of open living, soaring ceilings, & 5 sets of impact sliding doors for seamless indoor-outdoor flow. The east-facing lanai features a heated pool, large screened cage, & full outdoor kitchen w/quartz island, grill, bar fridge & burners --perfect for shaded afternoons & evening entertaining. Inside, enjoy two primary suites (1 up,1 down), an additional bedroom, plus a loft & private balcony. All 3 spa-inspired baths feature rainfall showers, a freestanding tub & designer finishes. Smart home features include Samsung Bespoke washer/dryer, 4-door Flex fridge, Ring, Nest, & more. Built on 10-ft elevation, no flood issues, with impact windows/doors, 2023 roof, new garage door, composite dock (2021), plantation shutters, Minka Aire fans, custom closet systems & lush tropical landscaping w/lighting & irrigation. This home is your private boating paradise! Move-in ready & unforgettable.

2372 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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