Pine Island Homes with Boating Community Type

Pine Island Homes with Boating Community Type

Welcome to Pine Island, a hidden gem nestled in the heart of Lee County, Florida. Known for its serene landscapes and vibrant community, Pine Island offers an idyllic escape for those seeking both relaxation and adventure. This charming subdivision is renowned for its unique boating community, making it a paradise for water enthusiasts and nature lovers alike.

Imagine waking up to the gentle sound of waves lapping against your boat, with the sun rising over the tranquil waters of the Gulf of Mexico. Pine Island boasts a variety of homes that cater to a diverse range of tastes and lifestyles, from cozy waterfront cottages to luxurious estates with expansive views. Each property is designed to provide easy access to the waterways, allowing residents to embark on exciting fishing trips, leisurely boat rides, or simply soak up the sun on the deck.

The community is not just about the homes; it’s about the lifestyle. Pine Island fosters a strong sense of camaraderie among its residents, with numerous opportunities for social gatherings, outdoor activities, and community events. Whether you’re exploring the lush nature trails, visiting local art galleries, or enjoying fresh seafood at one of the charming waterfront restaurants, there’s always something to do.

Pine Island is more than just a place to live; it’s a vibrant community that embraces the beauty of Florida’s natural surroundings. Come discover the allure of Pine Island, where every day feels like a vacation, and your dream home awaits amidst the stunning backdrop of the Gulf Coast.

Newest Pine Island Homes with Boating Community Type

$545,000
3 Beds ⋅ 2 Baths ⋅ 2026040191 MLS
Experience the ultimate Florida waterfront lifestyle in this beautiful, well maintained 3-bedroom, 2-bathroom, 2-car garage home located on the highly desirable Pine Island. No flooding here and only one owner! Built for water recreation enthusiasts, this property offers direct Gulf access with no bridges, making it a true boater’s paradise. Stepping inside, you are greeted by a neutral color palette that provides a perfect canvas for your creative interior ideas. This home features nice-sized, spacious rooms adorned with durable tile flooring throughout and upgraded laminate plank flooring in the bedrooms. The kitchen is a chef's delight, boasting ample cabinets, countertop space and a large breakfast island that serves as the perfect hub for morning coffee or casual entertaining. Through the triple sliding glass doors, the living area opens seamlessly to a comfortable lanai overlooking the wide gulf-access canal. Step down to your private captain’s walk, complete with a boat lift, ready to launch your next saltwater adventure. This home also offers peace of mind with numerous high-value updates, including Laminate flooring (2024), New roof (2022), New hot water heater (2022), Re-enforced seawall (2021), AC system (2019) and new electric panel. Don’t miss this rare opportunity to own a piece of Pine Island paradise where your boat is docked right in your backyard! All information deemed reliable but not guaranteed. Buyers to do due diligence.

2311 Sycamore ST, Other
$240,000
2026035960 MLS
Build your ideal Pine Island retreat on this oversized 80x180 clear lot located on quiet Flamingo Drive in Saint James City. This property is ready for your new manufactured home. Enjoy direct water access, the lot sits high and open offering easy build ability and ample space for parking, outdoor living and storage. The HOA is voluntary that includes use of the pool & boat ramp if you chose to join. It is close to marinas, waterfront dinning and all the charm of Pine Island living. This homesite offers exceptional value for a seasonal get away or full time Florida lifestyle. Just minutes out to great fishing or visiting the Cayo Costa Beach.

5127 Curlew DR, St. James City
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS
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 CV, Bokeelia
$342,423
2026027336 MLS
Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing DR, St. James City
$1,350,000
2026018515 MLS
Prime opportunity in the heart of Bokeelia (Pine Island)!! This 4.78 Acre commercial parcel offers exceptional visibility and accessibility with over 300 ft. of frontage along Pine Island Rd. - one of the area's main thoroughfares. Zoned CC , CG, and CT , with a portion designated to TFC-2, this versatile property allows for a wide range of Commercial and mixed-use opportunities. Whether your looking to establish retail, office, service-oriented businesses, or a combination project, the zoning flexibility provides a strong foundation for your vision. Even better, Site plans have already been approved through Lee County for OPEN STORAGE BUSINESS , saving valuable time and expense-making this property truly SHOVEL--READY FOR DEVELOPMENT! DON'T MISS THIS RARE CHANCE TO SECURE A HIGH - VISIBILITY COMMERCIAL SITE IN A GROWING AREA. CALL TODAY FOR MORE INFORMATION !!

5361 Pine Island RD NW, Bokeelia
$38,000
2026007066 MLS
Great Area of Pine Island in Tropical Point. Nice small picnic area and beach within walking distance. Neighborhood has a primitive boat ramp on Sabal near beach that is good for small power boats and Kayaks.

3585 Gasparilla ST, Bokeelia
$49,900
2025006947 MLS
***NO WETLANDS, ALL USABLE LAND*** Tucked away on what is kindly referred to as "The Alaska Streets", this nearly half acre lot is a great investment to build your beautiful island dream home. This lot has been cleared three (3) times in the past five years (last 11/22) and is primed for a residential build. It is on a privately maintained road with little to no traffic and only three other homes. Located less than two miles south of Island Center the location gives you easy access to either end of the seventeen mile long island, Matlacha, Cape Coral and Punta Gorda. The Island Center has a library, community swimming pool, park, tennis courts, two grocery stores, numerous restaurants and banks, Pine Island Water, two gas stations, two car washes and hardware store. This community has its own member owned island water available, sewer would be septic and other utilities such as phone and cable are available. Pine Island is a beautiful tropical island with many tree farms, plant nurseries, largely a fishing and boating community with ramps all over the island, making it convenient to launch and boat to any of the barrier islands and the best area beaches within just minutes. The island is a thriving artists community and a very relaxing environment. Fire/Police protection provided by The Pine Island - Matlacha Fire Protection District and the Lee County Sheriff's Office. Sellers are the owners and listing agents. PID is: 04-45-22-05-0000F.0060 An almost identical sized neighboring lot is also available (8756 Nome Ct.)

8746 Nome CT, St. James City
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.