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$799,000
3 Beds ⋅ 3 Baths ⋅ 226026155 MLS
Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia
$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 Cove, Bokeelia
$479,900
2 Beds ⋅ 3 Baths ⋅ 2026028343 MLS
Experience SPECTACULAR WATER VIEWS from this beautifully positioned corner residence in the highly desirable Bocilla Island Club. This is widely considered the premier building in the community, offering panoramic water vistas from both levels and an abundance of natural light through additional side windows unique to this END UNIT. For boaters and anglers, this property is truly a rare find. Included is a PRIVATE BOAT SLIP with a 10,000-pound lift, accommodating boats up to 24 feet, providing quick access to Charlotte Harbor, Boca Grande Pass, Cayo Costa, North Captiva, world-class tarpon fishing, backwater flats, and some of Southwest Florida’s most pristine beaches. Ask almost any local fishing charter captain and they’ll tell you these are among the finest fishing grounds in all of Lee County. Anglers can achieve the coveted Grand Slam of fishing right in the vicinity. Abundant Snook, Redfish, Sea trout, and Tarpon are just a few of many prized local catches Relax on your screened lanai while watching dolphins, manatees, and boats cruise by, all with peaceful waterfront views as your backdrop. IMPACT WINDOWS AND DOORS provide peace of mind, while the floor plan offers a first-floor living area with a convenient half bath. Upstairs features a generous primary suite with breathtaking views, a walk-in closet, updated bath, private waterfront lanai, plus a guest bedroom with its own private bath. Additionally there is a convenient full sized laundry room. Additional highlights include a private storage room adjacent to the covered parking space. The oversized assigned under building parking space has plenty of room for both your vehicle and golf cart. Seasonal rentals are permitted, making this an outstanding investment opportunity with an established rental history. Bocilla Island Club offers a true resort lifestyle with two heated pools, tennis and pickleball courts, shuffleboard, beautifully landscaped grounds, scenic waterfront walking paths, a private fishing pier on Charlotte Harbor, and a kayak launch. Walk to nearby restaurants and Four Winds Marina, a full-service marina just minutes away. Flood insurance is included through the HOA. Whether you’re searching for the ultimate winter escape, year-round waterfront residence, or income-producing vacation property, this exceptional home combines breathtaking water views, unmatched fishing and boating, and the laid-back island lifestyle that makes Bokeelia so special.

16600 Bocilla Island Club Drive Unit 35, Bokeelia
$89,000,000
6 Beds ⋅ 13 Baths ⋅ 226015871 MLS
Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island.

X Burgess Island, Bokeelia
$449,000
2 Beds ⋅ 3 Baths ⋅ 2026016207 MLS
Stunning Waterfront End-Unit Condo with Direct Gulf Access in tropical Bocilla Island Club – Sunsets & Boating Paradise; Discover this beautifully updated 2-bedroom, 2-bath waterfront retreat perfectly positioned for breathtaking western exposure and legendary Florida sunsets. Nestled along the water with quick, easy access to the Gulf of America, this condo offers the ultimate coastal lifestyle for boaters, anglers, nature and sunset lovers alike. Step inside to a bright, open living space featuring brand-new floors that flow throughout the home, creating a fresh, modern feel. New quartz countertops in the kitchen making it ideal for entertaining while overlooking the water. The spacious bedrooms provide comfortable retreats, with the primary suite offering peaceful water views to wake up to each morning. Outside, the highlight is your private boat dock, ready for your vessel and providing immediate access to the Gulf of America. Whether you’re cruising at sunrise or returning for a golden sunset from your own dock, every day feels like a vacation. This turnkey waterfront gem combines modern upgrades with unbeatable location and lifestyle—perfect for those seeking relaxation, recreation, and resort-style living on Florida’s SWFL coast. Don’t miss your chance to own this slice of paradise! Ideal for families, retirees, or anyone dreaming of coastal living with effortless boating access. Community amenities include two swimming pools, two clubhouses, a gazebo, lush tropical landscaping, marinas, on-site ship store with fuel and a 400 foot fishing pier located on Charlotte Harbor. This community provides a tropical oasis lifestyle.

16649 Bocilla Palms Drive Unit 29, Bokeelia
$849,000
3 Beds ⋅ 3 Baths ⋅ 2026006903 MLS
Discover refined living in this exceptional three-story loft-style residence overlooking the 12th hole of Alden Pines Golf Course. Designed to impress, the home features a spectacular 30,000-gallon heated saltwater pool, offering a private resort-style setting with sweeping golf course views. With three full bathrooms and three expansive levels of living space, this residence delivers both elegance and functionality. The kitchen is appointed with timeless, high-end finishes and generous storage, while real hardwood flooring enhances every bedroom. Two distinct outdoor living spaces invite you to unwind and take in Pine Island’s renowned sunsets, creating an ideal backdrop for relaxation or entertaining. This one-of-a-kind property blends luxury, character, and lifestyle—an exceptional opportunity to make it your own. Schedule your private showing today.

14271 Sandarac Drive, Bokeelia
$450,000
2 Beds ⋅ 2 Baths ⋅ 2026004594 MLS
Experience effortless coastal living in this modern and sleek 2-bedroom, 2-bath turnkey penthouse end-unit condo, ideally located in the highly desirable Four Winds Marina community. Soaring vaulted ceilings enhance the open, light-filled layout, while impact-resistant doors and windows provide peace of mind. Enjoy tile and luxury vinyl plank flooring throughout, complemented by beautifully designed, contemporary kitchens and bathrooms. The spacious wraparound screened lanai offers coveted southeast exposure—perfect for relaxing in afternoon shade while still capturing glimpses of stunning sunsets and shimmering water reflections. Just steps away, you’ll find the popular Lazy Flamingo restaurant and world-class fishing charters. Also located a short distance away is Jug Creek Marina & Fish House, where you can enjoy more tasty island food and cath the ferry for amazing tours and adventures. Surrounded by abundant wildlife including dolphins, manatees, wild birds, and schools of fish, this prime waterfront location provides quick boating access to Sanibel, Pine Island, Captiva, Boca Grande, Cayo Costa, and beyond. The solid, secure building features concrete pillars and walls, a durable metal roof installed in 2022, and is complemented by a beautifully updated community with new brick paver driveways, ample parking, and fresh landscaping throughout. Schedule your private showing today and start living the waterfront lifestyle you’ve been dreaming of.

16641 Stringfellow Road Unit 506, Bokeelia
$1,183,000
4 Beds ⋅ 4 Baths ⋅ 2025022878 MLS
***NO FLOOD ZONE l ZERO WATER INTRUSION EVER*** Discover a rare offering on Pine Island, an immaculate custom estate set on an expansive 1.2-acre homesite in Calusa Ridge, one of Bokeelia’s most sought-after nature-preserve communities. Elevated on a natural ridge in Flood Zone X (12 to 17 feet above sea level) this property offers both peace of mind and a stunning private setting overlooking a quiet preserve and lake. Inside, the home feels bright, open, and welcoming with soaring 10 to 12 foot ceilings, abundant natural light, illuminated alcoves for artwork, and luxurious finishes throughout. The main living area includes a formal dining room and a convenient half bath for guests. The spacious kitchen is designed for those who love to cook and gather; it offers solid wood cabinetry, granite counters, a large island with seating, double ovens, stainless steel appliances, and ample space for a dining table and has an adjoining sitting area. A Butler’s pantry with wet bar and pass-through, along with a large laundry room, complete the thoughtful layout. The home includes two impressive primary suites, each with direct access to the pool area. The main suite feels like a private retreat with an oversized walk-in closet, an additional linen closet, and a spa-inspired bath featuring a jetted stand-alone tub, a generous shower, dual vanities, and a separate WC. Two additional bedrooms each have their own private full bathrooms, offering comfort and convenience. A fourth bedroom works perfectly as an office or den and is located just across the hall from the half bathroom. A disappearing slider opens to more than 1,000 square feet of fully screened outdoor living space finished with 20/20 super screens and elegant pavers. The heated saltwater pool is ideal for lap swimming and features newer Pentair equipment and night lighting. The outdoor area also includes a full bathroom and a well-appointed kitchen with a JennAir grill, downdraft, bar seating, and a fridge, perfect for relaxed evenings overlooking the lake and its illuminated fountain. Built in 2014 and exceptionally cared for by its original owner, the home includes a long list of high quality upgrades. It features hurricane-rated windows and doors, a high-end concrete barrel tile roof that creates exceptional energy efficiency, and two new Carrier HVAC systems installed in 2025. The exterior was freshly painted in 2023 and septic tank was pumped in 2026. Underground utilities, a six-acre community lake with a gazebo, lush tropical landscaping, and a paver driveway add to the appeal. Calusa Ridge offers a quiet, naturally beautiful setting close to marinas, fishing, and waterfront dining. It is located just under two miles from the marina for easy boating access, and **golfers will appreciate that the reopening of the only golf course on Pine Island is just 3 miles away**. This home offers a stunning blend of quality, privacy, and thoughtful design. Your slice of paradise awaits.

6057 Calusa Ridge Trail, Bokeelia
$419,000
2 Beds ⋅ 3 Baths ⋅ 2025012465 MLS
Welcome to your slice of paradise on beautiful Jug Creek, where island living, boating and fishing come together. This two-story end-unit condo offers the perfect blend of comfort, style, and a true waterfront lifestyle. Step inside and you'll find an inviting living area furnished in Tommy Bahama style, perfect for relaxing after a day on the water. The kitchen features custom hardwood cabinetry and granite countertops, ideal for preparing your fresh catch. Just off the main living space, a screened lanai overlooks the South Pool and peaceful waterway, making it the perfect spot for morning coffee or evening cocktails. Upstairs, the master suite is a retreat of its own, complete with a queen bed, walk-in closet, En-Suite bath with Jacuzzi tub, double sinks, and a private screened lanai where you can unwind while taking in the pool and waterway views. The guest bedroom offers plenty of space two twin beds, large closet, and a full bath with tub/shower combo, making it ideal for family or guests. A laundry room with washer and dryer adds convenience. This condo offers 1,383 sq ft. of living space including 262 sq ft. being an end unit. Built in 1991 with a monitored fire sprinkler system, the property also includes covered parking and a private locking storage unit underneath. The true highlight is a deeded end boat slip that can accommodate larger boats - perfect for heading out on the water with ease. From your boat slip, you'll have direct access to some of the area's best fishing on Jug Creek and beyond. The community is beautifully maintained and offers everything you need for an active, coastal lifestyle: - Two swimming pools - Tennis & pickleball courts - Shuffleboard - Private boat ramp Whether you love boating, fishing, simply soaking up the laid-back island lifestyle, this condo has it all - a comfortable home, resort-style amenities, and direct waterfront access.

16750 Bocilla Palms Drive Unit 74, Bokeelia
$1,899,000
3 Beds ⋅ 2 Baths ⋅ 224063831 MLS
If you're in search of the extraordinary, look no further. This unique property at the north end of Bokeelia is a one of a kind that spans from the shores of Charlotte Harbor to the tranquil Back Bay. With stunning, million-dollar views from your private sanctuary on Charlotte Harbor to your secluded Back Bay waterfront retreat, you'll enjoy the breathtaking, ever-changing sunsets Bokeelia is renowned for. Gather with family and friends by the cozy firepit, watching the sun dip below the horizon. Sitting on a 1.8+ acre waterfront lot, this remarkable home boasts numerous features. It has been thoughtfully updated with impact doors and windows, a chef’s kitchen, an expanded front screened-in porch, luxury plank vinyl flooring, and a master bath and closet that will impress. There’s ample storage and space for all your recreational equipment in the three-car garage, plus a mother-in-law suite for guests. Keep your watercraft at the private dock on the protected Back Bay, which includes two lifts, or use your private boat ramp. The property is commercially zoned, offering endless possibilities. Consider transforming it into a boutique farm (like Buckingham Farms or Flora Farms), a family estate with your dream home on the Back Bay, or a small boutique hotel with charming cottages. Opportunities like this are rare. Make your dreams come true at 8335 Main Street in Bokeelia.

8335 Main Street, Bokeelia