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$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
$499,000
3 Beds ⋅ 2 Baths ⋅ 2026027610 MLS
Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia
$1,339,000
2 Beds ⋅ 2 Baths ⋅ 2026027806 MLS
WHERE COASTAL RESILIENCE AND LUXURY DESIGN CONVERGE Direct Gulf-access waterfront residence comprehensively rebuilt and completed in May 2026. Located just moments from Charlotte Harbor and open water, this exceptional property combines luxury finishes, modern smart-home technology, and extensive coastal engineering upgrades designed for long-term performance and ownership confidence. The waterfront features a 90-foot seawall, full-length dock, 12,000-pound boat lift accommodating vessels up to 30 feet, double jet ski dock, and recent dock and lift upgrades including new motors, cabling, and cradle systems.The Dock offers electric, water, and custom lighting creating a seamless waterfront lifestyle. The outdoor space includes a Hotspring Envoy hot tub. The 5 seat luxury spa with advanced filtration and salt water system. Engineered for the Florida coastal environment, the home features Coastal Max roofing systems on both the residence and boat-lift cover, PGT impact-rated windows and doors, a hurricane-rated insulated garage door, new Rheem HVAC system, new ductwork, R-38 insulation, new plumbing, electrical, and water systems, a whole-home Kind water treatment system with triple-stage filtration and UV purification, and transferable lifetime warranties on both the roof and windows. Inside, premium custom millwork and solid-core doors complement new waterproof and scratch-resistant luxury vinyl plank flooring throughout. The designer kitchen features Samsung Bespoke appliances, custom soft-close cabinetry with pull-outs, and abundant storage with dual pantries, including a walk-in pantry. The home also offers floor-to-ceiling tiled baths with Bernhardt vanities, California Closets throughout, a separate laundry room, and an 80-inch fireplace creating a refined yet comfortable living environment. The Florida room was thoughtfully designed for coastal living with reinforced construction, floor-to-ceiling porcelain tile, premium waterproofing systems, and SeaDek marine flooring. In the attached garage A dedicated mini-split system creates additional climate-controlled space ideal for hobbies, storage, fitness equipment, or workshop use. Additional features include a 3-zone Sonos audio system, Alarm.com security system, Ubiquiti UniFi AI-powered surveillance system with seven cameras and remote monitoring, professionally designed landscaping with multi-zone irrigation, and aluminum fencing with puppy panels. A rare turnkey waterfront residence where virtually every major structural, mechanical, and waterfront component has been upgraded or replaced and engineered for the Florida coastal environment. This property is turnkey and priced to move.

16340 Buccaneer Street, Bokeelia
$898,000
3 Beds ⋅ 2 Baths ⋅ 2026027483 MLS
Stunning Waterfront Estate in Bokeelia. Experience exceptional waterfront living in this beautifully crafted freshwater-front estate offering approximately 2,129 square feet under air. Built with durability, efficiency, and comfort in mind. The home offers 3 spacious bedrooms, 2 elegantly appointed bathrooms, and a versatile bonus room ideal for a home office, fitness studio, media room, or additional guest accommodations. The thoughtfully designed primary suite serves as a private retreat, featuring separate custom closets, including a walk-in closet with wood ventilated shelving and additional custom cabinetry. The luxurious en-suite bath showcases dual quartz vanities, custom cabinetry, and a stunning solid quartz walk-in shower. Guest bedrooms are generously sized and offer ample closet storage. Designed for both everyday comfort and effortless entertaining, the home boasts two expansive covered porches with composite decking, complemented by paver patios on both sides of the property. The outdoor living area is truly resort-inspired, centered around a free-form Gunite saltwater pool with elegant travertine decking. A large structural cabana creates the perfect outdoor living room, while no-see-um screening surrounds the entire pool area for year-round enjoyment. Completing this private oasis is a Hot Spring saltwater spa. The chef-inspired kitchen is equally impressive, offering approximately 68 square feet of quartz countertop space with a matching quartz backsplash. Premium features include a farmhouse sink, built-in exhaust system, drawer microwave, Bosch induction range, Bosch dishwasher, and an LG refrigerator that produces four types of ice. Additional highlights include: • Oversized garage with an 18’ x 8’ door, ideal for larger vehicles, boats, and storage • Extended concrete driveway with abundant parking • 2023 Galvalume standing seam metal roof • Freshwater frontage offering privacy and serene water views A rare opportunity to enjoy luxury, sustainability, privacy, and waterfront living in the heart of beautiful Bokeelia. This exceptional property seamlessly blends high-performance construction with resort-style amenities, creating a home that is as efficient as it is beautiful.

11940 Oakland Drive, Bokeelia
$4,849,000
6 Beds ⋅ 8 Baths ⋅ 2026025336 MLS
Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates.

7660 Bocilla Lane, Bokeelia
$439,000
2 Beds ⋅ 1 Baths ⋅ 2026023300 MLS
Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

7257 Victory Road, Bokeelia
$769,900
4 Beds ⋅ 3 Baths ⋅ 2026021268 MLS
Welcome to paradise in the highly sought-after Alden Pines neighborhood of Bokeelia! Perfectly positioned on an oversized double homesite totaling 0.67 acres, this extraordinary coastal retreat offers the ultimate Pine Island lifestyle with an unbeatable location just a short walk to the clubhouse at the newly revitalized Alden Pines “The Gator in the Rough” golf course, Pineland Marina, Tarpon Lodge, and the historic Randell Research Center. With the golf course renovation nearing completion and reopening this fall, the future of this area has never looked brighter. Encompassing an impressive 2,732 square feet of living space, this spacious residence features 4 bedrooms, 3 bathrooms, and an incredible 6-car garage with 3 tandem spaces — perfect for car collectors, golf carts, boats, kayaks, or all your island toys. Outdoor living is where this home truly shines. The massive 35’ x 15’ resort-style pool and spa are surrounded by an expansive paver patio designed for entertaining, complete with a covered outdoor dining area, full outdoor kitchen, and convenient pool bath. Whether hosting family and friends or simply relaxing in your private tropical oasis, every inch of this property embraces the Florida lifestyle. The luxurious primary suite feels more like a private resort retreat, featuring a screened wraparound balcony, dual walk-in closets, and an extraordinary dual-bathroom design connected by an oversized walk-through shower unlike anything you’ve seen before. The shower even opens to its own private outdoor balcony, creating a spa-like experience immersed in nature. Designed for both comfort and peace of mind, the property also features an elevated Generac whole-home backup generator with a buried fuel tank, providing reliable protection and convenience year-round. Lush tropical landscaping with mature palms, native vegetation, and vibrant greenery surrounds the property, enhancing the serene coastal atmosphere and providing exceptional privacy. This is a rare opportunity to own a truly unique island estate in one of Pine Island’s most desirable communities.

14221 Clubhouse Drive, Bokeelia
$699,000
3 Beds ⋅ 3 Baths ⋅ 2026018116 MLS
Welcome to this beautiful 3/2 completely updated costal home. The owners have added lots of extras since their purchase in 2024. All windows and sliders were upgraded to Impact Resistant. All appliances were replaced, washer, dryer, refrigerator, microwave and dishwasher. All bathrooms were renovated with new shower, tub, vanity, sink and fixtures. The vinyl siding was replaced with a stucco finish to update the exterior look. The entire house inside and out, including the shed for storage was painted. The upstairs balcony is now screened in for year round enjoyment. All boat and home decking is composite and a boat lift cover was added. A new septic and drain field was completed. The owners redid the landscaping and planted over 15 fruit trees. (the list is in the addendums) New roof installed in 2023. A/C was replaced 2022. Extended driveway with room for lots of cars, boat trailers or RV. Direct gulf access, over 70 feet of wide canal frontage, and an existing dock with a boat lift (boat lift capacity 10k with 12.6 beam. There are pilings in place to add a second boat lift. Come see this updated beauty. Whether used for weekend getaways and rentals or a relaxing year round island lifestyle, this home has it all. Pine Island, Bokeelia and St James City are the best places for boating, fishing, beaching and shelling.

5389 Serenity Cove, 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
$225,000
2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS
Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia
$549,000
2 Beds ⋅ 2 Baths ⋅ 2026013946 MLS
Well-maintained and beautifully updated island bungalow located on the desirable north tip of Pine Island. This charming canal-front home features 2 bedrooms and 2 full bathrooms, offering both comfort and coastal appeal. The property had new roof installed in 2025, equipped with hurricane-impact windows and doors, along with new tile flooring throughout. New garage door and opener installed in 2026. The bright, open kitchen creates an inviting space for cooking and entertaining. A south-facing screened porch provides the perfect spot to relax and enjoy the island breeze year-round. Additional conveniences include a washer and dryer located in the garage on a separate septic system. The home sustained minimal impact from Hurricane Ian—limited to porch screens—with no flooding or water intrusion. Also minimal water intrusion from Helene and Milton. Being sold partially furnished, this move-in-ready home is ideal as a full-time residence, vacation getaway, or investment opportunity.

7815 Bocilla Lane, Bokeelia
$524,500
3 Beds ⋅ 3 Baths ⋅ 226014250 MLS
Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of Isle of Pines, this property offers an inviting open-concept layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby Pineland Marina and Alden Pines Golf Course, or enjoy a five star dinner at the world renowned Tarpon Lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated Seller!! New asking price Now $524500

7655 Myrsine Circle, Bokeelia
$499,000
2 Beds ⋅ 2 Baths ⋅ 2026013160 MLS
Waterfront living, private dock, boat lift, and direct access to world-class fishing—this is the Pine Island lifestyle buyers dream about. Located in the exclusive Marina Gardens community in Bokeelia, with only 17 residences, this beautifully updated waterfront condo offers the perfect combination of boating convenience, natural beauty, and low-maintenance living. Step outside to your private dock equipped with a 10,000 lb boat lift, water, and electric. Within minutes, you'll be cruising the open waters of Charlotte Harbor, exploring Jug Creek, fishing some of Southwest Florida's most productive waters, or heading out for a sunset cruise. Inside, the home is move-in ready with numerous recent improvements, including hurricane shutters, a completely renovated screened lanai with new framing, screens, and flooring, resurfaced and waterproofed balconies, new patio, skylight, water heater, and more. Every upgrade has been thoughtfully completed so you can spend less time maintaining and more time enjoying the waterfront lifestyle. The setting is truly special. Relax on your screened lanai, upstairs balcony, or waterfront patio while watching dolphins, manatees, ospreys, and pelicans pass by. Surrounded by mangroves and water views, you'll experience the peaceful side of Southwest Florida that is becoming increasingly difficult to find. Residents enjoy a beautifully maintained waterfront pool and pool house, while the HOA covers flood insurance, exterior maintenance, landscaping, seawall, docks, boat ramps, septic system, and road maintenance—providing exceptional value and peace of mind. Whether you're searching for a full-time residence, seasonal getaway, or boating retreat, opportunities like this are rare. Private dock. Boat lift. Direct water access. Island living at its best. Price recently improved—schedule your private showing today.

7731 Bocilla Lane Unit 10, 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
$499,000
2 Beds ⋅ 1 Baths ⋅ 225055729 MLS
Turn-Key Pine Island Fishing Cabin with Private Dock, Lift & Shared Private Boat Ramp! Welcome to your perfect Pine Island waterfront escape. Located directly across from Jug Creek Marina in the heart of Bokeelia, this beautifully renovated 2-bedroom waterfront cottage offers effortless island living with immediate boating access to Charlotte Harbor, Boca Grande Pass, and some of Southwest Florida's best fishing grounds. Completely updated following Hurricane Ian, the home has been thoughtfully rebuilt and finished to provide a clean, modern coastal feel while maintaining the charm of a classic Pine Island fishing cottage. Inside, the bright and inviting interior features an open living area, updated kitchen, and comfortable bedrooms designed for easy, low-maintenance living whether you're here full time, seasonally, or as a weekend getaway. Step outside and the real magic begins. The property is designed for serious boaters and anglers, featuring its own private dock with boat lift, plus a private concrete boat ramp that is shared exclusively with the adjacent property to the north—a highly sought-after amenity that allows you to launch and retrieve your boat from your own property without relying on public ramps or marina facilities. This unique feature provides exceptional convenience, privacy, and flexibility for enjoying life on the water. From your backyard, you'll enjoy quick access to open water, making it easy to spend your days fishing, cruising the surrounding islands, exploring Cayo Costa and Boca Grande, or taking in unforgettable Southwest Florida sunsets. The manageable footprint of the home allows you to spend less time maintaining property and more time enjoying the island lifestyle Pine Island is known for—world-class fishing, laid-back waterfront restaurants, and a true Old Florida atmosphere that is becoming increasingly rare to find. Whether you're searching for a private island retreat, seasonal residence, or waterfront getaway with the rare combination of a private dock, boat lift, and exclusive shared boat ramp, this Bokeelia property offers an exceptional opportunity to own a slice of Pine Island paradise in one of the island's most desirable boating locations. Come experience the simplicity, charm, and unmatched lifestyle of waterfront living on Pine Island.

16341 Porto Bello Street, 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