All Listings, Over $1,000,000 Real Estate For Sale in Bokeelia, FL

Welcome to your own private tropical oasis in beautiful bokeelia! Set on 1.5 acres, this unique estate home offers the space, privacy, and laid-back island lifestyle that makes pine island so special. The home sits high in flood zone x and offers an impressive 2, 640 square feet of custom-designed living space on the upper level, plus an additional 2, 640 square feet of versatile, flexible living space, garage, and storage on the ground level— for a total of 5, 280 square feet. With this much room, the property offers incredible flexibility for multi-generational living, hobbies, storage, entertaining, or creating your own personal space downstairs. If you love being on the water, you’ll appreciate the location just moments from the local boat ramp. From here, you’re only a short, scenic boat ride from some of southwest florida’s most beautiful destinations, including cayo costa, captiva, and boca grande. Spend the day fishing, exploring the islands, or enjoying the gulf, then come home to your own private retreat. The grounds are truly something special. The property is surrounded by a mature, organic edible landscape that feels more like a private botanical garden than a typical yard. You’ll find an incredible variety of tropical fruits, herbs, and edible plants, including bananas, turmeric, ginger, mangoes, moringa, papayas, persimmons, avocado, cherimoya, neem, pineapples, guava, blackberries, figs, elderberries, pomegranate, curry leaf, cherries, peaches, sapote, sugar apple, and so much more. It’s a rare opportunity to enjoy your own abundant tropical food garden right outside your door. Adding even more value, the property is not located in a flood zone, which can be a major advantage for peace of mind and insurance costs. With its elevated setting, expansive living and flex space, 1.5 acres of privacy, easy access to the water, and one-of-a-kind tropical landscape, this bokeelia property offers a lifestyle that is hard to duplicate. If you’ve been looking for a place where you can spread out, enjoy the outdoors, get on the water whenever you want, and truly embrace island living, this one deserves a closer look.

Experience coastal living at its finest with this exceptional pine island residence, designed for those who relish both nautical adventure and quiet luxury. Situated on a prime gulf-access canal, the property allows you to step directly from your backyard, lower your boat lift, and be cruising in open waters within minutes. Panoramic views across the water greet you at every turn, serving as a breathtaking backdrop whether you’re relaxing poolside or entertaining guests on the expansive screened lanai. Inside, the home showcases generous living spaces, including a kitchen with abundant counter space and extensive cabinetry. This kitchen is perfect for culinary enthusiasts and host alike. Enjoy casual meals in the informal dining area or elevate your gatherings in the formal dining room with pool and water views. Retreat to one of four well-appointed bedrooms, including two master bedrooms each featuring walk-in closets and en suite baths. These bedrooms are spacious and perfect for accommodating family or guests in comfort and privacy. A long driveway provides ample parking for residents and visitors. Nature lovers will appreciate the mature fruit trees gracing the property, including dragon fruit, sugar apple, a bountiful mango tree, and a flourishing avocado tree. This residence combines the relaxed charm of island life with the elevated finishes and thoughtful design you would expect in a luxury waterfront home, an experience best appreciated in person. ***home never flooded from storm surge***

Discover an exceptional waterfront investment opportunity in beautiful bokeelia! Situated on an almost half-acre lot with direct gulf access, this professionally decorated, turnkey vacation rental offers the perfect blend of island living, luxury, and income-producing potential. Nestled at the head of a deep-water canal, this stunning property provides quick access to charlotte harbor and the gulf of mexico, making it a dream destination for boaters, anglers, and nature lovers alike. Step outside and experience true island life, where manatees and dolphins are frequent visitors right in your backyard, creating an unforgettable experience for guests year-round. Designed to accommodate large groups, the home features 5 spacious bedrooms plus a bonus murphy bed on the upstairs patio, comfortably sleeping 16+ guests. The expansive dock offers room for multiple boats, allowing easy access to world-class fishing, shelling, island hopping, and waterfront adventures. The outdoor living spaces are equally impressive, featuring a beautiful tiki hut, fire pit, kayaks, paddleboards, bicycles, and more—everything guests need to explore the surrounding waterways and embrace the laid-back island lifestyle. Whether you’re seeking a personal waterfront retreat, a highly successful vacation rental, or both, this turnkey property delivers. With breathtaking views, abundant wildlife, direct gulf access, and proven rental appeal, this is a rare opportunity to own a slice of paradise. Schedule your private showing today and see why this remarkable island getaway continues to captivate guests and generate exceptional returns.

Stunning, custom coastal canal home located in captain’s cove community--- just minutes to open water. Note that the captain's cove community offers a community boat ramp, dock and community sewer system. No individual septic tanks. The original architectural design features include; home built on 47 10" pilings, 10’ ceilings, unique 8’ plantation-style doors with ventilation louvers and 8’ glass doors that open onto the upper deck creating a luxurious west indies vibe that gives a grand, airy feel to this home that continues out to the wood-ceilinged balcony, where the breeze is constant and the view of the canal is wonderful. The floor plan includes two bedrooms up and one bedroom down with two additional rooms (one utilized currently as the 4th bedroom). Finish features of the home include tropical peruvian cherry hardwood floors with 7” baseboard, tiled baths, and large laundry room. The chef’s kitchen offers two ovens, high end appliances, viking range hood and much more! Under home parking is one inside garage space and 3 additional carport spaces! Sellers added the following features to the home; a second walk-in primary closet with media/entertainment tower, a spacious/one car garage with storage area, an additional 50a station for your electric vehicle, privacy fence to accommodate an hoa approved parking space for your rv/motorhome with 50a hook up, boat dock the full width of the property, 8000 lb covered boat lift, all the manual and electric storm shutters in addition to modifying the bahama shutters such that they may be secured from inside the home! Above all this home has been safe, dry and secure from every storm that's tested it! This home had absolutely no flooding or damage to the structure or enclosed spaces from any hurricane. You can rest easy in knowing your home is secure and ready to lock and go. This beautiful property is a must see whether you’re a gulf access boating/fishing enthusiast or just a sun-loving beach hopper!

Tucked away on 5.9 acres of lush, high-elevation land on pine island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely pine island. Located just minutes from pineland marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.

A boater's dream with deep-water sailboat access, a 30k-pound lift, and big-water views! Completed in 2026 - with views of intersecting canals, jug creek, and a deep-water channel, this extensively renovated island residence offers exceptional privacy, boating, and quick access to charlotte harbor. Featuring a brand-new 100-foot flow-through dock with a reinforced composite substructure, all-new pilings, freshwater, dual 50-amp shore power, a custom 30k-pound boat lift, and dockage for 40+ foot boat. A 20-foot covered tiki area at the end of the dock creates an incredible setting for waterfront entertaining, weekend barbecues, or relaxing beside your yacht. Completely rebuilt from the studs, this residence represents one of the island's most extensive whole-home renovations. Offered furnished, it offers more features and quality than most newly completed luxury homes. A dramatic wall of pgt impact windows immediately captures panoramic views of the waterway and boats passing by. New luxury vinyl plank flooring flows throughout the interior, while custom millwork brings warmth and continuity to every room. Shiplap, synergy cypress accents, custom-crafted room dividers, and an impressive 80-inch fireplace create a refined yet comfortable coastal atmosphere. An approximately 122-inch picture window frames the water and surrounding palms while filling the living areas with natural light. The new kitchen features samsung bespoke appliances, custom pull-out cabinetry, silestone counters, and a walk-in pantry. Designed for everyday living and entertaining. The master suite features a large walk-in closet with california closets shelving and a spa-inspired bathroom with a wood ceiling, tilework, and oversized walk-in shower. The generously sized 2nd bedroom can serve as a junior master. The finished garage is climate-controlled and can serve as a 3rd bedroom. Outdoor living continues with a 5-seat hotspring envoy saltwater spa. The completely redesigned grounds include custom paver work, retaining walls, new fencing, river rock landscaping, professional regrading, and athletic-field-quality artificial turf installed by southern turf. Improvements include a premium coastal max aluminum metal roof representing an investment of more than $100, 000. Additional upgrades include a new oversized rheem 3.5-ton hvac system w/ new ductwork, a halo whole-home air purification system, a kind triple-stage whole-home water filtration system, & new plumbing & electrical systems. Pgt hurricane impact windows, doors, motorized roll-down shutters, new hurricane/insulated garage door, smart home tech, lutron lighting, backlit dimmers, 3-zone sonos audio, & starlink internet. Ai full-property security system. From your private dock, explore the renowned fishing grounds surrounding boca grande, cruise to the gulf of mexico and nearby barrier islands, or the florida keys. Bring your boat, unpack your bags, and start living island life!

Formerly known as the iconic bokeelia tarpon inn featuring 4 bedrooms, 5 bathrooms and may be purchased turn-key. This historic estate blends early 1900s character with over $1 million in high-end upgrades. Plus, this home qualifies for 100% bonus depreciation on ff&e values!! Located on the northern tip of pine island, where the views simply do not get better. Enjoy water views from nearly every window in the home. Primary has panoramic views of charlotte harbor! With 2 boat slips and lift access, you’ll have quick and easy entry into charlotte harbor, matlacha pass, and the gulf. Stepping into the home, the grand front entrance offers a massive covered sitting space, a perfect place to soak in the sunshine, coastal breezes, and peaceful waterfront scenery. Vintage charm greets you at every turn, beautifully preserved and enhanced with thoughtful modern updates. Natural light fills the home, creating a bright and airy feel throughout. The gourmet kitchen is a true showpiece, featuring a big chill refrigerator and gas range with unlacquered brass hardware, a designer industrial zephyr ventilation hood, and a brass pot filler for added convenience. Brick flooring is laid in a classic herringbone pattern, while dramatic soapstone countertops elevate the space. The open-concept living area showcases porcelain tile flooring and a stunning touchstone built-in electric fireplace. Just off the main living area, the laundry room adds convenience. Enjoy garden views from the only downstairs guest bedroom. Upstairs, solid wood flooring and custom hardwood stair treads maintain the home’s historic integrity. You will find the expansive primary suite features vaulted ceilings and a cozy revolution, built-in electric fireplace. The spa-inspired primary bath offers water jet-cut marble mosaic tile on the vanity wall, shower inset, and shower floor, a freestanding soaking tub with a kingston brass floor-mounted tub filler and hand shower, and custom solid wood cabinetry beneath quartz countertops. Additional features include: 2 a/c units, spray foam insulation, a walkable attic with additional storage, a high-efficiency tankless water heater, a permanently installed generac standby generator, a hoot aerobic septic system, electric hurricane protection, and kevlar protection for the upstairs lanai. The exterior is equally impressive with james hardie shake siding, all-new azek decking, railings, and stairs, and a custom-built pergola with electric. The oversized lot is beautifully landscaped with mature fruit trees along with a coral fountain surrounded by a rose garden. You are just minutes from world-class boating and fishing destinations.

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.