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

Rare waterfront live/work opportunity on charlotte harbor – major price reduction exceptional mixed-use property in beautiful bokeelia offering the perfect blend of waterfront living and business potential. Currently home to the renowned bokeelia art gallery, this unique property features 2, 710 sq ft of commercial space on the first floor and a luxury residence on the second floor. The commercial level includes impact glass windows, abundant natural light, gallery lighting, tile flooring, a galley kitchen, restroom, and three separate entrances, making it ideal for a gallery, boutique, café, or other retail use. It may also be converted back to residential to create a 6, 000+ sq ft waterfront home. Upstairs, the prpivate residence offers 3 bedrooms, 2.5 baths, a gourmet kitchen with sub-zero and thermador appliances plus quartz countertops. The spacious living area and owner’s suite open to a large screened balcony overlooking charlotte harbor, delivering spectacular water views and sunsets. A rare bonus: the sale includes the waterfront parcel across the street, offering the potential for a private beach, boat launch, dock, pool, guest house, or outdoor entertainment space. The lot extends 275 feet deep, providing excellent development potential. Additional highlights include a 4-car garage with elevator access to the residence, front and rear parking, gazebo, and fenced pet area. The home has electric shutters making closing up the home as easy as just touching a button on the remote. Zoned commercial with numerous approved uses including gallery, boutique retail, café/restaurant, daycare, or small boat rental dock and so much more. A truly unique waterfront property combining luxury living, investment potential, and endless possibilities.

***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.

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.

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.

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.

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 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 modern updates. Natural light fills the home, creating a bright and airy feel. 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 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 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 including boca grande pass and cayo costa. Also enjoy the bokeelia fishing pier, charming island dining, pine island center, and everything that makes pine island such a desirable coastal community. With breathtaking water views, historic significance, luxury finishes, and unmatched zoning flexibility, this is truly a one-of-a-kind investment and lifestyle opportunity.

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.

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.

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.