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$550,000
2 Beds 2 Baths 2026031016 MLS
Whether you're searching for a waterfront investment opportunity, a seasonal retreat, or your future retirement home, this charming concrete block residence offers exceptional value and coastal appeal. Recent upgrades include a newer air conditioning system and a durable metal roof, tankless water heater, boat lift canopy, full kitchen and bathroom updating, providing comfort and peace of mind for years to come. Inside, you'll find warm, character-filled walls and ceilings paired with crisp white finishes that create a bright, relaxed coastal atmosphere. This elegant, classic layout paired with Bahama shutters outside (and metal shutters for hurricane season) add both style and island-inspired charm. Step outdoors to enjoy the oversized screened lanai—an ideal space for entertaining, relaxing, or dining while taking in the waterfront setting. The fully fenced backyard features a wide double gate, making it easy to store a boat, trailer, golf cart, or other recreational equipment securely on the property, this space has plenty of room to accommodate a future pool or hotub. Boaters and anglers will especially appreciate the private boat lift with direct access to open water. Spend your days fishing, cruising, or exploring some of Southwest Florida's most sought-after destinations, including North Captiva Island, Boca Grande/Gasparilla Island, Cabbage Key, Cayo Costa, and the area's stunning Gulf beaches. Whether you're looking for a full-time residence, vacation getaway, or income-producing property, this waterfront gem offers the perfect combination of comfort, convenience, and the Florida lifestyle.

16191 Porto Bello Street, Bokeelia

$1,425,000
5 Beds 3 Baths 2026029600 MLS
Experience the very best of Pine Island waterfront living in this exceptional harbor front estate, where panoramic Charlotte Harbor views, unmatched boating access, and breathtaking sunrises and sunsets create a lifestyle few properties can offer. Tucked away behind a private gated entrance, this custom waterfront retreat features an impressive 400-foot private dock with two 10,000-pound boat lifts, water and electric service, and direct, no-bridge access to some of Southwest Florida's most sought-after destinations, including Boca Grande, Cayo Costa, North Captiva, Cabbage Key, and world-class fishing waters. Designed to capture spectacular water views from nearly every angle, the main living level is easily accessed by either the staircase or your private elevator. Inside, soaring cathedral ceilings and an open-concept great room frame spectacular Charlotte Harbor views, creating a bright and inviting space designed for entertaining. The updated kitchen is beautifully appointed with premium stainless-steel appliances, a Viking range hood, gas cooktop, beverage cooler, trash compactor, abundant cabinetry, and generous workspace, making it ideal for both everyday living and entertaining. The spacious primary suite offers a zero-entry walk-in shower, and handicap accessibility. Three additional guest bedrooms on the main level provide plenty of room for family and friends. The lower level offers exceptional flexibility with a fully equipped private guest suite featuring its own kitchen, living room, bedroom, full bathroom, den, and screened lanai with above ground hot tub. Whether used for multigenerational living, extended guests, a home office, or as a potential income-producing rental, this separate living space adds tremendous value and versatility. Outside, the waterfront lifestyle truly comes to life. Spend your mornings enjoying coffee from the end of your private dock as the sun rises over Charlotte Harbor, then return in the evening to watch unforgettable sunsets over Boca Grande Pass. Launch your boat from one of two lifts and be cruising to secluded beaches, waterfront restaurants, or some of Florida's finest fishing grounds within minutes. Dolphins, manatees, and spectacular coastal wildlife are frequent visitors, making every day feel like a vacation. Built with peace of mind in mind, the home also features a durable metal roof, impact-resistant windows, electric hurricane shutters, propane service, and a private elevator, combining comfort, accessibility, and storm-ready construction. Properties offering this level of privacy, protected harbor frontage, boating convenience, and flexible living space are exceptionally rare. Whether you're searching for a full-time residence, seasonal retreat, or waterfront legacy property, this remarkable home offers an unparalleled opportunity to embrace the very best of the Pine Island lifestyle.

8550 Ebbtide Way, Bokeelia

$179,900
1 Beds 1 Baths 2026028664 MLS
Waterfront Co-Op Cottage on Pine Island — Direct Gulf & Intracoastal Access! Welcome to your slice of Old Florida paradise in this move-in ready 1BR/1BA waterfront cottage nestled within a charming 30-unit, 55+ resident-owned co-op community in sought after Bokeelia. The property faces Charlotte Harbor in front and the Bokeelia Back Bay behind, offering direct Intracoastal and Gulf access right from your community's private boat ramp. Inside you'll find a bright, all new interior with luxury vinyl plank flooring throughout, new walls, a brand-new kitchen featuring white soft close cabinetry, quartz countertops, graphite under mount sink & stainless faucets and hardware. New LG stainless appliances — including a French door fridge with bottom freezer & ice maker. 5 burner electric stove with oven & built-in air fryer. The new bathroom includes quartz countertop, under mount graphite sink, new toilet, new in-unit stack-able washer and dryer. All new electric throughout including panel, water heater and mini split A/C unit. All big-ticket items are already done. The flexible layout comfortably sleeps up to 6 with a queen bed, a pull-out sofa, and an ottoman that converts to a twin — perfect as a full-time residence or waterfront retreat. Unit has been raised, peered and strapped plus 2 new staircases , landings and new skirting with lots of storage underneath. Community amenities are the real star here: a private 500-foot lighted fishing pier with electricity, private boat ramp, on-site boat trailer storage, and a community gazebo. Optional boat dock slip may be available for an additional fee. A low monthly co-op fee covers water, trash, and lawn care. Short boat rides put you at Cabbage Key, Cayo Costa, North Captiva, Sanibel, and the out islands. Pine Island's world-class fishing is right out your back door.

16970 Fishermans Cove, 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

$629,000
3 Beds 2 Baths 2026021981 MLS
Serenity Cove, Waterfront 3 bedroom 2.5 baths on Large lot... FANTISIC VIEWS looking the entire length of the Canal with Direct access to Matlacha Pass and the Gulf of Mexico !!! Really "cool, artistic interior with unique Master bedroom floor and original Terrazzo, epoxy and floor tile flooring throughout the Home... Open Kitchen with dining bar, Stainless steel appliances with a fisher and Paykel dishwasher drawer, Granite, stainless steel and live edgewood countertops. New LED lighting throughout. Bluetooth speakers in the bathroom ceiling and other unique touches. Check out the lighting in the living area and the open Florida Room...Doors have their own style as does the entire home... Two porches, one off the master area and the other for guests, beautiful spot for coffee in the morning (and drinks at night), views of the entire Canal, the dock with Tiki Hut, boat ramp and the beautiful Florida Sun. The Garage is a very large two car or truck, (864 Sq ft) with 1/2 bath, plenty of room for shop/storage and other fun garage things !!! Roof New & permitted in 2021 The lot is a LARGE 110' X 170' (almost 1/2 Acre) property with palm and other trees on either side for your privacy and your SERENITY... This is a house you need to see... It's unique, artsy with style and very livable...AND GREAT WATER VIEWS ... Take a look today..

5387 Marina Drive, 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

$1,275,000
3 Beds 3 Baths 2026013649 MLS
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!

16247 Boyce Drive, Bokeelia

$449,000
3 Beds 6 Baths 2026009356 MLS
If you are searching for a waterfront getaway, a seasonal snowbird retreat or an incoming-producing investment property, this condo offers exceptional versatility. Bright, inviting interiors and an open layout create a relaxed coastal atmosphere, while the seamless connection to the lanais encourages effortless indoor-outdoor enjoyment. Enjoy beautiful water views,move in ready and low-maintenance lifestyle in a highly desirable location. two pools and spas,clubhouse, tennis and pickle ball courts.There are three plus bedrooms and 3 1/2 baths. Plenty of storage for your boats-bikes etc. There is a boat launch to take you to the best fishing and island hopping.This condo could be a good rental investment or just enjoy for yourself. Take advantage of this property.

5411 Blue Crab Circle Unit 4, Bokeelia

$328,000
2 Beds 3 Baths 2026008560 MLS
One of the nicest Units in Blue Crab Key. Offered fully furnished ( A few exceptions.) End Unit, right next to the boat ramp. This pristine condo is a boater’s paradise, offering quick access to Charlotte Harbor in just minutes. Tucked away in one of Southwest Florida’s best-kept secrets, this slice of paradise perfectly captures the relaxed Florida lifestyle. The interior has been impeccably maintained, and the beautiful furnishings create a warm, coastal retreat you’ll immediately feel at home in. Whether you’re looking for a peaceful getaway or a full-time residence, this condo offers the perfect blend of comfort, charm, and waterfront living. Priced to sell, this opportunity won’t last long. Grab your flip-flops, pickleball paddle, and fishing pole — and make your move to The Crab Trap.

5461 Blue Crab Circle Unit S-5, 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

$1,999,000
3 Beds 4 Baths 2025024492 MLS
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.

8315 Main Street, Bokeelia

$999,000
3 Beds 3 Baths 2025012745 MLS
Welcome to A Waterfront Paradise! Discover the ultimate Southwest Florida lifestyle in this beautiful waterfront home perfectly situated on a deep-water canal with direct Gulf access. With two private boat lifts and a community boat ramp, this property is a boater’s dream—just minutes away from world-class destinations including Boca Grande, Cayo Costa, and North Captiva. Enjoy resort-style living with your own heated pool overlooking the water, ideal for relaxing after a day on the water or entertaining family and friends. The home is built for both beauty and durability, featuring Hardie board siding and motorized roll-down hurricane shutters for peace of mind and low-maintenance living. The home sits in a welcoming neighborhood with a low HOA of only $600/year, offering incredible value and no rental restrictions. Whether you’re an avid fisherman, island-hopper, or simply looking for a peaceful waterfront retreat, 16295 Boyce Drive delivers the perfect balance of comfort, convenience, and coastal living.

16295 Boyce Drive, Bokeelia

$1,100,000
4 Beds 3 Baths 2025005960 MLS
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.

5043 Genesee Parkway, 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