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5935 Sea Bass Road, Bokeelia
$249,900
3 Beds ⋅ 1 Baths ⋅ 2026013549 MLS
Looking for a charming cottage with personality? Welcome to this recently renovated 3-bedroom, 1-bath single-family home in Bokeelia’s beloved “Fish Streets”—a local favorite known for its laid-back island vibe. This move-in ready home has all the updates you want without losing its charm. Inside, you’ll find a clean, refreshed space that’s ready for your furniture (and whatever style you’re currently into—we’re not here to judge). Step outside and you’ll really see the value—this oversized lot offers plenty of room for outdoor living, hobbies, or finally having space for your boat, trailer, or weekend projects. There’s even a large shed out back for storage, a workshop, or your next big idea. If you’ve been searching for a home with space, character, and a location locals love, this one checks all the boxes. Opportunities like this don’t last—schedule your showing today!

5935 Sea Bass Road, Bokeelia

7224 Coccoloba Way, Bokeelia
$83,000
2026002698 MLS
Escape to Your Private 1-Acre Island Sanctuary in Bokeelia! Discover the "Old Florida" you’ve been dreaming of. This rare, oversized 1-acre lot offers the ultimate canvas for your secluded island retreat. Tucked away on a quiet, hard-packed sand road, this property provides the perfect balance of total privacy and convenient access to the best of Pine Island. Boaters and anglers, you are just minutes from multiple world-class boat launches. From here, the legendary tarpon fishing of Boca Grande and the pristine white sands of Cayo Costa and North Captiva are just a short boat ride away. Pine Island is a place where time slows down - there are no traffic lights, no high-rises, and no hustle. Instead, you’ll find vibrant art galleries, exotic mango groves, and a community that treasures its natural beauty and Calusa Indian heritage. Whether you are looking to build a stilt-home hideaway or a sustainable tropical homestead, this treed lot offers the space and serenity you won’t find in the city. No HOA fees, no frantic pace—just salt air, soaring eagles, and your own private piece of paradise. Come see why Bokeelia is Florida’s best-kept secret!

7224 Coccoloba Way, Bokeelia

14271 Sandarac Drive, Bokeelia
$849,000
3 Beds ⋅ 3 Baths ⋅ 2026006903 MLS
Discover refined living in this exceptional three-story loft-style residence overlooking the 12th hole of Alden Pines Golf Course. Designed to impress, the home features a spectacular 30,000-gallon heated saltwater pool, offering a private resort-style setting with sweeping golf course views. With three full bathrooms and three expansive levels of living space, this residence delivers both elegance and functionality. The kitchen is appointed with timeless, high-end finishes and generous storage, while real hardwood flooring enhances every bedroom. Two distinct outdoor living spaces invite you to unwind and take in Pine Island’s renowned sunsets, creating an ideal backdrop for relaxation or entertaining. This one-of-a-kind property blends luxury, character, and lifestyle—an exceptional opportunity to make it your own. Schedule your private showing today.

14271 Sandarac Drive, Bokeelia

7867 Raymary Street, Bokeelia
$245,000
1 Beds ⋅ 3 Baths ⋅ 2025023266 MLS
Come enjoy this home with plenty of privacy at the end of Raymary Street in Bokeelia, Fl. One-Two Bedrooms A must-see property with so many extras - an oversized lot lined with trees and a creek that backs up to the Caloosa Land Trust and Nature Preserve. There are two outbuildings one supplied with tools and a Zero Turn mower. Plenty of room for a pool. The other building would make a great garden house, studio etc. The home has a circle drive with a new deck around the side and a screened porch at the front. The back of the home has a screened lanai perfect for morning coffee or evening dinners. The home is Open Floor plan with eat in kitchen and dining area in bonus room with bar. Remodeled with new flooring, doors, electric panel, roof coating, power pole. A turn key with Tommy Bahama furniture - linens-kitchen supplies etc. There is a queen size hideaway bed in the sofa with TV. Marinas and restaurant's nearby - come bring your fishing gear and start enjoying Pine Island.

7867 Raymary Street, Bokeelia

7507 Grande Pine Road, Bokeelia
$850,000
3 Beds ⋅ 3 Baths ⋅ 2025024276 MLS
**YOUR PRIVATE BOKEELIA RETREAT — 5-STAR VACATION RENTAL & INVESTMENT OPPORTUNITY!** Welcome to your own private paradise in beautiful Bokeelia! This **5-Star-rated vacation rental** is an established and successful income-producing property, offering the perfect combination of a private Florida retreat and investment opportunity. Enjoy the convenience of **remote management from virtually anywhere**. With smart-home capabilities, you can remotely manage the **garage doors(just installed Sept. 2026 hurricane rated), security, pool, and other features**, making ownership easy whether you're home, traveling, or miles away. Surrounded by mature trees, abundant wildlife, peaceful lakes, and nature trails, this spacious home offers privacy and beautiful panoramic views. Enjoy your morning coffee overlooking nature, explore the walking paths, or spend the afternoon bird watching. The home features **3 generously sized ensuite bedrooms** and numerous updates, including a **2022 metal roof, new Trane A/C units in 2025, new water heater in 2023, impact windows and sliding glass doors, updated fixtures and ceiling fans, and an elevator** providing easy access between levels. The spacious kitchen features **stainless-steel appliances, abundant cabinetry, a large breakfast bar, and an open-concept design** flowing into the living area — perfect for entertaining. The formal dining room adds even more versatility with a **billiard table that converts into a beautiful dining table**. Step outside to your private resort-style oasis featuring a **beautiful pool with pouring fountains and a two-story reinforced screened enclosure**. The pool area is already plumbed for an outdoor kitchen, and the home is wired for a **whole-house generator**, providing added peace of mind during storm season. After a day of island adventures, relax by the cozy fireplace or unwind poolside. You'll be conveniently located near **Tarpon Lodge, the Randell Research Center and Calusa archaeological sites, marinas, boating, fishing, shopping, and local restaurants**. Whether you're looking for a **turnkey vacation rental, income-producing investment, second home, or full-time residence**, this property delivers. With its proven **5-Star rental history, extensive updates, and easy remote-management capabilities**, you can enjoy the Pine Island lifestyle while your property works for you — even when you're away. **Come discover your own private piece of Bokeelia paradise!**

7507 Grande Pine Road, Bokeelia

7465, 7448, 7421 Max Drive, Bokeelia
$147,000
2025024074 MLS
Rare 1.5-Acre Pine Island Gem — High, Dry & Packed with Potential! Discover one of Pine Island’s best-kept secrets—a prime 1.5-acre parcel (three joined lots!) on the desirable north end, offering the perfect blend of privacy, sunshine, and wide-open possibility. With ** coveted southern exposure**, this land is drenched in natural light and ideally positioned just off Stringfellow Rd on a peaceful gravel road. Backed by a tranquil tree nursery, the setting feels like your own private sanctuary—quiet, green, and uniquely Pine Island. Build your dream home, grow a lush garden, create a mini-farm…there’s room here for whatever lifestyle you imagine. Want even more space? Add the adjacent 1-acre lot to the west and expand to a full 2.5 acres! A rare chance to secure one of the island’s last oversized, high-and-dry parcels—ready for your vision. Opportunities like this don’t last. Claim your slice of Pine Island paradise!

7465, 7448, 7421 Max Drive, Bokeelia

15855 Bellflower Street, Bokeelia
$118,000
2025021782 MLS
OPPORTUNITY KNOCKS: KNIGHTS BOKEELIA ISLE. RARELY AVAILABLE ON BEAUTIFUL BELLFLOWER STREET IN BOKEELIA, PINE ISLAND FLORIDA. WELCOME TO THIS OPPORTUNITY THAT IS PERFECTLY POSITIONED JUST YARDS FROM THE COMMUNITY BOAT RAMP/MARINA AND ONLY MINUTES FROM THE TAHITIAN VIBED BOKEELIA RIVIERA ON CHARLOTTE HARBOR. WITH LIFE AMONG THE NATURAL WONDERS AND AMENITIES OF THIS SPECIAL ISLAND COMMUNITY, YOU POSITION YOURSELF ON ACREAGE, YARDS FROM DEEP WATER. MOST PROPERTY RIGHT ON THE CANALS ARE LIMITED IN SIZE. HERE YOU HAVE OPTIONS TO DESIGN YOUR FAMILY’S LEGACY COMPOUND AND RETREAT TO THE GOOD LIFE.YOU CAN CREATE YOUR OWN MAGICAL, ENCHANTED FORREST AND TROPICAL GARDEN. ETC.. CITY WATER AND POWER AVAILABLE. IF YOU DIDN’T KNOW YOU WERE LOOKING FOR PINE ISLAND YOU’LL SOON KNOW… YOU ALWAYS WERE. 15875 BELLFOWER ST IS ALSO AVAILABLE.

15855 Bellflower Street, Bokeelia

7798 Breakwater Court, Bokeelia
$82,500
225075577 MLS
Your slice of paradise awaits on Pine Island! This beautiful, cleared corner lot at 7798 Breakwater Ct in Bokeelia is the perfect spot to build your dream Florida home. Imagine living just a short walk or golf cart ride from the Lavender Landing boat ramp, offering easy access to the water, and then grabbing a bite at the famous Lazy Flamingo restaurant right around the corner. A huge advantage of this property is its location within a community that has its own private sewer system, which simplifies the building process and saves you the hassle of a septic tank. This is your chance to embrace the "Old Florida" charm on the largest island in the state and build a custom home in a friendly, laid-back community. Don't miss this fantastic opportunity—come see this wonderful property and start picturing your new life on the island!

7798 Breakwater Court, Bokeelia

5391 Blue Crab Circle Unit 5, Bokeelia
$380,000
2 Beds ⋅ 3 Baths ⋅ 2025005222 MLS
LIVE THE LAID-BACK PINE ISLAND LIFESTYLE surrounded by panoramic water views, mangrove shorelines and abundant wildlife. This elevated Blue Crab Key townhouse enjoys an exceptional position overlooking Pine Island Creek, with breathtaking sunrises from the screened lanai and kayaking, boating and fishing just outside your door. Direct Gulf access through Charlotte Harbor or Matlacha Pass makes it easy to explore the islands, open water and everything this unique coastal setting has to offer. Inside, the spacious floor plan features two full suites upstairs. The main level offers an open living and dining area, kitchen, laundry room and a convenient third full bath. Additional features include covered carport parking, adjacent open space and a secure 11-by-11-foot storage area for kayaks, fishing gear and island essentials. Blue Crab Key is a peaceful 25-acre waterfront community with only 111 residences. Amenities include two heated pools, hot tubs, tennis and pickleball courts, a putting green, boat and kayak storage, a community boat ramp and docks. Surrounded by nature while offering the ease of low-maintenance living, this is an inviting opportunity to enjoy the relaxed rhythm of island life. Among the available units, its impressive panoramic water view is truly a standout.

5391 Blue Crab Circle Unit 5, Bokeelia

11801 Oscoda Court, Bokeelia
$135,000
224053688 MLS
This is an excellent opportunity to own a double lot giving you over an acre of land in one of the highest elevations of Pine Island on city water. These two lots were strapped together and surveyed giving you lots of room to build your dream home with room for an extra building for your boat or RV, or just enjoy the huge piece of land to give you lots of space. This property also has the potential of splitting the two lots back apart to their original straps and building two single family homes. Excellent investment opportunity! The location is excellent being less than two miles to the Pine Island Center which offers a Lee County park featuring a pool, playground, and many activities throughout the year. Less than5 minutes to a brand new Publix so you will rarely need to leave the island. Lots of excellent restaurant's on the island including waterfront dining. If you enjoy boating, fishing, or some of the best sunsets, this is the place to live. Pine Island offers many boat ramps and marinas giving you quick access to beaches and the Gulf. Not far from Boca Grande which is well known as the Tarpon Capital and some excellent fishing. Survey copies included at closing. Don't let this one slip away, call today! Don't wait until it is too late!

11801 Oscoda Court, Bokeelia

16341 Porto Bello Street, 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

5476 Easy Street, Bokeelia
$45,000
225003446 MLS
Fantastic opportunity! Nestled on a quiet, cul de sac street, this prime piece of land is ready for your dream home or investment property. This lot has already been cleared and filled, giving you a head start for construction, saving you time, effort...and money! AND Site Survey, Site Plan, and Engineered Plans for a Foundation, Garage, and a Modular Home are available if interested! You'll find nearby amenities, shopping, markets, world class fishing, boat ramps, local restaurants and attractions here. Whether you're looking to relax and unwind or explore the local sights and outdoor adventures, this property offers the perfect balance of laid-back serenity and convenience. Enjoy the best of both worlds—your own private oasis, just a short drive to everything you need!

5476 Easy Street, Bokeelia