Bokeelia Real Estate

Own a Piece of Calusa History - Indian Field Key is known as the east end of the ancient Pine Island Canal which ran from Pineland to Matlacha Pass and beyond. The Calusas built shell mounds which are known for their high elevations and stormworthiness. Featuring 3.14 acres of submerged land, significant potential for generating Greater Pine Island TDUs & as a saltwater forested mitigation parcel, opportunities like this are usually handed down by families for generations and never hit the open market. Make this piece of history your family legacy. Hold for Investment or possible development. Two tax parcels in unincorporated Lee County, FL Zoned AG-2 2.5 Nautical Miles NW of Matlacha Pass Bridge. No environmental studies or vegetation mapping done at time of listing.

INDIAN FIELD KEY + ISLAND 1, Bokeelia

Listing Courtesy of Development Realty, LLC

$349,900

2 Beds ⋅ 2 Baths ⋅ 2026034297 MLS

Every so often, a property becomes available that simply cannot be duplicated. This beautifully maintained two-bedroom, two-bathroom end-unit condo is one of just 30 residences in Captain’s Cove, an intimate waterfront community in Bokeelia where availability is truly the exception. Inside, the updated kitchen provides a bright, inviting space for everything from a quick breakfast to dinner with friends. The living area opens directly to a screened lanai—an ideal place for morning coffee, an evening cocktail, or the gentle Pine Island breeze. One of the unit’s most valuable improvements may not be immediately visible: the condo has been completely replumbed and thoughtfully equipped with both a master water shutoff and individual shutoffs for each room. This provides exceptional convenience and control for everyday maintenance and is especially valuable for snowbirds and frequent travelers preparing to leave the property for an extended period. Impact windows and doors add storm protection, security, and peace of mind. The desirable end-unit location offers an added sense of privacy, creating a welcoming island retreat where you can settle in and immediately begin enjoying everything that makes Pine Island special. Beneath the residence, an enormous under-building parking area provides enough space for a full-size truck and boat—or as many as four vehicles. It is the kind of protected parking and storage capacity boaters dream about and condo owners almost never find, with room for the vehicles, equipment, and island toys that make life here so enjoyable. At Captain’s Cove, life revolves around the water. The community boat ramp and wet-slip access make spontaneous boating and fishing trips part of your everyday routine. Set out toward Pine Island Sound and Charlotte Harbor, chase the morning bite, cruise to Cayo Costa, Boca Grande, or Cabbage Key for lunch, and return home beneath a sky painted by a Southwest Florida sunset. When the boat is resting, cool off in the community swimming pool or enjoy an afternoon match on the tennis court. Here, an ordinary day can become an island-hopping adventure, a memorable fishing trip, or a quiet afternoon spent savoring the slower rhythm of Bokeelia. Condos in Captain’s Cove are rarely offered—and a two-bedroom end unit with this combination of updates, impact protection, complete replumbing, screened outdoor living, and extraordinary under-building parking is rarer still. This is more than an updated island condo. It is your launch point for a life measured in tides, sunsets, and unforgettable days on the water. There will always be other condos. There may never be another opportunity quite like this one.

16385 Boyce Drive Unit 301, Bokeelia

Listing Courtesy of Sea Glass Gulf Realty

$549,000

3 Beds ⋅ 2 Baths ⋅ 2026033316 MLS

Welcome to this immaculate 3-bedroom, 2-bath pool home in the desirable Charlotte Shores boating community of Bokeelia. Situated on an almost quarter-acre lot with a county-maintained street, this beautifully maintained home offers the perfect blend of comfort, style, and Florida living. The open kitchen features granite countertops, stainless steel appliances, and a nice functional layout that flows naturally into the living area. Tile flooring extends throughout the home, creating a clean and cohesive look. The desirable split-bedroom floor plan provides privacy, while six-panel interior doors add a classic touch. Enjoy peace of mind with impact windows and doors and a durable metal roof. The home has been freshly painted and professionally cleaned, and it is truly move-in ready. Step outside to enjoy the private pool and spacious yard, ideal for relaxing or entertaining. A two-car garage provides ample parking and storage. Located in Charlotte Shores, a boating-friendly community, this property offers an opportunity to enjoy the laid-back island lifestyle of Bokeelia while being close to the area's waterways and outdoor recreation. Immaculate, well maintained, and ready for its next owner—this is Florida living at its best!

11463 Oakland Drive, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

$335,000

3 Beds ⋅ 2 Baths ⋅ 2026031767 MLS

Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia

Listing Courtesy of Century 21 Selling Paradise

$15,000

2026032914 MLS

Own your piece of paradise on beautiful Pine Island and build the home you've always envisioned. This buildable lot offers desirable southern rear exposure, providing abundant natural light throughout the day. Ideally located just minutes from Pine Island Marina, Tarpon Lodge, Alden Pines Golf Course, local restaurants, shopping, and some of Southwest Florida's best boating and fishing. Whether you're looking to build a full-time residence, vacation getaway, or investment property, this lot offers an excellent opportunity to enjoy the relaxed island lifestyle.

Guava Avenue, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty

$288,800

3 Beds ⋅ 2 Baths ⋅ 2026032822 MLS

Back on the market at 'no fault of Seller' -- Buyer's financing fell through. Experience the quintessential Pine Island lifestyle in this beautifully appointed retreat, where tropical serenity & phenomenal flora & fauna meets modern accessibility. This charming island home is ideally positioned moments from local marinas, dining, shopping, and the island's iconic scenic bike path. The upper level radiates warmth, featuring a sun-drenched living area and two comfortable bedrooms. The kitchen serves as a focal point, elevated by exquisite Portuguese porcelain tile countertops and a matching backsplash. For relaxation, the screened lanai offers a seamless transition to the outdoors to unwind, overlooking peaceful views of lush surroundings; perfect for enjoying your morning coffee or evening cocktails. The lower level provides exceptional flexibility with a private-entrance guest suite, including a third bedroom, half bath, and expansive storage—an ideal setup for an art studio or workshop. With a new roof and water heater (2023), a fully fenced yard, and verdant mature landscaping & fruit trees on two lots, this home is a turnkey slice of paradise. Don’t wait---paradise is calling!!

5888 Sea Bass Road, Bokeelia

Listing Courtesy of Flat Fee MLS Realty

$27,500

2026032474 MLS

Build your dream island escape! Located just a short ride from Pineland Marina and Tarpon Lodge. This property also offers a rare opportunity to expand, as the adjacent lot is also available for purchase from the same owner, providing added privacy, future building options, or investment potential. Enjoy everything island living has to offer! From world-class fishing and boating to waterfront dining, breathtaking sunsets, and the natural beauty that makes Bokeelia so special. Whether you're searching for your primary residence, a vacation retreat, or an income-producing rental, this property is your opportunity to build your own piece of paradise.

7180 Guava Avenue, Bokeelia

Listing Courtesy of EXP Realty LLC

$27,500

2026032476 MLS

Build your dream island escape! Located just a short ride from Pineland Marina and Tarpon Lodge. This property also offers a rare opportunity to expand, as the adjacent lot is also available for purchase from the same owner, providing added privacy, future building options, or investment potential. Enjoy everything island living has to offer! From world-class fishing and boating to waterfront dining, breathtaking sunsets, and the natural beauty that makes Bokeelia so special. Whether you're searching for your primary residence, a vacation retreat, or an income-producing rental, this property is your opportunity to build your own piece of paradise.

7190 Guava Avenue, Bokeelia

Listing Courtesy of EXP Realty LLC

$975,000

3 Beds ⋅ 3 Baths ⋅ 2026032475 MLS

Set on 2.6 acres in Bokeelia, this fully operational tropical island farm is where mornings begin with fresh eggs and evenings end beside the pool in the island breeze. Part home, part orchard and part working farm, it is ready for its next chapter. Zoned AG-2, the property is ideal for farming, nursery operations or homestead living. The owners currently receive an agricultural tax exemption; the next owner may apply for the same benefit. The home offers 2,283 square feet plus a 573-square-foot air-conditioned attached garage. Mature trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets are included, allowing the next owner to harvest fruit, gather eggs and grow plants without starting from scratch. Upstairs are the main living area, kitchen, dining space and primary bedroom, plus a covered porch overlooking the farm. Downstairs are guest bedrooms, a full bathroom, laundry area and second living room opening to the patio and screened pool—ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, smart appliances, tile floors, plantation shutters, impact-rated windows and doors, updated A/C, spray-foam insulation, newer water heater and water-treatment systems. A 24-kW generator and 500-gallon underground propane tank add peace of mind. The septic field was replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. The property is not in a designated flood zone. The grounds produce mango, avocado, coconut, citrus, lychee, starfruit, papaya, jackfruit, passion fruit, moringa and more. Over 100 banana plants representing about 22 varieties are established and producing. App-controlled irrigation reaches about 95% of the trees. Farm infrastructure includes perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery supplies and extensive farm equipment are included for continued operation of the on-site market. Cool off in the screened pool, gather on the lanai or relax on the upper porch in your own tropical oasis. Whether you envision a working farm, nursery, self-sufficient homestead or island retreat with supplemental-income potential, this remarkable property offers room to grow and a lifestyle that feels like a getaway every day.

12303 Cristi Way, Bokeelia

Listing Courtesy of Sea Glass Gulf Realty

$425,000

3 Beds ⋅ 2 Baths ⋅ 2026032008 MLS

Welcome to 5419 Avenue E, Bokeelia, FL, where island living meets peace of mind. The separately strapped lot to the right (5431 Avenue E) is included in the sale, making it a total of .7 acres. This beautifully updated home offers plenty of room to spread out, entertain, or simply enjoy the tropical surroundings. Mature trees and lush landscaping create a private setting that's hard to find. Inside, you'll find a bright, open floor plan featuring a stunning remodeled kitchen with quartz countertops, a large center island, custom cabinetry, stainless steel appliances, and designer finishes throughout. The spacious living areas are filled with natural light, while the updated bathrooms and stylish flooring make this home truly move-in ready. The generously sized bedrooms provide comfortable accommodations, and the flexible floor plan offers space for guests, a home office, or hobbies. Large windows frame beautiful views of the expansive yard, creating a seamless connection between indoor and outdoor living. Step outside to your own private backyard retreat featuring a sparkling swimming pool and an abundance of green space. The oversized lot provides endless possibilities for gardening, RV or boat parking, additional storage, or future expansion. With Pine Island's world-class fishing, boating, and waterfront restaurants just minutes away, every day feels like a vacation. For added confidence, this home is equipped with impact-resistant windows, a new roof installed in 2020, and experienced no hurricane damage or flooding, offering buyers exceptional peace of mind. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 5419 Avenue E delivers the charm of Old Florida with modern updates in one of Pine Island's most desirable locations.

5419 Avenue E, Bokeelia

Listing Courtesy of Schooner Bay Realty, Inc.

$335,000

4 Beds ⋅ 4 Baths ⋅ 2026032000 MLS

Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect opportunity to live in one unit while renting the other, this well-maintained duplex checks all the boxes. Situated on an oversized lot of nearly 0.5 acres, this concrete block duplex features two spacious units, each offering 1,101 square feet, 2 bedrooms, 1.5 bathrooms, soaring vaulted ceilings in the living room, and tile flooring throughout for easy maintenance. Each unit also includes its own private screened lanai, perfect for enjoying the Florida lifestyle, along with a dedicated exterior storage closet for added convenience. Major updates have already been completed with a new roof and gutters installed in 2023. Conveniently located just minutes from Publix, Pine Island Road, local restaurants, shopping, and everyday amenities, this property offers the perfect balance of privacy and accessibility. With solid bones and room for cosmetic updates, this duplex presents an excellent opportunity to add value while generating rental income or creating your ideal owner-occupied investment. Don't miss your chance to own this Pine Island property with endless potential!

5484/5486 Birdsong Lane, Bokeelia

Listing Courtesy of Compass Florida LLC

$345,000

3 Beds ⋅ 2 Baths ⋅ C7528880 MLS

Nice three bedroom, two bath home on Pine Island located near Pine Island Center. This single family home consists of over 1,419 sf of open living area with a two-car garage. The home is less than a mile away from Pine Island Elementary, the island's new Publix, Pine Island Library and several park and recreational areas. The family home sits on a large double lot with close to half an acre of land with a very spacious back yard. The back and sides of the lot are wooded for extra privacy with a fire pit for entertainment. Newer flooring throughout the home with carpet in two bedrooms and tile in the kitchen, living room and bathrooms. A new shingle roof was put on in December 2022. This home is perfect for a family or individuals looking for Island Living close to area retail and restaurants. This home is being sold by the owner direct. No flooding from recent hurricanes.

5411 Thomas Street, Bokeelia

Listing courtesy of SUNMARK REALTY. 239-283-1717

Bokeelia Real Estate

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