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$1,400,000
226029660 MLS
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
$469,000
3 Beds ⋅ 2 Baths ⋅ 2026031812 MLS
Comfortable, updated and designed to make the most of the Pine Island lifestyle. This 3-bedroom, 2-bath island home has a bright, open feel with high ceilings, an updated kitchen and baths, and sliding doors that open the living area to a covered lanai and screened pool surrounded by tropical landscaping. The entire home features individually zoned heating and cooling, giving you the freedom to keep each space exactly as comfortable as you like while using energy where you need it. Even the two-car garage is finished, floored and climate controlled, making it a great flex space that can easily be returned to vehicle use and perfect for an electric vehicle. One of the perks for this home is the private community marina access which includes a boat ramp, boat slips for easy water access and a fish-cleaning station, making it easy to enjoy everything Pine Island has to offer on the water. The home can be sold fully furnished, and one full year of professional pool service is included, making it that much easier to settle in and simply enjoy the home from day one.

5748 Linden Lane, Bokeelia

Listing Courtesy of Century 21 Sunbelt Realty
$439,900
3 Beds ⋅ 2 Baths ⋅ 2026031193 MLS
Rarely does a property like this become available in Bokeelia's highly sought-after Fish Streets! Set on an impressive 0.88-acre homesite—nearly four times the size of a typical neighborhood lot—this exceptional property offers the privacy, space, and flexibility that are becoming increasingly rare on Pine Island. This well-maintained home features 4 bedrooms (or 3 bedrooms plus a den/home office) and 2 bathrooms, with a spacious, functional layout designed for comfortable everyday living. Accessibility has been thoughtfully incorporated, with wheelchair access throughout the main living areas and the primary bathroom, making the home suitable for a variety of lifestyles and abilities. Major improvements provide peace of mind, including a new roof (2023), new kitchen appliances (2023/2024), and a new water heater (2022). Original terrazzo floors extend throughout much of the home, offering the opportunity to restore a timeless Florida design element that perfectly complements the island lifestyle. Step outside and experience what truly sets this property apart. The oversized homesite offers endless possibilities, with ample space for a custom pool, a detached garage, a workshop, RV and boat storage, additional outbuildings, or lush tropical gardens. Mature, fruit-producing mango trees enhance the landscape, creating your own private island retreat. Best of all, there's no HOA, giving you the freedom to enjoy and improve your property without restrictive rules or fees. Large residential parcels of this size are increasingly difficult to find, making this property not only a wonderful place to call home but also an outstanding long-term investment with exceptional land value and appreciation potential. Conveniently located just minutes from marinas, public boat ramps, world-class fishing, waterfront restaurants, parks, and Pine Island's renowned natural beauty, this property offers the best of Southwest Florida living. Whether you're looking for a full-time residence, a seasonal escape, or an investment opportunity, this one-of-a-kind property delivers the space, privacy, and lifestyle today's buyers are seeking. Don't miss your opportunity to own one of the largest and most desirable home sites in the Fish Streets!

5791 Porpoise Road, Bokeelia

Listing Courtesy of Castaways Island Realty LLC
$660,000
3 Beds ⋅ 2 Baths ⋅ 2026030742 MLS
Welcome to this beautifully renovated property located at the north end of Bokeelia, where modern upgrades, thoughtful improvements, and extra space combine to create a truly move-in ready home. Every major system has been updated allowing you to enjoy peace of mind for years to come. Inside, you'll find a completely remodeled interior featuring new tile flooring throughout the home, lanai, and pool area, fresh interior and exterior paint, gorgeous new kitchen cabinetry, elegant new countertops, and a full suite of WiFi enabled stainless steel appliances. New window coverings, updated ceiling fans, and modern fixtures complete the stylish interior. The home's major mechanical systems were also upgraded from the new roof(2023), new A/C unit(2025), providing comfort and energy efficiency. Step outside to your private backyard oasis featuring a sparkling pool, enhanced with all new pool equipment and premium no-see-um screened enclosure allowing you to enjoy outdoor living all year long in comfort. One of the most unique features is the additional adjacent lot creating endless possibilities for an additional garage, art gallery, RV storage, Guest apt. or future expansion with county approval. The property is fully enclosed with perimeter fencing around both lots offering privacy, security and plenty of room for pets, hobbies, or recreational vehicles. Whether your looking for a beautifully updated primary residence, a seasonal retreat, or a property with room to grow, this exceptional home offers the perfect combination of modern upgrades, outdoor living, and future potential. Opportunities like this-fully renovated and an included additional lot- are very rare. This property is just down the road from 2 marina's, great restaurants, beachy drinking establishments, many different parks, walking paths, and loads of yearly festivals of island fun!! Pine Island, known for it's truly beautiful palm tree farms, mango farms, and archaeological sites dotted all over the island, make this a true island life living experience. Schedule your private viewing today!!

7407 Cobb Road, Bokeelia

Listing Courtesy of John R. Wood Properties
$45,900
2026030932 MLS
Nice 1/2 Acre Lot in Bokeelia. Lot is close to Charlotte Buffer Preserve. Owner Financing Availble!!!!

5492 Little House Lane, Bokeelia

Listing Courtesy of Coldwell Banker Realty
$49,999
2026031261 MLS
Escape the ordinary and create your own slice of Old Florida on this beautifully wooded half-acre parcel in Bokeelia. Tucked away on Hodges Drive, the property offers a wonderful sense of seclusion, surrounded by mature tropical vegetation and the natural beauty that makes Pine Island so special. Imagine creating a private island retreat where mornings begin beneath the palms, wildlife replaces traffic noise, and there is room to slow down and enjoy your surroundings. Life on Pine Island is all about the outdoors. Spend your days boating, fishing, kayaking, birdwatching, or exploring the waters of Pine Island Sound and Charlotte Harbor. The Bokeelia Fishing Pier and boat ramp provide access to some of Southwest Florida’s most popular fishing and boating destinations, including Boca Grande Pass, Cayo Costa and the surrounding outer islands. When you are back on land, enjoy fresh local seafood, island shops, art galleries, tropical fruit farms and the relaxed small-town character Pine Island is known for. Whether you envision a custom home, seasonal getaway or a piece of island property to hold for the future, this property offers the privacy of a secluded setting with the boating, fishing and coastal lifestyle of Bokeelia close at hand. Bring your plans and begin your next chapter on Pine Island.

6207 Hodges Drive, Bokeelia

Listing Courtesy of Coldwell Banker Realty
$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

Listing Courtesy of Century 21 Sunbelt Realty
$779,000
3 Beds ⋅ 3 Baths ⋅ 226026155 MLS
Welcome to your private Pine Island retreat, in the sought-after Alden Pines community. A boater's dream, less than a mile to the gulf. This beautifully maintained 3-bedroom + den, 3-bath residence offers 2,619 square feet of thoughtfully designed living space on an oversized 0.34-acre lakefront homesite. The open great room floor plan features soaring vaulted ceilings and expansive pocketing sliders that seamlessly blend indoor and outdoor living. Just moments from the famous Boca Grande Pass and its unrivaled fishing waters is the Safe Harbor Pineland Marina, your ‘Gateway to the Islands.’ Store your boat close to abundant fishing grounds. The spacious owner’s suite is a true sanctuary with dual walk-in closets, direct lanai access, and a renovated luxury spa-inspired bath. A split-bedroom layout provides privacy for guests, while the den offers the perfect space for a home office or flex room. Step outside to your screened lanai with a heated pool overlooking tranquil lake views and spectacular Florida sunsets. Mature tropical landscaping and fruit trees create a peaceful island setting ideal for entertaining or relaxing. Pick your own fresh mango, limes & avocado! Additional highlights include a floor to ceiling stone fire-place, spacious 3-car garage, new metal roof, hurricane shades, laundry room, ample storage, and a beautifully appointed kitchen with breakfast bar and quality appliances. Located less than a mile from Gulf waters and just minutes from the restaurants, marinas, fishing, boating, and live entertainment of Matlacha and Pine Island, this home offers the perfect balance of quiet island living and outdoor adventure. Whether you’re looking for a full-time residence, seasonal getaway, AirBNB, or investment opportunity, this exceptional property delivers the best of Southwest Florida’s relaxed waterfront lifestyle.

7791 Grande Pine Road, Bokeelia

Listing Courtesy of Real Broker, LLC
$339,000
2 Beds ⋅ 2 Baths ⋅ 2026030550 MLS
Come experience the relaxing privacy of this beautiful pool home. Electric bill is under $30!!! This budget friendly home has fully paid off solar panels. This home has NEVER flooded and features hurricane impact windows on the front of the house and sliding hurricane shutters on the back lanai for peace of mind. This beautifully maintained 1/2-acre property tucked away in a quiet area of Bokeelia on Pine Island. Inside and out, no detail was overlooked - enjoy a tankless on demand hot water heater, lush landscaping, and a sparkling pool set on a spacious fenced in (6' high fence) half acre lot. Unwind on the oversized lanai that spans the entire length of the home. Perfect for entertaining or simply soaking in the Florida lifestyle. The lanai is insulated and under truss...which means you could easily extend your indoor living to include the lanai area. Located just minutes from Pine Island's best restaurants, marinas, a community pool, pickleball courts, a local museum, and scenic bike trails, this property offers the perfect blend of privacy and island charm. Included in the sale are the lawn mower, hot tub, and safe. Directions: Go North on Stringfellow Rd to Tropical Lane and turn right. Go about a 1/4 mile and turn right on Bahama Way. Go left on Howard Road. Turn right on Bimini Way and a quick left on Rockaway Dr. Go to the end of Rockaway and home is straight ahead. Please protect the tortoises in the area and drive with caution.

15474 Pembrooke Road, Bokeelia

Listing Courtesy of John R. Wood Properties
$399,000
2 Beds ⋅ 2 Baths ⋅ 2026029179 MLS
Calling all boaters and fishermen. If you are looking for a home with easy access to the waters of Charlotte Harbor, Pine Island Sound and the Gulf of Mexico, then this unique Bokeelia home is just what the doctor ordered. This property is located on the north end of Pine Island, just a stones throw from Lavender Landing which is a Lee County owned marina and boat launch ramp. The home is older but very well built with CBS construction and a metal roof. The air conditioning is one year old. The interior has Terrazzo flooring in like new condition and tongue and groove cypress wall coverings There are two lanai's , one in the rear of the house and one in the front. The oversized lot is fenced with chain link fencing and there is a 10' X 20' storage building with water and electric. There is ample room for boat and RV parking.

15976 Bellflower Street, Bokeelia

Listing Courtesy of Sun Country Realty of Fl, Inc
$375,000
2026030473 MLS
OLD Florida Seclusion on Pine Island End of a dead-end road, just 2 miles from town center. This 2.5 acre wooded parcel in AD-2 zoning is a true birdwatching paradise. City water is available, Build your fortress or your dream home. Neighbors still wave and watch out for each other-that, real and laid back Old Florida vibe.

12681 Trend Boulevard, Bokeelia

Listing Courtesy of Island Exchange Realty LLC
$89,000
226025226 MLS
Build your island retreat in Isle of Pines, in Bokeelia. Just a golf-cart ride from waterfront dining at Tarpon Lodge, the boat ramps and dry storage of Safe Harbor Pineland Marina, and the fairways of Alden Pines Golf Course, this homesite offers instant access to world-class fishing and cruising grounds. The HOA handles lawn care, a community pool, clubhouse with rentable guest suite, and a private sewer system, keeping ownership effortless while you enjoy the island lifestyle. Level, build-ready land with utilities at the street lets you break ground quickly or hold as a carefree investment. Vacant parcels this close to historic Pineland rarely surface—secure your slice of laid-back Old Florida living today.

7720 Myrsine Circle, Bokeelia

Listing Courtesy of Corkscrew Real Estate
$1,399,000
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

Listing Courtesy of Century 21 Sunbelt Realty
$419,000
3 Beds ⋅ 2 Baths ⋅ 2026030032 MLS
Spacious, Well-Maintained Home in Desirable Alden Pines Welcome to this beautifully maintained home in the highly sought-after Alden Pines community, one of Bokeelia's premier neighborhoods. Situated at the end of a quiet cul-de-sac, this property offers privacy and peaceful views overlooking the golf course, which is planned for future restoration. Major updates provide peace of mind, including a 4-year-old roof and air conditioning system. The oversized garage measures approximately 24 feet wide by 23.5 feet deep, providing ample space for vehicles, golf carts, a workshop, or extra storage. This home has never flooded and sits at a high elevation, an important advantage for Southwest Florida living. Enjoy the convenience of being just minutes from grocery stores, a hardware store, pharmacy, local restaurants, and the beautiful Pineland Marina, offering easy access to world-class boating, fishing, and the islands. If you're looking for a spacious, well-cared-for home in a quiet setting with an unbeatable Bokeelia location, this property is a must-see.

14366 Tamarac Drive, Bokeelia

Listing Courtesy of Century 21 Tri Power Realty
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026029862 MLS
Live the Pine Island Waterfront Lifestyle! Escape to this beautifully remodeled gulf-access stilt home where every upgrade is already done and every day feels like vacation. This turnkey retreat blends modern comfort with the laid-back charm of island living—just bring your clothes and a toothbrush and start enjoying the water. A Boater’s Paradise as you step outside onto your 2024 captain’s-walk dock, complete with a 13,000 lb. boat lift and a convenient fish cleaning station. Launch straight into Matlacha Pass with no bridges—just open water, world-class fishing, and endless boating adventures right from your backyard. Fresh, Modern, and Move-In Ready Inside, the home shines with a full 2023 remodel to include: New kitchen and appliances, new laminate flooring installed over an added ¾" plywood reinforcement for a solid floor. New roof, hot water heater, replumb, and updated electric panel. Clean, bright spaces designed for comfort and easy coastal Island living at its best! Sip your morning coffee with the breeze on the balcony, spend afternoons on the water, and unwind with sunset views only Pine Island can offer. Whether you’re seeking a seasonal escape or a full-time waterfront lifestyle, this home delivers effortless living in one of Southwest Florida’s most peaceful boating communities.

5375 Serenity Cove, Bokeelia

Listing Courtesy of Hamilton Franklin Realty LLC
$215,000
2026029847 MLS
Over 9+ Acre Gulf Access Ranchette | AG-2 Zoning | Ultimate Privacy & Endless Potential Rare parcels like this don’t come along often. Discover more than 9 acres of AG-2 zoned land offering the perfect combination of privacy, waterfront recreation, and buildable acreage. Surrounded by protected wetlands that preserve the natural landscape and enhance your seclusion, this exceptional property is ready for your custom ranchette, country estate, or private retreat. One of this property’s standout features is its water access with Gulf access, providing the opportunity to enjoy Southwest Florida’s boating, fishing, kayaking, and waterfront lifestyle right from your own property. Whether your passion is exploring nearby islands, fishing the backwaters, or spending days on the Gulf, this property offers a rare blend of acreage and water access. Imagine designing your dream home surrounded by nature with room for horses, livestock, barns, workshops, RVs, gardens, or other agricultural uses permitted under AG-2 zoning. The protected wetlands create a permanent natural buffer, ensuring exceptional privacy while attracting native birds and wildlife that make this property truly one of a kind. Enjoy the peace and serenity of country living while remaining just minutes from shopping, dining, marinas, golf, and Southwest Florida’s world-famous beaches. Large, buildable acreage with Gulf access, AG-2 zoning, and lasting privacy is becoming increasingly difficult to find. Whether you’re searching for a family estate, an equestrian property, a waterfront ranchette, or a long-term investment, this extraordinary property offers the space, flexibility, and lifestyle to bring your vision to life. Schedule your private tour today and experience one of Southwest Florida’s most unique acreage opportunities.

12370 Sherwood Road, Bokeelia

Listing Courtesy of Coldwell Banker Realty
$479,000
3 Beds ⋅ 2 Baths ⋅ 2026029237 MLS
Elevated two Story piling home with over 1,700 sq ft under air and large 4 car enclosed garage on 1st level. Huge workshop area. Pine Island and Bokeelia offer small-town charm, art galleries, local markets, Tree Nurseries and some of Southwest Florida’s best fishing and boating. Whether you’re seeking a primary residence or vacation home. Home offers 3 bedrooms and 2 baths with large living area. Large back (screened) deck and outside grilling entertaining deck with stairs. Very private backyard with pathway around the golf course. Newer air, galvanized roof, most windows are hurricane proof, new hot water heater, new soffit and rain gutters. New flooring throughout the home. You can walk to Pineland Marina which offers full Marina Service, dine at the well-known Tarpon Lodge. Private setting. You will love this Island and community.

14281 Pacosin Court, Bokeelia

Listing Courtesy of Century 21 Tri Power Realty
$359,900
2 Beds ⋅ 2 Baths ⋅ 2026028844 MLS
Welcome to this beautifully maintained 2-bedroom, 2-bathroom end-unit condo in the sought-after Captains Harbor community. Sold turnkey furnished, this move-in-ready home is perfect as a full-time residence, seasonal getaway, or investment property. Step inside to find 18" tile flooring throughout, creating a clean, cohesive, and low-maintenance living space. The beautiful kitchen is a chef's delight, offering plenty of cabinet storage, gorgeous granite countertops, and a convenient breakfast bar — perfect for casual dining or entertaining. Both bedrooms are generously sized with walk-in closets, and an in-unit laundry room adds everyday convenience. As an end unit, you'll enjoy extra privacy and natural light, along with a quiet, tranquil setting overlooking the community's tennis and pickleball courts. Boaters will love the included dock with water and electric — just a short boat ride to Charlotte Harbor and the beautiful outer islands. A private two-car garage provides ample storage and parking. Community amenities include a sparkling pool and scenic walking paths, all just minutes from great restaurants and shopping. Don't miss this rare opportunity to own a turnkey, boater's-paradise condo in one of the area's most desirable communities!

16276 Nautical Way Unit 1404, Bokeelia

Listing Courtesy of LoKation
$479,900
2 Beds ⋅ 3 Baths ⋅ 2026028343 MLS
Experience SPECTACULAR WATER VIEWS from this beautifully positioned corner residence in the highly desirable Bocilla Island Club. This is widely considered the premier building in the community, offering panoramic water vistas from both levels and an abundance of natural light through additional side windows unique to this END UNIT. For boaters and anglers, this property is truly a rare find. Included is a PRIVATE BOAT SLIP with a 10,000-pound lift, accommodating boats up to 24 feet, providing quick access to Charlotte Harbor, Boca Grande Pass, Cayo Costa, North Captiva, world-class tarpon fishing, backwater flats, and some of Southwest Florida’s most pristine beaches. Ask almost any local fishing charter captain and they’ll tell you these are among the finest fishing grounds in all of Lee County. Anglers can achieve the coveted Grand Slam of fishing right in the vicinity. Abundant Snook, Redfish, Sea trout, and Tarpon are just a few of many prized local catches Relax on your screened lanai while watching dolphins, manatees, and boats cruise by, all with peaceful waterfront views as your backdrop. IMPACT WINDOWS AND DOORS provide peace of mind, while the floor plan offers a first-floor living area with a convenient half bath. Upstairs features a generous primary suite with breathtaking views, a walk-in closet, updated bath, private waterfront lanai, plus a guest bedroom with its own private bath. Additionally there is a convenient full sized laundry room. Additional highlights include a private storage room adjacent to the covered parking space. The oversized assigned under building parking space has plenty of room for both your vehicle and golf cart. Seasonal rentals are permitted, making this an outstanding investment opportunity with an established rental history. Bocilla Island Club offers a true resort lifestyle with two heated pools, tennis and pickleball courts, shuffleboard, beautifully landscaped grounds, scenic waterfront walking paths, a private fishing pier on Charlotte Harbor, and a kayak launch. Walk to nearby restaurants and Four Winds Marina, a full-service marina just minutes away. Flood insurance is included through the HOA. Whether you’re searching for the ultimate winter escape, year-round waterfront residence, or income-producing vacation property, this exceptional home combines breathtaking water views, unmatched fishing and boating, and the laid-back island lifestyle that makes Bokeelia so special.

16600 Bocilla Island Club Drive Unit 35, Bokeelia

Listing Courtesy of Compass Florida LLC

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