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7443 Pomegranate Drive, Bokeelia
$355,000
2 Beds ⋅ 2 Baths ⋅ Sundiet Village SubDv.
Peaceful Island Living in Pineland 7443 Pomegranate Drive • Bokeelia, Florida Looking for that Peaceful Easy Island Living? This is it! Tucked away in the charming Pineland area of Pine Island, this beautifully remodeled 2-bedroom, 2-bath island cottage offers the relaxed Old Florida lifestyle people come here looking for. Step inside and you’ll find an updated, move-in-ready home with impact-rated windows and sliders, newer flooring, updated appliances, a 2023 roof and 2020 A/C. Cathedral ceilings add to the open, airy feeling, while the surrounding tropical landscaping creates your own little island retreat. Zillow One of the best parts is the location. You can enjoy the golf-cart-friendly Pineland neighborhood and be close to Tarpon Lodge and nearby marina/water-taxi access for boating and island adventures. Head out for the day to Cayo Costa, Cabbage key or Captiva Island to explore the surrounding islands, or simply come home, relax and enjoy the quiet side of Pine Island. The bike Path will take you from St James City to the Bokeelia Pier. No HOA. Room for your boat or RV on the property with no deed restriction. Island living without all the fuss. Come discover why people fall in love with Pine Island.

7443 Pomegranate Drive, Bokeelia

5486 Avenue E, Bokeelia
$299,000
4 Beds ⋅ 2 Baths ⋅ Pine Island Center SubDv.
Island life, income potential, and a location that puts Bokeelia right outside your door. Check out this great opportunity to own a duplex on Pine Island! Tucked into the heart of “The Center”, this duplex offers the kind of laid-back Florida lifestyle people come to Pine Island looking for. Walk to local restaurants, shopping, the library, park, public pool, and nearby nature trails, then come home and enjoy the slower pace that makes island living so special. For Families, the school is just down the street! One side has been updated with a fresh, comfortable feel, while the other offers an opportunity to add your own style and create additional value. Whether you choose to live in one side and rent the other, keep both as income-producing residences, or create space for family and friends, the flexibility here is a big part of the appeal. Each unit offers a spacious layout and an oversized screened in patio in the back. This is the kind of place where mornings can start with a walk or bike ride, afternoons can be spent exploring the island, and dinner is just minutes away at a favorite local spot. Easygoing, convenient, and full of possibilities — this is Bokeelia living with options. Explore the great potential of this unique property today! Photos marked “enhanced” have been digitally optimized to show ideas for upgrades!)

5486 Avenue E, Bokeelia

5489 Meadowlark Lane, Bokeelia
$149,000
1 Beds ⋅ 1 Baths ⋅ Pine Island Center SubDv.
Tucked on Meadowlark Lane in Bokeelia, Pine Island, Florida, this +/-0.19 acre property offers an accessible entry point into one of Southwest Florida's more laid-back coastal communities. Lee County Property Appraiser records show the home was built in 1972 on a lot of approximately 8,407 square feet, giving a new owner a manageable, low-maintenance parcel rather than a large yard to keep up. The street itself sees no through traffic, which keeps the immediate area quiet, and the property is close to the center of Pine Island, putting daily errands, local dining, and the town's marinas and waterfront within easy reach rather than a long drive away. Bokeelia sits at the tip of Pine Island, an 18-mile-long island in Charlotte Harbor known for its mangrove shoreline, working marinas, and a slower pace than the more built-up barrier islands nearby. The Greater Pine Island Chamber of Commerce describes the island as a place to enjoy fishing, birdwatching, local art, and waterfront dining, with year-round community events like the Island Market and MangoMania Festival. For anyone who fishes or boats, the Bokeelia Fishing Pier and Boat Ramp is a short drive from the property. The pier has drawn anglers for more than a century targeting snapper, redfish, and snook, and the adjacent boat ramp provides access to Charlotte Harbor and the waters around Cayo Costa State Park. That kind of nearby water access is a draw for both a primary homeowner or a rental tenant looking for a Pine Island base. Beyond the home itself, the property includes a shed or shop structure at the rear of the lot. This kind of bonus building adds real flexibility, whether it is used as a workshop, an art studio, or simply extra storage for boating and fishing gear, tools, or a small business. For a buyer who wants space to work with their hands or pursue a hobby without needing a large parcel, that separate structure is a meaningful asset. The combination of a small, manageable lot, a quiet no-through-traffic location, proximity to town, and a bonus shop building makes this a practical option for two different kinds of buyers. A first-time homebuyer gets an affordable way into homeownership on Pine Island without taking on a large property to maintain. An investor gets a rental-ready asset in a market where vacation and seasonal rental demand on Pine Island stays consistent thanks to the area's fishing, boating, and laid-back island appeal. Bokeelia's location also puts it within a reasonable drive of the broader Fort Myers and Cape Coral area, so residents and renters are not cut off from larger shopping, dining, and services while still enjoying the quieter island setting day to day.

5489 Meadowlark Lane, Bokeelia

5489 Meadowlark Lane, Bokeelia
$149,000
1 Beds ⋅ 1 Baths ⋅ Pine Island Villas SubDv.
Tucked on Meadowlark Lane in Bokeelia, Pine Island, Florida, this +/-0.19 acre property offers an accessible entry point into one of Southwest Florida's more laid-back coastal communities. Lee County Property Appraiser records show the home was built in 1972 on a lot of approximately 8,407 square feet, giving a new owner a manageable, low-maintenance parcel rather than a large yard to keep up. The street itself sees no through traffic, which keeps the immediate area quiet, and the property is close to the center of Pine Island, putting daily errands, local dining, and the town's marinas and waterfront within easy reach rather than a long drive away. Bokeelia sits at the tip of Pine Island, an 18-mile-long island in Charlotte Harbor known for its mangrove shoreline, working marinas, and a slower pace than the more built-up barrier islands nearby. The Greater Pine Island Chamber of Commerce describes the island as a place to enjoy fishing, birdwatching, local art, and waterfront dining, with year-round community events like the Island Market and MangoMania Festival. For anyone who fishes or boats, the Bokeelia Fishing Pier and Boat Ramp is a short drive from the property. The pier has drawn anglers for more than a century targeting snapper, redfish, and snook, and the adjacent boat ramp provides access to Charlotte Harbor and the waters around Cayo Costa State Park. That kind of nearby water access is a draw for both a primary homeowner or a rental tenant looking for a Pine Island base. Beyond the home itself, the property includes a shed or shop structure at the rear of the lot. This kind of bonus building adds real flexibility, whether it is used as a workshop, an art studio, or simply extra storage for boating and fishing gear, tools, or a small business. For a buyer who wants space to work with their hands or pursue a hobby without needing a large parcel, that separate structure is a meaningful asset. The combination of a small, manageable lot, a quiet no-through-traffic location, proximity to town, and a bonus shop building makes this a practical option for two different kinds of buyers. A first-time homebuyer gets an affordable way into homeownership on Pine Island without taking on a large property to maintain. An investor gets a rental-ready asset in a market where vacation and seasonal rental demand on Pine Island stays consistent thanks to the area's fishing, boating, and laid-back island appeal. Bokeelia's location also puts it within a reasonable drive of the broader Fort Myers and Cape Coral area, so residents and renters are not cut off from larger shopping, dining, and services while still enjoying the quieter island setting day to day.

5489 Meadowlark Lane, Bokeelia

10899 Russell Road, Bokeelia
$275,000
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
Enjoy the laid-back Pine Island lifestyle in this 3-bedroom, 2-bath home situated on over half an acre in Bokeelia. The home offers an open great-room layout with vaulted ceilings, impact-resistant windows, and a newer roof. A separate attached living area with its own entrance and full bath provides additional flexibility for guests, extended family, a home office, or additional living space. Step outside to the large screened lanai overlooking a spacious backyard with mature landscaping and plenty of room for a pool, garden, boat, RV, or outdoor entertaining. With no HOA, you have the freedom to make the property your own. Located near the heart of Bokeelia, you're convenient to public boat ramps, the Bokeelia Fishing Pier, waterfront dining, and access to Pine Island Sound, Charlotte Harbor, and some of Southwest Florida's best boating and fishing. Property is being sold AS-IS. Potential short sale; sale price and terms are subject to third-party/lender approval.

10899 Russell Road, Bokeelia

7680 Helen Road, Bokeelia
$84,900
2 Beds ⋅ 2 Baths ⋅ September Estates Amended SubDv.
REDUCED! TLC NEEDED for this 1981 manufactured home located in sought-after September Estates 55+ Community on Pine Island. This home as 2 bedrooms and 2 full baths and lives larger than it looks. It did sustain damage to the carport and open lanai but did not flood. It has a very large, enclosed lanai great for outdoor living & entertaining. The other side has a very large open lanai. It did have a canopy roof but was lost during the hurricane. The carport roof was lost as well. All roofing for the home and enclosed lanai remains intact. The inside is dated and does need some floor work for soft spots. It has been a successful annual rental for many years. All information deemed reliable, but not guaranteed, buyers to do due diligence.

7680 Helen Road, Bokeelia

7660 Grande Pine Road, Bokeelia
$449,000
3 Beds ⋅ 3 Baths ⋅ Alden Pines SubDv.
Paradise awaits in this spacious, beautifully maintained pool home nestled on a private .344-acre lot in desirable Alden Pines, Bokeelia. Built in 1999 with concrete stucco CBS construction, this move-in-ready residence offers 1,981 sq. ft. of living space and 2,422 sq. ft. total area, with an inviting open-concept design, cathedral ceilings, and a desirable split-bedroom floor plan. Enter through the screened porch and double-door entry into a bright, spacious living and dining area. Triple sliding glass doors seamlessly open to the expansive screened lanai and pool, creating the ideal setting for entertaining or relaxing year-round. The generous eat-in kitchen features updated granite countertops, a double sink, abundant cabinetry, and a walk-in pantry with extensive shelving. French doors provide direct access to the lanai and pool, making outdoor dining and entertaining effortless. The private primary suite is a true retreat, complete with French doors opening to the lanai and pool, his-and-hers walk-in closets, and a spacious ensuite bath. The primary bathroom offers a large walk-in shower, dual-sink vanity, window seat, and separate toilet closet. Two additional bedrooms feature large closets and share a full guest bath with a convenient pocket door that can close off the bathroom for added guest privacy. Additional interior storage includes a hallway closet and linen closet. Outdoor living is where this home truly shines. The expansive screened lanai includes a half bath and storage closet, while the large, private backyard borders a peaceful mango orchard. Enjoy the Florida lifestyle with plenty of room to relax, entertain, and enjoy the pool. Additional features include a new metal roof installed in 2023 with Ultra Rib panels and a Four Point Inspection Certificate, storm security shutters, tinted windows throughout, tile flooring in the main living areas, laminate flooring in the primary bedroom, PEX plumbing, and an in-wall pest control system. The oversized two-car garage includes attic storage, a work area, and laundry sink. The separate laundry room offers two spacious storage closets. The pool was resurfaced in 2014. The home is 9' elevation certified and has never flooded. A voluntary HOA provides added flexibility. Enjoy easy access to Pineland Marina and Tarpon Lodge, with dining, boating, and waterfront recreation just a walk or short golf-cart ride away. The newly renovated golf course and clubhouse are scheduled to reopen in late Fall 2026, adding even more appeal to this already exceptional location. This rare turnkey pool home offers the perfect combination of privacy, comfort, outdoor living, and island lifestyle. Come discover your own piece of Florida paradise in Bokeelia!

7660 Grande Pine Road, Bokeelia

11311 Stringfellow Road, Bokeelia
$189,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Center SubDv.
This 3-bedroom, 2-bath mobile home is a wonderful opportunity for a small family, retired couple, or anyone looking to enjoy the relaxed Pine Island lifestyle while owning a home of their own. Step into the fenced backyard oasis, where peace and privacy await. The patio and fire pit create the perfect setting for evening relaxation, entertaining friends, or simply unwinding after a day on the island. Conveniently located near Pine Island Center, you’ll be just minutes from the Pine Island Public Library, Pine Island Community Pool, Phillips Park, the new pickleball courts, shopping, and local restaurants. The island’s bike path is right across the street, making it easy to get out and enjoy the beautiful surroundings. For boating enthusiasts, some of Pine Island’s best marinas are only a few miles away in either direction, giving you easy access to everything the island has to offer. Priced to sell quickly, this is an opportunity you won’t want to miss! Come see why this could be the perfect place to call home and own your own little slice of paradise.

11311 Stringfellow Road, Bokeelia

16385 Boyce Drive Unit 301, Bokeelia
$349,900
2 Beds ⋅ 2 Baths ⋅ Captains Cove Condo SubDv.
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

5831 Samoa Drive, Bokeelia
$335,000
3 Beds ⋅ 2 Baths ⋅ Pine Island SubDv.
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

5888 Sea Bass Road, Bokeelia
$288,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Ridge SubDv.
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

5419 Avenue E, Bokeelia
$425,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Center SubDv.
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

5484/5486 Birdsong Lane, Bokeelia
$325,000
4 Beds ⋅ 4 Baths ⋅ Pine Island Center SubDv.
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

5411 Thomas Street, Bokeelia
$335,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Center SubDv.
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

5748 Linden Lane, Bokeelia
$444,000
3 Beds ⋅ 2 Baths ⋅ Charlotte Shores SubDv.
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

5791 Porpoise Road, Bokeelia
$429,900
3 Beds ⋅ 2 Baths ⋅ Pine Island Ridge SubDv.
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

15474 Pembrooke Road, Bokeelia
$325,000
2 Beds ⋅ 2 Baths ⋅ Kreamers Avocado Subd SubDv.
Now Offered at $325,000. 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 and a new shingled roof in 2023. This home has NEVER flooded and features hurricane impact windows on the front and sides 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. 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

15976 Bellflower Street, Bokeelia
$399,000
2 Beds ⋅ 2 Baths ⋅ Kreamers Subd SubDv.
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

14281 Pacosin Court, Bokeelia
$459,000
3 Beds ⋅ 2 Baths ⋅ Alden Pines First Add SubDv.
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

16276 Nautical Way Unit 1404, Bokeelia
$349,000
2 Beds ⋅ 2 Baths ⋅ Captains Harbor Condo SubDv.
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

16600 Bocilla Island Club Drive Unit 35, Bokeelia
$455,000
2 Beds ⋅ 3 Baths ⋅ Bocilla Island Club Condo SubDv.
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

10810 Habitat Circle, Bokeelia
$494,000
3 Beds ⋅ 2 Baths ⋅ Nesting Of Pine Island SubDv.
Amazing Opportunity! Newly Renovated, Gorgeous Island Style Stilt Home! Three Bedrooms, Two Full Baths, with a Split Floor Plan and on .49 Acres of Land! Now Available in the Desirable “The Nesting of Pine Island” Neighborhood. Welcoming Dual Entry Staircase, Lovely Open Front Porch and the Charming Entry Foyer Await Your Arrival. Enter the Bright, Large Living Room with French Doors that lead out to a Beautiful Screened Porch, Huge Open Deck and Spiral Staircase with Views of the Sprawling Back Yard! Gorgeous Large Kitchen with Custom Breakfast Bar, All New Cabinetry with Pull Out Drawers, Quartz Countertops, Glass Tile Back Splashes including the Breakfast Bar, Under Cabinet Lighting, Recess and Pendant Lighting, Tons of Counter Space, All Stainless Appliances, and a Pantry with Built in Cabinetry and the Full Size Stackable Washer and Dryer. This Open Kitchen is Adjacent to the Bright, Over Sized Gathering Dining Room. Nice Main Bedroom with Walk In Sized Closet and an En Suite Bathroom with Glass Door Shower, Stone Floor and a Separate Sink Area. Guest Bedrooms with Access to Full Guest Bath with Glass Shower Doors. Outstanding Space for up to Ten Vehicles with Two Long Driveways hosting approx. Four Under the Two Large Carports, and/or RV, Boats, Trailers etc. Fantastic Large Under House Storage Room and/or Workshop for all of your Hobbies or Storage Needs. The Open Balcony with New Deck Overlooks the Large Fabulous Back Yard. Nearly a Half Acre of Land with Plenty of Room for a Pool or Your Perfect Vision! Central Water. Private Septic. Recent Updates Throughout Including: Luxury Vinyl Flooring Throughout, All New Fixtures, Fans, Blinds and Appliances. Total New Kitchen 2022/2023 and Pantry with New Built in Cabinetry, New HVAC 2021, Remodeled Bathrooms with New Showers and Toilets, 2023/2024. New Metal Roof, All New Hurricane Impact Windows and Front Door. New French Doors. New Tankless Water Heater 2024/2025. New Screen Enclosed Porch and New Decking on the Back Open Balcony 2024. New Decorative Shutters 2024. New Front Deck Railings 2025. Updated Spiral Staircase. Dates are approximates. Located is a Beautiful Lush and Tropical Neighborhood Setting located at the center of Pine Island only minutes to the Community Pool, Museum, Playground, Baseball Fields, Library, Shopping, Specialty Shops, Restaurants and a Short Drive to Pineland Marina and our Local Ferries. Move In Ready! This Special Island Home is Simply a Must See!

10810 Habitat Circle, Bokeelia

16970 Fishermans Cove, Bokeelia
$159,900
1 Beds ⋅ 1 Baths ⋅ Capn Macs Mobile Home SubDv.
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

5527 Judith Road, Bokeelia
$399,000
6 Beds ⋅ 4 Baths ⋅ Pine Island Villas SubDv.
Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained property offers two spacious units, each with 3 bedrooms, 2 bathrooms, and 1,117 square feet of living space. Both units feature modern finishes, private rear decks, and separate backyard areas, providing tenants with the comfort and privacy of a single-family home. Long-term tenants are already in place, creating immediate and reliable cash flow for investors. Whether you're looking to expand your investment portfolio or take advantage of a house-hacking opportunity by living in one unit and renting the other to offset your housing expenses, this versatile property is ready to perform from day one. With stable income, recent capital improvements, and strong rental appeal, this duplex is a rare opportunity on beautiful Pine Island.

5527 Judith Road, Bokeelia

7257 Victory Road, Bokeelia
$439,000
2 Beds ⋅ 1 Baths ⋅ Leo Wendes Unrec SubDv.
Welcome to your dream island retreat at 7257 Victory Rd in charming Bokeelia, FL! This beautifully remodeled 2-bedroom, 1-bathroom home is nestled in the serene enclave of Pineland, at the north end of Pine Island. Situated on a.42 acre lot, this home boasts modern upgrades including stainless steel appliances, tile floors, impact windows and doors, and a newer central A/C system. Enjoy peace of mind with updated electric panels and a durable metal roof. The spacious 24' x 38' garage with a newer shingle roof offers endless possibilities while the large screened porch invites you to unwind. Explore nearby marinas and boat ramps, or savor the delightful local dining. Perfect for nature lovers and boating enthusiasts! Don’t miss this gem! THIS. HOME HAS NOT FLOODED.

7257 Victory Road, Bokeelia

5330 Genesee Parkway, Bokeelia
$495,000
2 Beds ⋅ 2 Baths ⋅ Charlotte Shores SubDv.
DISCOVER AFFORDABLE GULF-ACCESS LIVING ON BEAUTIFUL PINE ISLAND Imagine ending each day with breathtaking island sunsets shimmering across the canal, tropical breezes drifting through your Florida room, and your boat waiting just steps from your back door. This Gulf-access waterfront retreat offers the laid-back coastal lifestyle so many dream about—without the premium price often associated with waterfront living. Inside, soaring ceilings and an open, light-filled floor plan create an inviting atmosphere that feels both spacious and relaxed. Large living areas flow effortlessly into the Florida room, where tranquil water views provide the perfect backdrop for morning coffee, evening cocktails, or simply enjoying the peaceful surroundings. For boating enthusiasts, the double-lift dock offers quick access to the Gulf of Mexico, placing world-class fishing, secluded beaches, waterfront dining, and Southwest Florida’s barrier islands within easy reach. The expansive backyard provides ample space to create the custom pool oasis you’ve always envisioned, while mature tropical landscaping and producing mango trees add privacy, beauty, and authentic island character. With just a few personal touches, this property has the potential to become an exceptional waterfront getaway, full-time residence, seasonal retreat, or investment opportunity. Located in a quiet waterfront community with access to a private neighborhood boat launch available through a low annual membership, you’ll enjoy the very best of Pine Island’s relaxed and natural lifestyle. Waterfront opportunities with this combination of Gulf access, outdoor space, and potential are becoming increasingly difficult to find. Schedule your private showing today and experience the island lifestyle for yourself.

5330 Genesee Parkway, Bokeelia

7322 Hibiscus Avenue, Bokeelia
$234,000
1 Beds ⋅ 1 Baths ⋅ Sundiet Village SubDv.
BACK ON THE MARKET- BUYER GOT COLD FEET! Welcome to your slice of true island living in beautiful Bokeelia. Nestled on a quiet street just minutes from Pineland Marina, this charming coastal cottage offers the laid-back lifestyle Southwest Florida is known for—where fishing days are long, sunsets are unforgettable, and life moves at just the right pace. This well-maintained home is built for both durability and peace of mind, featuring Hardie siding and a metal roof designed to withstand the elements. The outdoor spaces have been thoughtfully updated with new decking and rails, creating the perfect setting to relax, entertain, or simply take in the coastal breeze. Inside and out, this property reflects pride of ownership—and notably, the home has never flooded, offering added confidence for seasonal or full-time residents. Whether you're searching for a personal getaway, a full-time residence, or an income-producing property, this home checks all the boxes. With strong rental potential, proximity to world-class fishing, boating access nearby, and the natural beauty of Pine Island all around, the possibilities here are wide open. As one of the best-priced single-family homes currently available on the island, this is an exceptional opportunity for buyers looking to get into the market without compromising on location or lifestyle. Opportunities like this are rare in Bokeelia—and this one will not last long. If you’ve been dreaming of island life—morning coffee by the water, afternoons on the boat, and evenings watching the sky light up over the Gulf—this is your opportunity to make it a reality.

7322 Hibiscus Avenue, Bokeelia

6351 Allen Park Drive, Bokeelia
$385,000
3 Beds ⋅ 2 Baths ⋅ Kreamers Avocado Subd SubDv.
GREAT OPPORTUNITY to own a piece of picturesque Pine Island! This home sits on an oversized lot (.8 acres). The two adjacent vacant lots are for sale (MLS #2026002820 and #2026002921) and a package deal would give you more than 1.6 acres of PEACE and TRANQUILITY! This elevated ranch home provides 3 BR and 2 full baths. he primary bedroom has an ensuite bathroom. Bedrooms 2 and 3 share a (jack and jill) bathroom. The enclosed ground level space doubles the square footage providing flexibility and potential rental income. Multiple outbuildings are on site providing workshop, storage and creative space. The opportunities are endless! With some TLC, you can live your life in this serene and quiet environment. The lower level is fully enclosed and includes a full apartment with a fully equipped kitchen, living room, bedroom and full bath bring the total living area to 2,112 sf. The lower level recently generated $1,200 in monthly rent. The home is in flood zone X, so flood insurance is not required.

6351 Allen Park Drive, Bokeelia