Refine Search
Map
Sort by
$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
$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
$799,000
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
$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
$750,000
2 Beds ⋅ 2 Baths ⋅ 2026025373 MLS
A Dream Historic property... 7.5 Acres in Bokeelia Built in 1949 a wood frame 2/2 classic Island house, wood floors in Excellent condition.. Check out the Tiki deck area around the house.. New Metal Barn (20' x 40' with a 13' x 40' lean-to) for tractor, storage and Stalls for Horse or Llamas !! second barn with stalls, Work shop, fenced animal pastures, Mango Grove with many varieties, Lychees, hundreds of bromeliads and heliconia's, huge sausage Tree, beautiful pond ... this is a botanical Garden, 77 years in the making, ready for you to plant more and continue this tropical tradition... There is a 2.5 acre tract attached that you could add to this property...TAKE A LOOK AT THIS TROPICAL PARIDASE TODAY !!!

7697 Beach Daisy Lane, Bokeelia
$495,000
2 Beds ⋅ 2 Baths ⋅ 2026023618 MLS
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
$659,000
3 Beds ⋅ 3 Baths ⋅ 2026023398 MLS
This waterfront stilt home and guest house are on a big, beautiful, property with lots of lush vegetation and a pond. The main living area is upstairs and gives the feeling of living in a treehouse. The home has beautiful wood planked cathedral ceilings and wood flooring The lovely, tiled bathroom has a jetted soaking tub and multiheaded shower. The upstairs living area is surrounded by connected decks and screened patios with a large, screened area off the kitchen which is perfect for enjoying the breezes and watching the birds and wildlife around the pond. A new outdoor lift, drain field and pavers on the circular driveway all add to the value of this property. The upstairs windows are all protected by manual hurricane shutters. The 1-bedroom guest home is connected by the boardwalk, has a full bathroom and kitchen as well as its own deck for outdoor relaxation. Downstairs under the main living area is a multipurpose room that is perfect for an office, studio or extra bedroom. It has an additional full bathroom and French doors that open up to a covered deck area. There is an enclosed 1 car garage with plenty of storage and space for a workshop. This fabulous home is located at the center of Pine Island and is within easy walking distance of the public pool, playground, library, and local museum. It is just minutes from shopping, and restaurants. This fabulous home combines natural beauty with functional living spaces, making it the perfect retreat. Schedule a visit today to experience the charm and tranquility of this exceptional property!

10545 Habitat Trail, Bokeelia
$769,900
4 Beds ⋅ 3 Baths ⋅ 2026021268 MLS
Welcome to paradise in the highly sought-after Alden Pines neighborhood of Bokeelia! Perfectly positioned on an oversized double homesite totaling 0.67 acres, this extraordinary coastal retreat offers the ultimate Pine Island lifestyle with an unbeatable location just a short walk to the clubhouse at the newly revitalized Alden Pines “The Gator in the Rough” golf course, Pineland Marina, Tarpon Lodge, and the historic Randell Research Center. With the golf course renovation nearing completion and reopening this fall, the future of this area has never looked brighter. Encompassing an impressive 2,732 square feet of living space, this spacious residence features 4 bedrooms, 3 bathrooms, and an incredible 6-car garage with 3 tandem spaces — perfect for car collectors, golf carts, boats, kayaks, or all your island toys. Outdoor living is where this home truly shines. The massive 35’ x 15’ resort-style pool and spa are surrounded by an expansive paver patio designed for entertaining, complete with a covered outdoor dining area, full outdoor kitchen, and convenient pool bath. Whether hosting family and friends or simply relaxing in your private tropical oasis, every inch of this property embraces the Florida lifestyle. The luxurious primary suite feels more like a private resort retreat, featuring a screened wraparound balcony, dual walk-in closets, and an extraordinary dual-bathroom design connected by an oversized walk-through shower unlike anything you’ve seen before. The shower even opens to its own private outdoor balcony, creating a spa-like experience immersed in nature. Designed for both comfort and peace of mind, the property also features an elevated Generac whole-home backup generator with a buried fuel tank, providing reliable protection and convenience year-round. Lush tropical landscaping with mature palms, native vegetation, and vibrant greenery surrounds the property, enhancing the serene coastal atmosphere and providing exceptional privacy. This is a rare opportunity to own a truly unique island estate in one of Pine Island’s most desirable communities.

14221 Clubhouse Drive, Bokeelia
$599,900
3 Beds ⋅ 4 Baths ⋅ 2026018149 MLS
Private half-acre island estate near Pine Island Center with guest cottage, resort-style pool, and 3-bay garage — elevated & flood-ready. Tucked away on a quiet dead-end street with no through traffic, this private property offers a rare combination of space, flexibility, and income potential — all within walking distance to Pine Island Center, including parks, the library, museum, tennis and pickleball courts, and the public pool. Enjoy the laid-back charm of island living while maintaining a private, spacious setting, with a short drive to nearby marinas for easy boating access. Elevated above the floodplain for peace of mind, the main home features an open, light-filled layout with plank tile flooring, crown molding, and two large skylights. The kitchen is designed for both everyday living and entertaining, showcasing two oversized islands, quartzite countertops, abundant cabinetry, soft-close doors and drawers, a range hood, and an oversized Frigidaire Gallery refrigerator/freezer. The eat-in kitchen flows seamlessly to a large screened front porch through double French doors, creating ideal indoor-outdoor living. The home offers two primary suites, including a large primary bedroom with a bay window overlooking the backyard, a walk-in closet, and a well-appointed bath with glass shower and barn door entry. A guest bedroom with its own full bath adds privacy, while additional space allows for a potential third bedroom if desired. Step outside to a true backyard retreat featuring a 16x32 heated saltwater pool with a 1,800 sq ft screened paver enclosure, elevated rear deck, and mature tropical landscaping, with a rare 7-foot depth ideal for both relaxation and recreation. The fully fenced property includes a double gate for easy access and storage of boats, trailers, or equipment. A standout feature is the detached guest cottage with its own entrance, parking, and meter — complete with full kitchen, living area, bedroom, and bath — ideal for extended family or rental income. Built with long-term ownership in mind, this property includes a metal roof (2017), three A/C systems (approx. 3 years old), whole-home generator with 500-gallon buried propane tank, updated electrical system, flood venting, elevated mechanicals for FEMA compliance, whole-home surge protection, water filtration system, hurricane shutters, and a septic system replaced in 2023. The oversized 3-bay garage with A/C workshop provides incredible space for hobbies, storage, or business use. A rare opportunity to own a versatile, move-in-ready property that offers privacy, functionality, and income potential in one exceptional package.

5866 Tahiti Drive, Bokeelia
$699,000
3 Beds ⋅ 3 Baths ⋅ 2026018116 MLS
Welcome to this beautiful 3/2 completely updated costal home. The owners have added lots of extras since their purchase in 2024. All windows and sliders were upgraded to Impact Resistant. All appliances were replaced, washer, dryer, refrigerator, microwave and dishwasher. All bathrooms were renovated with new shower, tub, vanity, sink and fixtures. The vinyl siding was replaced with a stucco finish to update the exterior look. The entire house inside and out, including the shed for storage was painted. The upstairs balcony is now screened in for year round enjoyment. All boat and home decking is composite and a boat lift cover was added. A new septic and drain field was completed. The owners redid the landscaping and planted over 15 fruit trees. (the list is in the addendums) New roof installed in 2023. A/C was replaced 2022. Extended driveway with room for lots of cars, boat trailers or RV. Direct gulf access, over 70 feet of wide canal frontage, and an existing dock with a boat lift (boat lift capacity 10k with 12.6 beam. There are pilings in place to add a second boat lift. Come see this updated beauty. Whether used for weekend getaways and rentals or a relaxing year round island lifestyle, this home has it all. Pine Island, Bokeelia and St James City are the best places for boating, fishing, beaching and shelling.

5389 Serenity Cove, Bokeelia
$375,000
3 Beds ⋅ 2 Baths ⋅ 2026001842 MLS
over 2,000 SQUARE FEET AND AN ACRE - plenty of room to add in a barn, detached garage and pool! Welcome to your private Pine Island sanctuary! This 3BR/2BA Bokeelia home sits on over 1 acre of beautifully secluded land, offering the perfect blend of privacy and comfort. Surrounded by nature, this property delivers the relaxed island lifestyle you’ve been searching for. The home has been updated with a NEW metal roof and a gorgeous kitchen featuring granite countertops and almost new appliances. Inside, the spacious open-concept floor plan is highlighted by soaring cathedral ceilings, abundant natural light, and a desirable split-bedroom layout for added privacy. The expansive kitchen and family room create an inviting space for entertaining or quiet evenings at home. The primary suite serves as a peaceful retreat with a well-appointed bath offering twin pedestal sinks and a walk-in shower. Two additional bedrooms and a full bath provide flexibility for guests, family, or a home office. Outdoors, enjoy a large front yard, mature fruit trees, and a separate outbuilding ideal for extra workshop, storage, or creative space. Plenty of room for boats, RVs, gardening, or simply enjoying the serene surroundings. Quiet, private, and truly one-of-a-kind—this property captures Pine Island living at its finest. HUGE living space and located in a quiet part of the island yet still close to everything!

5675 Sandal Lane, Bokeelia
$875,000
3 Beds ⋅ 3 Baths ⋅ 2025024276 MLS
Situated in the serene heart of Bokeelia, this exquisite lakefront property offers a perfect blend of luxury and nature, where privacy meets beauty. Imagine waking up to a panoramic nature view, greeted by mature trees and a chorus of wildlife. Spend your mornings exploring nature walking paths, or enjoy bird watching by pristine lakes. Recently renovated with a new metal roof in 2022, this generously sized 3 Ensuite bedroom home boasts all impact windows and sliding doors, ensuring peace of mind and energy efficiency. An elevator provides effortless access throughout the home, while new fixtures and fans add a touch of modern elegance. The spacious kitchen shines with all stainless appliances, a Large breakfast bar, and an open concept to the living area, great for entertaining! The formal dining room doubles as a game room with a billard table that converts to a beautiful dining table! Step outside to a gorgeous pool adorned with pouring fountains, encased by a two-story reinforced screened enclosure, perfect for year-round enjoyment. It's plumbed for an outdoor kitchen, setting the stage for delightful gatherings. Snuggle by the cozy fireplace indoors or venture out to renowned local attractions such as the famous Tarpon Lodge Restaurant, Randall Research Center and the Calusa Indian Archeological Site. With proximity to marinas, shopping, and diverse dining venues, this property embraces both adventure and tranquil living, a true haven for those seeking a picturesque lifestyle.This property would be the perfect home for a large family or is currently being used as a second home and investment property with rentals in place!!

7507 Grande Pine Road, Bokeelia
$509,900
3 Beds ⋅ 2 Baths ⋅ 2025021978 MLS
Price improved, an exceptional value for a direct Gulf access, dual-waterfront home on Pine Island. This rare half-acre property offers wide, unobstructed canal views in the back and peaceful lake views in the front, delivering water, privacy, and scenery from both sides of the home. Tucked away on a quiet cove, this 3-bedroom, 2-bath island residence is ideal for boaters, anglers, and island lifestyle seekers. With a seawall, concrete dock, and boat davits, your boat stays ready for fishing trips, kayaking adventures, and sunset cruises through Pine Island Sound and the Gulf beyond. Enjoy true direct access with no bridges and quick routes to world-class fishing. Inside, the home has been thoughtfully decorated for low-maintenance island living, featuring luxury vinyl plank flooring in the main living areas, updated kitchen cabinets, quartz counter tops and stainless appliances, new bathroom vanities, and all new interior doors. A new roof installed in 2022 adds lasting value and peace of mind, and owners invested over $10K in 2025 on DAM EASY FLOOD BARRIERS for all doors! House is wired for portable generator as well. The outdoor space is designed for both function and fun, with an oversized concrete parking pad equipped with 50-amp power—perfect for storing an RV, boat, or trailer. Mature palms and tropical landscaping create a private, relaxed setting, while the attached two-car garage provides ample space for fishing gear, tools, and island toys. With its direct Gulf access, dual-waterfront setting, and flexible layout, this property is well suited for a full-time residence, seasonal escape, or income-producing island rental.

5442 Martin Cove, Bokeelia
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 2025005960 MLS
Experience coastal living at its finest with this exceptional Pine Island residence, designed for those who relish both nautical adventure and quiet luxury. Situated on a prime Gulf-access canal, the property allows you to step directly from your backyard, lower your boat lift, and be cruising in open waters within minutes. Panoramic views across the water greet you at every turn, serving as a breathtaking backdrop whether you’re relaxing poolside or entertaining guests on the expansive screened lanai. Inside, the home showcases generous living spaces, including a kitchen with abundant counter space and extensive cabinetry. This kitchen is perfect for culinary enthusiasts and host alike. Enjoy casual meals in the informal dining area or elevate your gatherings in the formal dining room with pool and water views. Retreat to one of four well-appointed bedrooms, including two Master Bedrooms each featuring walk-in closets and en suite baths. These bedrooms are spacious and perfect for accommodating family or guests in comfort and privacy. A long driveway provides ample parking for residents and visitors. Nature lovers will appreciate the mature fruit trees gracing the property, including dragon fruit, sugar apple, a bountiful mango tree, and a flourishing avocado tree. This residence combines the relaxed charm of island life with the elevated finishes and thoughtful design you would expect in a luxury waterfront home, an experience best appreciated in person.

5043 Genesee Parkway, Bokeelia
$270,000
2 Beds ⋅ 1 Baths ⋅ 224077294 MLS
Welcome to your own piece of paradise in Bokeelia, Florida! This charming single family home boasts 2 bedrooms, 1 bathroom, and a prime location near the Gulf of Mexico. Imagine waking up each morning and taking a short stroll to the nearby fishing pier to catch your dinner or enjoying a delicious meal at one of the local restaurants. The landscaped yard with a beautiful mango tree adds to the Florida feel of this quaint home, creating a serene and tropical oasis. With extra outbuildings and a covered parking area connected to a workshop, there is plenty of space for all of your hobbies and projects. The wooded area next to the property provides added privacy, making this home the perfect retreat from the hustle and bustle of everyday life. Whether you are looking for a peaceful getaway or a permanent residence, this home offers the best of both worlds. Don't miss out on the opportunity to own a piece of paradise in Bokeelia - schedule a showing today and make this dream home yours! This house and surrounding area has never flooded!

15925 Quail Trail, Bokeelia