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$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
$975,000
3 Beds ⋅ 3 Baths ⋅ 2026032475 MLS
A rare opportunity to own a fully operational tropical island farm on 2.6 acres in beautiful Bokeelia. The property offers 2,283 square feet of living space plus a 573-square-foot air-conditioned attached garage for storage, hobbies or farm operations. It is being offered with mature fruit trees, nursery inventory, chickens, equipment, tools, furnishings and operational assets, allowing the next owner to begin selling farm-fresh eggs, tropical fruit and plants without starting from scratch. The home features a unique two-level layout with excellent separation and privacy. The upper level includes the main living area, kitchen, dining space and primary bedroom, along with a spacious covered porch overlooking the property. The ground level offers guest bedrooms, a full bathroom, laundry area and a second living room with French doors opening directly to the lower patio and screened pool. This flexible design is ideal for guests or multigenerational living. Improvements include remodeled kitchen and bathrooms, newer smart appliances, ceramic tile flooring, plantation shutters, impact-rated windows and doors, updated air-conditioning systems, spray-foam attic insulation, a newer water heater, whole-house water softener and reverse-osmosis drinking water system. A 24-kW whole-house generator with automatic transfer switch and a 500-gallon underground propane tank adds peace of mind. The septic field has been replaced, a lift station added, and the roof was resecured in 2022 and inspected annually. Best of all, the property is not located in a designated flood zone. The acreage is filled with mature, fruit-producing tropical trees and plants, including mango, avocado, coconut, citrus, sugar apple, longan, lychee, starfruit, papaya, jackfruit, breadfruit, jaboticaba, passion fruit, moringa and many more. More than 100 banana plants representing approximately 22 varieties are established and producing. An app-controlled irrigation system reaches approximately 95% of the trees. Farm infrastructure includes complete perimeter fencing, secure chicken coops, three pole barns, two hurricane-strapped sheds and an air-conditioned tool shed with electric service. Nursery inventory, supplies, tools and extensive farm equipment are included, allowing the next owner to continue growing plants, gathering eggs, harvesting fruit and operating the on-site market with minimal interruption. After the work is done, relax beside the screened pool, entertain on the lanai or unwind on the upper porch surrounded by your own tropical landscape. A substantial selection of interior and outdoor furnishings, appliances and household items is also included. Whether your vision is a working farm, tropical nursery, self-sufficient homestead or private island retreat with supplemental-income potential, this property offers the land, improvements and inventory to begin living that vision from day one.

12303 Cristi Way, Bokeelia
$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
$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
$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
$359,000
2 Beds ⋅ 2 Baths ⋅ 2026030550 MLS
New Improved Price! Welcome home to this beautifully maintained 1/2-acre property tucked away in a quiet area of Bokeelia on Pine Island. This budget friendly home has fully paid off solar panels that keep the electric bill under $30.00! 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. 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
$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
$1,425,000
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
$469,000
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
$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
$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
$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
$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
$599,000
2 Beds ⋅ 2 Baths ⋅ 2026028932 MLS
Live the coastal dream in this charming 2-bedroom, 2-bathroom stilt home nestled along a peaceful canal with direct access to Jug Creek and Back Bay. With 120 feet of canal frontage, this property is a boater’s paradise, complete with a 10,000-pound boat lift and ample space to enjoy waterfront living. Upstairs, the open-concept layout is filled with natural light and offers scenic water views. The living and dining areas flow seamlessly into the kitchen, creating an inviting space for relaxation. Both bedrooms are well-sized, and the bathrooms are tastefully appointed. Downstairs, you’ll find a bonus bedroom and bathroom, ideal for guests or extra space. Plus, under the home is a covered area great for relaxing, entertaining, or parking, including a dedicated storage room perfect for tools, gear, and outdoor essentials. For anglers and boaters, the location is unbeatable! You’ll have access to world-class backcountry flats fishing, and it’s only a five-mile boat ride to Boca Grande Pass—home to the best Tarpon fishing in the world. Plus, enjoy manatees and dolphins as they visit you in the canal! Whether you’re looking for a weekend getaway or a full-time residence, this home offers the ultimate in laid-back, waterfront living with quick access to some of the best boating and fishing waters in the area. Don’t miss your chance to own a piece of paradise!

8161 Moyer Lane, Bokeelia
$898,000
3 Beds ⋅ 2 Baths ⋅ 2026027483 MLS
Stunning Waterfront Estate in Bokeelia. Experience exceptional waterfront living in this beautifully crafted freshwater-front estate offering approximately 2,129 square feet under air. Built with durability, efficiency, and comfort in mind. The home offers 3 spacious bedrooms, 2 elegantly appointed bathrooms, and a versatile bonus room ideal for a home office, fitness studio, media room, or additional guest accommodations. The thoughtfully designed primary suite serves as a private retreat, featuring separate custom closets, including a walk-in closet with wood ventilated shelving and additional custom cabinetry. The luxurious en-suite bath showcases dual quartz vanities, custom cabinetry, and a stunning solid quartz walk-in shower. Guest bedrooms are generously sized and offer ample closet storage. Designed for both everyday comfort and effortless entertaining, the home boasts two expansive covered porches with composite decking, complemented by paver patios on both sides of the property. The outdoor living area is truly resort-inspired, centered around a free-form Gunite saltwater pool with elegant travertine decking. A large structural cabana creates the perfect outdoor living room, while no-see-um screening surrounds the entire pool area for year-round enjoyment. Completing this private oasis is a Hot Spring saltwater spa. The chef-inspired kitchen is equally impressive, offering approximately 68 square feet of quartz countertop space with a matching quartz backsplash. Premium features include a farmhouse sink, built-in exhaust system, drawer microwave, Bosch induction range, Bosch dishwasher, and an LG refrigerator that produces four types of ice. Additional highlights include: • Oversized garage with an 18’ x 8’ door, ideal for larger vehicles, boats, and storage • Extended concrete driveway with abundant parking • 2023 Galvalume standing seam metal roof • Freshwater frontage offering privacy and serene water views A rare opportunity to enjoy luxury, sustainability, privacy, and waterfront living in the heart of beautiful Bokeelia. This exceptional property seamlessly blends high-performance construction with resort-style amenities, creating a home that is as efficient as it is beautiful.

11940 Oakland Drive, Bokeelia
$4,849,000
6 Beds ⋅ 8 Baths ⋅ 2026025336 MLS
Luxury coastal estate overlooking Charlotte Harbor. Commanding one of the most spectacular waterfront settings in Southwest Florida, this extraordinary one-acre coastal estate offers an unrivaled lifestyle on the shores of Charlotte Harbor. In the charming island community of Bokeelia, this remarkable property is a boater's paradise with direct Gulf access and immediate proximity to world-renowned fishing waters. Encompassing 227 feet of pristine waterfrontage, the estate features a 300-foot private dock extending into Charlotte Harbor, as well as an additional deeded dock with a boatlift across the street. Together, these exceptional amenities provide rare flexibility for multiple vessels and effortless access to some of Florida's sought-after boating destinations. Completely rebuilt and masterfully renovated in 2021, the residence showcases timeless coastal architecture blended with modern luxury and cutting-edge technology. Walls of glass frame breathtaking panoramic harbor views that stretch for miles. The expansive great room serves as the heart of the home, featuring soaring wood-paneled ceilings, custom shiplap detailing, two striking Hellfire 360 fireplaces, and seamless indoor-outdoor living spaces designed for entertaining on any scale. A chef's kitchen of exceptional quality offers premium Thermador appliances, a gas range, custom cabinetry, a workstation sink, dedicated prep station with dual faucets and a beautifully appointed built-in bar, creating an ideal setting for intimate dinners and grand celebrations. Designed to accommodate family and guests in absolute comfort, the residence features six bedroom suites, each with its private en-suite bath. The luxurious primary suite is a private sanctuary, offering a gas fireplace, spa-inspired bath with freestanding soaking tub and oversized walk-in shower, a private office and an expansive waterfront balcony with sweeping views across Charlotte Harbor. Providing tremendous versatility, the property includes an air-conditioned space on the ground level, complete with a pool bath and kitchenette. This flexible area is ideally suited for a fitness studio, game room, home theater, entertaining lounge or additional guest accommodations. Resort-inspired outdoor living takes center stage with the pool and spa overlooking the harbor, a fully equipped tiki bar and lush tropical landscaping. Whether enjoying morning coffee as the sun rises over the water or gathering with friends for unforgettable sunsets, every outdoor space has been designed to maximize the property's extraordinary setting. Additional features include a gated entrance, private elevator, dual laundry rooms and whole-home smart automation with customizable controls on each level. Offering a combination of luxury, privacy, boating access and breathtaking natural beauty, this is a rare opportunity to own one of Charlotte Harbor's exceptional waterfront estates.

7660 Bocilla Lane, Bokeelia
$139,999
1 Beds ⋅ 1 Baths ⋅ 2026025178 MLS
Island Life at Its Finest! Welcome to this charming 1-bedroom, 1-bath condo located just minutes from the center of town, offering convenient access to shopping, dining, and everything island living has to offer. Whether you're looking for an affordable island getaway, a full-time residence, or an income-producing rental investment, this property checks all the boxes. Inside, you'll find a bright and inviting living space featuring wood plank tile flooring throughout the main living areas, cozy carpet in the bedroom, and an abundance of natural light. What truly sets this property apart is its location on one of the higher elevations on the island. The property has never flooded and sustained zero damage during the last three major hurricanes, offering exceptional peace of mind and making it a rare find for island living. The real value extends beyond the unit itself. For just $150 per year HOA fee, owners enjoy access to 8 community boat slips and a direct Gulf access boat ramp—perfect for boating and fishing enthusiasts. Just down the street, you'll also find a marina, park, pickleball and tennis courts, baseball fields, and a community pool, creating endless opportunities for recreation and relaxation. Don't miss this rare opportunity to own an affordable piece of paradise and enjoy the island lifestyle you've always dreamed of!

5725 Genesee Parkway Unit 10, Bokeelia
$1,150,000
5 Beds ⋅ 3 Baths ⋅ 2026024358 MLS
Discover an exceptional waterfront investment opportunity in beautiful Bokeelia! Situated on an almost half-acre lot with direct Gulf access, this professionally decorated, turnkey vacation rental offers the perfect blend of island living, luxury, and income-producing potential. Nestled at the head of a deep-water canal, this stunning property provides quick access to Charlotte Harbor and the Gulf of Mexico, making it a dream destination for boaters, anglers, and nature lovers alike. Step outside and experience true island life, where manatees and dolphins are frequent visitors right in your backyard, creating an unforgettable experience for guests year-round. Designed to accommodate large groups, the home features 5 spacious bedrooms plus a bonus Murphy bed on the upstairs patio, comfortably sleeping 16+ guests. The expansive dock offers room for multiple boats, allowing easy access to world-class fishing, shelling, island hopping, and waterfront adventures. The outdoor living spaces are equally impressive, featuring a beautiful tiki hut, fire pit, kayaks, paddleboards, bicycles, and more—everything guests need to explore the surrounding waterways and embrace the laid-back island lifestyle. Whether you’re seeking a personal waterfront retreat, a highly successful vacation rental, or both, this turnkey property delivers. With breathtaking views, abundant wildlife, direct Gulf access, and proven rental appeal, this is a rare opportunity to own a slice of paradise. Schedule your private showing today and see why this remarkable island getaway continues to captivate guests and generate exceptional returns.

7380 Barrancas Avenue, Bokeelia
$439,000
2 Beds ⋅ 1 Baths ⋅ 2026023300 MLS
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
$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
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 226020954 MLS
Tucked away on 5.9 acres of lush, high-elevation land on Pine Island, this stunning 4 bedroom, 3 bathroom courtyard-style home is the kind of property that rarely comes to market. Sitting at the highest elevation on the island, this home has weathered every recent storm with minimal damage and zero flooding, a testament to both its prime positioning and the incredible pride of ownership that defines every corner of this estate. From the moment you pass through the gated entrance, complete with new solar-powered keypad and hardware, you immediately feel the privacy and serenity that sets this property apart. The main residence welcomes you with a bright, open floor plan bathed in natural light beneath soaring vaulted ceilings. Fresh interior and exterior paint, upgraded stainless appliances, and walk-in closets throughout deliver the turnkey lifestyle today's buyers expect. The tiled roof is new, and most windows are impact-rated with hurricane shutters protecting the sliders, giving you true peace of mind year-round. The heart of this home is its spectacular courtyard pool area, where a beautiful waterfall feature spills into a freshly refinished pool, all enclosed by an elegant privacy wall that creates your own personal resort. Whether you are entertaining guests or simply unwinding at the end of the day, this outdoor living space is absolutely extraordinary. The detached mother-in-law suite or guest quarters features brand new luxury vinyl plank flooring and provides endless flexibility, whether for extended family, a rental income stream, or a private home office. A second detached outbuilding with a new roof adds even more utility and storage. The land itself is a showstopper. Fully fenced with high tensile and white vinyl fencing, and cleared pastures. Mature trees frame every view and give the property an undeniable natural beauty that is uniquely Pine Island. Located just minutes from Pineland Marina, world class fishing and boating are practically at your doorstep. This is island living at its finest and its purest.

13541 Stringfellow Road, Bokeelia
$899,000
3 Beds ⋅ 4 Baths ⋅ 2026021518 MLS
Tucked away in the gated Calusa Ridge Community in Bokeelia, this beautifully appointed 3-bedroom, 3.5-bath home offers just under 2,300 square feet of thoughtfully designed living space on a secluded one-acre lot surrounded by natural Florida beauty. Situated within an exquisite nature-preserve community at one of the island's highest elevations, this property offers privacy, tranquility, and a peaceful Old Florida setting. Built in 2013, the home features quality craftsmanship, tasteful finishes, and an open floor plan designed for comfortable living and entertaining. The spacious chef’s kitchen offers abundant workspace and storage and opens to multiple living and dining areas, including two separate living rooms. The split-bedroom layout provides added privacy for owners and guests alike. Wide doorways and spacious walk-in showers offer added accessibility and convenience. The indoor living spaces flow seamlessly to the screened lanai, where the gorgeous pool and hot tub overlook a beautiful natural landscape filled with tropical greenery and native wildlife. Enjoy quiet mornings listening to the birds from your private outdoor retreat. The pool area also includes a convenient half bath and outdoor shower, ideal for entertaining and outdoor living. Additional features include electric and manual hurricane shutters for added peace of mind and a clay tile roof replaced in 2023. Natural surroundings include a scenic lake with an illuminated fountain and a protected gopher tortoise preserve. This home is conveniently located near local restaurants, marinas, shopping, and all that Pine Island living has to offer. This exceptional property combines privacy, nature, comfort, and quality construction in one of Bokeelia’s most unique gated communities.

6109 Calusa Ridge Trail, Bokeelia
$695,000
3 Beds ⋅ 2 Baths ⋅ 2026020786 MLS
Welcome to your dream home in Bokeelia! Waterfront canal home with easy and fast access to Charlotte Harbor and the Gulf of Mexico. A boater and fishermans paradise. This stunning single family home boasts 3 bedrooms, 2 bathrooms, and a 2 car garage, making it the perfect oasis for you and your family. The interior features fresh new paint, granite counters, tile flooring, and an open concept layout with a large island and dining area, perfect for entertaining guests. The raised elevation ensures peace of mind, as this home has never flooded. Step outside to enjoy the newly painted exterior, newer AC, and a Generac generator with 3 250 lb propane tanks, providing added convenience and security. The outdoor space is equally as impressive, with a boat lift, large concrete dock area, and zero landscape with rock and mulch. A fenced area for pets adds to the appeal of this property, making it the perfect place to call home. Located in desirable Bokeelia at the north end of Pine Island, this home truly has it all. Don't miss out on the opportunity to make this your own slice of paradise - schedule a showing today!

16201 Porto Bello Street, 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
$449,000
2 Beds ⋅ 3 Baths ⋅ 2026016207 MLS
Stunning Waterfront End-Unit Condo with Direct Gulf Access in tropical Bocilla Island Club – Sunsets & Boating Paradise; Discover this beautifully updated 2-bedroom, 2-bath waterfront retreat perfectly positioned for breathtaking western exposure and legendary Florida sunsets. Nestled along the water with quick, easy access to the Gulf of America, this condo offers the ultimate coastal lifestyle for boaters, anglers, nature and sunset lovers alike. Step inside to a bright, open living space featuring brand-new floors that flow throughout the home, creating a fresh, modern feel. New quartz countertops in the kitchen making it ideal for entertaining while overlooking the water. The spacious bedrooms provide comfortable retreats, with the primary suite offering peaceful water views to wake up to each morning. Outside, the highlight is your private boat dock, ready for your vessel and providing immediate access to the Gulf of America. Whether you’re cruising at sunrise or returning for a golden sunset from your own dock, every day feels like a vacation. This turnkey waterfront gem combines modern upgrades with unbeatable location and lifestyle—perfect for those seeking relaxation, recreation, and resort-style living on Florida’s SWFL coast. Don’t miss your chance to own this slice of paradise! Ideal for families, retirees, or anyone dreaming of coastal living with effortless boating access. Community amenities include two swimming pools, two clubhouses, a gazebo, lush tropical landscaping, marinas, on-site ship store with fuel and a 400 foot fishing pier located on Charlotte Harbor. This community provides a tropical oasis lifestyle.

16649 Bocilla Palms Drive Unit 29, Bokeelia
$225,000
2 Beds ⋅ 2 Baths ⋅ 2026016275 MLS
Your Worry-Free Island Escape: Pristine Condo with Low Maintenance: The low monthly fee covers the heavy lifting of home ownership, providing pest control, insurance, and lawn care—allowing for a "lock and leave" lifestyle or just relaxing on Pine Island Time. Step into the heart of THE 'Island Center' with this exceptional condo near the Phillips Park, Tennis Courts, Library and Community Pool; as well as some of the Best Local Eats! Since Pine Island is long and spread out, being at "the Center" is a major perk and perfectly positioned for those who crave the "Old Florida" lifestyle while still being just minutes from local art galleries, fresh seafood markets, and the charming shops of Matlacha, and surrounding resort islands. Whether you're looking for a seasonal retreat, a high-potential rental, or a permanent slice of paradise, this unit offers the ultimate island home base. This condo's Flexible Layout features 2BR/2BA, attached garage, with plenty of natural light and coastal breezes under cathedral ceilings. The front dining room serves as a perfect "flex space" for a home office or den and with its Spacious & Bright flow through the kitchen and Florida Great Room; ceramic tile throughout. Enjoy peaceful front and backyard views, a screened-in lanai with views to a fenced-in, private backyard surrounded by shade trees and beautifully landscaped grounds that feel like a private sanctuary. This condo sounds like the quintessential "Old Florida" retreat, especially for someone who wants the perks of island living without the typical maintenance headaches; and with a quiet neighborhood setting, you'll have the perfect balance of convenience and tranquility while enjoying the best at an affordable price. Don't miss out on this incredible opportunity to live on an island in Paradise.

5520 Phillips Street, Bokeelia
$549,000
2 Beds ⋅ 2 Baths ⋅ 2026013946 MLS
Well-maintained and beautifully updated island bungalow located on the desirable north tip of Pine Island. This charming canal-front home features 2 bedrooms and 2 full bathrooms, offering both comfort and coastal appeal. The property had new roof installed in 2025, equipped with hurricane-impact windows and doors, along with new tile flooring throughout. New garage door and opener installed in 2026. The bright, open kitchen creates an inviting space for cooking and entertaining. A south-facing screened porch provides the perfect spot to relax and enjoy the island breeze year-round. Additional conveniences include a washer and dryer located in the garage on a separate septic system. The home sustained minimal impact from Hurricane Ian—limited to porch screens—with no flooding or water intrusion. Also minimal water intrusion from Helene and Milton. Being sold partially furnished, this move-in-ready home is ideal as a full-time residence, vacation getaway, or investment opportunity.

7815 Bocilla Lane, Bokeelia