All Listings, $500,000 - $600,000 Real Estate For Sale in Bokeelia, FL

Welcome to your slice of paradise—an island retreat where privacy, peace, and possibility stretch across more than half an acre in the coveted charlotte shores community of pine island. Fully furnished and turnkey, this beautifully maintained home is designed for those seeking an escape from the everyday and a chance to live life on island time. Inside, the spacious kitchen features stunning granite countertops, high-end stainless steel appliances, and a wall oven—perfect for effortless cooking after long days on the water. Multiple flex spaces offer endless versatility for hobbies, guests, work, or simply relaxing in your own private sanctuary. With a new roof in 2023, hurricane-impact windows, and a commercial-grade fire sprinkler system with 38 heads, this home offers comfort, safety, and peace of mind in equal measure. Tucked away from the hustle and bustle, this peaceful retreat places you moments from some of southwest florida’s most treasured destinations. Spend your days fishing or island-hopping, with easy access to pineland marina and quick boat rides to cabbage key, boca grande pass, charlotte harbor, pine island sound, sanibel, and captiva. For a perfect beach day, enjoy a scenic trip to cayo costa’s untouched shoreline—just 30 minutes away. Living here means embracing a lifestyle defined by nature, water, and endless adventure. Charlotte shores is a hidden gem in bokeelia, ideally located to experience everything this island paradise has to offer—from boating and fishing to quiet mornings surrounded by wildlife and warm coastal breezes. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, don’t miss your chance to claim this exceptional retreat.

Welcome to this beautifully maintained and move-in-ready home that perfectly blends comfort, style, and convenience. Nestled in the private community of isle of pines, this property offers an inviting open-concept layout filled with natural light, ideal for both everyday living and entertaining. The spacious kitchen features modern appliances, a gas stove, ample cabinetry, two pantries and a generous island that flows seamlessly into the living and dining areas. The oversized primary suite provides a relaxing retreat with a well-appointed en-suite complete with soaking tub, a large tiled shower, his and hers walk-in closets and sliding doors to a private lanai. Two additional bedrooms are perfect for guests, each with their own en suite and large closets. Step outside to enjoy the heated pool and private clubhouse with pool table, and a bonus guest apartment for overflow company. This community has a private waste water system, so you’ll never have to worry about a septic. With thoughtful upgrades throughout, and pride of ownership evident in every detail, this home truly stands out. Walk to nearby pineland marina and alden pines golf course, or enjoy a five star dinner at the world renowned tarpon lodge, right in your back yard! A brand new outdoor lift and maintenance free landscaping complete this beautiful property .This home sustained no damage or flooding from any of the recent storms. Don’t miss your opportunity to make this exceptional island home your own—schedule your showing today! Motivated seller!! New asking price now $569, 900

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.

Welcome to rancho de las palmas - a rare 2.5-acre fully fenced private estate on the coveted northern tip of pine island. Pull through the gates and the outside world disappears. Wrapped in swaying palms and florida breezes, this property delivers a level of seclusion almost impossible to find on the island. The 3-beroom, 2-bath residence has been completely and meticulously remodeled top to bottom with high-end finishes and a modern open floor plan built for effortless entertaining. Sightlines from the heart of the home draw your eye past the sparking private pool to an expansive pond beyond - a mirror-like backdrop that catches every golden hour sunset. Outside, the acreage opens the door to whatever you've been dreaming about: hobby farm, private equestrian setup, room for toys, or simply the luxury of space and a true buffer from neighbors. It's a blank canvas wrapped in island serenity. Here's the kicker - this estate sits in flood zone x. No flood insurance required. Finding a multi-acre pine island property on high ground without that overhead is extraordinarily rare, and it's a game-changer for both lifestyle and long-term carrying costs. 3 br / 2 ba | 2.5 fenced acres | private pool | pond views | full luxury remodel | flood zone x come see what quiet luxury feels like in bokeelia. Properties like this don't surface often - schedule your private tour before its gone. One or more photo(s) was virtually staged

Welcome to your slice of island living in charlotte shores in bokeelia! This beautifully maintained 3-bedroom, 2-bath furnished home is perfectly situated on an oversized lot, offering a bright and inviting layout with a natural flow ideal for both everyday living and entertaining and the home hasn't flooded. From the moment you step inside, you’ll appreciate the comfortable living spaces designed to capture the essence of relaxed coastal living. The main living area features a cathedral ceiling, tile flooring throughout, natuzzi italian leather sofa and loveseat, and sliding glass doors that open to the screened lanai—creating a seamless indoor-outdoor connection. The spacious kitchen is both functional and stylish, showcasing white beach-inspired cabinetry, ample counter space, a convenient breakfast bar, and a charming dining area perfect for gathering with family and friends. The primary suite serves as a private retreat, complete with direct access to the lanai, a temper-pedic adjustable bed, walk-in closet and a beautifully renovated en suite bathroom featuring dual sinks, granite countertops, led lighted mirrors, and a step-in shower. Two additional bedrooms and a tastefully updated guest bathroom with granite countertops and an led mirror ensure comfort and convenience for guests. The home also includes a dedicated laundry room with washer and dryer, along with a 2-car garage equipped with cabinetry to meet your storage needs. Step outside and experience your own private outdoor oasis. The expansive deck features a heated pool and spa overlooking a tranquil canal—perfect for unwinding or entertaining. Enjoy peaceful mornings or sunset evenings on the paver patio, stroll along pathways through lush tropical landscaping, or relax on the composite dock as you take in the serene water views. Boating enthusiasts will appreciate the private boat lift with canopy, providing easy access to the water and embracing the ultimate southwest florida lifestyle. For added peace of mind, the home includes a newer roof (2023) and hurricane shutters on the lanai and all windows. Located in the highly desirable charlotte shores community, residents enjoy access to a private community boat ramp with direct gulf access—ideal for fishing, boating, and exploring nearby islands. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this exceptional property captures the charm, comfort, and beauty of coastal living.

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 updated 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.

Paradise found… and it’s wearing flip flops. Tucked along the peaceful shores of bokeelia on pine island, this charming waterfront home captures the laid-back rhythm of old florida living—where gulf breezes drift through swaying palms, boats idle past on the canal and the water is always calling your name. Life here isn’t about rushing anywhere… it’s about fishing at sunrise, boating at sunset and letting the day unfold on island time. Bokeelia sits on the northern tip of pine island, a place locals treasure for its quaint fishing-village atmosphere, unspoiled natural beauty and authentic coastal lifestyle far removed from the crowds and high-rises found in more touristy beach towns. Anglers know this area well because the surrounding waters—from charlotte harbor to boca grande pass—are among the most productive fishing grounds in southwest florida, where tarpon, snook, redfish, trout and grouper have drawn fishermen for generations. And right here is where your island story begins… on a direct access saltwater canal just minutes to open water. No bridges to slow you down—simply idle out to the harbor and the gulf beyond. At water’s edge the dock features a 10, 000 lb boat lift with canopy plus a convenient fish cleaning station, making it easy to head out for a quick evening cruise or a full day chasing the next big catch. Even better, this is a boat and rv friendly community with no hoa—plus it’s pet friendly and rent friendly too. Inside, the home offers a naturally bright, breezy and cheerful feel with a well-designed split bedroom floorplan. There are three bedrooms, two baths and a two-car garage with tile and wood flooring throughout—no carpet. The guest suites are generously sized and share a beautifully remodeled guest bathroom completed in 2024. The primary suite enjoys sliding glass doors to the lanai, a walk-in closet and a bathroom with an updated vanity and walk-in shower. The kitchen blends warmth and function with real hickory wood cabinetry featuring crown molding and convenient slide-outs, granite countertops, tile backsplash and under-cabinet lighting. Stainless steel appliances are included, along with a rare and highly appreciated gas stove. Out back the outdoor living space captures the best of the island lifestyle. A screened and covered lanai provides the perfect setting for dining or relaxing in the shade, while the large swimming pool features an 8-foot deep end and a tiled pool deck with fencing. The yard is fully fenced, new in 2023. Storm ready and solidly built, your new retreat features cbs construction, a 2019 dimensional shingle roof and accordion hurricane shutters. Even better, the property has had no flooding or water intrusion during any storm. Whether you’re searching for a weekend escape, seasonal retreat or full-time island lifestyle, this property captures the easygoing spirit that makes bokeelia one of swfl’s best-kept secrets. Because around here… the only real schedule is tides, sunsets and happy hour.

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.

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.