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 $524500

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.

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.

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.

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.

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!