$799,000 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. 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 RD, Bokeelia
$1,300,000 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. 4 Beds ⋅ 3 Baths ⋅ 226020954 MLS ⋅ Kreamers Avocado Subd BLDG. 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 Rd, Bokeelia
$89,000,000 Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island. 6 Beds ⋅ 12.5 Baths ⋅ 226015871 MLS Burgess Island is one of Florida’s most significant private island estates, conveniently positioned in Pine Island Sound between Sarasota and Naples. Spanning approximately 104 acres with extensive shoreline and unmatched privacy, the property presents an extraordinary opportunity for a singular private family compound, a corporate retreat, or an exclusive development, with its 29 developable lots. Centered around an updated 1920s Mizner-style residence, the island is complemented by four charming guest cottages, a clubhouse and pool, and a dedicated property manager’s cottage. There are a total of 11 bedrooms, 10 full and 3 half bathrooms across the island. Lifestyle amenities are equally compelling, featuring a private 9-hole golf course, a pickleball, tennis, and basketball sport court, along with four separate docks providing convenient water access. A helipad enhances accessibility, allowing seamless travel to and from the mainland. The level of infrastructure is rarely found in island offerings of this scale, including mainland power service, four onsite generators, and a reverse osmosis water system - providing both comfort and self-sufficiency. The property’s heritage is as remarkable as its physical attributes. Originally acquired in 1924 by renowned inventor and electrochemist Charles Frederick Burgess - a pioneer in dry-cell battery technology - the island has long been a destination for innovation and distinguished company. Thomas Edison himself visited and planted banyan trees that endure today as living landmarks of this legacy. Comprehensive amenities, flexible access, a convenient yet private location, and a storied past converge to make Burgess Island not merely a residence, but a rare and irreplaceable asset. Ideally positioned for the Southwest Florida lifestyle, the island offers immediate access to world-class tarpon fishing, exceptional boating, and kayaking through pristine waters, while remaining just moments from the historic Gasparilla Inn and championship golf. From your dock, cruise to Cabbage Key for a relaxed waterfront lunch or continue on to Boca Grande for an evening of dining and coastal charm—where nearby islands and waterways naturally extend the experience beyond the property. Located ~6 mi. to Gasparilla Inn & Golf Club, ~2 mi. Useppa Island, ~1 mi. to Four Winds Marina, ~5.5 mi. to Boca Grande Marina (Miller’s), ~11 mi. to Coral Creek Airport & Golf Club, ~19 mi. to Punta Gorda Airport (PGD), ~28 mi. to RSW, and ~45 mi. to Naples Airport (APF). The island is known as Little Bokeelia Island, Burgess Island, and Pentecost Island. X Burgess Island, Bokeelia
$524,500 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 3 Beds ⋅ 3 Baths ⋅ 226014250 MLS ⋅ Pine Island BLDG. 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 7655 Myrsine Cir, Bokeelia
$614,900 Beautifully maintained and fully furnished three bedroom, two bath home located in the charming town of Bokeelia, Florida. This property offers the perfect blend of coastal character and modern comfort, ideal for full-time living or a vacation retreat. Enjoy convenient access to fishing and boating, with the ability to be out on the water in just minutes. The home is situated on a spacious half-acre lot featuring mature mango and Meyer lemon trees, creating a private and tropical setting. Relax on the screened lanai overlooking a peaceful mangrove backdrop, perfectly positioned with southern exposure to take in stunning sunset views. The home also features a heated pool with solar panels for energy-efficient enjoyment year-round. Additional highlights include a two-car garage and brand new appliances, with the washer and dryer conveniently located in the garage. This is a rare opportunity to own a slice of paradise with privacy, natural beauty, and easy access to the water. Located on the northern end of Pine Island, this area is known for its laid-back coastal lifestyle, world-class fishing, and unspoiled natural surroundings. Residents enjoy easy access to the Gulf, along with nearby marinas, restaurants, and nature preserves. With its relaxed atmosphere and natural beauty, it offers a peaceful escape from the hustle while still being within reach of everyday conveniences. 3 Beds ⋅ 2 Baths ⋅ 226013326 MLS Beautifully maintained and fully furnished three bedroom, two bath home located in the charming town of Bokeelia, Florida. This property offers the perfect blend of coastal character and modern comfort, ideal for full-time living or a vacation retreat. Enjoy convenient access to fishing and boating, with the ability to be out on the water in just minutes. The home is situated on a spacious half-acre lot featuring mature mango and Meyer lemon trees, creating a private and tropical setting. Relax on the screened lanai overlooking a peaceful mangrove backdrop, perfectly positioned with southern exposure to take in stunning sunset views. The home also features a heated pool with solar panels for energy-efficient enjoyment year-round. Additional highlights include a two-car garage and brand new appliances, with the washer and dryer conveniently located in the garage. This is a rare opportunity to own a slice of paradise with privacy, natural beauty, and easy access to the water. Located on the northern end of Pine Island, this area is known for its laid-back coastal lifestyle, world-class fishing, and unspoiled natural surroundings. Residents enjoy easy access to the Gulf, along with nearby marinas, restaurants, and nature preserves. With its relaxed atmosphere and natural beauty, it offers a peaceful escape from the hustle while still being within reach of everyday conveniences. 11693 OAKLAND DR, Bokeelia
$849,000 Now offered at $31,000 below the appraised value of $900,000, this exceptional waterfront home presents an outstanding opportunity to own in the highly sought-after boating community of Captain's Cove on Pine Island. As the only waterfront property currently available in this price range, it offers an unmatched combination of value, location, and direct Gulf access. Situated on the widest canal in Bokeelia, this elevated stilt home provides immediate, no-bridge access to Jug Creek in approximately one minute, with direct boating to Pine Island Sound, Charlotte Harbor, Boca Grande Pass, and the Gulf of Mexico. The upper level features an open, light-filled floor plan with three bedrooms, a den, two full bathrooms, and spacious living, dining, and kitchen areas that open to a large rear deck overlooking the canal—perfect for entertaining or enjoying breathtaking sunsets. The updated kitchen includes brand new 2025 appliances, including the refrigerator, range, microwave, and dishwasher. The lower level offers incredible flexibility with its own private entrance, full kitchen, living area, bedroom, full bath, laundry room, enclosed patio, workshop with sliding barn doors, and abundant storage. Ideal for guests, extended family, a home office, or potential rental opportunities. Designed for the waterfront lifestyle, the private dock features a 10,000-pound boat lift with a Coastline Boat Lift Covers steel-framed canopy, blue dock lighting, and a KayaArm kayak launch system. The property also offers ample space for vehicles, an RV, boat trailer, and recreational equipment, along with an oversized 80' x 20' limestone driveway with professional underlayment and mature clusia privacy hedges. Over $100,000 in recent improvements include more than 60 clusia privacy plants, hibiscus landscaping, a producing navel orange tree, screened rear porch, enclosed carport conversion with future living potential, granite walkways with custom edging, decorative shutters, lighthouse mailbox, remodeled upstairs bathroom, and a newer upstairs A/C system with updated ductwork. Combining immediate Gulf access, one of Pine Island's widest canals, flexible living space, and extensive upgrades, this move-in-ready home offers an exceptional opportunity to enjoy the Southwest Florida waterfront lifestyle. 3 Beds ⋅ 3 Baths ⋅ 226009779 MLS Now offered at $31,000 below the appraised value of $900,000, this exceptional waterfront home presents an outstanding opportunity to own in the highly sought-after boating community of Captain's Cove on Pine Island. As the only waterfront property currently available in this price range, it offers an unmatched combination of value, location, and direct Gulf access. Situated on the widest canal in Bokeelia, this elevated stilt home provides immediate, no-bridge access to Jug Creek in approximately one minute, with direct boating to Pine Island Sound, Charlotte Harbor, Boca Grande Pass, and the Gulf of Mexico. The upper level features an open, light-filled floor plan with three bedrooms, a den, two full bathrooms, and spacious living, dining, and kitchen areas that open to a large rear deck overlooking the canal—perfect for entertaining or enjoying breathtaking sunsets. The updated kitchen includes brand new 2025 appliances, including the refrigerator, range, microwave, and dishwasher. The lower level offers incredible flexibility with its own private entrance, full kitchen, living area, bedroom, full bath, laundry room, enclosed patio, workshop with sliding barn doors, and abundant storage. Ideal for guests, extended family, a home office, or potential rental opportunities. Designed for the waterfront lifestyle, the private dock features a 10,000-pound boat lift with a Coastline Boat Lift Covers steel-framed canopy, blue dock lighting, and a KayaArm kayak launch system. The property also offers ample space for vehicles, an RV, boat trailer, and recreational equipment, along with an oversized 80' x 20' limestone driveway with professional underlayment and mature clusia privacy hedges. Over $100,000 in recent improvements include more than 60 clusia privacy plants, hibiscus landscaping, a producing navel orange tree, screened rear porch, enclosed carport conversion with future living potential, granite walkways with custom edging, decorative shutters, lighthouse mailbox, remodeled upstairs bathroom, and a newer upstairs A/C system with updated ductwork. Combining immediate Gulf access, one of Pine Island's widest canals, flexible living space, and extensive upgrades, this move-in-ready home offers an exceptional opportunity to enjoy the Southwest Florida waterfront lifestyle. 16303 Shoal CT, Bokeelia
$525,000 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. 4 Beds ⋅ 4.5 Baths ⋅ 225080746 MLS ⋅ Charlotte Shores BLDG. 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. 5561 Blyth Ct, Bokeelia