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Nestled in the highly sought-after Gulf Pines community on Sanibel Island, this elevated 3-bedroom, 2-bath island home offers privacy, beautiful updates, and timeless Old Florida charm. Constructed on pilings/stilts with the main living areas raised above ground level, the home sits among lush native vegetation and is adjacent to a protected wildlife area with no future neighboring development, creating an exceptionally peaceful and private setting. Gulf Pines residents enjoy a community pool, tennis courts, clubhouse, and private deeded beach access leading to one of Sanibel’s beautiful stretches of shoreline—perfect for world-famous shelling, Gulf sunsets, and days at the beach. Scenic island bike paths and Sanibel’s natural surroundings complete the relaxed island lifestyle. Inside, soaring vaulted ceilings and expansive windows fill the home with natural light. The spacious living area flows to multiple porches and screened outdoor spaces, providing plenty of room to entertain or simply enjoy the tropical surroundings. Recent updates include new flooring and interior paint, recessed lighting, cedar plank accents, tongue-and-groove patio ceilings, and beautifully updated finishes throughout. The remodeled kitchen features new white cabinetry, quartz countertops, brand-new stainless steel appliances, and modern lighting. Just off the kitchen, the dining area features a built-in bar with wine cooler, making it an inviting space for entertaining. Two guest bedrooms and a beautifully remodeled guest bath with high-end finishes are located on the main level. Upstairs, the private primary suite offers a peaceful retreat with lofted ceilings, two closets, sliding barn door, abundant natural light, and a private balcony overlooking the lush surroundings. Additional features include a metal roof, elevated construction on pilings/stilts, covered parking beneath the home, downstairs laundry area, and classic beach-house character throughout. Whether you're searching for a full-time island residence, seasonal retreat, or investment opportunity, this Gulf Pines home offers the privacy, beach access, amenities, and laid-back lifestyle that make Sanibel Island truly special.

3 Beds ⋅ 2 Baths ⋅ 2026038359 MLS

Nestled in the highly sought-after Gulf Pines community on Sanibel Island, this elevated 3-bedroom, 2-bath island home offers privacy, beautiful updates, and timeless Old Florida charm. Constructed on pilings/stilts with the main living areas raised above ground level, the home sits among lush native vegetation and is adjacent to a protected wildlife area with no future neighboring development, creating an exceptionally peaceful and private setting. Gulf Pines residents enjoy a community pool, tennis courts, clubhouse, and private deeded beach access leading to one of Sanibel’s beautiful stretches of shoreline—perfect for world-famous shelling, Gulf sunsets, and days at the beach. Scenic island bike paths and Sanibel’s natural surroundings complete the relaxed island lifestyle. Inside, soaring vaulted ceilings and expansive windows fill the home with natural light. The spacious living area flows to multiple porches and screened outdoor spaces, providing plenty of room to entertain or simply enjoy the tropical surroundings. Recent updates include new flooring and interior paint, recessed lighting, cedar plank accents, tongue-and-groove patio ceilings, and beautifully updated finishes throughout. The remodeled kitchen features new white cabinetry, quartz countertops, brand-new stainless steel appliances, and modern lighting. Just off the kitchen, the dining area features a built-in bar with wine cooler, making it an inviting space for entertaining. Two guest bedrooms and a beautifully remodeled guest bath with high-end finishes are located on the main level. Upstairs, the private primary suite offers a peaceful retreat with lofted ceilings, two closets, sliding barn door, abundant natural light, and a private balcony overlooking the lush surroundings. Additional features include a metal roof, elevated construction on pilings/stilts, covered parking beneath the home, downstairs laundry area, and classic beach-house character throughout. Whether you're searching for a full-time island residence, seasonal retreat, or investment opportunity, this Gulf Pines home offers the privacy, beach access, amenities, and laid-back lifestyle that make Sanibel Island truly special.

4452 Gulf Pines Drive, Sanibel

$999,000

Nestled within the highly sought-after Gulf Pines community, this charming 3-bedroom, 2.5-bath home offers the perfect blend of privacy, nature, and timeless Sanibel character. Tucked away among lush native vegetation, Gulf Pines is known for its peaceful setting, Old Florida feel, and spacious homesites—creating a true island retreat. Step inside and discover a comfortable and inviting layout designed for easy coastal living, with generous living spaces and a natural flow that makes both everyday living and entertaining a breeze. Whether you’re hosting friends or enjoying a quiet evening at home, this residence captures the relaxed elegance that defines life on Sanibel. Gulf Pines residents enjoy exclusive access to a beautifully maintained community clubhouse—perfect for gatherings and social events—Two swimming pools, as well as tennis courts for an active island lifestyle. Meandering paths wind through the neighborhood, leading you directly to one of Sanibel’s most breathtaking stretches of beach, where shelling, sunsets, and the soothing sound of the Gulf become part of your daily routine. Living here means embracing the very best of the Sanibel lifestyle—morning bike rides along scenic paths, afternoons on the beach, and evenings surrounded by nature’s beauty. If you’ve been searching for a home that offers both tranquility and connection to everything that makes Sanibel so special, this Gulf Pines gem is your opportunity to start. Helping you live the sunshine you’ve been dreaming of!

3 Beds ⋅ 3 Baths ⋅ 2026010117 MLS

Nestled within the highly sought-after Gulf Pines community, this charming 3-bedroom, 2.5-bath home offers the perfect blend of privacy, nature, and timeless Sanibel character. Tucked away among lush native vegetation, Gulf Pines is known for its peaceful setting, Old Florida feel, and spacious homesites—creating a true island retreat. Step inside and discover a comfortable and inviting layout designed for easy coastal living, with generous living spaces and a natural flow that makes both everyday living and entertaining a breeze. Whether you’re hosting friends or enjoying a quiet evening at home, this residence captures the relaxed elegance that defines life on Sanibel. Gulf Pines residents enjoy exclusive access to a beautifully maintained community clubhouse—perfect for gatherings and social events—Two swimming pools, as well as tennis courts for an active island lifestyle. Meandering paths wind through the neighborhood, leading you directly to one of Sanibel’s most breathtaking stretches of beach, where shelling, sunsets, and the soothing sound of the Gulf become part of your daily routine. Living here means embracing the very best of the Sanibel lifestyle—morning bike rides along scenic paths, afternoons on the beach, and evenings surrounded by nature’s beauty. If you’ve been searching for a home that offers both tranquility and connection to everything that makes Sanibel so special, this Gulf Pines gem is your opportunity to start. Helping you live the sunshine you’ve been dreaming of!

4209 Old Banyan Way, Sanibel

$775,000

This is a rare opportunity to build a custom island retreat just three parcels from the Gulf of Mexico and only a short distance from the beach in Sanibel’s sought-after Gulf Pines community. Tucked along the private and picturesque Strangler Fig Lane, this exceptional homesite offers tranquil lake views and a distinctive feature, a private accessible easement to the beach from rear of the property, shared by only a select few neighboring parcels, providing convenient and quiet access to Sanibel’s renowned shoreline. Oversized by Sanibel standards at more than one-half acre, this expansive lot provides privacy and exceptional design flexibility for a future residence. The property is in the Ecological Zone D2 Upland Wetland designation, allowing for approximately 25% impermeable coverage and 30% developed area, creating a rough building envelope of approximately 6,098 square feet under the impervious coverage ratio and 7,318 square feet under the developed area ratio (buyers to verify). This generous footprint presents a compelling opportunity to design a substantial island home that fully embraces the surrounding natural setting. Beyond its proximity to one of Sanibel’s pristine stretches of beach, residents of Gulf Pines enjoy an array of desirable community amenities, including a large community swimming pool, tennis courts and a charming clubhouse, all within a short distance of the property. Opportunities of this caliber are increasingly rare on Sanibel. With its oversized dimensions, unique rear beach easement, peaceful lake views and prime position just moments from the Gulf, this exceptional homesite offers the ideal canvas to create a remarkable tropical sanctuary where location, lifestyle and long-term value align.

2026010837 MLS

This is a rare opportunity to build a custom island retreat just three parcels from the Gulf of Mexico and only a short distance from the beach in Sanibel’s sought-after Gulf Pines community. Tucked along the private and picturesque Strangler Fig Lane, this exceptional homesite offers tranquil lake views and a distinctive feature, a private accessible easement to the beach from rear of the property, shared by only a select few neighboring parcels, providing convenient and quiet access to Sanibel’s renowned shoreline. Oversized by Sanibel standards at more than one-half acre, this expansive lot provides privacy and exceptional design flexibility for a future residence. The property is in the Ecological Zone D2 Upland Wetland designation, allowing for approximately 25% impermeable coverage and 30% developed area, creating a rough building envelope of approximately 6,098 square feet under the impervious coverage ratio and 7,318 square feet under the developed area ratio (buyers to verify). This generous footprint presents a compelling opportunity to design a substantial island home that fully embraces the surrounding natural setting. Beyond its proximity to one of Sanibel’s pristine stretches of beach, residents of Gulf Pines enjoy an array of desirable community amenities, including a large community swimming pool, tennis courts and a charming clubhouse, all within a short distance of the property. Opportunities of this caliber are increasingly rare on Sanibel. With its oversized dimensions, unique rear beach easement, peaceful lake views and prime position just moments from the Gulf, this exceptional homesite offers the ideal canvas to create a remarkable tropical sanctuary where location, lifestyle and long-term value align.

933 Strangler Fig Lane, Sanibel

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