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Gulf Pines Houses Sold55+ Active Adult

Mid-Tier
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
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Gulf Pines, 4339 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$949,000
  • 3 Beds
  • 2 Baths
  • 1,473 SqFt
  • $644/SqFt
Mid-Tier
House for sale in Gulf Pines
4339 Gulf Pines Dr, Sanibel, FL 33957
Location, location, location - you know what they say about location! Well this property, located in the popular beachfront community of gulf pines, has that very special location! You can hear the waves from your back deck and in this gulf beach community, you are only a five minute stroll from your door to the gorgeous shell laden shore. You can’t help but feel like you’re on vacation, because everything you could ever want to relax and enjoy, is literally across the street. Gorgeous new clubhouse, with trex decking throughout, totally remodeled inside and out, just a gorgeous space to meet and greet your neighbors or plan your next big party. Beautifully refinished pool and decking with all new patio furniture. Resurfaced tennis courts, but no pickleball - neighbors prefer the sound of swaying palm trees! This 3 bedroom, 2 bath home with bamboo floors throughout, would be considered an ideal getaway from it all, the perfect beach house. Not only because of its location, but because of its relaxed, easy living vibe. Spacious living room with cathedral ceilings with impact sliders leading out to the lovely screen lanai where book reading or dining alfresco are all welcomed. Off of the lanai is an open deck, great for catching the rays or grilling that steak and a back stairway that leads down to the backyard and an additional patio underneath the house, along with a spacious 2 car, garage and ample storage area. Remodeled kitchen with granite countertops with solid wood cabinets and soft closing drawers. Both bathrooms have been remodeled which add to the ambience of this welcoming home. There is a brand new roof and all new windows and doors that are impact resistant, to give you that peace of mind. Open dining room with a small porch off it that would make a perfect little office. Run don’t walk before this little gem is gone.
Gulf Pines, 4400 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$1,395,000
  • 4 Beds
  • 3 Baths
  • 2,293 SqFt
  • $608/SqFt
Mid-Tier
House for sale in Gulf Pines
4400 Gulf Pines Dr, Sanibel, FL 33957
Elevate your lifestyle with this exquisite coastal sanctuary boasting an expansive double lot, offering unparalleled lagoon vistas and a mere 5-minute stroll to the pristine beachfront. This coastal contemporary masterpiece features awe-inspiring soaring ceilings with 4 bedrooms, including a captivating master suite. Step into the heart of the home, where the kitchen that was thoughtfully remodeled just 6 years ago and stands as a testament to refined taste. Relish in the tranquility of your private screened 60-foot lanai, overlooking a lush nature preserve teeming with indigenous wildlife, offering a seamless fusion of indoor-outdoor living. This residence is equipped with an elevator for effortless access to all levels, ensuring convenience and comfort for all occupants. The oversized great room beckons with its inviting conversation pit and a cozy wood-burning fireplace. Enjoy abundant natural light streaming through the pella windows, illuminating the beautiful wood flooring that graces the interior. The lower level provides ample space for storage or additional living area and is complemented by a convenient multiple car garage for your vehicles and beach essentials.
Gulf Pines, Gulfpines DR, SANIBEL FL 33957, Sanibel, Florida 33957, image 1
$749,000
  • 0.21 Acres
  • $3,566,667/Acre
Mid-Tier
Land for sale in Gulf Pines
Gulfpines DR, SANIBEL FL 33957, Sanibel, FL 33957
Practically beachfront and conveniently located across from the community amenities, including a heated pool, tennis, and a club room. One of the last remaining well elevated parcels on sanibel! Direct beach path from this parcel. Wow!
Gulf Pines, 4202 Old Banyan Way, Sanibel, Florida 33957, image 1
$1,595,000
  • 3 Beds
  • 21/2 Baths
  • 1,745 SqFt
  • $914/SqFt
Mid-Tier
House for sale in Gulf Pines
4202 Old Banyan Way, Sanibel, FL 33957
Nestled in the heart of beautiful sanibel island, this stunning beach home offers the perfect combination of coastal charm and modern living. Surrounded by lush, mature landscaping and the sanibel river, this 3 bedroom/2.5 bath home sits on a large corner lot. Inside, the spacious, open floor plan combines the living, dining, and gourmet kitchen areas and is perfect for entertaining and everyday living. With a vaulted ceiling and cupola windows, the house is filled with natural light while the sliding glass doors frame the picturesque views of the backyard and lagoon. The outdoor living space is complete with a large screened lanai and sunset-facing porch. This home includes 3 large bedrooms, with the primary bedroom featuring a luxurious en-suite bathroom and expansive walk-in closet. The guest bedrooms are ideally situated on the other side of the house and share an updated bathroom. With a metal roof and elevated on stilts, the home suffered virtually no damage in hurricane ian. Combined with nearly complete furnishings for buyers who are interested, the home is truly move-in ready. Located in the sought-after gulf pines community, a private gulf-front community located on the quiet west end of the island where residents enjoy two pools, tennis courts, a clubhouse, private beach access, as well as world-class shelling on a wide and secluded section of the beach, this is a rare opportunity to own a spectacular and extremely well-built property.
Gulf Pines, Gulfpines DR, SANIBEL FL 33957, Sanibel, Florida 33957, image 1
$749,000
  • 0.21 Acres
  • $3,566,667/Acre
Mid-Tier
Land for sale in Gulf Pines
Gulfpines DR, SANIBEL FL 33957, Sanibel, FL 33957
Practically beachfront and conveniently located across from the community amenities, including a heated pool, tennis, and a club room. One of the last remaining well elevated parcels on sanibel! Direct beach path from this parcel. Wow!
Gulf Pines, 4400 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$1,150,000
  • 3 Beds
  • 3 Baths
  • 2,293 SqFt
  • $502/SqFt
Mid-Tier
House for sale in Gulf Pines
4400 Gulf Pines Dr, Sanibel, FL 33957
Welcome to 4400 gulf pines drive, an elevated coastal home set on one of the largest double lots in the gulf pines community. The property offers peaceful lake views with regular wildlife activity including native birds and otters. The exterior has been comprehensively updated. Improvements include a new roof, new gutters, new siding with upgraded insulation, new exterior deck, and new exterior stairs. The interior siding of the garage has been finished with hardie board along the lower portion for added durability. All thirty-six windows throughout the home are high impact hurricane rated. Inside, the home features an updated kitchen, a large bonus addition that functions well as an office or flex space, and a built-in elevator for added convenience. The living room includes a sunken fireplace and conversation area, a design element consistent with late twentieth century architectural modernism that creates a distinct focal point within the home. The property also includes a bose sound system that serves the living room, the primary bedroom, and the lanai through an exterior speaker, providing integrated audio throughout key living spaces. Additional features include durable hardy board siding, seamless gutters, and a two-zone air conditioning system for year-round comfort. The elevated porch offers a comfortable outdoor living area overlooking the lake and surrounding wildlife. With its significant exterior upgrades, impact rated windows, integrated sound system, and rare double lot, this home offers a well maintained and distinctive setting within one of sanibel’s most desirable neighborhoods.
Gulf Pines, 4245 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$1,279,000
  • 3 Beds
  • 2 Baths
  • 2,014 SqFt
  • $635/SqFt
Mid-Tier
House for sale in Gulf Pines
4245 Gulf Pines Dr, Sanibel, FL 33957
This raised 3-bedroom, 2-bath lake-view home in the popular gulf pines neighborhood offers the perfect blend of comfort and island charm. Fully furnished and move-in ready, the home welcomes you with high ceilings and a spacious living room that flows seamlessly to multiple porches, including screened spaces ideal for relaxing or entertaining while enjoying sanibel's lush natural surroundings. One porch features a cozy swing, adding a touch of nostalgia. The layout is designed for privacy and convenience, with two guest bedrooms located on the first floor along with a beautifully remodeled guest bathroom featuring high-end finishes. The private second-floor primary suite is light and airy, complete with its own balcony for serene moments. Tennis enthusiasts and swimmers will appreciate the nearby neighborhood amenities, including tennis courts, a pool, and a clubhouse. A short stroll down the private deeded beach path located in the backyard leads to pristine shores, perfect for world-class shelling and breathtaking sunsets. Additional features include an elevator, a spacious garage, numerous mechanical upgrades, and a 2020 roof. Cap off your day by watching the sunset from the rooftop deck. This home offers a peaceful retreat and the ultimate island lifestyle!
Gulf Pines, 4353 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$1,450,000
  • 3 Beds
  • 21/2 Baths
  • 2,475 SqFt
  • $586/SqFt
Mid-Tier
House for sale in Gulf Pines
4353 Gulf Pines Dr, Sanibel, FL 33957
Fabulous location near private beach and amenities. This beautiful, contemporary, and fully-furnished home has incredible views of the gulf from the rooftop sundeck. Custom built home with attention to every detail. Many special features including volume ceilings, beautiful cabinetry and lighting, granite countertops and stainless-steel appliances, fireplace, split floor plan, hot tub, and outdoor shower. Built extra strong with heavy duty pilings, new roof, impact glass, elevator, gorgeous chef’s kitchen, and huge master closet. This home was designed for entertaining. Step outside your door and follow the tree-lined path to the beach. No roads to cross. Community amenities, include 2 pools, tennis and clubhouse. Roof 2023, hvac lower zone 2022, hvac upper 2023, hot water tank 2023, elevator cab 2024. Flood insurance is assumable. Easy to see. Schedule your appointment today!
Gulf Pines, 906 Snowberry Ln, Sanibel, Florida 33957, image 1
$5,750,000
  • 4 Beds
  • 41/2 Baths
  • 3,683 SqFt
  • $1,561/SqFt
Mid-Tier
House for sale in Gulf Pines
906 Snowberry Ln, Sanibel, FL 33957
Not every gulf front property on sanibel is created equally and the nuanced details make all the difference. Starting with a generous 110 feet of beachfront and a favorably located coastal setback line, this home will always have some of the best gulf and beach views on all of sanibel island. Situated where the very end of west gulf drive meets the very beginning of snowberry lane, a location known for its extreme privacy and deep pristine expanses of beach, this property shares the sand with some of the most desirable homes on the island. An excellent representation of biophilic design done correctly, the home serves to improve your personal well-being and health through an increased connection with nature which is fostered through the wrap-around lanais and large picture windows overlooking the wide expanse of shoreline outside your door. The vaulted ceilings, skylights, and atrium garden fill the home with an abundance of light and ambiance. This home was designed to be enjoyed in the company of friends with an attached casita-style guest house, private elevator, and an entertaining chef’s dream kitchen featuring all sub-zero and wolf appliances including two dishwashers, warming drawer, steam oven, separate refrigeration and freezer towers, gas cooktop, and gas kitchen grill. The community pool and tennis are located at the end of the street offering resort-style amenities without the hassle of upkeep.
Gulf Pines, 4452 Gulf Pines Dr, Sanibel, Florida 33957, image 1
$899,900
  • 3 Beds
  • 2 Baths
  • 2,084 SqFt
  • $432/SqFt
Mid-Tier
House for sale in Gulf Pines
4452 Gulf Pines Dr, Sanibel, FL 33957
Nestled within the highly sought-after gulf pines community on beautiful sanibel island, this elevated 3-bedroom, 2-bath home offers the perfect blend of privacy, nature, and timeless island charm. Surrounded by lush native vegetation and adjacent to a protected wildlife area with no future neighboring development, this property delivers the peaceful “old florida” lifestyle gulf pines is known for. Spacious homesites, winding paths, and a serene natural setting create a true island retreat just moments from the gulf. Residents of gulf pines enjoy exceptional amenities including community swimming pool, tennis courts, and a beautifully maintained clubhouse perfect for social gatherings and events. A private deeded beach path leads directly to one of sanibel’s most breathtaking stretches of shoreline, where world-famous shelling, unforgettable sunsets, and the soothing sound of the gulf become part of everyday life. Here, mornings are spent biking scenic island trails, afternoons relaxing on the beach, and evenings immersed in nature’s beauty. Filled with cheerful natural light, the home features soaring vaulted ceilings, expansive windows, and a spacious living room that flows seamlessly to multiple porches and screened outdoor spaces ideal for entertaining or simply enjoying the tropical surroundings. Thoughtful upgrades throughout include new flooring and interior paint, recessed lighting, cedar plank accents, tongue-and-groove patio ceilings, and beautifully updated finishes. The dining area is enhanced by a wet bar and wine cooler, creating the perfect setting for entertaining. The bright open kitchen features new white cabinetry, quartz countertops, stainless steel appliances, and modern lighting. The layout is designed for both comfort and privacy, with two guest bedrooms and a beautifully remodeled guest bath with high-end finishes located on the main level. Upstairs, the private primary suite feels like a tranquil escape, featuring lofted ceilings, two closets, a sliding barn door, abundant natural light, and its own private balcony overlooking the lush surroundings. Additional features include a metal roof, covered carport, downstairs laundry area, and classic beach-home character throughout. Whether you are searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional gulf pines home captures the very best of the sanibel lifestyle.
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$5.2M - $6.3M
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2

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
44

100
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Bearable noise
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100
Airport Score
Close to airports. Noticeable airport activity
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100
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Congested area. Frequent traffic delays
24

100
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Limited local amenities nearby
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100

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