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Gulf Pines Houses Sold55+ Active Adult

Mid-Tier
Ultra LuxuryAbove $1,000 per SqFt
High-End$650 - $1,000 per SqFt
Mid-Tier$400 - $650 per SqFt
Premium$300 - $400 per SqFt
Entry-LevelBelow $300 per SqFt
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Results 29 of 38
Sold - Jul 27, 2026
Gulf Pines, 928 Pepper Tree Pl, Sanibel, Florida 33957, image 1
Gulf Pines, 928 Pepper Tree Pl, Sanibel, Florida 33957, image 2
Gulf Pines, 928 Pepper Tree Pl, Sanibel, Florida 33957, image 3
$995,000 $54K
  • 3 Beds
  • 2 Baths
  • 1,829 SqFt
  • $544/SqFt
Mid-Tier
House sold in Gulf Pines
928 Pepper Tree Pl, Sanibel, FL 33957
Perfectly positioned within the highly sought-after gulf pines community, 928 pepper tree place offers the ideal blend of luxury, privacy, and island convenience—just steps from the beach path and the community clubhouse, pool, and tennis courts. Backing to a serene preserve for added privacy and natural beauty, this timeless residence captures the essence of refined coastal living. Inside, mirage white oak hardwood floors flows throughout the home, while cedar ceiling detailing in the living room adds character and architectural charm. The thoughtfully updated kitchen features sleek quartz countertops, premium finishes, and an induction stove designed for modern living and effortless entertaining. Updated bathrooms continue the home’s elevated aesthetic with stylish, contemporary finishes throughout. Built for both comfort and peace of mind, the property includes impact windows and doors, a standing seam metal roof, an elevator, and a new whole-house generator. Combining timeless design with exceptional functionality in one of sanibel’s most desirable beachside communities, this gulf pines retreat offers a rare opportunity to enjoy the very best of island living.
Sold - Jun 2, 2026
Gulf Pines, 4383 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4383 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$2,250,000 $248K
  • 5 Beds
  • 41/2 Baths
  • 4,678 SqFt
  • $481/SqFt
Mid-Tier
House sold in Gulf Pines
4383 Gulf Pines Dr, Sanibel, FL 33957
Magnificent near-beach residence with gulf-view rooftop deck. This exceptional near-beach estate offers more than 4, 000 sq. Ft. Of beautifully crafted living space, featuring five bedrooms, four-and-a-half baths, a private library, media room, and multiple open-air and screened patios - all crowned by a rooftop deck perched above the treetops with captivating gulf views. From the moment you enter, the attention to detail is unmistakable. A dramatic cascading staircase leads to an expansive great room designed for effortless living and entertaining. The chef’s kitchen showcases sub-zero and wolf appliances, level 5 stone surfaces, custom cabinetry, and an inviting open dining area that flows seamlessly to a large ipe-decked terrace. The luxurious primary suite offers a private sitting area, a walk-in closet, its own deck, and a beautifully appointed bath featuring a walk-in shower and a separate soaking tub. Modern comforts include an elevator, lutron lighting system, whole-home generator, and a complete surround-sound system. Guests will appreciate the dedicated laundry room and living space on the third level, complete with outdoor deck access overlooking the serene lake and out to the azure waters of the gulf. Community amenities tennis courts, a large pool, and clubhouse, are conveniently located and a short walk from the home, along with private deeded beach access. This is a home that begins with a “wow” and ends with one, too - a rare blend of craftsmanship, comfort, and coastal elegance.
Sold - May 29, 2026
Gulf Pines, 4353 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4353 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$1,325,000 $70K
  • 3 Beds
  • 21/2 Baths
  • 2,475 SqFt
  • $535/SqFt
Mid-Tier
House sold in Gulf Pines
4353 Gulf Pines Dr, Sanibel, FL 33957
Fabulous location near private beach and amenities. Beach path right outside your door! 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!
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Sold - Mar 19, 2026
Gulf Pines, 4245 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4245 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$844,000 $84K
  • 3 Beds
  • 2 Baths
  • 2,014 SqFt
  • $419/SqFt
Mid-Tier
House sold 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.
Sold - Feb 12, 2026
Gulf Pines, 931 Snowberry Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 931 Snowberry Ln, Sanibel, Florida 33957, image 2
$1,250,000 $145K
  • 4 Beds
  • 4 Baths
  • 2,222 SqFt
  • $563/SqFt
Mid-Tier
House sold in Gulf Pines
931 Snowberry Ln, Sanibel, FL 33957
Just four lots from the beach, this beautifully remodeled 4-bedroom, 4-bath home offers the perfect blend of coastal charm and modern comfort. Step inside to find spacious open living with bamboo flooring, vaulted wood ceilings, and a bright kitchen and dining area featuring granite countertops, a bosch range, and a bosch dishwasher. The main level includes three bedrooms and three baths, plus a versatile den/office and a welcoming living room that opens to a large veranda surrounded by lush tropical landscaping. A walk-in pantry, laundry room, and convenient grilling porch are located just off the kitchen. Upstairs, the private primary suite offers a tranquil retreat with double closets featuring custom systems, bamboo flooring, and vaulted ceilings. The spa-inspired bath showcases travertine tile, a separate shower and soaking tub, and access to an expansive open sundeck — perfect for morning coffee or sunset views. The home’s exterior is designed for durability and low maintenance with hardie board siding, a stucco lower level, metal roof, all high-impact windows, and pau lope wood decks, stairs, and railings. The lower level includes a two-car garage, workshop, dedicated kayak storage, and an outdoor shower. Located just steps from the beach and diagonally across from the community pool and tennis courts, this home offers the ultimate beachside lifestyle — move-in ready and truly picture perfect!
Sold - Dec 18, 2025
Gulf Pines, 4221 Old Banyan Way, Sanibel, Florida 33957, image 1
Gulf Pines, 4221 Old Banyan Way, Sanibel, Florida 33957, image 2
$980,000 $26K
  • 3 Beds
  • 2 Baths
  • 1,511 SqFt
  • $649/SqFt
Mid-Tier
House sold in Gulf Pines
4221 Old Banyan Way, Sanibel, FL 33957
This beach house has it all, plus more! Recently renovated and your own private beach path. No crossing a main road to put your toes in the sand. Gulf pines is a private beach front neighborhood with brand new amenities. Two swimming pools, tennis courts, clubhouse, also a beach path to one of the widest sections of sand on all of sanibel, you must see it to believe it! Go shelling, take walk on the beach, or watch the gorgeous sunsets all just a stroll from your front door. The wrap around porch is a nature lovers dream and the wildlife is abundant. The great room, kitchen, dining room and bedrooms all lead out to newly screened lanai overlooking the sanibel river. The recently updated baths & kitchen are stunning and look like they are straight out of a magazine. Quartz countertops, induction cooktop with chimney hood, grohe, and kohler fixtures. Don’t miss this beautiful turnkey home it checks all the boxes.
Sold - Nov 18, 2025
Gulf Pines, 984 Black Skimmer Way, Sanibel, Florida 33957, image 1
Gulf Pines, 984 Black Skimmer Way, Sanibel, Florida 33957, image 2
$800,000 $38K
  • 3 Beds
  • 2 Baths
  • 1,503 SqFt
  • $532/SqFt
Mid-Tier
House sold in Gulf Pines
984 Black Skimmer Way, Sanibel, FL 33957
Nestled in the highly desirable gulf pines neighborhood, this charming beach house offers the perfect blend of privacy, comfort, and convenience. Just a short stroll to the beach via your deeded beach access, as well as to community pools and tennis courts, this home is perfect for both personal retreats and rental opportunities. With 9-foot ceilings and tile floors throughout, the open-concept living area is bathed in natural light, creating a warm, welcoming, and vibrant atmosphere. A full-size elevator adds strong value and ease of accessibility. The spacious primary suite features a soaking tub and a separate shower for ultimate relaxation, plus access to a serene screened patio perfect for unwinding after a morning beach walk or enjoying a peaceful evening on the island. The updated kitchen includes a cozy seating area and bay windows, offering beautiful views of the lush vegetation that surrounds the property. Impact-resistant glass windows and sliding doors provide both peace of mind and a sleek, modern aesthetic to the home's exterior. Additional features include a laundry room, a spacious parking area with ample storage for beach gear, bikes, kayaks, and more, as well as an abundance of outdoor spaces to soak up the florida sunshine. As part of the gulf pines community, you’ll enjoy access to two pools, a tennis court, a clubhouse, and a deeded beach access path—providing the ultimate coastal lifestyle. Whether you’re seeking a tranquil retreat or a high-demand rental property, this home has it all!
Gulf Pines, 1027 Bird Watch Way, Sanibel, Florida 33957, image 1
Gulf Pines, 1027 Bird Watch Way, Sanibel, Florida 33957, image 2
$750,000 $75K
  • 3 Beds
  • 2 Baths
  • 1,308 SqFt
  • $573/SqFt
Mid-Tier
House for sale in Gulf Pines
1027 Bird Watch Way, Sanibel, FL 33957
Situated on a spacious corner lot nestled in the sought-after gulf pines neighborhood, this stunning home perfectly balances coastal tranquility with everyday convenience. Skip the crowds during peak season and enjoy effortless access to captiva and sanibel’s acclaimed dining spots before cruising down the vibrant stretch of periwinkle way. Gulf pines is one of the island’s few neighborhoods with private deeded beach access, where you'll enjoy the rare luxury of a peaceful, uncrowded shoreline—just steps from your front door. Blending comfort with coastal elegance, it offers an unmatched beachside lifestyle. Enjoy exclusive community amenities, including two pools, a clubhouse, tennis courts, and scenic greenways-all just moments away. Upon entering the home, you'll be greeted by vaulted ceilings, a cozy fireplace, and an open-concept layout that seamlessly connects the living spaces, bedrooms, and an inviting outdoor patio with a full screened lanai. Recent updates include a fresh exterior paint (2025), new stainless steel appliances (2025), and an upgraded air conditioning system, washer, dryer, and dishwasher (2023). The home was re-plumbed in 2021, and interior doors and hardware were upgraded in 2022. Other notable improvements include a new water heater, the addition of an elevator for added convenience, and enhanced stone driveways and walkways. The front staircase is made with high-quality trex decking. For peace of mind, the home is equipped with impact-resistant windows, sliding glass doors, and a durable metal roof. With its blend of coastal charm and upgrades, this home offers a rare opportunity for peaceful beachside living-a true retreat by the beach!
Gulf Pines, 906 Snowberry Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 906 Snowberry Ln, Sanibel, Florida 33957, image 2
Gulf Pines, 906 Snowberry Ln, Sanibel, Florida 33957, image 3
$3,950,000
  • 4 Beds
  • 41/2 Baths
  • 3,451 SqFt
  • $1,145/SqFt
Mid-Tier
House for sale in Gulf Pines
906 Snowberry Ln, Sanibel, FL 33957
Located on the shores of sanibel island, this one-of-a-kind raised 4-bedroom, 4 ½-bath gulf pines home offers unrivaled views and privacy with 110 feet of direct gulf frontage. Upon entering, you're greeted by a stunning two-story glass atrium garden that brings the outdoors in, filling the home with natural light and hues of the sea. The spacious primary suite features a sundeck overlooking the gulf, his and her bathrooms with separate tub and shower and custom built-ins. Two charming guest rooms are located in the main house, including one with a private porch and breathtaking ocean views. A separate guest suite, connected by a covered walkway, can also serve as an office or den. The chef’s kitchen is a culinary dream with granite counters, miele dishwashers, wolf ovens, sub zero fridge, and more. With vaulted ceilings and an open concept design, the home flows effortlessly to expansive wraparound lanais—ideal for entertaining. In addition, there is a home office, large laundry room, tile and wood floors, and impact windows. The community pool and tennis courts are just steps away. This home is offered turnkey and ready to move right in, your tropical oasis awaits!
Gulf Pines, 4372 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4372 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$810,000 $100K
  • 3 Beds
  • 2 Baths
  • 1,271 SqFt
  • $637/SqFt
Mid-Tier
House for sale in Gulf Pines
4372 Gulf Pines Dr, Sanibel, FL 33957
Serenity by the beach. Resting on an oversized corner lot directly across from the deeded beach access in gulf pines with 2 community pools, clubhouse, tennis courts and greenways just around the corner. As you enter this beautiful residence you are greeted with vaulted pine ceilings and an open room concept that flows perfectly with the bedrooms, florida room and large patio. Walls of glass bring natural light in allowing you to feel like you are one with nature. Recent 2024 upgrades include a new roof, new ac and duct work, water heater, and a washer and dryer. A gorgeous kitchen remodel in 2020 features stunning granite that mimics the shoreline. Impact glass windows and doors provide for a quiet interior space while saving on electricity and insurance. This is an impeccably maintained home in an exceptional location. This home is being sold furnished including a double kayak.
Gulf Pines, 920 Snowberry Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 920 Snowberry Ln, Sanibel, Florida 33957, image 2
$1,190,000
  • 3 Beds
  • 31/2 Baths
  • 2,475 SqFt
  • $481/SqFt
Mid-Tier
House for sale in Gulf Pines
920 Snowberry Ln, Sanibel, FL 33957
Welcome to this charming 3-bedroom, 3.5-bath raised home in the popular gulf pines neighborhood. Just a short walk from your back yard path to the beach where you can enjoy world-class sanibel shelling and breathtaking sunsets. Inside, you're greeted by volume ceilings with beams and an open-concept design, creating a bright, airy atmosphere. The spacious kitchen, living, and dining areas seamlessly flow onto a screened porch, inviting you to open the sliders and let in the tropical breezes. A cozy gas fireplace and two stained glass windows add warmth and coastal charm. Each bedroom features a private porch to enjoy the sights and sounds of the island. The split-bedroom layout offers added privacy, while a loft provides a versatile space for a home office or an additional sleeping area, complete with a convenient half bath. Lvp and tile floors on the main level offer both style and durability. For those who love swimming or tennis, the neighborhood amenities include a pool, tennis courts, and a clubhouse.
Gulf Pines, 930 Strangler Fig Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 930 Strangler Fig Ln, Sanibel, Florida 33957, image 2
$1,300,000
  • 5 Beds
  • 31/2 Baths
  • 3,150 SqFt
  • $413/SqFt
Mid-Tier
House for sale in Gulf Pines
930 Strangler Fig Ln, Sanibel, FL 33957
Experience peaceful island living at 930 strangler fig lane. Nestled in gulf pines, one of sanibel's last neighborhoods with gravel roads, the charm of old florida surrounds you. Minutes from the beach, your backyard opens to the community deeded beach access. Take a short stroll to the pool, tennis courts, and clubhouse – all just minutes away. Community amenities, deeded beach path, and proximity to sanibel's treasures make this a rare find. But that’s not all! Remodeled in 2011-2012, this home is an architectural marvel, featuring a second level with a loft and two additional beds. The construction is top-notch & the main house flaunts a metal roof with foam insulation, ensuring efficiency and durability. A unique "bungalow" addition in 2014-2015 adds a fifth bedroom and a secluded getaway or second living area. Ac change-outs in 2021 and 2022 keep things cool. Elevated on concrete pilings, approximately 8 feet high, this home is a fortress. All windows and doors are impact resistant, offering both safety and tranquility. Live the island dream at 930 strangler fig lane – where architectural brilliance meets island charm. Your oasis awaits!
Gulf Pines, 4269 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4269 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$600,000
  • 2 Beds
  • 2 Baths
  • 1,424 SqFt
  • $421/SqFt
Mid-Tier
House for sale in Gulf Pines
4269 Gulf Pines Dr, Sanibel, FL 33957
This is a rare find in gulf pines, a near beach community with a deeded path/access directly to the beach. This home, although suffering from the recent storm, has been cleaned and remediated, and is ready for the project minded individual to refurbish the interior to their own taste. The owner has just replaced the roof, and all debris has been cleared from the property. The front deck and steps were replaced in 2021. Nestled into a unique private alcove location, with all impact glass windows. The impact glass sliding glass doors wrap around the living room area providing beautiful views of the sanibel river, a natural habitat with plentiful wildlife activity. Community pool and tennis court reopened. Priced to sell, now is your opportunity to obtain a quality structure, abounding with great potential in the ultimate island beachfront community!
Gulf Pines, 4279 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4279 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$1,200,000
  • 4 Beds
  • 3 Baths
  • 2,109 SqFt
  • $569/SqFt
Mid-Tier
House for sale in Gulf Pines
4279 Gulf Pines Dr, Sanibel, FL 33957
Step into the relaxed charm of island life on sanibel. This elevated home is nestled in the "old florida" vibe of gulf pines where lush natural preserves surround, offering breathtaking views, gravel roads, wildlife, and a private beach path. In 2018, local contractor dan hahn worked his magic on this home. The kitchen showcases quartz counters, grey cabinetry, ss appliances, beverage cooler, induction stove top, & stylish stone backsplash. The main level welcomes you with an open floor plan, high ceilings, & marble tile flooring. The primary bedroom is on the main level along w/ a secondary bed & full bath. The primary bath is a beauty w/ stand-up tiled shower, dual sinks & quartz countertops. The upper-level features two beds adjoined by a full bath, along with a juliet balcony overlooking the preserve. Rest easy with impact-resistant windows & sliders, as well as a brand-new metal roof (2023). Ready to entertain? Step into the screened lanai through a hide-away slider. Gulf pines has a community vibe that's hard to beat. Clubhouse, pool, and two tennis courts are yours to enjoy, bringing everyone together for good times. So, what are you waiting for? Live the island dream!
Gulf Pines, 4415 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4415 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$1,675,000
  • 3 Beds
  • 3 Baths
  • 2,568 SqFt
  • $652/SqFt
Mid-Tier
House for sale in Gulf Pines
4415 Gulf Pines Dr, Sanibel, FL 33957
Recognized by the fl green building coalition as a certified fl green home! 4415 gulf pines dr. Welcomes you home with this thoughtfully designed and perfectly executed home in everyones favorite (private) beach front community of gulf pines. Offering over 2, 500 sf of modern luxury and open concept living, highlights of this newer construction elevated home include a desirable split floor plan with 3 bedrooms & 3 bathrooms, soaring ceilings with walls of impact glass flooding the home with natural light, standing seam metal roof, a chef’s kitchen with oversized island and top of the line appliances, expansive outdoor space with covered lanais on the front and back of the home ( and crows nest on top! ) a private elevator, loads of enclosed storage, and too much more to list! This home is ideally located on an oversized lot with sweeping lake views, is just steps to the beach, and was crafted to fade the boundaries between interior modern comforts and outside surrounding natural beauty. This property perfectly exemplifies the sanibel lifestyle and tradition and is sure to capture your heart and your imagination the moment you walk through the door.
Gulf Pines, 4263 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4263 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$750,000
  • 3 Beds
  • 2 Baths
  • 1,220 SqFt
  • $615/SqFt
Mid-Tier
House for sale in Gulf Pines
4263 Gulf Pines Dr, Sanibel, FL 33957
Move-in ready! Adorable elevated home located in the beachfront community of gulf pines. Enjoy deeded beach access to one of the nicest stretches of beach on the island, uncrowded and private, where you can take long walks, go shelling and view amazing sunsets over the gulf. Community amenities include 2 pools, clubhouse, tennis, and lovely beach path. This home has an inviting light and bright feel and open floor plan. New metal roof, all new impact windows and doors, new ac, new front deck and stairs, new refrigerator, microwave and more! The primary bedroom is on the main level with the two guest bedrooms upstairs. One guest bedroom is small but can accommodate a daybed or twin bed and desk. There is an eat in kitchen and spacious front deck to enjoy your favorite beverage. The enclosed sunroom in the back adds additional square footage and overlooks the preserve with beautiful water and nature views. Workshop and storage on ground level with covered parking. Beach path is across from the main pool between strangler fig ln and snowberry ln.
Gulf Pines, 957 Cabbage Palm Ct, Sanibel, Florida 33957, image 1
Gulf Pines, 957 Cabbage Palm Ct, Sanibel, Florida 33957, image 2
$1,275,000
  • 3 Beds
  • 3 Baths
  • 1,889 SqFt
  • $675/SqFt
Mid-Tier
House for sale in Gulf Pines
957 Cabbage Palm Ct, Sanibel, FL 33957
Welcome to your dream home in the heart of sanibel’s gulf pines neighborhood. This inviting 3 bedroom, 3 bath raised residence is a perfect family haven, offering a warm and welcoming atmosphere. As you step inside, the tile and bamboo floors create a seamless flow throughout the living spaces. The living area effortlessly transitions to a spacious screened porch, where you can unwind and enjoy the tranquil surroundings. The primary bedroom is a true retreat, offering not only comfort but also a direct connection to the outdoors with its own access to the porch. Added amenities include impact windows and doors, a two-car garage with ample storage space, and an elevator. Nature enthusiasts will delight in the proximity to the neighborhood beach path, just a short walk away, beckoning with the promise of sun-soaked shores and world class shelling. Tennis players and swimmers will enjoy the nearby neighborhood tennis courts and pool. Gulf pines embodies sanibel’s lifestyle by boasting an abundance of flora and fauna. This residence blends comfort, functionality, and natural beauty, making it an ideal sanctuary for those seeking the quintessential sanibel lifestyle.
Gulf Pines, 923 Snowberry Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 923 Snowberry Ln, Sanibel, Florida 33957, image 2
$1,075,000
  • 3 Beds
  • 3 Baths
  • 2,100 SqFt
  • $512/SqFt
Mid-Tier
House for sale in Gulf Pines
923 Snowberry Ln, Sanibel, FL 33957
Stats only
Gulf Pines, 4389 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4389 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$1,550,000
  • 3 Beds
  • 32/2 Baths
  • 3,110 SqFt
  • $498/SqFt
Mid-Tier
House for sale in Gulf Pines
4389 Gulf Pines Dr, Sanibel, FL 33957
Welcome to this exquisite custom-built home in the popular gulf pines neighborhood. Crafted by hahn construction, this luxurious home offers the perfect blend of elegance and comfort. Upon entering you will be impressed by the open concept layout that seamlessly flows through pocket sliders to a screened porch with stunning western views over the lake and a gas fireplace for enjoying sunsets on cool island nights. The primary suite is a true sanctuary, featuring picturesque lake views, a cozy fireplace, and private porch access. The custom closet and dressing area add a touch of opulence, while the sumptuous bathroom showcases a relaxing tub and a separate shower. The guest wing consists of 2 bedrooms and 2 bathrooms with a kitchenette. There is a powder room on the first floor and up the stairs is a loft with a built-in bed, a half bath, and a home office. Throughout the home, you'll discover charming details such as ship-lap walls and ceilings and a blend of travertine and wood floors. Hurricane impact windows and doors, whole house generator, and elevator are at your service for peace of mind. Every detail in this home speaks to quality, with top-of-the-line finishes throughout.
Gulf Pines, 950 Cabbage Palm Ct, Sanibel, Florida 33957, image 1
Gulf Pines, 950 Cabbage Palm Ct, Sanibel, Florida 33957, image 2
$1,225,000
  • 3 Beds
  • 2 Baths
  • 2,797 SqFt
  • $438/SqFt
Mid-Tier
House for sale in Gulf Pines
950 Cabbage Palm Ct, Sanibel, FL 33957
Just steps to the shell laden beach and the community amenities from this spacious home in sought after gulf pines. This architectural beauty with wonderful walls of windows and cathedral ceilings is bright and welcoming. Two florida rooms along with the main living area and loft allow for multiple lifestyle options. The primary suite is located on the upper level with the guest rooms below. In addition, this home features a large patio and tremendous storage. Very nominal damage from the hurricane of which has been corrected. Recent improvements include a new roof, new appliances 2022 and two new air conditioning systems. Community pool and tennis just around the corner. Practically beachfront! Location location location!
Gulf Pines, 4427 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4427 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$675,000
  • 3 Beds
  • 21/2 Baths
  • 2,224 SqFt
  • $304/SqFt
Mid-Tier
House for sale in Gulf Pines
4427 Gulf Pines Dr, Sanibel, FL 33957
Great opportunity to own an elevated, near beach home on sanibel island. Located in the well-loved, private beach front community of gulf pines. Enjoy beautiful lake views from the spacious screened porch. Nice split floorpan that includes a loft that would make a great office, studio or for extra beds. The living room has a fireplace and high vaulted ceilings. Lots of storage space. Community amenities include two pools, tennis courts, a clubhouse, and private beach access. The sunsets are amazing! Beach access is across from the amenities between strangler fig ln and snowberry ln. Home was impacted by hurricane ian. Seller is under contract for electrical, ac, and roof repairs. Flood insurance is available and should be assumable.
Gulf Pines, 1031 Bird Watch Way, Sanibel, Florida 33957, image 1
Gulf Pines, 1031 Bird Watch Way, Sanibel, Florida 33957, image 2
$800,000
  • 3 Beds
  • 2 Baths
  • 1,911 SqFt
  • $419/SqFt
Mid-Tier
House for sale in Gulf Pines
1031 Bird Watch Way, Sanibel, FL 33957
Welcome to your perfect beach retreat! Located in the unique community of gulf pines the home is nestled among tropical vegetation providing aprivate and serene setting. The 3 bedroom 2 bath split level home with a loft boasts charming wood floors. The greatroom is filled with natural light and even has afireplace to make the home a little cozier. Sit back and relax on your screened lanai and watch the amazing island wildlife. This elevated home also has a largedownstairs storage area for all of your island toys. The gorgeous waters of the gulf of mexico are only a short walk or bike ride away. The community offers 2 pools, tenniscourts, clubhouse, and private beach access. Schedule your appointment today!
Gulf Pines, 921 Strangler Fig Ln, Sanibel, Florida 33957, image 1
Gulf Pines, 921 Strangler Fig Ln, Sanibel, Florida 33957, image 2
$750,000
  • 3 Beds
  • 21/2 Baths
  • 2,556 SqFt
  • $293/SqFt
Mid-Tier
House for sale in Gulf Pines
921 Strangler Fig Ln, Sanibel, FL 33957
Just one lot from the beach! You can’t beat the location of this property in the gulf pines neighborhood on sanibel’s west end. The house was severely damaged by ian. This property is being sold for below lot value and needs to close quickly. Buyer is responsible for due diligence to ensure suitability for rebuilding. Gulf pines offers 2 community pools, tennis courts, clubhouse, and deeded beach access just a short walk away. Current and past owners on this street and abutting the rear pathway have verbal agreement allowing beach access from rear of properties. Another deeded beach access is only a short walk from the beginning of the street.
Gulf Pines, 917 Pepper Tree Pl, Sanibel, Florida 33957, image 1
Gulf Pines, 917 Pepper Tree Pl, Sanibel, Florida 33957, image 2
$1,436,000
  • 4 Beds
  • 3 Baths
  • 2,732 SqFt
  • $526/SqFt
Mid-Tier
House for sale in Gulf Pines
917 Pepper Tree Pl, Sanibel, FL 33957
Gulf pines was developed under the original sanibel clup in 1980's featuring wooded lots, gravel roads winding around and over the sanibel river. Developer strived to sustain ecological balance and preserve natural settings for residents & wildlife. This gulf-front community offers members amenities and deeded beach access. This 4/3 elevated near beach home was built in 2006 by greg weglarz. A multi-level living design enhances the natural preserve surroundings. 1st floor main living area includes a great room, bamboo flooring, volume ceilings, screen enclosed porch overlooking the preserve, 2 bedrooms, 2baths including master with private balcony & updated bath. Upper level features family room, 2 bedrooms and full bath. Add'l features incl; open kitchen with largeisland with granite counters and seating, bamboo flooring and carpet throughout, a private elevator servicing all floors, 2 car garage & ample storage. Close proximityto gulf pines amenities & deeded beach access.
Gulf Pines, 4202 Old Banyan Way, Sanibel, Florida 33957, image 1
Gulf Pines, 4202 Old Banyan Way, Sanibel, Florida 33957, image 2
$1,525,000
  • 3 Beds
  • 21/2 Baths
  • 1,745 SqFt
  • $874/SqFt
Mid-Tier
House for sale in Gulf Pines
4202 Old Banyan Way, Sanibel, FL 33957
This is a one of a kind beach home – gorgeous inside and out, and just steps to the sand. Located on sanibel’s quiet west end, gulf pines is a private gulf front community. Residents enjoy two pools, tennis courts, a clubhouse, and private beach access for sunny beach days and shelling on one of the widest and most secluded sections of beach on sanibel. The sunsets are breathtaking! All the rooms have sweeping views of the lush conservation land, sanibel river, and beautiful landscaping. With clerestory windows and vaulted ceiling, the house is filled with light. Ideal for entertaining, the great room, kitchen, and primary bedroom all lead out to the spacious screened porch with an outdoor kitchen. The new bathrooms are stunning – magazine-worthy and your own at-home luxury spa. The owner has taken exquisite care of every aspect of this home and it really shows
Gulf Pines, 4239 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4239 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$939,000
  • 3 Beds
  • 2 Baths
  • 1,559 SqFt
  • $602/SqFt
Mid-Tier
House for sale in Gulf Pines
4239 Gulf Pines Dr, Sanibel, FL 33957
Beautifully updated and maintained, this 3bed/2bath elevated home features serene views of wildlife on the lake. From the screened porch, enjoy the sights and sounds of island birds. An elevator runs from the screened porch to the garage for easy loading and unloading. The open floorplan boasts vaulted ceilings in the living room, a beautiful wood-burning fireplace, and custom plantation shutters throughout the home. In the kitchen, a long free-standing island offers plenty of space for food preparation and socializing. Working from home is convenient with an office space featuring peaceful water views from the window. Retreat to the primary bedroom with an ensuite bathroom that includes two sinks and a large closet. Two guest bedrooms share a tastefully updated bathroom. Under the home, a two-car garage includes bonus space for storage. Updates include impact windows/doors, new exterior retaining wall, composite siding, stairways, deck and railings. Gulf pines offers two pools and tennis courts, plus a deeded beach access.
Gulf Pines, 4285 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4285 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$900,000
  • 3 Beds
  • 2 Baths
  • 1,740 SqFt
  • $517/SqFt
Mid-Tier
House for sale in Gulf Pines
4285 Gulf Pines Dr, Sanibel, FL 33957
A wonderful opportunity in tropical gulf pines! A charming floor plan offering vaulted ceilings in living area and long views of the lagoon. The split floorplan provides the utmost privacy.The first guest bedroom has been replaced with a den/office with beautiful lagoon views, built in bookcases and desk and could easily be converted back to a bedroom.Master bedroom has walk-in closet. Second bedroom has california closets. An updated kitchen with granite and stainless steel appliances, beautiful updated master bath.The living and dining areas transition to a lovely lanai with newly updated "no-see-um" screening and roll down fabric storm shutters. Back and front porch decking being replace with composite decking. A lift is installed at back porch leading to the back deck and lanai level.. Window + door replacement 2013+2018, plumbing 2011, a/c 2018, baths 2014, roof 2009 california closets. Gulf pines has 2 heated pools, 2 clay tennis courts, a club house for owners use, and seasonal owner gatherings. A private direct beach path for the gp property owners leads to magnificent sunsets nearly daily! Lower level garage has ample storage space..
Gulf Pines, 4452 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4452 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$555,000 $114K
  • 3 Beds
  • 2 Baths
  • 2,084 SqFt
  • $266/SqFt
Mid-Tier
House for sale in Gulf Pines
4452 Gulf Pines Dr, Sanibel, FL 33957
This home offers serene privacy in sanibel's beach community of gulf pines. Surrounded by conservation land and backing up to a small tributary of the sanibel river, tropical privacy and natural beauty are your ideal neighbors. Just a short walk to the community beach path and pool means a day of fun in the sun is just outside your front door. Filled with cheerful natural light, this home features soaring vaulted ceilings in the living room, a multitude of windows to enjoy beautiful views and a lovely open kitchen. The top-floor primary suite offers a loft, a large bath and great views. Your island escape is here within a short distance to world-famous beaches where sun and surf are waiting.
Gulf Pines, 4400 Gulf Pines Dr, Sanibel, Florida 33957, image 1
Gulf Pines, 4400 Gulf Pines Dr, Sanibel, Florida 33957, image 2
$1,275,000 $100K
  • 3 Beds
  • 3 Baths
  • 2,293 SqFt
  • $556/SqFt
Mid-Tier
House for sale in Gulf Pines
4400 Gulf Pines Dr, Sanibel, FL 33957
Experience coastal elegance and serenity. Discover a true sanctuary, situated on an expansive double lot, offering breathtaking lagoon views and just a short 5-minute stroll to the unspoiled beachfront. This elevated architectural gem blends modern sophistication with relaxed island charm, featuring soaring ceilings and 3 spacious bdrms plus a den/office. The luxurious master suite adjoins the vaulted den/office/art studio. The thoughtfully remodeled kitchen is a centerpiece of refined design and functionality. The living room, primary and guest bedrooms access the screened 60-foot lanai, where you'll enjoy tranquil views of a lush nature preserve and water views brimming with local wildlife—a perfect setting for seamless indoor-outdoor living. An elevator provides easy access to both levels, ensuring convenience and accessibility for every lifestyle. The vaulted great room invites relaxation with its cozy conversation pit, wood-burning fireplace, and abundant natural light streaming through pella windows, highlighting the stunning wood flooring. The enclosed lower level offers exceptional storage, complemented by a multiple-car garage ideal for vehicles, bikes, and beach gear.
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Pool
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Scores

Walk Score®
Car-Dependent. Almost all errands require a car
2

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
44

100
Sound Score®
Bearable noise
80

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
24

100
Local Score
Limited local amenities nearby
0

100

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