SI01 - Sanibel Island Homes with Pickleball Amenities

Welcome to Sanibel Island, Florida, a tropical paradise renowned for its stunning beaches, lush landscapes, and vibrant wildlife. Nestled in Lee County, this charming city is not just a haven for sun-seekers and nature lovers; it’s also a burgeoning hub for pickleball enthusiasts!

Sanibel Island boasts an idyllic lifestyle, where the rhythm of the waves harmonizes with the sounds of laughter on the courts. Homes here with pickleball amenities are becoming increasingly sought after, catering to both seasoned players and newcomers eager to embrace this exhilarating sport. Imagine waking up to the gentle ocean breeze and stepping out to your backyard court, ready for a friendly match with neighbors or family.

The real estate options in Sanibel are as diverse as its residents, featuring luxurious beachfront properties, cozy cottages, and modern condos, all designed with the active lifestyle in mind. Many of these homes are thoughtfully equipped with private pickleball courts or access to community facilities, ensuring you can enjoy this popular pastime year-round.

Beyond pickleball, Sanibel Island offers a wealth of outdoor activities, from kayaking in the serene waters of the J.N. “Ding” Darling National Wildlife Refuge to biking along scenic trails. The island's commitment to preserving its natural beauty ensures that residents enjoy a tranquil environment, making it the perfect place to call home.

Whether you’re looking to invest in a vacation retreat or a permanent residence, Sanibel Island welcomes you with open arms and a paddle in hand. Experience the joy of living where leisure meets luxury, and let the pickleball games begin!

Newest SI01 - Sanibel Island Homes with Pickleball Amenities

$849,000

3 Beds ⋅ 2 Baths ⋅ 2026029511 MLS

Welcome to 1858 Farm Trail in the desirable Island Woods community, where comfort, convenience, and the Sanibel lifestyle come together. This elevated home features piling construction, a metal roof, and a bright, open floor plan designed for easy island living. The kitchen flows seamlessly into the dining and living areas, creating a welcoming space for gathering with family and friends. Pocketing sliding glass doors open to a spacious screened lanai, extending your living space outdoors and providing the perfect spot to enjoy morning coffee, evening breezes, or peaceful views of the conservation land behind the home. The primary suite offers a relaxing retreat with a spacious bedroom, private access to its own screened deck, a large walk-in closet, and a bright, well-appointed bathroom. Guest accommodations provide comfortable space for family and visitors. Light-filled rooms and calming coastal finishes create an inviting atmosphere that's easy to enjoy after a day spent at the beach, shelling, fishing, kayaking, paddleboarding, or exploring Sanibel's miles of scenic bike paths. And when it's time to head to the Gulf, beach access is just a bike ride away. Island Woods is one of Sanibel's most conveniently located communities, offering residents a community swimming pool, tennis courts, and pickleball courts. From this central location, you can walk or bike to Periwinkle Way's shops and restaurants, BIG ARTS, the Sanibel Public Library, City Hall, and the Sanibel Community Playground, making it easy to enjoy many of the island's favorite destinations without getting in the car. Whether you're looking for a full-time residence, seasonal getaway, or investment property, this well-maintained home offers quality construction, an easy living floor plan, desirable community amenities, and a location that makes it easy to embrace everything that makes Sanibel so special.

1858 Farm TRL, Sanibel

$799,000

2 Beds ⋅ 2 Baths ⋅ 2026031556 MLS ⋅ Loggerhead Cay Condo BLDG.

Welcome to island living at Loggerhead Cay D433, a beautifully updated 2-bedroom, 2-bath, third-floor condo overlooking the lush courtyard and community pool with partial Gulf views. This condo has been completely updated and is being sold turnkey furnished—just bring your clothes and toothbrush and start enjoying the Sanibel lifestyle! Well-appointed throughout and offering strong rental income potential, D433 is perfect as a vacation getaway, investment property, or your own piece of paradise. Property Highlights: 2 Bedrooms | 2 Bathrooms Third-floor location Courtyard & pool views Partial Gulf views Completely updated throughout Turnkey furnished Excellent rental income potential Steps from the pool and Gulf of Mexico Direct beach access Tennis courts Pickleball courts Shuffleboard BBQ/grilling areas Beautifully maintained tropical grounds Desirable East End of Sanibel location Convenient access on and off the island Experience Sanibel Island: Spend your mornings walking miles of world-famous shelling beaches, biking the island’s extensive shared-use paths, exploring the J.N. “Ding” Darling National Wildlife Refuge, enjoying local restaurants and shopping, or simply relaxing while watching another incredible Gulf Coast sunset. The East End location puts you close to the Sanibel Lighthouse and Lighthouse Beach, restaurants, shopping, boating, fishing, and the Sanibel Causeway—making trips into Fort Myers and the rest of Southwest Florida convenient. Whether you’re looking for an island retreat, income-producing vacation rental, or both, Loggerhead Cay D433 offers the opportunity to own a turnkey piece of the Sanibel lifestyle

979 E Gulf DR Unit D433, Sanibel

$549,000

1 Beds ⋅ 1 Baths ⋅ 2026031420 MLS ⋅ Sundial Of Sanibel BLDG.

Your Sanibel Island retreat awaits at this charming 1-bedroom, 1-bathroom condo at the prestigious Sundial West Resort. This 728 S.F. unit comfortably sleeps four with a King Size bed along with a queen size sleeper sofa. Enjoy comfortable island living with resort-style amenities. This lovely 1st-floor unit with tile flooring throughout has been Completely remodeled from top to bottom and is offered turnkey with a great new furniture package! The open floor plan maximizes living space with a combined living/dining area, sliding glass doors, and a screened lanai, perfect for enjoying Gulf breezes. Ideally situated on Middle Gulf Drive, just steps from Sanibel’s famous shell-covered beaches and close to island shopping, dining, and the Sanibel Island Golf Course. This is an excellent opportunity for a vacation getaway or an investment property with an excellent rental history:

1501 Middle Gulf DR Unit 105F, Sanibel

$429,000

2 Beds ⋅ 2 Baths ⋅ 2026003859 MLS ⋅ Blind Pass Condo BLDG.

Opportunity awaits at Blind Pass! This second-floor residence is ready for its next owner to bring their vision and transform it into the perfect island retreat. While the interior is ready for updating, the functional floor plan and desirable location provide an excellent foundation for creating a space tailored to your personal style. The split-bedroom layout offers privacy for owners and guests, making this an ideal seasonal getaway, full-time residence, or investment opportunity. Whether you choose to renovate immediately or update over time, this residence presents the chance to create a home that reflects your own taste and style. Nestled on Sanibel's desirable west end and surrounded by conservation land, Blind Pass offers a peaceful setting with abundant wildlife and the natural beauty that makes the island so special. Launch your kayak or paddleboard and explore the serene waters of Clam Bayou, where mangrove tunnels, shorebirds, dolphins, and other native wildlife create an unforgettable experience. Residents enjoy exceptional amenities, including a large resort-style swimming pool, tennis and pickleball courts, clubhouse, barbecue area, kayak storage, and deeded beach access to Bowman's Beach—consistently recognized among the world's finest beaches for its natural beauty, shelling, and unspoiled shoreline. Whether you're searching for a vacation home, rental property, or full-time residence, this is an outstanding opportunity to own in one of Sanibel Island's most treasured communities.

5117 Sea Bell RD Unit D-202, Sanibel

$387,000

2 Beds ⋅ 1 Baths ⋅ 2026024841 MLS ⋅ Tennisplace BLDG.

Wake up to breathtaking canal views, gentle coastal breezes, and dolphins and manatees gliding by from this beautifully positioned second-floor end residence at Tennisplace. Ideally located at the end of the community, this move-in-ready, turnkey furnished condo offers privacy, panoramic water views, and the effortless island lifestyle you've been dreaming of. Perfectly situated on Sanibel's east end, Tennisplace provides quick on-and-off island access while placing you just moments from bayside beaches, waterfront dining, shopping, and miles of scenic bike paths. It's the ideal island getaway for Southwest Florida residents who live off-island but have always dreamed of owning their own weekend retreat—escape the traffic, leave the mainland behind, and enjoy boating, shelling, beach walks, and spectacular sunsets whenever you choose. Life at Tennisplace is all about enjoying the outdoors. Relax by the heated pool, play a match of tennis or pickleball, launch your kayak or paddleboard, stroll to the deeded beach access, or set out from Tennisplace dockage with direct Gulf access. Dockage is equipped with water and electricity, making it easy to spend your days on the water. Recent community improvements include new roofs, freshly painted buildings, and a brand-new dock system, while the absence of current assessments provides added peace of mind. Whether you're looking for a full-time residence, a seasonal escape, the perfect weekend retreat, or an investor-friendly vacation rental, this exceptional waterfront property offers everything you need to embrace the Sanibel lifestyle. Your island paradise is waiting.

1250 Tennisplace CT Unit E22, Sanibel

$510,000

2 Beds ⋅ 2 Baths ⋅ 2026027860 MLS ⋅ Seashells Of Sanibel Condo BLDG.

Completely renovated and completed in November of 2025, this beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern comfort and island living. The comprehensive renovation includes a new roof, new appliances, updated kitchen and bathrooms, new flooring, fixtures, finishes, and more, creating a truly move-in-ready condo. Ideally situated just across the street from deeded beach access, you'll enjoy effortless walks to the sugar-sand beaches of Sanibel Island. Relax on the screened lanai while listening to the soothing sound of the Gulf of Mexico waves in the evening—a peaceful reminder that paradise is just steps away. Conveniently located near the community pool and surrounded by Sanibel's natural beauty, this property is ideal as a full-time residence, vacation getaway, or a great seasonal rental opportunity. Experience the best of island living in a thoughtfully renovated condo where every detail has been updated for years of carefree enjoyment.

2840 W Gulf DR Unit 25, Sanibel

$1,450,000

2 Beds ⋅ 2 Baths ⋅ 2026028280 MLS ⋅ Sundial Of Sanibel BLDG.

Welcome to one of the most exceptional residences at The Sundial Beach Resort & Spa on Sanibel Island. Perfectly positioned on the fourth floor,this rarely available two-bedroom, two-bath plus den beachfront condominium offers an extraordinary combination of privacy, spaciousness, and refined coastalelegance. Thoughtfully designed for effortless living and entertaining, the expansive floor plan features a generous family room framed by breathtaking panoramicviews of the turquoise waters of the Gulf. The luxurious primary suite serves as a private retreat, complete with a comfortable sitting area, direct lanai access, andserene Gulf views. Floor-to-ceiling sliding glass doors spanning the entire Gulf-facing side of the living area create a seamless connection between the interior andthe spectacular waterfront setting, filling the home with natural light and showcasing unobstructed vistas from nearly every room. Refined finishes, timeless design,and an exceptional flow elevate every aspect of this remarkable residence. Surrounded by beautifully landscaped grounds and an inviting resort-style pool, thispremier offering embodies the very best of Sanibel Island living. Whether you're strolling miles of sugar-white sand, enjoying world-renowned shelling, or simplyrelaxing to the sights and sounds of the Gulf, this is an unparalleled opportunity to experience an uncompromising luxury beachfront lifestyle.

Sanibel

$1,099,500

2 Beds ⋅ 2 Baths ⋅ 226022905 MLS ⋅ Pointe Santo De Sanibel Condo BLDG.

Experience island living at its finest in this beautifully decorated, turnkey condominium at Pointe Santo de Sanibel. Unit B-22 offers an exceptional opportunity to own a stunning beachfront property that is fully furnished and ready for immediate enjoyment or rental income. Surrounded by Sanibel’s breathtaking natural beauty, this spacious and inviting residence features tasteful coastal décor, comfortable living spaces, and all the amenities needed for a relaxing island retreat. Enjoy lush tropical landscaping, pristine beaches, and the tranquil atmosphere that makes Pointe Santo one of Sanibel’s most sought-after destinations. Whether you’re looking for a personal getaway, an investment property, or both, this income-producing condo offers an outstanding opportunity. Simply arrive and start enjoying the Sanibel lifestyle while benefiting from established rental potential.

2445 W Gulf DR Unit B-22, Sanibel

$899,000

2 Beds ⋅ 2 Baths ⋅ 2026025365 MLS ⋅ Kings Crown BLDG.

Perfectly positioned within the Gulf front community of Kings Crown, this exceptional condominium offers Gulf views, quality craftsmanship, and sophisticated coastal design throughout. The thoughtfully redesigned two bedroom, two bath floor plan features dramatic zero corner sliders that create seamless indoor/outdoor living and open to an expansive screened lanai overlooking tropical grounds, the heated pool, and the Gulf beyond. Natural light fills the spacious living and dining areas, creating an inviting atmosphere for both everyday living and entertaining. A commitment to quality is evident throughout the residence. High-impact windows and doors, luxury vinyl plank flooring, custom cabinetry, quartz surfaces, and carefully selected lighting and fixtures reflect a level of finish rarely found in today's market. No detail was overlooked in the selection of materials, craftsmanship, or furnishings. The beautifully appointed kitchen offers abundant storage, generous workspace, and an oversized island that serves as the centerpiece of the home. Offered turnkey furnished with professionally curated coastal furnishings, the residence is truly move-in ready. Both the primary and guest suites feature walk-in closets and beautifully updated baths. Kings Crown owners enjoy direct beach access, a large heated pool, plans for two new pickleball courts and a social gathering area, lush tropical landscaping, a dedicated on-site manager, under-building parking, and a large private storage room. Located on prestigious West Gulf Drive, residents enjoy world-class shelling just steps from their door and one of Sanibel Island's most desirable Gulf-front settings. A rare combination of privacy, exclusivity, and convenience creates an exceptional island lifestyle. Whether seeking a full-time residence, luxury island retreat, or investment property, this turnkey offering presents a rare opportunity to own a beautifully finished Gulf-front residence in one of Sanibel Island's premier beachfront communities.

2721 W Gulf DR Unit 108, Sanibel

$349,900

1 Beds ⋅ 1 Baths ⋅ 2026021600 MLS ⋅ Tennisplace BLDG.

This charming Sanibel condominium is the beach retreat buyers wait for. This turnkey one-bedroom getaway offers effortless island living at an exceptional value, a rare opportunity in today’s market. Even more impressive, weekly rentals are permitted and managed by an on-island firm. This is an outstanding investment opportunity as well as a personal escape, and it's at a great price point for the island. Sold fully furnished and move-in ready, the condominium features new flooring throughout, views overlooking the community pool and a private front porch ideal for relaxing after a day at the beach. Boating enthusiasts will appreciate deepwater Gulf access, while deeded beach access with parking makes enjoying Sanibel’s world-famous shoreline easy and convenient. Immaculately maintained and ideally positioned just moments from the pool, this property combines coastal charm, income potential and island convenience in one exceptional package. Currently the only condominium available for sale in the community, this is a rare chance to secure your slice of paradise, whether for personal enjoyment, rental income or both.

1250 Tennisplace CT Unit D33, Sanibel

$639,000

3 Beds ⋅ 2.5 Baths ⋅ 2026020743 MLS

Looking for an affordable beach property on Sanibel? Your search ends here! This modern, coastal-inspired townhouse is the perfect retreat, offering the ideal combination of serenity, nature, and an unbeatable location on the sought-after east end of the island. Located on a quiet dead-end street surrounded by lush woods, this beautifully updated 3-bedroom, 2.5 bathroom home provides the perfect escape from the everyday hustle, offering a peaceful slice of island life. Step inside to a bright and airy space, where sleek white and grey modern tile floors, soft light grey walls, and vaulted ceilings create a calming atmosphere. White shiplap accents and skylights amplify the spacious, open feel of the home, while large impact windows and doors invite abundant natural light and provide peace of mind during stormy weather. The heart of the home is the fully remodeled kitchen, featuring brand-new white craftsman-style cabinetry, warm grey granite countertops, and stainless-steel appliances. Whether you’re cooking a simple meal or hosting guests, this kitchen has everything you need to inspire your inner chef. Located in the desirable Dunes neighborhood, this townhouse offers a rare combination of privacy and convenience. Tucked away from the main roads, yet still just a short walk from all that the island has to offer. Whether you’re in the mood for a relaxing beach day, a delicious meal at one of the nearby restaurants, or a leisurely bike ride along scenic paths, everything is within easy reach. Picture yourself starting the day with coffee on your screened-in porch, taking in the peaceful views of the surrounding woods. The sounds of birds and rustling leaves create a perfect natural soundtrack to your morning. Then, step outside for a quick 5-minute walk to the beach, where you can bask in the sun, hunt for seashells, or enjoy a breathtaking sunrise over the Gulf of Mexico. Afterward, take a short bike ride to explore the island, stop for lunch at a nearby café or check out local shops. The charm of Sanibel’s relaxed pace is the ideal complement to this wonderful home, making it feel like a vacation every day. This townhouse isn’t just a place to live, it’s a lifestyle. Whether you’re soaking in the beauty of your surroundings, spending the day at the beach, or simply unwinding at home, this is the life you’ve always dreamed of. With its prime location, private setting, and thoughtful updates, this home truly embodies the essence of island living at its best. Come see for yourself and experience what it means to live in paradise. This townhouse offers more than just a place to call home, it’s the perfect setting for enjoying everything Sanibel has to offer. Make it yours today!

974 Greenwood CT S, Sanibel

$649,000

2 Beds ⋅ 2 Baths ⋅ 2026019667 MLS ⋅ Donax Village Condo BLDG.

Every unit in this complex was raised above the FEMA Flood Elevation, creating parking and storage for each owner under building. New landscaping is planned for the summer of 2026.This Donax Village condo is located on peaceful Cardium Street and is a short 7-10 minute stroll to the beautiful Gulf beaches. This is the best of both worlds - condo living but feels like a residential home. This location is both quiet and close to the causeway. Unit has new electrical, plumbing, new efficiency Standard HVAC system, all windows and doors hurricane impact and low-energy rating, and new Trex decking and staircases. This beautiful 2 bedroom, 2 bath plus loft offers a large screen enclosed tiled lanai. Vaulted ceiling in living room, porcelain tile floors, kitchen with tray ceiling, new stainless steel Frigidaire appliances, shaker kitchen cabinets, quartz counters and vanities, recessed lighting and new fans throughout. New Mohawk carpet on stair treads and loft. Outlets for wall mounted TV's in all rooms and marble sills throughout. The laundry room has full size new Whirlpool washer & dryer and a laundry tub. Enjoy the outdoor shower after a day at the beach shelling. No expense was spared in the remodel of this Sanibel Island get-a-way. A wonderful beach community offering tennis/pickleball and sparkling community pool. Enjoy spectacular sunsets and some of the world's best shelling.

745 Cardium ST, Sanibel

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.