Southwinds Estates Homes for Sale

Welcome to Southwinds Estates, a hidden gem nestled in the heart of Florida, where tranquility meets modern living. This picturesque subdivision offers a perfect blend of serene landscapes and vibrant community life, making it an ideal choice for families, retirees, and everyone in between.

As you explore Southwinds Estates, you'll be captivated by its lush greenery, winding streets, and beautifully designed homes. The subdivision boasts a variety of architectural styles, ensuring that there’s something to suit every taste. From charming single-family homes to spacious modern designs, each property is thoughtfully crafted with quality finishes and attention to detail. Many homes feature open floor plans, gourmet kitchens, and expansive backyards, perfect for entertaining or enjoying peaceful evenings under the stars.

In addition to the stunning homes, Southwinds Estates offers a wealth of amenities to enhance your lifestyle. Residents can enjoy access to community parks, walking trails, and recreational facilities, fostering a sense of camaraderie among neighbors. The subdivision is conveniently located near shopping centers, dining options, and top-rated schools, making daily errands a breeze.

For those looking to invest in their dream home, Southwinds Estates currently has a variety of homes for sale, each waiting for the perfect owner to create lasting memories. Whether you’re seeking a cozy retreat or a spacious family abode, you’ll find a welcoming atmosphere that invites you to settle down and enjoy the best of Florida living.

Come and discover the charm of Southwinds Estates, where your dream home awaits!

Newest Southwinds Estates Homes for Sale

$935,000

4 Beds ⋅ 3.5 Baths ⋅ 2026001629 MLS

Perfect Island Beach House!!! The Gulf is directly at the end of the quaint shell Southwinds Drive. Sanibel's incredible shelling and miles of walkable beaches are a just steps away! Elevated, updated, and whimsically decorated, this home is ready to enjoy. High ceilings and walls lined with windows greet you at the front door. The living area flows beautifully and provides plenty of distinct spaces for relaxing and entertaining. The primary suite and two additional en suite bedrooms are on the main living level as is an additional 1/2 bath. The top floor has great space for living and sleeping spaces and includes a small spiral staircase that leads to a rooftop porch with fantastic view. The incredibly weather resilient aluminum standing seam roof was installed in 2021. Enclosed garage and lower level storage space with an interior staircase provide great convenience. The remainder of the lower level creates fantastic covered outdoor living space that is open to the thoughtfully landscaped private yard. With tremendous natural light, high ceilings, space for guests and the beach at the end of the street, this is your perfect island home!

280 Southwinds DR, Sanibel

$899,000

4 Beds ⋅ 3 Baths ⋅ 2026014624 MLS

Everything is brand new in this single-level, 4-bedroom home with 3 full baths. New METAL roof 2025. This light and bright house is just a short stroll from the beach, tucked away on a quiet dead-end street. Enjoy a beautiful contemporary kitchen with quartz countertops and luxury vinyl tile throughout. Bathrooms feature tiled walk -in showers. It has a new roof, new AC, and thoughtful decorative details. There’s also a separate laundry room and a spacious two-car garage. This house will be mostly furnished and move-in ready. Some of the aerial pictures show the OLD shingle roof. This roof has since been replaced with a blue METAL roof. Check it out, you will not be disappointed! THIS HOUSE DID NOT FLOOD DURING HELENE OR MILTON.

240 Southwinds DR, 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.