Southwinds Estates Homes for Sale

Welcome to Southwinds Estates, a hidden gem nestled in the heart of Sanibel, Florida. This picturesque neighborhood is renowned for its serene environment, lush landscapes, and friendly community spirit. Perfectly situated on the stunning Sanibel Island, Southwinds Estates offers residents easy access to pristine beaches, vibrant wildlife, and the enchanting beauty of the Gulf of Mexico.

As you stroll through the winding streets of Southwinds Estates, you'll discover charming single-family homes that blend seamlessly with the natural surroundings. Many of these residences boast spacious layouts, modern amenities, and private outdoor spaces ideal for soaking up the warm Florida sunshine. Whether you’re searching for a cozy retreat or a luxurious family home, Southwinds Estates presents a diverse array of properties to suit your lifestyle.

Beyond the beautiful homes, residents enjoy a wealth of recreational opportunities. The nearby beaches invite you to indulge in sunbathing, shelling, and water sports, while the island's nature trails and parks offer perfect spots for hiking, birdwatching, and exploring the rich local flora and fauna. With a strong sense of community, Southwinds Estates hosts various neighborhood events, bringing neighbors together to celebrate the vibrant culture of Sanibel.

For those considering a move, homes for sale in Southwinds Estates are not just properties; they are gateways to a laid-back lifestyle filled with sunshine, tranquility, and the joys of island living. Embrace the charm of Southwinds Estates and discover your dream home in this idyllic Florida paradise!

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

Start Your Search

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.