Southwinds Estates Real Estate

Welcome to Southwinds Estates, a hidden gem nestled in the heart of Florida, where tranquility meets vibrant community living. This charming neighborhood is known for its picturesque landscapes, friendly residents, and a strong sense of community that makes it an ideal place to call home.

Southwinds Estates boasts beautifully manicured lawns and a variety of architectural styles that cater to diverse tastes. Whether you're seeking a cozy single-family home or a spacious estate, you'll find a range of options that fit your lifestyle. The serene atmosphere is complemented by lush greenery and scenic walking trails, perfect for morning strolls or evening jogs.

Families will appreciate the proximity to top-rated schools, making Southwinds Estates a great choice for those with children. Additionally, the community is conveniently located near shopping centers, dining options, and recreational facilities. Enjoy a weekend at the nearby parks or indulge in local eateries that showcase the rich culinary diversity of Florida.

For outdoor enthusiasts, Southwinds Estates is just a short drive from stunning beaches and nature reserves, offering ample opportunities for boating, fishing, and soaking up the sun. The neighborhood's strategic location provides easy access to major highways, ensuring that you're never far from the excitement of nearby cities while still enjoying the peace of suburban living.

Whether you're looking to settle down or invest in a vacation home, Southwinds Estates offers a delightful blend of comfort, convenience, and community spirit. Come discover the charm of Southwinds Estates—where your dream home awaits!

Newest Listings in Southwinds Estates

$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.