Southwinds Estates Homes for Sale

Welcome to Southwinds Estates, a hidden gem nestled in the picturesque city of Sanibel, Florida. This enchanting subdivision is perfectly situated in Lee County, where the sun-drenched beaches and lush landscapes create an idyllic backdrop for your dream home. Southwinds Estates is renowned for its tranquil atmosphere, friendly community, and proximity to some of the most beautiful natural wonders that Sanibel has to offer.

As you explore the homes for sale in Southwinds Estates, you'll discover a delightful array of architectural styles and designs that cater to various tastes and preferences. From charming single-family residences to elegant modern homes, each property is thoughtfully crafted to provide comfort and style. Many homes boast spacious layouts, private gardens, and outdoor living spaces that invite you to soak in the serene surroundings.

Living in Southwinds Estates means embracing a lifestyle filled with outdoor adventures and leisure activities. Residents can take advantage of nearby pristine beaches, nature trails, and wildlife refuges, making it a paradise for nature lovers and outdoor enthusiasts alike. Additionally, the community is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a stone's throw away.

Whether you're seeking a permanent residence or a vacation retreat, Southwinds Estates offers an unparalleled opportunity to experience the best of Sanibel living. Don't miss out on the chance to call this charming subdivision home—explore the available homes for sale today and start your journey toward a vibrant and fulfilling lifestyle in Southwinds Estates!

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.