Southwinds Estates Real Estate

Welcome to Southwinds Estates, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect place to call home. With its lush landscapes and picturesque surroundings, Southwinds Estates is designed for those who appreciate the beauty of nature while enjoying modern amenities.

As you enter this delightful community, you’ll be greeted by tree-lined streets and beautifully manicured lawns that create a warm and inviting atmosphere. Southwinds Estates features a variety of spacious single-family homes, each thoughtfully designed to cater to diverse lifestyles and preferences. Whether you’re a growing family, a retiree seeking peace, or a young professional, you’ll find the perfect haven here.

One of the standout features of Southwinds Estates is its prime location. Residents enjoy easy access to major highways, making commuting a breeze and providing a quick route to nearby attractions. Just a short drive away, you’ll find stunning beaches, world-class dining, and vibrant shopping options that Florida is known for. Plus, the community is surrounded by excellent schools and recreational facilities, ensuring that families have everything they need right at their fingertips.

For those who love the outdoors, Southwinds Estates offers nearby parks and nature trails, perfect for weekend strolls or family picnics. Experience the best of Florida living in a community that fosters connection and a sense of belonging. Come explore 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

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.