Southwind Subdivision Real Estate

Southwind Subdivision Real Estate

Welcome to Southwind Subdivision, a hidden gem nestled in the heart of Fort Myers, Florida. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Southwind is designed to foster a sense of belonging while providing residents with the amenities they desire.

The Southwind Subdivision boasts a variety of beautifully designed homes that cater to diverse lifestyles and preferences. From spacious single-family residences to cozy townhomes, each property is thoughtfully constructed with modern finishes and energy-efficient features. The neighborhood is adorned with tree-lined streets, inviting parks, and vibrant gardens that create a serene environment for leisurely strolls and outdoor activities.

Location is key, and Southwind Subdivision is perfectly situated near Fort Myers’ best attractions. Residents enjoy easy access to pristine beaches, world-class dining, and shopping centers, ensuring that everything you need is just a short drive away. The nearby Caloosahatchee River offers opportunities for boating and fishing, while the lush nature preserves provide a backdrop for hiking and wildlife observation.

Families will appreciate the proximity to highly-rated schools, making Southwind an excellent choice for those looking to settle down. With a strong sense of community and a host of recreational activities, Southwind Subdivision is more than just a neighborhood; it’s a lifestyle. Come discover your dream home in this vibrant community where comfort meets convenience in sunny Fort Myers, Florida!

Newest Listings in Southwind Subdivision

3 Beds ⋅ 2 Baths ⋅ 2026032754 MLS

Welcome to your dream home in the heart of paradise! This stunning single-family POOL (with heater) home boasts 3 bedrooms, 2 bathrooms, and a 2-car garage, perfect for families or those who love to entertain. Step inside and be greeted by the luxurious tile flooring and upgraded kitchen with soft close cabinets. Kitchen also features sleek Bosch stainless steel appliances and level 5 granite countertops. The newly renovated guest bathroom adds a touch of modern elegance, while the primary suite offers a spa-like bathroom and spacious walk-in closets. The Living Room, Kitchen & Primary Bathroom has been upgraded with Decorative Italian Travertine stone. A Culligan Water Softener System has been installed for the entire home. But the real showstopper of this home is the large screened-in lanai with a private in-ground pool, perfect for enjoying the warm Florida sunshine year-round. Imagine hosting summer barbecues or relaxing with a cocktail in the evenings in this serene outdoor oasis. Lanai area also offers an enclosed area used as a home office that overlooks the pool and landscaped areas. With the tile roof being replaced in 2022, you can rest easy knowing your home is not only beautiful but also well-maintained. Located just minutes away from Sanibel, Captiva, Fort Myers Beach, and Bonita Beach, this home offers the perfect blend of convenience and luxury. The community is within minutes to the international airport, fine dining, Barbara B Mann Performing Arts Hall, vibrant downtown night life and great shopping. Don't miss your chance to own this slice of paradise - schedule a showing today and make this dream home yours!

8596 Southwind Bay Circle, Fort Myers

3 Beds ⋅ 2 Baths ⋅ 2026030753 MLS

Welcome home to this beautiful 3-bedroom, 2-bath residence, where comfort, style, and the best of Florida living come together. Nestled in a peaceful setting with a lush, tropical backyard, this home features a sparkling pool and spa overlooking a private oasis—perfect for relaxing or entertaining family and friends. Designed to embrace the indoor-outdoor lifestyle, the spacious covered *South Facing* lanai flows seamlessly to the pool, spa, and expansive sun deck, creating the best 4 season retreat. The pool has been thoughtfully upgraded with new solar and electric heating, color-changing LED lighting, and full wireless connectivity, allowing you to control all pool equipment from virtually anywhere. A charming paver walkway with a fountain leads to the elegant glass double-door entry. Inside, you’ll find an open great room floor plan with soaring cathedral ceilings, tile flooring throughout, 8-foot doors, plantation shutters, and pocket sliding glass doors that bring the outdoors in. The bright breakfast nook features a picture window overlooking the tropical landscape, while the well-appointed kitchen offers a large island, premium wood cabinetry with pull-out shelves, granite countertops, and stainless steel appliances. The spacious primary suite is a true retreat with a tray ceiling, crown molding, and a luxurious en-suite bath featuring dual vanities, a soaking tub, and a walk-in shower. Two generously sized guest bedrooms, abundant closet space, and ample storage provide comfort and convenience for family and guests alike. Recent updates include a new tile roof (2023), HVAC system (2021), impact-rated garage door, and a pool enclosure with no-see-um screening, a sprinkler system and beautifully landscaped grounds with mature tropical landscaping, fruit-bearing trees, creating your own private Florida paradise. Ideally located just minutes from Sanibel Island, Fort Myers Beach, Lakes Park, shopping, dining, and more, this exceptional home offers the perfect blend of privacy, quality, and convenience. Come experience the Florida lifestyle you’ve been dreaming of.

8348 Southwind Bay Circle, Fort Myers

3 Beds ⋅ 2 Baths ⋅ 2026021125 MLS

Welcome Home to Southwind Preserve, a peaceful, gated community of custom built homes! Step inside to discover an open and airy floor plan with soaring 12-foot ceilings, tile flooring throughout the main living areas, and an abundance of natural light. The heart of the home features granite countertops, updated stainless steel appliances, and ample space for cooking and entertaining. Step outside to your own private oasis, complete with a sparkling pool and spa, and a large screened-in lanai perfect for relaxing or hosting guests year-round. With a southern exposure, you'll enjoy sunshine throughout the day in your backyard retreat. Plus, the roof is only 2 years old for added peace of mind. This home had NO water intrusion from recent storms. Southwind Preserve offers a relaxed lifestyle with exclusive community amenities, including a community pool, fishing pier, and a charming gazebo nestled among serene surroundings - all with low HOA fees! Just minutes from the Sanibel and Fort Myers beach, top-rated shopping, dining, and entertainment, this home is ideal as a full-time residence or a seasonal getaway. Don't miss your chance to experience this hidden gem — Southwind Preserve is the ideal place to call home!

8356 Southwind Bay Circle, Fort Myers

3 Beds ⋅ 2 Baths ⋅ 2026018415 MLS

This home has a fabulous south lake view and, being higher-elevated, is one of only 3 in the community that stayed dry during Hurricane Ian! And the house is totally storm-protected with electric roll-down shutters on the front and rear, with manual roll-down shutters on the sides. The tile roof was totally replaced in 2024. The living room has soaring ceilings and is connected to the open kitchen, which features newly installed Quartz counters, stainless steel appliances, and a built-in wine cooler. All 3 bedrooms have newly installed bamboo wood flooring. The primary bedroom boasts a huge en-suite bath. Both guest bedrooms share a large pool accessible bath. The covered lanai area has a built-in kitchen, and the electric heated pool is surrounded by a new "picture frame" pool cage installed in 2024. The LG front-load washer/dryer is in the laundry room between the kitchen and the 2-car garage, updated with a beautiful non-slip synthetic tile floor. A state-of-the-art PEX plumbing system has a central control panel to isolate any desired water lines. The electric panel is set up for connection to a power generator, and a new water heater has been installed. Located off Winkler Road, and past The Golf Club at Crown Colony, where non-resident golf memberships are available.

8555 Southwind Bay Circle, Fort Myers

Start Your Search

Kelly O'Connell

Kelly O’Connell, Realtor® – Serving Cape Coral and SWFL With almost a decade of real estate experience and more than 25 years in Sales and Marketing leadership within the Property Management industry, Kelly O’Connell brings a wealth of knowledge and professionalism to every client interaction. Based in Cape Coral, Kelly has built her reputation representing top builders and specializing in new construction homes, helping clients navigate the exciting process of building or buying in one of Florida’s most desirable markets. Her expertise extends beyond new construction to luxury homes, relocations, first-time home buyers, and investment properties, ensuring every client—no matter their goals—receives the same level of attentive, personalized service. Kelly’s approach is founded on building lasting relationships, transparent communication, and always putting her clients first. Her extensive background in property management and marketing gives her a unique perspective on market trends and makes her a trusted advisor throughout every stage of the real estate journey. Whether you’re relocating to Southwest Florida, investing in a vacation property, or building your dream home, Kelly is dedicated to helping you achieve your real estate goals with confidence and care.

Learn More

Jennifer Oravec‑Cottrell

Jennifer Oravec‑Cottrell is a trusted Realtor focused on providing personalized, client‑centered service. With a strong sales background and a commitment to clear communication, Jennifer helps buyers and sellers achieve their real estate goals with confidence. She is known for her professionalism, responsiveness, and dedication to making every transaction as smooth and stress‑free as possible. We can take care of everything you need, from start to close. Your Trusted Southwest Florida Real Estate Experts As local real estate experts, Jennifer & Kelly bring an unmatched depth of knowledge about buying and selling homes in Southwest Florida. Real estate is never one-size-fits-all, and having a trusted advisor with up-to-date market insight makes all the difference. Their expertise ensures you’re informed, confident, and fully supported every step of the way. Find Your Next Home You deserve more than just a home—you deserve the right home. Jennifer & Kelly know Southwest Florida inside and out and will work closely with you to find the perfect property at the right price. From neighborhood amenities and lifestyle considerations to the must-have features on your wish list, they focus on what matters most to you. Sell Your Home with Confidence When it’s time to move, you need professionals who can handle every detail seamlessly. From strategic marketing and professional showings to contract negotiations, financing coordination, inspections, and closing, Jennifer & Kelly manage the entire process from start to finish—ensuring a smooth, stress-free experience and maximum value for your home. Strategic Home Selling Consultation Buyers don’t always see a home the way sellers do—and that’s where expert guidance matters. Jennifer & Kelly provide tailored recommendations to position your home for its ideal audience, helping it stand out, attract strong offers, and achieve top dollar. Whether you’re buying, selling, relocating, or investing, Jennifer & Kelly are committed to delivering personalized service, clear communication, and exceptional results. Let’s get you moving—with confidence and care.

Learn More

Browse Southwind Subdivision Homes by Exterior