Winding Cypress Naples Homes for Sale

Welcome to the rare opportunity to own the prestigious Stonewater model home in the desirable, amenity filled community of Winding Cypress. This property sits on one of the most beautiful and private waterfronts lots. View spectacular sunsets over a big water lake with a wildlife-rich preserve as a private backdrop. As soon as you walk through the double-door front entrance, your breath will be taken away as you marvel at the grandeur of the open living space highlighted by a 12-foot ceiling accented with built-in trays. The split bedrooms and open living area floorplan is most popular and sought after as it is perfect for large gatherings and entertaining with family and friends while offering a quiet and separate space for guests during the overnights. The primary suite is expansive, big enough for king bed furniture and additional sitting area. The bath area boasts a beautiful walk-in tiled shower, large dual sink vanity, and oversized walk-in closet. The entrance to the two other bedrooms and baths can be closed off from the main living area by pocket doors giving a private feel of additional suites. The chef's kitchen boasts a beautiful quartz center island with sink, upgraded appliances that include a natural gas cook top, double built-in oven, custom cabinets with underside lighting and a huge walk-in pantry. There's also a formal dining area adjacent to kitchen and great room gathering space. Open up the French doors and enjoy the quaintness of your added den, study or office. This is an extra-large space perfect to be set up with your personal wants and needs in mind. Nothing helps out a homeowner more than a three-car garage. This one has a ton of built-in ceiling and wall storage racks for everything imaginable including bicycles. The garage doors are insulated as well as the attic above. As you step outside onto the custom upgraded pavers and look out over the big water lake, you can't help but admire the beautiful saltwater pool with optional integral infinity spa. On the far side of the lake is a stunning and private preserve that speaks to tranquility, relaxation, and peacefulness as you sit in your lanai, swim in your pool, or unwind in your spa. Winding Cypress is a well-designed community of over 1200 acres total with 850 acres of green space. It is amenity rich to include a resident's only full-scale restaurant, pickleball, tennis, & bocce courts, a spectacular community pool and clubhouse, awesome fitness center, dog park, community garden, boardwalk nature trail, and a full-time activities program that offers something for everyone on a weekly, regular basis. Located just 15 minutes to the beaches of Marco Island and 20 minutes to restaurants and shoppes in Olde Naples.

Helen Mikhailova

AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Five Star Real Estate Agent 2020-2022 Award

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 217-6283

Website: https://www.realtyofnaples.com

Bio: Helen Mikhailova is a highly accomplished Real Estate Broker with a Graduate Real Estate Institute (GRI) designation, a Luxury Home Marketing Specialist certification, and a newly earned Residential Interior Designer Certification. Fluent in English, Ukrainian, and Russian, Helen's multilingual abilities, business acumen, and global travel experience make her an exceptional choice for clients from diverse backgrounds.
Since 2005, Helen has called Naples home and has been helping clients navigate the real estate market since 2011. Her 14+ years of experience in real estate have equipped her with the expertise and insight to guide clients through every stage of the buying or selling process.
With a Master’s Degree in Mathematics, Helen brings a unique analytical perspective to real estate, ensuring clients receive informed, data-driven guidance. Her dedication to excellence has earned her recognition as a 5-star Agent from 2020 to 2023, and again in 2025, a testament to her commitment to client satisfaction and outstanding results.
"I love working with people and seeing their joy when a deal closes. Real estate allows me to connect with individuals, build meaningful relationships, and help them achieve their goals. Every day is different, exciting, and rewarding—it’s why I love what I do."
Helen’s deep knowledge of Naples and its unique communities comes from nearly two decades of living in the area. Her extensive travels enable her to confidently compare Naples to some of the world’s finest destinations. "Naples is one of the most sophisticated, attractive, and relaxing towns I’ve ever experienced. I am proud to call it my home and to help others do the same."
Helen specializes in creating stress-free, enjoyable real estate experiences for her clients. Whether working with locals or newcomers to sunny Florida, she excels at making the process seamless and satisfying.
"Through clear communication and a personalized approach, I help my clients turn their vision of living in beautiful, sunny Naples into reality."

CONTACT / REQUEST APPOINTMENT:

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This property is courtesy of William Raveis Real Estate.

*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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