Winding Cypress Homes with Bedroom on Main Level Interior

Winding Cypress Homes with Bedroom on Main Level Interior

Welcome to Winding Cypress, an exquisite community nestled in the heart of Naples, Florida, within the picturesque Collier County. This stunning development offers a harmonious blend of luxury living and natural beauty, perfect for those seeking a serene yet vibrant lifestyle.

Winding Cypress is designed with the modern homeowner in mind, featuring an array of beautifully crafted homes that emphasize comfort and convenience. One of the standout features of these residences is the thoughtfully designed floor plans that include bedrooms on the main level. This design choice not only enhances accessibility but also provides a sense of ease and practicality for families, retirees, or anyone who values single-level living.

As you explore the community, you’ll find an array of amenities that cater to an active lifestyle. From resort-style pools and fitness centers to scenic walking trails and social gathering spaces, Winding Cypress promotes a sense of community and connection among its residents. The lush landscaping and serene lakes create a tranquil backdrop, making it easy to unwind after a long day.

Located just a short drive from Naples’ stunning beaches, world-class dining, and upscale shopping, Winding Cypress offers the perfect balance of relaxation and excitement. Whether you’re enjoying a quiet evening on your patio or hosting friends for a weekend barbecue, this community is designed to enhance your quality of life.

Discover the charm of Winding Cypress, where your dream home awaits in the heart of Naples, Florida. Experience the best of Florida living, with homes that truly feel like a retreat.

Newest Winding Cypress Homes with Bedroom on Main Level Interior

3 Beds ⋅ 2 Baths ⋅ 226027255 MLS

Beautifully upgraded 2021 Mystique model in desirable Phase 3 of Winding Cypress! this 3-bedroom =den home features a custom built in entertainment center with designer gas fireplace ,built in bar, whole-house generator, storm screens, decorative stone exterior, landscape uplighting, and more. the open floor plan with zero corner sliding doors is perfect for entertaining while the private preserve-view lanai offers a peaceful outdoor retreat. This lot will not accomidate a pool. A truly move-in-ready home that combines luxury comfort and Florida living at its finest. Enjoy all the rich filled amenities that Winding Cypress has to offer and all a short drive to beaches and downtown Naples

6820 Winding Cypress Drive, Naples

4 Beds ⋅ 5 Baths ⋅ 226024563 MLS

Welcome to one of the most prestigious, stately, and expansive offerings throughout the entire, always-desirable community of Winding Cypress. This exclusive Stonewater Model, with a full 2nd floor of living space, is a DiVosta Builder's flagship luxury home and a very rare find. This property sits on the most exceptional 1/4 acre lot with a spectacular large lake view and full preserve backdrop across the water. Quiet, serene privacy is what you should expect all day long, especially as you witness the incredible early morning sunrises. As soon as you enter the home's grand 2 story foyer via the front double doors, you can't help but notice the opulent main gathering area highlighted by soaring 13 foot ceilings with stylish tray surrounds. With luxury detail, convenience features, and ownership peace of mind everywhere you look, this property has it all. The waterfront, 4+ bedroom, 4 1/2 bath, and 3 car garage with 4 foot extension residence is loaded with custom upgrades. Builder and owner added features include: HURRICANE RESISTANT/IMPACT WINDOWS DOORS & SLIDERS, WHOLE HOUSE GENERATOR, HEATED BUILT-IN POOL W/INTEGRAL SPA, CUSTOM KITCHEN CABINETS W/ABOVE & UNDER CABINET LIGHTING, QUARTZ COUNTERTOPS, UPGRADED APPLIANCE PACKAGE, WALK-IN PANTRY, UPGRADED LANAI W/PICTURE WINDOW SCREEN, HURRICANE RESISTANT ELECTRIC SHADES, POOL BATH, POOL STORAGE ROOM & SUMMER KITCHEN, CUSTOM PLANK TILE THROUGHOUT ENTIRE 1ST FLOOR, EXPANSIVE OWNER'S SUITE W/SITTING AREA, TRAY CEILING, FRENCH DOORS TO HUGE OWNER'S BATH W/DUAL VANITY, EXTENDED WALK-IN SHOWER, MAKEUP VANITY, LARGE WALK-IN CLOSET, BREAKFAST AREA W/CABINETS & BEVERAGE COOLER, DESIREABLE OPEN FIRST FLOOR GATHERING SPACE W/SPECTACULAR HIGH CEILINGS ENCOMPASSING GREAT ROOM, DINING AREA, KITCHEN & BREAKFAST NOOK, GLASS WALL OF DOUBLE SLIDERS THAT OPENS OUT TO LANAI & OUTDOOR LIVING SPACE, UPGRADED LIGHTING AND PLUMBING FIXTURES, 2 OTHER DOWNSTAIRS BEDROOMS CONVERT TO ENSUITES, LAUNDRY CENTER W/CABINETS & CUSTOM TUB, EXPANSIVE 2ND FLOOR LIVING SPACE INCLUDING THE 4TH BEDROOM & FULL BATHROOM, HUGE THEATER/MEDIA ROOM SPACE W/ ADDITIONAL SITTING AREA & WALK-IN CLOSET, BONUS ADDED DEN/OFFICE W/FRENCH DOORS, DUAL ZONED COOLING/HEATING W/2 HVAC UNITS, DESIRABLE 3 CAR EXTENDED GARAGE WITH RUBBER TILE FLOORING & 6 CEILING MOUNTED STORAGE RACKS. Winding Cypress is a most sought after, newer gated community renowned for it's amazing amenities at a great value. Of the total 1250 acres making up the community, Winding Cypress boasts over 825 acres of green space, mature landscape, lakes and preserve. Conveniently located just 15 minutes to downtown Olde Naples, 10 minutes to Marco Island, and 10 minutes to I75, you are close to the best beaches, dining, and boutique shopping that Southwest Florida has to offer.

7759 Winding Cypress Drive, Naples

3 Beds ⋅ 2 Baths ⋅ 226024508 MLS

Welcome to your private paradise in the highly sought-after, resort-style community of Winding Cypress! This TURNKEY FURNISHED true 3-bedroom, 2-bathroom villa offers the ultimate blend of luxury, comfort, and effortless living is move-in ready for your immediate enjoyment. The 2-car attached garage—complete with convenient overhead storage racks and additional utility sink—offer great convenience. Discover a bright, open-concept living space featuring seamless tile flooring throughout. The spacious great room flows effortlessly into your own private outdoor oasis. The enlarged screened lanai offers you enjoyment of a private pool and outdoor grill kitchen, located on a exceptionally private lot that offers a serene, peaceful retreat for relaxation or entertaining. The owner’s suite serves as a tranquil escape, boasting elegant tray ceilings and an ensuite bath complete with a dual-sink vanity, a walk-in shower, a linen closet, and a generous walk-in closet. Two additional bedrooms provide ample space and privacy for visitors and guests. Key upgrades and features include: Brand-NEW HVAC Unit for year-round comfort and energy efficiency. Storm Smart ELECTRIC STORM SHUTTERS on the rear lanai. ACCORDION SHUTTERS on all exterior windows for ultimate peace of mind and storm protection. Winding Cypress is renowned for its world-class amenities, including a resort-style pool, a resident-only restaurant, pickleball, tennis, bocce, a state-of-the-art fitness center, two dog parks, and a vibrant social calendar. Perfectly positioned just minutes from the award-winning beaches of both Naples and Marco Island, as well as shopping, dining, and entertainment, this property is an ideal choice for a full-time residence, a seasonal retreat, or a savvy investment option. Don't miss this rare opportunity to live the Florida dream!

7156 Live Oak Drive, Naples

3 Beds ⋅ 2 Baths ⋅ 226022635 MLS

This meticulously maintained Mystique features 3 bedrooms + den, 2 bathrooms, 2 car garage with a pool and spa overlooking a lake! This home is situated on a spacious corner lot making it ideal for privacy while maintaining a stunning lake view. The turnkey designer furnishings have hardly been used and it's a pet free home. Outside the private oasis features a spa with waterfall, plenty of covered seating areas, and a top of the line outdoor kitchen. Recent updates include an upgraded 400 BTU pool heater (heats up pool quicker), new pool pump, and updated outdoor grill components. While located in the newest section of Winding Cypress - it is in a quiet location with convenient access to both gates. Winding Cypress is a natural gas community with resort-style amenities! Dine at Shady Palm, the onsite restaurant, or enjoy pickleball, bocce, tennis, a state-of-the-art fitness center, a resort-style pool, a community garden, and even 2 dog parks for your furry friend. This pet-friendly community allows rentals, has low fees, and boasts a prime location—convenient to Marco Island, 5th Avenue, and I-75.

6727 Pennyroyal Drive, Naples

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Javier Diaz | Team Leader

Javier Diaz is a top-performing real estate team leader with Maxrev, helping buyers, sellers, investors, and relocating families achieve their real estate goals throughout Cape Coral, Fort Myers, North Fort Myers, Sanibel, Estero, Bonita Springs, Naples, and the surrounding Southwest Florida communities. Having called Southwest Florida home since 1994, Javier combines nearly three decades of local knowledge with a unique financial background. Before launching his successful real estate career, he owned and operated mortgage brokerage businesses in Cape Coral and Lehigh Acres for more than 10 years, giving his clients a distinct advantage when it comes to understanding both the financing and investment sides of real estate. Javier specializes in new construction homes, investment properties, luxury market, gated communities, and relocation services. Whether helping a family find their dream home, guiding newcomers to the area, or assisting investors in building wealth through real estate, he is known for providing honest advice, strategic guidance, and exceptional service from start to finish. His commitment to excellence earned him recognition as one of the Top 500 Real Estate Agents in Lee County, a reflection of the trust his clients place in him and the results he consistently delivers. When he's not helping clients make their next move, Javier enjoys staying active on the pickleball court, golf course, and softball field. He is happily married and blessed with a wonderful blended family that includes four children and three grandchildren who keep life exciting and rewarding. With deep local roots, extensive industry experience, and a passion for helping people succeed, Javier Diaz is dedicated to "going the extra mile to build relationships" by making every real estate experience count a winning one!

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Amanda Schweer

Amanda Schweer is a dedicated real estate agent proudly serving buyers and sellers throughout Southwest Florida, with a focus on Cape Coral and the surrounding communities. After relocating to the area in 2022, Amanda quickly fell in love with the Southwest Florida lifestyle and is passionate about helping others find a place they can truly call home. As a mother of one, she understands that buying or selling a home is one of life’s biggest decisions. Amanda is committed to providing honest communication, personalized service, and expert guidance every step of the way. Whether you’re buying your first home, relocating, selling, or investing, Amanda is dedicated to making your real estate experience as smooth and stress-free as possible.

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Jim Higgins

With more than 25 years of experience in retail sales and customer service, I've built my career around earning trust, developing lasting relationships, and helping people make confident decisions. Today, as a Real Estate Sales Associate, I bring that same client-first approach to helping buyers and sellers throughout Southwest Florida. My wife, our two teenage children, and I chose to make Southwest Florida our home, giving me a firsthand understanding of the excitement and challenges that come with relocating. We quickly fell in love with the area's beautiful beaches, welcoming communities, and exceptional quality of life, and I'm passionate about helping others discover everything this incredible region has to offer.

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