Sophisticated Villa Living in Winding Cypress – OVER 100K In SAFTEY AND SECURITY UPGRADES! Priced to Sell and FULLY FURNISHED. An extraordinary opportunity awaits in the highly sought-after Winding Cypress community—this impeccably upgraded 3-bedroom, 2-bathroom villa is set on the largest homesite in the neighborhood, offering both privacy and an expansive outdoor retreat. Thoughtfully enhanced with luxury upgrades and high-end finishes, this residence is a rare find, now priced competitively for discerning buyers seeking exceptional value. From the moment you step inside, you’ll appreciate the seamless open-concept design, accentuated by elegant crown molding and designer window treatments. The chef’s kitchen features stunning granite countertops, a specialty tile backsplash, and a well-appointed summer kitchen with a Paradise Grill, bar seating, refrigerator, and a 5-year transferable warranty—perfect for effortless entertaining. The home is designed for both comfort and peace of mind, featuring an integrated whole-house backup generator, carbon monoxide detectors, an advanced security system with perimeter cameras and video doorbell, electronic front door lock, and accordion shutters on all windows. The extended, screened-in lanai—complete with ceiling fans, lighting, and electronic roll-down hurricane/security shutters—invites you to unwind in a serene outdoor sanctuary. Additional premium upgrades include a brand-new state-of-the-art extra-large capacity washer/dryer (2024) with a 5-year transferable warranty, epoxy-coated garage flooring and custom storage system (2024), split-fin garage A/C (2024) for year-round climate control, garage door and attic insulation (2024) for enhanced energy efficiency, and lush upgraded landscaping and exterior lighting for impeccable curb appeal. Resort-style living is at your doorstep with access to Winding Cypress’ world-class amenities, including a 5-star clubhouse with dining, resort and lap pools, a jacuzzi, fitness center, tennis, pickleball, bocce courts, a dog park, and more. This is a rare chance to own a premier villa in one of the area’s most coveted communities—offered at an exceptional value for those ready to make it their own. Schedule your private tour today and experience the elegance, comfort, and convenience of this one-of-a-kind residence.

Now being offered FURNISHED! Welcome to this meticulous light and bright two bedroom plus den, two bathroom property located in the preserve style, amenity rich community of Winding Cypress. Featuring stainless steel appliances, roomy kitchen, in residence laundry room with newer washer and dryer, screened in lanai, and open floor plan this home has multiple indoor and outdoor spaces for entertaining guests and hosting family. Pet parents rejoice as Winding Cypress offers a dog park and various walking paths for your fur babies to enjoy in addition to the manicured back yard. A plethora of amenities ensures there’s something for everyone, with a resort style pool, attended fitness center, restaurant, five tennis courts, four bocce ball courts, four pickleball courts, and a packed social calendar to name a few. Conveniently located between iconic Marco Island and historic downtown Naples, the dining and shopping opportunities at your fingertips are endless. PRICED TO SELL!

This beautiful Winding Cypress Serenity Villa home offers 1,554 sq. ft. of comfort with 2 bedroom plus den, 2 bathrooms, screened lanai, and a 2-car garage. It features multiple quality upgrades including stainless appliances with both gas and electric connectivity for the stove, 22" porcelain tile on the diagonal throughout, plantation shutters, Quartz countertops in kitchen and bathrooms, den with French doors, and much more. The full list of upgrades is in supplements. Located near downtown Naples and Marco Island, the community features a clubhouse with a resort style pool, spa, state of the art fitness room, restaurant, tennis, bocce and pickleball. Shopping and restaurants are nearby. The 800+ acre preserve with a boardwalk adds to the outdoor appeal. Ideal for those seeking a stylish home in a prime location.

Absolutely the best deal on a 2 bedroom plus den with French doors, 2 baths, 2 car garage attached villa with your own POOL in Winding Cypress. You better Hurry. Furniture negotiable too, move right in for season, nicely furnished. What's Special: *Open floor plan *Epoxy garage floor *Granite countertops *3 ft. bathroom countertops *Remote controlled garage screen *Remote controlled hurricane shutters on the lanai *California Closets in all bedrooms *Pool. Den can be converted to a 3rd bedroom too. Come see this beautifully designed pool home boasting of an inviting open floor plan, perfect for entertaining and family living. The kitchen highlights its elegant backsplash and granite countertops that provide both beauty and durability. Each bathroom has been designed with 3 ft. of countertops for added space and comfort. California Closet's custom-design can be found in each closet to maximize storage and organization throughout. The home has also been designed with 8' doors, adding to the modern, airy feel. The garage is finished with epoxy flooring and comes with remote controlled garage screen for added ventilation and convenience. Step out to the back lanai where you will find remote controlled weather/hurricane shutters for those rainy afternoons or storm seasons, giving you peace of mind. Enjoy the private pool. perfect for relaxation and entertainment. The home has been smoke-free and pet-free, ensuring a clean, fresh environment for the next owners. With thoughtful upgrades and premium features, this home is ready to welcome you. Winding Cypress includes: *Over 800 acres *Natural preserve *Nature trails *Dog park, *Low HOA *Clubhouse activity room *Fitness center *Heated resort-style pool *White sandy lounge area *Bar and grill *Library *Catering kitchen *Tennis and pickleball courts *Natural gas *15 minutes from 5th Ave. *20 minutes from Marco Island *Major shopping brands 5 minutes away.

Welcome to your dream home in the heart of one of Naples' most sought-after communities! This stunning FRONT entrance Cressida villa offers the perfect blend of comfort, style, and convenience. Featuring two spacious bedrooms, two full baths, and a versatile den/flex room that can be used as an in-home office or guest area. The open concept living/dining space includes a custom-built dry bar/coffee station, light tile flooring, and sliders that open to a private screened lanai. The covered lanai area is plumbed for an outdoor kitchen, allowing you to create the perfect space for entertaining. Winding Cypress offers a plethora of activities to enjoy the Florida lifestyle.

Tucked Away Treasure in Winding Cypress- Step into a slice of serenity with this charming attached villa, nestled in one of the most peaceful corners of Naples. Unlike the typical coastal designs so common in the area, this home offers a more rustic warmth—perfect for those who appreciate natural textures, cozy finishes, and a relaxed, grounded lifestyle. With 2 bedrooms, a versatile den, 2 full bathrooms, and a 2-car garage, this villa checks all the boxes for comfort and functionality. The open layout is inviting yet intimate, ideal for both quiet evenings and casual entertaining. The kitchen is equipped with natural gas—a rare find that’s perfect for those who love to cook and value energy efficiency. Step outside to the screened-in lanai where mornings are best spent with coffee in hand, surrounded by the sounds of nature and a view of your private backyard oasis. An extended outdoor patio provides the perfect space to unwind under the stars. Located within the gated, master-planned community of Winding Cypress, this home offers so much more than just a beautiful space—it’s part of a vibrant lifestyle. Developed by Divosta Homes and surrounded by over 800 acres of natural preserves and 80 acres of lakes, Winding Cypress is a nature lover’s dream, tucked beside the Picayune Strand Forest. Residents enjoy top-tier amenities including the Shady Palm Café, a stunning resort-style waterfall pool, clubhouse, fitness center, tennis, bocce, and pickleball courts, and scenic walking trails. Plus, you’re just minutes from shopping and dining at Tamiami Crossing and Freedom Square. If you’ve been waiting for a home that feels like a true escape—but still close to it all—7642 Jacaranda Ln is calling.

Don’t miss this exceptional opportunity to own an upgraded Cressida villa in the sought-after community of Winding Cypress! This front-entry home lives like a single-family residence, offering 2 bedrooms + den, 2 bathrooms, a 2-car garage, and a stunning expanded patio with extra covered space—more than most villas. Inside, enjoy luxury upgrades including white cabinetry, quartz countertops, crown molding, and more. The outdoor space is equally impressive, featuring a built-in hood for effortless grilling and gorgeous mature landscaping. 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 a dog park for your furry friend. This pet-friendly community allows rentals, has low fees, and boasts a prime location—central to Marco Island, 5th Avenue, and I-75.