Winding Cypress Homes with Yes Pets

Welcome to Winding Cypress, a picturesque neighborhood nestled in the heart of Naples, Florida, within the scenic Collier County. This charming community is not just a place to live, but a lifestyle that embraces the beauty of nature and the warmth of a close-knit community. Winding Cypress offers a unique blend of serene landscapes, modern amenities, and a vibrant social atmosphere, making it an ideal choice for families, retirees, and everyone in between.

As you stroll through the winding paths of this neighborhood, you’ll be greeted by lush greenery and stunning lakes, creating a tranquil environment that’s perfect for outdoor enthusiasts. The community is designed with a focus on sustainability and nature, featuring an array of amenities including a resort-style pool, fitness center, and scenic walking trails. Residents often gather at the clubhouse for social events, fostering connections and friendships that enhance the community spirit.

For pet lovers, Winding Cypress is a dream come true—this is a pet-friendly neighborhood where your furry friends are not just welcomed, but embraced. With ample green spaces and nearby parks, your pets will have plenty of room to roam and play.

Whether you’re looking for a cozy single-family home or a spacious villa, Winding Cypress offers a variety of beautiful homes that cater to diverse tastes and lifestyles. Experience the charm of Naples living in a community that truly feels like home. Come discover Winding Cypress, where every day feels like a vacation!

Newest Winding Cypress Homes with Yes Pets

$579,000

2 Beds ⋅ 2 Baths ⋅ 226035971 MLS

**Motivated sellers!! This freshly painted, light-filled attached villa in Winding Cypress features two bedrooms plus a den with easy conversion to a third bedroom, two full bathrooms, and a two-car garage. An open floor plan, bright kitchen with stainless-steel Whirlpool appliances, granite counters and an in-residence laundry room with a newer washer and dryer make everyday living comfortable. A newly screened lanai overlooks a very private backyard, creating a relaxing setting.Winding Cypress offers an exceptional collection of resort amenities, including a resort-style pool and spa, poolside restaurant, attended fitness center, yoga lawn, outdoor fireplace, five tennis courts, eight pickleball courts, and four bocce courts. Explore the nature boardwalk and walking paths, community garden,visit the covered dog park, or enjoy an active calendar of social events. This home has 100% hurricane coverage. Conveniently located between downtown Naples and Marco Island, this home provides easy access to white-sand beaches, Fifth Avenue shopping and dining, and I-75. Make the Southwest Florida lifestyle your own. Furnishings negotiable!

7602 Jacaranda LN, Naples

$1,295,000

3 Beds ⋅ 3 Baths ⋅ 226027501 MLS

PRICED TO SELL! Discover exceptional value in one of Naples’ most desirable lifestyle communities, Winding Cypress. Ideally situated on an oversized preserve lot with peaceful pond views, this beautifully maintained Pinnacle floor plan offers over 2,500 square feet of living space with 3 spacious bedrooms, 3 full bathrooms, and a versatile den. Built in 2020, this move-in-ready residence combines elegant finishes, thoughtful upgrades, and outstanding indoor-outdoor living. The expansive outdoor area features a large picture-window screened lanai, gas-heated saltwater pool and spa, custom outdoor kitchen, and generous brick-paver lanai with a covered entertaining area—perfect for enjoying the Naples lifestyle year-round. A newly installed electric hurricane screen provides additional protection and convenience. The home is equipped with whole-house hurricane shutters, a whole-house generator capable of supporting the pool and spa, and an oversized 3-car garage with epoxy flooring and hurricane-rated, insulated garage doors. Additional attic insulation and a separate garage A/C system provide the option for climate-controlled storage or workspace. The beautifully appointed kitchen features white quartz countertops, premium stainless steel appliances, a gas cooktop, and a beverage refrigerator. The spacious primary suite offers exceptional organization with a custom California Closets design, while the custom pantry provides additional storage and functionality. Beyond the residence, Winding Cypress offers an exceptional resort-style lifestyle. The impressive clubhouse features a heated resort pool and spa, poolside dining at The Shady Palm, state-of-the-art fitness center, library, and elegant gathering rooms. Residents also enjoy tennis and pickleball courts, bocce, dog parks, a community garden, and scenic walking and nature trails. Beautifully maintained grounds and a welcoming atmosphere create a true sense of community, all while being conveniently located near the best of Naples. Located in an X flood zone, with no flood insurance required, this exceptional home offers the perfect combination of luxury, privacy, recreation, and peace of mind. Priced to sell and offering tremendous value, this is an opportunity to own a beautifully upgraded home in one of Naples’ premier communities.

6907 Cocoplum ST, Naples

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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.