Winding Cypress Homes for Sale
Winding Cypress Homes for Sale

Winding Cypress is a beautiful gated community located in the highly sought-after Naples, Florida. With its lush landscaping, scenic lakes, and abundant amenities, this community has become a popular destination for those seeking a luxurious lifestyle. In this blog post, we will explore the various aspects and advantages of owning real estate at Winding Cypress.

Discover Your Dream Home in Winding Cypress, Naples

Welcome to our exclusive guide on Winding Cypress homes for sale in the picturesque city of Naples, Florida. Whether you’re looking for a serene retirement retreat or a family-friendly haven, Winding Cypress offers a diverse range of homes to suit your lifestyle. As your local real estate experts, we are here to provide valuable insights and guide you through the home-buying process.

Why Choose Winding Cypress:

Beyond the beautiful homes, Winding Cypress boasts a vibrant community with resort-style amenities. From the state-of-the-art fitness center to the sparkling pools and social gathering spaces, residents enjoy a lifestyle that combines luxury and leisure.

Below you will find a map and current listing for all of the homes for sale on Winding Cypress in Naples.

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13 listings match your search criteria.
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  • Fewest Beds
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  • Most Baths
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  • Older Built
Active
6932 Cocoplum St   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2515Sq Ft
  • 2019Year Built
$1,775,000

Active
6909 Winding Cypress Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2522Sq Ft
  • 2019Year Built
$1,600,000

Active
7415 Chenille Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2532Sq Ft
  • 2016Year Built
$1,375,000

Active
7493 Winding Cypress Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2914Sq Ft
  • 2020Year Built
$1,300,000

Active
7592 Winding Cypress Dr   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 2159Sq Ft
  • 2021Year Built
$1,050,000

Active
7467 Blackberry Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2198Sq Ft
  • 2017Year Built
$899,900

Active
7247 Live Oak Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1910Sq Ft
  • 2015Year Built
$789,000

Active
7248 Live Oak Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1685Sq Ft
  • 2016Year Built
$745,900

Active
7267 Live Oak Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2230Sq Ft
  • 2015Year Built
$725,000

Active
7113 Live Oak Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$687,000

Active
7574 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$625,000

Active
7579 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$615,000

Active
7602 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2017Year Built
$609,900

No results found

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  • 10 per page
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  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

 

Winding Cypress Neighborhood Features

A Plethora of Amenities

One of the standout features of Winding Cypress is its vast array of amenities. The community boasts an 18-hole championship golf course, state-of-the-art fitness center, clubhouse, and tennis courts. Residents can enjoy casual lounging by the pool, practicing their swing on the driving range, or indulging in a spa treatment at the on-site spa and wellness center. Additionally, Winding Cypress features walking and biking trails, providing opportunities for outdoor activities and exercise.

Security and Maintenance-Free Living

Providing a secure and comfortable living environment is of utmost importance at Winding Cypress. The community features state-of-the-art security features, including guarded gate access and controlled access to the property and facilities. Residents can relax and enjoy a maintenance-free lifestyle, as the community takes care of landscaping, exterior maintenance, and common area upkeep.

Winding Cypress Location

Winding Cypress is situated in an ideal location, providing residents with easy access to major highways, shopping, dining, and entertainment options. The community is bordered by the renowned 5th Avenue South, known for its world-class shopping and dining experiences. Additionally, Winding Cypress is just a short drive away from beautiful beaches, pristine golf courses, and nature preserves.

Education Opportunities

Winding Cypress is in close proximity to excellent educational institutions, making it an ideal location for families with young children or those who seek higher education opportunities. The community is within close proximity to renowned schools, both public and private, as well as colleges and universities.

Winding Cypress Home Options

Luxurious Homes and Estate Properties

Winding Cypress offers a selection of luxurious homes and estate properties, each meticulously designed to reflect the highest standards of quality and craftsmanship. The properties feature spacious floor plans, elegant architecture, and high-end finishes. Residents enjoy breathtaking views of lakes, preserves, or golf course vistas, creating a sense of serenity and tranquility.

Investment Potential

Investing in real estate at Winding Cypress offers great potential for long-term value appreciation. Naples has consistently been ranked among the most attractive and desirable real estate markets in the United States. With its favorable climate, scenic landscapes, and affluent population, Winding Cypress represents a prime investment opportunity for those seeking a secure and profitable investment.

Winding Cypress offers a luxurious and highly desirable living experience in the heart of Naples, Florida. The community’s prime location, luxurious homes, extensive amenities, and maintenance free lifestyle make it an ideal place to call home. Whether you’re looking for a primary residence, a vacation home, or an investment opportunity, Winding Cypress offers an exceptional opportunity to enjoy the best of Naples living.

FAQs About Winding Cypress Homes for Sale

How much is Winding Cypress HOA?

The Winding Cypress community is known for its exceptional amenities and well-maintained facilities. The HOA fees typically cover landscaping, security, and access to the clubhouse and recreational areas. For specific details on the current HOA fees, please contact us directly.

What are the types of floorplans at Winding Cypress?

Winding Cypress offers a variety of thoughtfully designed floorplans to cater to different preferences and needs. From cozy single-family homes to spacious villas, you’ll find options that blend luxury with functionality. Explore the diverse floorplans to discover the one that suits your lifestyle best.


Personalized Guidance by Kevin Bartlett

For personalized assistance in finding your ideal Winding Cypress home, reach out to Kevin Bartlett, your trusted Naples real estate expert. With years of experience in the local market, Kevin can help you navigate the real estate landscape and make informed decisions.Discover the Winding Cypress lifestyle with us!


Contact Kevin Bartlett

Explore the enchanting Winding Cypress community and discover the perfect home for your Naples lifestyle. Contact us today for expert guidance and exclusive listings. Your dream home awaits in Winding Cypress!

đź“ž Phone: (239) 977-5642
📧 Email: Office@KnowledgeBaseFL.com
đź“Ť Address: 21301 S Tamiami Trl #340 Estero, FL 33928

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Discover the allure of Southwest Florida with our properties strategically situated to offer proximity to captivating attractions. From the serene beaches of Sanibel Island and the vibrant cultural scene of Naples to the exhilarating wildlife encounters in the Everglades, our properties provide easy access to an array of experiences. Whether you seek relaxation or adventure, our locations ensure you're never far from the region's most captivating sights and activities.
Winding Cypress Homes for Sale
Winding Cypress Homes for Sale

Winding Cypress is a beautiful gated community located in the highly sought-after Naples, Florida. With its lush landscaping, scenic lakes, and abundant amenities, this community has become a popular destination for those seeking a luxurious lifestyle. In this blog post, we will explore the various aspects and advantages of owning real estate at Winding Cypress.

Discover Your Dream Home in Winding Cypress, Naples

Welcome to our exclusive guide on Winding Cypress homes for sale in the picturesque city of Naples, Florida. Whether you’re looking for a serene retirement retreat or a family-friendly haven, Winding Cypress offers a diverse range of homes to suit your lifestyle. As your local real estate experts, we are here to provide valuable insights and guide you through the home-buying process.

Why Choose Winding Cypress:

Beyond the beautiful homes, Winding Cypress boasts a vibrant community with resort-style amenities. From the state-of-the-art fitness center to the sparkling pools and social gathering spaces, residents enjoy a lifestyle that combines luxury and leisure.

Below you will find a map and current listing for all of the homes for sale on Winding Cypress in Naples.

Hide Map
New Search Refine Search Save Search
13 listings match your search criteria.
Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built
Active
6932 Cocoplum St   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2515Sq Ft
  • 2019Year Built
$1,775,000

Active
6909 Winding Cypress Dr   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2522Sq Ft
  • 2019Year Built
$1,600,000

Active
7415 Chenille Ct   Naples
  • 3Bedrooms
  • 3Bathrooms
  • 2532Sq Ft
  • 2016Year Built
$1,375,000

Active
7493 Winding Cypress Dr   Naples
  • 4Bedrooms
  • 3Bathrooms
  • 2914Sq Ft
  • 2020Year Built
$1,300,000

Active
7592 Winding Cypress Dr   Naples
  • 4Bedrooms
  • 2Bathrooms
  • 2159Sq Ft
  • 2021Year Built
$1,050,000

Active
7467 Blackberry Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2198Sq Ft
  • 2017Year Built
$899,900

Active
7247 Live Oak Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1910Sq Ft
  • 2015Year Built
$789,000

Active
7248 Live Oak Dr   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1685Sq Ft
  • 2016Year Built
$745,900

Active
7267 Live Oak Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 2230Sq Ft
  • 2015Year Built
$725,000

Active
7113 Live Oak Dr   Naples
  • 3Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$687,000

Active
7574 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$625,000

Active
7579 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2016Year Built
$615,000

Active
7602 Jacaranda Ln   Naples
  • 2Bedrooms
  • 2Bathrooms
  • 1554Sq Ft
  • 2017Year Built
$609,900

No results found

Search Options
  • 10 per page
  • 25 per page
  • 50 per page
  • 100 per page
  • View All
  • Sort by
  • Lower Price
  • Higher Price
  • Fewest Beds
  • Most Beds
  • Fewest Baths
  • Most Baths
  • Smaller Area
  • Larger Area
  • Newer Built
  • Older Built

 

Winding Cypress Neighborhood Features

A Plethora of Amenities

One of the standout features of Winding Cypress is its vast array of amenities. The community boasts an 18-hole championship golf course, state-of-the-art fitness center, clubhouse, and tennis courts. Residents can enjoy casual lounging by the pool, practicing their swing on the driving range, or indulging in a spa treatment at the on-site spa and wellness center. Additionally, Winding Cypress features walking and biking trails, providing opportunities for outdoor activities and exercise.

Security and Maintenance-Free Living

Providing a secure and comfortable living environment is of utmost importance at Winding Cypress. The community features state-of-the-art security features, including guarded gate access and controlled access to the property and facilities. Residents can relax and enjoy a maintenance-free lifestyle, as the community takes care of landscaping, exterior maintenance, and common area upkeep.

Winding Cypress Location

Winding Cypress is situated in an ideal location, providing residents with easy access to major highways, shopping, dining, and entertainment options. The community is bordered by the renowned 5th Avenue South, known for its world-class shopping and dining experiences. Additionally, Winding Cypress is just a short drive away from beautiful beaches, pristine golf courses, and nature preserves.

Education Opportunities

Winding Cypress is in close proximity to excellent educational institutions, making it an ideal location for families with young children or those who seek higher education opportunities. The community is within close proximity to renowned schools, both public and private, as well as colleges and universities.

Winding Cypress Home Options

Luxurious Homes and Estate Properties

Winding Cypress offers a selection of luxurious homes and estate properties, each meticulously designed to reflect the highest standards of quality and craftsmanship. The properties feature spacious floor plans, elegant architecture, and high-end finishes. Residents enjoy breathtaking views of lakes, preserves, or golf course vistas, creating a sense of serenity and tranquility.

Investment Potential

Investing in real estate at Winding Cypress offers great potential for long-term value appreciation. Naples has consistently been ranked among the most attractive and desirable real estate markets in the United States. With its favorable climate, scenic landscapes, and affluent population, Winding Cypress represents a prime investment opportunity for those seeking a secure and profitable investment.

Winding Cypress offers a luxurious and highly desirable living experience in the heart of Naples, Florida. The community’s prime location, luxurious homes, extensive amenities, and maintenance free lifestyle make it an ideal place to call home. Whether you’re looking for a primary residence, a vacation home, or an investment opportunity, Winding Cypress offers an exceptional opportunity to enjoy the best of Naples living.

FAQs About Winding Cypress Homes for Sale

How much is Winding Cypress HOA?

The Winding Cypress community is known for its exceptional amenities and well-maintained facilities. The HOA fees typically cover landscaping, security, and access to the clubhouse and recreational areas. For specific details on the current HOA fees, please contact us directly.

What are the types of floorplans at Winding Cypress?

Winding Cypress offers a variety of thoughtfully designed floorplans to cater to different preferences and needs. From cozy single-family homes to spacious villas, you’ll find options that blend luxury with functionality. Explore the diverse floorplans to discover the one that suits your lifestyle best.


Personalized Guidance by Kevin Bartlett

For personalized assistance in finding your ideal Winding Cypress home, reach out to Kevin Bartlett, your trusted Naples real estate expert. With years of experience in the local market, Kevin can help you navigate the real estate landscape and make informed decisions.Discover the Winding Cypress lifestyle with us!


Contact Kevin Bartlett

Explore the enchanting Winding Cypress community and discover the perfect home for your Naples lifestyle. Contact us today for expert guidance and exclusive listings. Your dream home awaits in Winding Cypress!

đź“ž Phone: (239) 977-5642
📧 Email: Office@KnowledgeBaseFL.com
đź“Ť Address: 21301 S Tamiami Trl #340 Estero, FL 33928

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