Winding Cypress

7225 Wiregrass Court, Naples, Florida 34114 (866) 285-9007 Skip to Homes

8

Designs

2-5

Bedrooms

2-4

Bathrooms

$292,990

Starting At

About the Community


From the moment you arrive at the stunning entry, Winding Cypress invites you in. Remaining almost 2/3 natural preserve, this natural gas, resort-style community welcomes you with a streetscape of superb views and homes designed for the way you live. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own backyard, including a grand clubhouse, resort pool, sports courts, dog park, community garden, and more.

What Life's Like


Resort-style living and a welcoming community await you at Winding Cypress. Relax by the resort pool and spa, play a pick-up game at the sports courts, or pick fresh produce from the community garden. Headed into town? Enjoy easy access to upscale shopping and dining in Downtown Naples, or when plans call for escaping to the sugar-white sand beaches, breeze over to Marco Island just minutes away.

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Neighborhood Features
  • Heated Resort-Style Pool & Spa
  • State of the Art Fitness Center & Movement Studio
  • Outdoor Barefoot Bar
  • 17,500 sq. ft. Clubhouse with Activity Room, Catering Kitchen & Library
  • Bocce Ball Courts
  • 5 Tennis Courts
  • 4 Pickleball Courts
  • Activity Director
  • Fire Pit
  • Dog Park
  • Boardwalk with Pavilion and Bird Wading Overlook
  • Community Garden
  • 20 Minutes to Marco Island
  • 20 Minutes to Naples Pier and magnificent area beaches
  • 15 Minutes to Fifth Avenue and Third Street Shopping & Dining
  • 10 Minutes to I-75
  • 5 Minutes to US-41
  • 800+ Acres of Natural Preserves
  • 80 Acres of Lakes
  • Entry Gate with Guard House
  • Home Lawn Maintenance included
  • Natural Gas Community
Area Features Overview

About the Area


Just a short drive to I-75 and US-41, Winding Cypress offers easy access to all that this premier Naples location has to offer. Discover the eclectic shops and fine dining on Fifth Ave and Third Street in Downtown Naples. Relax in the sun at Naples Pier, beautiful area beaches, or Marco Island. It's easy to see why Naples has been named #1 destination for luxury travelers.

  • Serenity

    $292,990

    Starting from

    2-3

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1,542

    Sq. Ft.

    Serenity’s open plan with flexible living space is designed for active adults who enjoy hosting overnight guests.

    Cressida

    $301,999

    Starting from

    2-3

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1,579

    Sq. Ft.

    The Cressida’s thoughtful open layout features a spacious gathering room with adjoining dining area that flow seamlessly into the kitchen, perfect for entertaining.

    Abbeyville

    $361,490

    Starting from

    2-4

    Bedrooms

    2-3

    Bathrooms

    2

    Car Garage

    1,671+

    Sq. Ft.

    Abbeyville has an open layout: an integrated kitchen, café, and gathering room, with an adjacent flex room for an office or den.

    Summerwood

    $390,990

    Starting from

    2-5

    Bedrooms

    2-3

    Bathrooms

    2

    Car Garage

    1,861+

    Sq. Ft.

    The Summerwood's open concept modern design features a large kitchen island overlooking the gathering room, making entertaining a breeze.

    Martin Ray

    $394,990

    Starting from

    2-4

    Bedrooms

    2-3

    Bathrooms

    2

    Car Garage

    1,968+

    Sq. Ft.

    The single-story Martin Ray offers a cook’s kitchen, open dining and gathering areas, versatile flex space, and a huge pantry.

    Pinnacle

    $463,990

    Starting from

    3-4

    Bedrooms

    3-4

    Bathrooms

    2-3

    Car Garage

    2,488+

    Sq. Ft.

    Seek out new heights with Pinnacle's open kitchen, gathering room, covered lanai, den, and Owner's Suite with huge walk-in closet.

    Tangerly Oak

    $473,990

    Starting from

    2-4

    Bedrooms

    2.5-4

    Bathrooms

    2

    Car Garage

    2,589+

    Sq. Ft.

    The single-story Tangerly Oak offers a cook’s kitchen, open dining and gathering areas, and spacious owner's suite with large walk-in closet.

    Infinity

    $478,990

    Starting from

    3-5

    Bedrooms

    3-4

    Bathrooms

    3

    Car Garage

    2,634+

    Sq. Ft.

    Infinity is ideal for entertaining, with ample gathering spaces and a covered lanai. Two guest suites welcome out-of-town guests.

    Serenity

    Winding Cypress 7651 Jacaranda Lane, Naples, Florida 34114 Lot Number: 21501 (866) 285-9007
    Conceptual: Owner's Suite
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $339,885

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Stainless steel gas appliances
    • 42-inch kitchen cabinets in white
    • Quartz countertops throughout
    • Diagonal porcelain tile in main living
    • Recessed lighting in the gathering room
    • Den with french door entry, & more!
    Anticipated Completion Date:Ready Now

    Serenity

    Winding Cypress 7663 Jacaranda Lane, Naples, Florida 34114 Lot Number: 21801 (866) 285-9007
    Conceptual: Owner's Suite
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $336,995

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Quartz countertops throughout
    • Stainless steel gas appliances
    • 42-inch maple kitchen cabinets
    • Porcelain tile floors throughout
    • Recessed can lighting in den & gathering
    • Upgraded 8' interior doors, & more!
    Anticipated Completion Date:June 2017

    Serenity

    Winding Cypress 7659 Jacaranda Lane, Naples, Florida 34114 Lot Number: 21701 (866) 285-9007
    Conceptual: Dining Room
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $350,980

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Spacious screened lanai with pool
    • Stainless steel gas appliances
    • Den in lieu of flex room
    • Granite bathroom countertops
    • Diagonal tile floor in main living areas
    • Beautiful water view & much more!
    Anticipated Completion Date:June 2017

    Serenity

    Winding Cypress 7705 Jacaranda Lane, Naples, Florida 34114 Lot Number: 30301 (866) 285-9007
    Conceptual: Open layout
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $365,995

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Stainless steel gas appliances
    • 42-inch maple kitchen cabinets
    • Under cabinet lighting in kitchen
    • Quartz in kitchen & granite in bathrooms
    • Porcelain tile flooring in main living
    • Den in lieu of flex room & much more!
    Anticipated Completion Date:September 2017

    Summerwood

    Winding Cypress 7451 Blackberry Drive, Naples, Florida 34114 Lot Number: 11701 (866) 285-9007
    Conceptual: Custom pool & spa
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $565,300

    Starting from

    3

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    2175

    Sq. Ft.

    Home Highlights

    • Covered pool & spa with water view
    • Extended gathering room
    • Stainless steel gas appliances
    • Quartz countertops throughout
    • Porcelain tile in main living areas
    • Raised ceiling height & much more!
    Anticipated Completion Date:July 2017

    Serenity

    Winding Cypress 7630 Jacaranda Lane, Naples, Florida 34114 Lot Number: 25601 (866) 285-9007
    Conceptual: Dining Room & Den
    Conceptual: Kitchen
    Conceptual: Open layout

    $338,275

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Stainless steel gas appliances
    • 42-inch maple kitchen cabinets
    • Upgraded kitchen tile backsplash
    • Quartz countertops throughout
    • 8' interior doors
    • Den in lieu of flex room & much more!
    Anticipated Completion Date:October 2017

    Cressida

    Winding Cypress 7721 Jacaranda Ln, Naples, Florida 34114 Lot Number: 30701 (866) 285-9007
    Conceptual: Owner's Suite
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $416,589

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1579

    Sq. Ft.

    Home Highlights

    • Spacious screened lanai with pool
    • Stainless steel gas appliances
    • Quartz countertops throughout
    • 42-inch maple kitchen cabinets
    • Den option in lieu of flex room
    • Beautiful water view & much more!
    Anticipated Completion Date:September 2017

    Serenity

    Winding Cypress 7614 Jacaranda Lane, Naples, Florida 34114 Lot Number: 25201 (866) 285-9007
    Covered Lanai
    Open concept living
    Open Gathering Room

    $316,545

    Starting from

    2

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    1542

    Sq. Ft.

    Home Highlights

    • Stainless steel gas appliances
    • 42-inch white maple kitchen cabinets
    • Granite countertops throughout
    • Tile on diagonal in main living areas
    • Recessed lighting in gathering room
    • Den with french doors, and much more
    Anticipated Completion Date:Ready Now

    Martin Ray

    Winding Cypress 7457 Winding Cypress Drive, Naples, Florida 34114 Lot Number: 04901 (866) 285-9007
    Conceptual: Kitchen Cafe
    Conceptual: Kitchen
    Conceptual: Gathering Room

    $455,355

    Starting from

    3

    Bedrooms

    2.0

    Bathrooms

    2

    Car Garage

    1

    Floor(s)

    2107

    Sq. Ft.

    Home Highlights

    • Stainless steel gas appliances
    • 42-inch maple kitchen cabinets in white
    • Quartz in kitchen & granite in bathrooms
    • Tile flooring in main living areas
    • Den with french door entry
    • Extended covered lanai, & much more!
    Anticipated Completion Date:Ready Now

Homesite Map


Events & Offers


Our residents are at the heart of every DiVosta community, and there is always something happening. From exciting offers to home events, we invite you to see what’s going on in the neighborhood.

  • Announcement
    Image

    Luxury Travelers #1 Destination


    Naples, FL named #1 Best Destination for Luxury Travelers! Readers of USA TODAY and 10Best have voted and we could not agree more.

    Learn More
  • Announcement
    Image

    Parade of Homes Award Winner


    Pinnacle Model: CBIA's 2016 Parade of Homes Award winner for Overall Excellence in Construction and Design in its price category.

    Learn More
  • Announcement
    Image

    View the Cressida Virtual Tour


    Take a self-guided virtual tour of our new Cressida home design! 

    View Virtual Tour

Request Info

  • (866) 285-9007
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