913

Winding Cypress Homes

Section Image
    • /17

      Est $933,309

      Not Listed For Sale

      6854 Greenbriar Ct, Naples, FL 34114

      • 3 Beds
      • 2 Baths
      • 2,118 Sq Ft
      • Built 2020
      6854 Greenbriar Ct, Naples, FL 34114

      Last Sold Summary

      • 8 Days On Market

  • /41

    $698,500

    $62K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    7670 Jacaranda Ln, Naples, FL 34114

    Discover refined living with this beautifully appointed villa in Winding Cypress, where luxury and comfort meet in perfect balance. Designed for those who appreciate both elegance and ease, this home offers an unparalleled lifestyle inside and out.Arriving fully furnished and enhanced by the sellers’ two-seater Club Car golf cart, this property delivers a true move-in ready experience. Every

    Sean Smuk Coldwell Banker Realty

    7670 Jacaranda Ln, Naples, FL 34114
  • /50

    $858,000

    Sold Jan 16, 2026

    6856 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft
    • Built 2021

    Last Sold Summary

    • 5% Below List Price
    • $413/SF
    • 81 Days On Market

    Current Estimated Value $864,471

    Last Listing Agent Brian Stolliker BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    6856 Winding Cypress Dr, Naples, FL 34114
    • /50

      Est $747,340

      Not Listed For Sale

      6792 Bromeliad Dr, Naples, FL 34114

      • 2 Beds
      • 2 Baths
      • 1,774 Sq Ft
      • Built 2021
      6792 Bromeliad Dr, Naples, FL 34114

      Last Sold Summary

      • 67 Days On Market

  • /2

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    7666 Jacaranda Ln, Naples, FL 34114

    Experience elevated resort-style living in the highly desirable community of Winding Cypress. This impeccably maintained and tastefully updated 2-bedroom plus den, 2-bath villa offers soaring 9’4” ceilings and an attached two-car garage, delivering both comfort and functionality in a truly move-in-ready residence. Thoughtful upgrades include a newer refrigerator and hot water heater, upgraded

    Susan Heller EXP Realty LLC

    7666 Jacaranda Ln, Naples, FL 34114
  • /48

    $860,000

    Sold Oct 09, 2025

    6870 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft
    • Built 2021

    Last Sold Summary

    • 7% Below List Price
    • $413/SF
    • 75 Days On Market

    Current Estimated Value $883,501

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6870 Winding Cypress Dr, Naples, FL 34114
    • /49

      Est $808,454

      Not Listed For Sale

      6852 Winding Cypress Dr, Naples, FL 34114

      • 2 Beds
      • 2 Baths
      • 1,804 Sq Ft
      • Built 2021
      6852 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 117 Days On Market

  • /33

    $750,000

    Sold Sep 10, 2025

    7128 Lily Way, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,685 Sq Ft
    • Built 2015

    Last Sold Summary

    • 17% Below List Price
    • $445/SF
    • 143 Days On Market

    Current Estimated Value $748,164

    Last Listing Agent Kate Pentelow Premiere Plus Realty Company

    7128 Lily Way, Naples, FL 34114
    • /50

      Est $1,268,965

      Not Listed For Sale

      6932 Cocoplum St, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,515 Sq Ft
      • Built 2019
      6932 Cocoplum St, Naples, FL 34114

      Last Sold Summary

      • 146 Days On Market

  • /50

    $800,000

    Sold May 08, 2026

    6754 Pennyroyal Dr, Naples, FL 34114

    • 3 Beds
    • 3 Baths
    • 2,158 Sq Ft
    • Built 2021

    Last Sold Summary

    • 9% Below List Price
    • $371/SF
    • 73 Days On Market

    Current Estimated Value $791,291

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6754 Pennyroyal Dr, Naples, FL 34114
    • /39

      Est $874,790

      Not Listed For Sale

      6828 Winding Cypress Dr, Naples, FL 34114

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2021
      6828 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 11 Days On Market

  • /42

    $455,000

    Sold Nov 17, 2025

    7642 Jacaranda Ln, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 2017

    Last Sold Summary

    • 15% Below List Price
    • $293/SF
    • 172 Days On Market

    Current Estimated Value $473,749

    Last Listing Agent Scott Bertha Downing Frye Realty Inc.

    7642 Jacaranda Ln, Naples, FL 34114
    • /41

      Est $1,285,021

      Not Listed For Sale

      6880 Cocoplum St, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,515 Sq Ft
      • Built 2020
      6880 Cocoplum St, Naples, FL 34114

      Last Sold Summary

      • 9 Days On Market

  • /38

    $1,495,000

    Sold Mar 11, 2026

    7412 Winding Cypress Dr, Naples, FL 34114

    • 4 Beds
    • 4 Baths
    • 3,656 Sq Ft
    • Built 2017

    Last Sold Summary

    • 12% Below List Price
    • $409/SF
    • 127 Days On Market

    Current Estimated Value $1,436,001

    Last Listing Agent Manuela Schinagl Manuela Realty, Inc

    7412 Winding Cypress Dr, Naples, FL 34114
    • /22

      Est $889,616

      Not Listed For Sale

      6801 Greenbriar Ct, Naples, FL 34114

      • 4 Beds
      • 3 Baths
      • 2,152 Sq Ft
      • Built 2022
      6801 Greenbriar Ct, Naples, FL 34114

      Last Sold Summary

      • 63 Days On Market

  • /50

    $615,000

    Sold May 28, 2026

    7639 Jacaranda Ln, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 2017

    Last Sold Summary

    • 8% Below List Price
    • $396/SF
    • 73 Days On Market

    Current Estimated Value $637,132

    Last Listing Agent Taylor Smith Premier Sotheby's Int'l Realty

    7639 Jacaranda Ln, Naples, FL 34114
    • /50

      Est $934,588

      Not Listed For Sale

      6830 Greenbriar Ct, Naples, FL 34114

      • 2 Beds
      • 2.5 Baths
      • 2,105 Sq Ft
      • Built 2021
      6830 Greenbriar Ct, Naples, FL 34114

      Last Sold Summary

      • 34 Days On Market

  • /49

    $850,000

    Sold Feb 10, 2026

    6699 Pennyroyal Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,094 Sq Ft
    • Built 2022

    Last Sold Summary

    • 8% Below List Price
    • $406/SF
    • 116 Days On Market

    Current Estimated Value $860,187

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6699 Pennyroyal Dr, Naples, FL 34114
    • /48

      Est $957,628

      Not Listed For Sale

      6846 Greenbriar Ct, Naples, FL 34114

      • 3 Beds
      • 2 Baths
      • 2,107 Sq Ft
      • Built 2020
      6846 Greenbriar Ct, Naples, FL 34114

      Last Sold Summary

      • 27 Days On Market

  • /17

    $460,000

    Sold Mar 12, 2026

    7658 Jacaranda Ln, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,554 Sq Ft
    • Built 2018

    Last Sold Summary

    • 8% Below List Price
    • $296/SF
    • 16 Days On Market

    Current Estimated Value $472,234

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7658 Jacaranda Ln, Naples, FL 34114
    • /34

      Est $916,361

      Not Listed For Sale

      6723 Pennyroyal Dr, Naples, FL 34114

      • 3 Beds
      • 2 Baths
      • 2,094 Sq Ft
      • Built 2021
      6723 Pennyroyal Dr, Naples, FL 34114

      Last Sold Summary

      • 19 Days On Market

  • /25

    $1,475,000

    Sold May 13, 2026

    6912 Cocoplum St, Naples, FL 34114

    • 3 Beds
    • 3.5 Baths
    • 2,923 Sq Ft
    • Built 2019

    Last Sold Summary

    • 18% Below List Price
    • $505/SF
    • 406 Days On Market

    Current Estimated Value $1,371,219

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6912 Cocoplum St, Naples, FL 34114
    • /29

      Est $1,294,452

      Not Listed For Sale

      6962 Winding Cypress Dr, Naples, FL 34114

      • 3 Beds
      • 3.5 Baths
      • 2,952 Sq Ft
      • Built 2020
      6962 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 100 Days On Market

  • /48

    $900,000

    Sold Aug 07, 2025

    6848 Winding Cypress Dr, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,901 Sq Ft
    • Built 2021

    Last Sold Summary

    • $473/SF
    • 23 Days On Market

    Current Estimated Value $905,999

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6848 Winding Cypress Dr, Naples, FL 34114
    • /50

      Est $1,478,791

      Not Listed For Sale

      6903 Cocoplum St, Naples, FL 34114

      • 4 Beds
      • 4 Baths
      • 3,656 Sq Ft
      • Built 2021
      6903 Cocoplum St, Naples, FL 34114

      Last Sold Summary

      • 108 Days On Market

  • /18

    $835,000

    Sold Mar 06, 2026

    7211 Live Oak Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,230 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $374/SF
    • 66 Days On Market

    Current Estimated Value $835,537

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7211 Live Oak Dr, Naples, FL 34114
    • /43

      Est $938,257

      Not Listed For Sale

      6762 Pennyroyal Dr, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,884 Sq Ft
      • Built 2021
      6762 Pennyroyal Dr, Naples, FL 34114

      Last Sold Summary

      • 126 Days On Market

  • /50

    $890,000

    Sold Apr 23, 2026

    6698 Pennyroyal Dr, Naples, FL 34114

    • 3 Beds
    • 3 Baths
    • 2,150 Sq Ft
    • Built 2022

    Last Sold Summary

    • 6% Below List Price
    • $414/SF
    • 94 Days On Market

    Current Estimated Value $900,340

    Last Listing Agent Taylor Smith Premier Sotheby's Int'l Realty

    6698 Pennyroyal Dr, Naples, FL 34114
    • /47

      Est $965,809

      Not Listed For Sale

      7454 Winding Cypress Dr, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,673 Sq Ft
      • Built 2016
      7454 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 53 Days On Market

  • /49

    $599,900

    Sold Apr 30, 2026

    7255 Live Oak Dr, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,659 Sq Ft
    • Built 2015

    Last Sold Summary

    • 17% Below List Price
    • $362/SF
    • 73 Days On Market

    Current Estimated Value $597,769

    Last Listing Agent Linda Covino Royal Shell Real Estate, Inc.

    7255 Live Oak Dr, Naples, FL 34114
    • /51

      Est $1,317,806

      Not Listed For Sale

      6907 Cocoplum St, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,515 Sq Ft
      • Built 2020
      6907 Cocoplum St, Naples, FL 34114

      Last Sold Summary

      • 6 Days On Market

  • /48

    $910,000

    Sold Feb 27, 2026

    6779 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $454/SF
    • 9 Days On Market

    Current Estimated Value $908,729

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6779 Winding Cypress Dr, Naples, FL 34114
    • /50

      Est $951,851

      Not Listed For Sale

      6818 Greenbriar Ct, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,152 Sq Ft
      • Built 2021
      6818 Greenbriar Ct, Naples, FL 34114

      Last Sold Summary

      • 16 Days On Market

  • /3

    $710,000

    Sold Nov 06, 2025

    6787 Winding Cypress Dr, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,654 Sq Ft
    • Built 2021

    Last Sold Summary

    • 1% Below List Price
    • $429/SF
    • 108 Days On Market

    Current Estimated Value $723,292

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6787 Winding Cypress Dr, Naples, FL 34114
    • /43

      Est $956,288

      Not Listed For Sale

      6695 Pennyroyal Dr, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,148 Sq Ft
      • Built 2022
      6695 Pennyroyal Dr, Naples, FL 34114

      Last Sold Summary

      • 8 Days On Market

  • /17

    $975,000

    Sold Jun 20, 2025

    7530 Geranium Way, Naples, FL 34114

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 2018

    Last Sold Summary

    • 17% Below List Price
    • $391/SF
    • 41 Days On Market

    Current Estimated Value $993,942

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7530 Geranium Way, Naples, FL 34114
    • /40

      Est $652,423

      Not Listed For Sale

      7263 Live Oak Dr, Naples, FL 34114

      • 2 Beds
      • 2 Baths
      • 1,685 Sq Ft
      • Built 2016
      7263 Live Oak Dr, Naples, FL 34114

      Last Sold Summary

      • 11 Days On Market

  • /6

    $1,150,000

    Sold Feb 03, 2026

    7716 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 3.5 Baths
    • 2,923 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $393/SF
    • 7 Days On Market

    Current Estimated Value $1,157,749

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7716 Winding Cypress Dr, Naples, FL 34114
    • /38

      Est $903,567

      Not Listed For Sale

      6898 Winding Cypress Dr, Naples, FL 34114

      • 2 Beds
      • 2.5 Baths
      • 2,117 Sq Ft
      • Built 2021
      6898 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 6 Days On Market

  • /46

    $453,000

    Sold Jun 20, 2025

    7686 Jacaranda Ln, Naples, FL 34114

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft
    • Built 2018

    Last Sold Summary

    • 21% Below List Price
    • $288/SF
    • 100 Days On Market

    Current Estimated Value $478,824

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    7686 Jacaranda Ln, Naples, FL 34114

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