909

Winding Cypress Homes

Section Image
  • /46

    $975,000

    Sold Sep 09, 2025

    7788 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 2019

    Last Sold Summary

    • 37% Below List Price
    • $391/SF
    • 293 Days On Market

    Current Estimated Value $1,028,050

    Last Listing Agent Justine Hine John R. Wood Properties

    7788 Winding Cypress Dr, Naples, FL 34114
    • /13

      Est $861,085

      Not Listed For Sale

      6763 Pennyroyal Dr, Naples, FL 34114

      • 3 Beds
      • 2 Baths
      • 2,208 Sq Ft
      • Built 2020
      6763 Pennyroyal Dr, Naples, FL 34114

      Last Sold Summary

      • 66 Days On Market

  • /47

    $962,500

    Sold Jul 09, 2026

    7343 Mockingbird Ct, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft
    • Built 2016

    Last Sold Summary

    • 1% Below List Price
    • $457/SF
    • 11 Days On Market

    Current Estimated Value $971,717

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    7343 Mockingbird Ct, Naples, FL 34114
    • /17

      Est $901,541

      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

  • /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 $856,557

    Last Listing Agent Brian Stolliker BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

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

      Est $765,729

      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

  • /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 $856,712

    Last Listing Agent Kendra Hoefs Realty One Group MVP

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

      Est $776,412

      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 $729,358

    Last Listing Agent Kate Pentelow Premiere Plus Realty Company

    7128 Lily Way, Naples, FL 34114
    • /50

      Est $1,276,110

      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 $803,857

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6754 Pennyroyal Dr, Naples, FL 34114
    • /42

      Est $859,925

      Not Listed For Sale

      6906 Winding Cypress Dr, Naples, FL 34114

      • 3 Beds
      • 3 Baths
      • 2,124 Sq Ft
      • Built 2022
      6906 Winding Cypress Dr, Naples, FL 34114

      Last Sold Summary

      • 103 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 $464,286

    Last Listing Agent Scott Bertha Downing Frye Realty Inc.

    7642 Jacaranda Ln, Naples, FL 34114
    • /39

      Est $866,682

      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

  • /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 $1,444,146

    Last Listing Agent Manuela Schinagl Manuela Realty, Inc

    7412 Winding Cypress Dr, Naples, FL 34114
    • /41

      Est $1,323,500

      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

  • /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 $628,786

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

    7639 Jacaranda Ln, Naples, FL 34114
    • /22

      Est $883,091

      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

  • /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 $855,197

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6699 Pennyroyal Dr, Naples, FL 34114
    • /50

      Est $907,168

      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

  • /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 $471,622

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7658 Jacaranda Ln, Naples, FL 34114
    • /48

      Est $936,933

      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

  • /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 $1,426,748

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6912 Cocoplum St, Naples, FL 34114
    • /34

      Est $908,423

      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

  • /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 $874,093

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6848 Winding Cypress Dr, Naples, FL 34114
    • /29

      Est $1,307,509

      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

  • /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 $835,077

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7211 Live Oak Dr, Naples, FL 34114
    • /50

      Est $1,446,965

      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

  • /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 $884,544

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

    6698 Pennyroyal Dr, Naples, FL 34114
    • /43

      Est $910,237

      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

  • /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
    • /47

      Est $922,912

      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

  • /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 $902,562

    Last Listing Agent Kendra Hoefs Realty One Group MVP

    6779 Winding Cypress Dr, Naples, FL 34114
    • /51

      Est $1,326,485

      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

  • /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 $701,096

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    6787 Winding Cypress Dr, Naples, FL 34114
    • /50

      Est $937,244

      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

  • /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 $1,151,996

    Last Listing Agent Theresa Bocka William Raveis Real Estate

    7716 Winding Cypress Dr, Naples, FL 34114
    • /43

      Est $955,720

      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

  • /36

    $835,000

    Sold May 05, 2026

    6902 Winding Cypress Dr, Naples, FL 34114

    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft
    • Built 2022

    Last Sold Summary

    • 12% Below List Price
    • $401/SF
    • 233 Days On Market

    Current Estimated Value $847,667

    Last Listing Agent Elliot Barton Waterfront Realty Group Inc

    6902 Winding Cypress Dr, Naples, FL 34114
    • /40

      Est $651,095

      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

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home