Recently Sold Winding Cypress Homes

$1,260,000 Sold Nov 21, 2025

6839 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,515 Sq Ft
• Built 2021

Last Sold Summary

• 7% Below List Price
• $501/SF
• 76 Days On Market

Last Listing Agent Kendra Hoefs Realty One Group MVP

$1,175,000 Sold Sep 22, 2025

7597 Blackberry Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,496 Sq Ft
• Built 2017

Last Sold Summary

• 9% Below List Price
• $471/SF
• 132 Days On Market

Current Estimated Value $1,163,984

Last Listing Agent Robert Crovo Coldwell Banker Realty

$992,500 Sold Apr 17, 2025

7404 Winding Cypress Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 2,062 Sq Ft
• Built 2016

Last Sold Summary

• 21% Below List Price
• $481/SF
• 115 Days On Market

Current Estimated Value $950,308

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

$537,000 Sold May 01, 2025

7591 Jacaranda Ln, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,554 Sq Ft
• Built 2016

Last Sold Summary

• 2% Below List Price
• $346/SF
• 26 Days On Market

Current Estimated Value $536,710

Last Listing Agent william Romano Keller Williams Marco Realty

$650,000 Sold Feb 13, 2025

7267 Live Oak Dr, Naples, FL 34114

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

Last Sold Summary

• 28% Below List Price
• $291/SF
• 376 Days On Market

Current Estimated Value $659,828

Last Listing Agent Heidi Varsames John R Wood Properties

$875,000 Sold Dec 15, 2025

7355 Mockingbird Ct, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,198 Sq Ft
• Built 2016

Last Sold Summary

• 3% Below List Price
• $398/SF
• 4 Days On Market

Last Listing Agent Kendra Hoefs Realty One Group MVP

$720,000 Sold Feb 13, 2025

7247 Live Oak Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,910 Sq Ft
• Built 2015

Last Sold Summary

• 9% Below List Price
• $377/SF
• 265 Days On Market

Current Estimated Value $692,436

Last Listing Agent Kati Bepko Coldwell Banker Realty

$675,000 Sold May 30, 2025

7742 Jacaranda Ln, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,554 Sq Ft
• Built 2019

Last Sold Summary

• 6% Below List Price
• $434/SF
• 47 Days On Market

Current Estimated Value $643,211

Last Listing Agent Bob Bailey R L Bailey Realty Inc.

$890,000 Sold Mar 28, 2025

7556 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,107 Sq Ft
• Built 2018

Last Sold Summary

• 1% Below List Price
• $422/SF
• 3 Days On Market

Current Estimated Value $849,616

Last Listing Agent Kimberly Springer Orchid Realty International

$855,000 Sold Jul 11, 2025

6906 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,124 Sq Ft
• Built 2022

Last Sold Summary

• 14% Below List Price
• $403/SF
• 103 Days On Market

Current Estimated Value $860,161

Last Listing Agent Terence Trombetti Berkshire Hathaway FL Realty

$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 $1,011,534

Last Listing Agent Justine Hine John R. Wood Properties

$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

Last Listing Agent Brian Stolliker BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

$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 $858,714

Last Listing Agent Kendra Hoefs Realty One Group MVP

$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 $731,793

Last Listing Agent Kate Pentelow Premiere Plus Realty Company

$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

Last Listing Agent Scott Bertha Downing Frye Realty Inc.

$635,000 Sold Apr 08, 2025

7199 Live Oak Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,554 Sq Ft
• Built 2015

Last Sold Summary

• 4% Below List Price
• $409/SF
• 40 Days On Market

Current Estimated Value $616,551

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

$990,000 Sold Nov 17, 2025

6767 Pennyroyal Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,185 Sq Ft
• Built 2021

Last Sold Summary

• 10% Below List Price
• $453/SF
• 152 Days On Market

Last Listing Agent Jeff Waldman Premiere Plus Realty Company

$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 $878,155

Last Listing Agent Kendra Hoefs Realty One Group MVP

$530,000 Sold Jun 20, 2025

7702 Jacaranda Ln, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,554 Sq Ft
• Built 2019

Last Sold Summary

• 24% Below List Price
• $341/SF
• 271 Days On Market

Current Estimated Value $537,833

Last Listing Agent Mike Miller Berkshire Hathaway FL Realty

$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

Last Listing Agent Theresa Bocka William Raveis Real Estate

$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 $967,545

Last Listing Agent Theresa Bocka William Raveis Real Estate

$935,000 Sold Apr 01, 2025

7683 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,018 Sq Ft
• Built 2018

Last Sold Summary

• 6% Below List Price
• $463/SF
• 146 Days On Market

Current Estimated Value $891,270

Last Listing Agent Kimberly Alvord John R Wood Properties

$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 $479,307

Last Listing Agent Kendra Hoefs Realty One Group MVP

$850,000 Sold Feb 27, 2025

7073 Live Oak Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,867 Sq Ft
• Built 2016

Last Sold Summary

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

Current Estimated Value $815,933

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

$1,255,000 Sold Jul 24, 2025

7675 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,496 Sq Ft
• Built 2020

Last Sold Summary

• 16% Below List Price
• $503/SF
• 161 Days On Market

Current Estimated Value $1,232,091

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

$510,000 Sold Jul 16, 2025

7650 Jacaranda Ln, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,579 Sq Ft
• Built 2018

Last Sold Summary

• 7% Below List Price
• $323/SF
• 61 Days On Market

Current Estimated Value $508,464

Last Listing Agent Theresa Bocka William Raveis Real Estate

$800,000 Sold Nov 14, 2025

7049 Live Oak Dr, Naples, FL 34114

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

Last Sold Summary

• 3% Below List Price
• $359/SF
• 26 Days On Market

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

$1,000,000 Sold Oct 30, 2025

7235 Clamshell Ln, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,512 Sq Ft
• Built 2015

Last Sold Summary

• 9% Below List Price
• $398/SF
• 5 Days On Market

Last Listing Agent Tommy Ogiba Downing Frye Realty Inc.

$860,000 Sold May 02, 2025

6763 Pennyroyal Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,208 Sq Ft
• Built 2020

Last Sold Summary

• 14% Below List Price
• $389/SF
• 66 Days On Market

Current Estimated Value $874,467

Last Listing Agent Theresa Bocka William Raveis Real Estate

$885,000 Sold Aug 07, 2025

7451 Blackberry Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,188 Sq Ft
• Built 2017

Last Sold Summary

• 7% Below List Price
• $404/SF
• 82 Days On Market

Current Estimated Value $872,224

Last Listing Agent Brandi Chapman Downing Frye Realty Inc.

$645,000 Sold Dec 05, 2025

7370 Mockingbird Ct, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,805 Sq Ft
• Built 2016

Last Sold Summary

• 19% Below List Price
• $357/SF
• 307 Days On Market

Last Listing Agent Joseph Scott Compass Florida LLC

$880,000 Sold Aug 18, 2025

6763 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,107 Sq Ft
• Built 2021

Last Sold Summary

• 9% Below List Price
• $418/SF
• 272 Days On Market

Current Estimated Value $886,671

Last Listing Agent Ryan Finnegan Coldwell Banker Sunstar Realty

$830,000 Sold Aug 08, 2025

7544 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 3 Baths
• 2,532 Sq Ft
• Built 2018

Last Sold Summary

• 28% Below List Price
• $328/SF
• 253 Days On Market

Current Estimated Value $843,033

Last Listing Agent Theresa Bocka William Raveis Real Estate

$760,000 Sold May 08, 2025

6758 Pennyroyal Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,921 Sq Ft
• Built 2021

Last Sold Summary

• 22% Below List Price
• $396/SF
• 52 Days On Market

Current Estimated Value $768,986

Last Listing Agent Kendra Hoefs Realty One Group MVP

$615,000 Sold Mar 24, 2025

7113 Live Oak Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,554 Sq Ft
• Built 2016

Last Sold Summary

• 14% Below List Price
• $396/SF
• 330 Days On Market

Current Estimated Value $590,336

Last Listing Agent James Trzyna Realty One Group MVP

$635,000 Sold Sep 29, 2025

7773 Jacaranda Ln, Naples, FL 34114

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

Last Sold Summary

• 5% Below List Price
• $409/SF
• 94 Days On Market

Current Estimated Value $632,452

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

$674,000 Sold Aug 19, 2025

7445 Winding Cypress Dr, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,198 Sq Ft
• Built 2016

Last Sold Summary

• 16% Below List Price
• $307/SF
• 65 Days On Market

Current Estimated Value $695,650

Last Listing Agent Drayton Herold KW Elevate Luxury

$775,000 Sold Mar 11, 2025

6852 Winding Cypress Dr, Naples, FL 34114

• 2 Beds
• 2 Baths
• 1,804 Sq Ft
• Built 2021

Last Sold Summary

• 7% Below List Price
• $430/SF
• 117 Days On Market

Current Estimated Value $688,013

Last Listing Agent Ashley Prescott DomainRealty.com LLC

$925,000 Sold May 14, 2025

6854 Greenbriar Ct, Naples, FL 34114

• 3 Beds
• 2 Baths
• 2,118 Sq Ft
• Built 2020

Last Sold Summary

• $437/SF
• 8 Days On Market

Current Estimated Value $903,334

Last Listing Agent Theresa Bocka William Raveis Real Estate