Winding Cypress Homes

/2
$975,000

Sold Jun 12, 2026

6678 Pennyroyal Dr, Naples, FL 34114
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 2022
Last Sold Summary
- 7% Below List Price
- $488/SF
- 0 Days On Market
Current Estimated Value $1,042,449

Last Listing Agent Comp Agent Marco Island Area Association Of Realtor

6678 Pennyroyal 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

/50
$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 $1,275,332

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

7675 Winding Cypress Dr, Naples, FL 34114

/48
Est $910,486

Not Listed For Sale

7123 Lily Way, Naples, FL 34114
- 3 Beds
- 3 Baths
- 2,998 Sq Ft
- Built 2015
7123 Lily Way, Naples, FL 34114

Last Sold Summary
- 16 Days On Market

/39
$520,000

Sold Mar 06, 2026

7176 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2015
Last Sold Summary
- 5% Below List Price
- $335/SF
- 34 Days On Market
Current Estimated Value $572,431

Last Listing Agent David Burke John R Wood Properties

7176 Live Oak Dr, Naples, FL 34114

/33
Est $666,657

Not Listed For Sale

7108 Lily Way, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 2015
7108 Lily Way, Naples, FL 34114

Last Sold Summary
- 100 Days On Market

/48
$1,100,000

Sold Mar 03, 2026

7520 Blackberry Dr, Naples, FL 34114
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
- Built 2017
Last Sold Summary
- 15% Below List Price
- $441/SF
- 296 Days On Market
Current Estimated Value $1,082,071

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

7520 Blackberry Dr, Naples, FL 34114

/34
Est $661,343

Not Listed For Sale

7267 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 2,230 Sq Ft
- Built 2015
7267 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 376 Days On Market

/11
$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 $523,018

Last Listing Agent Theresa Bocka William Raveis Real Estate

7650 Jacaranda Ln, Naples, FL 34114

/37
Est $687,155

Not Listed For Sale

7247 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,910 Sq Ft
- Built 2015
7247 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 265 Days On Market

/50
$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
Current Estimated Value $815,186

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

7049 Live Oak Dr, Naples, FL 34114

/50
Est $614,710

Not Listed For Sale

7199 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2015
7199 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 40 Days On Market

/25
$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
Current Estimated Value $1,064,439

Last Listing Agent Tommy Ogiba Downing Frye Realty Inc.

7235 Clamshell Ln, Naples, FL 34114

/32
Est $523,246

Not Listed For Sale

7191 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2015
7191 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 177 Days On Market

/10
$595,000

Sold May 22, 2026

7248 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 2016
Last Sold Summary
- 8% Below List Price
- $353/SF
- 191 Days On Market
Current Estimated Value $608,181

Last Listing Agent Theresa Bocka William Raveis Real Estate

7248 Live Oak Dr, Naples, FL 34114

/19
Est $584,639

Not Listed For Sale

7175 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2016
7175 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 45 Days On Market

/48
$575,000

Sold Mar 23, 2026

7167 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2015
Last Sold Summary
- 4% Below List Price
- $370/SF
- 104 Days On Market
Current Estimated Value $576,790

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

7167 Live Oak Dr, Naples, FL 34114

/47
Est $580,801

Not Listed For Sale

7113 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2016
7113 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 330 Days On Market

/30
$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 $907,653

Last Listing Agent Brandi Chapman Downing Frye Realty Inc.

7451 Blackberry Dr, Naples, FL 34114

/34
Est $517,102

Not Listed For Sale

7097 Live Oak Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,542 Sq Ft
- Built 2015
7097 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 531 Days On Market

/28
$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
Current Estimated Value $655,977

Last Listing Agent Joseph Scott Compass Florida LLC

7370 Mockingbird Ct, Naples, FL 34114

/50
Est $842,703

Not Listed For Sale

7073 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 3 Baths
- 2,867 Sq Ft
- Built 2016
7073 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 23 Days On Market

/50
$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 $910,423

Last Listing Agent Ryan Finnegan Coldwell Banker Sunstar Realty

6763 Winding Cypress Dr, Naples, FL 34114

/29
Est $922,389

Not Listed For Sale

7063 Winding Cypress Dr, Naples, FL 34114
- 3 Beds
- 3 Baths
- 2,496 Sq Ft
- Built 2016
7063 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 77 Days On Market

/35
$963,000

Sold Jun 15, 2026

7457 Winding Cypress Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 2,166 Sq Ft
- Built 2017
Last Sold Summary
- 19% Below List Price
- $445/SF
- 217 Days On Market
Current Estimated Value $1,074,336

Last Listing Agent Beth Abraham Gulf Coast International Prop

7457 Winding Cypress Dr, Naples, FL 34114

/24
Est $495,119

Not Listed For Sale

7202 Live Oak Dr, Naples, FL 34114
- 3 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2015
7202 Live Oak Dr, Naples, FL 34114

Last Sold Summary
- 176 Days On Market

/11
$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 $879,759

Last Listing Agent Theresa Bocka William Raveis Real Estate

7544 Winding Cypress Dr, Naples, FL 34114

/36
Est $1,460,212

Not Listed For Sale

7383 Mockingbird Ct, Naples, FL 34114
- 4 Beds
- 4 Baths
- 3,696 Sq Ft
- Built 2016
7383 Mockingbird Ct, Naples, FL 34114

Last Sold Summary
- 3 Days On Market

/45
$575,000

Sold Jan 27, 2026

7659 Jacaranda Ln, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,544 Sq Ft
- Built 2017
Last Sold Summary
- 8% Below List Price
- $372/SF
- 69 Days On Market
Current Estimated Value $579,481

Last Listing Agent Stanley Whitcomb Premiere Plus Realty Company

7659 Jacaranda Ln, Naples, FL 34114

/50
Est $832,776

Not Listed For Sale

7346 Mockingbird Ct, Naples, FL 34114
- 4 Beds
- 2 Baths
- 2,230 Sq Ft
- Built 2016
7346 Mockingbird Ct, Naples, FL 34114

Last Sold Summary
- 63 Days On Market

/44
$575,000

Sold Mar 16, 2026

7690 Jacaranda Ln, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,554 Sq Ft
- Built 2018
Last Sold Summary
- 10% Below List Price
- $370/SF
- 241 Days On Market
Current Estimated Value $571,784

Last Listing Agent Michelle Thomas Premier Sotheby's International Realty

7690 Jacaranda Ln, Naples, FL 34114

/50
Est $950,694

Not Listed For Sale

7404 Winding Cypress Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 2,062 Sq Ft
- Built 2016
7404 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 115 Days On Market

/50
$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 $650,606

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

7773 Jacaranda Ln, Naples, FL 34114

/50
Est $888,402

Not Listed For Sale

7408 Winding Cypress Dr, Naples, FL 34114
- 4 Beds
- 2 Baths
- 2,198 Sq Ft
- Built 2016
7408 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 94 Days On Market

/49
$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 $712,209

Last Listing Agent Drayton Herold KW Elevate Luxury

7445 Winding Cypress Dr, Naples, FL 34114

/50
Est $838,309

Not Listed For Sale

7420 Winding Cypress Dr, Naples, FL 34114
- 4 Beds
- 2 Baths
- 2,198 Sq Ft
- Built 2017
7420 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 159 Days On Market

/32
$620,000

Sold Jan 27, 2026

7815 Jacaranda Ln, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
- Built 2019
Last Sold Summary
- 17% Below List Price
- $394/SF
- 255 Days On Market
Current Estimated Value $622,336

Last Listing Agent Kati Bepko Coldwell Banker Realty

7815 Jacaranda Ln, Naples, FL 34114

/4
Est $692,431

Not Listed For Sale

7441 Winding Cypress Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,685 Sq Ft
- Built 2017
7441 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 27 Days On Market

/34
Est $774,009

Not Listed For Sale

7465 Winding Cypress Dr, Naples, FL 34114
- 2 Beds
- 2 Baths
- 1,910 Sq Ft
- Built 2018
7465 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 25 Days On Market

/41
Est $1,040,561

Not Listed For Sale

7493 Winding Cypress Dr, Naples, FL 34114
- 4 Beds
- 3 Baths
- 2,914 Sq Ft
- Built 2020
7493 Winding Cypress Dr, Naples, FL 34114

Last Sold Summary
- 46 Days On Market

Showing Results 81 - 120, Page 3 of 18

Florida Collier County Naples Winding Cypress

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