Winding Cypress, Naples, FL Real Estate Market Report: Price Trends and Data Analysis
| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 7759 Winding Cypress DR | 4 | 4.5 | 3,464 | $1,400,000 | $404 | 23 days |
| 7478 Winding Cypress DR | 3 | 3 | 2,634 | $1,349,500 | $512 | 71 days |
| 6907 Cocoplum ST | 3 | 3 | 2,515 | $1,295,000 | $514 | 5 days |
| 6844 Winding Cypress DR | 3 | 2 | 2,100 | $949,900 | $452 | 191 days |
| 6727 Pennyroyal DR | 3 | 2 | 2,076 | $940,000 | $452 | 63 days |
| 6820 Winding Cypress DR | 3 | 2 | 2,086 | $799,900 | $383 | 16 days |
| 7156 Live Oak DR | 3 | 2 | 1,554 | $599,900 | $386 | 39 days |
| 7666 Jacaranda LN | 2 | 2 | 1,574 | $575,000 | $365 | 169 days |
| Average: | 3.0 | 2.6 | 2,250 | $988,650 | $433 | 73 days |
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| Address | Beds | Baths | Living ft2 | List Price | Cost per ft2 | DOM |
|---|---|---|---|---|---|---|
| 6787 Pennyroyal DR | 3 | 2 | 2,076 | $935,000 | $450 | 103 days |
| Average: | 3.0 | 2.0 | 2,076 | $935,000 | $450 | 103 days |
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| Address | Beds | Baths | Living ft2 | List Price | Sold Price | Cost per ft2 | DOM | Sold Date |
|---|---|---|---|---|---|---|---|---|
| 7412 Winding Cypress DR | 4 | 4 | 3,656 | $1,595,000 | $1,495,000 | $408 | 129 days | 3/11/26 |
| 6912 Cocoplum ST | 3 | 3.5 | 2,923 | $1,799,900 | $1,475,000 | $504 | 451 days | 5/13/26 |
| 6839 Winding Cypress DR | 3 | 3 | 2,515 | $1,350,000 | $1,260,000 | $500 | 142 days | 11/21/25 |
| 7597 BLACKBERRY DR | 3 | 3 | 2,496 | $1,294,000 | $1,175,000 | $470 | 132 days | 9/22/25 |
| 7716 Winding Cypress DR | 3 | 3.5 | 2,923 | $1,200,000 | $1,150,000 | $393 | 21 days | 2/3/26 |
| 7520 Blackberry DR | 3 | 3 | 2,496 | $1,160,000 | $1,100,000 | $440 | 323 days | 3/3/26 |
| 7631 Winding Cypress DR | 4 | 2 | 2,186 | $1,099,000 | $1,025,000 | $468 | 54 days | 6/24/26 |
| 7235 Clamshell LN W | 3 | 3 | 2,512 | $1,099,000 | $1,000,000 | $398 | 63 days | 10/30/25 |
| 6767 Pennyroyal DR | 3 | 2 | 2,185 | $1,099,000 | $990,000 | $453 | 185 days | 11/17/25 |
| 6678 Pennyroyal DR | 3 | 3 | 3,196 | $1,050,000 | $975,000 | $305 | 48 days | 6/11/26 |
| 7788 Winding Cypress DR | 3 | 3 | 2,496 | $1,195,000 | $975,000 | $390 | 293 days | 9/9/25 |
| 7457 Winding Cypress DR | 3 | 2 | 2,166 | $987,888 | $963,000 | $444 | 248 days | 6/15/26 |
| 7343 Mockingbird CT | 3 | 2 | 2,107 | $975,000 | $962,500 | $456 | 56 days | 7/9/26 |
| 6779 Winding Cypress DR | 3 | 2 | 2,003 | $925,000 | $910,000 | $454 | 9 days | 2/27/26 |
| 7545 Geranium WAY | 2 | 2 | 2,036 | $989,000 | $905,000 | $444 | 49 days | 5/22/26 |
| 7473 Winding Cypress DR | 4 | 2 | 2,018 | $950,000 | $900,000 | $445 | 39 days | 7/31/26 |
| 6698 Pennyroyal DR | 3 | 3 | 2,150 | $943,000 | $890,000 | $413 | 139 days | 4/23/26 |
| 6763 Winding Cypress DR | 3 | 2 | 2,107 | $895,000 | $880,000 | $417 | 280 days | 8/18/25 |
| 7355 Mockingbird CT | 3 | 2 | 2,198 | $900,000 | $875,000 | $398 | 43 days | 12/15/25 |
| 6870 Winding Cypress DR | 3 | 2 | 2,084 | $925,000 | $860,000 | $412 | 78 days | 10/9/25 |
| 6856 Winding Cypress DR | 3 | 2 | 2,084 | $899,000 | $858,500 | $411 | 115 days | 1/16/26 |
| 6699 Pennyroyal DR | 3 | 2 | 2,094 | $890,000 | $850,000 | $405 | 93 days | 2/10/26 |
| 7211 Live Oak DR | 3 | 2 | 2,230 | $835,000 | $835,000 | $374 | 64 days | 3/6/26 |
| 6902 Winding Cypress DR | 3 | 2 | 2,084 | $875,000 | $835,000 | $400 | 270 days | 5/5/26 |
| 7460 Blackberry DR | 3 | 2 | 2,188 | $834,999 | $815,000 | $372 | 171 days | 8/10/26 |
| 6754 Pennyroyal DR | 3 | 3 | 2,158 | $799,000 | $800,000 | $370 | 101 days | 5/8/26 |
| 7049 Live Oak DR | 3 | 2 | 2,230 | $825,000 | $800,000 | $358 | 77 days | 11/14/25 |
| 7128 Lily WAY | 2 | 2 | 1,685 | $799,000 | $750,000 | $445 | 172 days | 9/10/25 |
| 6787 Winding Cypress DR | 2 | 2 | 1,654 | $720,000 | $710,000 | $429 | 101 days | 11/6/25 |
| 7022 Live Oak DR | 3 | 2 | 2,078 | $725,000 | $700,000 | $336 | 127 days | 8/7/26 |
| 7445 Winding Cypress DR | 3 | 2 | 2,198 | $774,000 | $674,000 | $306 | 65 days | 8/19/25 |
| 7370 Mockingbird CT | 2 | 2 | 1,805 | $665,000 | $645,000 | $357 | 332 days | 12/5/25 |
| 7717 Jacaranda LN | 2 | 2 | 1,554 | $659,000 | $635,000 | $408 | 44 days | 4/9/26 |
| 7773 Jacaranda LN | 2 | 2 | 1,554 | $665,000 | $635,000 | $408 | 94 days | 9/29/25 |
| 7057 Live Oak DR | 3 | 2 | 2,230 | $679,000 | $625,000 | $280 | 150 days | 4/14/26 |
| 7815 Jacaranda LN | 2 | 2 | 1,574 | $693,000 | $620,000 | $393 | 255 days | 1/27/26 |
| 7639 Jacaranda LN | 2 | 2 | 1,554 | $649,000 | $615,000 | $395 | 73 days | 5/28/26 |
| 7255 Live Oak DR | 2 | 2 | 1,659 | $599,900 | $599,900 | $361 | 73 days | 4/30/26 |
| 7248 Live Oak DR | 2 | 2 | 1,685 | $615,000 | $595,000 | $353 | 219 days | 5/22/26 |
| 7121 Live Oak DR | 2 | 2 | 1,554 | $599,000 | $580,000 | $373 | 121 days | 6/12/26 |
| 7167 Live Oak DR | 3 | 2 | 1,554 | $590,000 | $575,000 | $370 | 132 days | 3/23/26 |
| 7659 Jacaranda LN | 2 | 2 | 1,544 | $599,900 | $575,000 | $372 | 141 days | 1/27/26 |
| 7690 Jacaranda LN | 2 | 2 | 1,554 | $610,000 | $575,000 | $370 | 272 days | 3/16/26 |
| 7733 Jacaranda LN | 2 | 2 | 1,554 | $585,000 | $565,000 | $363 | 105 days | 7/14/26 |
| 7785 Jacaranda LN | 2 | 2 | 1,574 | $549,000 | $550,000 | $349 | 27 days | 3/30/26 |
| 7176 Live Oak DR | 3 | 2 | 1,554 | $550,000 | $520,000 | $334 | 60 days | 3/6/26 |
| 7638 Jacaranda LN | 2 | 2 | 1,574 | $499,900 | $470,000 | $298 | 629 days | 6/24/26 |
| 7658 Jacaranda LN | 2 | 2 | 1,554 | $499,000 | $460,000 | $296 | 22 days | 3/12/26 |
| 7642 Jacaranda LN | 2 | 2 | 1,554 | $499,900 | $455,000 | $292 | 218 days | 11/17/25 |
| Average: | 2.7 | 2.3 | 2,047 | $861,497 | $809,957 | $392 | 123 days | |
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.