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John R Wood
Market report, updated
Winding Cypress Home Values and Market Report
Search in the subdivision of Winding Cypress
Market at a glance
Over the last 12 months, homes sold for 95.5% of list price in 137 days on average.
Average price, last 12 months
What sellers asked vs. what homes actually sold for, by closing month.
Homes sold per month
Closed sales, last 12 months.
Peak: 8 sales in Mar. Last month: 1.
Where the market stands
All homes in this report, by status.
Buyer's or seller's market?
Months it would take to sell every active home at the pace of the last 6 months.
Supply and demand are roughly in balance in this market.
Average price by status
Average days on market
Browse homes by status
Choose a status to see its numbers, charts and listings.
Active homes
Currently for salePrice vs. living area
Each dot is a home. Hover a dot for its address, click it to see the home.
How long homes have been listed
Number of homes by days on market.
Bedroom mix
Number of homes by bedroom count.
Highest price per ft²
Top 7 homes in this status.
All active listings
Every home in this list is on the map. Click a marker for the home.
| Address | Beds | Baths | Living ft² | List price | $ / ft² | Days on market |
|---|---|---|---|---|---|---|
| 7259 Live Oak DRNaples, FL 34114 | 3 | 3 | 2,500 | $969,000 | $387 | 5 days |
| 7383 Mockingbird CTNaples, FL 34114 | 4 | 4 | 3,696 | $1,550,000 | $419 | 41 days |
| 6932 Cocoplum STNaples, FL 34114 | 3 | 3 | 2,496 | $1,575,000 | $631 | 10 days |
| 7591 Jacaranda LNNaples, FL 34114 | 2 | 2 | 1,554 | $539,000 | $346 | 15 days |
| 7775 Winding Cypress DRNaples, FL 34114 | 4 | 3 | 3,206 | $990,000 | $308 | 17 days |
| 7098 Live Oak DRNaples, FL 34114 | 3 | 2 | 1,554 | $520,000 | $334 | 19 days |
| 7235 Live Oak DRNaples, FL 34114 | 3 | 3 | 2,300 | $925,000 | $402 | 28 days |
| 7247 Clamshell LNNaples, FL 34114 | 4 | 4 | 3,656 | $1,549,000 | $423 | 33 days |
| 7602 Jacaranda LNNaples, FL 34114 | 2 | 2 | 1,554 | $548,000 | $352 | 36 days |
| 7072 Live Oak DRNaples, FL 34114 | 4 | 4 | 3,350 | $1,350,000 | $402 | 41 days |
Sold homes
Closed in the last 12 monthsPrice vs. living area
Each dot is a home. Hover a dot for its address, click it to see the home.
How long homes took to sell
Number of homes by days on market.
Bedroom mix
Number of homes by bedroom count.
Highest price per ft²
Top 7 homes in this status.
Sold price vs. list price
How close homes sold to their asking price.
All sold listings
Every home in this list is on the map. Click a marker for the home.
| Address | Beds | Baths | Living ft² | Sold price | Sold / list | $ / ft² | Days to sell | Sold date |
|---|---|---|---|---|---|---|---|---|
| 6851 Winding Cypress DRNaples, FL 34114 | 3 | 3 | 2,789 | $1,200,000 | 100.0% | $430 | 27 days | Oct 21, 2026 |
| 6820 Winding Cypress DRNaples, FL 34114 | 3 | 2 | 2,086 | $790,000 | 98.8% | $378 | 32 days | Sep 29, 2026 |
| 7674 Jacaranda LNNaples, FL 34114 | 2 | 2 | 1,554 | $610,000 | 101.7% | $392 | 32 days | Sep 21, 2026 |
| 6787 Pennyroyal DRNaples, FL 34114 | 3 | 2 | 2,076 | $900,000 | 96.3% | $433 | 131 days | Sep 9, 2026 |
| 7460 Blackberry DRNaples, FL 34114 | 3 | 2 | 2,188 | $815,000 | 97.6% | $372 | 171 days | Aug 10, 2026 |
| 7022 Live Oak DRNaples, FL 34114 | 3 | 2 | 2,078 | $700,000 | 96.6% | $336 | 127 days | Aug 7, 2026 |
| 7473 Winding Cypress DRNaples, FL 34114 | 4 | 2 | 2,018 | $900,000 | 94.7% | $445 | 39 days | Jul 31, 2026 |
| 7733 Jacaranda LNNaples, FL 34114 | 2 | 2 | 1,554 | $565,000 | 96.6% | $363 | 105 days | Jul 14, 2026 |
| 7343 Mockingbird CTNaples, FL 34114 | 3 | 2 | 2,107 | $962,500 | 98.7% | $456 | 56 days | Jul 9, 2026 |
| 7631 Winding Cypress DRNaples, FL 34114 | 4 | 2 | 2,186 | $1,025,000 | 93.3% | $468 | 54 days | Jun 24, 2026 |
Questions about this market?
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These numbers move every month. For what they mean for your home, or for a home you have your eye on, get in touch.
Next steps
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.