# 7700 WINDING CYPRESS Drive, Naples, FL 34114 > **TL;DR:** 5bd/3ba single family, $1,250,000 ($424/sqft), built 2021, 2,950 sqft. > Pool, Spa, Waterfront, View. Est. $7,200/mo. Listed 47 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,250,000 | | Price/sqft | $424 | | Bedrooms | 5 | | Bathrooms | 3 full | | Square Feet | 2,950 | | Year Built | 2021 | | Lot Size | 6,970 sqft (0.16 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 47 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified - **Waterfront** - Waterfront location listed - **Views** - Lake ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $6,321 | | Estimated Insurance | $365 | | HOA | $514 | | **Total** | **$7,200** | ## Key Amenities - Pool - Spa - Waterfront - View - A/C - 2-car garage ## Property Highlights - Built in 2021 - 0.16 acre lot - 2 stories - Private pool - Waterfront ## Description ### Agent Description BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA'S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND'S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS. THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS...TRULY A GEM IN SOUTH NAPLES! NO FLOOD INSURANCE REQUIRED AT THIS LOCATION ## Location - **Address:** 7700 WINDING CYPRESS Drive, Naples, FL 34114 - **County:** Collier - **Neighborhood:** Winding Cypress - **Coordinates:** 26.057621, -81.674146 - **Google Maps:** https://www.google.com/maps?q=26.057621,-81.674146 ## Virtual Tour & Media - **Video Tour:** https://tours.napleshdrphotography.com/2402612?idx=1 ## Listing Agent - **Name:** Tim Sykes - **Brokerage:** Anchor Real Estate, Inc. - **Broker Phone:** (239) 394-6000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/7700-Winding-Cypress-Dr_Naples_FL_34114_M62776-95889?f=listhub&s=MIAAORFL&m=2261551&c=propsimple) ## Photos ![7700 WINDING CYPRESS Drive - Photo 1](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1136557555r.jpg) ![7700 WINDING CYPRESS Drive - Photo 2](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f939877743r.jpg) ![7700 WINDING CYPRESS Drive - Photo 3](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1065354464r.jpg) ![7700 WINDING CYPRESS Drive - Photo 4](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1845935925r.jpg) ![7700 WINDING CYPRESS Drive - Photo 5](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1182996885r.jpg) ![7700 WINDING CYPRESS Drive - Photo 6](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3761578758r.jpg) ![7700 WINDING CYPRESS Drive - Photo 7](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1610015177r.jpg) ![7700 WINDING CYPRESS Drive - Photo 8](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2819142635r.jpg) ![7700 WINDING CYPRESS Drive - Photo 9](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f4043438245r.jpg) ![7700 WINDING CYPRESS Drive - Photo 10](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f103095231r.jpg) ![7700 WINDING CYPRESS Drive - Photo 11](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f300180613r.jpg) ![7700 WINDING CYPRESS Drive - Photo 12](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2401385149r.jpg) ![7700 WINDING CYPRESS Drive - Photo 13](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2489984163r.jpg) ![7700 WINDING CYPRESS Drive - Photo 14](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3131739346r.jpg) ![7700 WINDING CYPRESS Drive - Photo 15](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3532703776r.jpg) ![7700 WINDING CYPRESS Drive - Photo 16](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f151748690r.jpg) ![7700 WINDING CYPRESS Drive - Photo 17](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3414235402r.jpg) ![7700 WINDING CYPRESS Drive - Photo 18](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1388967028r.jpg) ![7700 WINDING CYPRESS Drive - Photo 19](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3702853071r.jpg) ![7700 WINDING CYPRESS Drive - Photo 20](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1161868496r.jpg) ![7700 WINDING CYPRESS Drive - Photo 21](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f819155755r.jpg) ![7700 WINDING CYPRESS Drive - Photo 22](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3650098752r.jpg) ![7700 WINDING CYPRESS Drive - Photo 23](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f160639552r.jpg) ![7700 WINDING CYPRESS Drive - Photo 24](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2178822575r.jpg) ![7700 WINDING CYPRESS Drive - Photo 25](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f4105701682r.jpg) ![7700 WINDING CYPRESS Drive - Photo 26](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1423655656r.jpg) ![7700 WINDING CYPRESS Drive - Photo 27](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2544187185r.jpg) ![7700 WINDING CYPRESS Drive - Photo 28](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2726451239r.jpg) ![7700 WINDING CYPRESS Drive - Photo 29](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3583191458r.jpg) ![7700 WINDING CYPRESS Drive - Photo 30](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1036915546r.jpg) ![7700 WINDING CYPRESS Drive - Photo 31](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f809745916r.jpg) ![7700 WINDING CYPRESS Drive - Photo 32](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2767174615r.jpg) ![7700 WINDING CYPRESS Drive - Photo 33](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3824048980r.jpg) ![7700 WINDING CYPRESS Drive - Photo 34](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3015807461r.jpg) ![7700 WINDING CYPRESS Drive - Photo 35](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3342522290r.jpg) ![7700 WINDING CYPRESS Drive - Photo 36](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1118546152r.jpg) ![7700 WINDING CYPRESS Drive - Photo 37](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2560132459r.jpg) ![7700 WINDING CYPRESS Drive - Photo 38](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2628325305r.jpg) ![7700 WINDING CYPRESS Drive - Photo 39](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3121452946r.jpg) ![7700 WINDING CYPRESS Drive - Photo 40](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3887408391r.jpg) ![7700 WINDING CYPRESS Drive - Photo 41](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f733757553r.jpg) ![7700 WINDING CYPRESS Drive - Photo 42](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2969877473r.jpg) ![7700 WINDING CYPRESS Drive - Photo 43](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f3246804328r.jpg) ![7700 WINDING CYPRESS Drive - Photo 44](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2174126027r.jpg) ![7700 WINDING CYPRESS Drive - Photo 45](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f2110542945r.jpg) ![7700 WINDING CYPRESS Drive - Photo 46](http://lh.rdcpix.com/4c4068239647231cdb5a4fda52c2e49al-f1819335609r.jpg) --- **MLS#:** 2261551 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 Marco Island Area Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/7700-winding-cypress-drive-naples-fl-34114-84c6780bfa4349b08690a52486ffcf57) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/7700-winding-cypress-drive-naples-fl-34114-84c6780bfa4349b08690a52486ffcf57#listing", "url": "https://staging.propertysimple.ai/listing/7700-winding-cypress-drive-naples-fl-34114-84c6780bfa4349b08690a52486ffcf57", "name": "7700 WINDING CYPRESS Drive, Naples, FL 34114", "description": "BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA'S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND'S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS. THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS...TRULY A GEM IN SOUTH NAPLES! 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