$943,000
3 Bed Pool Home for Sale in Winding Cypress
6698 Pennyroyal Drive, Naples, FL, 34114
About this home
Discover resort-style living in this rare three-bedroom plus den, three-bath natural gas home in the highly sought-after community of Winding Cypress. Designed for privacy and effortless indoor–outdoor living, it features an oversized fully custom pool with integrated seamless spa and a panoramic barless screen lanai, integrated home theater sound, all overlooking lush, tranquil landscaping. The great room opens with a dramatic zero-corner disappearing slider, and the home is nearly brand new with 2022 construction still under the renowned DiVosta builder warranty. Located on a private cul-de-sac, this home offers peaceful living while keeping you close to world-class amenities. Winding Cypress boasts private nature trails, community gardens, and an impressive 18,000-square-foot resort clubhouse with a poolside restaurant, full-time activities director, lap lanes, zero-edge resort pool with waterfall, fire pit, pickleball, tennis, and more. The community now features two grand entrances/exits on both Tamiami Trail (U.S. 41) and Collier Boulevard (951), offering exceptional convenience.
Property details
- Type
- SingleFamilyResidence
- Year built
- 2022
- Interior
- 2,150 sqft
- Lot size
- 6,969.6 sqft
- Acreage
- 0.16 acres
- Garage
- 2 car
- Days on market
- 94
- Total association fees
- $6,236/yr (~$520/mo)
- CDD
- Yes
- Est. taxes (1.4%)
- $13,202/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- Southwest
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- Yes
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges, mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees, which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 7 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months, similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 6699 Pennyroyal Drive | Feb 2026 | $850,000 | 3/2 | 2,094 | $406 |
| 6779 Winding Cypress Drive | Feb 2026 | $910,000 | 3/2 | 2,003 | $454 |
| 6767 Pennyroyal Drive | Nov 2025 | $990,000 | 3/2 | 2,185 | $453 |
| 6787 Pennyroyal Drive | Sep 2026 | $900,000 | 3/2 | 2,076 | $434 |
| 6856 Winding Cypress Drive | Jan 2026 | $858,500 | 3/2 | 2,084 | $412 |
| 6870 Winding Cypress Drive | Oct 2025 | $860,000 | 3/2 | 2,084 | $413 |
| Average | 6 comps | $894,750 | $429 |
Market trends, Winding Cypress
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $53,000 (5.6%) from the original list price.
| Apr 23, 2026 | Sold | $890,000 |
| Dec 5, 2025 | Listed | $943,000 |
The good, the trade-offs & the location
- Built 2022 — post-2002 Florida wind codes (typically lower insurance)
- Private pool
- 2-car garage
Straight-line distances to major SWFL amenities, approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.