$1,099,000
3 Bed Pool Home for Sale in Winding Cypress
6767 Pennyroyal Drive, Naples, FL, 34114
About this home
Wow! This beautifully designed and meticulously maintained home checks all the right boxes. Featuring the highly desirable Summerwood floor plan with Great Room extension, it is perfect for entertaining or simply relaxing at home after a nice day out in beautiful Naples, FL. The kitchen features upgraded appliances, quartz countertops, an oversized island and walk-in pantry. The two guest bedrooms provide enough room for guests. The office/den can easily serve as a 4th bedroom if desired. Other interior features include high-grade porcelain tile throughout, a laundry/utility room with plenty of storage and natural gas for cooking, heated water and clothes drying. Exterior upgrades abound with a one-of-a-kind extended lanai with custom pavers and a built-in outdoor kitchen. There is plenty of space for outdoor gatherings, cookouts, an afternoon nap, a dip in the pool or just taking in some Florida sunshine. Looking through the huge portrait "no-see" lanai screen is one of the very best long water views in the entire community. The view is simply gorgeous, inspiring "wows" from all. The driveway and side walkway are extended. There is over $100k in upgrades to this magnificent home. Just pack your bags and head on down to enjoy our very special slice of tropical paradise. Worried about maintenance and insurance costs, and/or storms? Newer construction (2021) negates a large future roof replacement cost for some time. And a newer A/C system should provide many more years of solid service. Hurricane impact doors and windows are throughout providing for great energy efficiency and home protection. Also, the lot of this property is elevated. It is not in a mandatory flood insurance zone. And there is a whole home gas generator too should the need ever arise. All aforementioned should assist in obtaining lower insurance premiums and keep maintenance costs down. This home offers easy peasy and worry-free living by any measure. To top it all off, this sensational home resides in the highly prized community of Winding Cypress. An onsite restaurant, modern fitness center, community pool and a full calendar of social gatherings with some of the best Naples residents around are a nice walk, bike or golf cart ride away. Also, located conveniently between downtown Naples and Marco Island, opportunities to visit some of our finest beaches, shopping and dining locations are just minutes away. Great home. (Check.) Great view. (Check.) Great community. (Check.) Great location. (Check.) This property checks all the right boxes for the time of your life in beautiful Naples, FL.
Property details
- Type
- SingleFamilyResidence
- Year built
- 2021
- Interior
- 2,185 sqft
- Lot size
- 6,969.6 sqft
- Acreage
- 0.16 acres
- Garage
- 2 car
- Days on market
- 152
- Total association fees
- $6,648/yr (~$554/mo)
- CDD
- Yes
- Est. taxes (1.4%)
- $15,386/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- Northeast
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- No
- Natural gas
- No
- Water
- Assessment Paid
- Sewer
- Assessment Paid
- New construction
- No
- Pets
- Yes
- 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 8 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
Seeing several homes? Build a tour and we'll route it for you.
Your notes on this home
Keep private notes on this home, what you love, what to ask about, saved to your account and shared with your agent.
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 |
|---|---|---|---|---|---|
| 6787 Pennyroyal Drive | Sep 2026 | $900,000 | 3/2 | 2,076 | $434 |
| 6779 Winding Cypress Drive | Feb 2026 | $910,000 | 3/2 | 2,003 | $454 |
| 6699 Pennyroyal Drive | Feb 2026 | $850,000 | 3/2 | 2,094 | $406 |
| 6698 Pennyroyal Drive | Apr 2026 | $890,000 | 3/3 | 2,150 | $414 |
| 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 | $878,083 | $422 |
Market trends, Winding Cypress
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $109,000 (9.9%) from the original list price.
| Nov 17, 2025 | Sold | $990,000 |
| May 16, 2025 | Listed | $1,099,000 |
The good, the trade-offs & the location
- Built 2021 — post-2002 Florida wind codes (typically lower insurance)
- Private pool
- Waterfront
- Storm protection: Impact Windows/Doors
- 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.
Similar homes nearby
$1,298,000
MLS# 22600013914685 Kelson Circle, Naples, FL, 34114
$1,249,999
MLS# 2260292917658 Sicilia Court, Naples, FL, 34114
$999,000
MLS# 2260251578386 Viale Circle, Naples, FL, 34114
$1,275,000
MLS# 2260035609072 Wisteria Way, Naples, FL, 34114
$1,150,000
MLS# 2260044738943 Lely Island Circle, Naples, FL, 34113
$899,000
MLS# 2260122166939 Cay Court, Naples, FL, 34113
Similar communities
Matched by amenities, price tier, and location to Winding Cypress.
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.