3 Bed Pool Home for Sale in Winding Cypress
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SoldMLS# 225048066

$1,099,000

3 Bed Pool Home for Sale in Winding Cypress

6767 Pennyroyal Drive, Naples, FL, 34114

3 beds2 baths2,185 sqft2 garage
GatedPickleballTennisBocceFitness CenterClubhouseDog ParkCommunity PoolOn-site DiningWaterfront

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

AssociationManagementInsuranceIrrigationWaterLegalAccountingMaintenanceGroundsMaintenanceStructureRecreationFacilitiesReserveFundRoadMaintenanceStreetLightsSecurity

What the association dues cover, per the MLS. Confirm the full schedule with the HOA.

Amenities

BocceCourtClubhouseDogParkFitnessCenterLibraryPickleballParkPrivateMembershipPoolRestaurantSpaHotTubSidewalksTennisCourtsTrailsManagement
Above marketThis home is priced above comparable recent sales.
This home
$503/sqft
Comp median
$413/sqft
Difference
+22%

Based on the $/sqft of 8 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.

AddressSoldSold priceBeds/BathsSq ft$/sqft
6787 Pennyroyal DriveSep 2026$900,0003/22,076$434
6779 Winding Cypress DriveFeb 2026$910,0003/22,003$454
6699 Pennyroyal DriveFeb 2026$850,0003/22,094$406
6698 Pennyroyal DriveApr 2026$890,0003/32,150$414
6856 Winding Cypress DriveJan 2026$858,5003/22,084$412
6870 Winding Cypress DriveOct 2025$860,0003/22,084$413
Average6 comps$878,083$422

Market trends, Winding Cypress

Median list
$1,099,950
Median $/sqft
$438
Median sold (90d)
$857,500
Avg days on market
78
Active listings
8
Median sold price · Winding Cypress
$815,000last 3 months32% vs $617,450 prior 3 months

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, 2025Sold$990,000
May 16, 2025Listed$1,099,000

The good, the trade-offs & the location

Pros
  • Built 2021 — post-2002 Florida wind codes (typically lower insurance)
  • Private pool
  • Waterfront
  • Storm protection: Impact Windows/Doors
  • 2-car garage
Location convenienceHigh
Hospital
8.8 mi
Physicians Regional (Naples)
Beach
9.1 mi
Naples Pier / Beach
Airport
8.6 mi
Naples Airport
Shopping
9.7 mi
Coastland Center (Naples)

Straight-line distances to major SWFL amenities, approximate; actual drive times vary.

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Nearby schools

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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.