3 Bed Pool Home for Sale in Winding Cypress
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SoldMLS# 226017662

$935,000

3 Bed Pool Home for Sale in Winding Cypress

6787 Pennyroyal Drive, Naples, FL, 34114

3 beds2 baths2,076 sqft2 garage
GatedPickleballTennisBocceFitness CenterClubhouseDog ParkCommunity PoolOn-site DiningWaterfront

About this home

On a private corner homesite with breathtaking long lake views, this like-new contemporary residence built in 2022 offers an exceptional blend of style, comfort and modern functionality within the sought-after community of Winding Cypress. Designed with a great room and split-bedroom floor plan, this three-bedroom plus den, two-bath home with a two-car garage showcases light-filled interiors, neutral paint tones, recessed lighting, crown molding and elegant marble-look tile flooring throughout the main living areas. Move-in ready and thoughtfully upgraded, the home captures the essence of effortless Florida living with a refined, modern aesthetic. Crown molding, expansive lake views and zero-corner sliding glass doors enhance the open and airy living room, seamlessly inviting the outdoors in to create an indoor-outdoor experience. Just beyond, the spacious screened lanai offers multiple seating areas, a ceiling fan and a full outdoor kitchen, all overlooking a large heated pool, ideal for entertaining or relaxing in complete privacy. The adjacent dining area features marble tile flooring, crown molding, an updated hanging light fixture and tranquil water views, ideally positioned off the kitchen for everyday living and hosting. The well-appointed kitchen is a standout, featuring white cabinetry, a tile backsplash, a large island with pendant lighting and a three-seater bar. Premium KitchenAid stainless steel appliances include a gas cooktop with a hood, a wall oven, a microwave, a dishwasher and a French door refrigerator, complemented by upgraded cabinetry and finishes. The den offers a functional workspace with recessed lighting and French double doors, ideal for working from home. The primary suite is a serene retreat with a tray ceiling, recessed lighting, a designer accent wall and a spacious walk-in closet with custom built-ins. The en-suite bath is thoughtfully designed with a double vanity, an expanded walk-in shower with additional sprayer, linen closet and private water closet. Guest bedrooms are equally inviting, each filled with natural light, including one with plantation shutters and custom moldings. Additional highlights include a widened and recently sealed driveway, impact windows and doors, a whole-house generator, custom wood backing for mounted televisions, upgraded molding throughout, and a garage with overhead storage and a mini-split air conditioning system. The laundry room is equipped with a Whirlpool front-load washer and dryer, utility sink and overhead cabinetry. Offering privacy as the last home on the street and showcasing extensive designer upgrades throughout, this residence presents a rare opportunity to enjoy luxurious lakefront living in one of Naples desirable communities. Resort-style perks include the on-site Shady Palm Café for casual dining and drinks, a state-of-the-art fitness center, a resort pool and spa, tennis, pickleball and bocce courts.

Property details

Type
SingleFamilyResidence
Year built
2022
Interior
2,076 sqft
Lot size
6,969.6 sqft
Acreage
0.16 acres
Garage
2 car
Days on market
70
Total association fees
$6,172/yr (~$514/mo)
CDD
Yes
Est. taxes (1.4%)
$13,090/yr
Flood zone (area est.)
Yes · High risk (AE)
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
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

AssociationManagementMaintenanceGroundsPestControlRoadMaintenance

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

Amenities

BocceCourtClubhouseDogParkFitnessCenterLibraryPickleballParkPoolRestaurantSpaHotTubSidewalksTennisCourtsTrailsManagement

Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.

Above marketThis home is priced above comparable recent sales.
This home
$450/sqft
Comp median
$413/sqft
Difference
+9%

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
6767 Pennyroyal DriveNov 2025$990,0003/22,185$453
6754 Pennyroyal DriveMay 2026$800,0003/32,158$371
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
Average6 comps$883,083$418

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 $35,000 (3.7%) from the original list price.

Sep 9, 2026Sold$900,000
May 1, 2026Listed$935,000

The good, the trade-offs & the location

Pros
  • Built 2022 — post-2002 Florida wind codes (typically lower insurance)
  • Private pool
  • Waterfront
  • Storm protection: Impact Windows/Doors
  • 2-car garage
Consider
  • In a higher-risk flood zone (AE) — flood insurance likely required
Location convenienceHigh
Hospital
8.8 mi
Physicians Regional (Naples)
Beach
9.1 mi
Naples Pier / Beach
Airport
8.5 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

Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.

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.