3 Bed Waterfront Home for Sale in Naples
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For SaleMLS# 226021460

$1,349,500

3 Bed Waterfront Home for Sale in Naples

7478 Winding Cypress Drive, Naples, FL, 34114

3 beds3 baths2,634 sqft3 garage
GatedPickleballTennisFitness CenterClubhouseDog ParkCommunity PoolOn-site DiningWaterfront

About this home

BRING OFFERS! Welcome to this highly upgraded Infinity Model, a rare offering in the prestigious Winding Cypress community of Naples. Built by renowned DiVosta Builders, this residence is one of only three Infinity Models within a community of more than 750 homes, making it an exceptionally unique opportunity. Featuring an extra-wide three-car garage with a dedicated third bay ideal for a golf cart, hobby vehicle, or additional storage, this home has been significantly enhanced with premium upgrades throughout and offers a level of quality rarely found in today's market. Designed for both luxury and everyday comfort, the expansive open-concept floor plan showcases soaring tray ceilings exceeding 11 feet, custom faux painting, extensive crown molding, and elegant designer finishes throughout. The spacious great room seamlessly connects to the gourmet kitchen, highlighted by a six-burner Thermador gas range and cooktop, premium Liebherr refrigerator, custom cabinetry, and a massive leather-finished quartzite island perfect for entertaining. The seller's extensive investment in upgrades is evident in every detail. Designer window treatments, custom bed coverlets, built-in features, and custom closets throughout create a refined, move-in-ready environment. The completely remodeled primary bath offers a spa-inspired retreat featuring a curbless walk-in shower, floating vanity, premium fixtures, designer tilework, and stunning 48-inch porcelain tile flooring throughout. Outdoor living is equally impressive. The expansive lanai with desirable western exposure captures spectacular Naples sunsets and provides ample space for a custom pool, spa, and additional outdoor living areas. Pool plans and contractor quotes are available, making it easy for the next owner to create their ideal backyard oasis. The fully equipped outdoor kitchen provides the perfect setting for entertaining family and friends while enjoying the privacy and tropical surroundings. Additional upgrades include hurricane-impact windows and doors, a dramatic zero-corner sliding glass door, whole-house generator, tankless water heater, Kinetico water filtration system, Sonos surround sound system, epoxy-coated garage floors, insulated garage doors, built-in garage storage, and a dedicated air-conditioning system for the garage. As one of Naples' premier natural gas communities, Winding Cypress offers an unmatched lifestyle with a residents-only restaurant, resort-style pool and spa, fitness center, pickleball, tennis and bocce courts, and over 800 acres of protected preserve. Ideally located just 10 minutes from Marco Island's white sand beaches and approximately 15 minutes from Olde Naples, this exceptional residence combines rarity, luxury, and location in one extraordinary offering. This is more than a home—it's a statement of quality, craftsmanship, and lifestyle. One or more photos have been virtually staged, AI-generated, or rendered.

Property details

Type
SingleFamilyResidence
Year built
2016
Interior
2,634 sqft
Lot size
9,583.2 sqft
Acreage
0.22 acres
Garage
3 car
Days on market
88
Total association fees
$6,648/yr (~$554/mo)
CDD
Yes
Est. taxes (1.4%)
$18,893/yr
Flood zone (area est.)
Yes · High risk (AE)
Storm protection
Impact Windows/Doors
Exposure
West
Waterfront
Yes
Gulf access
No
Gulf access type
N/A
Pool
No
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

AssociationManagementCableTvInsuranceInternetIrrigationWaterLegalAccountingMaintenanceGroundsMaintenanceStructureRecreationFacilitiesReserveFundRoadMaintenanceStreetLightsSecurityTrash

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

Amenities

ClubhouseDogParkFitnessCenterLibraryOtherPickleballPoolRestaurantSpaHotTubSidewalksTennisCourtsManagement

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.

Below marketThis home is priced below comparable recent sales, a potential value.
This home
$512/sqft
Comp median
$573/sqft
Difference
-11%

Based on the $/sqft of 5 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
7597 BLACKBERRY DriveSep 2025$1,175,0003/32,496$471
14224 Laguna Springs LaneAug 2026$1,400,0004/32,445$573
14331 Neptune AvenueJan 2026$1,475,0004/32,467$598
14433 Neptune AvenueFeb 2026$1,530,0003/32,609$586
14574 Regatta LaneApr 2026$1,205,0003/22,663$452
Average5 comps$1,357,000$536

Market trends, Winding Cypress

Median list
$949,900
Median $/sqft
$430
Median sold (90d)
$757,500
Avg days on market
55
Active listings
9
Median sold price · Winding Cypress
$757,500last 3 months5.6% vs $717,500 prior 3 months

Live community medians from the MLS · see all listings. Indicative, not an appraisal.

Price & status history

Jun 4, 2026Back on market
Jun 3, 2026Listed$1,349,500

The good, the trade-offs & the location

Pros
  • Built 2016 — post-2002 Florida wind codes (typically lower insurance)
  • Waterfront
  • Storm protection: Impact Windows/Doors
  • 3-car garage
Consider
  • In a higher-risk flood zone (AE) — flood insurance likely required
Location convenienceHigh
Hospital
8.6 mi
Physicians Regional (Naples)
Beach
9.7 mi
Naples Pier / Beach
Airport
8.8 mi
Naples Airport
Shopping
10 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.