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Sale Pending at 7759 Winding Cypress Dr, Naples, FL 34114 | MLS# 226024563 | Listing updated on 2026-10-16
Photo 1 of Sale Pending at 7759 Winding Cypress Dr, Naples, FL 34114 | MLS# 226024563 | Listing updated on 2026-10-16
Photo 2 of Sale Pending at 7759 Winding Cypress Dr, Naples, FL 34114 | MLS# 226024563 | Listing updated on 2026-10-16
Photo 3 of Sale Pending at 7759 Winding Cypress Dr, Naples, FL 34114 | MLS# 226024563 | Listing updated on 2026-10-16
Photo 4 of Sale Pending at 7759 Winding Cypress Dr, Naples, FL 34114 | MLS# 226024563 | Listing updated on 2026-10-16
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$1,300,000

Monthly Est:$6,471

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,464sqft

7759 Winding Cypress Dr, Naples, FL 34114

$6,471/moEst:

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  • Single Family Residence

  • Built in 2020

  • $548.67/mo HOA

  • 0.23 acre lot

  • $375/sq.ft

Description

PRICE IMPROVEMENT _Ready for New Owners- Look at all the upgrades in this prestigious, stately, and expansive Stonewater offering everything option possible located in the highly-desirable natural gas community of Winding Cypress. The open concept main living area plus a 2nd floor for guest, media, home office, craft or game room of your choice. This is DiVosta Builder's flagship luxury home and a very rare find. This property sits on the most exceptional 1/4 acre lot with a spectacular large LAKE AND PRESEVE from your rear covered lanai. Quiet, serene privacy is what you should expect all day long, especially as you witness the incredible early morning sunrises.
As s
oon as you enter the home's grand foyer via the front double doors, you can't help but notice the opulent main gathering area highlighted by soaring 13 foot tray ceilings, luxury detail, convenience features, and ownership peace of mind everywhere you look, this property has it all. The waterfront, 4+ bedroom, 4 1/2 bath, and 3 car garage with 4 foot extension residence is loaded with upgrades. Builder and owner added features include: HURRICANE RESISTANT/IMPACT WINDOWS DOORS & SLIDERS, WHOLE HOUSE GENERATOR, HEATED BUILT-IN POOL W/INTEGRAL SPA, CUSTOM KITCHEN CABINETS W/ABOVE & UNDER CABINET LIGHTING, QUARTZ COUNTERTOPS, UPGRADED APPLIANCE PACKAGE, WALK-IN PANTRY, UPGRADED LANAI W/PICTURE WINDOW SCREEN, HURRICANE RESISTANT ELECTRIC SHADES, POOL BATH, POOL STORAGE ROOM & SUMMER KITCHEN, CUSTOM PLANK TILE THROUGHOUT ENTIRE 1ST FLOOR, EXPANSIVE OWNER'S SUITE W/SITTING AREA, TRAY CEILING, FRENCH DOORS TO HUGE OWNER'S BATH W/DUAL VANITY, EXTENDED WALK-IN SHOWER, MAKEUP VANITY, LARGE WALK-IN CLOSET, BREAKFAST AREA W/CABINETS & BEVERAGE COOLER, DESIREABLE OPEN FIRST FLOOR GATHERING SPACE W/SPECTACULAR HIGH CEILINGS ENCOMPASSING GREAT ROOM, DINING AREA, KITCHEN & BREAKFAST NOOK, GLASS WALL OF DOUBLE SLIDERS THAT OPENS OUT TO LANAI & OUTDOOR LIVING SPACE, UPGRADED LIGHTING AND PLUMBING FIXTURES, 2 OTHER DOWNSTAIRS BEDROOMS CONVERT TO ENSUITES, LAUNDRY CENTER W/CABINETS & CUSTOM TUB, EXPANSIVE 2ND FLOOR LIVING SPACE INCLUDING THE 4TH BEDROOM & FULL BATHROOM, HUGE THEATER/MEDIA ROOM SPACE W/ ADDITIONAL SITTING AREA & WALK-IN CLOSET, BONUS ADDED DEN/OFFICE W/FRENCH DOORS, DUAL ZONED COOLING/HEATING W/2 HVAC UNITS, DESIRABLE 3 CAR EXTENDED GARAGE WITH RUBBER TILE FLOORING & 6 CEILING MOUNTED STORAGE RACKS.
Winding Cypress is a most sought after, newer gated community renowned for it's amazing amenities at a great value. Of the total 1250 acres making up the community, Winding Cypress boasts over 825 acres of green space, mature landscape, lakes and preserve. Conveniently located just 15 minutes to downtown Olde Naples, 10 minutes to Marco Island, and 10 minutes to I75, you are close to the best beaches, dining, and boutique shopping that Southwest Florida has to offer.

  • Houzeo last checked: 11 hours ago
  • Listing updated: October 16, 2026 at 1:57 pm
  • Listing Provided by: Theresa Bocka (239) 351-4955 DRE #281531241, Paul Bocka (585) 576-4250 DRE #638511358 | William Raveis Real Estate (239) 231-3380
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 226024563 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Collier County

  • City

    Naples

  • Neighborhood

    --

  • Year Built

    2020

  • HOA Fees

    $548.67/mo

  • Finished Area

    3,464 sqft

  • Lot Size

    0.23 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    226024563

  • MLS Status

    Pending

  • Days on Market

    105

  • Cumulative Days on Market

    88

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Location

HOA Management

N/A

HOA Fees

$1,645.8/ Quarterly

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Internet Internet

Park Playground Park Playground

Gym Gym

Security Guard Security Guard

Maintenance Maintenance

Club House Club House

Pool Pool

Tennis Tennis

Spa Spa

Road Maintenance Road Maintenance

Library Library

Restaurant Restaurant

Walk path Walk path

Sports Court Sports Court

RecreationFacilities RecreationFacilities

StreetLights StreetLights

AssociationManagement AssociationManagement

Cabana Cabana

LegalAccounting LegalAccounting

IrrigationWater IrrigationWater

ReserveFund ReserveFund

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Appliances

    Built In Oven, Double Oven, Dryer, Dishwasher, Gas Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Self Cleaning Oven, Washer

  • Sewer

    Public Sewer

  • Cooling

    Central Air, Ceiling Fans, Electric, Zoned

  • Heating

    Central, Electric, Zoned

  • Interior Features

    Built In Features, Bedroom On Main Level, Tray Ceilings, Closet Cabinetry, Cathedral Ceilings, Coffered Ceilings, Dual Sinks, Entrance Foyer, Eat In Kitchen, Family Dining Room, High Ceilings, Kitchen Island, Living Dining Room, Main Level Primary, Other, Pantry, Sitting Area In Primary, Shower Only, Separate Shower, Cable Tv, Walk In Pantry

  • Exterior Features

    Security High Impact Doors, Irrigation Sprinklers, Outdoor Kitchen, Gas Grill

  • Window Features

    Single Hung, Impact Glass, Shutters, Window Coverings

  • Flooring

    Carpet, Tile

Construction

  • Year Built

    Year Built: 2020

  • Home type

    Single Family Residence

  • Roof

    Tile

  • Property Condition

    Resale

  • Architectural Style

    Two Story

  • Construction Materials

    Block, Concrete, Stucco

Utilities & Energy

  • Pool Features

    Concrete, Gas Heat, Heated, In Ground, Outside Bath Access, Pool Equipment, Community

  • Association Amenities

    Bocce Court, Cabana, Clubhouse, Dog Park, Fitness Center, Library, Pickleball, Pool, Restaurant, Spa Hot Tub, Sidewalks, Tennis Courts

  • Security Features

    Security Gate, Gated With Guard, Gated Community, Smoke Detectors

  • Water Source

    Public

  • Utilities

    Cable Available, High Speed Internet Available, Underground Utilities

  • Laundry Features

    Inside, Laundry Tub

  • Parking Features

    Attached, Driveway, Garage, Paved, Garage Door Opener

Other Features

  • Subdivision Name

    Winding Cypress

  • Community Features

    Gated, Street Lights

  • Disclosures

    Disclosure On File, Deed Restriction, Seller Disclosure

  • Lot Features

    Cul De Sac, Pond On Lot, Sprinklers Automatic

  • Patio And Porch Features

    Lanai, Porch, Screened

Price History

DateEventPrice

09/27/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226024563

Pending

$1,300,000 -7.14%

$375/sqft

07/20/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226024563

Listed for Sale

$1,400,000

$404/sqft

Nearby Homes

Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 02, 2026, 02:15PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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