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- Description
- Property Details
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Street View
$990,000
Monthly Est:$4,928
4 Beds
- 3 Baths
3 full baths
3,206sqft
7775 Winding Cypress Dr, Naples, FL 34114
$990,000
$4,928/moEst:
Get Pre-Approved
Single Family Residence
Built in 2019
$514.33/mo HOA
0.2 acre lot
$309/sq.ft
Description
Thank you for taking a look at the best value in sought after Winding Cypress! This pristine, 2-Story Summerwood Model, is loaded with options and is located on one of the nicest, private, and quiet lots in the entire community. This amazing home is perfectly situated on a lake's edge with a preserve backdrop. It's on a cul-de-sac with no thru traffic, and miles off of major roadways so it's incredibly quiet, private, with no road noise.
If you are looking for a luxurious and functional space to entertain guests, or have them spend some overnights visiting, this is the property for you. Pride of original ownership is clear. With over 3200 square feet there's incredible room to entertain while also providing privacy for visitors. This home boasts 4 bedrooms, 3 full baths, and a large office or flex room that can be used as the new owner desires. The upstairs area is expansive with a huge gathering space that can be used as a theater room, craft area, media room, or office. The upstairs has it's own large bedroom and full bathroom. The 2nd floor also has it's own zoned climate control with a dedicated additional HVAC unit. The upgrades and amenities that this property offers are impressive. These features include: an upgraded kitchen package that adds optional cabinets, quartz counters & premium appliances, plank tile flooring, an incredible extended great room gathering space, built-in saltwater pool w/integral spa, a whole house generator, easy-use accordion shutters, hurricane rated electric shades enclosing the lanai, an outdoor summer kitchen, surround sound ceiling speakers, an upgraded, private owner's suite, built-in closet organizers, convenient interior plantation shutters, and a deep 2 car garage with epoxy flooring and a must have 2nd refrigerator.
Winding Cypress is an amenity rich, natural gas community and a hidden gem of Naples. Meet friends and neighbors at the resident's only, full-service restaurant and bar that's conveniently located at the edge of the incredible resort pool. Play pickleball, tennis, or bocce on the premium lighted courts. Take advantage of the world-class fitness center. Enjoy the nature trail boardwalk, dog parks, and community garden. Participate in any of the huge selection of activities that the community and HOA offers. Speaking of the HOA, you will not find a better value for cost anywhere in Naples. It's not even close. The HOA General Manager, Assistant Manager, Activities Director, and Support Staff are all full-time and on site to better assist the residents.
Winding Cypress is conveniently located just 10 minutes to the beaches and entertainment on Marco Island, 15 minutes to all that downtown Olde Naples has to offer, 10 minutes to I75, and just 35 minutes to RSW Airport.
- Houzeo last checked: 10 hours ago
- Listing updated: November 1, 2026 at 9:13 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#: 226037594

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
2019
HOA Fees
$514.33/mo
Finished Area
3,206 sqft
Lot Size
0.2 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
226037594
MLS Status
Active
Days on Market
8
Cumulative Days on Market
7

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Location
HOA Management
N/A
HOA Fees
$1,543.44/ Quarterly
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Tennis
Cable TV
Club House
Road Maintenance
Maintenance
Insurance
Spa
Park Playground
Security Guard
Bike Trails
Gym
Internet
Pool
Restaurant
Library
Walk path
Sports Court
Management
ReserveFund
LegalAccounting
StreetLights
RecreationFacilities
AssociationManagement
IrrigationWater
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: 3
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
Heating
Central, Electric, Gas, Zoned
Interior Features
Breakfast Bar, Built In Features, Bedroom On Main Level, Dual Sinks, Eat In Kitchen, Family Dining Room, French Doors Atrium Doors, Kitchen Island, Living Dining Room, Main Level Primary, Pantry, Shower Only, Separate Shower, Walk In Closets, Wired For Sound, Window Treatments, High Speed Internet, Home Office, Split Bedrooms
Exterior Features
Irrigation Sprinklers, Outdoor Kitchen, Patio, Shutters Electric, Shutters Manual, Water Feature
Window Features
Single Hung, Shutters, Window Coverings
Flooring
Carpet, Tile
Construction
Year Built
Year Built: 2019
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, Salt Water, Community
Association Amenities
Bocce Court, Clubhouse, Dog Park, Fitness Center, Library, Pickleball, Pool, Restaurant, Spa Hot Tub, Sidewalks, Tennis Courts, Trails, Management
Security Features
Security Gate, Gated With Guard, Gated Community, Smoke Detectors
Water Source
Public
Utilities
Cable Available, Natural Gas Available, High Speed Internet Available, Underground Utilities
Laundry Features
Inside
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, Dead End, Sprinklers Automatic
Patio And Porch Features
Lanai, Patio, Porch, Screened
Price History
| Date | Event | Price |
|---|---|---|
10/25/2026 Source: | Listed for Sale | $990,000 $309/sqft |
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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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