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$1,300,000

7759 Winding Cypress Dr

Naples, FL
Pending
4
Bedrooms
4.5
Bathrooms
4,102
Square Feet
0.23
Lot Size (acres)
2020
Year Built
76
Days On Market

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 soon 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.

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Listing Information

Listing Updated
4 days ago
Listed By
Theresa Bocka, 2393514955 · William Raveis Real Estate, 2392313380
MLS#
226024563
Source
Multiple Listing Service of Bonita SpringsEstero
Status
Pending

Facts & Features

Location

Community Information

Address
7759 Winding Cypress Dr, Naples, FL 34114
City
Naples
County
Collier
Neighborhood
WINDING CYPRESS
Zip Code
34114

Architecture

Bedrooms
4
Bathrooms
4.5
Stories
2
Year Built
2020
Construction Materials
Stucco, Cement Siding
Building Area
4,102 sq. ft.
Roof
Tile
Levels
Two
Garage
Yes
Garage Spaces
3
Parking Features
Driveway, Attached, Paved, Garage Door Opener, Garage

Features & Amenities

Interior Features
Cathedral Ceiling(s), Eat-in Kitchen, Walk-In Closet(s), Pantry, Kitchen Island, Wired for Data, Entrance Foyer, Tray Ceiling(s), Coffered Ceiling(s)
Appliances
Dryer, Dishwasher, Microwave, Washer, Range, Disposal, Gas Cooktop, Oven, Double Oven, Self Cleaning Oven
Flooring
Tile, Carpet
Exterior Features
Gas Grill, Outdoor Kitchen
Community Features
Clubhouse, Gated, Pool, Sidewalks, Tennis Court(s), Street Lights, Park, Restaurant
Cooling
Ceiling Fan(s), Electric, Zoned
Heating
Electric, Zoned, Central

Property Features

Lot Size
0.23 Acres
Lot Features
Waterfront, Cul-De-Sac
View
Trees/Woods, Lake
Utilities
Cable Available, Natural Gas Available, Natural Gas Connected, Underground Utilities

Square Footage

Total
3,464 sq. ft.

Tax & Financial Information

List Price
$1,300,000
Annual Taxes
$10,830
Association Fee
$1,645 (paid Quarterly)
Fee Includes
Maintenance Grounds, Internet, Security

Schools

77/100
Lely High School
High · Grades 09–12 · 3.6 mi
City
Naples
Students
1,752
Parent reviews
5.0★ avg · 1 review
Student body
52% Hispanic / Latino · 23% Black · 22% White
Free/reduced lunch
67%
Phone
(239) 377-2000
71/100
Parkside Elementary School
Elementary · Grades PK–05 · 3.3 mi
City
Naples
Students
755
Parent reviews
5.0★ avg · 1 review
Student body
76% Hispanic / Latino · 21% Black · 3% White
Free/reduced lunch
91%
Phone
(239) 377-8900
52/100
Lely Elementary School
Elementary · Grades PK–05 · 3.6 mi
City
Naples
Students
502
Student body
40% Hispanic / Latino · 32% Black · 22% White
Free/reduced lunch
78%
Phone
(239) 377-7500
51/100
Manatee Middle School
Middle · Grades 06–08 · 0.8 mi
City
Naples
Students
913
Student body
63% Hispanic / Latino · 28% Black · 8% White
Free/reduced lunch
84%
Phone
(239) 377-4400
50/100
Manatee Elementary School
Elementary · Grades PK–05 · 0.9 mi
City
Naples
Students
588
Student body
61% Hispanic / Latino · 27% Black · 9% White
Free/reduced lunch
88%
Phone
(239) 377-7600

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/17/2026Price change$1,300,000
07/20/2026Listed for sale$1,400,000

Listed by Theresa Bocka · William Raveis Real Estate · 2392313380

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, Multiple Listing Service of Bonita SpringsEstero. All rights reserved.

Last Updated: September 29, 2026 at 3:12 PM | Source: Multiple Listing Service of Bonita SpringsEstero | MLS#: 226024563

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