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$1,250,000

7700 Winding Cypress Dr

Naples, FL
Active
54
Bedrooms
3
Bathrooms
4,429
Square Feet
0.16
Lot Size (acres)
2021
Year Built
24
Days On Market

BEAUTIFUL AND METICULOUSLY MAINTAINED 5 BEDROOM, 3 BATH HOME IN DIVOSTA'S GATED WINDING CYPRESS COMMUNITY, ONE OF NAPLES MOST DESIRABLE LOCATIONS CONVENIENT TO DOWNTOWN NAPLES, MARCO ISLAND'S PRISTINE BEACHES AS WELL AS NEARBY SHOPPING AND RESTAURANTS. THIS SUMMERWOOD FLOORPLAN FEATURES A MASTER ON MAIN LIVING FLOOR WITH LARGE BATH AND WALK-IN CLOSET, A LARGE LOFT SPACE UPSTAIRS WITH A SEPARATE BEDROOM AND FULL BATH, AND 3 OTHER BEDROOMS AND BATH ON THE MAIN LIVING LEVEL. NUMEROUS UPGRADES INCLUDE OVERSIZED POOL AND SPA, EXTENDED LANAI AND GARAGE, ZERO CORNER SLIDING DOORS LEADING TO LANAI, FRAMED DROP SOFFIT IN MASTER, FLOOR OUTLET, DECORATIVE GLASS FRONT DOOR, OVERSIZED KITCHEN ISLAND, OUTDOOR KITCHEN WITH BUILT-IN GRILL AND COOLER, TANKLESS WATER HEATER, AND CUSTOM CABINETRY AND TILE. WINDING CYPRESS FEATURES A GATED ENTRANCE WITH GUARD, DOG PARK, COMMUNITY GARDEN, TENNIS, PICKLEBALL, BEAUTIFUL CLUBHOUSE WITH BAR AND GRILL, LARGE RESORT POOL AND DECKS...TRULY A GEM IN SOUTH NAPLES! NO FLOOD INSURANCE REQUIRED AT THIS LOCATION

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Listing Information

Listing Updated
22 days ago
Listed By
Tim Sykes, 2395719522 · Anchor Real Estate, 2393946000
MLS#
2261551
Source
Marco Island Area Association of REALTORS
Status
Active

Facts & Features

Location

Community Information

Address
7700 Winding Cypress Dr, Naples, FL 34114
City
Naples
County
Collier
Neighborhood
Winding Cypress
Zip Code
34114

Architecture

Bedrooms
54
Bathrooms
3
Stories
2
Year Built
2021
Style
Contemporary, See Remarks
Construction Materials
Stucco
Building Area
4,429 sq. ft.
Roof
Tile
Levels
Two
Garage
Yes
Garage Spaces
2

Features & Amenities

Flooring
Tile, Carpet
Community Features
Gated
Cooling
Ceiling Fan(s), Central Air, Zoned
Heating
Electric, Central

Property Features

Lot Size
0.16 Acres
Lot Features
Waterfront
View
Lake
Water
Public

Square Footage

Total
2,950 sq. ft.

Tax & Financial Information

List Price
$1,250,000
Annual Taxes
$10,871
Association Fee
$514
Association Amenities
Playground, Clubhouse, Pool, Tennis Court(s), Spa/Hot Tub, Dog Park, Jogging Path

Schools

74/100
Lely High School
High · Grades 09–12 · 3.4 mi
City
Naples
Students
1,719
Parent reviews
5.0★ avg · 2 reviews
Student body
50% Hispanic / Latino · 24% Black · 23% White
Free/reduced lunch
75%
Phone
(239) 377-2000
71/100
Parkside Elementary School
Elementary · Grades PK–05 · 3.2 mi
City
Naples
Students
741
Parent reviews
5.0★ avg · 2 reviews
Student body
75% Hispanic / Latino · 21% Black · 4% White
Free/reduced lunch
96%
Phone
(239) 377-8900
53/100
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
53/100
Lely Elementary School
Elementary · Grades PK–05 · 3.4 mi
City
Naples
Students
617
Student body
43% Hispanic / Latino · 28% Black · 24% White
Free/reduced lunch
81%
Phone
(239) 377-7500
52/100
Manatee Middle School
Middle · Grades 06–08 · 0.8 mi
City
Naples
Students
749
Student body
66% Hispanic / Latino · 25% Black · 8% White
Free/reduced lunch
64%
Phone
(239) 377-4400
56/100
Easterseals Academy
All Grades · Grades 06–11 · 5 mi · Private
City
Naples
Students
12
Student body
67% White · 33% Hispanic / Latino
Phone
(239) 403-0366

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
09/10/2026Listed for sale$1,250,000

Listed by Tim Sykes · Anchor Real Estate · 2393946000

The data relating to real estate for sale/lease on this website come in part from a cooperative data exchange program of the multiple listing service in which Berkshire Hathaway HomeServices Florida Realty participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than Berkshire Hathaway HomeServices Florida Realty are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright ©2026 Marco Island Area Association of REALTORS®. All Rights Reserved.

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