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$1,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 54 Beds
  • 3 Full Baths
  • 2,950 Sq. Ft.
  • Updated 3 days ago
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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

Full Property Details for 7700 Winding Cypress Dr

General

  • Price: $1,250,000
  • HOA FEE: $514
  • Taxes: $10,871 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Marco_Island
  • MLS ID: 2261551
  • Updated: 9/10/2026
  • Added to Site: 3 day(s) ago

Interior

  • Number of Rooms: 2
  • Furnishings: Turn-Key
  • Flooring: Carpet, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 54

Additional Information

  • Shared Amenities: Bike Path, Bocce, Clubhouse, Dining, Dog Park, Exercise Room, Jogging Path, Pickleball, Playground, Pool, Tennis Court(s), See Remarks, Spa/Hot Tub
  • Pool: Yes
  • Pool Description: Gas Heat, In-Ground, Pool/Spa Combo
  • Spa: Yes
  • Security/Safety: Gated with Guard, Gated Community, 24 Hour Security

Parking

  • Garage Spaces: 2

Location

  • County: Collier
  • Subdivision: Winding Cypress

Community

  • Community Name: Winding Cypress
  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: 2 or More Systems, Ceiling Fan(s), Central Air, Zoned
  • Heating Type: Electric, Central Heating

Utilities

  • Sewer: Sewer Central
  • Water: Public

Structural Information

  • Architectural Style: Contemporary, See Remarks
  • Detached/Attached: Detached
  • Construction: Concrete Block Structure, Stucco
  • Roof: Tile
  • Stories/Levels: 2
  • Square Feet: 2,950
  • Living Area: 2,950 Sq. Ft.
  • Year Built: 2021
  • Property Condition: Resale

Lot Features

  • Property View: Lake
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,969.6
  • Lot Dimensions: 49 x 135 x 56 x 135
  • Lot Features: Mid Street Location

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Type: Lake Front
  • Lake Front: Yes

Financial Considerations

  • Association Fee: $514
  • Tax Amount: $10,871
  • Tax Year: 2025
  • Terms: At Close, Buyer Obtain Mortgage, Cash

Disclosures and Reports

  • Property ID: 82679018661
  • Lot Number: 351

Listing courtesy of Anchor Real Estate

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— 7700 Winding Cypress Dr —

  • Anchor Real Estate

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 7700 Winding Cypress Dr

School District:Collier County School District
NameGradesDistance
Lely Elementary School
8125 Lely Cultural Parkway, Naples, FL 34113
PK-53.4 mi
Manatee Middle School
1920 Manatee Road, Naples, FL 34114
6-80.8 mi
Lely High School
1 Lely High School Boulevard, Naples, FL 34113
9-123.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 7700 Winding Cypress Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$1,250,000
102.34%
MLS
2/19/2021
Sold
$617,770
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 7700 Winding Cypress Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,871
—
$865,731
3%
2025
$10,871
9%
$843,365
6%
2024
$9,980
2%
$792,051
4%
2023
$9,831
361%
$759,625
1920%
2021
$2,132
-78%
$37,610
-95%
2022
$9,771
358%
$762,058
2129%
2021
$2,132
14%
$34,191
10%
2019
$1,869
31%
$31,083
10%
2018
$1,425
1%
$28,257
5%
2017
$1,413
—
$27,028
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listing courtesy of Anchor Real Estate

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7700 Winding Cypress Drive, Naples, FL 34114 (MLS# 2261551) is a Single Family property with 54 bedrooms and 3 full bathrooms. 7700 Winding Cypress Drive is currently listed for $1,250,000 and was received on September 10, 2026. Want to learn more about 7700 Winding Cypress Drive? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.

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