7441 Winding Cypress DR, NAPLES, FL 34114
Home value
$649,100
$610,000 - $688,000
$5,500/mo
Owner options
$5,500/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$5,500/mo
Rent Zestimate®
$10,315/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$10,315/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Theresa Bocka 239-351-4955,
William Raveis Real Estate
Theresa Bocka
William Raveis Real Estate
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Den - Study, Great Room, Office, Screened Lanai/Porch
Primary bedroom
- Dimensions: 12.6 x 14.8
Den
- Dimensions: 11.1 x 9.1
Great room
- Dimensions: 12.1 x 22.9
Other
- Dimensions: 23.1 x 9.5
Heating
- Central, Natural Gas
Cooling
- Ceiling Fan(s), Central Air, Exhaust Fan
Appliances
- Included: Gas Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Washer
- Laundry: Washer/Dryer Hookup, Inside
Features
- Built-In Cabinets, Foyer, French Doors, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Window Coverings, Den - Study, Great Room, Home Office, Laundry in Residence, Screened Lanai/Porch
- Flooring: Tile
- Doors: French Doors
- Windows: Window Coverings, Shutters - Manual
- Has fireplace: No
Interior area
- Total structure area: 2,189
- Total interior livable area: 1,685 sqft
Property
Parking
- Total spaces: 2
- Parking features: Deeded, Driveway, Attached
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 1
- Patio & porch: Screened Lanai/Porch
- Pool features: Community
- Spa features: Community
- Has view: Yes
- View description: Pond, Preserve, Water, Trees/Woods
- Has water view: Yes
- Water view: Pond,Water
- Waterfront features: Lake
- Frontage type: Lakefront
Lot
- Size: 6,969 Square Feet
- Features: Regular
Details
- Additional structures: Cabana, Tennis Court(s)
- Parcel number: 82679009706
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch,Florida
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 2017
Utilities & green energy
- Gas: Natural
- Water: Central
Community & HOA
Community
- Features: Clubhouse, Pool, Dog Park, Fitness Center, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Security: Smoke Detector(s), Gated Community
- Subdivision: WINDING CYPRESS
HOA
- Has HOA: Yes
- Amenities included: Bike And Jog Path, Cabana, Clubhouse, Pool, Community Room, Spa/Hot Tub, Dog Park, Fitness Center, Internet Access, Library, Pickleball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
- HOA fee: $5,672 annually
Location
- Region: Naples
Financial & listing details
- Price per square foot: $442/sqft
- Tax assessed value: $614,157
- Annual tax amount: $5,113
- Date on market: 9/27/2023
- Lease term: Buyer Finance/Cash
- Contingency: Inspection
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 11/16/2023 | Sold | $745,000-2%$442/sqft |
Source: | ||
| 10/11/2023 | Pending sale | $759,900$451/sqft |
Source: | ||
| 10/1/2023 | Price change | $759,900-1.9%$451/sqft |
Source: | ||
| 9/27/2023 | Listed for sale | $775,000+76.1%$460/sqft |
Source: | ||
| 10/30/2020 | Sold | $440,000-2%$261/sqft |
Source: Public Record Report a problem | ||
| 9/10/2020 | Pending sale | $449,000$266/sqft |
Source: William Raveis Real Estate #220053118 Report a problem | ||
| 8/29/2020 | Listed for sale | $449,000+9%$266/sqft |
Source: William Raveis Real Estate #220053118 Report a problem | ||
| 5/30/2017 | Sold | $411,820$244/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,964 +5.5% | $606,932 +2.9% |
| 2024 | $7,548 +109.9% | $589,827 +51.9% |
| 2023 | $3,596 -2.7% | $388,355 +3% |
| 2022 | $3,697 -0.9% | $377,044 +3% |
| 2021 | $3,731 -4.4% | $366,062 +6% |
| 2020 | $3,905 -0.8% | $345,300 -0.1% |
| 2019 | $3,936 -1.6% | $345,559 -1.8% |
| 2018 | $4,000 -24.8% | $351,791 +247.6% |
| 2017 | $5,317 +115.2% | $101,203 +289.2% |
| 2016 | $2,471 | $26,000 |
Neighborhood: Winding Cypress
Nearby homes
- $674,0003 bd2 ba2.1k sqft7445 Winding Cypress Dr, Naples, FL 34114Sold

- $757,800-- bd-- ba2.6k sqft7437 Winding Cypress Dr, Naples, FL 34114Off Market
- $995,1003 bd3 ba2.6k sqft7433 Winding Cypress Dr, Naples, FL 34114Off Market

- $1,318,800-- bd-- ba3.9k sqft7449 Winding Cypress Dr, Naples, FL 34114Off Market
- $10,0003 bd2 ba2.1k sqft7429 Winding Cypress Dr, Naples, FL 34114For Rent
- $1,165,3003 bd3 ba2.4k sqft7453 Winding Cypress Dr, Naples, FL 34114Off Market
- $915,100-- bd-- ba3k sqft7442 Winding Cypress Dr, Naples, FL 34114Off Market
- $654,1004 bd2 ba2.2k sqft7446 Winding Cypress Dr, Naples, FL 34114Off Market
Nearby schools
GreatSchools rating
- 7/10Lely Elementary SchoolGrades: PK-5Distance: 2.8 mi
- 7/10Manatee Middle SchoolGrades: 6-8Distance: 1.5 mi
- 5/10Lely High SchoolGrades: 9-12Distance: 3.2 mi
Schools provided by the listing agent
- Elementary: LELY ELEMENTARY SCHOOL
- Middle: MANATEE MIDDLE SCHOOL
- High: LELY HIGH SCHOOL
Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
- Florida
- Collier County
- Naples
- 34114
- Winding Cypress
- 7441 Winding Cypress DR