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modified
Updated 5+ Days Ago

Highlights

  • Pet Friendly
  • Tennis courts
  • Basketball courts
  • Resort pool
  • Private heated pool
  • Pickleball courts
  • Gated neighborhood

Location

8096 Josefa Way #8096, Naples, FL 34114, USA|Winding Cypress

Property Overview

A gated neighborhood with a private heated pool, resort pool, tennis, basketball, and pickleball courts offers a strong mix of recreation and everyday convenience. It also stands out for pet-friendly outdoor spaces, solid value for money, ample photo coverage, and proximity to a top-rated high school.

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Less expensive
  • High school nearby
  • Balcony

Great for

  • Pet owners

Available rentals nearby

featured image of 1041 Jardin Dr

1041 Jardin Dr

3 Beds

$3,295

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 8175 Celeste Dr

Lely Resort • 8175 Celeste Dr

3 Beds

$2,975

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 3713 Milano Lakes Cir

3713 Milano Lakes Cir

3 Beds

$2,275–$2,944

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 434 Leawood Cir

434 Leawood Cir

3 Beds

$2,700

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 8735 Catamaran Dr

8735 Catamaran Dr

3 Beds

$3,282–$3,485

Total Monthly Price. The price shown reflects an 18-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 11496 Sumter Grove Cir

11496 Sumter Grove Cir

3 Beds

$2,751–$3,592

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 3809 Azalea Park St

3809 Azalea Park St

3 Beds

$2,625–$2,675

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 529 Saint Andrews Blvd

Lely Country Club • 529 Saint Andrews Blvd

3 Beds

$2,995

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 1041 Jardin Dr

1041 Jardin Dr

3 Beds

$3,295

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 8175 Celeste Dr

Lely Resort • 8175 Celeste Dr

3 Beds

$2,975

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 3713 Milano Lakes Cir

3713 Milano Lakes Cir

3 Beds

$2,275–$2,944

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 434 Leawood Cir

434 Leawood Cir

3 Beds

$2,700

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 8735 Catamaran Dr

8735 Catamaran Dr

3 Beds

$3,282–$3,485

Total Monthly Price. The price shown reflects an 18-month lease and includes base rent and all known required monthly fees, based on information provided by the property.
featured image of 11496 Sumter Grove Cir

11496 Sumter Grove Cir

3 Beds

$2,751–$3,592

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 3809 Azalea Park St

3809 Azalea Park St

3 Beds

$2,625–$2,675

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
featured image of 529 Saint Andrews Blvd

Lely Country Club • 529 Saint Andrews Blvd

3 Beds

$2,995

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Rent trends in Winding Cypress

3-bedroom apartments at 8096 Josefa Way #8096 cost about 28% less than the average rent price for 3-bedroom apartments in Verona Walk.

Median rents as of Oct 31 2026.
Winding Cypress
Verona Walk
A table of 3-bedroom apartment rental data trends in Verona Walk
MonthMedian Rent
November 2024$4,500
December 2024$4,468
January 2025$4,437
February 2025$4,375
March 2025$4,300
April 2025$4,850
May 2025$5,405
June 2025$5,543
July 2025$5,565
August 2025$4,717
September 2025$4,345
October 2025$5,839
November 2025$4,100
December 2025$3,975
January 2026$3,935
February 2026$3,964
March 2026$4,256
April 2026$4,343
May 2026$3,600
June 2026$3,500
July 2026$3,687
August 2026$4,173
September 2026$4,105
October 2026$4,175
A table of 3-bedroom apartment rental data trends in Winding Cypress
MonthMedian Rent
November 2024$4,500
December 2024$4,468
January 2025$4,437
February 2025$4,375
March 2025$4,300
April 2025$4,850
May 2025$5,405
June 2025$5,543
July 2025$5,565
August 2025$4,717
September 2025$4,345
October 2025$5,839
November 2025$4,100
December 2025$3,975
January 2026$3,935
February 2026$3,964
March 2026$4,166
April 2026$4,333
May 2026$3,600
June 2026$3,500
July 2026$3,687
August 2026$4,173
September 2026$4,105
October 2026$4,175

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 8096 Josefa Way, Verona Walk, FL.
5 months ago$3,299
2 years ago$3,299

Schools near 8096 Josefa Way #8096

Lely Elementary School

8125 lely cultural pkwy

naples, FL, 34113

PK, K-5Public
B

Naples Area Teenage Parenting

2925 titan way

naples, FL, 34116

PK, 6-12Public

Lavern Gaynor Elementary School

2965 44th terrace sw

naples, FL, 34116

PK, K-5Public
B

Collier Virtual School

3710 estey ave

naples, FL, 34104

K-12Public
C-

New Beginnings Alternative School - Naples

3710 estey ave

naples, FL, 34104

3-8Public
C+
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Neighborhood

Winding Cypress | Verona Walk, FL

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Naples near 8096 Josefa Way #8096

Walking

2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

9/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

6/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 8096 Josefa Way #8096, Naples

Groceries

2/10
At least one supermarket within a 30-minute walk

Shopping

4/10
Several shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within a few minutes’ walk

Primary schools

0/10
Closest elementary school further than a 30-minute walk

High schools

0/10
Closest high school further than a 30-minute walk

Nightlife

2/10
Some bars within walking distance

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