Updated 2 Days Ago
Highlights
- Fitness center
- Resort pool
- Upgraded kitchen
- Generous living areas
- Three bedroom plus den
- High ceilings
Location
1901 Winding Oaks Way, Naples, FL 34109, USA|South Hampton
Tour 1901 Winding Oaks Way
Contact
Nearby rentals
Property management
Apartments for rent Cape CoralApartments for rent Lehigh AcresApartments for rent NaplesApartments for rent Fort MyersApartments for rent MarinerApartments for rent HancockApartments for rent Bonita SpringsApartments for rent PelicanApartments for rent EisenhowerApartments for rent North Fort MyersApartments for rent DiplomatApartments for rent CaloosahatcheeApartments for rent AlabamaApartments for rent HarrisApartments for rent BuckinghamApartments Near Me
Houses for rent NaplesHouses for rent Bonita Springs-NaplesHouses for rent Bonita SpringsHouses for rent Lely ResortHouses for rent Fort MyersHouses for rent McGregorHouses for rent Marco IslandHouses for rent Fort Myers BeachHouses for rent Cape CoralHouses for rent Pelican BayHouses for rent Ave MariaHouses for rent EsteroHouses for rent Lehigh AcresHouses for rent Whiskey CreekHouses for rent VineyardsHouses for rent near me
Amenities for 1901 Winding Oaks Way, South Hampton
Features
| Ceiling Fan | Central Air |
| Den | Electric Heating |
| Fireplace | High Ceilings |
Appliances
| Dishwasher |
Community
| Fitness Center |
Grounds
| Swimming Pool |
Other
| Architecture Style: Ranch | Ceiling Fans |
| Exterior Type: Concrete Block | View Type: Golf Course |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Advertisement
About 1901 Winding Oaks Way
Property Status: Active Enjoy this exquisite single family pool home with beautiful lake and golf course views, located in Stonebridge Country Club. This well maintained rental has the option to enjoy a newly re-designed 18 hole Golf Course, a Bistro for a more casual dining experience, Resort Pool, Fitness Center, 24 hour Security and much more. This elegant rental showcases high ceilings, crisp finishes, an upgraded kitchen and generous living areas throughout. A three bedroom plus den will comfortably sleep up to eight. The outdoor lanai features a large covered seating area, perfect for entertaining! Conveniently located near Mercato, Waterside and Beaches. Office Phone: (239) 261-9101 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 1901 Winding Oaks Way compares to other nearby properties.
Positives
- More space
- The 3-bedroom is 1039 sqft larger than other listings nearby
- Fireplace
- Upgraded in-unit features
- Images Available
- There are at least 10 photos of this address
Considerations
- Greater distance from high schools
- The nearest high school is farther than 3 miles away
- Grow a garden indoors
- A balcony, backyard, or shared outdoor space isn't available
Address details
| Neighborhood | South Hampton |
|---|---|
| Zip code | 34109 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in South Hampton
3-bedroom apartments at 1901 Winding Oaks Way cost about 56% more than the average rent price for 3-bedroom apartments in Bonita Springs-Naples.
Median rents as of Aug 29 2026.
South Hampton
Bonita Springs-Naples
| Month | Median Rent |
|---|---|
| September 2024 | $6,433 |
| October 2024 | $6,675 |
| November 2024 | $6,700 |
| December 2024 | $6,998 |
| January 2025 | $6,862 |
| February 2025 | $6,923 |
| March 2025 | $7,150 |
| April 2025 | $6,500 |
| May 2025 | $6,136 |
| June 2025 | $6,123 |
| July 2025 | $5,885 |
| August 2025 | $6,065 |
| September 2025 | $6,062 |
| October 2025 | $6,305 |
| November 2025 | $6,418 |
| December 2025 | $6,000 |
| January 2026 | $6,008 |
| February 2026 | $5,948 |
| March 2026 | $6,000 |
| April 2026 | $5,700 |
| May 2026 | $5,569 |
| June 2026 | $5,578 |
| July 2026 | $5,752 |
| August 2026 | $6,275 |
| Month | Median Rent |
|---|---|
| June 2025 | $7,500 |
| August 2025 | $9,000 |
| September 2025 | $9,000 |
Affordability calculator
Can I afford to live at 1901 Winding Oaks Way?
Bedrooms
3 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$560,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $560,000 annually to afford this 3-bedrooms monthly rent price of $14,000.
For more information on rent affordability, visit our rent calculator.
Schools near 1901 Winding Oaks Way
Pelican Marsh Elementary School
9480 airport rd n
naples, FL, 34109
PK, K-5Public
A
Herbert Cambridge Elementary School
5055 20th place sw
naples, FL, 34116
PK, K-5Public
B+
Lavern Gaynor Elementary School
2965 44th terrace sw
naples, FL, 34116
PK, K-5Public
B
Naples Area Teenage Parenting
2925 titan way
naples, FL, 34116
PK, 6-12Public
Collier Virtual School
3710 estey ave
naples, FL, 34104
K-12Public
C-
Advertisement
Internet available near 1901 Winding Oaks Way
Neighborhood
South Hampton | Bonita Springs-Naples, FL
Getting around Naples near 1901 Winding Oaks Way
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
4/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 1901 Winding Oaks Way, Naples
Groceries
5/10
Variety of groceries within a short drive
Shopping
4/10
Some shops within a short drive
Cafes
3/10
Some cafés within a short drive
Restaurants
5/10
Variety of restaurants within a short drive
Primary schools
1/10
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 a short drive
Compare similar properties nearby
Park Shore • 4041 Gulf Shore Blvd N #1807
3 Beds
$15,000
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
Mirasol • 9536 Montelanico Loop Lot 1525
3 Beds
$17,000
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
Pelican Bay • 6001 Pelican Bay Blvd #1206
3 Beds
$17,000
- swimming pool
- dishwasher
- in-unit laundry
Park Shore • 4041 Gulf Shore Blvd N #1807
3 Beds
$15,000
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
Mirasol • 9536 Montelanico Loop Lot 1525
3 Beds
$17,000
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
- swimming pool
- dishwasher
- in-unit laundry
Pelican Bay • 6001 Pelican Bay Blvd #1206
3 Beds
$17,000
- swimming pool
- dishwasher
- in-unit laundry
Check availability
Advertisement