Updated 5+ 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
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Property Overview
1901 Winding Oaks Way combines lifestyle and value with a resort pool, fitness center, upgraded kitchen, generous living areas, three bedrooms plus a den, and high ceilings. It also stands out for its strong value per square foot and the helpful visual detail provided by 21 photos, while nearby wellness options and on-site HVAC support everyday comfort.
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
More space- Fireplace
- Images Available
Great for
Wellness
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
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 1048 sqft larger than other listings nearby
- Fireplace
- In-unit features
- Images Available
- There are at least 10 photos of this property
Considerations
- Priced higher than average
- 3-bedrooms are $8500 more than the median rent in this area
- Greater distance from high schools
- The nearest high school is farther than 3.5 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 |
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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 Oct 17 2026.
South Hampton
Bonita Springs-Naples
| Month | Median Rent |
|---|---|
| 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 |
| September 2026 | $6,910 |
| October 2026 | $6,666 |
| 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-
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
Explore the area around 1901 Winding Oaks Way
BDC Marketplace LLC
129 Wading Bird Cir
Sam's Club
2550 Immokalee Rd
Trader Joe's
10600 Tamiami Trl N
Naples Park Food Mart
9501 Tamiami Trl N
Whole Foods Market
9101 Strada Pl
Sam's Club
2550 Immokalee Rd
Patty's Apparel LLC
1335 Remington Way
Men's Wearhouse
1000 Immokalee Rd
Marshalls
1000 Immokalee Rd
Summie Jewelry LLC
9123 Strada Pl
Planet Smoothie
2400 Immokalee Rd
Foxtail Coffee
2700 Immokalee Rd
Naples Coffee Bar
960 Immokalee Rd
Dunkin'
887 105th Ave N
Narrative Coffee Roasters
9106 Strada Pl
Rocco's Tacos & Tequila Bar
9123 Strada Pl
North Naples Country Club
10095 Tamiami Trl N
The Pub-Naples
9118 Strada Pl
Bartulia Mercato
9118 Strada Pl
Sydney's Pub
2620 Tiburon Dr
Naples Olive Oil Company
2368 Immokalee Rd
Charlies Crab Clams & Seafood
1201 Piper Blvd
Pura Vida
9118 Strada Pl
Vanderbilt Farmers Market
2355 Vanderbilt Beach Rd
Omaha Steaks
2367 Vanderbilt Beach Rd
Veterans Community Park
Recreation Ground
Park
Playground
Recreation Ground
Black Forest Restaurant
2366 Immokalee Rd
Em-On's Thai Cafe
2364 Immokalee Rd
Boston Beer Garden
2396 Immokalee Rd
Joey D's
2356 Immokalee Rd
JZ of Naples, Inc
2396 Immokalee Rd
Veterans Park
Airport-Creekside, 951-Immokalee Rd
SW Health Pkwy
Airport-Creekside, 951-Immokalee Rd
Medical Blvd
Airport-Creekside, 951-Immokalee Rd
Winding Oaks
Airport-Creekside
Goodlette
Airport-Creekside, 951-Immokalee Rd
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