Nearby rentals
Property management
Premier Property Management
Located in a gated community with resort-style living, a heated pool, resort-style pool and spa, private pool, and a modern fitness center, the property offers a mix of leisure and convenience. It also stands out for nearby grocery access, plenty of photos for a clearer view, and features that support work-from-home and wellness routines, including high-speed internet, quiet surroundings, meeting-friendly common areas, and multiple nearby health and fitness options.
Things you’ll love
Grocery store nearbyEco-friendly trash disposalImages AvailableGreat for
Wellness
Work-from-homeAppliances
| Dishwasher | Garbage Disposal |
| In-Unit Laundry | Microwave |
| Range | Refrigerator/Icemaker |
| Self-cleaning Oven |
Community
| Auto Garage Door | Clubhouse |
| Community Room | Fitness Center |
| Residents Lounge | Smoke Detector |
Grounds
| Bocce | Community Pool |
| Community Spa & Hot Tub | Exercise Room |
| Garage Parking | Golf Course |
| Outdoor Space | Pickle Ball |
| Putting Green | Racquetball |
| Sidewalk | Swimming Pool |
| Tennis Courts |
Services
| Lawn Maintenance | Trash Removal |
Neighborhood
| Restaurant | Streetlight |
One-time.
One-time. Refundable.
No pets allowed.
Questions about this property’s policies and fees?
https my matterport com show ?m=W3czn7FJeeS&brand=0&mls=1& ** HOME CANNOT BE OFFERED UNFURNISHED - SORRY ** ** READY FOR ANNUAL TENANT APRIL 1, 2027 ** Seasonal or Annual Private Pool Home – Stonebridge Country Club, North Naples Experience resort-style living in this beautifully maintained 3-bedroom + office, 2-bath single-family HEATED pool home located in the highly sought-after Stonebridge Country Club. This 1,937 sq ft private villa offers a southern exposure with tranquil preserve and pool views, providing the perfect blend of comfort, privacy, and luxury. Property Highlights: Large private heated pool for entertaining Tastefully furnished throughout Spacious open layout with volume ceilings Private screened pool and lanai with Smart TV 2-car garage Bundled golf membership (transfer fee applies) Interior Features: Primary Suite: King bed, workspace/office area, large walk-in closet Primary Bath: Soaking tub, walk-in shower, dual vanities Guest Bedrooms: Second bedroom: Queen bed Third bedroom: Full bed Shared Jack & Jill bathroom Fully equipped kitchen with granite countertops & stainless steel appliances Smart TVs in primary bedroom, living room, and lanai Extras included: golf clubs, bicycle, pack-n-play, and highchair Sorry, no pets allowed per the HOA Location Perks: Just 3 miles to the beach 3 miles to Interstate 75 and Famous Mercato and From Seed to Table for shopping and entertainment Approximately 20 minutes to downtown Naples and 5th Avenue South Centrally located near top dining, shopping, and entertainment Community Amenities – Stonebridge Country Club: Enjoy an active, upscale lifestyle in this gated bundled golf community, featuring: 18-hole championship golf course (redesigned in 2023 by Kipp Schulties) Newly renovated clubhouse with multiple dining venues including pool bar\grill Resort-style pool & spa Five Har-Tru tennis courts + pickleball programs Racquetball and Bocce Modern fitness center with classes, trainers & Peloton bikes Scenic walking/jogging paths Vibrant social calendar with events, clubs, and entertainment This home offers the ideal Naples country club lifestyle—whether you're relaxing poolside, golfing, or enjoying nearby beaches and attractions. Rates & Availability: Jan-April: $12,995.00 a month Oct-Dec: $11,995.00 a month May-September: $6,495 a month OR Annual Rate: 12 month lease: $4995 a month STARTING 4/1/2027 Tenant responsible for Electricity, Water\Sewer Cable and Internet Owner responsible for lawn, pool and trash First, last and security deposit collected prior to move in
How 1789 Winding Oaks Way compares to other nearby properties.
Positives
Considerations
| Neighborhood | South Hampton |
|---|---|
| Zip code | 34109 |
| Type | House for rent |
3-bedroom apartments at 1789 Winding Oaks Way cost about 44% less than the average rent price for 3-bedroom apartments in Bonita Springs-Naples.
| Month | Median Rent |
|---|---|
| November 2024 | $6,625 |
| 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 | $6,625 |
| Month | Median Rent |
|---|---|
| June 2025 | $7,500 |
| August 2025 | $9,000 |
| September 2025 | $9,000 |
Can I afford to live at 1789 Winding Oaks Way?
Bedrooms
3 bedroomsRent-to-income ratio
30%
$199,800/yr
| 3 months ago | $4,995 |
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South Hampton | Bonita Springs-Naples, FL
Old Naples • 1021 3rd St S #102
2 Beds
$5,500
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.
3500 Croton Rd #102
3 Beds
$3,500
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.2311 Sawyers Hill Rd
2 Beds
$3,977
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.9385 Isla Bella Cir
3 Beds
$4,628
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.27250 Shriver Ave
4 Beds
$4,939
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.1271 N Alhambra Cir
3 Beds
$4,769
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.Heritage Bay • 8771 Coastline Ct
3 Beds
$5,130
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.28650 Carriage Home Dr
3 Beds
$5,020
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.Old Naples • 1021 3rd St S #102
2 Beds
$5,500
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.3500 Croton Rd #102
3 Beds
$3,500
Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.2311 Sawyers Hill Rd
2 Beds
$3,977
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.9385 Isla Bella Cir
3 Beds
$4,628
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.27250 Shriver Ave
4 Beds
$4,939
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.1271 N Alhambra Cir
3 Beds
$4,769
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.Heritage Bay • 8771 Coastline Ct
3 Beds
$5,130
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.28650 Carriage Home Dr
3 Beds
$5,020
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.
