1789 Winding Oaks WAY NAPLES FL 34109 MLS #226019261

1789 Winding Oaks WAY
NAPLES, FL, 34109
$4,995
3 Beds
2 Baths
1,937 SqFt
0 Acres
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MLS #226019261 image #0
Listing Provided Courtesy of Premier Property Management
CALLING ALL GOLFERS ** BEAUTIFUL SINGLE FAMILY PRIVATE HEATED POOL HOME IN STONEBRIDGE COUNTRY CLUB NAPLES ** GOLF TRANSFER HOME ** OFFERED SEASONAL OR ANNUALLY **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)
Small dog considered (subject to HOA and owner approval)

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

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
Raquetball 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
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
** HOME CANNOT BE OFFERED UNFURNISHED – SORRY **

Property Details

Price:
$4,995
MLS #:
226019261
Status:
Active
Beds:
3
Baths:
2
Type:
Rental
Subtype:
Villa Detached
Subdivision:
THORNBROOKE
Neighborhood:
stonebridge
Listed Date:
May 12, 2026
Finished Sq Ft:
1,937
Total Sq Ft:
2,250
Year Built:
1999
PoolTennisGolfCommunity GatedCommunity Club HouseStonebridgeStonebridgeThornbrookeLandscaped AreaWith Approval

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Schools

Interior

Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
Bathrooms
2 Full Bathrooms
Cooling
Ceiling Fan(s), Central Electric
Flooring
Carpet, Tile
Heating
Central Electric
Interior Features
Foyer, Pantry, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings
Laundry Features
Laundry in Residence
Levels
1

Exterior

Architectural Style
Ranch, Villa Detached
Association Amenities
Clubhouse, Pool, Community Room, Spa/Hot Tub, Fitness Center, Golf Course, Private Membership, Putting Green, Racquetball, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
Attached Garage YN
1
Building Features
DSL/Cable Available
Community Features
Clubhouse, Pool, Fitness Center, Golf, Putting Green, Racquetball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
Covered Spaces
2
Exterior Features
Screened Lanai/Porch
Garage Spaces
2
Other Structures
Tennis Court(s)
Parking Features
Attached
Security Features
Smoke Detector(s), Gated Community
Spa Features
Community
View
Landscaped Area
Waterfront Features
None
Window Features
Window Coverings

Financial

Map

Community

Subdivisions in NAPLES

Market Summary

Current real estate data for Rental in NAPLES as of Jun 13, 2026
3,524
Rental Listed
139
Avg DOM
5
Avg $ / SqFt
$9,078
Avg List Price

Property Summary

    Located in the THORNBROOKE subdivision, 1789 Winding Oaks WAY NAPLES FL is a Rental for sale in NAPLES, FL, 34109. It is listed for $4,995 To schedule a showing of MLS#226019261 at 1789 Winding Oaks WAY in NAPLES, FL, contact your Century 21 Carioti agent at 2392986550.

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1789 Winding Oaks WAY
NAPLES, FL