Sands REPM

1789 Winding Oaks WAY photos

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1789 Winding Oaks WAY, NAPLES

Villa Detached

For RentActive

$12,995/mo

3

Beds

2

Baths

1,937

Sqft

Home Type: Villa DetachedYear Built: 1999Sqft: 1,937Price/Sqft: $7

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) 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. Sorry, pets prohibited by HOA 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

112 days on market · Listing updated July 15, 2026

Location

Facts & Features

Interior Features:
Great Room, Split Bedrooms, Den - Study, Guest Bath, Guest Room, Wired for Data, Entrance Foyer, Pantry, Volume Ceiling, Walk-In Closet(s)
Appliances:
Dishwasher, Disposal, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
Flooring:
Carpet, Tile
Laundry:
Inside
Entry Level:
1
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric
Utilities:
Underground Utilities, Cable Available
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Sprinkler Auto
Patio / Porch:
Screened Lanai/Porch
View:
Landscaped Area
Waterfront:
None
Parking:
Garage Door Opener, Attached
Garage Spaces:
2
Pool:
In Ground, Concrete, Electric Heat
Windows:
Window Coverings
Community Features:
Clubhouse, Pool, Community Room, Fitness Center, Golf, Private Membership, Putting Green, Racquetball, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated, Golf Course, Tennis
Subdivision:
THORNBROOKE
Pets Allowed:
No
Furnished:
Unfurnished

Price History

DateEventPrice
May 12, 2026Original list price$12,995

Reflects listing data on file, not a complete transaction history.

Listed by Cheri Anne DeMonico, Premier Property Management

$12,995/mo

1789 Winding Oaks WAY, NAPLES

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The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.