1665 Winding Oaks Way, Unit 202

2,435 Sq. Ft.
$316 / Sq. Ft.
2,435
Sq. Ft.
$316
per Sq. Ft.

Description

Where most Stonebridge units offer screened outdoor space, 1665 Winding Oaks Way #202 delivers 230 square feet of climate-controlled living from the enclosed lanai—impact sliders, HVAC integration, and southern-facing preserve views you can enjoy year-round without compromise. Second-floor positioning means elevated perspective over a natural backdrop that never crowds, never changes. 2,402 square feet where 230 of those come from enclosed space most neighbors can only experience through screens....Where most Stonebridge units offer screened outdoor space, 1665 Winding Oaks Way #202 delivers 230 square feet of climate-controlled living from the enclosed lanai—impact sliders, HVAC integration, and southern-facing preserve views you can enjoy year-round without compromise. Second-floor positioning means elevated perspective over a natural backdrop that never crowds, never changes. 2,402 square feet where 230 of those come from enclosed space most neighbors can only experience through screens.
Luxury vinyl flooring flows through main living areas where the kitchen's granite counters, upgraded cabinetry, and extended tile backsplash anchor daily life. Three bedrooms provide flexibility—primary suite with updated en-suite featuring glass shower and granite counters, two guest bedrooms positioned for visiting family or dedicated office space. The guest bath mirrors the primary with glass shower and granite—consistent quality throughout.
The enclosed lanai investment alone represents immediate equity. Southern exposure means consistent natural light without harsh western afternoon glare. Preserve views creates natural privacy without neighboring buildings in sightlines.
AC and water heater both replaced 2024 eliminate system concerns entirely. Single-car garage with epoxy flooring and whole-home water filtration signal proactive maintenance.
Bundled Stonebridge golf membership, Kipp Schulties' redesigned championship course, Bistro dining, resort-style pool—all included.
2,402 square feet with enclosed lanai already completed and both major systems replaced in 2024. The kind of combination that rewards buyers who recognize instant equity and move-in confidence when they see it.

Listing Agents

  1. Jason Knox

    Jason Knox

    Listing Agent

    Compass

    jason.knox@compass.com

    P: (239)-297-3034

  2. Brian Knox

    Brian Knox

    Alternative Listing Agent

    Compass

    brian.knox@compass.com

    P: (239)-287-7419

Property Details for 1665 Winding Oaks Way, Unit 202

Area
NA12 - N/O Vanderbilt Bch Rd W/O
Development
STONEBRIDGE
Sub Condo Name
BRAEBURN
Waterfront
No
Waterfront Desc
None
View
Landscaped Area
Furnished Desc
Partially
LISTING UPDATED: 02/20/2026 10:36 AM

Property Details for 1665 Winding Oaks Way, Unit 202

StatusActive
MLS #226008185
Days on Market5
Taxes-
HOA Fees-
Condo/Co-op Fees$1,888 / quarter
Compass TypeCondo
MLS TypeResidential / Low Rise (1-3)
Year Built1999
CountyCollier County

Location

Add your commute

Building Information for 1665 Winding Oaks Way, Unit 202

Building/Complex1665 Winding Oaks WayFloor-Stories1Residences6Pet Policy-Pet Policy Details-Year Built1999

Payment Calculator

$4,382 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,753

Property Taxes

$0

HOA Dues

$629

The Payment Calculator is for illustrative purposes only.

Property Information for 1665 Winding Oaks Way, Unit 202

Summary
Location and General Information
  • Amenities: Clubhouse, Pool, Spa/Hot Tub, Golf Course, Internet Access, Private Membership, Putting Green, Sidewalk
  • Community Type: Clubhouse, Pool, Golf Course, Putting Green, Sidewalks, Gated
  • Golf Type: Golf Bundled
  • Pets: With Approval
  • Status Type: Resale Property
  • Property Features: Cable Prewire
Parking
  • Carport Desc: Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 1
  • Carport: No
  • Covered Spaces: 1
  • Garage: Yes
  • Total Parking: 1
HOA and Fees
  • HOA Desc: Yes
  • HOA Fee: $.00
  • Condo Fee Freq: Quarterly
  • Condo Fee: $1,888
  • Primary HOA Fee: $16,680
  • Primary HOA Fee Freq: Annually
  • Total Annual Recurring Fees: $24,232.00
  • Tax Annual Amount: $.00
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence
  • Approx Living Area: 2435.0
  • Living Area Units: Square Feet
  • Bedrooms: 3 Bed
  • Dining Description: Breakfast Bar,Dining - Living,Formal
  • Elevator: None
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Self Cleaning Oven, Washer
  • Equipment: Cooktop - Electric, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Self Cleaning Oven, Smoke Detector, Washer
  • Flooring: Carpet, Tile, Vinyl
  • Interior Features: Fire Sprinkler, Smoke Detectors, Vaulted Ceiling, Volume Ceiling, Cable Prewire
  • Spa Features: Community
  • Num Unit Floor: 2
  • Private Pool Desc: Community
  • Private Pool: No
  • Private Spa: No
  • Total Floors: 1
  • Baths Full: 2
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms: 2
  • Bedrooms Total: 3
  • Fireplace: No
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: 2 Story
  • Additional Rooms: Laundry in Residence
  • Gas: No
Exterior Features
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Tile
  • Storm Protection: Impact Resistant Doors, Impact Resistant Windows
Property Information
Utilities
  • Cooling: Ceiling Fan(s), Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central, Softener
Rental
Rental Information
  • Lease Limits YN: Yes
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $600.00
  • Leases Per Year: 4
  • Min Days of Lease: 30

Property History for 1665 Winding Oaks Way, Unit 202

DateEvent & SourcePriceAppreciation
Feb 20, 2026

Price Change

Naples Area Board of REALTORS #226008185

$770,000
Feb 20, 2026

Listed (Active)

Naples Area Board of REALTORS #226008185

$77,000
DateEvent & SourcePrice
02/20/2026

Price Change

Naples Area Board of REALTORS #226008185

$770,000
02/20/2026

Listed (Active)

Naples Area Board of REALTORS #226008185

$77,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1665 Winding Oaks Way, Unit 202

Taxable ValueLand-Additions-Total-
Home Facts
Beds0Total Finished SqFt2,172 SqFtAbove Grade Finished SqFt2,172 SqFtStyleCondominiumYear Built1999CountyCOLLIERAPN24705502384

Schools near 1665 Winding Oaks Way, Unit 202

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 11
Public - 9 to 12
Rating
School
Distance
Pelican Marsh Elementary School
PublicPK to 5

North Naples Middle School
Public6 to 8

Aubrey Rogers High School
Public9 to 11

Florida Virtual Course Offerings
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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1665 Winding Oaks Way, Unit 202 is a condo for sale in Naples, FL 34109. This property was listed for sale on February 20, 2026 by Compass, it's currently listed at $770,000. This listing's school district is Collier. Nearby schools include Pelican Marsh Elementary School, North Naples Middle School and Aubrey Rogers High School. 1665 Winding Oaks Way, Unit 202 is a 3-bed, 2-bath, 2,435 sqft condo built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. 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 Naples MLS BR Program, or contained in the database compilation of Naples MLS.