$2,995,000

268 Cheshire WAY, Naples, FL 34110

  • 4 beds |
  • 5 baths |
  • 3,979 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2005
  • Property Lot Size Icon0.39acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $753/sqft
  • Property List Date Icon Listed 15 days ago

Property Description

This casually elegant residence combines luxury and nature in the prestigious Audubon Golf and Country Club, a rare offering west of 41. The entrance opens to stunning views through the living spaces onto an expansive lanai, a pool framed by lush landscaping, and the golf course beyond. The outdoor sanctuary blends seamlessly with generous living spaces, beautifully renovated kitchen, and family room, creating an entertainer’s delight! The inviting layout is framed by a large bay window and sliding glass doors that open to the spectacular lanai and pool. The lanai showcases a newly resurfaced saltwater pool and spa with new pool equipment and propane heater, and a stunning new marble pool deck installed in 2025. Complementing the protection provided by 2006 construction standards and impact windows, newly installed MagnaTrack hurricane-rated screens controlled by a controller or through an app provide security while preserving the view of the 13th green of the Signature Joe Lee 18-hole golf course without compromising privacy. An outdoor shower adds to the resort-inspired living. A fenced dog run and professional landscaping complete the redesigned grounds. With resiliency in mind, the home features a new roof and solar panels installed in 2024 with four Tesla Powerwall batteries to generate more electricity than the house uses from the electric grid. The system provides resiliency during power outages without the need for a generator. Inside, four large bedrooms, each with its own private en-suite bathroom, a distinguished study, and a powder room opening onto the lanai complete the house. A Sonos sound system in the living room, family room, and primary suite provide entertainment. The generous 1,224 sq ft garage has room for up to 6 vehicles. The scenic community spreads across 755 acres, with 58% certified as a nature preserve and 28 lakes woven throughout. The main clubhouse offers both formal and casual dining, along with a card room for Bridge, Mah Jongg, Canasta, and more. The recently built Lifestyle Center houses the Courtside Café, an open-air dining venue overlooking the 25-meter heated lap pool. The state-of-the-art 10,000 square foot Fitness Center featuring Technogym cardio and weight machines offers personal training, exercise and Pilates classes, physical therapy, and massage services. Newly renovated and expanded tennis, pickleball, and bocce courts, along with a renovated croquet lawn, complete the sports opportunities. The natural setting of the community is complemented by the bayside Boardwalk, an idyllic setting for sunset strolls, winding its way through marsh teeming with wildlife to Little Hickory Bay, a dedicated kayak and paddleboard launch, all within walking distance from this home. Redefined, private, and thoughtfully curated at every turn, this is a legacy property designed for those who expect nothing less than exceptional.

Listing Status:
Active
Date Added:
February 16, 2026
Data Last Updated:
March 4, 2026 at 12:06AM
Listing Office:
Florida Prime Realty, LLC : 239-417-2222
MLS ID:
226007342
  • General: FireplacePantryWired for SoundVaulted Ceiling(s)Volume CeilingWindow CoveringsZero/Corner Door Sliders
  • Kitchen: IslandPantry
  • Appliances: Electric CooktopDishwasherDisposalDryerMicrowaveRangeRefrigerator/IcemakerSelf Cleaning OvenWall OvenWasherWine Cooler
  • Dining: Dining - LivingEat-in KitchenFormal
  • Laundry: Laundry in Residence
  • Flooring: CarpetTile
  • A/C: Central Electric
  • Heating: Central Electric
  • Fireplace: Fireplace
  • Eco/Green Feature: Solar
  • General: Screened Lanai/PorchOutdoor ShowerTennis Court(s)Below GroundConcreteEquipment StaysHeated GasPool BathScreenedJetted Tub
  • Style: RanchSingle Family
  • Pool: CommunityBelow GroundConcreteEquipment StaysGas HeatPool BathSalt WaterScreen Enclosure
  • Parking: Circular DrivewayDriveway PavedAttachedParking spaces: 4
  • Roofing: Tile
  • Windows: Window Coverings
  • General: Concrete BlockStucco1Concrete Block
  • HOA Amenities: Bocce CourtClubhousePoolFitness CenterGolf CourseLibraryPickleballPrivate MembershipPutting GreenRestaurantShoppingSidewalkStreetlightTennis Court(s)16930.0Annually
  • Originating MLS: Naples
  • County: Collier
  • Zoning: 22510006404
  • View: Golf CourseView
  • Fencing: Fenced
  • Restrictions: ArchitecturalDeededNo CommercialNo RV
  • Water: Central
  • Source: Naples

This listing courtesy of Florida Prime Realty, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

N

Naples Park Elementary School

685 111th Ave N, Naples, FL, 34108

Grades PK-5

3.19 miles away

N

North Naples Middle School

16165 Learning Ln, Naples, FL, 34110

Grades 6-8

3.93 miles away

A

Aubrey Rogers High School

, Naples, FL, 34110

Grades 9-12

4.37 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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