268 Cheshire WAY Naples, FL 34110Open Sun 12PM-4PM

UPDATED: 02/17/2026 01:40 AM ON MARKET: New on market today

Listed by Florida Prime Realty, LLC • Nikki Dimitrova

$2,995,000

4 Beds5 Baths3,853 SqFt

Key Details

Property Type: Single Family Home

Sub Type: Single Family Residence

Listing Status: Active

Purchase Type: For Sale

Square Footage: 3,853 sqft

Price per Sqft: $777

Subdivision: Audubon Country Club

MLS Listing ID: 226007342

Style: Ranch,One Story,See Remarks

Bedrooms: 4

Full Baths: 4

Half Baths: 1

Construction Status: Resale

HOA Fees: $6,075/ann

HOA Y/N: Yes

Annual Recurring Fee: 16930.0

Year Built: 2005

Annual Tax Amount: $10,473

Tax Year: 2024

Lot Size: 0.390 Acres

Acres: 0.39

Lot Dimensions: Appraiser

Property Sub-Type: Single Family Residence

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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 1,260 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.

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