268 Cheshire WAY, Naples, FL, 34110 | $2,995,000

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.

Features

  • Amenities: Bocce Court,Clubhouse,Community Pool,Fitness Center Attended,Golf Course,Lap Pool,Library,Pickleball,Private Membership,Putting Green,Restaurant,Shopping,Sidewalk,Streetlight,Tennis Court
  • Bedrooms: 4
  • Baths: 4 full / 1 half
  • Style: 1 Story/Ranch,See Remarks
  • Development: AUDUBON
  • Year Built: 2005
  • Garage: 6-car Attached
  • Heating: Central Electric
  • Cooling: Central Electric
  • Approx Sq. Feet: 3,979
  • Acreage: 0.39
  • Est. Taxes: $10,473
  • Master HOA Fee: $6,075
  • Lot Desc: Regular
  • View: Golf Course
  • Community Type: Gated,Golf Course,Tennis
  • Private Pool: Yes
  • Pet Policy: No Approval Needed
  • MLS#: 226007342
  • Website: https://www.raveis.com
    /eprop/226007342/268cheshireway_naples_fl?source=qrflyer
Copyright © 2026  The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Courtesy of Florida Prime Realty, LLC

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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Our Insurance Division:

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268 Cheshire WAY, Naples, FL, 34110

$2,995,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $2,396,000 $2,396,000 $2,396,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.125% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.312% 6.235% 6.223%
Monthly Tax Payment $873 $873 $873
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $14,173 $14,558 $20,219
Total Monthly Payment $15,171 $15,556 $21,217

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.