253 Cheshire WAY, Naples, FL, 34110 | $4,995,000

Luxury Estate in Prestigious Audubon Golf & Country Club
Featuring spectacular golf course views and meticulously updated with the most sought after design features. With an array of high-end finishes, and southern golf course views, this 4-bedroom, 6-bathroom home is refined luxury. As you approach the residence, you are greeted by a newly paved driveway, leading to a stately entrance with freshly paint inside and out. The home showcases soaring ceilings, expansive marble floors, and custom details throughout. The spacious layout features fully pocketed sliding doors that seamlessly blend the indoor and outdoor spaces with stunning views!
The heart of the home is the gourmet kitchen, designed with custom high-end cabinetry, professional-grade appliances, and two large islands providing ample storage and workspace. The adjacent living and dining areas are equally striking, with incredible natural light pouring in through the large windows, providing uninterrupted views of the lush golf course and sparkling pool. Retreat to the luxurious main suite, a private sanctuary that includes a cozy seating area and could also serve as a second office space.
The opulent en-suite master bathroom has been newly remodeled and offers a spa-like experience with modern finishes. Additionally, the master suite features his and hers bathrooms, providing an unmatched level of privacy and convenience.
Outdoor Living: Step outside to the expansive newly renovated pool area, complete with a large sun shelf, spa, and breathtaking views of the golf course, offering the perfect setting for evening sunsets. The separate gazebo, complete with a fully-equipped outdoor kitchen and bar, offers the perfect space to entertain guests in style. The beautifully landscaped backyard is designed to provide an oasis of tranquility and privacy, perfect for enjoying Florida's idyllic weather year-round.
Additional Features: The home also offers a dedicated upstairs wing with two luxurious guest suites, each with an en-suite bathroom for privacy and comfort. An additional living room with a kitchenette provides a cozy space for guests to relax and enjoy the stunning outdoor balcony with panoramic views of the Gulf Coast, ideal for watching the sun dip below the horizon.
Amenities: This exceptional estate is located in the prestigious Audubon Golf & Country Club, a private gated community offering world-class amenities. Residents enjoy access to an 18-hole championship golf course, tennis and pickleball courts, nature trails, and a kayak launch. The newly renovated fitness center, heated lap pool, and courtside café are perfect for active lifestyles, while the vibrant social club offers both formal and informal dining and entertainment options. Audubon provides a unique combination of luxurious living, resort-style amenities, and a friendly, welcoming community.
Designer Furnishings are available to make this exceptional residence your own.

Features

  • Amenities: Bocce Court,Cabana,Clubhouse,Community Park,Community Pool,Community Room,Exercise Room,Fishing Pier,Golf Course,Internet Access,Lap Pool,Library,Pickleball,Putting Green,Restaurant,Sidewalk,Streetlight,Tennis Court,Underground Utility
  • Bedrooms: 4
  • Baths: 4 full / 2 half
  • Style: 2 Story
  • Development: AUDUBON
  • Year Built: 2002
  • Garage: 3-car Attached
  • Heating: Central Electric
  • Cooling: Ceiling Fans,Central Electric
  • Approx Sq. Feet: 6,026
  • Acreage: 0.41
  • Est. Taxes: $22,833
  • Master HOA Fee: $5,750
  • Lot Desc: Golf Course,Oversize
  • View: Golf Course
  • Community Type: Gated,Golf Course,Tennis
  • Elem. School: NAPLES PARK
  • Middle School: NORTH NAPLES
  • High School: AUBREY ROGERS
  • Private Pool: Yes
  • Pet Policy: No Approval Needed
  • MLS#: 225010140
  • Website: https://www.raveis.com
    /eprop/225010140/253cheshireway_naples_fl?source=qrflyer
Copyright © 2025  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 Downing Frye Realty Inc.

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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:

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253 Cheshire WAY, Naples, FL, 34110

$4,995,000

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 $3,996,000 $3,996,000 $3,996,000
Term 360 months 360 months 180 months
Initial Interest Rate** 6.250% 6.625% 6.375%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.898% 6.739% 6.560%
Monthly Tax Payment $1,903 $1,903 $1,903
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $24,604 $25,587 $34,535
Total Monthly Payment $26,632 $27,615 $36,563

* 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.