268 Cheshire Way


$2,995,000

Status: For Sale

Type: Resale Property

Days on Site: 47

Listing ID: 226007342


4 Bed

4 Full Bath

& 1 ½ Bath

3,979 Sq. Ft.

Built: 2005

Furnishings: Unfurnished

Total Annual Recurring Fees

$16,930

Total One Time Fees

$96,350

2024 Total Taxes

$10,473

List Price / Square Foot

$752.70

Community

Subdivision/Building

Audubon Country Club

Ownership

Single Family

Building Style

Ranch, Single Family

Floor Plan

Great Room, Split Bedrooms

Lot/Land

Acres: 0.39

Description

Regular

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.

Garage

Yes

Car Port

No

Parking Spots

4

Parking Description

Circular Driveway, Driveway Paved, Attached

Private Pool

Yes

Private Spa

Yes

Community Pool

Yes

Pool Description

Community, Below Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath, Salt Water, Screen Enclosure

Spa Description

Below Ground, Concrete, Equipment Stays, Heated Gas, Pool Bath, Screened, Jetted Tub

View

Golf Course

Rear Exposure

Northwest

Interior Features

Fireplace, Pantry, Wired for Sound, Vaulted Ceiling(s), Volume Ceiling, Window Coverings, Zero/Corner Door Sliders

Flooring

Carpet, Tile

Kitchen

Island, Pantry

Appliances

Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Washer, Wine Cooler

Dining

Dining – Living, Eat-in Kitchen, Formal

Construction

Concrete Block, Stucco

Roof

Tile

Cooling

Central Electric

Bedroom Details

Split Bedrooms

Additional Rooms

Den – Study, Family Room, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Screened Lanai/Porch

Exterior Details

Screened Lanai/Porch, Outdoor Shower

Storm Protection

Impact Resistant Windows, Shutters Electric

Accessibility

N/A

Elevator

None

Security

Security System, Gated Community

Amenities

Bocce Court, Clubhouse, Pool, Fitness Center, Golf Course, Library, Pickleball, Private Membership, Putting Green, Restaurant, Shopping, Sidewalk, Streetlight, Tennis Court(s)

Golf

Golf Non Equity

Maintenance

Cable, Internet/WiFi Access, Legal/Accounting, Manager, Rec Facilities, Reserve, Security, Street Lights, Street Maintenance

Waterfront

No

Description

None

Gulf Access

No

Gulf Access Type

N/A

Canal Info.

None

Boat / Dock

None

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

2

Minimum Days of Each Lease

60

Restrictions

Architectural, Deeded, No Commercial, No RV

Elementary School

N/A

Middle School

N/A

High School

N/A

This property listing is courtesy of Florida Prime Realty, LLC: 239-417-2222. 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., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 03/15/2026 04:00pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.


Destinations, Distances & ETAs

Name Miles ETA
Barefoot Beach Preserve 3.4 mi 9 min
Bonita Beach 3.6 mi 9 min
Delnor-Wiggins Pass State Park 4.1 mi 9 min
Vanderbilt Beach Park 5.1 mi 13 min
Pelican Bay Beach (Private) 7.4 mi 23 min
Lovers Key State Park 8.4 mi 19 min
Clam Pass Park 8.9 mi 23 min
Via Miramar Beach 11.8 mi 27 min
Lowdermilk Park 12.6 mi 29 min
Naples Municipal Beach and Pier 14.7 mi 36 min
Name Miles ETA
Mercato 6.3 mi 17 min
Galleria Shoppes at Vanderbilt 7.9 mi 21 min
Coconut Point 8.1 mi 23 min
Waterside Shops 8.5 mi 19 min
Venetian Village 9.9 mi 25 min
Coastland Mall 12.3 mi 28 min
5th Avenue South 13.4 mi 30 min
Miromar Outlets 14.4 mi 29 min
Third Street South 14.6 mi 35 min
Gulf Coast Town Center 18.5 mi 32 min
Name Miles ETA
Artis-Naples 8.4 mi 19 min
Sugden Community Theatre 13.5 mi 32 min
Gulfshore Playhouse 13.7 mi 30 min
Music & Arts Community Center 23.6 mi 36 min
Barbara B. Mann Performing Arts Hall 27.9 mi 47 min
Name Miles ETA
Naples Comprehensive Health (North Naples Hospital) 5.9 mi 16 min
Naples Comprehensive Health (NCH Baker Downtown) 13.2 mi 31 min
Physicians Regional (Pine Ridge Rd.) 15.2 mi 28 min
Physicians Regional (Collier Blvd.) 24.3 mi 37 min
Name Miles ETA
Naples Airport (APF) 20.7 mi 34 min
SW Florida Int'l (RSW) 25 mi 37 min
Marco Island Executive Airport (MKY) 33.5 mi 52 min
Name Miles ETA
North Collier Regional Park 9 mi 24 min
Fred W. Coyle Freedom Park 12.4 mi 28 min
Gordon River Greenway 12.5 mi 27 min
Naples Zoo 12.8 mi 31 min
Baker Park 13.7 mi 30 min
Cambier Park 13.9 mi 34 min
Sugden Regional Park 16.8 mi 39 min
Naples Botanical Garden 17.1 mi 38 min
Big Corkscrew Island Regional Park 21.9 mi 42 min
Paradise Coast Sports Complex 22.2 mi 32 min

Destinations, Distances & ETAs

Name Miles ETA
Barefoot Beach Preserve 3.4 mi 9 min
Bonita Beach 3.6 mi 9 min
Delnor-Wiggins Pass State Park 4.1 mi 9 min
Vanderbilt Beach Park 5.1 mi 13 min
Pelican Bay Beach (Private) 7.4 mi 23 min
Lovers Key State Park 8.4 mi 19 min
Clam Pass Park 8.9 mi 23 min
Via Miramar Beach 11.8 mi 27 min
Lowdermilk Park 12.6 mi 29 min
Naples Municipal Beach and Pier 14.7 mi 36 min
Name Miles ETA
Mercato 6.3 mi 17 min
Galleria Shoppes at Vanderbilt 7.9 mi 21 min
Coconut Point 8.1 mi 23 min
Waterside Shops 8.5 mi 19 min
Venetian Village 9.9 mi 25 min
Coastland Mall 12.3 mi 28 min
5th Avenue South 13.4 mi 30 min
Miromar Outlets 14.4 mi 29 min
Third Street South 14.6 mi 35 min
Gulf Coast Town Center 18.5 mi 32 min
Name Miles ETA
Artis-Naples 8.4 mi 19 min
Sugden Community Theatre 13.5 mi 32 min
Gulfshore Playhouse 13.7 mi 30 min
Music & Arts Community Center 23.6 mi 36 min
Barbara B. Mann Performing Arts Hall 27.9 mi 47 min
Name Miles ETA
Naples Comprehensive Health (North Naples Hospital) 5.9 mi 16 min
Naples Comprehensive Health (NCH Baker Downtown) 13.2 mi 31 min
Physicians Regional (Pine Ridge Rd.) 15.2 mi 28 min
Physicians Regional (Collier Blvd.) 24.3 mi 37 min
Name Miles ETA
Naples Airport (APF) 20.7 mi 34 min
SW Florida Int'l (RSW) 25 mi 37 min
Marco Island Executive Airport (MKY) 33.5 mi 52 min
Name Miles ETA
North Collier Regional Park 9 mi 24 min
Fred W. Coyle Freedom Park 12.4 mi 28 min
Gordon River Greenway 12.5 mi 27 min
Naples Zoo 12.8 mi 31 min
Baker Park 13.7 mi 30 min
Cambier Park 13.9 mi 34 min
Sugden Regional Park 16.8 mi 39 min
Naples Botanical Garden 17.1 mi 38 min
Big Corkscrew Island Regional Park 21.9 mi 42 min
Paradise Coast Sports Complex 22.2 mi 32 min

Please flip your mobile to landscape view or use a device with a larger screen to see these destinations mapped.


Inquire

Have a question about this listing?
Please use this form to submit your inquiry. We will get back to you in short order.

Listing Inquiry
If you would like us to call you or reply via text message, please provide your phone number above and preference in the Message section below.

Schedule

Would you like to see this listing with us?
Please use the below form to schedule a showing with us. We will get back to you quickly with next steps.


Recommended Reading

Do you have any questions? Would you like some assistance?

Contact us at any time. Helping buyers is what we do.