Sands REPM

268 Cheshire WAY photos

View of front of house featuring a tile roof, decorative driveway, an attached garage, and stucco siding
Kitchen with light stone counters, hanging light fixtures, a peninsula, two tone color scheme, and ornamental molding
Combined pool / hot tub with a patio, glass enclosure, and a sunroom
Living area featuring a sunroom, ceiling fan, light tile patterned floors, and ornamental molding
Kitchen with light stone countertops, ornamental molding, two tone cabinetry, decorative light fixtures, and stainless steel double oven
Kitchen featuring light stone countertops, stainless steel appliances, ceiling fan, decorative light fixtures, and two tone cabinetry
Living room with arched walkways, a ceiling fan, a sunroom, recessed lighting, and crown molding
Living area with ceiling fan, crown molding, arched walkways, recessed lighting, and a tray ceiling
Dining space featuring a sunroom, crown molding, healthy amount of natural light, and light tile patterned floors
Dual tone kitchen with ornamental molding, light stone countertops, decorative backsplash, a center island, and stainless steel appliances
Kitchen with arched walkways, a kitchen bar, ornamental molding, a peninsula, and light stone countertops
Kitchen featuring arched walkways, pendant lighting, light stone countertops, built in refrigerator, and open floor plan
Living room featuring ceiling fan, a chandelier, a high ceiling, arched walkways, and crown molding
Dining area with beverage cooler and hanging lights
Living room with a sunroom, a ceiling fan, ornamental molding, a tile fireplace, and tile patterned flooring
Bedroom featuring light colored carpet, crown molding, french doors, access to exterior, and ceiling fan
Sitting room with crown molding and carpet
Bedroom with ornamental molding, access to exterior, a raised ceiling, ceiling fan, and light colored carpet
Bathroom featuring a high ceiling, two vanities, a whirlpool tub, walk in shower, and ornamental molding
Bathroom with a tile shower and baseboards
Carpeted bedroom featuring ceiling fan and ensuite bath
Full bath with a stall shower, vanity, and ceiling fan
Bedroom with light carpet, ensuite bath, and ceiling fan
Full bath with a stall shower, vanity, ensuite bath, and ceiling fan
Bedroom with a nursery area, built in desk, light colored carpet, and ceiling fan
Bedroom featuring carpet, a ceiling fan, and ensuite bath
Full bathroom featuring vanity, a tile shower, and wallpapered walls
Laundry area with cabinet space, washer and dryer, and light tile patterned flooring
Half bathroom featuring wallpapered walls, vanity, and light tile patterned floors
268 Cheshire WAY photo 30
Relaxing pool / spa featuring outdoor dining space, a sunroom, a patio, and a lanai
Relaxing pool / spa with outdoor dining area, glass enclosure, a sunroom, and a patio
Combined pool / hot tub with a patio, glass enclosure, and a sunroom
View of patio / terrace with a sunroom, glass enclosure, a pool with connected hot tub, ceiling fan, and french doors
View of garage
View of front of home with decorative driveway, stucco siding, an attached garage, and a tile roof
View of front facade featuring a tile roof, stucco siding, and curved driveway
Relaxing pool / spa with a lanai, a patio, and a sunroom
Pool at dusk with a lanai, a pool with connected hot tub, a patio, outdoor furniture, and a sunroom
Mediterranean / spanish house featuring curved driveway and a garage
Aerial view at dusk of a water view and a residential view
View of front of home with decorative driveway, stucco siding, an attached garage, and french doors
Aerial view of a large body of water and a golf course
Water view
Aerial perspective of suburban area with a nearby body of water
View of property at dusk
Back of house with a patio, a community pool, a water view, golf course view, and view of wooded area
Aerial view of a large body of water
Exercise room featuring a drop ceiling and ceiling fan
Dining area with ceiling fan, a wooden ceiling with exposed beams, and light wood-type flooring
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268 Cheshire WAY, NAPLES

Single Family Residence

Active

$2,895,000

▼ $100,000 (3%)

4

Beds

5

Baths

3,979

Sqft

Est. $15,908/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 2005Sqft: 3,979Price/Sqft: $728Lot Size: 0.39 acres

WEST OF 41, NOT IN A FLOOD ZONE, with sweeping views of the golf course! This exceptional residence features 4 EN-SUITE BEDROOMS + STUDY, nearly 4,000 SQ FT UNDER AIR, and an impressive 1,224-SQ-FT, 6-CAR GARAGE. Major upgrades include a NEW ROOF and FULLY OWNED SOLAR SYSTEM with 4 TESLA POWERWALL BATTERIES installed in 2024, providing whole-home backup power without the need for a generator. The outdoor living area was completely transformed with a resurfaced SALTWATER POOL & SPA, new pool equipment and propane heater, and a stunning NEW MARBLE POOL DECK completed in 2025. Impact windows and MagnaTrack hurricane-rated screens add further protection and peace of mind. The location, garage capacity, golf-course views, resiliency, and extensive recent improvements is a combination rarely found in Naples. Designed to take full advantage of its setting, expansive windows and zero edge sliding glass doors frame views of the pool, lush landscaping, and 13th green while creating a seamless connection between indoor and outdoor living. The beautifully renovated kitchen opens to an inviting family room, while the expansive lanai offers exceptional space for entertaining. A Sonos sound system serves the living room, family room, and primary suite. Additional features include an outdoor shower, fenced dog run, and professionally redesigned landscaping. Audubon Golf & Country Club is a private, gated community encompassing 755 acres, with 58% dedicated as certified nature preserve and 28 scenic lakes. Amenities include the Signature Joe Lee 18-hole golf course, clubhouse with formal and casual dining, Lifestyle Center and Courtside Café, 25-meter heated lap pool, 10,000-SQ-FT Fitness Center, tennis, pickleball, bocce, croquet, Pilates, fitness classes, personal training, massage, and physical therapy services. Just a short walk from the residence, Audubon’s bayside Boardwalk winds through wildlife-rich marshland to Little Hickory Bay, offering beautiful sunset views and a dedicated launch for kayaks and paddleboards. An exceptional opportunity to enjoy space, privacy, extensive upgrades, and the distinctive golf and nature-focused lifestyle of Audubon.

224 days on market · Listing updated September 13, 2026

Location

Facts & Features

Interior Features:
Split Bedrooms, Great Room, Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Wired for Data, Pantry, Wired for Sound, Vaulted Ceiling(s), Volume Ceiling
Appliances:
Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Wall Oven, Washer, Wine Cooler
Flooring:
Carpet, Tile
Laundry:
Inside
Primary Bathroom:
Dual Sinks, Jetted Tub, Multiple Shower Heads, Separate Tub And Shower
Kitchen:
Kitchen Island, Pantry
Dining Room:
Dining - Living, Eat-in Kitchen, Formal
Entry Level:
1
Heating:
Central Electric, Fireplace(s)
Cooling:
Central Electric
Gas:
Propane
Utilities:
Propane, Cable Available
Sewer:
Central
Water Source:
Central
Green Energy:
Solar
Security:
Security System
Exterior Features:
Outdoor Shower, Sprinkler Auto
Construction:
Concrete Block, Stucco
Architectural Style:
See Remarks
Roof:
Tile
Patio / Porch:
Screened Lanai/Porch, Patio
Fencing:
Fenced
View:
Golf Course
Waterfront:
None
Direction Faces:
Southeast
Lot Features:
Regular
Irrigation:
Central
Road Frontage:
Private Road
Parking:
2+ Spaces, Circular Driveway, Driveway Paved, Garage Door Opener, Attached
Garage Spaces:
6
Pool:
Community Lap Pool, In Ground, Concrete, Equipment Stays, Gas Heat, Pool Bath, Salt Water, Screen Enclosure
Spa:
In Ground, Concrete, Equipment Stays, Heated Gas, Pool Bath, Screened
Windows:
Impact Resistant, Impact Resistant Windows, Shutters Electric, Window Coverings
Doors:
Zero/Corner Door Sliders
Community Features:
Golf Non Equity, Bocce Court, Clubhouse, Pool, Fitness Center Attended, Golf, Library, Pickleball, Private Membership, Putting Green, Restaurant, Shopping, Sidewalks, Street Lights, Tennis Court(s), Gated, Golf Course, Tennis
Subdivision:
AUDUBON COUNTRY CLUB
Annual Taxes:
$10,473
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash
Disclosures:
Seller Disclosure Available

Price History

DateEventPrice
Sep 13, 2026Price change$2,895,000
Feb 16, 2026Original list price$2,995,000

Reflects listing data on file, not a complete transaction history.

Listed by Nikki Dimitrova, Florida Prime Realty, LLC

Co-listed by Spase Dimitrov, Florida Prime Realty, LLC

$2,895,000

268 Cheshire WAY, NAPLES

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$15,908

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.