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Single family home for sale at 268 Cheshire Way, Naples, FL 34110 | MLS# 226039220 | Listing updated on 2026-11-01
Photo 1 of Single family home for sale at 268 Cheshire Way, Naples, FL 34110 | MLS# 226039220 | Listing updated on 2026-11-01
Photo 2 of Single family home for sale at 268 Cheshire Way, Naples, FL 34110 | MLS# 226039220 | Listing updated on 2026-11-01
Photo 3 of Single family home for sale at 268 Cheshire Way, Naples, FL 34110 | MLS# 226039220 | Listing updated on 2026-11-01
Photo 4 of Single family home for sale at 268 Cheshire Way, Naples, FL 34110 | MLS# 226039220 | Listing updated on 2026-11-01
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$2,895,000

Monthly Est:$14,409

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,979sqft

268 Cheshire Way, Naples, FL 34110

$14,409/moEst:

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  • Single Family Residence

  • Built in 2005

  • $514.58/mo HOA

  • 0.39 acre lot

  • $728/sq.ft

Description

The Florida lifestyle at its best. Indoors meets outdoors seamlessly from the updated kitchen and spacious living areas through open zero-edge sliding glass doors to the luxurious newly installed marble lanai and pool deck, newly renovated and heated saltwater pool, and spa framed by tropical landscaping. This oasis provides a stunning view of nature and the golf course, while maintaining privacy. The spacious master suite, with dual showers, vanities, and walk-in closets opens to the lanai through French doors. The three guest bedrooms, all with en-suite baths, occupy their own area of the house, separated from the living and kitchen areas and master suite. A dedicated office and a powder room that opens to the lanai and pool areas complete the living spaces. In addition to providing an ideal environment for living, entertaining, and hosting guests, the home offers an array of special features. A solar power system (installed on a new roof) with battery backup provides freedom from electricity bills along with electricity to run the home during power outages without the cost and maintenance of a generator. Newly installed Magna-Track hurricane-rated screens, operated by remote or app, protect the house and lanai while offering privacy or shading if desired. Other amenities include a garage with six car capacity, a Sonos sound system, a large laundry room, a fenced dog run, an outdoor pool shower, a central vacuum system, and a Kinetico water treatment system. The amenities extend from the home to those offered by the prestigious Audubon Golf and Country Club, a rare gem located west of U.S. 41. The scenic community spreads across 755 acres, with 58% certified as a nature preserve and 28 lakes woven throughout. In addition to the Joe Lee signature 18-hole golf course, recreational amenities include renovated tennis, pickleball and bocce courts, and croquet lawn; a heated lap pool; a 10,000 square foot fitness center; and a kayak launch area on Little Hickory Bay at the end of a scenic Boardwalk through wetlands adjoining the bay that is walking distance from the home. The poolside café offers indoor and outdoor dining while awaiting the completion of a stunning renovation of the main clubhouse. Redefined, private, and thoughtfully curated at every turn, this property perfectly suits those who expect nothing less than exceptional.

  • Houzeo last checked: 9 hours ago
  • Listing updated: November 1, 2026 at 9:13 pm
  • Listing Provided by: Nikki Dimitrova (239) 537-3671 DRE #249523283, Spase Dimitrov (239) 537-3666 DRE #249522693 | Florida Prime Realty, LLC (239) 417-2222
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 226039220 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    1

  • County

    Collier County

  • City

    Naples

  • Neighborhood

    --

  • Year Built

    2005

  • HOA Fees

    $514.58/mo

  • Finished Area

    3,979 sqft

  • Lot Size

    0.39 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    226039220

  • MLS Status

    Active

  • Days on Market

    5

  • Cumulative Days on Market

    4

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Location

HOA Management

N/A

HOA Fees

$6,175/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Club House Club House

Gym Gym

Security Guard Security Guard

Golf Golf

Cable TV Cable TV

Internet Internet

Road Maintenance Road Maintenance

Pool Pool

Tennis Tennis

Sports Court Sports Court

Walk path Walk path

Restaurant Restaurant

Library Library

ReserveFund ReserveFund

PuttingGreens PuttingGreens

AssociationManagement AssociationManagement

PrivateMembership PrivateMembership

Management Management

StreetLights StreetLights

LegalAccounting LegalAccounting

RecreationFacilities RecreationFacilities

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Sewer

    Public Sewer

  • Exterior Features

    Fence, Irrigation Sprinklers, Outdoor Shower, Patio, Shutters Electric

  • Appliances

    Built In Oven, Dryer, Dishwasher, Electric Cooktop, Disposal, Ice Maker, Microwave, Range, Refrigerator, Refrigerator With Ice Maker, Self Cleaning Oven, Wine Cooler, Washer

  • Interior Features

    Bathtub, Separate Formal Dining Room, Dual Sinks, Eat In Kitchen, Fireplace, High Ceilings, Jetted Tub, Kitchen Island, Living Dining Room, Multiple Shower Heads, Pantry, Separate Shower, Cable Tv, Vaulted Ceilings, Wired For Sound, Window Treatments, Home Office, Split Bedrooms

  • Window Features

    Impact Glass, Window Coverings

  • Cooling

    Central Air, Electric

  • Flooring

    Carpet, Tile

  • Heating

    Central, Electric

Construction

  • Year Built

    Year Built: 2005

  • Home type

    Single Family Residence

  • Property Condition

    Resale

  • Architectural Style

    Ranch, One Story, See Remarks

  • Roof

    Tile

  • Construction Materials

    Block, Concrete, Stucco

Utilities & Energy

  • Water Source

    Public

  • Utilities

    Cable Available

  • Parking Features

    Attached, Circular Driveway, Driveway, Garage, Paved, Two Spaces, Garage Door Opener

  • Pool Features

    Concrete, Gas Heat, Heated, In Ground, Pool Equipment, Screen Enclosure, Salt Water, Community, Outside Bath Access

  • Security Features

    Burglar Alarm Monitored, Security Gate, Gated With Guard, Gated Community, Security System

  • Laundry Features

    Inside

  • Association Amenities

    Bocce Court, Clubhouse, Fitness Center, Golf Course, Library, Pickleball, Private Membership, Pool, Putting Greens, Restaurant, Sidewalks, Tennis Courts, Management

Other Features

  • Patio And Porch Features

    Lanai, Patio, Porch, Screened

  • Disclosures

    Owner Has Flood Insurance, Rv Restrictions, Seller Disclosure

  • Subdivision Name

    Audubon Country Club

  • Community Features

    Golf, Gated, Tennis Courts, Shopping, Street Lights

  • Lot Features

    Rectangular Lot, Sprinklers Automatic

Price History

DateEventPrice

02/16/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226007342

Off Market

$2,895,000 -3.34%

$728/sqft

02/16/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #226007342

Listed for Sale

$2,995,000 +199.50%

$753/sqft

06/11/2020

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #220026276

Price Decreased

$1,000,000 -11.11%

$251/sqft

05/30/2014

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #214016886

Sold

$1,125,000

$283/sqft

Nearby Homes

Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 02, 2026, 02:15PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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