Sands REPM

4042 Old Trail WAY photos

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4042 Old Trail WAY, NAPLES

Single Family Residence

Active

$5,350,000

4

Beds

4

Baths

4,049

Sqft

Est. $28,975/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 2000Sqft: 4,049Price/Sqft: $1,321HOA: $300 / annually

Situated in the heart of prestigious Park Shore on a quiet cul-de-sac street, this residence was beautifully remodeled and refreshed in 2018 by esteemed custom builder A. Vernon Allen Builder, Inc, with an elegant redesign by Herscoe Hajjar Architects, LLC. The result is an impressive, thoughtfully arranged floor plan that blends quality craftsmanship with the relaxed sophistication of coastal living. Designed for both comfortable daily living and effortless entertaining, the home features 4 bedrooms, a playroom, and an office. A spacious, light-filled great room flows seamlessly into a stunning and well-equipped kitchen appointed with a large center island, Wolf and Sub-Zero appliances, and an expansive butler’s pantry/prep kitchen. The large covered outdoor living area is conveniently accessed either from the great room or from an intimate sitting room also adjacent to the kitchen a charming, relaxed sitting area ideal for quiet moments, watching television, light reading, or seamlessly moving between the kitchen and the outdoor living spaces. Extraordinary for the Park Shore neighborhood, the property offers an incredibly large backyard—an inviting private oasis boasting a resort-style pool, generous pool deck, fire pit, outdoor kitchen, and a charming trellis-covered dining area, all framed by lush, beautifully designed landscaping. Additional modern comforts include retractable screens and shutters, a 24KW generator, security cameras, and more. This property is eligible for membership to the Park Shore Association Beach Park.

3 days on market · Listing updated September 29, 2026

Location

Facts & Features

Interior Features:
Den - Study, Family Room, Home Office, Built-In Cabinets, Entrance Foyer, Walk-In Closet(s)
Appliances:
Gas Cooktop, Dishwasher, Dryer, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
Flooring:
Carpet, Tile, Wood
Laundry:
Inside
Primary Bathroom:
Dual Sinks, Separate Tub And Shower
Dining Room:
Breakfast Bar, Dining - Living
Entry Level:
1
Heating:
Central Electric
Cooling:
Central Electric
Gas:
Propane
Utilities:
Propane, Cable Available
Sewer:
Central
Water Source:
Central
Exterior Features:
Outdoor Grill, Built-In Gas Fire Pit, Outdoor Shower
Construction:
Concrete Block, Wood Frame, Stucco
Roof:
Built-Up or Flat, Tile
View:
Landscaped Area
Waterfront:
None
Direction Faces:
West
Irrigation:
Central
Parking:
Attached
Garage Spaces:
2
Pool:
In Ground
Spa:
In Ground
Windows:
Casement, Other
Community Features:
None, Non-Gated
Subdivision:
PARK SHORE
Annual Taxes:
$28,926
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash

Price History

DateEventPrice
Sep 29, 2026Original list price$5,350,000

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

Listed by Richard Prebish, II, William Raveis Real Estate

Co-listed by Thomas Campbell, Jr., William Raveis Real Estate

$5,350,000

4042 Old Trail WAY, NAPLES

Contact Agent

Sands REPM

239-420-8865

Request a Tour

Sands REPM

239-420-8865

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$28,975

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.