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Bean Group
Offered at $5,350,000Active
beds
4
baths
4
sq ft
4,049
Built
2000

4042 Old Trail Way

Naples, FL 34103

About this home

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.

Listing last checked: Listing updated:

Listed by Richard Prebish, II, Thomas Campbell, Jr. · William Raveis Real Estate · MLS #226034529

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Details at a glance

Interior4 property facts
Rooms
0
Heating
Central, Electric
Cooling
Central Air, Electric
Flooring
Carpet, Tile, Wood
Building4 property facts
Style
Single Family Residence
Year built
2000
Garage
2
Roof
Built-Up, Flat, Tile
Land & utilities3 property facts
Lot size
0 acres
Water
Public
Sewer
Public Sewer
Financial3 property facts
Annual taxes
$28,926
Assessment year
2025
HOA fee
$0 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $5,350,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$29,463 / monthAdjust
Principal & interest
$27,053
Property tax
$2,411
Insurance
Not entered
HOA
$0

Listing annual taxes: $28,926. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $0.

Partial estimate: add insurance to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Price and status timeline

  1. Ter

    $5,895,000 · Nov 25, 2025

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About 4042 Old Trail Way

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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

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