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4042 Old Trail WAY, NAPLES, FL - photo 1

$5,350,000

4042 Old Trail WAY

NAPLES, FL 34103

Estimated payment $27,928/month

includes HOA $300/mo · estimated tax · estimated insurance · 20% down, 6.5%, 30 yr

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4Beds
4Baths
4,049Sq Ft
$1321Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

Powered by Hometrino

(813) 602-0498

Highlights

HOA $300/mo
Private Pool
Garage
Built in 2000

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.

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Facts & features

Bedrooms & bathrooms

  • •Bedrooms:4
  • •Bathrooms:4
  • •Full bathrooms:4
  • •Half bathrooms:0

Heating

  • •Has Heating:Yes

Interior area

  • •Total structure area:4,049 sqft
  • •Total interior livable area:4,049 sqft

Parking

  • •Parking features:N/A
  • •Garage spaces:0
  • •Has attached garage:No

Lot

  • •Size:N/A

Details

  • •Parcel number:N/A

Type & style

  • •Home type:Single Family Residence
  • •Property subtype:Residential

Materials

  • • N/A

Condition

  • •Year built:2000

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Price history

DateEventPrice
2026-09-29T00:00:00.000ZListed for sale$5,350,000$1321/sqft

Listing Agent

Richard Prebish, II

William Raveis Real Estate

Brokerage Phone: 239-307-4612

Source: NABOR Naples · MLS #226034529

Data Powered by Home Junction, Inc.

Nearby

Schools

SEA GATE ELEMENTARY SCHOOL

Elementary · 1.0 mi

PINE RIDGE MIDDLE SCHOOL

High · 1.6 mi

NAPLES HIGH SCHOOL

High · 1.7 mi

Supermarkets

The Fresh Market

0.2 mi

Publix

0.5 mi

Skazka Russian groceries and more

0.8 mi

Dining

Greekelicious

0.3 mi

Skillets - Naples - Park Shore

0.3 mi

Di Gusto

0.3 mi

Parks

Veterans Community Park

1.8 mi

Sugden Community Park

1.8 mi

Beaches

Lowdermilk Park Beach

2.8 mi

Naples Beach

3.7 mi

Vanderbilt Beach

4.2 mi

Nearby amenity locations include data © OpenStreetMap contributors.