4042 Old Trail Way

Naples, FL 34103

$5,895,000
Price
4
Beds
4,049 Sq. Ft.
$1,456 / Sq. Ft.
4,049
Sq. Ft.
$1,456
per Sq. Ft.
a house view with a garden space
a living room with furniture a chandelier and a flat screen tv
a living room with furniture and a fireplace
a view of entryway with wooden floor
a dining hall with stainless steel appliances granite countertop wooden floor dining table and chairs
a bathroom with a double vanity sink a mirror and a bathtub
a living room with furniture and a flat screen tv
a bedroom with a large bed and a couch
a bathroom with double vanity sinks a large mirror and a bathtub
a bedroom with a bed and a lamp
a spacious bedroom with a bed and a window
a bedroom with a bed and a window
a living room with furniture and a large window
a view of a swimming pool with a patio
a view of a patio with couches chairs and a fire pit
a view of a patio with table and chairs and potted plants
a view of a patio with couches potted plants and a big yard
a view of a house with swimming pool and a yard
a view of a city
a view of a house with a yard

Description

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,...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.
  1. Listed by Richard Prebish, II • William Raveis Real Estate
  2. Listed by Thomas Campbell, Jr. • William Raveis Real Estate

Property Details for 4042 Old Trail Way

Area
NA05 - Seagate Dr to Golf Dr
Development
PARK SHORE
Sub Condo Name
PARK SHORE
Waterfront
No
Waterfront Desc
None
View
Landscaped Area
Furnished Desc
Unfurnished
LISTING UPDATED: 11/25/2025 08:24 AM

Property Details for 4042 Old Trail Way

StatusActive
MLS #225079376
Days on Market45
Taxes$28,304 / year
HOA Fees$300 / year
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2000
Lot Size0.00 AC / 0 SF
CountyCollier County

Location

Listing Courtesy of William Raveis Real Estate, Richard Prebish, II; William Raveis Real Estate, Thomas Campbell, Jr.
Add your commute

Building Information for 4042 Old Trail Way

Stories2Year Built2000Building Size-Lot Size0.00 AC / 0 SF

Payment Calculator

$31,115 per month

30 year fixed, 6.15% Interest

Principal and Interest

$28,731

Property Taxes

$2,359

HOA Dues

$25

The Payment Calculator is for illustrative purposes only.

Property Information for 4042 Old Trail Way

Summary
Location and General Information
  • Amenities: None
  • Pets: No Approval Needed
  • Status Type: Resale Property
Parking
  • Carport Desc: Attached
  • Carport Spaces: 0
  • Attached Garage: Yes
  • Garage Spaces: 2
  • Carport: No
  • Covered Spaces: 2
  • Garage: Yes
  • Total Parking: 2
HOA and Fees
  • HOA Desc: No
  • HOA Fee: $300.00
  • HOA Fee Freq: Annually
  • Condo Fee: $0
  • Primary HOA Fee: $0
  • Total Annual Recurring Fees: $300.00
  • Tax Annual Amount: $28,303.55
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence
  • Approx Living Area: 4049.0
  • Living Area Units: Square Feet
  • Bedrooms: 4+Den
  • Dining Description: Breakfast Bar,Dining - Living
  • Elevator: None
  • Appliances: Gas Cooktop, Dishwasher, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
  • Equipment: Cooktop - Gas, Dishwasher, Double Oven, Dryer, Generator, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler
  • Flooring: Carpet, Tile, Wood
  • Interior Features: Built-In Cabinets, Foyer, Walk-In Closet
  • Spa Features: Below Ground
  • Num Unit Floor: 1
  • Private Pool Desc: Below Ground
  • Private Pool: Yes
  • Private Spa: Yes
  • Total Floors: 2
  • Baths Full: 4
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 4.00
  • Bathrooms: 4
  • Bedrooms Total: 4
  • Fireplace: No
  • Foundation Details: Concrete Block
  • Other Equipment: Generator
  • View YN: Yes
  • Floor Plan Type: Other
  • Additional Rooms: Den - Study, Family Room, Home Office, Laundry in Residence
  • Gas: Yes
Exterior Features
  • Exterior Features: Built In Grill, Built-In Gas Fire Pit, Outdoor Shower
  • Exterior Finish: Concrete Block, Wood Frame, Stucco
  • Roof: Built-Up, Tile
  • Storm Protection: Other
Property Information
Utilities
  • Cooling: Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
  • Gas: Propane
Lot Information
  • Structure Type: House
Rental
Rental Information
  • Lease Limits YN: Yes
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00
  • Leases Per Year: 0
  • Min Days of Lease: 0

Property History for 4042 Old Trail Way

DateEvent & SourcePriceAppreciation
Nov 25, 2025

Listed (Active)

Naples Area Board of REALTORS #225079376

$5,895,000—
Oct 19, 2023

Sold (Public Record)

Public Record #1520925248

$5,783,000—
May 15, 2023

Withdrawn

Naples Area Board of REALTORS #222077750

—
Mar 7, 2023

Listed (Active)

Naples Area Board of REALTORS #222077750

$5,895,000—
Aug 26, 2020

Withdrawn

Naples Area Board of REALTORS #220048181

—
Aug 6, 2020

Listed (Active)

Naples Area Board of REALTORS #220048181

$3,395,000—
DateEvent & SourcePrice
11/25/2025

Listed (Active)

Naples Area Board of REALTORS #225079376

$5,895,000
10/19/2023

Sold (Public Record)

Public Record #1520925248

$5,783,000
05/15/2023

Withdrawn

Naples Area Board of REALTORS #222077750

—
03/07/2023

Listed (Active)

Naples Area Board of REALTORS #222077750

$5,895,000
08/26/2020

Withdrawn

Naples Area Board of REALTORS #220048181

—
08/06/2020

Listed (Active)

Naples Area Board of REALTORS #220048181

$3,395,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4042 Old Trail Way

Taxable ValueLand-Additions-Total-
Tax Record2025$28,926 ($2,411 / month)
Home Facts
Beds0Total Finished SqFt2,602 SqFtAbove Grade Finished SqFt2,602 SqFtStories2Lot Size14,810 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2015ZoningNAPLESCountyCOLLIERAPN16005360001

Schools near 4042 Old Trail Way

This home is within Collier.
Rating
School
Type
Grades
Distance
Sea Gate Elementary School
Public - PK to 5
Gulfview Middle School
Public - 6 to 8
Naples High School
Public - 9 to 12
Mason Classical Academy
Charter - K to 12
Rating
School
Distance
Sea Gate Elementary School
PublicPK to 5

Gulfview Middle School
Public6 to 8

Naples High School
Public9 to 12

Mason Classical Academy
CharterK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 4042 Old Trail Way, Naples, FL 34103

4042 Old Trail Way is a single family home for sale in Naples, FL 34103. This property was listed for sale on November 25, 2025 by William Raveis Real Estate, it's currently listed at $5,895,000. It has been on the market for a total of 45 days and was last sold on October 19, 2023. This listing's school district is Collier. Nearby schools include Sea Gate Elementary School, Gulfview Middle School and Naples High School. 4042 Old Trail Way is a 4-bed, 4-bath, 4,049 sqft single family home built in 2000.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Real Estate, Richard Prebish, II; William Raveis Real Estate, Thomas Campbell, Jr.

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. 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 Naples MLS BR Program, or contained in the database compilation of Naples MLS.