# 4042 Old Trail Way, Naples, FL 34103 > **TL;DR:** 4bd/4ba single family, $5,350,000 ($1321/sqft), built 2000, 4,049 sqft. > Pool, Spa, A/C, 2-car garage. Est. $28,913/mo. Listed 1 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $5,350,000 | | Price/sqft | $1321 | | Bedrooms | 4 | | Bathrooms | 4 full | | Square Feet | 4,049 | | Year Built | 2000 | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 1 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $27,053 | | Estimated Insurance | $1,560 | | HOA | $300 | | **Total** | **$28,913** | ## Key Amenities - Pool - Spa - A/C - 2-car garage ## Property Highlights - Built in 2000 - 2 stories - 2 parking spaces - Private pool ## Description ### Agent 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, 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. ## Location - **Address:** 4042 Old Trail Way, Naples, FL 34103 - **County:** Collier - **Neighborhood:** PARK SHORE - **Coordinates:** 26.195529, -81.803321 - **Google Maps:** https://www.google.com/maps?q=26.195529,-81.803321 ## Listing Agent - **Name:** Richard Prebish, II - **Brokerage:** William Raveis Real Estate - **Phone:** 2393576628 - **Broker Phone:** (239) 293-6225 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/4042-Old-Trail-Way_Naples_FL_34103_M54191-36879?f=listhub&s=NABORFL&m=226034529&c=propsimple) ## Photos ![4042 Old Trail Way - Photo 1](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3155093558r.jpg) ![4042 Old Trail Way - Photo 2](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3318850887r.jpg) ![4042 Old Trail Way - Photo 3](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2975725040r.jpg) ![4042 Old Trail Way - Photo 4](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4224944422r.jpg) ![4042 Old Trail Way - Photo 5](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f613041650r.jpg) ![4042 Old Trail Way - Photo 6](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2616782574r.jpg) ![4042 Old Trail Way - Photo 7](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2338201590r.jpg) ![4042 Old Trail Way - Photo 8](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4211232081r.jpg) ![4042 Old Trail Way - Photo 9](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4215685629r.jpg) ![4042 Old Trail Way - Photo 10](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1771008682r.jpg) ![4042 Old Trail Way - Photo 11](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1628701977r.jpg) ![4042 Old Trail Way - Photo 12](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f410905885r.jpg) ![4042 Old Trail Way - Photo 13](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3089033996r.jpg) ![4042 Old Trail Way - Photo 14](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2506504682r.jpg) ![4042 Old Trail Way - Photo 15](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3650066023r.jpg) ![4042 Old Trail Way - Photo 16](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4138908490r.jpg) ![4042 Old Trail Way - Photo 17](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2753003582r.jpg) ![4042 Old Trail Way - Photo 18](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3016897276r.jpg) ![4042 Old Trail Way - Photo 19](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f387320864r.jpg) ![4042 Old Trail Way - Photo 20](http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1812809214r.jpg) --- **MLS#:** 226034529 | **Updated:** 2026-09-29 **Source:** listhub *Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#listing", "url": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529", "name": "4042 Old Trail Way, Naples, FL 34103", "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, 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.", "image": [ "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3155093558r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3318850887r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2975725040r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4224944422r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f613041650r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2616782574r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2338201590r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4211232081r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4215685629r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1771008682r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1628701977r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f410905885r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3089033996r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2506504682r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3650066023r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4138908490r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2753003582r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3016897276r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f387320864r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1812809214r.jpg" ], "primaryImageOfPage": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3155093558r.jpg", "caption": "4042 Old Trail Way - Naples, FL" }, "datePosted": "2026-09-29T00:00:00+00:00", "dateModified": "2026-09-29T13:31:19.515637+00:00", "mainEntity": { "@type": "Accommodation", "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#property", "name": "4042 Old Trail Way, Naples, FL 34103", "address": { "@type": "PostalAddress", "streetAddress": "4042 Old Trail Way", "addressLocality": "Naples", "addressRegion": "FL", "postalCode": "34103", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": 26.195529, "longitude": -81.803321 }, "image": [ "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3155093558r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3318850887r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2975725040r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4224944422r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f613041650r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2616782574r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2338201590r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4211232081r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4215685629r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1771008682r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1628701977r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f410905885r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3089033996r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2506504682r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3650066023r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f4138908490r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f2753003582r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f3016897276r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f387320864r.jpg", "http://lh.rdcpix.com/a42e823abad4466f790d994be11182cbl-f1812809214r.jpg" ], "identifier": { "@type": "PropertyValue", "propertyID": "MLS", "value": "226034529" }, "accommodationCategory": "Single Family Residence", "numberOfBedrooms": 4, "numberOfBathroomsTotal": 4, "numberOfFullBathrooms": 4, "floorSize": { "@type": "QuantitativeValue", "value": 4049, "unitCode": "FTK", "unitText": "square feet" }, "yearBuilt": 2000, "amenityFeature": [ { "@type": "LocationFeatureSpecification", "name": "Heating", "value": "Central, Electric (Heating)" }, { "@type": "LocationFeatureSpecification", "name": "Cooling", "value": "Central Air, Electric" }, { "@type": "LocationFeatureSpecification", "name": "Appliances", "value": "Gas Cooktop, Dishwasher, Dryer, Microwave, Refrigerator/Freezer, Wall Oven, Washer, Wine Cooler" }, { "@type": "LocationFeatureSpecification", "name": "Flooring", "value": "Wood, Carpet, Tile" }, { "@type": "LocationFeatureSpecification", "name": "Construction Materials", "value": "Concrete Block, Wood Frame, Stucco" }, { "@type": "LocationFeatureSpecification", "name": "Pool", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Air Conditioning", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Spa", "value": true } ], "additionalProperty": [ { "@type": "PropertyValue", "name": "Stories", "value": 2 }, { "@type": "PropertyValue", "name": "Parking Spaces", "value": 2 }, { "@type": "PropertyValue", "name": "Garage Spaces", "value": 2 }, { "@type": "PropertyValue", "name": "Property Subtype", "value": "Single Family Residence" } ] }, "offers": { "@type": "Offer", "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#offer", "url": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529", "price": 5350000, "priceCurrency": "USD", "businessFunction": "http://purl.org/goodrelations/v1#Sell", "availability": "https://schema.org/InStock", "seller": { "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#agent" } }, "provider": { "@type": "Person", "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#agent", "name": "Richard Prebish, II", "telephone": "2393576628", "worksFor": { "@type": "Organization", "@id": "https://www.propertysimple.ai/listing/4042-old-trail-way-naples-fl-34103-26034529#brokerage", "name": "William Raveis Real Estate", "telephone": "(239) 293-6225" } } } ```