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 butlers 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 backyardan 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.
Source: School Digger
Source: Public Records
Source: Sperling's Best Places
66/100
Walk Score ®
64/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 23/100, Transit Score: 0/100, Bike Score: 41/100.
4 bds • 4 ba • 4,049 sqft
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3 bds • 5 ba • 4059 sqft
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3 bds • 5 ba • 4059 sqft
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5 bds • 5 ba • 4118 sqft
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5 bds • 5 ba • 4118 sqft
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4 bds • 5 ba • 4059 sqft
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4 bds • 5 ba • 4430 sqft
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4 bds • 5 ba • 4430 sqft
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6 bds • 6 ba • 5535 sqft
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4 bds • 5 ba • 4350 sqft
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4 bds • 5 ba • 4350 sqft
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4 bds • 4 ba • 3050 sqft
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4 bds • 4 ba • 3050 sqft
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Source: Realty.com
4042 Old Trail Way, Naples, FL 34103 is a Single Family 4,049 sq. ft. home listed for sale. Realty.com has 20 photos available of this 4 bed, 4 bath house, listed at $5,895,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 20 photos of 4042 Old Trail Way.
Our records indicate that 4042 Old Trail Way was built in 2000.
The full address for this home is 4042 Old Trail Way, Naples, FL 34103.
4042 Old Trail Way has been listed on Realty.com since Tue November 25, 2025
Some errands can be accomplished on foot. It is possible to get on a bus. Some bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 23/100, Transit Score: 0/100, Bike Score: 41/100.
There are 3 schools assigned to this home. Check out the schools near 4042 Old Trail Way. Poinciana Elementary School (Grades: PK - 5), Pine Ridge Middle School (Grades: 6 - 8), Naples High School (Grades: 9 - 12)
Listing provided courtesy of:
William Raveis Real Estate
(tel: 239-307-4612)
Listing agent:
Richard Prebish
(tel: 239-357-6628)
(#N620094)
This content last refreshed on 2025-12-02 22:43:10. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 4042 Old Trail Way, Naples, FL 34103 : MLS# 225079376
