5731 Cypress Hollow Way
Nestled beneath a canopy of mature trees in the desirable Tall Pines neighborhood, this expansive lakefront residence offers a rare combination of space, character and location. Situated on an oversized one-third-acre homesite with tranquil water views, the property is surrounded by lush tropical landscaping and enjoys a central Naples location within the highly rated Osceola Elementary, Pine Ridge Middle and Barron Collier High School zones. The home features seven bedrooms, three and one-half baths, multiple gathering spaces and a versatile upstairs bonus room, providing exceptional flexibility for guests, hobbies or home offices. Rich Brazilian hardwood floors add warmth and timeless appeal throughout much of the residence. From the moment you arrive, the home exudes a sense of charm and individuality that is increasingly difficult to find in today's market. Expansive lake views framed by mature trees create a picturesque backdrop, while the pool and outdoor living areas offer a peaceful setting for entertaining and everyday enjoyment. A long-lasting metal roof and three air conditioning systems provide a strong foundation for future enhancements. For buyers seeking something beyond the ordinary, this property presents a unique opportunity to own a home with personality, scale and enduring appeal. The setting, square footage and location combine to create exceptional long-term value in one of Naples convenient neighborhoods.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Aubrey Rogers High School
Pelican Marsh Elementary School
Sea Gate Elementary School
Vineyards Elementary School
Barron Collier High School
Pine Ridge Middle School
Osceola Elementary School
Optima Classical Academy
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 08/04/2026 | Price change | $1,395,000 |
| 06/16/2026 | Listed for sale | $1,500,000 |
Listed by Melinda Gunther, LLC · Premier Sotheby's Int'l Realty · 2392616161
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Naples Area Board of REALTORS. All rights reserved.
Last Updated: September 13, 2026 at 7:04 PM | Source: Naples Area Board of REALTORS | MLS#: 226022940

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