8058 Vera Cruz Way
Rare opportunity to own a beautifully updated estate-style home with attached guest house on an idyllic cul-de-sac lot in the highly sought-after gated North Naples community of Monterey. Designed for both everyday comfort and exceptional entertaining, this home features a stunning private outdoor space, including a resort-style pool and spa with sun shelf and expansive covered lanai spaces perfect for outdoor dining and lounging. The main residence showcases soaring ceilings, updated kitchen and baths, spacious formal and casual living areas, and pocketing sliders that seamlessly blend indoor and outdoor living. Beyond an inviting office space, the attached guest quarters, also accessible by private entrance, offer a full kitchen, two bedrooms, two bathrooms, dining/living area and a generous living/playroom — all opening directly to the spectacular outdoor oasis; ideal for long-term guests, multigenerational living, an au pair, or private retreat space. Monterey is one of North Naples’ premier gated communities, featuring 24-hour guard-gated security and an unmatched central location close to A-rated schools, world-class shopping and dining, downtown Naples, and the area’s renowned white-sand beaches. Residents enjoy exceptional amenities including three Har-Tru tennis courts, pickleball and sports court, a large shaded playground, community pool with cabanas, renovated clubhouse and fitness center, summer swim team, year-round social events, and popular onsite food trucks. A truly special property offering space, flexibility, privacy, and value in one of Naples’ most desirable neighborhoods.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Pelican Marsh Elementary School
Assigned school for this home
Pine Ridge Middle School
Assigned school for this home
Barron Collier High School
Assigned school for this home
Sea Gate Elementary School
Vineyards Elementary School
Optima Classical Academy
Osceola Elementary School
Aubrey Rogers High School
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 |
|---|---|---|
| 09/23/2026 | Price change | $1,649,000 |
| 05/12/2026 | Listed for sale | $1,999,000 |
Listed by Jocie Jandovitz · John R Wood Properties · 2392616622
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: October 2, 2026 at 8:08 PM | Source: Naples Area Board of REALTORS | MLS#: 226018106

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