2727 66 St
Exceptional and truly one-of-a-kind property featuring 5 bedrooms plus a den, a 2-car garage, and an impressive 14' x 10' shed. There is abundant space for boats, RVs, trailers, and all your recreational toys — a rare find! A private 1-bedroom, 1-bath apartment above the garage offers incredible flexibility for guests, extended family, or potential Airbnb income. The oversized kitchen is designed for entertaining and functionality, complete with two refrigerators. The home also includes two washers and two dryers, with laundry setups both upstairs and downstairs for added convenience. Step outside to a fully fenced backyard oasis featuring a heated pool and hot tub, perfect for relaxing or entertaining year-round. Friendly neighbors and a unique architectural design make this property even more special. While the home could benefit from cosmetic updates, the major improvements have already been completed, including: * Brand-new premium metal roof * Two new air conditioning systems * New water heater * Updated electrical panel * Mostly new upstairs windows * New luxury vinyl flooring upstairs This extraordinary home was designed by one of the world’s top architects and offers character, space, and possibilities unlike anything else on the market. Just pressure washed outside and landscape cut back, painted on the inside. Pool needs work.
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Square Footage
Tax & Financial Information
Schools
Lavern Gaynor Elementary
Golden Gate High School
Mason Classical Academy
Barron Collier High School
Gulf Coast Charter Academy South
East Naples Middle School
Naples Area Teenage Parenting
Golden Gate Middle 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 |
|---|---|---|
| 09/29/2026 | Price change | $799,900 |
| 05/14/2026 | Listed for sale | $989,000 |
Listed by Amy Ashby · VIP Realty Group, Inc. · 2394891100
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 29, 2026 at 3:13 PM | Source: Naples Area Board of REALTORS | MLS#: 226019020

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