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$799,900

2727 66 St

Naples, FL
Active
5
Bedrooms
3.5
Bathrooms
4,527
Square Feet
1.15
Lot Size (acres)
1988
Year Built
142
Days On Market

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

Listing Updated
4 days ago
Listed By
Amy Ashby, 2397347734 · VIP Realty Group, Inc., 2394891100
MLS#
226019020
Source
Naples Area Board of REALTORS
Status
Active

Facts & Features

Location

Community Information

Address
2727 66 St, Naples, FL 34105
City
Naples
County
Collier
Neighborhood
GOLDEN GATE ESTATES
Zip Code
34105

Architecture

Bedrooms
5
Bathrooms
3.5
Stories
2
Year Built
1988
Style
Two Story, Contemporary, Single Family
Construction Materials
Vinyl Siding
Building Area
4,527 sq. ft.
Roof
Metal
Garage
Yes
Garage Spaces
2
Parking Features
Attached, Paved, Garage Door Opener, Circular Driveway

Features & Amenities

Interior Features
Walk-In Closet(s), Pantry, Breakfast Bar
Appliances
Dryer, Dishwasher, Microwave, Refrigerator, Washer, Range, Disposal
Flooring
Tile, Vinyl, Wood
Exterior Features
Storage, Balcony, Outdoor Shower
Patio and Porch
Screened
Community Features
Gated
Cooling
Window Unit(s)
Heating
Electric, Central

Property Features

Lot Size
1.15 Acres
Lot Features
Cul-De-Sac
Water
Private, Well

Square Footage

Total
3,404 sq. ft.

Tax & Financial Information

List Price
$799,900
Annual Taxes
$2,605
Association Amenities
None

Schools

79/100
Lavern Gaynor Elementary
Elementary · Grades PK–05 · 2.9 mi
City
Naples
Students
366
Student–teacher
11.8
Parent reviews
5.0★ avg · 2 reviews
Student body
73% Hispanic / Latino · 17% Black · 8% White
Free/reduced lunch
58%
Phone
(239) 354-2204
74/100
Golden Gate High School
High · Grades 09–12 · 2.6 mi
City
Naples
Students
1,652
Parent reviews
5.0★ avg · 2 reviews
Student body
70% Hispanic / Latino · 18% Black · 9% White
Free/reduced lunch
85%
Phone
(239) 377-1600
71/100
Mason Classical Academy
7th & Above · Grades KG–12 · 2 mi
City
Naples
Students
898
Parent reviews
4.5★ avg · 12 reviews
Student body
61% White · 22% Hispanic / Latino · 11% Black
Free/reduced lunch
21%
Phone
(239) 227-2838
69/100
Barron Collier High School
High · Grades 09–12 · 2.8 mi
City
Naples
Students
1,472
Parent reviews
4.3★ avg · 6 reviews
Student body
56% White · 36% Hispanic / Latino · 3% Asian
Free/reduced lunch
31%
Phone
(239) 377-1200
68/100
Gulf Coast Charter Academy South
Elementary · Grades KG–08 · 2.2 mi
City
Naples
Students
668
Parent reviews
4.0★ avg · 8 reviews
Student body
53% Hispanic / Latino · 25% White · 18% Black
Free/reduced lunch
66%
Phone
(239) 784-1539
68/100
East Naples Middle School
Middle · Grades 06–08 · 2.8 mi
City
Naples
Students
985
Parent reviews
4.0★ avg · 2 reviews
Student body
60% Hispanic / Latino · 20% White · 15% Black
Free/reduced lunch
79%
Phone
(239) 377-3600
56/100
Naples Area Teenage Parenting
High · Grades 06–12 · 2.7 mi
City
Naples
Students
28
Student body
79% Hispanic / Latino · 14% Black · 7% White
Free/reduced lunch
82%
Phone
(239) 377-1642
55/100
Golden Gate Middle School
Middle · Grades 06–08 · 2.3 mi
City
Naples
Students
1,120
Student body
74% Hispanic / Latino · 19% Black · 6% White
Free/reduced lunch
94%
Phone
(239) 377-3800

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

DateEventPrice
09/29/2026Price change$799,900
05/14/2026Listed 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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