Home > Tall Pines > 5900 Cypress Hollow Way, Naples, FL 34109
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5900 Cypress Hollow Way, Naples, FL 34109 - 3 Bedroom Pool Home in Tall Pines

$999,000

MLS Number
225083898
Bedrooms
3+Den
Bathrooms
2 Baths
Living Area
2,600 sq ft
Total Area
3,900 sq ft
Garage Spaces
2
Year Built
1985
Days on Market
3

home Property Description

In the heart of central Naples—minutes to the beach and located within one of the area’s most established neighborhoods—this fully renovated two-story pool home offers a rare combination of location, modern upgrades, and outdoor space. With over $400,000 in renovations, this move-in-ready property stands out as a unique offering in today’s market.

The interior has been completely reimagined with a brand-new kitchen, all-new bathrooms, updated flooring, upgraded lighting with LED accents, barn doors, and thoughtfully selected finishes throughout. Spacious bedrooms include new closet doors, custom built-ins, and closet organization systems. The main level features two guest bedrooms and a refreshed full bath, while the upper level offers a unique flex loft space, and a primary suite with tropical views and a spa-inspired bathroom with a custom walk-in shower.

Outdoor living is highlighted by an east-facing, saltwater heated pool with sun shelf, overflow spa, and water features. Expansive impact sliders open to a two-story lanai, creating a seamless connection between indoor and outdoor spaces. The fully fenced, estate-sized yard and rear garage access enhance both privacy and functionality.


The property is located in Tall Pines, a community known for its tight-knit community feel and calendar of resident-led neighborhood events held throughout the year. Conveniently situated in walking or biking distance to shopping, dining, and easy access to Naples beaches, this home offers an exceptional blend of location, upgrades, and lifestyle.

fact_check The Basics

Property Type Single Family
Gulf Access No
Private Pool Yes
Private Spa Yes
Acres 0.34
Furnished Negotiable
Last Modified 2 days ago

savings Financials & HOA Fees

Foreclosure No
Auction No
Short Sale No
Mandatory HOA Yes
HOA Fee $875 annually

roofing Building Features

Building Style 2 Story
Construction Materials Wood Frame, Wood Siding
Cooling Central Electric
Covered Spaces 2
Elevator None
Floor Plan 2 Story
Floors 2
Garage Spaces 2
Rear Exposure East
Roof Metal
Security Features Smoke Detector(s)
Storm Protection Impact Resistant Doors, Impact Resistant Windows, Shutters - Manual
View Trees/Woods
Water Source Central
Window Features Skylight(s), Window Coverings

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chair Interior Features

Appliances & Equipment Auto Garage Door, Cooktop - Electric, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Smoke Detector, Washer
Interior Features Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings
Additional Rooms Den - Study, Family Room, Laundry in Residence, Loft, Screened Lanai/Porch
Kitchen Features Island, Pantry
Flooring Carpet, Tile, Vinyl, Wood
Gas No
Laundry Laundry in Residence, Laundry Tub

holiday_village Neighborhood and Community

Pets Allowed Yes
Amenities Underground Utility
Neighborhood Tall Pines
Neighborhood Type Non-Gated
Included in Fees Lawn/Land Maintenance
HOA Restrictions Architectural, Deeded

school School Zones

Elementary School Osceola
Middle School Pine Ridge
High School Barron Collier

photo_library Additional Images

Chris Farrugia, REALTOR Portrait

Chris Farrugia, M.B.A.

Realtor® at The Listing Naples Group

📞 (239) 248-8171
📧 chris@listingnaples.com

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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2025 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Listing provided by KW Elevate Luxury.