5900 Cypress Hollow Way, NAPLES, FL

$949,000

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3

Beds

2

Baths

2,600

Square feet

0.34

Acres

About 5900 Cypress Hollow Way

In the heart of central Naples—minutes to the beach and located within one of the area’s most established neighborhoods and an X flood zone (no insurance required) — this fully renovated two-story pool home offers a rare combination of location, modern upgrades, and outdoor space. With over $400,000 in renovations in 2024, 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 with induction cooktop, 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. The home was updated with a brand new A/C system installed in 2026, new water heater (2025), new electric panel (2024), exterior paint (2024) and so much more! 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.

Features of 5900 Cypress Hollow Way

MLS® # 225083898
Price $949,000
Sold Price $938,000
Bedrooms 3
Bathrooms 2.00
Full Baths 2
Square Footage 2,600
Acres 0.34
Year Built 1985
Type Residential
Sub-Type Single Family
Style Two Story, Single Family
Status Closed

Community Information

Address 5900 Cypress Hollow Way
Area NA14 -Vanderbilt Rd to Pine Ridge Rd
Subdivision TALL PINES
City NAPLES
County Collier
State FL
Zip Code 34109
Community Type Non-Gated

Amenities

Amenities Underground Utility
Parking Driveway Paved, Attached
# of Garages 2
Garages Attached
View Trees/Woods
Is Waterfront No
Pets Allowed No Approval Needed
Waterfront None
Has Pool Yes
Pool Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Salt Water, Screen Enclosure
Elevator None

Interior

Interior Features Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings
Appliances Electric Cooktop, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
Heating Central Electric
Cooling Central Electric
Fireplace No

Exterior

Exterior Wood Frame, Wood Siding
Exterior Features Screened Lanai/Porch
Lot Description Regular
Windows Skylight(s), Window Coverings
Roof Metal
Construction Wood Frame, Wood Siding

School Information

Elementary OSCEOLA
Middle PINE RIDGE
High BARRON COLLIER

Additional Information

Date Listed December 18th, 2025
Date Sold May 28th, 2026
Days on Market 265
Foreclosure No
Short Sale No
Annual Recurring Fees $875
HOA Fees 875

Listing Details

OfficeKW Elevate Luxury

Listing Map

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