5900 Cypress Hollow Way

Naples FL 34109

3900 sq. ft.

0.34 ac.

Single-Family

Last sold for $938,000

Jess Powell, last sold this property on 28 May 2026 after 445 days on market.

Overview

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

3 bedrooms

2 bathrooms

2 carspaces

2 garage spaces

3900 sq. ft. floor area

0.34 ac. lot size

Single-Family

Estimated Value

Based on this property and similar 3 bedroom single-family properties sold in Naples over the last 12 months, the estimated median property value of 5900 Cypress Hollow Way is $870k.

Median value

$870k

Estimated value range

$475k - $3.8m

Median days on market

Estimated value trend

15%

increase over the last 12 months

Average days on market is based on recent, comparable sales in Naples. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 5900 Cypress Hollow Way

2026

Sold

$938,000

28 May 2026 by Jess Powell, of Keller Williams LLC

2022

Sold

$810,000

01 Feb 2022 by Cristina Gracia, of PREMIERE PLUS REALTY COMPANY

2018

Sold

$460,000

03 May 2018 by Keith Gordon, of Altru Realty,LLC

Happy sellers in Naples

We have insufficient information to provide an overview of customer satisfaction for Naples. Viewing the agent profiles, reviews and sales for Naples can provide insights for this location.