- CENTURY 21 Real Estate
- Florida
- Naples
- 5900 Cypress Hollow Way
5900 Cypress Hollow Way, Naples, FL 34109
Local realty services provided by:CENTURY 21 SUNBELT REALTY
5900 Cypress Hollow Way,Naples, FL 34109
$999,000
- 3 Beds
- 2 Baths
- 2,600 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, Feb 0101:00 pm - 03:00 pm
Listed by: jess powell, diane hawran
Office: kw elevate luxury
MLS#:225083898
Source:FL_GFMB
Price summary
- Price:$999,000
- Price per sq. ft.:$256.15
About this home
Seller offering $10,000 BUYER INCENTIVE for accepted offers closing on or before March 14, 2026. May be applied toward closing costs or interest rate buy-down. 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, 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.
Contact an agent
Home facts
- Year built:1985
- Listing ID #:225083898
- Added:44 day(s) ago
- Updated:February 01, 2026 at 08:36 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Living area:2,600 sq. ft.
Heating and cooling
- Cooling:Electric
- Heating:Central, Electric
Structure and exterior
- Roof:Metal
- Year built:1985
- Building area:2,600 sq. ft.
Schools
- High school:BARRON COLLIER
- Middle school:PINE RIDGE
- Elementary school:OSCEOLA
Utilities
- Water:Public
- Sewer:Septic Tanks
Finances and disclosures
- Price:$999,000
- Price per sq. ft.:$256.15
- Tax amount:$8,103 (2024)
New listings near 5900 Cypress Hollow Way
- New
$899,900Active4 beds 4 baths2,667 sq. ft.3112 Dominica Way, Naples, FL 34119
MLS# 226005064Listed by: ISLANDWALK PROPERTIES, LLC - New
$530,000Active6 beds 4 baths1,664 sq. ft.5214 Sholtz Street #A+B, Naples, FL 34113
MLS# 226005144Listed by: XCLUSIVE HOMES LLC - New
$7,600,000Active3 beds 4 baths3,526 sq. ft.2020 Gulf Shore Boulevard N #UNIT 202E, Naples, FL 34102
MLS# 226005154Listed by: COLDWELL BANKER REALTY - New
$780,000Active6 beds 3 baths770 sq. ft.2241 Sunshine Boulevard, Naples, FL 34116
MLS# 226005166Listed by: XCLUSIVE HOMES LLC - New
$549,000Active3 beds 2 baths1,367 sq. ft.828 Gulf Pavilion Drive #101, Naples, FL 34108
MLS# 226005169Listed by: THE REAL ESTATE CONNECTION LLC - New
$499,000Active3 beds 4 baths1,998 sq. ft.4455 Botanical Place Circle #101, Naples, FL 34112
MLS# 226005136Listed by: KELLER WILLIAMS REALTY NAPLES - New
$3,950,000Active4.55 AcresWhitaker Road, Naples, FL 34112
MLS# 226003904Listed by: DOWNING FRYE REALTY INC. - New
$4,300,000Active3 beds 4 baths2,747 sq. ft.1925 Metropolitan Boulevard #1106, Naples, FL 34112
MLS# 226004380Listed by: METROPOLITAN NAPLES REALTY LLC - New
$750,000Active3 beds 3 baths2,214 sq. ft.6573 Dominica Drive #5, Naples, FL 34113
MLS# 226005066Listed by: COASTAL SIGNATURE REAL ESTATE - New
$925,000Active3 beds 3 baths2,720 sq. ft.640 Jacana Circle #28, Naples, FL 34105
MLS# 2025025621Listed by: REDFIN CORPORATION