5900 Cypress Hollow Way, Naples, FL 34109
For Sale $999,000
Save Property
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.
Attic
Bedroom On Main Level
Dual Sinks
Entrance Foyer
Eat In Kitchen
Family Dining Room
High Ceilings
Kitchen Island
Living Dining Room
Pantry
Pull Down Attic Stairs
Upper Level Primary
Walk In Closets
Window Treatments
Loft
Taxes: $8,102.69
Tax Year: 2024
Association Fee: $875.00
Association Fee Frequency: Annually
Fence
Security High Impact Doors
Sprinkler Irrigation
Shutters Manual
Double Oven
Dryer
Electric Cooktop
Freezer
Disposal
Microwave
Refrigerator
Self Cleaning Oven
Washer
Elementary School: Osceola
Middle School: Pine Ridge
Junior High: Pine Ridge
High School: Barron Collier
Building Description: Two Story
MLS Area: Na41 - Gge 3, 6, 7, 10, 11, 19, 20, 21, 37, 52, 53
Total Square Footage: 3,900
Total Floors: 2
Water: Public
Construction: Wood Siding, Wood Frame
Date Listed: 2025-12-18 17:05:45
Pool: Y
Pool Description: Concrete, Electric Heat, Heated, In Ground, Pool Equipment, Screen Enclosure, Salt Water, Pool Spa Combo
Private Spa: Y
Furnished: Negotiable
Den: Y
Windows: Other, Single Hung, Skylights, Sliding, Tinted Windows, Impact Glass, Window Coverings
Parking: Attached, Driveway, Garage, Paved, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Vinyl, Wood
Roof: Metal
Heating: Central, Electric
Cooling: Central Air, Electric
Security: Smoke Detectors
Laundry: Inside, Laundry Tub
Irrigation: Other
Pets: Yes
Sewer: Septic Tank
Lot Desc.: Rectangular Lot, Sprinklers Automatic
Listing Courtesy Of: Kw Elevate Luxury
jess@caineluxuryteam.com
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.
Property Details
Price: $999,000
Sq Ft: 2,600
($384 per sqft)
Bedrooms: 3
Bathrooms: 2
City: Naples
County: Collier
Type: Single Family
Development: Tall Pines
Acres: 0.34
Year Built: 1985
Listing Number: 225083898
Status Code: A-Active
Taxes: $8,102.69
Tax Year: 2024
Garage:
2.00
/
Y
Furnishings: Negotiable
Pets Allowed: Yes
Interior Features:
Attic
Bedroom On Main Level
Dual Sinks
Entrance Foyer
Eat In Kitchen
Family Dining Room
High Ceilings
Kitchen Island
Living Dining Room
Pantry
Pull Down Attic Stairs
Upper Level Primary
Walk In Closets
Window Treatments
Loft
Financial Information:
Taxes: $8,102.69
Tax Year: 2024
Association Fee: $875.00
Association Fee Frequency: Annually
Exterior Features:
Fence
Security High Impact Doors
Sprinkler Irrigation
Shutters Manual
Equipment:
Double Oven
Dryer
Electric Cooktop
Freezer
Disposal
Microwave
Refrigerator
Self Cleaning Oven
Washer
School Information:
Elementary School: Osceola
Middle School: Pine Ridge
Junior High: Pine Ridge
High School: Barron Collier
Additional Information:
Building Description: Two Story
MLS Area: Na41 - Gge 3, 6, 7, 10, 11, 19, 20, 21, 37, 52, 53
Total Square Footage: 3,900
Total Floors: 2
Water: Public
Construction: Wood Siding, Wood Frame
Date Listed: 2025-12-18 17:05:45
Pool: Y
Pool Description: Concrete, Electric Heat, Heated, In Ground, Pool Equipment, Screen Enclosure, Salt Water, Pool Spa Combo
Private Spa: Y
Furnished: Negotiable
Den: Y
Windows: Other, Single Hung, Skylights, Sliding, Tinted Windows, Impact Glass, Window Coverings
Parking: Attached, Driveway, Garage, Paved, Garage Door Opener
Garage Description: Y
Garage Spaces: 2
Attached Garage: Y
Flooring: Carpet, Tile, Vinyl, Wood
Roof: Metal
Heating: Central, Electric
Cooling: Central Air, Electric
Security: Smoke Detectors
Laundry: Inside, Laundry Tub
Irrigation: Other
Pets: Yes
Sewer: Septic Tank
Lot Desc.: Rectangular Lot, Sprinklers Automatic
Map of 5900 Cypress Hollow Way, Naples, FL 34109
Listing Courtesy Of: Kw Elevate Luxury
jess@caineluxuryteam.com