5900 Cypress Hollow Way


$949,000

Status: For Sale

Type: Resale Property

Days on Site: 107

Listing ID: 225083898


3 Bed

2 Full Bath

2,600 Sq. Ft.

Built: 1985

Furnishings: Negotiable

Total Annual Recurring Fees

$875

Total One Time Fees

$0

2024 Total Taxes

$8,103

List Price / Square Foot

$365.00

Community

Ownership

Single Family

Building Style

Two Story, Single Family

Floor Plan

2 Story

Lot/Land

Acres: 0.34

Description

Regular

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.

Garage

Yes

Car Port

No

Parking Spots

2

Parking Description

Driveway Paved, Attached

Private Pool

Yes

Private Spa

Yes

Community Pool

N/A

Pool Description

Pool/Spa Combo, Below Ground, Concrete, Custom Upgrades, Equipment Stays, Electric Heat, Salt Water, Screen Enclosure

Spa Description

Below Ground, Concrete, Equipment Stays, Heated Electric, Pool Integrated, Screened

View

Trees/Woods

Rear Exposure

East

Interior Features

Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings

Flooring

Carpet, Tile, Vinyl, Wood

Kitchen

Island, Pantry

Appliances

Electric Cooktop, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer

Dining

Dining – Family, Eat-in Kitchen

Construction

Wood Frame, Wood Siding

Roof

Metal

Cooling

Central Electric

Bedroom Details

First Floor Bedroom, Master BR Upstairs

Additional Rooms

Den – Study, Family Room, Laundry in Residence, Loft, Screened Lanai/Porch

Exterior Details

Screened Lanai/Porch

Storm Protection

Impact Resistant Doors, Impact Resistant Windows, Shutters – Manual

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s)

Amenities

Underground Utility

Golf

N/A

Maintenance

Lawn/Land Maintenance

Waterfront

No

Description

None

Gulf Access

No

Gulf Access Type

N/A

Canal Info.

None

Boat / Dock

None

Pets Allowed?

Yes

Number Allowed

N/A

Weight Limit (lbs.)

N/A

Breed Limits

N/A

Other

N/A

Leasing

Number of Leases Allowed per Year

N/A

Minimum Days of Each Lease

N/A

Restrictions

Architectural, Deeded

Elementary School

OSCEOLA

Middle School

PINE RIDGE

High School

BARRON COLLIER

This property listing is courtesy of KW Elevate Luxury: 239-330-1217. The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty, Co. are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc. This listing was last modified 04/03/2026 12:51pm.

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2023 M.L.S. of Naples, Inc. 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.


Destinations, Distances & ETAs

Name Miles ETA
Clam Pass Park 3.5 mi 12 min
Vanderbilt Beach Park 5.6 mi 14 min
Via Miramar Beach 5.9 mi 17 min
Lowdermilk Park 6.9 mi 18 min
Delnor-Wiggins Pass State Park 7 mi 19 min
Pelican Bay Beach (Private) 7.5 mi 23 min
Naples Municipal Beach and Pier 8.6 mi 24 min
Barefoot Beach Preserve 12.2 mi 28 min
Bonita Beach 12.4 mi 29 min
Lovers Key State Park 17.2 mi 38 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 2.2 mi 9 min
Waterside Shops 3 mi 10 min
Venetian Village 4.4 mi 13 min
Mercato 4.7 mi 13 min
Coastland Mall 5.3 mi 14 min
5th Avenue South 7.5 mi 18 min
Third Street South 8.5 mi 24 min
Miromar Outlets 19.3 mi 28 min
Coconut Point 22.5 mi 32 min
Gulf Coast Town Center 23.4 mi 32 min
Name Miles ETA
Artis-Naples 3.3 mi 10 min
Gulfshore Playhouse 6.7 mi 16 min
Sugden Community Theatre 7.4 mi 21 min
Music & Arts Community Center 28.5 mi 36 min
Barbara B. Mann Performing Arts Hall 32.8 mi 45 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 3.4 mi 13 min
Naples Comprehensive Health (North Naples Hospital) 5.4 mi 15 min
Naples Comprehensive Health (NCH Baker Downtown) 7.3 mi 19 min
Physicians Regional (Collier Blvd.) 12.4 mi 23 min
Name Miles ETA
Naples Airport (APF) 5 mi 14 min
Marco Island Executive Airport (MKY) 21.7 mi 38 min
SW Florida Int'l (RSW) 29.9 mi 36 min
Name Miles ETA
Fred W. Coyle Freedom Park 4.6 mi 11 min
North Collier Regional Park 4.9 mi 15 min
Gordon River Greenway 5.6 mi 14 min
Naples Zoo 5.8 mi 17 min
Baker Park 6.8 mi 17 min
Sugden Regional Park 7.5 mi 20 min
Cambier Park 7.8 mi 22 min
Naples Botanical Garden 8.2 mi 21 min
Paradise Coast Sports Complex 10.4 mi 18 min
Big Corkscrew Island Regional Park 18.6 mi 34 min

Destinations, Distances & ETAs

Name Miles ETA
Clam Pass Park 3.5 mi 12 min
Vanderbilt Beach Park 5.6 mi 14 min
Via Miramar Beach 5.9 mi 17 min
Lowdermilk Park 6.9 mi 18 min
Delnor-Wiggins Pass State Park 7 mi 19 min
Pelican Bay Beach (Private) 7.5 mi 23 min
Naples Municipal Beach and Pier 8.6 mi 24 min
Barefoot Beach Preserve 12.2 mi 28 min
Bonita Beach 12.4 mi 29 min
Lovers Key State Park 17.2 mi 38 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 2.2 mi 9 min
Waterside Shops 3 mi 10 min
Venetian Village 4.4 mi 13 min
Mercato 4.7 mi 13 min
Coastland Mall 5.3 mi 14 min
5th Avenue South 7.5 mi 18 min
Third Street South 8.5 mi 24 min
Miromar Outlets 19.3 mi 28 min
Coconut Point 22.5 mi 32 min
Gulf Coast Town Center 23.4 mi 32 min
Name Miles ETA
Artis-Naples 3.3 mi 10 min
Gulfshore Playhouse 6.7 mi 16 min
Sugden Community Theatre 7.4 mi 21 min
Music & Arts Community Center 28.5 mi 36 min
Barbara B. Mann Performing Arts Hall 32.8 mi 45 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 3.4 mi 13 min
Naples Comprehensive Health (North Naples Hospital) 5.4 mi 15 min
Naples Comprehensive Health (NCH Baker Downtown) 7.3 mi 19 min
Physicians Regional (Collier Blvd.) 12.4 mi 23 min
Name Miles ETA
Naples Airport (APF) 5 mi 14 min
Marco Island Executive Airport (MKY) 21.7 mi 38 min
SW Florida Int'l (RSW) 29.9 mi 36 min
Name Miles ETA
Fred W. Coyle Freedom Park 4.6 mi 11 min
North Collier Regional Park 4.9 mi 15 min
Gordon River Greenway 5.6 mi 14 min
Naples Zoo 5.8 mi 17 min
Baker Park 6.8 mi 17 min
Sugden Regional Park 7.5 mi 20 min
Cambier Park 7.8 mi 22 min
Naples Botanical Garden 8.2 mi 21 min
Paradise Coast Sports Complex 10.4 mi 18 min
Big Corkscrew Island Regional Park 18.6 mi 34 min

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