House in Naples, FL 34109
Tall Pines, 5900 Cypress Hollow Way

3
Beds
2
Baths
2,600
SqFt
$361
$/SqFt
Sold - May 28, 2026
Mid-Tier House
Built in 1985
2 Parking
Trees/Woods View
$875/mo HOA
Two Story, Single Family
Screened Lanai/Porch
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.
MLS Number: 225083898
Updated: 113 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 3
Bathrooms
  • Bathrooms: 2
  • Half Bathrooms: No info
Exterior and Lot Features
  • Exterior Features: Screened Lanai/Porch
  • View: Trees/Woods
Interior, Heating and Cooling
  • Interior Features: Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings
  • Equipment / Appliances: Electric Cooktop, Disposal, Double Oven, Dryer, Microwave, Refrigerator/Freezer, Self Cleaning Oven, Washer
  • Heating Description: Central Electric
  • Cooling Description: Central Electric
Building and Construction
  • Floor Description: Carpet, Tile, Vinyl, Wood
  • Windows/Treatment: Skylight(s), Window Coverings
  • Construction Type: House
  • Year Built: 1985
  • Style: Two Story, Single Family
Waterfront and Water Access
  • Waterfront Frontage: No info
School Information
  • Elementary School: OSCEOLA
  • Middle School: PINE RIDGE
  • Senior High School: BARRON COLLIER
Other Property Info
  • Garage: 2
  • Pets Allowed: Yes
Taxes, Fees & More
  • Maintenance Includes: Lawn/Land Maintenance
  • Taxes: 8102.69
  • Security Information: Smoke Detector(s)
  • Parking Description: Driveway Paved, Attached
  • Total Floors in Building: 2
  • Total Units in Building: 1

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Price History

Current
$938K
High
$999K
Low
$938K
Total Change
-6.1%
$1M$969K$931KDec 25Feb 26Apr 26Apr 26May 26
Date
Event
Price
Change
Price Per
05/28/2026
Sold
$938K
0%
$361 ft2
$3,883 m2
04/01/2026
Price Reduced
$938K
-1.16%
$361 ft2
$3,883 m2
04/01/2026
Price Reduced
$949K
-2.57%
$365 ft2
$3,929 m2
02/27/2026
Price Reduced
$974K
-2.5%
$375 ft2
$4,032 m2
12/21/2025
Listed
$999K
 
$384 ft2
$4,136 m2
05/28/2026
$938K
Event
Sold
Change
0%
Price Per
$361 ft2
$3,883 m2
04/01/2026
$938K
Event
Price Reduced
Change
-1.16%
Price Per
$361 ft2
$3,883 m2
04/01/2026
$949K
Event
Price Reduced
Change
-2.57%
Price Per
$365 ft2
$3,929 m2
02/27/2026
$974K
Event
Price Reduced
Change
-2.5%
Price Per
$375 ft2
$4,032 m2
12/21/2025
$999K
Event
Listed
Price Per
$384 ft2
$4,136 m2
Price per square foot and days on website are not provided values and are calculated by Subdivisions.
Listed by Jessica PowellKW Elevate Luxury • Buyer Agency Compensation .

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Scores

Walk Score®
Car-Dependent. Most errands require a car
45

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
44

100
Sound Score®
Bearable noise
78

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
27

100
Local Score
Limited local amenities nearby
0

100
Community Snapshot
3 – 6 BR
Bedrooms
$1.1M – $1.9M
Price Tier
2,230 - 4,570
SqFt Range
1988
Year Build
1
Total Floors

Subdivision Amenities

Car Wash Area
Internet Access
Pickleball
Sidewalk
Streetlight
Underground Utility
Bike And Jog Path
Bike Storage
Internet Access
None
See Remarks
Sidewalk
Streetlight
Underground Utility

Naples
Mid-Tier
Mid-Tier Homes & Condos