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5900 Cypress Hollow Way

Naples, FL 34109
  • $999,000
  • STATUS: Active
  • ON SITE: 62 Days
  • ID#: 225083898
$999,000
  • 3
    BEDS
  • 0.34
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 2,600
    SQFT
  • $384
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1985
County:

School Information

Elementary School:
Middle School:
High School:

Description

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.

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The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Lifestyle & Luxury Living are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. 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. Data last updated 2026-02-19T00:25:34.053. Some properties that appear for sale on this website may no longer be available. For the most current information, contact Lifestyle & Luxury Living, (239) 276-9996, bouncedemail@boomtownroi.com. Licensed in the State of Florida.
www.lifestyleluxuryfl.com/homes/171480637
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5900 Cypress Hollow Way Naples, FL 34109

  • Price: $999,000
  • Status: Active
  • On Site: 62 Days
  • ID#: 225083898
3
Beds
2
Baths
0
½ Baths
0.34
Acres
2,600
SQFT
$384
$/SQFT
1985
Built
Neighborhood:
Tall Pines
County:
Collier
Area:
Na14 -Vanderbilt Rd To Pine Ridge Rd
Elementary School:
Osceola
Middle School:
Pine Ridge
High School:
Barron Collier
Property Description
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.
Exterior Features

Attached Garage Yes Building Desc Two StorySingle Family Building Design Single Family Residence Canal Width None Carport Desc No Carport Spaces 0 Construction Wood FrameWood Siding Covered Spaces 2 Exterior Features Screened Lanai/Porch Fencing Fenced Garage Yes Gulf Access YN No Irrigation Other Lot Back 90 Lot Desc Regular Lot Frontage 90 Lot Left 165 Lot Right 165 Parking Driveway PavedAttached Parking Total 2 Pool Features Pool/Spa ComboBelow GroundConcreteCustom UpgradesEquipment StaysElectric HeatSalt WaterScreen Enclosure Pool Private Yes Rear Exposure E Roof Metal View Trees/Woods View YN Yes Waterfront Desc None Waterfront YN No

Interior Features

Baths Total 2 Bedroom Desc First Floor BedroomMaster BR Upstairs Bedrooms 3+Den Cooling Central Electric Cooling YN Yes Dining Description Dining - FamilyEat-in Kitchen Elevator None Equipment Electric CooktopDisposalDouble OvenDryerMicrowaveRefrigerator/FreezerSelf Cleaning OvenWasher Fireplace No Flooring CarpetTileVinylWood Furnished Desc Negotiable Heat Central Electric Heating Yes Interior Features FoyerLaundry TubPantryPull Down StairsSmoke DetectorsVolume CeilingWalk-In Closet(s)Window Coverings Laundry Features Laundry in ResidenceLaundry Tub Spa Yes Spa Features Below GroundConcreteEquipment StaysHeated ElectricPool IntegratedScreened Window Features Skylight(s)Window Coverings

Property Features

Association Amenities Underground Utility Building Area Total 3900 Condo Fee 0 Foreclosed Reo YN No Hoa Desc Yes Hoa Fee 875 Hoa Fee Freq Annually Horse YN No Levels 2 Maintenance Lawn/Land Maintenance Management Residents Mandatory Club Fee 0 Master Hoa Fee 0 MLS Naples New Construction YN No Num Unit Floor 0 Ownership Desc Single Family Pets Yes Potential Short Sale YN No Security Features Smoke Detector(s) Senior Community No Sewer Septic Tank Structure Type House Subdivision Name TALL PINES Terms Buyer Finance/CashFHAVA Total Annual Recurring Fees 875 Transfer Fee 0 Unitsin Complex 1 Water Source Central

Listing courtesy of KW Elevate Luxury: 239-330-1217.
The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 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


The data relating to real estate for sale on this limited electronic display come in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than Lifestyle & Luxury Living are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the Listing Brokers. The properties displayed may not be all the properties available through the BR Program. 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. Data last updated 2026-02-19T00:25:34.053. Some properties that appear for sale on this website may no longer be available. For the most current information, contact Lifestyle & Luxury Living, (239) 276-9996, bouncedemail@boomtownroi.com. Licensed in the State of Florida.
 
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Lifestyle & Luxury Living
7020 Ambrosia Ln
Naples FL, 34119