Date
Details
Price
Change
Source
6/16/2026
Listed
$1,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/50
$1,500,000
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Property Description
Nestled beneath a canopy of mature trees in the desirable Tall Pines neighborhood, this expansive lakefront residence offers a rare combination of space, character and location. Situated on an oversized one-third-acre homesite with tranquil water views, the property is surrounded by lush tropical landscaping and enjoys a central Naples location within the highly rated Osceola Elementary, Pine Ridge Middle and Barron Collier High School zones. The home features seven bedrooms, three and one-half baths, multiple gathering spaces and a versatile upstairs bonus room, providing exceptional flexibility for guests, hobbies or home offices. Rich Brazilian hardwood floors add warmth and timeless appeal throughout much of the residence. From the moment you arrive, the home exudes a sense of charm and individuality that is increasingly difficult to find in today's market. Expansive lake views framed by mature trees create a picturesque backdrop, while the pool and outdoor living areas offer a peaceful setting for entertaining and everyday enjoyment. A long-lasting metal roof and three air conditioning systems provide a strong foundation for future enhancements. For buyers seeking something beyond the ordinary, this property presents a unique opportunity to own a home with personality, scale and enduring appeal. The setting, square footage and location combine to create exceptional long-term value in one of Naples convenient neighborhoods.
Full Property Details
Full Property Details for 5731 Cypress Hollow Way
General
- Price: $1,500,000
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226022940
- Updated: 6/17/2026
- Added to Site: 16 day(s) ago
Rental Information
- Lease/Rent Term: 1
- Min. Lease (Days): 1
Interior
- Interior Features: Den - Study, Family Room, Guest Bath, Guest Room, Home Office, Media Room, Closet Cabinets, Wired for Sound, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
- Furnishings: Unfurnished
- Flooring: Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Primary Bathroom: Dual Sinks, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 6
- Primary Bedroom: Master BR Upstairs
Other Rooms
- Dining Room: Breakfast Bar, Formal
- Laundry: Washer/Dryer Hookup, Inside, Sink
Additional Information
- Shared Amenities: Street Lights, Non-Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: Fiberglass
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Outdoor Shower, Automatic Sprinkler
- Porch/Patio/Deck: Open Porch/Lanai, Deck
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway Paved, Garage Door Opener, Attached
Location
- Area: NA14 -Vanderbilt Rd to Pine Ridge Rd
- County: Collier
- Subdivision: TALL PINES
- Building Name: TALL PINES
- Driving Directions: Tall Pines does not have a gate
- Direction Faces: East
School Information
- Elementary School: OSCEOLA
- Middle School: PINE RIDGE
- High School: BARRON COLLIER
Community
- Association: Yes
- Assoc. Fees Include: Legal/Accounting, Manager, Street Maintenance
- Units Assoc/Comm: 1
- Pets Allowed: Yes
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Septic Tank
- Water: Central
- Cable Available: Yes
- Utility Description: Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Wood Frame, Stucco
- Roof: Metal
- Windows: Single Hung
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 4,570
- Sq. Ft. Source: Floor Plan Service
- Living Area: 4,570 Sq. Ft.
- Year Built: 1989
Lot Features
- Property View: Lake
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,810
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 91 x 91 x 164 x 163
- Frontage Feet: 91
- Street/Road Desc.: Paved
- Irrigation System: Central
- Lot Features: Regular
- Lot Description: Regular
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front
- Lake Front: Yes
Financial Considerations
- Other Assoc Fees: $950
- Other Fee Freq.: Annually
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: TALL PINES LOT 73 OR 1365 PG 568
- Property ID: 76363760008
- Section: 12
- Lot Number: 73
Listed by Premier Sotheby's Int'l Realty
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— 5731 Cypress Hollow Way —
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Schools
Schools serving 5731 Cypress Hollow Way
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Osceola Elementary School, Naples, FL 5770 Osceola Trail, Naples, FL 34109 | K-5 | 0.4 mi |
Pine Ridge Middle School 1515 Pine Ridge Road, Naples, FL 34109 | 6-8 | 1.4 mi |
Barron Collier High School 5600 Cougar Drive, Naples, FL 34109 | 9-12 | 0.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5731 Cypress Hollow Way
Tax History
Tax History for 5731 Cypress Hollow Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,365
2%
$466,407
3%
2024
$4,264
1%
$453,262
3%
2023
$4,224
-4%
$440,060
6%
2021
$4,379
1%
$414,799
-3%
2022
$4,333
-1%
$427,243
4%
2021
$4,379
4%
$409,072
2%
2019
$4,206
2%
$399,875
2%
2018
$4,115
1%
$392,419
2%
2017
$4,055
3%
$384,348
2%
2016
$3,954
-1%
$376,443
1%
2015
$3,988
5%
$373,826
1%
2014
$3,813
-4%
$370,859
2%
2013
$3,973
—
$365,378
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5731 Cypress Hollow Way
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- Single Family
- Active
- Updated 1 day ago
- 6Beds
- 4Total Baths
- 3,516Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,540Sq. Ft.
Listed by Lynda Flynn Thal (239) 595-1306
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,050Sq. Ft.
Listed by Chris Carpenter (941) 599-2277
- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 3Total Baths
- 2,628Sq. Ft.
Listed by Taryn Stewart (239) 359-7242
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,595Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,058Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 4Total Baths
- 2,439Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 1,187Sq. Ft.
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- Single Family
- Closed
- 4Beds
- 4Total Baths
- 3,152Sq. Ft.
Listed by Dawn McKenna Group - Naples
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 1,978Sq. Ft.
Listed and Sold courtesy of Marco Island Area Association Of Realtor
5731 Cypress Hollow Way, Naples, FL 34109 (MLS# 226022940) is a Single Family property with 6 bedrooms, 3 full bathrooms and 1 partial bathroom. 5731 Cypress Hollow Way is currently listed for $1,500,000 and was received on June 16, 2026. Want to learn more about 5731 Cypress Hollow Way? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.