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5731 Cypress Hollow WAY, NAPLES

Single Family Residence

Active

$1,395,000

$105,000 (7%)

6

Beds

4

Baths

4,570

Sqft

Est. $7,925/mo · Get pre-qualified

Home Type: Single Family ResidenceYear Built: 1989Sqft: 4,570Price/Sqft: $305Lot Size: 0.34 acres

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.

76 days on market · Listing updated August 16, 2026

Location

Facts & Features

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
Flooring:
Tile, Wood
Laundry:
Washer/Dryer Hookup, Inside, Sink
Primary Bathroom:
Dual Sinks, Separate Tub And Shower
Dining Room:
Breakfast Bar, Formal
Heating:
Central Electric
Cooling:
Central Electric
Utilities:
Cable Available
Sewer:
Septic Tank
Water Source:
Central
Security:
Smoke Detector(s), Smoke Detectors
Exterior Features:
Outdoor Shower, Sprinkler Auto
Construction:
Wood Frame, Stucco
Roof:
Metal
Patio / Porch:
Open Porch/Lanai, Deck
View:
Lake
Waterfront:
Lake Front
Direction Faces:
East
Lot Features:
Regular
Irrigation:
Central
Road Surface:
Paved
Parking:
Driveway Paved, Garage Door Opener, Attached
Garage Spaces:
3
Pool:
Fiberglass
Windows:
Single Hung
Community Features:
Street Lights, Non-Gated
Subdivision:
TALL PINES
Elementary School:
OSCEOLA
Middle School:
PINE RIDGE
High School:
BARRON COLLIER
Annual Taxes:
$4,365
Pets Allowed:
No Approval Needed
Furnished:
Unfurnished
Possession:
Close Of Escrow
Listing Terms:
Buyer Finance/Cash
Disclosures:
Seller Disclosure Available

Price History

DateEventPrice
Aug 16, 2026Price change$1,395,000
Jun 16, 2026Original list price$1,500,000

Reflects listing data on file, not a complete transaction history.

Listed by Melinda Gunther, LLC, Premier Sotheby's Int'l Realty

Co-listed by Jake Gunther, Premier Sotheby's Int'l Realty

$1,395,000

5731 Cypress Hollow WAY, NAPLES

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$7,925

est. monthly payment

Estimate only — actual payment depends on your lender, credit profile, and final loan terms.

The data relating to real estate for sale displayed on this Website comes in part from the Multiple Listing Service of the Bonita Springs-Estero Association of REALTORS®, Inc., under License No. BK3468074. Properties displayed on this Website include properties listed with brokerage firms other than Sands Real Estate & Property Management. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service, or contained in the database compilation of the Bonita Springs-Estero Association of REALTORS® Multiple Listing Service.