5731 Cypress Hollow Way


$1,500,000

Status: For Sale

Type: Resale Property

Days on Site: 5

Listing ID: 226022940


6 Bed

3 Full Bath

& 1 ½ Bath

4,570 Sq. Ft.

Built: 1989

Furnishings: Unfurnished

Total Annual Recurring Fees

$950

Total One Time Fees

$0

2025 Total Taxes

$4,365

List Price / Square Foot

$328.23

Community

Ownership

Single Family

Building Style

Two Story, Single Family

Floor Plan

2 Story

Lot/Land

Acres: 0.34

Description

Regular

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.

Garage

Yes

Car Port

No

Parking Spots

3

Parking Description

Driveway Paved, Attached

Private Pool

Yes

Private Spa

No

Community Pool

N/A

Pool Description

Fiberglass

Spa Description

N/A

View

Lake

Rear Exposure

West

Interior Features

Closet Cabinets, Laundry Tub, Smoke Detectors, Wired for Sound, Walk-In Closet(s)

Flooring

Tile, Wood

Kitchen

N/A

Appliances

Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer

Dining

Breakfast Bar, Formal

Construction

Wood Frame, Stucco

Roof

Metal

Cooling

Central Electric

Bedroom Details

First Floor Bedroom, Master BR Upstairs

Additional Rooms

Den – Study, Family Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Media Room, Open Porch/Lanai

Exterior Details

Open Porch/Lanai, Outdoor Shower

Storm Protection

None

Accessibility

N/A

Elevator

None

Security

Smoke Detector(s)

Amenities

Streetlight

Golf

N/A

Maintenance

Legal/Accounting, Manager, Street Maintenance

Waterfront

Yes

Description

Lake

Gulf Access

No

Gulf Access Type

N/A

Canal Info.

N/A

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

365

Minimum Days of Each Lease

1

Restrictions

Deeded, No Commercial, No RV

Elementary School

OSCEOLA

Middle School

PINE RIDGE

High School

BARRON COLLIER

This property listing is courtesy of Premier Sotheby’s Int’l Realty: 239-261-6161. 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 06/17/2026 01:10pm.

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 3.6 mi 15 min
Vanderbilt Beach Park 5.8 mi 17 min
Via Miramar Beach 6.1 mi 20 min
Pelican Bay Beach (Private) 6.9 mi 25 min
Delnor-Wiggins Pass State Park 7.1 mi 22 min
Lowdermilk Park 7.3 mi 21 min
Naples Municipal Beach and Pier 8.8 mi 27 min
Barefoot Beach Preserve 17.2 mi 33 min
Bonita Beach 17.4 mi 33 min
Lovers Key State Park 22.1 mi 46 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 2.4 mi 9 min
Waterside Shops 3.1 mi 13 min
Venetian Village 4.5 mi 16 min
Mercato 4.8 mi 15 min
Coastland Mall 5.5 mi 16 min
5th Avenue South 7.7 mi 22 min
Third Street South 8.8 mi 28 min
Miromar Outlets 19.4 mi 31 min
Coconut Point 22.6 mi 36 min
Gulf Coast Town Center 23.8 mi 33 min
Name Miles ETA
Artis-Naples 3.4 mi 13 min
Gulfshore Playhouse 6.8 mi 19 min
Sugden Community Theatre 7.6 mi 23 min
Music & Arts Community Center 28.7 mi 40 min
Barbara B. Mann Performing Arts Hall 32.9 mi 49 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 3.5 mi 15 min
Naples Comprehensive Health (North Naples Hospital) 5.5 mi 17 min
Naples Comprehensive Health (NCH Baker Downtown) 7.4 mi 22 min
Physicians Regional (Collier Blvd.) 12.5 mi 27 min
Name Miles ETA
Naples Airport (APF) 5.2 mi 16 min
Marco Island Executive Airport (MKY) 21.8 mi 47 min
SW Florida Int'l (RSW) 30 mi 40 min
Name Miles ETA
Fred W. Coyle Freedom Park 4.7 mi 14 min
North Collier Regional Park 5.1 mi 19 min
Naples Zoo 5.6 mi 19 min
Gordon River Greenway 5.7 mi 16 min
Baker Park 6.9 mi 19 min
Cambier Park 7.7 mi 24 min
Sugden Regional Park 7.7 mi 22 min
Naples Botanical Garden 8.4 mi 25 min
Paradise Coast Sports Complex 10.5 mi 23 min
Big Corkscrew Island Regional Park 19.4 mi 43 min

Destinations, Distances & ETAs

Name Miles ETA
Clam Pass Park 3.6 mi 15 min
Vanderbilt Beach Park 5.8 mi 17 min
Via Miramar Beach 6.1 mi 20 min
Pelican Bay Beach (Private) 6.9 mi 25 min
Delnor-Wiggins Pass State Park 7.1 mi 22 min
Lowdermilk Park 7.3 mi 21 min
Naples Municipal Beach and Pier 8.8 mi 27 min
Barefoot Beach Preserve 17.2 mi 33 min
Bonita Beach 17.4 mi 33 min
Lovers Key State Park 22.1 mi 46 min
Name Miles ETA
Galleria Shoppes at Vanderbilt 2.4 mi 9 min
Waterside Shops 3.1 mi 13 min
Venetian Village 4.5 mi 16 min
Mercato 4.8 mi 15 min
Coastland Mall 5.5 mi 16 min
5th Avenue South 7.7 mi 22 min
Third Street South 8.8 mi 28 min
Miromar Outlets 19.4 mi 31 min
Coconut Point 22.6 mi 36 min
Gulf Coast Town Center 23.8 mi 33 min
Name Miles ETA
Artis-Naples 3.4 mi 13 min
Gulfshore Playhouse 6.8 mi 19 min
Sugden Community Theatre 7.6 mi 23 min
Music & Arts Community Center 28.7 mi 40 min
Barbara B. Mann Performing Arts Hall 32.9 mi 49 min
Name Miles ETA
Physicians Regional (Pine Ridge Rd.) 3.5 mi 15 min
Naples Comprehensive Health (North Naples Hospital) 5.5 mi 17 min
Naples Comprehensive Health (NCH Baker Downtown) 7.4 mi 22 min
Physicians Regional (Collier Blvd.) 12.5 mi 27 min
Name Miles ETA
Naples Airport (APF) 5.2 mi 16 min
Marco Island Executive Airport (MKY) 21.8 mi 47 min
SW Florida Int'l (RSW) 30 mi 40 min
Name Miles ETA
Fred W. Coyle Freedom Park 4.7 mi 14 min
North Collier Regional Park 5.1 mi 19 min
Naples Zoo 5.6 mi 19 min
Gordon River Greenway 5.7 mi 16 min
Baker Park 6.9 mi 19 min
Cambier Park 7.7 mi 24 min
Sugden Regional Park 7.7 mi 22 min
Naples Botanical Garden 8.4 mi 25 min
Paradise Coast Sports Complex 10.5 mi 23 min
Big Corkscrew Island Regional Park 19.4 mi 43 min

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