559 Henley Dr. – #226039927

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559 Henley Dr., Naples, FL 34104

$1,074,000 For Sale

Beds
5
Baths
4
Sq Ft
3,484
Built
1989

MLS# 226039927 11 days on market

Fees & taxes

Annual fees
$690
One-time fees
$160
Seller’s 2025 taxes
$4,425

Community

Berkshire Lakes

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Listing description

Fabulous pool and spa home featuring 5 bedrooms and 4 full baths, offering an exceptional blend of comfort, character, and functionality. NEW ROOF IN 2024! The spacious family room showcases stunning lake views through a dramatic picture window and features a fireplace, wet bar, and seamless connection to the breakfast area and kitchen, creating the perfect setting for everyday living and entertaining. A formal dining room accented with custom mirrors opens to the living room and expansive outdoor living area through sliding glass doors. Outside, enjoy a large screened lanai with an oversized pool and spa, complemented by a convenient pool bath with shower and an included child-safety pool fence. The generous primary suite offers a luxurious retreat with a jetted soaking tub, separate shower, and ample space to unwind. Situated on an oversized 0.33-acre lot, the property features a spacious backyard with breathtaking lake views, lush professionally maintained landscaping, and a fruit-bearing avocado tree, creating a serene tropical setting. NEW GARAGE DOOR IN 2025! The two-car garage features a custom-built retractable screen, transforming the space into a versatile extension of the home—perfect for workouts, hobbies, activities, or additional entertaining space. Ideally located in Naples, this home offers the convenience of walking to Berkshire Commons shopping, including Publix, Starbucks, restaurants, and other everyday amenities. Just minutes away, enjoy the renowned dining, shopping, and nightlife of 5th Avenue South and 3rd Street South, pristine Gulf beaches, world-class golf courses, marinas, parks, scenic walking and biking paths, art galleries, theaters, and year-round cultural events. This exceptional property offers a rare opportunity to enjoy spacious, lakefront living with outstanding amenities and an enviable location close to everything Southwest Florida has to offer.

Property details

Building & ownership

Ownership
Single Family
Furnishings
Unfurnished
Building style
Ranch, Single Family
Floor plan
Great Room
Construction
Concrete Block, Stucco
Roof
Tile
Lot size
0.33 acres
Lot description
Regular

Interior

Features
Built-In Cabinets, Cathedral Ceiling(s), Fireplace, Smoke Detectors, Walk-In Closet(s), Wet Bar, Window Coverings
Flooring
Carpet, Tile, Vinyl
Cooling
Ceiling Fan(s), Central Electric
Additional rooms
Family Room, Laundry in Residence, Screened Lanai/Porch

Kitchen & dining

Kitchen
Island
Appliances
Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Wall Oven, Washer

Outdoor & view

View
Lake
Rear exposure
South
Exterior
Screened Lanai/Porch
Storm protection
None

Parking

Garage
Yes
Car port
No
Spots
2
Description
Driveway Paved, Attached

Pool & spa

Private pool
Yes
Private spa
Yes
Community pool
Yes
Pool description
Community, Below Ground, Electric Heat
Spa description
Below Ground, Heated Electric, Jetted Tub

Waterfront

Waterfront
Yes
Description
Lake
Gulf access
No
Canal
None
Boat / dock
None

Community amenities

Amenities
Pool, Community Room, Fishing Pier, Internet Access, Library, Pickleball, Streetlight, Underground Utility
Golf
No Golf Available
Elevator
None

What the fees cover

Maintenance
Manager

Pets & leasing

Pets allowed
Yes
Leases per year
3
Minimum lease
30 days
Restrictions
Deeded

Additional details

Parcel number
23945010352
Potential short sale
No

Listing last updated November 3, 2026

Listing courtesy of Tropics Real Estate, LLC · 239-821-9046

Broker Reciprocity Program

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.

Displayed under License No. SL3295589.

Property taxes for a new owner

Estimated property taxes about $7,800 a year at the county’s value of this home and its 1.06% tax rate, including $262 in charges not based on value, no exemptions applied

On the county’s 2026 roll, the seller’s bill is about $4,500, lower because of a homestead exemption and a capped assessment, which end when the home sells.

If you make this home your primary residence, a homestead exemption would lower this figure. If you have also had a Florida homestead in any of the last three years, you may be able to carry up to $500,000 of its capped-value savings to this home, which Florida calls “portability.” Both are applied for with the Property Appraiser by March 1.

How a new owner’s property taxes are set is explained in the Costs & Taxes chapter of the 2027 Naples Buyer’s Guide.

Estimated from the Collier County Property Appraiser’s 2026 value of this home and its tax rate, plus its 2025 charges not based on value from the Collier County Tax Collector’s roll. The county sets a new value each January 1, so a new owner’s first full bill can differ.

Destinations & driving times from 559 Henley Dr

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 559 Henley Dr. – #226039927, by driving distance
NameMilesETA
Fifth Avenue South 6.5 mi 14 min
Coastland Center 6.9 mi 15 min
Third Street South 7.6 mi 17 min
Venetian Village 9.2 mi 19 min
Waterside Shops 9.7 mi 20 min
Galleria Shoppes at Vanderbilt 9.9 mi 20 min
Mercato 12.1 mi 24 min
Miromar Outlets 21.8 mi 31 min
Coconut Point 22.5 mi 34 min
Gulf Coast Town Center 26.2 mi 34 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone D Collier

Called in the fourth wave, for stronger storms.

Called firstCalled last
FEMA flood zone

Zone X (shaded)

0.2% annual chance — moderate risk

The building is outside the Special Flood Hazard Area.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Flood zones across Berkshire Lakes

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“…everything you could want in a real estate agent.”
Matt & Becky Bogyo

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