$595,000
3 Bed Pool Home for Sale in Berkshire Lakes
440 Henley Drive, Naples, FL, 34104
About this home
Fabulous pool and spa home featuring three bedrooms plus a den, offering an ideal blend of comfort, character, and functionality. The spacious great room showcases a fireplace with custom built-ins and opens seamlessly to the breakfast room and bar, creating a welcoming space for both everyday living and entertaining. A formal dining room adds elegance, while custom decorative touches throughout the home elevate the overall ambiance and make this residence truly special. The outdoor living area is exceptional and designed for year-round enjoyment. The oversized pool and spa are surrounded by beautiful Bomanite decking and include a waterfall feature with swim-out seating, along with a dedicated sitting and table area perfect for relaxing or hosting guests. The pool is electrically heated and complemented by an outdoor kitchen, pool bath with shower, and additional storage. Lush, professionally maintained landscaping enhances privacy and creates a serene tropical setting. A side-entry garage and Bomanite driveway add to the home’s curb appeal and architectural presence. Ideally located in Naples, this home is just minutes from the area’s most desirable attractions. Enjoy easy access to the renowned dining, shopping, and nightlife of 5th Avenue South and 3rd Street South, offering fine restaurants, cocktail lounges, live music, and boutique shopping. Pristine Gulf beaches, world-class golf courses, marinas, parks, and scenic walking and biking paths are all nearby, along with art galleries, theaters, and cultural events that define the Naples lifestyle. This home offers a rare opportunity to enjoy luxury living in a prime location close to everything Naples has to offer.
Property details
- Type
- SingleFamilyResidence
- Year built
- 1993
- Interior
- 2,280 sqft
- Lot size
- 16,552.8 sqft
- Acreage
- 0.38 acres
- Garage
- 3 car
- Days on market
- 8
- Total association fees
- $640/yr (~$53/mo)
- CDD
- None
- Est. taxes (1.4%)
- $8,330/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- East
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Yes
- County
- Collier
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges, mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees, which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 5 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months, similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 382 Henley Drive | Apr 2026 | $550,000 | 3/2 | 2,188 | $251 |
| 488 Henley Drive | Jul 2026 | $665,000 | 4/3 | 2,240 | $297 |
| 768 Belville Boulevard | Oct 2025 | $565,000 | 3/2 | 2,089 | $270 |
| 146 Plantation Circle | Nov 2025 | $615,000 | 3/2 | 2,116 | $291 |
| 169 Plantation Circle | Nov 2025 | $600,000 | 3/2 | 2,108 | $285 |
| Average | 5 comps | $599,000 | $279 |
Market trends, Berkshire Lakes
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Up $25,000 (4.2%) from the original list price.
| Feb 18, 2026 | Sold | $620,000 |
| Jan 15, 2026 | Listed | $595,000 |
The good, the trade-offs & the location
- Private pool
- 3-car garage
- Built 1993 — pre-2002 construction may carry older wind codes and higher insurance
Straight-line distances to major SWFL amenities, approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.