$949,000
3 Bed 2 Bath Pool SingleFamilyResidence for Sale in TALL PINES, FL
5900 Cypress Hollow Way, Naples, FL, 34109
About this home
In the heart of central Naples—minutes to the beach and located within one of the area’s most established neighborhoods and an X flood zone (no insurance required) — this fully renovated two-story pool home offers a rare combination of location, modern upgrades, and outdoor space. With over $400,000 in renovations in 2024, this move-in-ready property stands out as a unique offering in today’s market. The interior has been completely reimagined with a brand-new kitchen with induction cooktop, all-new bathrooms, updated flooring, upgraded lighting with LED accents, barn doors, and thoughtfully selected finishes throughout. Spacious bedrooms include new closet doors, custom built-ins, and closet organization systems. The main level features two guest bedrooms and a refreshed full bath, while the upper level offers a unique flex loft space, and a primary suite with tropical views and a spa-inspired bathroom with a custom walk-in shower. The home was updated with a brand new A/C system installed in 2026, new water heater (2025), new electric panel (2024), exterior paint (2024) and so much more! Outdoor living is highlighted by an east-facing, saltwater heated pool with sun shelf, overflow spa, and water features. Expansive impact sliders open to a two-story lanai, creating a seamless connection between indoor and outdoor spaces. The fully fenced, estate-sized yard and rear garage access enhance both privacy and functionality. The property is located in Tall Pines, a community known for its tight-knit community feel and calendar of resident-led neighborhood events held throughout the year. Conveniently situated in walking or biking distance to shopping, dining, and easy access to Naples beaches, this home offers an exceptional blend of location, upgrades, and lifestyle.
Property details
- Type
- SingleFamilyResidence
- Year built
- 1985
- Interior
- 2,600 sqft
- Lot size
- 14,810.4 sqft
- Acreage
- 0.34 acres
- Garage
- 2 car
- Days on market
- 117
- Total association fees
- $875/yr (~$73/mo)
- CDD
- None
- Est. taxes (1.4%)
- $13,286/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- East
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- No
- Water
- Public
- Sewer
- Septic Tank
- 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.
Based on the $/sqft of 12 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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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 |
|---|---|---|---|---|---|
| 7175 Wilton Drive | Oct 2025 | $950,000 | 4/2 | 2,757 | $345 |
| 12891 Brynwood Preserve Lane | Apr 2026 | $803,000 | 3/2 | 2,453 | $327 |
| 700 Bald Eagle Drive 37 | Apr 2026 | $740,000 | 3/3 | 2,734 | $271 |
| 4970 Westchester Court 4203 | May 2026 | $725,000 | 4/3 | 2,686 | $270 |
| 2419 Pine Woods Circle 11 | Apr 2026 | $805,000 | 3/2 | 2,480 | $325 |
| 6347 Old Mahogany Court | Jun 2026 | $1,065,000 | 4/3 | 2,485 | $429 |
| Average | 6 comps | $848,000 | $328 |
Market trends — Naples
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $61,000 (6.1%) from the original list price.
| May 28, 2026 | Sold | $938,000 |
| Apr 1, 2026 | Price reducedfrom $974,000 | $949,000 |
| Dec 18, 2025 | Listed | $999,000 |
The good, the trade-offs & the location
- Private pool
- Storm protection: Impact Windows/Doors
- 2-car garage
- Built 1985 — 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.