$849,900
5 Bed Pool Home for Sale in Naples
2727 66th Street, Naples, FL, 34105
About this home
Exceptional and truly one-of-a-kind property featuring 5 bedrooms plus a den, a 2-car garage, and an impressive 14' x 10' shed. There is abundant space for boats, RVs, trailers, and all your recreational toys — a rare find! A private 1-bedroom, 1-bath apartment above the garage offers incredible flexibility for guests, extended family, or potential Airbnb income. The oversized kitchen is designed for entertaining and functionality, complete with two refrigerators. The home also includes two washers and two dryers, with laundry setups both upstairs and downstairs for added convenience. Step outside to a fully fenced backyard oasis featuring a heated pool and hot tub, perfect for relaxing or entertaining year-round. Friendly neighbors and a unique architectural design make this property even more special. While the home could benefit from cosmetic updates, the major improvements have already been completed, including: * Brand-new premium metal roof * Two new air conditioning systems * New water heater * Updated electrical panel * Mostly new upstairs windows * New luxury vinyl flooring upstairs This extraordinary home was designed by one of the world’s top architects and offers character, space, and possibilities unlike anything else on the market. Just pressure washed outside and landscape cut back, painted on the inside. Pool needs work.
Property details
- Type
- SingleFamilyResidence
- Year built
- 1988
- Interior
- 3,404 sqft
- Lot size
- 50,094 sqft
- Acreage
- 1.15 acres
- Garage
- 2 car
- Days on market
- 66
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $11,899/yr
- Flood zone (area est.)
- Not available
- Storm protection
- Impact Windows/Doors
- Exposure
- West
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- No
- Water
- Well
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Yes
- County
- Collier
We rate a home against recently SOLD homes within ~1 mile that match on size, beds/baths, and age. This home doesn't have enough close comparables in the last 12 months for a reliable read, ask Rick for a personalized CMA.
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Market trends, Golden Gate Estates
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 community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $139,100 (14.1%) from the original list price.
| Jul 19, 2026 | Price reducedfrom $899,000 | $849,900 |
| May 14, 2026 | Listed | $989,000 |
The good, the trade-offs & the location
- Private pool
- Storm protection: Impact Windows/Doors
- 2-car garage
- Built 1988 — 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.