$1,450,000
4 Bed Pool Home for Sale in Naples
440 20th Avenue, Naples, FL, 34120
About this home
Why wait for new construction when everything you've been dreaming of is already done, and done exceptionally better? Welcome to 440 20th Ave NE, a fully reimagined, move-in ready luxury home in the heart of Randall Estates that has it all. Right now. No waiting. No dirt. No compromise. Set on 2.27 acres of 100% uplands, this completely private, fully fenced and gated estate delivers the space, freedom, and lifestyle that Golden Gate Estates buyers are searching for. Paired with over $100K in mature professional landscaping that took years to cultivate and simply cannot be replicated overnight. The 4-bedroom plus den, 2-bathroom home has been completely remodeled from top to bottom. New luxury flooring, new interior and exterior paint, fully redesigned chef's kitchen with custom cabinetry and stunning countertops, updated bathrooms, shiplap wall detail, whole-house reverse osmosis system, Sonos surround sound, and a state-of-the-art security system. Step outside and it only gets better! A resort-style pool and spa anchor the panoramic screened lanai that spans the full width of the home. A paved fire pit area, fruit trees, private pickleball court, fully equipped home gym and professional irrigation round out the grounds. The impressive 41x64 workshop is accessible via a private asphalt driveway. Offering endless possibilities for business, storage, hobbies, or equipment. A spacious 3-car garage with customized cabinets complete this one-of-a-kind Estate. With acreage, privacy, resort-style amenities, extensive upgrades, and no HOA restrictions, 440 20th Ave NE is a rare Randall Estates property that stands apart from anything else on the market!
Property details
- Type
- SingleFamilyResidence
- Year built
- 2006
- Interior
- 2,277 sqft
- Lot size
- 98,881.2 sqft
- Acreage
- 2.27 acres
- Garage
- 3 car
- Days on market
- 76
- Total association fees
- None
- CDD
- None
- Est. taxes (1.4%)
- $20,300/yr
- Flood zone (area est.)
- Yes · High risk (AH)
- Storm protection
- None listed
- Exposure
- South
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- Yes
- Natural gas
- No
- Water
- Well
- Sewer
- Septic Tank
- New construction
- No
- Pets
- Yes
- County
- Collier
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
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.
Seeing several homes? Build a tour and we'll route it for you.
Your notes on this home
Keep private notes on this home, what you love, what to ask about, saved to your account and shared with your agent.
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 |
|---|---|---|---|---|---|
| 239 20th Avenue | Jul 2026 | $1,125,000 | 3/3 | 2,392 | $470 |
| Average | 1 comps | $1,125,000 | $470 |
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 $300,000 (17.1%) from the original list price.
| Aug 26, 2026 | Price reducedfrom $1,550,000 | $1,450,000 |
| Jun 11, 2026 | Listed | $1,750,000 |
The good, the trade-offs & the location
- Built 2006 — post-2002 Florida wind codes (typically lower insurance)
- Private pool
- 3-car garage
- In a higher-risk flood zone (AH) — flood insurance likely required
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.
Similar homes nearby
$1,599,000
MLS# 226015821430 7th Street, Naples, FL, 34117
$1,250,000
MLS# 226029100411 24th Avenue, Naples, FL, 34120
$1,575,000
MLS# 226013106431 16th Avenue, Naples, FL, 34120
$1,499,900
MLS# 2260126278876 Spotted Towhee Drive, Naples, FL, 34120
$1,450,000
MLS# 2260216572806 Golden Gate Boulevard, Naples, FL, 34120
$1,450,000
MLS# 2260216802840 Golden Gate Boulevard, Naples, FL, 34120
Similar communities
Matched by amenities, price tier, and location to Golden Gate Estates.
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.