Naples, FL · Golf & Country Club Communities
Countryside
Countryside is a residential community in Naples, Collier County, Southwest Florida.
Market Snapshot
Countryside market data
Live from the MLS · updated continuously. See all 2 listings →
Figures reflect current active listings (and recent closed sales where available) tagged to Countryside. Medians are indicative, not an appraisal, ask Rick for a comparative market analysis on a specific home.
On the Map
Where Countryside sits
Available Now
Homes for sale in Countryside
No active listings in Countryside right now
New homes list here weekly, search nearby or ask Rick to watch this community for you.
Recently Sold
Recent sales in Countryside
| Home | Bd / Ba | Sq Ft | Sold | Sold Price |
|---|---|---|---|---|
| 256 Countryside Drive, Naples | 3 / 2 | 1,812 | Jun 2026 | $640,000 |
| 229 Countryside Drive, Naples | 3 / 2 | 1,563 | Jun 2026 | $600,000 |
| 522 COUNTRYSIDE Drive, Naples | 3 / 2 | 1,869 | Apr 2026 | $700,000 |
| 157 Saint James Way, Naples | 3 / 2 | 1,595 | Jan 2026 | $550,000 |
Closed sales from the last 12 months. Ask Rick for a full comparable-sales report on any home you're considering.
At a Glance
Countryside at a glance
Amenities & Lifestyle
What you get living in Countryside
Cost of Ownership
Estimated yearly costs for a mid-tier home
Florida estimates based on a $650,000 home in Countryside. Actual numbers vary, book a Strategy Session for a live, parcel-specific quote.
Estimates only. Florida Homestead Exemption (when you qualify) can knock $750-1,500 off the annual tax bill.
Schools Nearby
Top schools within 8 miles of Countryside
Compare
Similar communities to consider
Ready to Look Closer?
Get live numbers for Countryside
HOA dues, current listings, recent sales, builder incentives, all change weekly. Book a free Strategy Session and I'll pull a live snapshot for Countryside tailored to your timeline and budget.
Good Questions
Countryside, frequently asked questions
- What are home prices like in Countryside?
- Countryside is in the mid price tier, typically Typically $450K – $900K. List prices vary by size, age, condition, and current inventory; search current listings or ask Rick for live comps.
- What FEMA flood zone is Countryside in?
- Flood zone varies by parcel, Rick verifies the exact zone for any address before you offer.
- What schools are near Countryside?
- Closest schools include Cape Coral High School (2.4 mi), Heritage Charter Academy of Cape Coral (2.7 mi). Browse all on the schools directory.
- What does it cost to own a home in Countryside?
- For a $650,000 home, estimate roughly $8,450/yr property tax, $3,250-$7,150/yr insurance, and $0-$150/mo HOA. Full breakdown in the SWFL cost cheatsheet.
- What amenities does Countryside offer?
- Countryside features Golf. Compare similar communities on the interactive map.