Naples, FL · Golf & Country Club Communities
Olde Cypress
Olde Cypress is a residential community in Naples, Collier County, Southwest Florida.
Market Snapshot
Olde Cypress market data
Live from the MLS · updated continuously. See all 1 listings →
Figures reflect current active listings (and recent closed sales where available) tagged to Olde Cypress. Medians are indicative, not an appraisal, ask Rick for a comparative market analysis on a specific home.
On the Map
Where Olde Cypress sits
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Homes for sale in Olde Cypress(1)
Newest listings first.
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Recently Sold
Recent sales in Olde Cypress
| Home | Bd / Ba | Sq Ft | Sold | Sold Price |
|---|---|---|---|---|
| 2862 Lone Pine Lane, Naples | 4 / 3 | 2,340 | May 2026 | $1,100,000 |
| 2874 Lone Pine Lane, Naples | 3 / 3 | 2,320 | Feb 2026 | $940,000 |
| 2878 Lone Pine Lane, Naples | 3 / 3 | 2,407 | Dec 2025 | $775,000 |
| 7395 Monteverde Way, Naples | 3 / 3.5 | 2,551 | Dec 2025 | $1,512,500 |
Closed sales from the last 12 months. Ask Rick for a full comparable-sales report on any home you're considering.
At a Glance
Olde Cypress at a glance
Amenities & Lifestyle
What you get living in Olde Cypress
Drive Times
Location & access
- 🏖️ Nearest Beach20 min
- ✈️ RSW Airport28 min
- 🏙️ Downtown Fort Myers16 min
- 🏥 Nearest Hospital17 min
- 🛣️ I-75 Access10 min
Cost of Ownership
Estimated yearly costs for a luxury-tier home
Florida estimates based on a $1,250,000 home in Olde Cypress. 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.
⚠️ Flood Zone Accuracy Note
Olde Cypress is mapped primarily in Zone X
Our analysis found 2 different flood zones within Olde Cypress's footprint (Zone X, Zone AH). The exact flood zone for any specific home depends on its parcel, homes on different streets, lots, or elevations within the same community can have different zone classifications.
Before making an offer, always verify the exact flood zone for the specific property address:
Source: FEMA National Flood Hazard Layer · sampled at 5 points per community · confidence: medium
Schools Nearby
Top schools within 8 miles of Olde Cypress
Oak Creek Charter School of Bonita Springs
5.0 miBonita Springs Elementary School
5.4 miHeritage Charter Academy of Cape Coral
6.4 miBonita Springs Middle Center for the Arts
6.4 miCape Coral High School
6.6 miBonita Springs High School
7.5 miCompare
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Ready to Look Closer?
Get live numbers for Olde Cypress
HOA dues, current listings, recent sales, builder incentives, all change weekly. Book a free Strategy Session and I'll pull a live snapshot for Olde Cypress tailored to your timeline and budget.
Good Questions
Olde Cypress, frequently asked questions
- What are home prices like in Olde Cypress?
- Olde Cypress is in the luxury price tier, typically Typically $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 Olde Cypress in?
- Olde Cypress straddles more than one FEMA zone (Zones X / AH), the exact zone depends on the specific lot, so insurance can differ street to street. Rick verifies the exact zone for any address before you offer.
- What schools are near Olde Cypress?
- Closest schools include Oak Creek Charter School of Bonita Springs (5.0 mi), Bonita Springs Elementary School (5.4 mi), Heritage Charter Academy of Cape Coral (6.4 mi). Browse all on the schools directory.
- What does it cost to own a home in Olde Cypress?
- For a $1,250,000 home, estimate roughly $16,250/yr property tax, $6,250-$13,750/yr insurance, and $0-$150/mo HOA. Full breakdown in the SWFL cost cheatsheet.
- What amenities does Olde Cypress offer?
- Olde Cypress features Golf. Compare similar communities on the interactive map.