Olde Cypress, North Naples East · Naples, Florida
Sold, property tax rate, homes built and primary residence are from county records.
Type, amenities & maintenance
Amenities
What your fees pay for in Olde Cypress — the amenities available here, and the maintenance and services behind them.
Subdivisions and buildings in Olde Cypress may also have amenities of their own.
Golf fees vary, and dining carries its own charges.
Maintenance
Fees in Olde Cypress typically cover lawn and grounds maintenance, street lighting, legal and accounting, and street maintenance.
Building types, pets & leasing
Building types
Pets
Pets are allowed in Olde Cypress. The terms, such as how many pets and what size, can differ from one subdivision or building to the next.
Most homes here require association approval; the rest allow pets without approval.
Leasing
The minimum lease is 60 days.
Restrictions
Restrictions on record here include architectural review.
Homes for sale in Olde Cypress
Looking for something specific in Olde Cypress? Refine these homes by type, beds, price, fees, and more.
Refine your search · 7 homesSubdivisions & buildings in Olde Cypress
What each part of Olde Cypress is, what it costs, and what is available there now.
| Da Vinci Estates 1 for sale | House | $3,390,000 | $1,660,000 | $17,400 + $3,500 one-time |
| Lantana at Olde Cypress 2 for sale | House | $995,000–$1,850,000 | $859,000–$1,795,000 | $13,000 + $2,500 one-time |
| Olde Cypress | House | — | $775,000–$2,600,000 | $12,400 + $3,500 one-time |
| Santa Rosa | House | — | — | — |
| Santa Rosa at Olde Cypress | House | — | $1,600,000 | $12,400 + $2,500 one-time |
| Santorini Villas 3 for sale | Attached villa House | $630,000–$749,900 | $630,000–$800,000 | $11,100 + $4,500 one-time |
| Strada Bella | House | — | — | — |
| Terramar 1 for sale | House | $1,669,900 | $1,075,000–$1,750,000 | $12,000 + $4,000 one-time |
Asking prices are for homes for sale now. Sold prices are closings in the past 18 months. Annual fees are the typical fees across homes on the market, under contract, or sold in the past 18 months.
Destinations & driving times from Olde Cypress
From Olde Cypress, the nearest beach access is Vanderbilt Beach at Bluebill Ave., 6.8 miles, about 13 minutes by car. Downtown at Fifth Avenue South is 14.4 miles, about 23 minutes by car. It is 11 minutes to Galleria Shoppes at Vanderbilt for dining and shopping and North Collier Regional Park for parks and recreation, and 17 minutes to Artis—Naples for the performing arts. Southwest Florida International Airport (RSW) is about 32 minutes away.
Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.
Driving times are estimated from the community’s mapped center or primary access point, using OpenStreetMap road data.
| Name | Miles | ETA |
|---|---|---|
| Galleria Shoppes at Vanderbilt | 5.4 mi | 11 min |
| Mercato | 7.2 mi | 14 min |
| Waterside Shops | 9.5 mi | 17 min |
| Venetian Village | 11.6 mi | 20 min |
| Coastland Center | 12.4 mi | 19 min |
| Miromar Outlets | 13.7 mi | 19 min |
| Fifth Avenue South | 14.4 mi | 23 min |
| Coconut Point | 14.5 mi | 22 min |
| Third Street South | 15.5 mi | 26 min |
| Gulf Coast Town Center | 18.1 mi | 23 min |
| Name | Miles | ETA |
|---|---|---|
| Nearest beach access: Vanderbilt Beach at Bluebill Ave. | 6.8 mi | 13 min |
| Delnor-Wiggins Pass State Park | 6.8 mi | 13 min |
| Clam Pass Park | 10.6 mi | 19 min |
| Barefoot Beach Preserve | 11.5 mi | 18 min |
| Bonita Beach | 11.7 mi | 18 min |
| Via Miramar Beach | 13.1 mi | 23 min |
| Lowdermilk Park | 13.6 mi | 22 min |
| Naples Municipal Beach and Pier | 15.6 mi | 26 min |
| Lovers Key State Park | 16.4 mi | 29 min |
| Fort Myers Beach | 23.1 mi | 46 min |
| Name | Miles | ETA |
|---|---|---|
| Artis—Naples | 9.3 mi | 17 min |
| Gulfshore Playhouse | 13.8 mi | 21 min |
| Sugden Community Theatre | 14.5 mi | 23 min |
| Music & Arts Community Center | 23 mi | 29 min |
| Barbara B. Mann Performing Arts Hall | 27.3 mi | 37 min |
| Name | Miles | ETA |
|---|---|---|
| North Collier Regional Park | 4 mi | 11 min |
| Big Corkscrew Island Regional Park | 10.5 mi | 18 min |
| Paradise Coast Sports Complex | 10.5 mi | 20 min |
| Fred W. Coyle Freedom Park | 11.7 mi | 17 min |
| Gordon River Greenway Park | 12.6 mi | 19 min |
| Naples Zoo | 12.6 mi | 21 min |
| Baker Park | 13.8 mi | 22 min |
| Cambier Park | 14.6 mi | 23 min |
| Sugden Regional Park | 14.6 mi | 23 min |
| Naples Botanical Garden | 15.4 mi | 25 min |
| Corkscrew Swamp Sanctuary | 16 mi | 27 min |
| Name | Miles | ETA |
|---|---|---|
| NCH North Naples Hospital | 4.5 mi | 9 min |
| Physicians Regional Pine Ridge Rd. | 6.7 mi | 11 min |
| NCH Baker Downtown | 14 mi | 23 min |
| Physicians Regional Collier Blvd. | 15.7 mi | 22 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 12.1 mi | 19 min |
| Southwest Florida International Airport (RSW) | 24.3 mi | 32 min |
| Marco Island Executive Airport (MKY) | 25 mi | 40 min |
Sales history · 18 months
Over the past 18 months the county recorded 44 single-family sales at a median of $1,280,000 in Olde Cypress.
Types follow county records, which classify by how a home is owned rather than how it is built. Attached villas and townhouses appear within them according to how each home is deeded.
Source: Collier County Property Appraiser · 18 months to September 2026 · Sales through October 2026 will be added as qualified by the county.
Flood zones & evacuation
69% of homes in Olde Cypress sit on a lot mostly inside a FEMA Special Flood Hazard Area, chiefly zone AH, where a federally backed mortgage requires flood insurance — measured across 548 mapped homes, and 54% sit on a lot that crosses the line, so it varies from home to home. For hurricane evacuation Olde Cypress is in Collier Zone E.
Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.
Zone E Collier
Called in the fifth wave, for stronger storms.
FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.
Flood zone varies by home — each home’s page shows its own.Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.
Jeffrey Waldman
REALTOR® and Owner, Naples Abodes
Call (239) 450-3763 Text (239) 450-3763
Florida License SL3295589
“…went over and above our greatest expectations.”
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