Community Details at a Glance
The Homes
Type
2000s-era single-family resale
Setting
Gated enclave inside Fleming Island Plantation
Plans
Mid-size to larger executive floor plans
Status
Built out; resale only, no new construction
Costs & Fees
HOA
~$65/year Cypress Glen association
CDD
~$1,460/year Fleming Island Plantation CDD
Funds
CDD funds the Plantation amenity load
Golf
The Golf Club at Fleming Island, pay-as-you-play or optional membership
Amenities
Pools
Two Plantation pool complexes including the Splash Park
Courts and trails
Tennis, basketball, playgrounds, walking and biking trails
Golf
18-hole Bobby Weed course (2000), open play with membership options
Retail
Plantation shopping and dining at the CR-220 corridor
Location
Area
Fleming Island Plantation, east of US-17, 32003
Schools
Thunderbolt Elementary and Fleming Island High inside the plan
Shopping
Plantation retail at CR-220, ~3 min
Nearby
Doctors Lake boat access; Orange Park ~18 min
The Homes & Style
Cypress Glen is a gated enclave inside Fleming Island Plantation, built out in the 2000s with single-family resale stock from mid-size plans to larger executive homes. There is no new construction, so condition versus era is the pricing axis: original kitchens, baths, and roofs sit at the value end, renovated floor plans at the core, and executive plans on preserve or water-backing lots at the top.
Because the enclave is small and inventory is thin, comps come from the wider Plantation as much as from inside the gates. Read the renovation level and the 2000s-era systems honestly before you judge any list price.
Living Here
The draw is full Plantation life behind a private entrance. The roughly $1,460-a-year CDD funds two pool complexes including the Splash Park, tennis and basketball courts, playgrounds, and a trail network, while the enclave HOA runs near $65. The Golf Club at Fleming Island, an 18-hole Bobby Weed course, is pay-as-you-play with optional membership.
Daily errands rarely leave the plan: Plantation retail at the CR-220 corridor is about three minutes out, and Thunderbolt Elementary and Fleming Island High sit inside the Plantation itself. CR-220 backs up at school and commute peaks, the local tax for the convenience.
Before You Offer
- The CDD · confirm the ~$1,460 Plantation CDD on the tax bill; it is the real recurring fee, not the ~$65 HOA.
- Roof and systems · 2000s-era roofs, HVAC, and kitchens drive the renovation math and insurance.
- Gate operation · verify the enclave entrance is staffed or coded as expected, and the access rules.
- Golf terms · confirm pay-as-you-play rates and optional membership options if golf matters.
- Internet and insurance · verify service options and get a real quote inside the inspection window.
- School zoning · confirm the Clay County assignment by address.
Comparisons
The honest field is the other Fleming Island Plantation and Eagle Harbor neighborhoods at the same amenity level. Eagle Harbor is the larger master-planned neighbor with its own amenity package and golf, and Pace Island is an established gated option nearby. The broader Fleming Island market sets the school-driven demand backdrop.
Where Cypress Glen wins: a gated address at a near-free enclave HOA, full CDD-funded amenities, and the Fleming Island school zone. Where it loses: the CDD is a real fee, inventory is resale-only and thin, and 2000s-era systems carry renovation budgets.
Who It Fits
Fits if you want
- A gated address at a fraction of typical gated-community dues.
- Full Plantation amenity access through the CDD.
- Golf without mandatory membership, pay for what you play.
- The Fleming Island school zone and an established streetscape.
Look elsewhere if you want
- To avoid a CDD on the tax bill.
- New construction rather than 2000s resale.
- A large, frequently trading inventory pool.
- To skip 2000s-era roof and system updates.
