What it really costs to own in Florida.
Jesups Landing HOA fees
Winter Springs, Seminole County · 32708
Homes in Jesups Landing (Winter Springs) pay a median $2,792 a year in HOA dues, about $233 a month, based on 6 listings. Half fall between $2,792 and $2,792. None of the listings we reviewed report a CDD.
What the dues cover
- Pool100% of listings
- Maintenance Grounds83% of listings
- Recreational Facilities83% of listings
- Maintenance Structure50% of listings
Amenities listed: Clubhouse, Fitness Center, Pool.
Live inventory
For sale in Jesups Landing right now
4 active listings




Jesups Landing cost questions
How much are HOA fees in Jesups Landing?
Homes in Jesups Landing (Winter Springs) pay a median $2,792 a year in HOA dues, about $233 a month, based on 6 listings. Half fall between $2,792 and $2,792.
Does Jesups Landing have a CDD?
None of the listings we reviewed report a CDD. Check the tax bill on any home you're serious about: a CDD shows up there as a separate assessment.
What does it cost each month to own in Jesups Landing, before the mortgage?
HOA and property tax come to about $588 a month at the medians (property tax median $4,263 a year). Insurance and the mortgage come on top. Property tax resets after a sale under Florida's homestead rules, so a buyer's bill can be higher than the seller's.
Where do these numbers come from?
Stellar MLS via Repliers listings in Jesups Landing from January 2026 to October 2026: homes for sale now plus closed sales in that period, one data point per address (rentals excluded). Fees are converted to annual figures. Individual homes vary by association and home type, so confirm the exact fee on any home before you make an offer.
Source: Stellar MLS via Repliers, January 2026 to October 2026. Medians from 6 addressesin subdivisions matching “JESUPS LANDING”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Hickory GroveWinter Springs · HOA $4,272/yr
- Jesups Reserve TownhomesWinter Springs · HOA $3,600/yr
- ParkstoneWinter Springs · HOA $1,800/yr
- Winding HollowWinter Springs · HOA $575/yr
- Casa Park VillasWinter Springs · HOA $2,484/yr
- Tuscany PlaceWinter Springs · HOA $4,740/yr
- Wedgewood Tennis VillasWinter Springs · HOA $1,080/yr
- Country ClubWinter Springs · HOA $1,400/yr
- Mount GreenwoodWinter Springs · HOA $2,280/yr
- DeersongWinter Springs · HOA $1,529/yr
- SeasonsWinter Springs · HOA $1,656/yr
- GreenbriarWinter Springs · HOA $1,512/yr
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