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Cypress Landing HOA fees
Winter Haven, Polk County · 33884
Homes in Cypress Landing (Winter Haven) pay a median $1,000 a year in HOA dues, about $83 a month, based on 7 listings. Half fall between $1,000 and $1,000. None of the listings we reviewed report a CDD.
What the dues cover
- Pool71% of listings
- Maintenance Grounds43% of listings
- Escrow Reserves Fund29% of listings
- Private Road29% of listings
Amenities listed: Clubhouse, Pool, Tennis Court(s).
Live inventory
For sale in Cypress Landing right now
4 active listings
Cypress Landing cost questions
How much are HOA fees in Cypress Landing?
Homes in Cypress Landing (Winter Haven) pay a median $1,000 a year in HOA dues, about $83 a month, based on 7 listings. Half fall between $1,000 and $1,000.
Does Cypress 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 Cypress Landing, before the mortgage?
HOA and property tax come to about $239 a month at the medians (property tax median $1,864 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 Cypress 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 7 addressesin subdivisions matching “CYPRESS LANDING”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Planters WalkWinter Haven · HOA $95/yr
- Lake Dexter WoodsWinter Haven · HOA $488/yr
- WintersetWinter Haven · HOA $5,334/yr
- Orchid Springs VillWinter Haven · HOA $5,382/yr
- Florida Highland CoWinter Haven · HOA $1,224/yr
- Vienna SquareWinter Haven · HOA $4,320/yr
- Garden Grove OaksWinter Haven · HOA $780/yr
- Lake Mariam HillsWinter Haven · HOA $425/yr
- Ruby LakeWinter Haven · HOA $850/yr
- TraditionsWinter Haven · HOA $5,820/yr
- Cypresswood EnclaveWinter Haven · HOA $5,196/yr
- Orange Manor West Coop IncWinter Haven · HOA $3,348/yr
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