Costs of owning

What it really costs to own in Florida.

Cypress Hammock HOA fees

Kissimmee, Osceola County · 34746

Homes in Cypress Hammock (Kissimmee) pay a median $1,485 a year in HOA dues, about $124 a month, based on 16 listings. Half fall between $1,476 and $4,260. None of the listings we reviewed report a CDD.

HOA, median
$1,485/yr
About $124 a month
CDD, median
None reported
Property tax, median
$5,405/yr
Seller's bill; resets after a sale
Monthly, before mortgage
$574
HOA + tax at the medians

HOA by home type

Single-family homes$1,476/yr11 listings
Townhomes and villas$4,262/yr5 listings

Condos and townhomes usually pay more because their dues cover the building, roof or exterior insurance.

What the dues cover

  • Pool50% of listings
  • Maintenance Grounds31% of listings
  • Recreational Facilities25% of listings

Amenities listed: Playground.

Live inventory

For sale in Cypress Hammock right now

12 active listings

5285 Royal Point Ave
ActivePrice reduced
House for sale
$469,900
$5k
4 bed3 bath2,178 sqft0.14 acre lot
5285 Royal Point Ave
Kissimmee, FL, 34746
Brokered by QP HOMES REALTY LLC
5317 Royal Point Ave
Active
House for sale
$485,000
4 bed3 bath2,178 sqft0.14 acre lot
5317 Royal Point Ave
Kissimmee, FL, 34746
Brokered by URBAN-O REAL ESTATE SOLUTIONS
1466 Woodmont Blvd
ActivePrice reduced
House for sale
$469,900
$5k
4 bed3 bath2,155 sqft0.11 acre lot
1466 Woodmont Blvd
Kissimmee, FL, 34746
Brokered by REAL BROKER, LLC
5003 Royal Point Ave
Active
House for sale
$360,000
3 bed2 bath1,424 sqft0.11 acre lot
5003 Royal Point Ave
Kissimmee, FL, 34746
Brokered by THE LANDRUA GROUP REAL ESTATE INC
5049 Blue Hammock CT
Active
House for sale
$450,000
4 bed3 bath2,248 sqft0.13 acre lot
5049 Blue Hammock CT
Kissimmee, FL, 34746
Brokered by KELLER WILLIAMS LEGACY REALTY
1259 Wispy Cypress Dr
ActivePrice reduced
Townhouse for sale
$334,900
$5k
4 bed3 bath1,876 sqft0.06 acre lot
1259 Wispy Cypress Dr
Kissimmee, FL, 34746
Brokered by FORTEZA REALTY LLC
1254 Wispy Cypress Dr
Active
Townhouse for sale
$400,000
3 bed3 bath1,917 sqft0.08 acre lot
1254 Wispy Cypress Dr
Kissimmee, FL, 34746
Brokered by CENTURY 21 NEXT LEVEL REALTY
1188 Woody Cypress Dr
ActivePrice reduced
Townhouse for sale
$389,990
$10k
4 bed3 bath1,868 sqft0.06 acre lot
1188 Woody Cypress Dr
Kissimmee, FL, 34746
Brokered by MY REALTY GROUP, LLC.
See all 12 Cypress Hammock homes

Cypress Hammock cost questions

How much are HOA fees in Cypress Hammock?

Homes in Cypress Hammock (Kissimmee) pay a median $1,485 a year in HOA dues, about $124 a month, based on 16 listings. Half fall between $1,476 and $4,260.

Does Cypress Hammock 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 Hammock, before the mortgage?

HOA and property tax come to about $574 a month at the medians (property tax median $5,405 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 Hammock 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 16 addressesin subdivisions matching “CYPRESS HAMMOCK”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.

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