Costs of owning

What it really costs to own in Florida.

Chickasaw Oaks HOA fees

Orlando, Orange County · 32829

Homes in Chickasaw Oaks (Orlando) pay a median $243 a year in HOA dues, about $20 a month, based on 8 listings. Half fall between $240 and $243. None of the listings we reviewed report a CDD.

HOA, median
$243/yr
About $20 a month
CDD, median
None reported
Property tax, median
$3,342/yr
Seller's bill; resets after a sale
Monthly, before mortgage
$299
HOA + tax at the medians

Live inventory

For sale in Chickasaw Oaks right now

3 active listings

4768 Crossbow CT
ActivePrice reduced
House for sale
$419,900
$18k
4 bed2 bath1,510 sqft0.27 acre lot
4768 Crossbow CT
Orlando, FL, 32829
Brokered by IAD REAL ESTATE
4901 Reginald Rd
Active
House for sale
$399,900
4 bed2 bath1,510 sqft0.20 acre lot
4901 Reginald Rd
Orlando, FL, 32829
Brokered by LA ROSA REALTY ORLANDO LLC
Suburban Dr
Active
Lot / Land for sale
$289,000
0 bath3.13 acre lot
Suburban Dr
Orlando, FL, 32829
Brokered by REALTY GROUP SPECIALISTS, LLC
See all 3 Chickasaw Oaks homes

Chickasaw Oaks cost questions

How much are HOA fees in Chickasaw Oaks?

Homes in Chickasaw Oaks (Orlando) pay a median $243 a year in HOA dues, about $20 a month, based on 8 listings. Half fall between $240 and $243.

Does Chickasaw Oaks 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 Chickasaw Oaks, before the mortgage?

HOA and property tax come to about $299 a month at the medians (property tax median $3,342 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 Chickasaw Oaks 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 9 addressesin subdivisions matching “CHICKASAW OAKS”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.

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