What it really costs to own in Florida.
Greenbriar HOA fees
Winter Springs, Seminole County · 32708
Homes in Greenbriar (Winter Springs) pay a median $1,512 a year in HOA dues, about $126 a month, based on 5 listings. Half fall between $1,512 and $1,512. None of the listings we reviewed report a CDD.
What the dues cover
- Maintenance Grounds20% of listings
- Pool20% of listings
Amenities listed: Pool, Playground.
Live inventory
For sale in Greenbriar right now
2 active listings


Greenbriar cost questions
How much are HOA fees in Greenbriar?
Homes in Greenbriar (Winter Springs) pay a median $1,512 a year in HOA dues, about $126 a month, based on 5 listings. Half fall between $1,512 and $1,512.
Does Greenbriar 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 Greenbriar, before the mortgage?
HOA and property tax come to about $316 a month at the medians (property tax median $2,280 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 Greenbriar 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 5 addressesin subdivisions matching “GREENBRIAR”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Country ClubWinter Springs · HOA $1,400/yr
- Wedgewood Tennis VillasWinter Springs · HOA $1,080/yr
- Glen EagleWinter Springs · HOA $575/yr
- Tuska RidgeOviedo · HOA $480/yr
- Tuscany PlaceWinter Springs · HOA $4,740/yr
- Isles of OviedoOviedo · HOA $2,160/yr
- Casa Park VillasWinter Springs · HOA $2,484/yr
- SunriseWinter Springs · HOA $345/yr
- Villas at Lakeside A CondoOviedo · HOA $6,702/yr
- Jesups Reserve TownhomesWinter Springs · HOA $3,600/yr
- Bentley WoodsOviedo · HOA $285/yr
- Towns at GreenleafOviedo · HOA $2,844/yr
Get a real value review from our team.
We'll pull the recent sales in your community and tell you what your home would sell for today. No obligation.
