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Longleaf / Oakland HOA fees
Oakland, Orange County · 34787
Homes in Longleaf / Oakland (Oakland) pay a median $5,106 a year in HOA dues, about $426 a month, based on 6 listings. Half fall between $3,435 and $5,106. None of the listings we reviewed report a CDD.
What the dues cover
- Pool83% of listings
- Maintenance Grounds67% of listings
Amenities listed: Pool, Playground.
Live inventory
For sale in Longleaf / Oakland right now
3 active listings
Longleaf / Oakland cost questions
How much are HOA fees in Longleaf / Oakland?
Homes in Longleaf / Oakland (Oakland) pay a median $5,106 a year in HOA dues, about $426 a month, based on 6 listings. Half fall between $3,435 and $5,106.
Does Longleaf / Oakland 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 Longleaf / Oakland, before the mortgage?
HOA and property tax come to about $869 a month at the medians (property tax median $5,320 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 Longleaf / Oakland 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 “LONGLEAF/OAKLAND”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Johns LandingOakland · HOA $1,150/yr
- Briley FarmOakland · HOA $1,800/yr
- Hull Island / OaklandOakland · HOA $1,980/yr
- Johns CoveOakland · HOA $2,077/yr
- Grove / OaklandOakland · HOA $1,800/yr
- Oakland TrailsOakland · HOA $1,260/yr
- Oakland TrlsOakland · HOA $1,270/yr
- Oakland ParkWinter Garden · HOA $2,500/yr
- Lakeview ReserveWinter Garden · HOA $800/yr
- Westside TownhomesWinter Garden · HOA $728/yr
- Hickory HammockWinter Garden · HOA $2,823/yr
- Waterside / Johns LakeWinter Garden · HOA $2,580/yr
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