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Cypress Fairway HOA fees
Orlando, Orange County · 32811
Homes in Cypress Fairway (Orlando) pay a median $5,308 a year in condo association dues, about $442 a month, based on 6 listings. Half fall between $4,491 and $5,312. None of the listings we reviewed report a CDD.
What the dues cover
- Pool83% of listings
- Maintenance Grounds83% of listings
- Maintenance Structure67% of listings
- Trash50% of listings
- Guard - 24 Hour33% of listings
- Security33% of listings
Amenities listed: Clubhouse, Fitness Center, Pool, Tennis Court(s).
Live inventory
For sale in Cypress Fairway right now
3 active listings
Cypress Fairway cost questions
How much are HOA fees in Cypress Fairway?
Homes in Cypress Fairway (Orlando) pay a median $5,308 a year in condo association dues, about $442 a month, based on 6 listings. Half fall between $4,491 and $5,312.
Does Cypress Fairway 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 Fairway, before the mortgage?
HOA and property tax come to about $735 a month at the medians (property tax median $3,509 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 Fairway 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 “CYPRESS FAIRWAY”, phases combined. Listing data is reported by listing agents and can be out of date. Updated 2026-10-11.
Compare nearby communities
- Millennia ParkOrlando · HOA $1,995/yr
- Cypress Woods CondoOrlando · HOA $9,049/yr
- Summergate CondoOrlando · HOA $7,476/yr
- Windhover CondoOrlando · HOA $7,644/yr
- Residences / MilleniaOrlando · HOA $6,192/yr
- Residences at Villa Medici CondoOrlando · HOA $4,500/yr
- Middlebrook PinesOrlando · HOA $5,856/yr
- Pine Shadows CondoOrlando · HOA $4,812/yr
- Sunset LakeOrlando · HOA $5,035/yr
- Grand Reserve / Kirkman Parke CoOrlando · HOA $6,599/yr
- PromenadeOrlando · HOA $8,250/yr
- Mosaic / MilleniaOrlando · HOA $4,271/yr
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