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Understanding CDD Fees and HOA Costs in Winter Garden

November 21, 2025

Are HOA and CDD fees making your Winter Garden home search feel confusing? You are not alone. Many neighborhoods in west Orange County, including Horizon West and Independence, include both an HOA and a CDD, and each fee serves a different purpose. In this guide, you will learn how HOA dues and CDD assessments work, where they show up on your bills, how they affect your monthly payment, and the exact steps to verify costs before you buy. Let’s dive in.

HOA vs CDD basics

HOA: community operations and rules

Homeowners association dues fund ongoing operations for the community. Typical uses include common area maintenance, landscaping, pools and clubhouses, insurance for common elements, management, reserves, and enforcement of community rules. An HOA is a private, non‑profit corporation created by the developer. It is governed by recorded covenants, bylaws, and a board of directors that transitions to homeowner control over time.

HOA dues are billed by the association or its management company. You may pay monthly, quarterly, or annually. If dues are unpaid, HOAs can place liens, levy fines, and pursue other remedies allowed by governing documents and state law.

CDD: public infrastructure and long‑term financing

A Community Development District is a public special‑purpose unit of local government formed under Florida Statutes Chapter 190. CDDs finance, build, and maintain public infrastructure that serves a development. Examples include roads, stormwater systems, utilities, and major parks. CDDs often issue bonds to pay these up‑front costs and then levy assessments to repay the debt over time.

CDD assessments can include two parts: an annual operating assessment for maintenance and a debt service assessment tied to bonds. Many districts place assessments on the county tax roll as non‑ad valorem charges, so they appear on your Orange County property tax bill. Unpaid assessments can become liens and are collected using governmental processes.

How fees are billed in Winter Garden

Where you will see each fee

  • HOA dues are billed by the HOA or its management company. Expect monthly, quarterly, or annual invoices.
  • CDD assessments are often listed on your Orange County tax bill as non‑ad valorem items. You can review how non‑ad valorem assessments appear on the bill through the Orange County Tax Collector and confirm parcel details with the Orange County Property Appraiser.

Some districts invoice directly instead of using the tax roll. Ask the listing agent and your lender how the specific CDD for a property is billed.

Duration and changes over time

  • HOA dues continue as long as the association exists, and amounts can change with the annual budget. Special assessments may be used for major projects or reserve shortfalls.
  • CDD debt service assessments continue until bonds are repaid, which can span decades. Operating assessments can vary year to year based on maintenance needs and district budgets.

Local patterns in Winter Garden

Master‑planned communities and overlapping districts

Master‑planned areas in west Orange County, such as Horizon West and Independence, commonly use CDDs to fund initial infrastructure and some amenities. A single home can be subject to both HOA dues and one or more CDD assessments. In some cases, amenity operations financed by CDD debt later shift to an HOA or another authority. Any outstanding bond obligations remain with the CDD until they are fully repaid.

Developer control vs resident control

Both HOAs and CDDs often begin under developer control. As the community builds out, residents elect HOA board members and CDD supervisors. Budgets and priorities can change at transition. Reviewing meeting minutes helps you spot planned projects, assessment changes, or policy shifts.

What it means for your monthly payment

Convert annual assessments to monthly numbers

CDD assessments are often quoted as annual amounts. To see the monthly impact, divide by 12. For example, an annual CDD assessment of $2,400 equals $200 per month. HOA dues are usually already stated monthly or quarterly. If your HOA is $175 per month, that is the monthly amount to add.

  • Example: CDD $2,400 per year equals $200 per month
  • Example: HOA $175 per month equals $175 per month
  • Combined monthly impact equals $375 per month, on top of your mortgage principal, interest, taxes, and insurance

Actual amounts vary by neighborhood, lot, and bond terms. Always verify for the specific property you are considering.

How lenders count HOA and CDD

Mortgage underwriters include recurring housing expenses when they calculate your debt‑to‑income ratio. Lenders may treat a CDD as part of your annual property tax obligation if it appears on the tax bill, or as a separate recurring assessment if invoiced directly. Ask your lender how they will count the CDD and whether they will escrow it.

Long‑term costs and predictability

Bond terms and debt service

If the district has outstanding bonds, the debt service portion of the CDD assessment typically remains until those bonds mature. That timeline is set at the district level and can last decades. District budgets and bond amortization schedules will show what to expect.

Reserves and special assessments

HOAs budget for operations and reserves. If reserves are inadequate or a major repair arises, an HOA can levy a special assessment. CDDs can also adjust operating assessments as needed within statutory and bond covenant limits. Reviewing budgets and audits helps you gauge stability and future risk.

Budget changes year to year

  • CDD debt service is generally predictable while bonds are outstanding.
  • CDD operating assessments can vary with maintenance needs.
  • HOA dues are set through the annual budget process and can rise with inflation, insurance costs, and vendor contracts.

Tax considerations

The federal tax treatment of CDD assessments can be complex and has changed in recent years. Some components may be deductible, depending on how they are characterized and your situation. Always consult a tax professional for advice specific to your return.

Due diligence: step‑by‑step

Use this checklist to confirm what you will pay and for how long.

1) Check county records

2) Confirm HOA status and costs

  • Request the HOA’s governing documents, current budget, any reserve study, rules, and rental policies.
  • Obtain an HOA estoppel letter to see the current dues, account standing, and any pending special assessments.

3) Review CDD documents

  • Ask for the CDD’s current budget, the most recent annual financial report, meeting minutes, and the bond documents, including the amortization schedule and assessment methodology.
  • Verify if the lot is subject to multiple CDDs. Multiple districts increase the total recurring assessments.

4) Scan public records

  • Search recorded plats, declarations, and lien instruments in county public records via the Orange County Clerk of Courts to confirm encumbrances tied to the development.

5) Ask targeted questions

  • To the listing agent: Is the property subject to any CDD assessments? Which district or districts, and what is the annual amount?
  • To the seller or HOA: Provide the HOA’s current budget, any reserve study, and the estoppel letter showing pending special assessments.
  • To your lender: How will the CDD be treated for qualification? Will the lender escrow the CDD amount if it is on the tax bill?

Red flags to watch

  • Large or recent increases in HOA or CDD assessments without clear explanation.
  • HOA budgets with no reserves or repeated shortfalls.
  • Frequent board or management turnover, or opaque reporting.
  • Outstanding litigation disclosed in HOA or CDD documents.
  • Multiple overlapping CDDs on a single property, which can raise total recurring costs and complicate resale.

Quick examples

Simple monthly conversion

  • CDD annual assessment: $2,400 equals $200 per month
  • HOA dues: $175 per month
  • Combined monthly impact equals $375 per month, separate from mortgage principal, interest, taxes, and insurance

Lender treatment note

If your lender treats the CDD as part of the annual property tax obligation because it appears on the tax bill, it will likely be included in the escrowed taxes line and counted in your monthly housing expense. If invoiced separately, your lender may add a monthly equivalent to your recurring obligations for qualification.

The bottom line for Winter Garden buyers

Both HOA dues and CDD assessments are common in Winter Garden’s master‑planned neighborhoods. The HOA handles day‑to‑day community operations. The CDD funds and maintains large‑scale infrastructure and can carry long‑term bond obligations. Your job is to verify the exact amounts, understand how they are billed, and confirm how your lender will count them. With the right documents in hand, you can make an apples‑to‑apples comparison across homes and avoid surprises at closing or in future budgets.

If you want a clear, local walkthrough of HOA and CDD costs for a specific Winter Garden home, connect with Sean Ferguson. You will get steady, data‑driven advice and a clean checklist so you can buy with confidence.

FAQs

What is a CDD in Winter Garden?

  • A Community Development District is a public special‑purpose unit of local government under Florida Statutes Chapter 190 that finances, builds, and maintains development infrastructure and levies assessments to fund operations and bond debt.

How do I know if a home has a CDD assessment?

  • Check the property’s latest Orange County tax bill for non‑ad valorem assessments and review parcel details via the Orange County Property Appraiser; also ask the listing agent which CDD applies and the annual amount.

Do lenders count CDD assessments when I qualify?

  • Yes, lenders include recurring housing expenses in debt‑to‑income calculations; if the CDD appears on your tax bill it may be treated as taxes, otherwise the lender may add a monthly equivalent as a separate assessment.

How do HOA dues differ from CDD assessments?

  • HOA dues fund ongoing community operations, amenities, and enforcement under a private association, while CDD assessments fund public infrastructure and long‑term bond repayment under a governmental district.

Are CDD assessments tax deductible?

  • The tax treatment can be complex and depends on the components and your situation; consult a tax professional for advice on deductibility and current rules.

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