Itemized Deductions vs Standard Deduction (HOH)

Should you itemize? Here's how to decide and maximize your deductions

The Big Decision

HOH Standard Deduction (2025)

$22,500

Automatic - No documentation needed
Simple - Just claim it on Form 1040

Itemized Deductions

Varies

Only if total > $22,500
Requires - Schedule A, documentation

Rule of Thumb:

Only itemize if your total deductions exceed $22,500. Since Tax Cuts and Jobs Act (2018), ~90% of filers take standard deduction. High-cost states and homeowners more likely to benefit from itemizing.

The Five Main Itemized Deductions

1. State & Local Taxes (SALT)

Limit: $10,000 maximum (property tax + state/local income tax combined)

  • • State/local income tax OR sales tax (choose higher)
  • • Property tax on primary + secondary homes
  • • Foreign income taxes
→ Full SALT Guide

2. Mortgage Interest

Limit: $750k mortgage debt (post-12/15/2017 loans)

  • • Primary + second home combined
  • • Home equity interest (only if used for home improvement)
  • • Points on purchase (immediate deduction)
  • • Points on refinance (amortize over loan life)
→ Full Mortgage Interest Guide

3. Charitable Contributions

Limit: 60% of AGI (cash donations to public charities)

  • • Cash donations: 60% AGI limit
  • • Appreciated stock: 30% AGI limit
  • • Must have receipts ($250+ requires written acknowledgment)
  • • Excess carries forward 5 years
→ Full Charitable Deduction Guide

4. Medical & Dental Expenses

Threshold: Only excess over 7.5% of AGI

  • • Medical/dental care (doctors, prescriptions, etc.)
  • • Health insurance premiums (if self-employed, deduct elsewhere)
  • • Long-term care insurance (age-based limits)
  • • Medical transportation & lodging
→ Full Medical Expense Guide

5. Other Itemized Deductions

  • • Gambling losses (up to gambling winnings)
  • • Casualty & theft losses (only federally declared disasters)
  • • Tax prep fees (removed 2018-2025)
  • • Investment expenses (removed 2018-2025)

Quick Calculation Worksheet

Add up your deductions:

State/local income tax + property tax$_____
(Max $10,000)
Mortgage interest$_____
(From Form 1098)
Charitable donations$_____
(Have receipts?)
Medical expenses over 7.5% AGI$_____
(Major surgery? Nursing home?)
Other (gambling losses, etc.)$_____
TOTAL ITEMIZED DEDUCTIONS$_____

Compare to Standard:

If total > $22,500: Itemize (Schedule A)
If total ≤ $22,500: Take standard deduction

Real-World Examples

✓ Example 1: Itemizing Makes Sense

Taxpayer: California homeowner, AGI $100,000


• State income tax + property tax: $10,000 (SALT cap)

• Mortgage interest ($600k loan): $18,000

• Charitable donations: $5,000

• Medical expenses: $10,000 total - $7,500 threshold = $2,500


Total itemized: $35,500

Benefit over standard: $35,500 - $22,500 = $13,000 extra deduction

Tax savings: $13,000 × 22% = $2,860

✗ Example 2: Standard Deduction Better

Taxpayer: Texas renter, AGI $60,000


• State income tax: $0 (no TX income tax)

• Property tax: $0 (renter)

• Mortgage interest: $0 (renter)

• Charitable donations: $3,000

• Medical expenses: $3,000 total - $4,500 threshold = $0


Total itemized: $3,000

Standard deduction: $22,500 (take standard)

Benefit: $19,500 higher with standard deduction

⚠️ Example 3: Close Call

Taxpayer: New York homeowner, AGI $80,000


• State/local taxes: $10,000 (SALT cap)

• Mortgage interest ($300k loan): $9,000

• Charitable donations: $2,000

• Medical expenses: $6,000 total - $6,000 threshold = $0


Total itemized: $21,000

Standard is $1,500 better → Take standard deduction

BUT: Donate extra $1,500 → itemizing saves more (bunching strategy)

💡 Bunching Strategy

If you're close to $22,500 threshold, "bunch" deductions into alternating years to exceed threshold every other year.

How It Works:

Year 1 (Itemize):

  • • Make 2 years' charitable donations at once
  • • Pay January property tax in December
  • • Prepay state income tax (if allowed)
  • • Schedule elective medical procedures

Year 2 (Standard):

  • • Minimal charitable giving
  • • Don't prepay taxes
  • • Delay elective medical if possible
  • • Take $22,500 standard deduction

Example:

Without Bunching (2 years):

• Year 1: $21,000 itemized → take $22,500 standard

• Year 2: $21,000 itemized → take $22,500 standard

• Total deductions: $45,000


With Bunching (2 years):

• Year 1: $33,000 itemized → itemize $33,000

• Year 2: $9,000 itemized → take $22,500 standard

• Total deductions: $55,500


Extra deduction: $10,500 → Tax savings: ~$2,310 (22% bracket)

Deductions Eliminated by TCJA (2018-2025)

Tax Cuts and Jobs Act suspended many itemized deductions through 2025:

Suspended Deductions (return in 2026 unless extended):

  • Miscellaneous itemized deductions (investment expenses, tax prep fees, unreimbursed employee expenses)
  • Moving expenses (except active military)
  • Casualty/theft losses (except federally declared disasters)
  • Alimony paid (for agreements after 2018)

What This Means:

In 2026, itemizing may become more attractive as these deductions return. However, standard deduction may also adjust. Stay tuned for 2025 legislation.

State-Specific Considerations

SituationItemize LikelihoodWhy
CA/NY/NJ/CT homeownerHighHigh property + income tax hits $10k SALT cap, plus mortgage interest
TX/FL/WA homeownerMediumNo state income tax, but property tax + mortgage could exceed $22.5k
Low-tax state renterVery LowNo property/mortgage, low state tax → hard to reach $22.5k
Major medical eventMedium-HighSurgery/long-term care could push over 7.5% AGI threshold
High charitable givingMedium-HighCombine with property taxes + mortgage to reach $22.5k

⚠️ Common Mistakes

Not calculating medical threshold correctly

Only excess over 7.5% AGI counts. $10k expenses with $80k AGI ($6k threshold) = only $4k deductible.

Claiming more than $10k SALT

Combined property + income tax capped at $10k. Can't deduct $12k property + $8k income = max $10k.

Deducting charitable donations without receipts

$250+ requires written acknowledgment. $500+ clothing/household needs "good condition". $5,000+ appraisal.

Claiming home equity interest for non-home purposes

Post-2017, HELOC interest only deductible if proceeds used for home improvements (not debt consolidation, car, etc.).

Itemizing when standard is higher

Always calculate! Software does this automatically, but manual filers sometimes miss the comparison.