Real Estate Investment Entity Structures

The complete guide to protecting your properties, minimizing taxes, and scaling your portfolio

1 LLC Per Property
Series LLC Multi-Property
Land Trust Privacy Strategy
20% QBI Tax Deduction

Entity Structure Quick Reference

Choose the right structure based on your investment strategy and portfolio size.

πŸ—ΊοΈ Strategy Selector

Your Situation Recommended Structure Key Benefits
Flipping houses (3+ per year) LLC taxed as S-Corp Save 15.3% SE tax on distributions
1-3 long-term rentals Single LLC + Insurance Simple, cost-effective
4+ rental properties 1 LLC per property Liability isolation
Airbnb/VRBO properties LLC per property + material participation Deduct losses against W-2 income
10+ properties (cash purchases) Series LLC (if in TX, DE, IL) Cost savings ($1,000s/year)
Large portfolio (privacy needed) Holdings LLC (WY/DE) + Property LLCs + Land Trusts Privacy + creditor protection

🎯 Key Decision Factors

Active vs Passive Income

Fix-and-Flip: Active business income, subject to self-employment tax (15.3%). S-Corp election saves thousands.

Buy-and-Hold: Passive rental income, no SE tax. Focus on depreciation and 1031 exchanges.

Liability Protection

1 LLC per property: Gold standard. Lawsuit on Property A can't reach Property B.

Umbrella LLC: Cheaper but all properties at risk if sued. Only for low-value properties.

Tax Optimization

Depreciation: $10K-15K/year deduction per $300K property (27.5-year life).

Cost Segregation: Accelerate to $50K+ Year 1 deduction. Worth it for $500K+ properties.

Privacy & Creditor Protection

Holdings LLC (WY/DE): Charging order protection prevents personal creditors from seizing LLC assets.

Land Trusts: Keep your name off public property records.

πŸ’‘
Where to Start: Click through the tabs above to explore each strategy in detail. Each tab includes real-world examples, tax calculations, and step-by-step structure diagrams.

Fix-and-Flip Entity Structures

Active real estate businesses require different structures than passive rentals. Here's how to structure for flips.

⚠️
Critical Distinction: The IRS treats fix-and-flip as an active business, not passive investment. This means different tax treatment, self-employment taxes, and entity considerations.

πŸ—οΈ Active Business vs Passive Rental

Factor Fix-and-Flip (Active) Buy-and-Hold Rental (Passive)
Income Type Ordinary income (Schedule C) Passive rental (Schedule E)
Self-Employment Tax βœ— YES - 15.3% on profits βœ“ NO - exempt
Capital Gains Treatment βœ— NO - ordinary income βœ“ YES - long-term rates
1031 Exchange Eligible βœ— NO - dealer excluded βœ“ YES - defer gains
Best Entity LLC taxed as S-Corp LLC (default)

πŸ“Š Entity Options for Flippers

Single-Member LLC (Default)

Tax Filing: Schedule C (sole proprietorship)

Pros: Simple setup, limited liability, QBI deduction

Cons: 15.3% SE tax on ALL profits

Good for: 1-3 flips/year, testing the waters

LLC Taxed as S-Corp ⭐ BEST

Tax Filing: 1120-S + payroll

Pros: Save 15.3% SE tax on distributions, W-2 salary for retirement contributions

Cons: Payroll compliance, more complex

Good for: 3+ flips/year, $60K+ profit

πŸ’‘
S-Corp Tax Savings Example:

Flip 5 houses, net $150,000 profit.

LLC (Default):
β€’ SE tax (15.3%): $22,950
β€’ Income tax (~24%): $30,492
β€’ Total: $53,442

LLC as S-Corp:
β€’ W-2 salary: $60,000 (FICA: $9,180)
β€’ Distributions: $90,000 (no SE tax)
β€’ Income tax: $30,492
β€’ Total: $39,672

Tax Savings: $13,770/year!

πŸ—οΈ Recommended Structure

Optimal Fix-and-Flip Entity
YOU (Individual)
100% owner/member
[Your Name] Flipping LLC (S-Corp Election)
β€’ Form 1120-S tax return
β€’ Run payroll (W-2 salary to you)
β€’ Remaining profits = distributions (no SE tax)
β€’ 20% QBI deduction applies
PROPERTIES (Inventory)
Properties titled in LLC name
Buy β†’ Renovate β†’ Sell

Buy-and-Hold Rental Structures

Long-term rentals receive favorable passive income treatment. Structure for maximum protection and tax benefits.

ℹ️
Key Advantage: Rentals are passive investments, not active businesses. No self-employment tax, eligible for 1031 exchanges, and long-term capital gains rates.

🏠 The "1 LLC Per Property" Rule

βœ… Advantages

  • Liability isolation: Lawsuit on Property A can't reach B, C, or D
  • Clean sale: Sell property by selling its LLC
  • Financing flexibility: Different lenders per property
  • Partner flexibility: Different owners per LLC

⚠️ Disadvantages

  • Cost: Each LLC costs $100-500/year
  • Complexity: Multiple tax returns
  • Admin burden: Separate bank accounts, bookkeeping
  • Lender issues: Some won't lend to LLCs

πŸ—οΈ Multi-Property Structures

Holdings LLC + Property LLCs
YOU
100% owner
Holdings LLC (Wyoming or Delaware)
β€’ Charging order protection
β€’ Privacy (members not disclosed)
β€’ Owns 100% of each property LLC
Property LLCs (State Where Property Located)
β€’ 123 Main St LLC (California)
β€’ 456 Oak Ave LLC (Texas)
β€’ 789 Pine Rd LLC (Florida)
Each owns one property

Why This Works:

  • Liability: Lawsuit on one property can't reach others
  • Creditor protection: Personal creditors can't seize property LLCs (charging order)
  • Privacy: Holdings LLC in WY/DE doesn't disclose members publicly
  • Tax neutral: All LLCs disregarded, income flows to you
πŸ’‘
When 1 LLC Per Property Makes Sense:
β€’ Properties worth $200K+
β€’ High-risk properties (pools, student housing)
β€’ Portfolio of 5+ properties

When 1 Umbrella LLC Is Fine:
β€’ 1-3 low-value properties (<$150K each)
β€’ Low liability risk
β€’ Same ownership structure

Short-Term Rental (STR) Strategies

Airbnb/VRBO properties have unique tax treatment. Structure correctly to deduct losses against W-2 income.

⚠️
Critical Tax Distinction: STRs (average stay <7 days) can qualify as non-passive income if you materially participate. This means you can deduct losses against W-2 income!

πŸ“Š Material Participation Test

To deduct STR losses against W-2 income, you must meet BOTH requirements:

Requirement 1: 100+ Hours

Spend more than 100 hours during the year working on the STR.

What counts: Listing updates, guest inquiries, coordinating cleanings, check-in/out, restocking, repairs, tenant relations.

Requirement 2: More Than Anyone Else

You spend more hours than any other individual (including property managers).

Example: You: 120 hours, Property manager: 80 hours, Cleaner: 60 hours β†’ βœ“ You qualify!

🚨
Common Mistake: Hiring a full-service property manager who does everything (200+ hours). You only do 120 hours.

Result: You DON'T meet material participation (manager did more). STR is passive, can't deduct losses against W-2.

Solution: Do more hours yourself, or use multiple contractors so no single person exceeds your hours.
πŸ’‘
STR Tax Benefit Example:

You have W-2 job earning $150K. Airbnb has $30K loss Year 1 (mortgage interest, depreciation, startup costs).

WITHOUT Material Participation:
β€’ $30K loss is passive, suspended
β€’ Can't deduct against W-2
β€’ Tax benefit: $0

WITH Material Participation (100+ hours, more than anyone):
β€’ $30K loss is non-passive
β€’ Deduct against $150K W-2 income
β€’ Taxable income: $120K
β€’ Tax savings: $7,200 in Year 1!

Land Trusts + LLCs for Privacy

Keep your name off public property records and protect assets from frivolous lawsuits.

πŸ”’
Privacy Problem: When you buy property in your name (or even in an LLC), your name appears in public records. Anyone can look up what you own and target you.

Solution: Land Trust + LLC structure keeps your name hidden.

πŸ—οΈ What Is a Land Trust?

How Land Trusts Work

  • Trustee: Holds legal title (appears on public records)
  • Beneficiary: You or your LLC (hidden from public)
  • Deed: "John Smith, Trustee of 123 Main St Trust"
  • Public records: Only show trust name, not beneficiary

Important Limitations

  • Privacy only: Land trusts provide ZERO asset protection
  • No tax benefits: Disregarded for tax purposes
  • Not for liability: If sued, trust assets can be reached
  • Must combine with LLC for asset protection

πŸ—οΈ The Privacy Stack

Land Trust + LLC (Maximum Privacy)
YOU
100% member of LLC
Holdings LLC (Wyoming or Delaware)
β€’ Privacy state (members not disclosed)
β€’ Beneficiary of land trust
β€’ Asset protection layer
123 Main Street Land Trust
β€’ Trustee: Professional or nominee
β€’ Beneficiary: Your LLC (not you)
β€’ Trust agreement private (not recorded)
PROPERTY
Deed: "John Smith, Trustee of 123 Main St Trust"
Your name never appears on public records

Protection Layers:

  • Privacy: Your name not on property records
  • Asset protection: LLC provides liability shield
  • Creditor protection: Charging order on Holdings LLC
  • Lawsuit deterrent: Hard to sue unknown owner
πŸ’‘
When to Use Land Trust + LLC:
β€’ High-profile individual (doctor, lawyer, business owner)
β€’ Multiple properties, want privacy
β€’ Concerned about frivolous lawsuits
β€’ Value privacy over simplicity

When Not Necessary:
β€’ Your state LLC doesn't disclose members (WY, DE, NM)
β€’ Okay with LLC name on deed (not personal name)
β€’ Just want liability protection, not privacy

Series LLC Deep Dive

Create multiple "mini-LLCs" under one master LLC. Each series has isolated assets and liabilities.

πŸ’‘
What Is a Series LLC? A master LLC that can create unlimited "series". Each series functions like a separate LLC for liability purposes, but only ONE state filing required.

Think of it like: Apartment building (master LLC) with separate units (series). Fire in Unit A doesn't affect Unit B.

πŸ—ΊοΈ State Availability

Series LLCs Available In: Delaware, Texas, Illinois, Tennessee, Nevada, Wyoming, Utah, Iowa, Kansas, Missouri, Montana, North Dakota, Oklahoma, Puerto Rico, D.C. (19 states)

NOT Available In: California, New York, Florida (must use traditional LLCs)

πŸ“Š Series LLC vs Traditional LLCs

Factor Series LLC Traditional LLCs
Formation Cost βœ“ ONE fee ($90-300) βœ— N fees ($90-300 each)
Annual Cost βœ“ ONE report βœ— N reports
Liability Protection Isolated (unproven in court) βœ“ Isolated (proven)
Lender Acceptance βœ— Most refuse βœ“ Accepted
🚨
Major Issue: Most lenders will NOT lend to series LLCs. They don't understand them and worry about liability protection not holding up in court.

Impact: If you need financing, series LLCs are nearly impossible to use.
πŸ’‘
Cost Example: 10 TX Rental Properties (All Paid Off)

Traditional LLCs:
β€’ Formation: 10 Γ— $300 = $3,000
β€’ Annual: 10 Γ— $0 (TX no fee) = $0
β€’ Total Year 1: $3,000

Series LLC:
β€’ Formation: 1 Γ— $300 = $300
β€’ Annual: $0
β€’ Total Year 1: $300

Savings: $2,700!

🎯 Verdict

For most investors: NO, use traditional LLCs.

Why:

  • Lender hostility makes financing impossible
  • Untested liability protection (limited case law)
  • Traditional LLCs have decades of proven protection

Exception (when series makes sense):

  • Buying 5+ properties with cash (no loans)
  • All properties in same state (TX, DE, IL, TN)
  • Can maintain separate books per series
  • Strong umbrella insurance as backup

Advanced Asset Protection

Multi-layer structures, charging order protection, equity stripping, and bulletproof asset protection strategies.

🚨
Reality Check: No structure is 100% bulletproof. If you commit fraud, gross negligence, or intentional harm, courts will pierce the veil. Asset protection works best for legitimate lawsuits where you did nothing wrong.

πŸ›‘οΈ Four Layers of Protection

Comprehensive Protection Stack
Layer 1: Insurance
Liability insurance ($1-2M) + Umbrella policy ($2-5M+)
Stops 99% of lawsuits before reaching assets
Layer 2: LLC Per Property
Lawsuit on Property A can't reach Property B
Compartmentalizes risk
Layer 3: Holdings LLC (WY/DE)
Charging order protection against personal creditors
Privacy (members not disclosed)
Layer 4: Equity Stripping
Encumber properties with liens (HELOC, friendly liens)
Less equity = less attractive to creditors

πŸ”’ Charging Order Protection

Problem (Without Holdings LLC)

You own 3 property LLCs directly. Personal creditor gets $500K judgment. They can:

  • Force foreclosure of LLC membership
  • Become owner of all 3 LLCs
  • Liquidate properties

Result: You lose everything.

Solution (Holdings LLC in WY/DE)

Holdings LLC owns property LLCs. Same $500K judgment. Wyoming law says:

  • Charging order is exclusive remedy
  • Creditor gets lien on distributions only
  • You control LLC - don't take distributions
  • Creditor gets nothing, owes taxes on phantom income

Result: Creditor settles for pennies.

πŸ’° Equity Stripping Strategies

1. HELOC / Cash-Out Refi

Extract equity via home equity line or cash-out refinance. Move cash to protected assets (retirement, insurance).

Example: $500K property, $200K loan β†’ Refi to $400K β†’ Only $100K equity at risk (vs $300K before)

2. Friendly Lien

Trusted party (LLC you control) files lien for legitimate debt.

Warning: Must be done BEFORE creditor claim arises (fraudulent transfer laws).

3. Seller Financing

Negotiate seller carryback with lien. Keeps equity low at purchase.

Example: $400K property, $100K down, $300K seller note β†’ Only $100K equity

4. Cross-Collateralization

Use Property A as collateral for loan to buy Property B.

Example: $500K Property A (paid off) β†’ $250K HELOC for Property B β†’ A now has $250K lien

πŸ“Š Protection by Risk Level

Your Situation Recommended Structure
1-3 low-value properties (<$150K each) 1 Umbrella LLC + Good Insurance
3-10 properties ($150K-500K each) 1 LLC per property + Umbrella insurance
10+ properties, moderate risk Holdings LLC + Property LLCs
High-risk properties (pools, commercial) Holdings LLC + Property LLCs + Equity Stripping + Max Insurance
High net worth ($5M+ portfolio) Holdings LLC + Property LLCs + Land Trusts + Equity Stripping

Tax Strategies & Optimization

Maximize deductions, leverage pass-through income, and structure entities for optimal tax treatment.

πŸ“Š Tax Strategy Cheat Sheet

Strategy Tax Savings Best For
Depreciation (1/27.5 of property value/year) ~$10K-15K/year per $300K property All rental owners
Cost Segregation (accelerate depreciation) Front-load $50K-200K in Year 1 Properties $500K+
1031 Exchange (defer capital gains) Defer 15-20% capital gains + 3.8% NIIT Buy-and-hold selling appreciated property
QBI Deduction (20%) 20% of rental profit STR owners, REPS, active landlords
REPS (750+ hours in RE) Deduct $100K+ losses against W-2 Full-time investors, agents
STR Loophole (material participation) $10K-50K loss deduction in startup years Airbnb owners with W-2 jobs
S-Corp Election (flippers) Save 15.3% SE tax on distributions Flipping businesses ($60K+ profit)

πŸ—οΈ Cost Segregation Deep Dive

Standard Depreciation

$400K Property:
β€’ Land: $100K (not depreciable)
β€’ Building: $300K (27.5-year life)
β€’ Annual depreciation: $10,909
β€’ Tax savings (24% bracket): $2,618/year

Cost Segregation

Same $400K Property:
β€’ Building (27.5-yr): $200K β†’ $7,273/yr
β€’ Improvements (15-yr): $50K β†’ $3,333/yr
β€’ Personal property (5-yr, 100% bonus): $50,000
β€’ Year 1 total: $60,606
β€’ Tax savings (24%): $14,545!

ROI: Cost seg study costs $5K-15K. For $400K property, accelerate $50K depreciation. Tax savings: $12K. Study cost: $7K. Net benefit: $5K Year 1 plus time value of money.

πŸ”„ 1031 Exchange Rules

45-Day Rule

Within 45 days of sale, identify up to 3 replacement properties in writing to qualified intermediary.

Miss this? 1031 blown. Taxes due.

180-Day Rule

Close on replacement property within 180 days of sale (or tax return due date, whichever earlier).

Miss this? 1031 fails. Taxes due.

Equal/Greater Value

Replacement property must be equal or greater value. Any cash received ("boot") is taxable.

Example: Sell $500K, buy $600K β†’ Perfect. Sell $500K, buy $400K β†’ $100K taxable.

πŸ’‘
1031 Tax Savings Example:

Sell $500K property (bought for $300K 10 years ago, took $100K depreciation).

WITHOUT 1031:
β€’ Capital gain: $300K
β€’ Cap gains tax (20%): $60K
β€’ Depreciation recapture (25%): $25K
β€’ NIIT (3.8%): $11,400
β€’ Total tax: $96,400

WITH 1031:
β€’ All taxes deferred: $0
β€’ Keep $96,400 working for you!

State-by-State Formation Guide

Where to form your LLC: state fees, privacy laws, asset protection, and series LLC availability.

πŸ“
General Rule: Form property-holding LLC in the state where property is located. You have nexus there anyway.

Exception: Holdings companies (own LLCs, not direct property) can be formed in WY or DE for privacy and asset protection.

πŸ—ΊοΈ Top States for Real Estate LLCs

State Filing Fee Annual Fee Series LLC? Privacy
Wyoming ⭐ $100 $60 βœ“ YES βœ“ Excellent
Delaware ⭐ $90 $300 βœ“ YES βœ“ Excellent
Texas $300 $0 βœ“ YES Moderate
Nevada $425 $350 βœ“ YES βœ“ Good
New Mexico $50 $0 βœ— NO βœ“ Excellent
Florida $125 $138.75 βœ— NO Poor
California $70 $800 franchise tax βœ— NO Poor

πŸ—οΈ Wyoming vs Delaware

Factor Wyoming Delaware
Formation $100 $90
Annual Fee $60/year $300/year
Privacy βœ“ Excellent βœ“ Excellent
Charging Order βœ“ Single-member OK βœ“ Single-member OK
Reputation Good for asset protection βœ“ Gold standard (VC/PE prefer)
Best For Cost-conscious investors Serious investors, future fundraising

πŸ“Š Decision Framework

Property-Holding LLC

Form in state where property located

Why: You have nexus there (property = physical presence). Forming in DE/WY and foreign-qualifying costs MORE (two fees).

Example: Property in Texas β†’ TX LLC. Property in California β†’ CA LLC.

Holdings LLC

Form in Wyoming or Delaware

Why: No property = no nexus anywhere. Choose privacy state with charging order protection.

Wyoming: Cheapest ($60/year). Delaware: Premium reputation.

πŸ’‘
10 TX Properties Cost Comparison:

WY Holdings + 10 TX Property LLCs:
β€’ Formation: $3,100
β€’ Annual: $60
β€’ 5-year total: $3,400
β€’ Full liability isolation + charging order protection

TX Series LLC:
β€’ Formation: $300
β€’ Annual: $0
β€’ 5-year total: $300
β€’ But: No lender financing available, unproven protection

Professional Formation Services

Get your real estate entity structure done right. Customized for your portfolio, strategy, and state requirements.

πŸ“ž
Consultation: Schedule a call to discuss your portfolio, strategy, and entity structure needs. We'll recommend the optimal structure for your situation.

Email: owner@terms.law
Attorney: Sergei Tokmakov, Esq.