# Stessa

Stessa is a free rental property financial management platform (acquired by Roofstock). Rated 4.5/5 on Capterra. Profile: free vs. paid features, funding, and user sentiment for landlords.

**Category:** Rental property financial management  
**Vendor:** Stessa (a Roofstock company)  
**Founded:** 2016  
**HQ:** San Francisco, California, US  
**Website:** https://www.stessa.com  


## About

Stessa is a financial tracking and management platform designed for residential real estate investors and landlords. Founded in 2016 in San Francisco and acquired by Roofstock in 2022, Stessa provides a free core product that lets landlords track rental income, expenses, and property performance with automatic transaction categorization from linked bank accounts. The platform generates tax-ready financial reports and Schedule E worksheets, making it popular with landlords who manage 1-50 properties without a bookkeeper. Stessa Pro (paid tier) adds features like rent collection, tenant screening, and lease tracking. Stessa's free tier is among the most capable in the property management category and drives most of its user acquisition.

## Ratings

| Source | Score | Reviews |
|---|---|---|
| G2 | 4.4/5 | ~150 |
| Capterra | 4.5/5 | ~350 |

## Funding

Acquired by Roofstock (2022); pre-acquisition raised ~$10M

| Round | Amount | Date | Lead |
|---|---|---|---|
| Series A | ~$10M | 2019 | Undisclosed |
| Acquisition by Roofstock | Undisclosed | 2022 | Roofstock |

## Viability

Stable as a Roofstock subsidiary. Stessa's free tier is a strong user acquisition engine for the Roofstock ecosystem. The financial tools are well-executed for the target (DIY landlords 1-50 units).

## Pricing

Stessa's core product is genuinely free with no unit limits. Stessa Pro adds rent collection, tenant screening, and premium support for $20/month or $12/month (billed annually). For most individual landlords, the free tier covers the core use case.

| Plan | Price | Best for |
|---|---|---|
| Free | $0/mo | Landlords who want expense tracking and tax reports only |
| Pro | $20/mo or $12/mo (annual) | Landlords who also want rent collection and screening |

## What reviewers say

_~500 G2 and Capterra reviews, 2025-2026_

**Praised:**
- Best free rental property accounting tool available
- Automatic transaction categorization saves significant bookkeeping time
- Tax-ready reports (Schedule E) are well-implemented
- Clean interface that non-accounting landlords can navigate

**Complaints:**
- Free tier lacks rent collection and tenant management
- Not suitable for professional PMCs managing third-party properties
- Support can be slow for non-premium users
- Limited integration ecosystem

## Compliance

- **SOC 2:** Yes
- **GDPR:** Yes
- **HIPAA:** N/A
- **SSO:** No (Google login)

## Integrations

- Bank account sync (Plaid)
- Mortgage accounts
- Roofstock marketplace
- QuickBooks (limited export)
- Tax software exports

## FAQs

### Does Stessa replace a bookkeeper for rental properties?

For simple portfolios (1-20 single-family rentals), Stessa can significantly reduce bookkeeping work. For complex portfolios with multiple LLCs or commercial properties, a bookkeeper is still recommended.

### Does Stessa handle multiple LLCs or entities?

Stessa supports multiple properties and can track different entities. Full multi-entity LLC accounting with entity-level reporting requires the Pro plan.

### Is Stessa useful for short-term rentals (Airbnb/VRBO)?

Stessa works for STR financial tracking and can sync with STR platform payouts, but lacks STR-specific features like dynamic pricing. Most STR operators use it alongside dedicated STR tools.


## Sources

- [Stessa website](https://www.stessa.com): Product and pricing overview
- [G2 Stessa reviews](https://www.g2.com/products/stessa/reviews): User reviews