Jeffrey Aronheim
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Financing for Winter Park
Second Homes & Investment Properties

Buying a place to enjoy, or a property built to earn — the right loan path depends on which one this is.

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★★★★★
4.91 Stars 243 Reviews
★★★★★
5.0 Stars 36 Reviews
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90% Recommended 30 Reviews

Which one is this property?

I want a place I'll use myself

Classified as a second home. Down payments start as low as 10%, gift funds are allowed, and you can rent it out occasionally without changing the classification.

  • Conventional & jumbo programs
  • Gift funds allowed
  • As low as 10% down
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I want rental income / an investment

Classified as an investment property. Qualification is based on the property's rental income, not your tax returns — including short-term rental income.

  • DSCR — no tax returns required
  • Airbnb / VRBO income eligible
  • Portfolio loans & 1031 eligibility
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How We Help You

Jeff Aronheim has helped buyers and investors finance property in resort markets like Winter Park for years, with particular experience in non-warrantable condos and DSCR loans — the two things that trip up most standard mortgage applications here.

See Which One Sounds Like You

01

The weekend family
Ski a few times a year, maybe rent it out occasionally when you're not there. Falls under second-home financing.

02

The soon-to-retire couple
Using it seasonally now, planning to live there full-time down the road. Also second-home financing.

03

The hands-off investor
Buying specifically to rent out on Airbnb or VRBO, with no plans to use it personally. Qualifies as an investment property — rental income counts, tax returns don't.

04

The out-of-state buyer
Adding Winter Park to a portfolio without ever living in it. Same investment-property path, plus 1031 exchange eligibility if you're selling another property to fund it.

Non-warrantable condo?
That doesn't rule you out.

Many Winter Park condo buildings are considered non-warrantable — often because of short-term rental activity, investor concentration, or on-site rental-desk amenities. That's common here, and there are financing programs built specifically for it.

Read: Non-Warrantable Condo Financing →

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Around Winter Park
This site is not affiliated with or endorsed by Winter Park Resort or the Town of Winter Park.
Loan Programs
  • Flexible down payment options may be available
  • Competitive long-term cost structures
  • Typically suited for stronger financial profiles

CCM is the #1 Non-QM retail lender in the U.S.

Offering proprietary programs tailored for self-employed borrowers, high-net-worth individuals with unique financial profiles, real estate investors, foreign nationals, non-traditional borrowers, and non-warrantable condos.

Jumbo Loans JUMBO Loans →

Jumbo loans are used for financing high-value homes that exceed conventional loan limits. They typically require higher credit scores, larger down payments, and more detailed financial documentation.

A home equity loan provides a lump sum of cash using your home’s equity, repaid with fixed monthly payments. It’s useful for large expenses like home renovations or debt consolidation.

We're proud of the experiences
we've delivered thus far
In 2025 $124M closed
In 2025 $124M closed
Over 20 years of experience on the team
Over 20 years of experience on the team
Over 5,500 families helped
Over 5,500 families helped
Over 900 4.9-star reviews
Over 900 4.9-star reviews

Frequently Asked Questions

Can I rent out my second home occasionally?

Yes. Many second-home owners rent their property occasionally when they’re not using it themselves. The key is that it remains a genuine second home that you personally occupy for part of the year. If rental use becomes the primary purpose, investment-property financing may be the better fit.

Can rental income help me qualify for financing?

Yes — if rental income is an important part of your qualification strategy, an investment or DSCR loan may be the better fit. These programs can use the property’s actual or projected market rent to support qualification, often without relying on traditional personal income documentation. For a property financed specifically as a second home, rental income generally isn’t used to qualify.

What financing options are available for a vacation home?

There are several financing paths depending on how you plan to use the property. If it will primarily be a home you personally enjoy, second-home financing may offer attractive terms and lower down payment requirements. If rental income or investment use is a bigger part of the plan, investment or DSCR financing may provide more flexibility. We can help determine which structure best fits your purchase strategy.

How much do I need for a down payment?

Second-home financing can start with as little as 10% down, and eligible gift funds may be used. If the property is being purchased primarily as an investment or through a DSCR program, down payments are typically higher — often around 20–25% or more depending on the loan profile.

Not sure where to start?

Let's build your custom plan today.

Text or Call Directly: 303-596-9077

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