Charleston, SC · NMLS #1823590
Mortgage Solutions for Charleston Homebuyers, Investors & Self-Employed Borrowers
Experience You Can Trust. Financing Tailored to Your Goals.
At Leeward Point Mortgage, we help homebuyers, real estate investors, and self-employed borrowers secure financing with confidence. With over 14 years of mortgage experience, a 4.9-star Google rating, 55 Google reviews, and more than $113 million funded, our team delivers personalized mortgage strategies tailored to your goals.
Investing in Real Estate?
DSCR loans, rental property financing, and portfolio expansion.
Discuss an Investment PropertySelf-Employed? Start Here.
Bank statement loans, Non-QM financing, and alternative income qualification solutions.
Explore Financing OptionsWhy Choose Leeward Point Mortgage
We combine deep local market knowledge with specialized expertise in complex loan programs.
$113M+ Funded
A proven track record helping clients secure financing across a wide variety of loan programs.
14+ Years Experience
Mortgage expertise combined with deep Charleston market knowledge.
Investor Financing Expertise
Specialized experience in DSCR, rental property financing, and investment lending.
Self-Employed Solutions
Helping entrepreneurs and business owners navigate complex income qualifications.
Personalized Strategies
Every borrower receives a customized financing plan built around their goals.
NMLS #1823590
SC Licensed
About Leeward Point Mortgage
More Lenders. Better Rates. One Team Working for You.
Leeward Point Mortgage is a South Carolina licensed mortgage brokerage headquartered in downtown Charleston. As an independent broker, we're not limited to one bank's products — we shop dozens of lenders to find the loan that best fits your goals, your timeline, and your financial picture.
Our team brings over 14 years of combined mortgage experience and deep roots in the Charleston real estate community. We work closely with Realtors, CPAs, and financial advisors to deliver seamless closings and creative solutions for even the most complex loan scenarios.
Whether you're purchasing your first home, expanding a rental portfolio, or need a Non-QM program that fits your income picture, we'll build a mortgage strategy around your goals — not a one-size-fits-all product.
For Realtors & Referral Partners
We Make Your Clients Look Like Rock Stars
When you refer a client to Leeward Point Mortgage, you're putting them in the hands of a team that will close on time, communicate proactively, and make you look great in the process.
For Realtors
- Pre-approvals that hold up at the closing table
- Proactive communication — you're never left wondering
- Creative solutions for challenging borrowers
- On-time closings you can count on
- Access to conventional, DSCR, Non-QM, and jumbo programs
For CPAs & Financial Advisors
- Bank statement & Non-QM programs for self-employed clients
- Asset utilization programs for high-net-worth clients
- Investor financing that doesn't disrupt tax strategy
- Discreet, professional service your clients will appreciate
- A trusted partner who understands complex financial pictures
Call or email to discuss how we can work together.
Our Financing Expertise
Specialized loan programs for every type of borrower — from first-time buyers to seasoned investors.
Conventional Mortgages
Competitive rates for primary residences, second homes, and move-up buyers with flexible down payment options.
DSCR Investor Loans
Qualify based on rental income, not personal income. Ideal for growing your investment portfolio.
Non-QM Financing
Alternative documentation programs for borrowers who don't fit traditional lending guidelines.
Jumbo Loans
Financing above conforming loan limits for Charleston's high-value properties and coastal communities.
For Home Buyers
Home Purchase Financing
Whether you're a first-time buyer, move-up buyer, or purchasing a high-value home, we have the right loan program for you.
- Conventional Loans
- FHA Loans
- VA Loans
- Jumbo Loans
- Second Home Financing
For Real Estate Investors
Real Estate Investor Financing
Grow your portfolio with financing designed for investors. Qualify on property cash flow, not personal income.
- DSCR Loans
- Investment Property Financing
- Rental Property Financing
- Short-Term Rental Financing
- Portfolio Expansion
For Self-Employed Borrowers
Self-Employed Borrower Solutions
Traditional income documentation doesn't always reflect your true financial picture. We offer flexible alternatives.
- Non-QM Financing
- Bank Statement Loans
- Asset Utilization Programs
- Business Owner Solutions
- Alternative Documentation Loans
Why Traditional Lenders Say No — We Say Yes
Traditional lenders rely on W-2 income and tax returns. But for business owners, your tax returns often understate your true income.
Our bank statement loan programs use 12–24 months of bank statements to qualify you — reflecting your actual cash flow, not just what's on your tax return.
We also offer asset utilization programs that allow you to qualify based on your liquid assets.
Could Your Rent Payment Be Building Equity Instead?
Many renters are surprised to find they can afford to buy. Let's run the numbers and see what's possible for you.
Rent vs. Own Calculator
Build Equity
Create Long-Term Wealth
Potential Appreciation
More Housing Stability
Proudly Serving Charleston & The Lowcountry
Deep roots in the Charleston market mean we understand local property values, neighborhoods, and what it takes to close — from downtown to the barrier islands.
Visit Our Charleston Office
- Personalized mortgage consultations
- Investor financing guidance
- DSCR expertise
- Non-QM expertise
- In-person appointments
- Virtual appointments
What Clients Are Saying
Eric ONeill
July 24, 2026
Michael made the process of relocating absolutely seamless and I would work with him again in a heartbeat!
Rosa Vasquez
July 12, 2026
We had an outstanding experience with Leeward Point Mortgage, especially working with Michael Squatritto. From start to finish, Michael made what could have been a stressful process feel smooth and manageable. He was always available by phone, text message, or email, no matter the time, and he was quick to answer every question we had. His communication and responsiveness were exceptional. Before finding Leeward Point Mortgage, we worked with Navy Federal, but the process was much slower and we didn't feel like we were making progress. After switching to Leeward Point, the difference was immediate. Michael kept everything moving, stayed on top of every detail, and helped us close on our home in less than a month. We always felt informed, supported, and confident that we were in good hands. If you're looking for a mortgage lender who is knowledgeable, responsive, and truly cares about getting you to the closing table, I highly recommend Leeward Point Mortgage and Michael Squatritto. We couldn't be happier with our experience!
Libba Holland
June 1, 2026
Leeward Point's lenders are great to work with - very communicative and make the process easy to understand!
Bailey Roos
June 1, 2026
This was my first Time buying a house and Michael and Leeward Point made the experience incredibly seamless. They provided great education and fast responses. Really appreciate their help!
Alexis
May 30, 2026
We are so grateful to have found Mike and the Leeward Mortgage team. During our home purchase, we threw some major hurdles Mike's way, and he navigated every one of them seamlessly. I honestly don't think we could have found a better rate elsewhere either, and that's because he's just super skilled at what he does. Mike took the time to walk us through every detail and never made us feel like a burden, despite our zillion questions. He made what could have been a stressful and rough process feel easy. We highly recommend them to friends and family and will absolutely use Leeward Mortgage again in the future. Thanks, Mike!
Bill Brower
April 4, 2026
I worked with Michael Squatrito on my home loan and it was a fantastic experience. He explained the underwriting process in a super understandable way, helped me compare loan options, figure out how much house I could comfortably afford, and went through the final docs with me the night before closing. I'll work with him again next time I'm in the market and I highly recommend him.
Ready to Take the Next Step?
Let's build a mortgage strategy that fits your goals.