Welcome to Day 2 Day Living – Transitional Housing You Can Count On

“Whether you need a bed space or a private home, we have you covered.”

At Day 2 Day Living, we understand that the path to stability begins with safe, structured housing. Based in Orange County, Florida, our mission is to provide a supportive, respectful, and secure transitional living environment for probationers, parolees, and individuals re-entering society. We’re not just offering a place to stay — we’re offering a foundation for a better life.

Your Next Chapter Starts Here

Whether you’re looking for shared accommodations or the privacy of your own space, Day 2 Day Living offers flexible and affordable housing options tailored to meet your needs. Our goal is to make the transition from incarceration or legal supervision back into society as smooth and successful as possible.

With our experienced staff, structured living environment, and community-based support, we create an atmosphere where residents feel valued, respected, and empowered to take control of their lives — day by day.

Who We Serve

At Day 2 Day Living, we specialize in housing for individuals on probation or parole who need a clean, stable place to live as they fulfill their legal obligations and rebuild their lives. We work closely with:

  • Probationers seeking a structured and compliant housing solution
  • Parolees in need of transitional housing during reentry
  • Community supervision programs
  • Case managers, reentry coordinators, and probation officers looking for reliable housing solutions for their clients

If you or someone you know is leaving incarceration, navigating legal supervision, or simply needs a fresh start in a safe environment, Day 2 Day Living is here to help.

Why Choose Day 2 Day Living?

  • Safe & Secure Housing: All of our homes are located in well-maintained neighborhoods throughout Orange County, equipped with the necessary safety features and fully compliant with local regulations.
  • Flexible Options: Choose from bed spaces in shared living arrangements or private home settings to suit your personal comfort and budget.
  • Structured Environment: We provide a routine and structure that helps residents stay on track while offering the independence they need to grow.
  • Supportive Staff: Our team is trained to assist with basic life skills, employment referrals, transportation access, and helping residents meet probation or parole requirements.
  • Compliance-Focused: We maintain open lines of communication with local agencies to ensure all residents meet their court-ordered housing conditions.

Our Commitment to Reentry Success

Rebuilding your life doesn’t happen overnight. It happens Day 2 Day. That’s why our name reflects our mission — to walk with you one day at a time as you work toward personal growth, employment, sobriety, or simply a second chance.

Residents at Day 2 Day Living are given the tools and resources they need to succeed in their reintegration journey. From stable housing to ongoing support, we focus on helping every individual find purpose, peace, and progress beyond the justice system.

What You Can Expect

When you choose Day 2 Day Living, you’re choosing a facility that believes in your potential. Here’s what you can expect:

  • Move-in Ready Homes: Clean, furnished homes ready for immediate occupancy
  • Access to Resources: Community connections to job training programs, health services, and transportation options
  • Respectful Environment: No judgment — just support, structure, and encouragement
  • Affordable Rates: Competitive pricing for both short-term and long-term stays
  • 24/7 On-Call Support: We’re always available to ensure residents feel safe and supported

Serving Orange County, Florida

Conveniently located in Orange County, Day 2 Day Living serves residents throughout the Orlando metro area and surrounding communities. We welcome individuals from all walks of life who need transitional housing in Central Florida.

Whether you’re coming from a facility, a treatment center, or a court order, our team is ready to welcome you with dignity, compassion, and structure.

Get Started Today

Looking for a fresh start? Reach out to Day 2 Day Living and take the first step toward stability and success. Whether you need a shared bed space or a private home, we’re here to help you transition confidently into the next chapter of your life.

📍 Located in Orange County, FL
📞 Call Us Today: [407-607-1107]
📧 Email: [email protected]
🌐 [Day2dayliving.org]


Day 2 Day Living – Because Everyone Deserves a Second Chance.

Leaving an indelible mark on the landscape of tomorrow.