Forward-Thinking Development, Rooted in Integrity
At Blesso Properties, we believe real estate is an opportunity to create places that improve lives. We lead with a vision of development that’s creative, community-minded, and future-focused.
Our Mission
To create financially successful, design-forward developments that deliver lasting social and environmental value.
We pursue each project with imagination, integrity, and a commitment to excellence. Our work balances profitability with purpose — from urban revitalization to regenerative communities.
“Our core focus is to de-commodify real estate by creating thoughtfully designed, creatively developed spaces that foster community and support the well-being of both people and the planet.”
— Matthew Blesso, Founder and CEO
Our Approach
We uncover hidden potential by combining creativity with financial rigor. Every project begins with deep research and ends with results that enrich lives — through design, sustainability, and respect for context.
Approach Highlights:
Rooted in local culture and history
Designed for people, nature, and longevity
Balanced: aesthetic, functional, and profitable
What We Stand For
Sustainability
We prioritize environmentally responsible practices throughout the lifecycle of every project, from design to construction and operation.
Community
Our developments are designed to enhance the wellbeing resident, neighborhood we work in, encouraging connection and improving the built environment.
Excellence in Design
We collaborate with top architects and designers to ensure each project reflects the highest standards of creativity and functionality.
Our Legacy
Over the past 28 years, our portfolio has expanded from small residential projects in New York City to large-scale developments across the globe, including hospitality ventures in Panama and our groundbreaking residential community, Shift Esperanza, in Costa Rica.
Blesso Properties has earned numerous awards for design excellence, sustainability, and hospitality, with our projects featured in leading publications and recognized by industry leaders.
Our Team
Our Real Estate Development Professionals
We maintain a high level of staff relative to our number of investments, allowing us to focus on delivering the highest quality design and construction.
Matthew Blesso
FOUNDER & CEO
Matthew Blesso is a visionary entrepreneur and real estate developer renowned for his innovative approach to creating transformative projects that deliver both exceptional financial returns and meaningful social impact.
Raymond Brealey
Development Director
With over 23 years of experience and 150+ projects totaling $600 million, Raymond is a seasoned expert in civil engineering, project management, and real estate development across Costa Rica and Texas.
Lorenzo Robles
group director panama
A native of Venezuela, Lorenzo has worked for a number of well-respected hotel chains internationally, including Embassy Suites, Holiday Inn, Melia Hotels and Intercontinental Hotels. He has led the Panama group since 2011.
Our Partners
An international architectural innovation firm based in New York City. Their work addresses today’s biggest challenges through future-forward thinking, while working on neighborhoods, buildings, and installations – mapping opportunities, establishing forward-looking typologies, and designing unforgettable buildings.
HWKN collaborated on the masterplan for the Shift Esperanza project, and designed two homes and the amenity hub.
A nonprofit art, architecture, and urban design research group. They endeavor to combat the extinction of all planetary species through pioneering design acts. In addition, their projects aim to illuminate the environmental possibilities of habitats, cities, and landscapes across the globe.
Terreform ONE supported the project by helping select sustainable materials for home builds and designing the first community art installation.
Porvenir Design facilitates a design process that balances the opportunities and constraints of the site with your needs and goals. They explore the conditions of the landscape and seek to understand its context to the larger region, in order to realize the full potential of your project and the surrounding community.
Porvenir Design led the design of the permaculture farm at Shift Esperanza, known as Finca La Esperanza, located in Nosara, Costa Rica.