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Full-service property management and advisory firm

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Invest. Add Value. Profit

Upside Realty, LLC - Luxury Real Estate in San Juan, Puerto Rico

Upside Realty, LLC is a full-service real estate management and advisory firm located in San Juan, Puerto Rico. The firm specializes in purchasing, selling, and investment strategies for luxury real estate assets in San Juan.

We are committed to developing complete turnaround strategies for clients interested in navigating San Juan's market for luxury properties. We work with each of our clients to account for all possible risks and contingencies related to their real estate objectives by following a rigorous due diligence process.

At Upside Realty, we understand all aspects of commercial and residential real estate as well as the legal aspects of the real estate industry in Puerto Rico. Get started on your real estate journey with a team of reliable, reputable professionals.
Invest. Add Value. Profit.

We Have The Service You Need

Relocation Advisory

A successful relocation is more than just finding a home.  It entails an in-depth knowledge of the local market, transaction experience, and holistic residency advisory.  As attorneys and real estate professionals, we know the rules, and we share our knowledge with our clients to ensure their smooth landing in Puerto Rico.  Our team of professionals […]

Turnaround and Workout Strategies

Upside Realty’s affiliate Upside Management was founded in the midst of the deepest economic recession in Puerto Rico in half a century. Our first project was a completely vacant three story building in risk of foreclosure, which under our management and supervision became the headquarters for the first co-working space in San Juan, Piloto 151 (and the […]

Investment and Partner Opportunities

Upside Realty can source, syndicate, and manage real estate in conjunction with Upside Management.  We only do this when we can add value, maximize the use of the project and achieve tenant and neighborhood cohesion.  If you are interested in exploring a joint venture, we can discuss and assess.  Contact us here

Leasing & Marketing

Property Management Services

Featured Properties

509 Tintillo Hills Estates
$12,500,000
  • 8 Bedrooms
  • 11 Bathrooms
  • 20,397 Sq Ft
  • 1 Acres

509 Tintillo Hills Estates Guaynabo, Puerto Rico

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549 Tintillo Hills Estates
$3,450,000
  • 4 Bedrooms
  • 4 Bathrooms
  • 4,160 Sq Ft
  • 0.410 Acres

549 Tintillo Hills Estates Guaynabo, Puerto Rico

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15 Sun Valley Corner
$3,400,000
  • 5 Bedrooms
  • 7 Bathrooms
  • 5,379 Sq Ft
  • 0.310 Acres

15 Sun Valley Corner Guaynabo, Puerto Rico

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105 Ortegon Avenue PH1
$2,950,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 4,149 Sq Ft
  • 0 Acres

105 Ortegon Avenue PH1 Guaynabo, Puerto Rico

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C53 Calle 3
$2,800,000
  • 5 Bedrooms
  • 6 Bathrooms
  • 9,034 Sq Ft
  • 0.850 Acres

C53 Calle 3 Guaynabo, Puerto Rico

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MA1 Ramirez De Arellano
$2,750,000
  • 9 Bedrooms
  • 9 Bathrooms
  • 6,943 Sq Ft
  • 0.250 Acres

MA1 Ramirez De Arellano Guaynabo, Puerto Rico

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$2,000,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 4,878 Sq Ft
  • 0.140 Acres

Guaynabo, Puerto Rico

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46 Calle Tortugo
$1,990,000
  • 5 Bedrooms
  • 4 Bathrooms
  • 4,736 Sq Ft
  • 1.200 Acres

46 Calle Tortugo Guaynabo, Puerto Rico

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3 U Gardenhills Sur Green Hill
$1,975,000
  • 5 Bedrooms
  • 6 Bathrooms
  • 3,455 Sq Ft
  • 0.200 Acres

3 U Gardenhills Sur Green Hill Guaynabo, Puerto Rico

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Garden Hills Sur Paseo Del Parque GA 21
$1,775,000
  • 4 Bedrooms
  • 5 Bathrooms
  • 1,095 Sq Ft
  • 0.270 Acres

Garden Hills Sur Paseo Del Parque GA 21 Guaynabo, Puerto Rico

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145 Bel Air
$1,545,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 3,854 Sq Ft
  • 0.300 Acres

145 Bel Air Guaynabo, Puerto Rico

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77 Almendro
$1,400,000
  • 4 Bedrooms
  • 5 Bathrooms
  • 5,000 Sq Ft
  • 0.150 Acres

77 Almendro Guaynabo, Puerto Rico

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128 Bizmarquia
$1,395,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 4,300 Sq Ft
  • 0.130 Acres

128 Bizmarquia Guaynabo, Puerto Rico

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1723 Calle Alhambra
$1,395,000
  • 3 Bedrooms
  • 4 Bathrooms
  • 2,900 Sq Ft
  • 0 Acres

1723 Calle Alhambra Guaynabo, Puerto Rico

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115 Azulejo Monteazul
$1,350,000
  • 4 Bedrooms
  • 4 Bathrooms
  • 3,500 Sq Ft
  • 0.190 Acres

115 Azulejo Monteazul Guaynabo, Puerto Rico

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Meet the Team

The founding partners at Upside Realty, LLC are real estate attorneys and demonstrated entrepreneurs with a deep respect for their clients' long-term objectives and budget considerations. The Upside Realty team is led by corporate and transactional attorney MR. Juan Carlos Stolberg, who has represented clients working in a variety of fields, including real estate developers, fund advisers, tech startup founders, beverage distributors, restaurant owners, and more. Since 2003, Mr. Stolberg has been a Director at the Stolberg Group, a commercial and residential real estate holding company based in Old San Juan, Puerto Rico, responsible for overseeing and managing over 25 units in the old city alone.


Juan Carlos Stolberg


Sashira Cortés


Giancarlo Gonzalez

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151 San Francisco St. Suite 201
San Juan, Puerto Rico 00901
(787) 725-3191

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