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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.

Featured Properties

URB. LA LOMITA Calle Vista Linda
$12,500,000
  • 5 Bedrooms
  • 7 Bathrooms
  • 7,306 Sq Ft
  • 1.22 Acres

URB. LA LOMITA Calle Vista Linda Guaynabo, Puerto Rico

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9 Castana Street
$10,000,000
  • 7 Bedrooms
  • 10 Bathrooms
  • 10,000 Sq Ft
  • 1.2 Acres

9 Castana Street Guaynabo, Puerto Rico

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5 Calle Cerezo
$5,500,000
  • 7 Bedrooms
  • 12 Bathrooms
  • 16,000 Sq Ft
  • 0 Acres

5 Calle Cerezo Guaynabo, Puerto Rico

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#21 Manuel Rivera Ferrer St.
$5,000,000
  • 6 Bedrooms
  • 7 Bathrooms
  • 9,310 Sq Ft
  • 1.3 Acres

#21 Manuel Rivera Ferrer St. Guaynabo, Puerto Rico

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13 Pedrosa St. Garden Hills
$4,800,000
  • 4 Bedrooms
  • 5 Bathrooms
  • 3,520 Sq Ft
  • 0.46 Acres

13 Pedrosa St. Garden Hills Guaynabo, Puerto Rico

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16 Jardin Street
$4,750,000
  • 3 Bedrooms
  • 5 Bathrooms
  • 4,000 Sq Ft
  • 0.34 Acres

16 Jardin Street Guaynabo, Puerto Rico

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14 The Meadows Estates
$4,390,100
  • 6 Bedrooms
  • 8 Bathrooms
  • 7,274 Sq Ft
  • 0.31 Acres

14 The Meadows Estates Guaynabo, Puerto Rico

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5 Rivera Ferrer, San Patricio
$3,975,000
  • 3 Bedrooms
  • 3 Bathrooms
  • 3,000 Sq Ft
  • 1.36 Acres

5 Rivera Ferrer, San Patricio Guaynabo, Puerto Rico

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10 M Rivera Ferrer
$3,975,000
  • 5 Bedrooms
  • 10 Bathrooms
  • 7,816 Sq Ft
  • 1 Acres

10 M Rivera Ferrer Guaynabo, Puerto Rico

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#15 Calle Vanda, Bo Los Frailes
$3,875,000
  • 7 Bedrooms
  • 6 Bathrooms
  • 7,200 Sq Ft
  • 0 Acres

#15 Calle Vanda, Bo Los Frailes Guaynabo, Puerto Rico

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$3,785,000
  • 4 Bedrooms
  • 5 Bathrooms
  • 4,424 Sq Ft
  • 0 Acres

Guaynabo, Puerto Rico

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Urb. San Patricio Rivera Ferrer St. 30
$3,750,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 8,040 Sq Ft
  • 1.38 Acres

Urb. San Patricio Rivera Ferrer St. 30 Guaynabo, Puerto Rico

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Garden Hills H-10 Green Hill St.
$3,745,000
  • 4 Bedrooms
  • 6 Bathrooms
  • 4,489 Sq Ft
  • 0.25 Acres

Garden Hills H-10 Green Hill St. Guaynabo, Puerto Rico

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La Villa de Torrimar Reina Victoria
$3,490,000
  • 5 Bedrooms
  • 7 Bathrooms
  • 6,000 Sq Ft
  • 14,100 Acres

La Villa de Torrimar Reina Victoria Guaynabo, Puerto Rico

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18 The Meadows Estates
$3,425,000
  • 5 Bedrooms
  • 7 Bathrooms
  • 5,846 Sq Ft
  • 0.36 Acres

18 The Meadows Estates Guaynabo, Puerto Rico

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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
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


Lcda. María Cristina Falcón

4-White (1)

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

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