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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

575 Tintillo Road
$14,000,000
  • 10 Bedrooms
  • 9 Bathrooms
  • 10,000 Sq Ft
  • 1.230 Acres

575 Tintillo Road Guaynabo, Puerto Rico

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509 Tintillo Hills Estates
$10,500,000
  • 8 Bedrooms
  • 11 Bathrooms
  • 20,397 Sq Ft
  • 1 Acres

509 Tintillo Hills Estates Guaynabo, Puerto Rico

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27 Manuel Rivera Ferrer
$7,500,000
  • 6 Bedrooms
  • 8 Bathrooms
  • 9,054 Sq Ft
  • 1.570 Acres

27 Manuel Rivera Ferrer Guaynabo, Puerto Rico

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A13 Calle A
$4,750,000
  • 4 Bedrooms
  • 6 Bathrooms
  • 5,020 Sq Ft
  • 0 Acres

A13 Calle A Guaynabo, Puerto Rico

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A-9 Calle A
$4,500,000
  • 4 Bedrooms
  • 6 Bathrooms
  • 5,470 Sq Ft
  • 0.730 Acres

A-9 Calle A Guaynabo, Puerto Rico

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16 Calle J Villa Caparra
$3,300,000
  • 5 Bedrooms
  • 8 Bathrooms
  • 6,000 Sq Ft
  • 0.290 Acres

16 Calle J Villa Caparra Guaynabo, Puerto Rico

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Villas Reales Via Versalles
$3,125,000
  • 7 Bedrooms
  • 7 Bathrooms
  • 7,920 Sq Ft
  • 0.540 Acres

Villas Reales Via Versalles Guaynabo, Puerto Rico

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Palma Real Estates Palma Real Estates
$2,800,000
  • 5 Bedrooms
  • 4 Bathrooms
  • 4,100 Sq Ft
  • 0.260 Acres

Palma Real Estates Palma Real Estates Guaynabo, Puerto Rico

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MA1 Ramirez De Arellano
$2,750,000
  • 9 Bedrooms
  • 9 Bathrooms
  • 7,751 Sq Ft
  • 0.250 Acres

MA1 Ramirez De Arellano Guaynabo, Puerto Rico

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11 Principal Street 11
$2,200,000
  • 3 Bedrooms
  • 3 Bathrooms
  • 2,854 Sq Ft
  • 0.480 Acres

11 Principal Street 11 Guaynabo, Puerto Rico

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J Street 38
$1,950,000
  • 3 Bedrooms
  • 4 Bathrooms
  • 0 Sq Ft
  • 0.310 Acres

J Street 38 Guaynabo, Puerto Rico

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14 Carr 833 1701-1702
$1,890,000
  • 4 Bedrooms
  • 7 Bathrooms
  • 5,351 Sq Ft
  • 0.120 Acres

14 Carr 833 1701-1702 Guaynabo, Puerto Rico

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L-10 Calle Union
$1,865,000
  • 4 Bedrooms
  • 4 Bathrooms
  • 5,443 Sq Ft
  • 0.280 Acres

L-10 Calle Union Guaynabo, Puerto Rico

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$1,800,000
  • 5 Bedrooms
  • 5 Bathrooms
  • 4,878 Sq Ft
  • 0.140 Acres

Guaynabo, Puerto Rico

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Calle J Villa Caparra 35
$1,800,000
  • 6 Bedrooms
  • 6 Bathrooms
  • 5,300 Sq Ft
  • 0.480 Acres

Calle J Villa Caparra 35 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

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4-White (1)

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

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