Courtesy: DIANA CABALLERO REALTY
787-399-3566
Historic Mansion in the Heart of Old San Juan This unique historic mansion is nestled on a 356 square meter lot in a prime location within Old San Juan, a UNESCO World Heritage Site. Originally constructed in 1840 as the residence of a Spanish officer, this grand “Casona” spans approximately 5,324 square feet (4,130 interior), and currently consists of a two-story colonial structure featuring one main unit, two apartments, and one studio. The property offers flexible use: it can be maintained as four separate residential units or converted into a single-family residence with up to 7 bedrooms and 4 bathrooms, complemented by three open terraces. Enjoy spacious bedrooms, charming interior courtyards, open-air patios, and private rooftop terraces—perfect for morning coffee or unwinding in the afternoon while taking in the picturesque views of the Old City. Additional highlights include: • Oversized windows for abundant natural light and excellent cross-ventilation • Soaring 16–18’ ceilings • Water cistern ("aljibe") • Classic Spanish architectural elements: exposed brick, preserved “ausubo” wood beams, original semicircular “soles truncos,” and intricate ironwork Located just steps from iconic landmarks such as Castillo San Felipe del Morro and Castillo San Cristóbal, and close to art galleries, restaurants, and boutique shops, this home offers the perfect blend of historic charm and urban convenience. Zoned Commercial C-3, offering both residential and commercial potential.
Courtesy: MOLLY BYRNE ASSAD
787-642-3205
Designer’s Residence in Historic Old San Juan – Cond. El Sol Experience the perfect blend of historic charm and modern luxury in this exquisitely designed 2-bedroom, 1-bathroom apartment at Cond. El Sol, nestled in the heart of Old San Juan. Just steps from the city’s beaches, iconic landmarks, and vibrant cultural attractions, this home offers an unparalleled living experience in one of Puerto Rico’s most sought-after neighborhoods. A Custom-Designed Masterpiece Every detail of this residence has been thoughtfully curated to provide both style and functionality: ? State-of-the-art Miele appliances – A chef’s dream kitchen ? Brand-new air conditioning units – Year-round comfort ? Modernized wiring and circuitry – Seamless efficiency ? Windstar home battery system – Reliable energy backup ? Rare natural Italian quartz wall – A striking design statement ? Custom kitchen with high-end finishes – Elegant and practical ? California Closets with a built-in Murphy bed & walk-in closet – Smart storage solutions ? Miele washer & dryer – Convenience at your fingertips Preserving History, Elevating Comfort This home maintains its historic essence while integrating modern updates. Admire the stunning cathedral glass window, traditional tile flooring, and soaring ceilings—all hallmarks of Old San Juan’s rich architectural heritage. Step outside onto the neighborhood’s cobblestone streets, surrounded by colorful colonial facades, Spanish-style courtyards, and breathtaking ocean views. With world-class dining, art galleries, and cultural landmarks just moments away, this is a rare opportunity to own a one-of-a-kind residence in Puerto Rico’s most iconic district. ?? Don’t miss out—schedule your private showing today!
Courtesy: BOURET REAL ESTATE
787-642-9293
A MASTERFULLY DESIGNED PENTHOUSE IN THE HEART OF OLD SAN JUAN. Experience the Historic District of Old San Juan from this impeccably renovated, exquisitely styled penthouse at Reina de Castilla Condominium. This rare single-level residence offers unparalleled views of San Cristobal Fort, San Juan Harbor, and the turquoise waters beyond. Its prime location places you just a short stroll away from gourmet dining, charming boutiques, and the city's vibrant nightlife. Designed with an intentional flow, every room offers seamless access to an east-facing balcony, ensuring both abundant light and a constant connection to the surrounding landscape. The main living and dining area, adorned with upscale furnishings and bespoke artwork, extends to an enclosed balcony with counter-height seating, allowing residents to take in the breathtaking harbor views. The grand primary suite boasts a custom walk-in closet and a spa-like ensuite bathroom with a double vanity, full-sized shower, and a freestanding soaking tub. The designer kitchen is a statement in itself, featuring sleek black granite countertops, NEFF luxury cabinetry, a brand-new Sub-Zero refrigerator, and a ducted downdraft cooktop. An open-concept layout connects the kitchen to an inviting family room, convertible to a third bedroom, where double doors lead to a private terrace. Every inch of this single-level penthouse has been meticulously designed for both elegance and functionality. Expertly laid travertine floors provide a timeless foundation, while custom Poliform furniture ensures smart storage solutions. Thoughtful upgrades include individual mini-split A/C units in the bedrooms and family room, a central A/C system in the main living areas, and double-paned, stormproof windows and doors. Reina de Castilla features a full power backup generator, water reserves, high-speed internet accessibility, and 24-hour security. A rarity in Old San Juan, the residence also includes three deeded, covered parking spaces. Combining the romance of a historic setting with the ease of modern amenities, this penthouse promises a lifestyle defined by beauty, culture, and convenience.
Courtesy: BOURET REAL ESTATE
787-642-9293
SKYLINE CORNER PENTHOUSE WITH EXTRAORDINARY FORTRESS & BAY VIEWS Set high above the timeless streets of Old San Juan, this striking two-level corner penthouse at Reina de Castilla offers an unparalleled vantage point over the city’s historic skyline. From its expansive wraparound terrace, take in breathtaking, front-row views of San Cristobal Fort, the iconic rooftops of the Old City, and the shimmering expanse of San Juan Bay. Designed for those who crave modern elegance in a setting rich with history, this residence delivers a rare fusion of sleek, contemporary design and the romance of Old San Juan’s most privileged location. The first level of this light-filled home is an entertainer’s dream, featuring a spacious living area with floor-to-ceiling glass doors that frame the fortress and bay views like a living canvas. A built-in wet bar invites effortless hospitality, while the open dining area seamlessly flows into a minimalist designer kitchen, where clean lines, high-end appliances, and luminous surroundings set a refined yet inviting tone. A thoughtfully placed guest bathroom and ample storage closets enhance daily functionality. Outside, the wraparound terrace offers the perfect space for morning coffee or sunset gatherings, all set against one of the most dramatic backdrops in the city. Ascending to the second level, three generously sized bedrooms await, each with stunning views and offering ample storage. The owner’s suite features a private balcony, a spacious walk-in closet, and an elegant ensuite bath. A corner bedroom with two Juliet balconies and sweeping views makes for an inspiring home office or guest bedroom, while the third bedroom is ideal for guests or family, featuring large windows that frame San Cristobal Fort. A dedicated laundry area and a second well-appointed bathroom with a spacious shower complete this level. Tucked away from the main avenue, this residence offers a quiet retreat within the vibrant heart of Old San Juan. Reina de Castilla provides 24-hour security, a full-power backup generator, water reserves for the entire building, high-speed internet accessibility, and two deeded, covered parking spaces—ensuring that, while the city’s history surrounds you, contemporary comforts are never compromised.
Courtesy: JEFFRY ALVAREZ
787-632-5946
Welcome to a rare and captivating opportunity to own a historic masterpiece in the heart of Old San Juan, Puerto Rico. This remarkable property spans an impressive 6,854 square feet of interior space, complemented by an additional 3,000 square feet of rooftop, offering an abundance of possibilities for both residential and commercial ventures. Steeped in the rich history of Spanish colonial architecture, this building boasts timeless features such as grand arches, French doors, exposed brick, and intricate wood detailing. The charm of this property is further enhanced by wood-beamed ceilings, elegant balconies, and expansive windows that flood the interior with natural light. For those seeking a luxurious residential retreat, this property offers the potential to transform into an extraordinary private residence. Imagine a spacious layout accommodating multiple bedrooms, opulent living areas, and a state-of-the-art kitchen. The expansive rooftop serves as the perfect canvas for outdoor entertaining, providing panoramic views of Old San Juan’s vibrant streets, historic landmarks, and the azure waters of the Atlantic. The opportunity to customize finishes and designs allows you to craft a home that blends modern luxury with historical elegance. Alternatively, this property presents an exceptional commercial investment opportunity. Its size and layout are ideal for a boutique guesthouse, with the potential for up to 11 guest rooms and a restaurant or café on the ground floor. The location is unparalleled, nestled within the bustling heart of Old San Juan’s historic district, ensuring high visibility and a steady stream of visitors. Whether catering to tourists or locals, this space exudes character and charm, making it the perfect backdrop for unforgettable experiences. The property is in the final stages of construction, and much of the required materials are already on-site, including high-quality bricks, marble tiles, wood flooring, and custom-crafted balcony wood. This advantage not only expedites the completion process but also provides flexibility for personalized finishes. Set against the enchanting backdrop of Old San Juan, with its cobblestone streets, vibrant facades, and iconic landmarks such as El Morro and La Fortaleza, this property is a rare gem that embodies the perfect blend of historical allure and modern potential. Whether you envision it as a grand residence or a thriving commercial venture, this architectural treasure offers limitless possibilities. Don’t miss the chance to own a piece of Puerto Rico’s rich history. Contact us today to schedule a private tour and explore the endless opportunities that await within this extraordinary property.
Courtesy: JEFFRY ALVAREZ
787-632-5946
Impeccably Restored Historic Home with Enormous Rooftop Deck and Two Kitchens! Located on the corner of Sol St and C. de San Justo, this 6BR/2BA residence captures the imagination with whimsical terraces, beautiful window spindles, and a vibrant exterior. Owned in the 1800s by the then-wealthiest sugar baron, José Ramon Fernández, the property has continued to enjoy the presence of Old San Juan’s notable residents, including a former governor (circa 1900s). Thoughtful consideration was made while restoring this historic gem. All of the original bricks were saved, ironwood beams preserved, and frescos given new life. Showing like a dream, the property offers versatility for investors and/or multigenerational households. Boasting two floors, each level may be used independently or as a singular household. This remarkable 8,600 sqft estate offers 5,700 sqft of meticulously designed indoor living space, complemented by 2,900 sqft of outdoor living. Rich with antiquated charm, the interior has gorgeous flooring, arched doorways, wood doors, high ceilings, openly flowing layout, and updated wiring/plumbing (2000). Each level impresses further with a spacious living room, dining room, and a gourmet kitchen featuring stainless-steel appliances, gas ranges, breakfast bars, and a custom made tile backsplash. Fortunately, one tile was perfectly preserved in the kitchen wall, which made possible successful reproductions. Delft of Holland, the world’s leading experts in Spanish Colonial tile, was commissioned to reproduce the tiles for a truly authentic aesthetic. Every bedroom is generously sized with lovely views from the elegant windows. Marvelous for elevated self-care experiences, each full bathroom captures the ideal combination of sophistication and tranquility. Discover bliss with custom tilework and an oversized jetted tub/shower. Finally, bask in the entertainment possibilities of the massive rooftop deck. Sit beneath the string party lights, and relax with views of the cityscape. Alternatively, the open courtyard affords a serene space for conversation or leisurely morning espresso.
Courtesy: LUXURY COLLECTION REAL ESTATE
787-420-6303
Nestled on Calle Sol 254, one of Old San Juan’s most sought-after streets, this 4th-floor sub-penthouse boasting 2,450 sq. ft. of living space offers a rare opportunity to own a piece of history in this iconic neighborhood. The home features 2 spacious bedrooms (convertible to 3), 2 bathrooms, and an expansive open layout with high ceilings and colonial-style checkerboard floors, exuding timeless elegance. The master suite includes a private balcony, while the second bedroom is enhanced by historic stained-glass windows—a nod to Old San Juan’s rich architectural heritage. One of the rare advantages of this property is the dedicated covered parking space and elevator access, providing unmatched convenience in this historic area. Short-term rentals are allowed, making this an attractive investment opportunity. Water is included in the maintenance fee. Prime Location Old San Juan is a living museum with over 500 years of history. Explore narrow cobblestone streets and discover famous landmarks such as the San Felipe del Morro Fort, the Cuartel de Ballajá, and the Cathedral of San Juan, the first cathedral in the Western Hemisphere. Also nearby are the El Convento Hotel, originally a convent dating back to 1651, and the recently restored San José, one of the oldest Gothic-influenced buildings in the Americas. With its proximity to fine dining, boutiques, and cultural sites, this apartment offers the best of both historic charm and modern convenience—making it not only a beautiful home but also an exceptional investment. Seize the opportunity to own a piece of Puerto Rico heritage in the heart of Old San Juan!
Old San Juan is located in Puerto Rico.
