Old San Juan Homes for Sale in San Juan - 13 homes

Remarks: Unique Opportunity on 201 Tetuan Street, Old San Juan! Located directly across from the iconic Banco Popular and just steps from the vibrant Old San Juan waterfront, this impressive property, spanning 32,900 sqft over 8 floors, offers endless possibilities. Currently, 26 apartments are being built for sale, along with 2 commercial spaces. Featuring an elevator that connects all levels and ocean views, this historic building, once the headquarters of Chase Manhattan Bank, is ideal for conversion into condominiums, a boutique hotel, or a mixed-use development. In one of the most sought-after areas in the Caribbean, surrounded by cobblestone streets, recreational plazas, and Caribbean fusion restaurants, this is the perfect opportunity to invest in the heart of Old San Juan. Don’t miss out on this property, rich in history and full of potential!

Listing is courtesy of: IBROKERS LISTINGS, LLC (786-304-2979)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: Unique Opportunity in Old San Juan! Prime commercial and residential space is available at 209 Calle San Francisco, Old San Juan, one of Puerto Rico’s most iconic and tourist-friendly locations. This 2,500 SqFt property features five apartments, one retail space, and eight bathrooms, offering an exceptional opportunity to start or expand your business in a high-traffic area rich in history, culture, and commerce. Don’t miss the chance to grow your business and enjoy residential space in one of the most sought-after addresses on the island! Immediate availability. Contact us today for more details!

Listing is courtesy of: IBROKERS LISTINGS, LLC (786-304-2979)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: Live an enchanting lifestyle highlighted by the captivating allure of the Old City within this two-level residence. Located on the second floor of the building with entry via stairwell, Apt. 4 in 203 Fortaleza St. showcases a unique open layout and two charming patios with lovely assorted greenery. Two bedrooms, two bathrooms and one powder room are harmoniously featured within the approx. 1,353 Sq. Ft. interior footprint, as well as a dedicated laundry space. The home's U-shaped kitchen affords a modern design, seamlessly connecting to the living area and dining room. The primary suite is sizable and includes accommodating closet space. Tasteful exposed wood-beam ceilings enhance and brighten the home’s second floor. Old San Juan is the epicenter of Puerto Rican culture and is dotted with several UNESCO World Heritage Sites. It serves as one of the leading tourist destinations in the Caribbean and its celebrated buildings are renowned for their elegance and historic significance. The area is known for its numerous dining, shopping and nightlife options. Minutes away from Condado Beach and the Miramar Arts District. Stroll along the cobblestone streets and experience the mesmerizing vibrancy of what we call El Viejo San Juan.

Listing is courtesy of: PUERTO RICO SOTHEBY'S INTL. REALTY (787-523-6500)

Listing Agent: Monica Alvarez (787-523-6500)

Remarks: Welcome to 254-256 Calle San Francisco. The Old San Juan offers you this spacious 2-bedroom, 2-bathroom apartment with 1, 200 sqft of beautifully furnished living space. Featuring a modern, fully-equipped kitchen perfect for culinary enthusiasts, this home combines comfort and style in one of Puerto Rico's most desirable neighborhoods. Enjoy living just steps away from the vibrant culture, history, and breathtaking views that make Old San Juan unique. Don't miss the opportunity to own a piece of Puerto Rico paradise!

Listing is courtesy of: LIBE REAL ESTATE (786-321-0364)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: Discover the perfect blend of modern living and historic charm with this stunning 2-bedroom, 2-bathroom apartment at 254-256 Calle San Francisco. Offering 1,189 sqft of thoughtfully designed space, this fully furnished home features an open-concept living area and a spacious kitchen, as well as breathtaking views of the vibrant streets of Old San Juan. This apartment is in an unbeatable location, steps away from cultural landmarks, dining, and entertainment. Experience the best of the Puerto Rico lifestyle today!

Listing is courtesy of: LIBE REAL ESTATE (786-321-0364)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: Located at 254-256 Calle San Francisco, this beautifully furnished 2-bedroom, 2-bathroom and a beautiful balcony. This apartment offers 986 sqft of spacious living in one of the most iconic neighborhoods of Puerto Rico. Ideal for a couple or small family, the property combines comfort, style, and a prime location. Enjoy vibrant city life with historic charm, steps from cafes, restaurants, and stunning views of the San Juan Bay. Experience the unique culture of Old San Juan, while having a peaceful retreat in your modern home. Don’t miss out on the opportunity to own a piece of paradise!

Listing is courtesy of: LIBE REAL ESTATE (786-321-0364)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: This fully-furnished 2-bedroom, 2-bathroom apartment offers 983 sqft of spacious living. Located at 254-256 Calle San Francisco, enjoy stunning views of the picturesque streets of Old San Juan from your private balcony. Ideal for a couple or small family, this home combines modern comfort with a prime location in one of Puerto Rico’s most iconic neighborhoods. Step outside and immerse yourself in the vibrant culture, historic landmarks, and breathtaking scenery that make Old San Juan unique. Don’t miss out on this perfect opportunity to live where history meets luxury!

Listing is courtesy of: LIBE REAL ESTATE (786-321-0364)

Listing Agent: Ricardo Torres Gonzalez (786-321-0364)

Remarks: Under contract-accepting backup offers. Historic elegance meets contemporary design at this distinctive fourth-floor penthouse on San Justo Street, in the heart of Old San Juan. Dating to the late 19th century, the building exemplifies Spanish Colonial construction paired with a Neoclassical facade, characteristic of the final decades of Spanish rule in Puerto Rico. Ornamental yet refined, the powder blue facade features tall, arched openings and crisp white molding with gold accents throughout. Fluted pilasters and intricate wrought-iron balconies introduce texture, while cascading greenery and flowering plants lend organic warmth and quiet romance to the structure. Inside the residence, midcentury furnishings, sleek lighting and colonial-style architecture create a harmonious fusion of character and sophistication. Marble floors, exposed beams, and brick accents are highlighted by oversized stormproof windows that bathe this 905 square foot home in abundant natural light. The serene primary suite features an ensuite bathroom with windows that open to the sky. A second bedroom functions as a guest room or office, while a full guest bathroom is conveniently located just off the living area. An open concept living and dining area leads to an airy kitchen, complete with a brand-new Kitchen Aid refrigerator and dishwasher, ample counter space and plenty of storage. Beyond the kitchen, double doors lead to three distinct terraces, each of which have been meticulously renovated. Ideal for intimate gatherings, the first terrace is located just off the kitchen and feels like a natural extension of the home. Offering 628 square feet of outdoor space, the first level terrace is surrounded by built-in planters, overflowing with greenery, and features a dry bar, a storage closet and minimalist, integrated seating. Cozy up with your morning coffee or have guests over for a bottle of wine, all just steps from the main residence. A staircase leads to the second terrace, which provides 854 square feet of open space and views of Old San Juan in every direction. Designed for hosting larger gatherings, this expansive rooftop terrace has modern finishes, built-in countertops and a fully equipped barbecue area. An additional terrace, currently configured as a sundeck, is perched just a few steps above the main terrace. Crowned with two lounge chairs, this is the perfect spot for sunbathing, stargazing, or taking in the 360-degree views. From sunrise over the Capitol to sunset across the iconic Old San Juan rooftops, this terrace delivers some of the city’s most cinematic panoramas. State-of-the-art technology enhances the living experience at this residence, which includes fiber optic internet, remote A/C controls, smart TVs, surround sound systems and digital code locks for added security and ease. Short-term rentals are permitted, and the residence benefits from a Historic Property Certificate granting tax exemptions on property taxes and income taxes from rental revenue. This penthouse offers a rare alchemy of old-world charm, modern sensibility, and unmatched indoor-outdoor living on one of the most enchanting streets in the historic quarter.

Listing is courtesy of: BOURET REAL ESTATE (787-642-9293)

Listing Agent: Nicole Vidal Bouret (787-475-1835)

Remarks: One or more photo(s) has been virtually staged. Perfectly positioned within two of Old San Juan's most iconic streets, this historic jewel with approx. 6,042 total Sq. Ft. presents a rare and versatile investment opportunity. The multi-level property is uniquely designed with dual-street access and joint interior courtyard, offering a grand private home on 418 Norzagaray St. and income-generating potential on 419 Sol St. 418 Norzagaray's expansive six-bedroom, four-bathroom floor plan is accented by highly coveted features within OSJ, such as a one-car garage and a rooftop terrace overlooking the ocean. 419 Sol is divided into six independent apartments, each with its own dedicated kitchen and appliances. Two of the units feature a two-bed, one-bath layout with mezzanines and four of the units feature a one-bed, one-bath layout. Old San Juan is the epicenter of Puerto Rican culture and is dotted with several UNESCO World Heritage Sites. It serves as one of the leading tourist destinations in the Caribbean and its celebrated buildings are renowned for their elegance and historic significance. The area is known for its numerous dining, shopping and nightlife options. Minutes away from Condado Beach and the Miramar Arts District. Stroll along the cobblestone streets and experience the mesmerizing vibrancy of what we call El Viejo San Juan. Photos 3, 4, 5 and 9 are virtually staged and do not reflect the current state of the property. Photos 6 and 7 are virtually staged with a conceptual kitchen remodel and do not reflect the current state of the property.

Listing is courtesy of: PUERTO RICO SOTHEBY'S INT. REALTY (787-523-6500)

Listing Agent: Monica Alvarez (787-523-6500)

Remarks: Experience a unique commercial opportunity in the heart of Old San Juan with the former Old Harbor Brewery space, a striking two-level property offering approximately 10,975 SF of versatile interiors. The ground floor spans 6,720 SF and features an open layout with two full bar areas, a spacious kitchen, and soaring 18-foot double-height ceilings that make a dramatic first impression. Upstairs, the 4,255 SF mezzanine level overlooks the main floor, making it ideal for events, dining, or lounge areas, and includes private office spaces in the rear. With its iconic location, historic charm, and flexible layout, this property is perfectly suited for a brewery, restaurant, event venue, or creative commercial concept. Situated on the bustling corner of Recinto Sur and Tizol Street, this location offers exceptional visibility and steady pedestrian traffic. Just moments away from the cruise ship port, it captures the attention of thousands of tourists entering Old San Juan daily, making it a high-impact spot for any customer-facing business. Additionally, it’s only one block away from three major public parking garages such as Dona Fela, Paseo Portuario and La Puntilla, providing convenience for both locals and visitors alike. This is a prime location for a dynamic commercial venture in one of the most visited and beloved areas of Puerto Rico.

Listing is courtesy of: PUERTO RICO SOTHEBY'S INTL. REALTY (787-523-6500)

Listing Agent: Paula Lapciuc (305-989-0748)

Remarks: Experience the Old San Juan lifestyle. This spacious and cool residence is located in one of the most quiet but central streets of the old town center. It has 2 bedrooms, 2.5 bathrooms, a space for a family room or office, kitchen with quartz countertops, dining room, living/family room, interior terrace with a mini pool and a spiral staircase that leads to a large rooftop with views of the San Juan Bay. Sold with or without furniture. One parking space at Cochera Parking Garage included.

Listing is courtesy of: ALBERTO HERNANDEZ REAL ESTATE (787-728-6124)

Listing Agent: Alberto Hernandez Pujol (787-728-6124)

Remarks: Located on the historic financial district of Old San Juan, 205 Calle Tetuan represents a rare and highly compelling investment opportunity in one of Puerto Rico’s most supply-constrained markets. This 8-unit multi-family property is comprised of two 2-bedroom units, four 1-bedroom units, and two studio apartments, offering a versatile unit mix ideally suited for short-term rentals, long-term leasing, or a hybrid strategy. The property enjoys charming city views throughout, with notable views of the San Juan Bay, particularly from the top floors and rooftop. A key highlight of this offering is its value-add and customization potential. The property can be finished and designed to a buyer’s specific vision, making it especially attractive for investors seeking to elevate the asset into a boutique short-term rental concept. The rooftop level offers additional upside, with the potential to be reimagined as a lounge or entertainment terrace and the possibility of creating additional units, subject to permits, maximizing both views and revenue potential. Surrounded by Old San Juan’s iconic architecture, waterfront promenades, dining, galleries, and cultural landmarks, 205 Calle Tetuan stands at the intersection of history, lifestyle, and income potential, an exceptional opportunity to create a high-performing asset in one of the Caribbean’s most enduring destinations.

Listing is courtesy of: PUERTO RICO SOTHEBY'S INT. REALTY (787-523-6500)

Listing Agent: Paula Lapciuc (305-989-0748)

Remarks: Colonial Property for Sale - San Sebastián Street, Old San Juan Unique opportunity to own an authentic colonial residence located on one of the most iconic streets in Old San Juan. This single-story home with a balcony, a rare and highly desirable feature for this type of property, preserves the charm and character of Puerto Rico's historic architecture. The property features one bedroom, one bathroom, a living area, an interior courtyard, traditional Spanish tile floors, and high ceilings. Its layout offers an excellent potential for a thoughtful restoration. Located in a non-flood zone, the property sits on a lot of 86 square meters 925.70 square feet with a Gross Living Area (GLA) of 734 square feet, making it an excellent investment opportunity for restoration and preservation. The property requires repairs and/or restoration, to be completed in accordance with the regulations of the Puerto Rico Institute of Culture, ensuring the preservation of its historical and architectural integrity. Ideal for those who appreciate Old San Juan's history, culture, and the unique opportunity to restore a truly special heritage property. $435K (appraised value) or better offer.

Listing is courtesy of: MAYRA RODRIGUEZ (310-745-2680)

Listing Agent: Mayra Rodriguez (310-745-2680)