The median home value in Old San Juan, PR is $1,830,000.
The national median home value is $219,700.
The average price of homes sold in Old San Juan, PR is $1,830,000.
Old San Juan real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Old San Juan real estate agent to arrange a tour today!
Courtesy: LUXURY COLLECTION REAL ESTATE
787-420-6303
Spacious Sub-PH Apartment with Elevator and Parking Space For Sale in Old San Juan, Puerto Rico Located on the Calle Sol, one of Old San Juan’s most desirable residential areas, this 4th-floor sub-PH apartment in the historic Sol building offers 2,450 sq.ft. of refined living space. Featuring 2 bedrooms (convertible to 3), 2 bathrooms, an open layout, high ceilings, and colonial-style checker floors, this apartment blends classic charm with modern convenience. The master bedroom includes a private balcony, while the primary bedroom showcases historic stained-glass windows. A rare find in Old San Juan, the property also includes a dedicated covered parking space and elevator access—offering convenience seldom found in the area. Short-term rentals are allowed, and water is included in the maintenance fee. Old San Juan is a living museum, with over 500 years of history. Stroll through the narrow, blue cobblestone streets to explore landmarks such as the 16th-century San Felipe del Morro Fort, the Cuartel de Ballajá, and the Cathedral of San Juan, the first cathedral in the Western Hemisphere. You’ll also find El Convento Hotel, originally a convent in 1651, and the recently restored San José, one of the oldest Gothic-influenced religious structures in the Americas, dating back to 1532. This home is walking distance of fine dining, boutiques, and cultural sites that rival those of any European old city, making it not only a historic gem but also an excellent investment opportunity. Don’t miss your chance to own a piece of Puerto Rico heritage in the heart of Old San Juan!
Courtesy: BOURET REAL ESTATE
787-642-9293
Set within the historic heart of Old San Juan, this exquisite penthouse apartment offers a living experience steeped in old-world charm, with breathtaking views that defy description. Situated on the exclusive Caleta de las Monjas, a street lined with century-old blue cobblestones... the most romantic and emblematic stretch in the entire historic quarter. The exceptional vistas from this penthouse are beyond compare. From this lofty perch, the sapphire blues of the bay and the endless ocean stretch out before you, while picturesque scenes of Old San Juan unfold like a living postcard. Outdoor spaces are the soul of this penthouse, where the boundary between interior and exterior living gracefully blurs. A spacious private terrace seamlessly extends from the living area, offering an intimate setting for relaxation. Ascend to the expansive rooftop terrace, complete with a wet bar, independent guest quarters, and even an outdoor shower. Inside, the apartment exudes a sense of quiet luxury, understated yet unmistakable to those with discerning taste. Dark marble floors, meticulously maintained woodwork, cedar-lined closets, and elegant gray marble baths. The first level features a spacious bedroom with an ensuite bath, along with a fully equipped kitchen, and living and dining areas that open to a wide terrace. Additionally, there is a separate guesthouse on the second level, complete with its own full bathroom, closet and kitchenette, providing privacy and comfort for your guests. With its intricate façade of ‘oeil-de-boeufs’ and multiple, sweeping arches found within, this apartment stands as a testament to Spanish Colonial architecture. Maximizing comfort, the building is equipped with a modern elevator, ensuring easy access to your home. Every detail evokes a feeling of historic charm, inviting you to revel in the rich tapestry of Old San Juan living. Owning a unit like this is more than an investment; it’s a rare opportunity to hold a piece of history, a fragment of a bygone era suspended in one of the world's most enchanting cities.
Courtesy: EDDIE NIEVES SANTIAGO
787-307-6673
This charming apartment for sale is located in the historic Condominio Parque de Las Palomas, in the heart of Old San Juan, Puerto Rico, at 252 Calle Del Santo Cristo. Nestled within a historic zone, this property offers a unique opportunity to own a piece of Puerto Rico's rich heritage. The unit spans 1,327 square feet and features two spacious bedrooms and two bathrooms. With its historic charm, the apartment boasts colonial architecture, high ceilings, and traditional touches that echo the vibrant history of the area. Although the apartment does not come with a parking space, several private parking areas are available nearby, making it convenient for residents. The location is ideal for those who enjoy the walkable lifestyle of Old San Juan. You’ll be just steps away from local groceries, supermarkets, stores, and pharmacies. The neighborhood also offers a wide variety of restaurants and cafés, perfect for experiencing authentic local cuisine. Living in this area means being immersed in the rich cultural and historical fabric of San Juan, with cobblestone streets, colorful buildings, and nearby landmarks like the San Felipe del Morro Fortress and the San Juan Cathedral. The apartment is filled with natural light, making it a bright and inviting space for comfortable living. With no short-term rentals allowed, this property ensures a peaceful, community-oriented environment, ideal for those seeking a tranquil urban setting. The lack of short-term rental traffic makes the building quieter, fostering a more stable and neighborly atmosphere. Whether you’re looking to live in a piece of history or seeking a long-term investment, this apartment offers a unique blend of modern comforts and Old San Juan charm. The unit features a functional layout with ample living space, and both bathrooms are fully equipped with modern amenities. The building itself is well-maintained and reflects the architectural heritage of the area. Close to some of the island’s best historical sites, parks, and scenic views, this apartment is perfect for history buffs and nature lovers alike. The nearby parks and public spaces provide excellent opportunities for outdoor activities and relaxation. With everything you need at walking distance, this apartment offers a convenient and vibrant lifestyle in one of Puerto Rico’s most iconic neighborhoods.
Courtesy: BOURET REAL ESTATE
787-642-9293
ULTRA MODERN CORNER PENTHOUSE WITH CASTLE & BAY VIEWS. Contemplate Old San Juan's historic skyline from this modern, two-level Penthouse at Reina de Castilla Condominium. Surrounded by extraordinary front-row views of San Cristobal Fort, San Juan Harbor and the turquoise waters beyond, this condominium is strategically located in the Historic District within walking distance of gourmet restaurants, charming boutiques and vibrant nightlife. Upon entering this ultra-modern unit, you are greeted by a spacious living area complete with a built-in wet bar -ideal for entertaining- floor-to-ceiling glass doors, and front-and-center views of San Cristobal Fort. A dedicated dining area sits between the living room and the luminous kitchen area, which features a clean, minimalist design, modern appliances and incredible views. A thoughtfully-designed guest bathroom and several storage closets provide functionality and ease for every day life. To top it all off, the first floor of this seventh-floor Penthouse features a wrap-around terrace - the perfect spot for sipping your morning coffee or entertaining guests in the evening. The spacious second floor has three full bedrooms, each featuring ample light and dedicated closet space. A private balcony, comfortable walk-in closet and ensuite bath set apart the owner's suite. The corner bedroom has large, glass windows and double doors that open up to a balcony, providing an inspiring location for a home office. The remaining bedroom is ideal for children, featuring ample storage and large windows with incredible views of San Cristobal Fort. This level also features a dedicated laundry area and another bathroom, complete with storage space and a large shower. Set back off the main avenue, this unit provides a quiet retreat from the hustle and bustle of the harbor while still being in the midst of all the action. This 2,568 square foot turn-key residence is ready to welcome its new owners. The building offers 24-hour security, a full-power backup generator and water reserve for the entire building, high-speed internet accessibility and two deeded, covered parking spaces.
Courtesy: HECTOR K. RODRIGUEZ
787-404-1521
Historic Gem in the Heart of Old San Juan - Lucrative Investment Opportunity! Welcome to the epitome of luxury living in Old San Juan! This meticulously maintained historic home, with a rich cultural heritage, is now available for sale. Boasting an impressive 4000 sqft of interior space, complemented by 2000 sqft of enchanting outdoor areas, this property is a haven for both residents and visitors alike. Key Features: Revenue Generation: A proven track record with a staggering $350,000 annual income from short-term rentals. Size & Layout: Sprawling across 7 bedrooms and 4.5 baths, this 4000 sqft home offers spacious and versatile living spaces, ideal for hosting guests or accommodating a large family. Outdoor Oasis: Enjoy the enchanting outdoor spaces, including a delightful patio and a panoramic roof deck, perfect for soaking in the charm of Old San Juan. Relaxation Retreat: Unwind in style with a private pool and a heated grotto jacuzzi in the basement, providing a luxurious escape right at home. Modern Amenities: No expense spared with luxury finishes and fully equipped interiors. The property has been thoughtfully remodeled to blend historic charm with contemporary comfort. Climate Control: Stay comfortable year-round with split AC units in every interior room and space, ensuring a cool and inviting atmosphere. . Private residence: You can also make this your own private residence if you wish. Many of the bedrooms and can be ocmbined to create more living space like adding a gym and/or office. Discover the allure of Old San Juan in the lap of luxury - seize this opportunity to make this historic home yours today!
Courtesy: JEFFRY ALVAREZ
787-632-5946
Exceptionally Charming and Fully-Furnished Home with Ocean Views! Majestically located for easy access in-and-out of Old San Juan, this 3BR/2.5BA residence captivates with stunning Spanish architecture, an open layout, soaring 13’7” ceilings (main-level), durable tile flooring, painted wood beam ceilings, welcoming dining room, exposed brick accent walls, and a sizeable living room. Comfortable and stylish furnishings offer universal appeal, while the soft natural light fills the interior with seemingly endless luminosity. Emanating a modern vibe, the brandnew gourmet kitchen features stainless-steel appliances, quartz countertops, sleek custom cabinetry, farmhouse sink, contemporary tile backsplash, open shelving, dishwasher, built-in microwave, electric stove, refrigerator, and a chic waterfall peninsula with a breakfast bar. Explore further to find an enclosed courtyard for alfresco dining or peaceful morning coffee. Each bedroom is wonderfully sized with cozy furnishings, while the primary bedroom also has an attached en suite. Enjoy the unsurpassed beauty of Puerto Rico from the rooftop with picturesque views of the dazzling ocean. Entertain on the rooftop with post-dinner drinks, or bask in the lovely private terrace. For those who value convenience, the home is close to amazing attractions, such as the fortress of Castillo San Cristobal (120-m), highly-rated restaurants (87+m), excellent schools (57+m), and terrific shopping (170+m). Call now for your private showing!
Courtesy: DIANA CABALLERO REALTY
787-399-3566
This unique Historic Mansion sits in a 356 sm lot in a privileged location within Old San Juan, a UNESCO World Heritage Site. Constructed in 1840 as the home of a Spanish officer, this “Casona” of approx. 4,600 sf. currently consists of one main unit, 2 apartments and 1 studio. Boasts ample bedrooms, charming interior courtyards, open patios, and private rooftop terraces, the ideal place for savoring your morning coffee or for relaxing in the afternoon enjoying the picturesque views of the Old City. Additional features include oversized windows that allow plenty of natural light and provide excellent cross ventilation, 16-18’ ceilings, large water cistern "aljibe", classic Spanish architectural design with exposed bricks, preserved “ausubo” wood beams, and original semicircular “soles truncos”, and ironwork. Enjoy living in this splendid colonial residence surrounded by historical sites such as Castillo San Felipe del Morro and Castillo San Cristobal, art galleries, restaurants and local shopping. Property enjoys Commercial C-3 zoning and government tax incentives and qualifies for Opportunity Zone benefits.
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