Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
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Ex.Miami OR Coral Springs OR Boca Raton 33319 OR 33321 OR 33467
OLD SAN JUAN HISTORIC ZONE - PR9120880 - 206 LUNA, OLD SAN JUAN, FL 00901 1 Day on yellowkey
$499,000 | Single Family Home 3 bedrooms, 3.0 bathroom
Set along a quiet stretch of Luna Street in Old San Juan, just a block and a half from Plaza de Armas and immediately adjacent to La Cochera, this beautifully preserved historic ruin offers something increasingly rare: authenticity, history, and presence. Originally built as a three-story townhouse, the structure reveals itself in layers: aged masonry, rhythm of arches, and a depth that unfolds gradually from the street, drawing you inward. Inside, the atmosphere is unexpectedly still, almost reverent. Sunlight filters through the open volume where floors and roof once stood, illuminating textures shaped by time. Trailing vines, weathered plaster, exposed beams. The original courtyard opens dramatically upward, revealing the full height of the structure, while remnants of the staircase and upper levels remain visible, offering a striking sense of verticality and proportion. A space that holds memory, where architecture and nature have quietly intertwined. For those who understand it, the opportunity is clear. The current owner has commissioned architectural plans for a three-story residence, designed in keeping with the property’s proportions and townhouse scale. Set within one of the most desirable and walkable pockets of Old San Juan, this is a project defined not by what is missing, but by what can be brought back, with intention, with respect, and with vision.
This listing is courtesy of: BOURET REAL ESTATE
OLD SAN JUAN - PR9120863 - 101 SOL ST #2B, OLD SAN JUAN, FL 00901 3 Days on yellowkey
$575,000 | Condo 1 bedrooms, 1.0 bathroom
This charming 1-bedroom, 1-bathroom apartment in Old San Juan, PR, boasts 823 square feet of living space, blending historic charm with modern convenience. With two lovely balconies and proximity to vibrant restaurants, bars, and tourist attractions, it’s perfect for experiencing the local culture. Whether you're searching for a permanent residence, a vacation home, or a lucrative rental investment, this property offers unparalleled charm and convenience in one of Puerto Rico's most beloved neighborhoods. Don't miss your chance to own a piece of paradise in Old San Juan! Features Fully Furnished: Move right in with all furniture included, offering both style and comfort. Prime Location: Experience the best of Old San Juan with everything you need. Seller Financing Available: Flexible purchasing options make this gem more accessible than ever.
This listing is courtesy of: LIBE REAL ESTATE
OLD SAN JUAN - PR9120208 - 364 CALLE SOL #2B, OLD SAN JUAN, FL 00901 33 Days on yellowkey
$490,000 | Condo 1 bedrooms, 1.0 bathroom
*** Tax Free Historical Property *** Located in the oldest city in the United States, Old San Juan, this well-appointed apartment at 364 Calle Sol offers an exceptional opportunity to live within the cobblestone charm of a 500 year old city. Spanning 736 sqft of thoughtfully configured living space, the residence is presented in great condition, offering a move-in-ready experience. The generous living room serves as the undisputed centerpiece of the home — an open, airy space bathed in soft, consistent lighting throughout the day thanks to its coveted north-facing orientation. A large private balcony extends directly from the living area, providing excellent cross ventilation throughout the whole apartment. Whether enjoyed as a morning retreat with coffee or an evening perch overlooking the city, this balcony adds a desired dimension of natural light that few Old San Juan apartments can provide.
This listing is courtesy of: JORGE J ORTIZ LONGO REAL ESTATE
OLD SAN JUAN - PR9118776 - 17 CALETA DE LAS MONJAS #1B, OLD SAN JUAN, FL 00901 93 Days on yellowkey
$865,000 | Condo 2 bedrooms, 2.0 bathroom
One or more photo(s) has been virtually staged. Set along Caleta de las Monjas—known to locals simply as La Caleta—this residence is anchored in one of Old San Juan’s most enchanting enclaves, where the city’s romance feels almost cinematic. The street is a narrow ribbon of smooth blue cobblestone, framed by beautifully painted Spanish Colonial façades and classic balconies that instantly evoke the sensation of stepping into a centuries-old coastal town. Just steps away, Plazuela de la Rogativa—widely considered the most breathtaking viewpoint in Old San Juan—unfolds above the bay with its canopy of trees, the historic city walls below, and the shimmering water beyond, in a scene so extraordinary it’s often chosen as a wedding setting. With only a limited number of residences along this exclusive stretch, opportunities here are exceptionally rare—making this not only a home, but a true Old San Juan acquisition. Set quietly in the interior of the building, the home enjoys a sense of privacy and calm—an unexpected retreat from the vibrant energy of the streets just beyond. At its center, a charming open-air courtyard brings natural sunlight into both levels, with the residence thoughtfully arranged around three sides of this private interior oasis. The result is bright, inviting, and refreshingly serene, with an effortless “townhouse” feel from the moment you arrive. Inside, the space has been tastefully updated with modern flooring, a sleek open kitchen that flows into the dining area, and two contemporary bathrooms featuring clean, polished finishes. Fully air-conditioned throughout, the home is elevated by curated lighting and an eclectic, worldly design aesthetic—layered, colorful, and sophisticated, offering a welcome alternative to the predictable all-white minimalism seen everywhere today. The open-air courtyard is a charming centerpiece—an intimate pocket of sky and light that invites effortless personalization, whether through curated greenery, a subtle water element, or ambient evening lighting. Ideal as a primary residence, a refined pied-à-terre, or an exceptional income-producing property, this home delivers what few Old San Juan addresses can: privacy, character, and the rare privilege of living just steps from the city’s most iconic and breathtaking setting—La Caleta and the unforgettable Plazuela de la Rogativa. NOTE: Interior courtyard photograph has been virtually staged.
OLD SAN JUAN - PR9118739 - 205 LUNA, OLD SAN JUAN, FL 00901 95 Days on yellowkey
$6,500,000 | Apartment
In the heart of Old San Juan, where centuries of architecture frame the city’s most storied streets, 205 Luna rises as one of the district’s most remarkable commercial offerings: a fully restored, 21,899-square-foot historic building anchored by a 1913 theater. Originally home to Cine Luna—one of Puerto Rico’s earliest movie houses—the property has lived many lives, and today stands renewed after an extensive restoration by Universidad Carlos Albizu. This rare, mid-scale structure blends institutional quality with architectural heritage, offering a flexible canvas for cultural, educational, corporate, and creative uses. The building’s centerpiece is its meticulously rebuilt theater: an intimate performance and screening hall ideal for lectures, premieres, conferences, and private events. A gracious reception foyer and large interior patio establish an elegant arrival sequence suitable for gatherings, exhibitions, and hospitality activations. Through a central stair and elevator, the second and third floors reveal expansive office suites, private offices, conference rooms, and large open work areas—easily adaptable for a single anchor tenant, a hybrid innovation hub, or a multi-tenant professional environment. With its restored façade, modern infrastructure, and elevator access, 205 Luna offers the scale, history, and architectural presence rarely found in Old San Juan. Its zoning and configuration support an extraordinary range of possibilities: a cultural and innovation campus, creative industry headquarters, satellite university center, boutique event venue, or corporate flagship with a public-facing theater. Offered at $6,500,000, this is a singular opportunity to steward a revitalized landmark and define its next chapter in one of the Caribbean’s most iconic urban settings. EXECUTIVE SUMMARY: A Historic Theater and 21,899 SF Commercial Building Positioned for Institutional, Cultural, and Creative Re-Use. 205 Luna Street is a 21,899 SF, three-level historic building in Old San Juan featuring a fully restored 1913 theater at its core. After decades of disrepair, the property underwent a comprehensive rehabilitation completed in 2018 by Universidad Carlos Albizu, transforming it into a modern institutional-grade facility while preserving its architectural character. Today, the building offers exceptional flexibility for cultural, educational, office, and creative uses.
OLD SAN JUAN - PR9116790 - 354 FORTALEZA, OLD SAN JUAN, FL 00901 191 Days on yellowkey
$2,495,000 | Apartment
HERITAGE COMMERCIAL PROPERTY ON FORTALEZA STREET. Just steps from Plaza Colón, at the gateway to Old San Juan, this heritage commercial property embodies the city’s historic pulse and cultural vitality. Positioned on the Eastern end of the iconic Fortaleza Street, one of the city’s most bustling thoroughfares, this historic mixed-use building is surrounded by eateries, boutiques and specialty shops, with the city’s main parking garages less than a block away. This stretch of Fortaleza runs adjacent to Plaza Colón, which remains one of San Juan’s most emblematic squares. Historic landmarks like Teatro Tapia and the Antiguo Casino Español form the plaza’s perimeter, while a marble statue of Christopher Columbus rises at its center. This storied setting situates the property within the cultural and civic heart of the old city, where heritage and daily life converge. Floor-to-ceiling glass windows decorate the building’s façade and reveal over 3,000 square feet of open-plan space. Currently curated as an art gallery, the first level of the building features soaring beamed ceilings, modern lighting, and central air conditioning. Sweeping arches lead to a dramatic interior patio and a central atrium that extends vertically through the height of the building. Enclosed in glass, this imposing architectural feature bathes every floor with natural light, while shielding the interiors from direct exposure to the elements. The main stairwell runs parallel to the central atrium, while a secondary stairwell provides direct access to the second and third levels from the street. A contemporary office space awaits on the second level with five main offices and a generous reception area, as well as a spacious executive suite that doubles as a conference room and opens to an enchanting balcony with views of Fortaleza Street. The third level, which has been brought to shell condition, is a blank canvas awaiting transformation into a private residence, creative studio or additional commercial space. Natural light pours in from the central atrium, while a generous terrace provides additional outdoor space. Above it all, a sweeping rooftop crowns the property, offering privileged city views and the opportunity to develop additional space for entertaining guests or hosting private events. Offering a rare combination of historic character and functional design, this building stands out as one of Old San Juan’s most versatile mixed-use properties and provides a singular opportunity for investors, entrepreneurs, and visionaries, to steward one of Fortaleza’s defining addresses into its next era.
200 CALLE SOL - PR9116317 - 200 SOL ST. #PH-D1, OLD SAN JUAN, FL 00901 213 Days on yellowkey
$595,000 | Condo 3 bedrooms, 1.0 bathroom
Old San Juan Real Estate for Sale – Furnished 3BR Apartment with Bay View in Historic District Don’t miss this rare investment opportunity in the heart of Old San Juan real estate. Located at 200 Sol Street, Apt D1, Old San Juan, Puerto Rico 00901, this beautifully renovated and completely furnished Old San Juan apartment for sale offers stunning views of the iconic San Juan Bay. This spacious 1,016 sq. ft. unit features 3 bedrooms and 1 bathroom, filled with natural light and the refreshing Caribbean breeze. The apartment has been fully renovated and comes completely furnished, ready for immediate move-in or rental. Enjoy the perfect mix of comfort and historic charm in one of the most desirable areas in the Caribbean. Steps away from famous landmarks like El Morro Fort, top art museums, galleries, restaurants, nightlife, shops, and the cruise port, this Old San Juan real estate listing is all about location and lifestyle. With a low $60/month HOA and no elevator, it offers low-maintenance ownership in a high-demand market. The property is Airbnb-approved, under appraisal, tax-exempt, and primed for short-term rental income or a second home getaway. This is one of the best values in Old San Juan real estate for sale today. Whether you're looking to invest or relocate, this is a smart, turnkey opportunity in a magical historic setting.
This listing is courtesy of: PUERTO RICO REAL ESTATE
CASA RAFAEL CORDERO - PR9114922 - 315 LUNA N #2-B, OLD SAN JUAN, FL 00901 266 Days on yellowkey
$410,000 Reduced | Condo 1 bedrooms, 1.0 bathroom
One or more photo(s) has been virtually staged. Old San Juan, Historic Zone. Preserved Colonial Architecture Historical Building Casa del Maestro Rafael Cordero, in the heart of the vibrant Old City! Location is everything, invest now! Just steps from iconic landmarks like: Albizu University, Plaza La Barrandilla, San Sebastián St, El Morro, Plaza de Armas, Alejandro Tapia y Rivera Theater, museum's and more tourist sites. You'll be surrounded by hottest spots in the day and nightlife. Immediate to stores, supermarket, pharmacies, post office and banks. The condominium has a small common interior courtyard, laundry room, and mailboxes. Rating: C-3 (central commercial), FEMA Zone: X (minimal or moderate flood area). HOA: $504.00 (annual). Insurance: $823.17 (annual). CRIM: $382.21 (no exemption). Preferential rental income tax rate of 4 (valid until January 2029). Rental Potential: Perfect for short-term rentals (Airbnb). Rental income tax: Preferential tax rate on net rental income (valid until January 2029, next renewal). Convenient Amenities: Common small Interior Patio, Laundry Room and Mailboxes inside the Condo. A valuable tax exemption due to the building's historical preservation.
This listing is courtesy of: RE/MAX-ZONE: ZONA METRO & ISLA REALTY
OLD SAN JUAN - PR9110120 - 251 & 301 RECINTO SUR & SAN JUSTO, OLD SAN JUAN, FL 00901 525 Days on yellowkey
$6,800,000 | Multi-Family 5+
This offering features two historic mixed-use buildings in the heart of Old San Juan, Puerto Rico. With a combined area of approximately 29,753square feet and passenger elevator in each property. These properties are located at the intersection of 251 Recinto Sur Street and 301 San Justo Street, a prime spot in one of the Caribbean's most vibrant districts. 251 Recinto Sur Street comprises 12,769 square feet over four floors plus a cellar. The ground floor is leased on a month-to-month basis to a restaurant, creating a lively dining space. The upper floors include professional of spaces, and the top floor features a luxury apartment with stunning views of San Juan Bay. The rooftop provides an additional outdoor space with panoramic city and ocean views expanding the possibilities for redevelopment with unique amenities. 301 San Justo Street offers approximately16,984 square feet across four floors. The ground floor is currently occupied by a pizza restaurant on a month-to-month basis. The upper floors are shell condition, ready for redevelopment into boutique hotel rooms, upscale apartments, or other commercial uses. Both buildings are located in ahigh-traffic area, making them attractive for businesses and residents alike. This is a rare opportunity to own a piece of history in Old San Juan, combining cultural significance with redevelopment commercial potential.
This listing is courtesy of: DIEGO SAMPSON
CAPITOLIO PLAZA - PR9119418 - 100 CALLE DEL MUELLE #21007, OLD SAN JUAN, FL 00901
$1,495,000 | Condo 3 bedrooms, 2.5 bathroom
Enjoy elevated coastal living in this spacious two-level penthouse in Old San Juan offering 2,589 SqFt of total area, including 1,799 SqFt of interior space and a 790 SqFt private rooftop terrace ideal for entertaining. The residence features three bedrooms — highlighted by a primary suite with walk-in closet and en-suite bath — and comes fully furnished with a kitchen nook, powder room, and laundry room. Panoramic views overlook the Atlantic Ocean and the historic Castillo San Cristóbal. Residents enjoy resort-style amenities including pools, fitness center, jogging trail, tennis and basketball courts, playground, event room, 24/7 security, full backup generator, water cistern, visitor parking, two covered parking spaces, and two storage units. Ideally located near dining, culture, the Port of San Juan, this move-in-ready penthouse blends historic charm with modern convenience.
This listing is courtesy of: LUXURY COLLECTION REAL ESTATE