Old San Juan Condos for Sale by Neighborhood

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  • 101 SOL ST #2B, OLD SAN JUAN, FL - MLS# PR9120863

    OLD SAN JUAN - PR9120863 - 101 SOL ST #2B, OLD SAN JUAN, FL 00901
    3 Days on yellowkey

    $575,000 | Condo | 1 beds | 1.0 baths

    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.

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    Listing is courtesy of: LIBE REAL ESTATE

  • 364 CALLE SOL #2B, OLD SAN JUAN, FL - MLS# PR9120208

    OLD SAN JUAN - PR9120208 - 364 CALLE SOL #2B, OLD SAN JUAN, FL 00901
    33 Days on yellowkey

    $490,000 | Condo | 1 beds | 1.0 baths

    *** 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.

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    Listing is courtesy of: JORGE J ORTIZ LONGO REAL ESTATE

  • 17 CALETA DE LAS MONJAS #1B, OLD SAN JUAN, FL - MLS# PR9118776

    OLD SAN JUAN - PR9118776 - 17 CALETA DE LAS MONJAS #1B, OLD SAN JUAN, FL 00901
    93 Days on yellowkey

    $865,000 | Condo | 2 beds | 2.0 baths

    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.

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    Listing is courtesy of: BOURET REAL ESTATE

  • 200 SOL ST. #PH-D1, OLD SAN JUAN, FL - MLS# PR9116317

    200 CALLE SOL - PR9116317 - 200 SOL ST. #PH-D1, OLD SAN JUAN, FL 00901
    213 Days on yellowkey

    $595,000 | Condo | 3 beds | 1.0 baths

    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.

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    Listing is courtesy of: PUERTO RICO REAL ESTATE

  • 315 LUNA N #2-B, OLD SAN JUAN, FL - MLS# PR9114922

    CASA RAFAEL CORDERO - PR9114922 - 315 LUNA N #2-B, OLD SAN JUAN, FL 00901
    266 Days on yellowkey

    $410,000 Reduced | Condo | 1 beds | 1.0 baths

    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.

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    Listing is courtesy of: RE/MAX-ZONE: ZONA METRO & ISLA REALTY

  • 100 CALLE DEL MUELLE #21007, OLD SAN JUAN, FL - MLS# PR9119418

    CAPITOLIO PLAZA - PR9119418 - 100 CALLE DEL MUELLE #21007, OLD SAN JUAN, FL 00901

    $1,495,000 | Condo | 3 beds | 2.5 baths

    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.

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    Listing is courtesy of: LUXURY COLLECTION REAL ESTATE





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