San Juan Homes with Two Story Style

San Juan Homes with Two Story Style

Welcome to the vibrant city of San Juan, located in the heart of Puerto Rico! Known for its rich history, stunning beaches, and lively culture, San Juan is a place where old-world charm meets modern amenities.

In San Juan, you'll find a variety of homes with the classic two-story style that exudes elegance and sophistication. These homes offer spacious living areas, allowing for comfortable and versatile living spaces for you and your family. Whether you're looking for a cozy bungalow or a grand estate, San Juan has the perfect two-story home to suit your needs.

Living in a two-story home in San Juan provides you with the opportunity to enjoy beautiful views of the cityscape or the ocean, depending on your location. Imagine waking up to the warm sunshine streaming through your windows and enjoying a cup of coffee on your balcony as you take in the sights and sounds of this bustling city.

With its vibrant atmosphere, rich culture, and beautiful homes, San Juan is the perfect place to call home. Whether you're looking to settle down or invest in real estate, San Juan offers a unique blend of history and modernity that is sure to captivate you. Come and discover the charm of San Juan and find your dream two-story home in this enchanting city.

Newest San Juan Homes with Two Story Style

$3,999,000
7 Beds 7 Baths PR9123028 MLS
Welcome to Villa Blanca, an exceptional private residence just three blocks from Ocean Park Beach — one of San Juan’s most iconic and coveted stretches of coastline. This distinctive estate blends Spanish architectural character with contemporary design, creating a sophisticated expression of modern Caribbean living. Reimagined in 2021 by renowned architect Carlos Salazar, Villa Blanca preserves the warmth of its Spanish-influenced architecture while introducing soaring ceilings, abundant natural light, expansive glass openings, refined finishes, and a seamless connection between indoor and outdoor spaces. The residence offers seven bedrooms and six-and-a-half bathrooms, including five en-suite, a bedroom with access to a full bathroom, plus a private office — with the flexibility to convert the sixth bedroom into an additional en-suite and the current office into a bedroom if desired. The primary suite is a private retreat in its own right, featuring a spa-inspired bath, a spacious walk-in closet, and a private balcony with partial beach and ocean views — an idyllic spot to just relax under the Caribbean Sun. Open-concept living and dining areas flow naturally toward the terraces and pool. Warm wood tones, custom wall treatments, and thoughtfully chosen finishes bring texture throughout. At the heart of the home, the gourmet kitchen features an oversized waterfall island, contrasting cabinetry, brass accents, a farmhouse-style sink, woven pendant lighting, and a professional-grade ILVE range with double ovens — fully open to the principal social spaces. Villa Blanca opens to a private tropical retreat centered around a resort-style pool, complemented by covered terraces, multiple lounge and dining areas, lush landscaping, and a dedicated outdoor kitchen and BBQ area — an exceptional setting for entertaining and everyday living alike. The residence is equally impressive behind the scenes: an attached garage with electric door provides secure, convenient parking, a fully owned 28-panel solar system (20 kWh battery storage), a solar water heater, a propane backup generator, a water cistern, and a filtration system provide meaningful energy and water resilience. Currently operated as a luxury short-term rental, Villa Blanca offers compelling flexibility — as a primary residence, private Caribbean retreat, second home, or a turnkey continuation of its established vacation rental income. Ideally positioned within walking distance of the beach, with effortless access to nearby tennis, pickleball, athletic fields and outdoor recreation. Also conveniently near to the vibrant Calle Loíza, celebrated for its acclaimed restaurants and cafés, renowned private schools, premier shopping, hospitals, and San Juan International Airport. Villa Blanca is a rare convergence of architecture, lifestyle, and resilience — a sophisticated private residence in the heart of San Juan. Private showings by appointment.

60 Soldado Serrano, San Juan

$985,000
3 Beds 2 Baths PR9123282 MLS Las Marias Ocean View BLDG.
OCEANFRONT OPPORTUNITY IN PUNTA LAS MARÍAS Looking for a property that gives you an amazing ocean view AND the opportunity to generate income? This is it! This beautiful oceanfront condo is located in the highly desirable area of Punta Las Marías, inside a private residential complex with only 4 apartments. It’s a very private and peaceful setting, while still being close to everything you need. The property features 3 bedrooms and 2 bathrooms, making it perfect as a primary residence, vacation home, or investment property. The ocean views are truly spectacular, and you get to enjoy the Caribbean breeze and that relaxed beach lifestyle every day. ???? The property has been successfully generating strong income as an Airbnb, making this a great opportunity for an investor looking for a property with existing rental potential. There is controlled security access into Punta Las Marías as well as into the private condominium, adding an extra level of privacy and peace of mind. And the best part — the property is being sold fully furnished and equipped! You can move in, enjoy it yourself, or continue renting it without having to start from scratch. Oceanfront location, beautiful views, privacy, 3 bedrooms, 2 bathrooms, Airbnb income potential, and a fully equipped property — all in one. This is one of those properties that can work as a home, a vacation getaway, or a money-making investment. Come see it for yourself! ????

27 CALLE FORTE ST Se Punta Las Marias Unit 4, San Juan

$3,950,000
3 Beds 3 Baths PR9123274 MLS Mirador De Condado BLDG.
Perched atop Mirador del Condado, where Ashford Avenue meets the open Atlantic, West Penthouse B commands sweeping views of the ocean, Condado Lagoon, and city skyline a residence where every space frames a view. The penthouse offers 3,720 square feet of interior living space with three bedrooms, two full and one half bathrooms, and a dedicated steam room, complemented by an extraordinary 3,870 square foot exclusive use rooftop terrace. The main level unfolds as one continuous, open social space, enclosed by walls of floor to ceiling glass and finished with polished terrazzo floors that extend throughout the living areas. At its center, a sculptural spiral staircase, custom designed and built by Boston Design Group, rises through the living area to the rooftop terrace. Together, the interior and exclusive rooftop terrace offer exceptional space for entertaining and everyday living. The L shaped kitchen with peninsula features quartz countertops, Bosch cooking appliances, a Frigidaire Professional refrigerator, built in wine storage, and a breakfast nook overlooking the Atlantic. The bedroom wing offers privacy and flexibility. The primary suite, created by combining two of the residence’s original bedrooms, includes a sitting and media lounge, lagoon views, and a connecting private office. A second bedroom overlooks the lagoon and skyline, while the third is privately positioned away from the primary wing, with ocean views and flexibility as a guest room or study. Above it all, the exclusive use rooftop terrace offers multiple areas for lounging and entertaining, an outdoor kitchen and bar, and panoramic views across the Atlantic, Condado Lagoon, and city skyline. One level below, a wraparound balcony offers another perspective over the water and skyline. Smart home features include Alexa compatible lighting and Somfy motorized shades throughout, along with hurricane shutters and a whole house water filtration system. Mirador del Condado is a 13 story oceanfront condominium directly on Ashford Avenue, offering 24 hour security and a swimming pool. Condado’s leading hotels, restaurants, and nightlife are within walking distance, with Old San Juan just minutes away. Offered fully furnished and turnkey, Penthouse B includes two enclosed garage parking spaces plus one assigned open parking space. A singular oceanfront residence offering exceptional scale, privacy, and one of Condado’s most compelling vantage points.

1035 Ashford Avenue Unit WEST PH-B, San Juan

$2,695,000
4 Beds 4 Baths PR9123266 MLS
An authentic colonial jewel at Callejón del Hospital, Old San Juan, PR. Positioned within one of the most historically significant settings, this light-filled two-story residence belongs to a very limited collection of private homes surrounding Casa Blanca, placing its future owner within an environment where history is not recreated, but preserved & lived every day. Offering approximately 3,000 sf of thoughtfully restored living space, this remarkable home embodies the perfect balance between authentic colonial character, comfort, & modern systems. It is a residence where original architectural elements, peaceful surroundings, & modern functionality coexist. The home welcomes you through a gracious foyer into inviting interiors designed for intimate living. The first level features a formal living room, a family room, a versatile flex room, and a charming interior patio that introduces natural light and a sense of serenity throughout the residence. The north wall of this private interior patio is formed by a portion of the historic walls of Casa Blanca, creating an architectural connection to the origins of San Juan itself. This first level also offers two bedrooms with two full bathrooms, along with a private guest bedroom featuring its own en-suite bathroom, providing flexibility for family living, visiting guests, or multigenerational living. The entire second floor is dedicated to the private owner's retreat, creating a secluded sanctuary within this historic residence. This level features a spacious primary bedroom with ample closet space, a generous spa-inspired bathroom complete with both an antique soaking tub and a separate shower, a dedicated office area, and an adjoining flex room ideally suited as a private lounge, library, creative studio, or wellness space. The primary suite is further enhanced by direct access to a classic colonial balcony overlooking the lush gardens of Casa Blanca. Framed by centuries-old greenery, both the bedroom and bathroom enjoy tranquil views of this landmark, creating an atmosphere of serenity and offering a level of peace rarely found in the center of a historic city. Crowning this property, the rooftop terrace reveals one of the residence's most captivating treasures: sweeping views of San Juan Bay and the enchanting gardens of Casa Blanca. Beyond its architectural and historical significance, the residence offers modern infrastructure that further distinguishes it from virtually every other historic home. Among its most highly valued features is its original restored underground Spanish colonial cistern, with a capacity of approximately 5,000 gallons. Designed centuries ago, as an ingenious rainwater harvesting system, the home's original stone channels continue to capture and naturally direct rainwater into the underground cistern, where it is collected, filtered, and stored, preserving an extraordinary example of colonial engineering that remains functional today. Complementing this piece of history is a full power generator connected directly to the city's natural gas system, eliminating the need for fuel refills and providing comfort and peace of mind during power interruptions. Buying this residence is not simply acquiring real estate. It is becoming the steward of a meaningful piece of Old San Juan's heritage. A place to live fully, gather with loved ones, create memories, and preserve its story for generations to come. A colonial treasure. A rare setting. A legacy to inherit.

52 Callejon Del Hospital, San Juan

$1,250,000
5 Beds 5 Baths PR9122980 MLS
Experience the perfect blend of lifestyle and investment in the heart of Santurce. Just steps from the vibrant dining, art, and nightlife of Calle Loíza and a short walk to Ocean Park Beach and José C. Barbosa park, this recently renovated boutique multifamily property offers exceptional versatility and income potential. Currently configured as four beautifully remodeled residences, comprising one spacious two-bedroom, two-bath residence featuring dual en-suite bedrooms, along with three well appointed one-bedroom, one-bath residences; the property features contemporary finishes, soaring ceilings, abundant natural light, and an expansive rooftop terrace with panoramic city views. A full-building generator and water cistern provide added comfort and reliability. Designed for today's flexible investor, the property is ideal for short-term or long-term rentals, executive housing, or owner-occupancy with income-producing units. A dedicated hospitality operations room with laundry facilities and secure owner storage also offers the opportunity to create a fifth apartment (subject to permits and approvals), adding even greater value to the property. Conveniently located just minutes from Condado, Old San Juan, Distrito T-Mobile, La Placita de Santurce, Hato Rey's business district, renowned schools and universities, and Luis Muñoz Marín International Airport, this boutique hospitality and multifamily investment is a rare turnkey opportunity in one of San Juan's most sought-after neighborhoods. Potential Puerto Rico tax incentives may apply for qualified buyers. Please call for a private appointment.

107 Loiza, San Juan

$895,000
3 Beds 3 Baths PR9122836 MLS
Elegant French/Mediterranean Neo-Classic Villa in Sagrado Corazon Historic District. If you want a trophy-house the Santurce Arts District designed for entertaining - you have to see this villa! It is a FIXER-UPPER, but the owner is currently living there, so buyers can occupy while making renovations. However, elements like the pool, spa, elevator, air conditioners are not functional and obsolete - so new owners will need to renovate many areas. Generator is functional but dated. Kitchen is functional except Sub-Zero refrigerator (needs recharge). This house was built in the 1940's and fully renovated in the 1990's to create an urban villa that will remind you of the French Rivera or a classic Hollywood mansion. New owners will want to renovate and bring the house up to date for their own lifestyle while maintaining the glamour and elegance of the original design. Located at 503 Calle Barbé (bar-bay) - one of Santurce's 'hidden secrets' behind Santurce Medical Mall. Neighbors feature renovated Art Deco 'Streamliner' houses and classic homes from the 1930's-60's. Easy access to everything in San Juan by car and excellent public transportation. One block from the campus and facilities of Sagrado Corazon University. First Floor: Entry foyer with elegant marble/granite staircase and elevator leading to the upper landing/gallery. To the left is the formal living room that leads to a large 'bonus room' with separate handicap-access entrance that would be a perfect office, family room, den or party space since it opens to the pool and terrace at the back of the house. First floor also has a formal dining room, pantry, half bathroom, laundry room, kitchen and raised breakfast nook with skylight that opens to the rear gardens. This could easily be modified to a very contemporary open design while retaining classic style. Marble floors throughout the main house. Second Floor: The upper gallery/landing has the elevator and large primary bedroom with access to a large open terrace. A unique red marble bathroom with two separate sinks, two separate WCs, soaking tub, separate shower and separate bidet. Bathroom opens to your walk-in closet. Utility/office/closet area opens into large second bedroom. The primary bathroom now is a 'double Jack and Jill' configuration, but could easily be converted into two ensuite bathrooms which would provide two master-suites on the upper floor. Attached garage has separate driveway in addition to the 'horseshoe driveway' to the front door. A separate detached 'casita' at the back of the property has its own full bathroom. Exterior: Swimming Pool, Jacuzzi, Cascading Wall Fountain, Trellis Promenade, gardens and fountains have been neglected but can be restored to your own lifestyle and taste. They are currently not usable without renovation. Front of the house has a gated 'horseshoe driveway' for additional parking or guest arrival. Alternate Utilities: Diesel Generator is not functional - at the back of the garage with exterior access - can be replaced with Diesel or LPG generator in the same dedicated space. Existing cisten is functional but outdated. Excellent potential for future solar panels on the roof which received direct sun all day. If you want a move-in, 'turn-key' home - this is not right for you. But if you are interested in bringing one of Santurce's legendary homes back to its former glory with modern amenities and features - this could be the perfect project for you!

503 Calle Barbé, San Juan

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